$1,700,000 Custom built by Emerald Homes, this beautifully updated 3 bedroom + bonus room, 3 bath residence, offers a bright, inviting layout with generous living spaces and thoughtful design throughout. Behind the gates of The Oaks Bayside, it is beautifully situated, set back on a lot that offers peace and privacy. The open kitchen is a home chef’s dream and serves as the centerpiece of the home. Showcasing custom cabinetry, expansive counter space, and high-end appliances, the layout is ideal for both everyday cooking and effortless entertaining. There is a breakfast bar, dinette that is flooded by filtered sunshine through the tinted aquarium window, as well as a formal dining room. The living spaces flow seamlessly, enhanced by abundant natural light and refined finishes that elevate the home’s incredible appeal. The master suite has extra insulation between the great room and the master bedroom wall, ensuring a quiet, private sanctuary. The room is spacious and features a spa-like master bath with a tub, large separate walk-in shower, dual sinks and an abundance of mirrors and lighting. Step outside to a lovely lanai, with pool, spa and outdoor kitchen. This space is perfectly designed for relaxing, hosting gatherings, or enjoying the tranquil Florida lifestyle year-round. This gorgeous home offers so much, you truly must see it to fully appreciate it! Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 3 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Custom built by Emerald Homes, this beautifully updated 3 bedroom + bonus room, 3 bath residence, offers a bright, inviting layout with generous living spaces and thoughtful design throughout. Behind the gates of The Oaks Bayside, it is beautifully situated, set back on a lot that offers peace and privacy. The open kitchen is a home chef’s dream and serves as the centerpiece of the home. Showcasing custom cabinetry, expansive counter space, and high-end appliances, the layout is ideal for both everyday cooking and effortless entertaining. There is a breakfast bar, dinette that is flooded by filtered sunshine through the tinted aquarium window, as well as a formal dining room. The living spaces flow seamlessly, enhanced by abundant natural light and refined finishes that elevate the home’s incredible appeal. The master suite has extra insulation between the great room and the master bedroom wall, ensuring a quiet, private sanctuary. The room is spacious and features a spa-like master bath with a tub, large separate walk-in shower, dual sinks and an abundance of mirrors and lighting. Step outside to a lovely lanai, with pool, spa and outdoor kitchen. This space is perfectly designed for relaxing, hosting gatherings, or enjoying the tranquil Florida lifestyle year-round. This gorgeous home offers so much, you truly must see it to fully appreciate it! Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key. Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar. Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership. 141 Sugar Mill Drive, Osprey
$2,175,000 Located behind the gates of The Oaks Clubside, and just moments from the clubhouse, this 3 bedroom plus office, 4.5 bath home offers over 3,500 square feet of quiet elegance and beautifully updated living space. Set along the 4th hole of the Eagle Course, the property enjoys sweeping golf and lake views, along with the community’s signature bridge, adding a picturesque focal point to the landscape. Inside, the formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The beautifully updated kitchen has been redesigned with modern finishes and generous workspace providing both style and functionality for everyday living. It opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus there is a formal dining room and breakfast bar for flexible entertaining. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located 3rd bathroom. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. With no house on one side, this exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently NO WAITING LIST for either Golf or Sports/Social membership. 4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Located behind the gates of The Oaks Clubside, and just moments from the clubhouse, this 3 bedroom plus office, 4.5 bath home offers over 3,500 square feet of quiet elegance and beautifully updated living space. Set along the 4th hole of the Eagle Course, the property enjoys sweeping golf and lake views, along with the community’s signature bridge, adding a picturesque focal point to the landscape. Inside, the formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The beautifully updated kitchen has been redesigned with modern finishes and generous workspace providing both style and functionality for everyday living. It opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus there is a formal dining room and breakfast bar for flexible entertaining. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located 3rd bathroom. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. With no house on one side, this exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership. There is currently NO WAITING LIST for either Golf or Sports/Social membership. 362 Macewen Drive, Osprey
$1,399,000 Looking for a home with room for everyone? This expansive 3255 square foot Southbay residence delivers! Located in the highly desirable Southbay Yacht & Racquet Club and close to the renowned Pine View School, this spacious home is just 12 years young. Built with 10-foot ceilings, generously sized rooms, beautiful architectural details and hurricane-rated windows and doors, it offers both style and peace of mind. Step inside the foyer to a welcoming dining room with an architectural wall opening to the living room featuring a shiplap accent wall and sliding glass doors leading to the covered lanai and pool area. The private primary suite is tucked away on its own and includes direct lanai access, two spacious walk-in closets, a large shower and two separate vanity areas. The kitchen is the heart of the home, with custom cabinetry, new KitchenAid black appliances, a center island, and a breakfast bar. It opens to both the dinette and family room, where an impressive wood-plank tray ceiling, decorative tile accent wall and electric fireplace create a warm and inviting gathering space. Toward the rear of the home are two Jack-and-Jill bedrooms with a shared bath. You’ll also find an office or den with built-ins, along with another full bath offering convenient access to the lanai. The staircase is discreetly tucked toward the back of the home and leads to an oversized bonus room,spacious bedroom, and additional full bath offering convenient- perfect for guests, extended family, a media room or private retreat. Thoughtful finishes continue throughout the home with attractive ceiling fans and light fixtures. Also located on the first floor is a dedicated laundry room tucked away off a hallway convenient to the kitchen. A two car oversized garage completes the first floor. Outdoor living is equally impressive. The lanai offers a large covered entertaining area, outdoor BBQ and easy access to the pool. The exterior features new sod and a circular paver driveway, adding to the home’s curb appeal. Other extra features include foam insulation in the roof, attic area and the exterior walls. Extra insulation added between master and living room and then shared wall for family room and bedroom. Southbay is a golf-cart-friendly community with something for all ages. Residents enjoy an active clubhouse with a fitness center, gathering rooms, two kitchens, ball room, card room, library, pickleball and tennis courts, bocce ball, basketball, kayak launch and storage, and a community pool overlook the marina. One of Southbay’s standout features is its resident-only marina, capable of accommodating a wide range of boat sizes at very reasonable slip rates, with direct access to the Intracoastal Waterway. The popular Casey Key Fish House and Tiki Bar is just an easy boat, golf-cart, or car ride away. Southbay is also conveniently located near restaurants, shopping, major roadways, and the Legacy Trail. Beautiful Gulf beaches are close by with Siesta Key less than 10 miles away and Nokomis Beach less than 5 miles away. Come see everything this special home - and the Southbay lifestyle - has to offer! 4 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code Looking for a home with room for everyone? This expansive 3255 square foot Southbay residence delivers! Located in the highly desirable Southbay Yacht & Racquet Club and close to the renowned Pine View School, this spacious home is just 12 years young. Built with 10-foot ceilings, generously sized rooms, beautiful architectural details and hurricane-rated windows and doors, it offers both style and peace of mind. Step inside the foyer to a welcoming dining room with an architectural wall opening to the living room featuring a shiplap accent wall and sliding glass doors leading to the covered lanai and pool area. The private primary suite is tucked away on its own and includes direct lanai access, two spacious walk-in closets, a large shower and two separate vanity areas. The kitchen is the heart of the home, with custom cabinetry, new KitchenAid black appliances, a center island, and a breakfast bar. It opens to both the dinette and family room, where an impressive wood-plank tray ceiling, decorative tile accent wall and electric fireplace create a warm and inviting gathering space. Toward the rear of the home are two Jack-and-Jill bedrooms with a shared bath. You’ll also find an office or den with built-ins, along with another full bath offering convenient access to the lanai. The staircase is discreetly tucked toward the back of the home and leads to an oversized bonus room,spacious bedroom, and additional full bath offering convenient- perfect for guests, extended family, a media room or private retreat. Thoughtful finishes continue throughout the home with attractive ceiling fans and light fixtures. Also located on the first floor is a dedicated laundry room tucked away off a hallway convenient to the kitchen. A two car oversized garage completes the first floor. Outdoor living is equally impressive. The lanai offers a large covered entertaining area, outdoor BBQ and easy access to the pool. The exterior features new sod and a circular paver driveway, adding to the home’s curb appeal. Other extra features include foam insulation in the roof, attic area and the exterior walls. Extra insulation added between master and living room and then shared wall for family room and bedroom. Southbay is a golf-cart-friendly community with something for all ages. Residents enjoy an active clubhouse with a fitness center, gathering rooms, two kitchens, ball room, card room, library, pickleball and tennis courts, bocce ball, basketball, kayak launch and storage, and a community pool overlook the marina. One of Southbay’s standout features is its resident-only marina, capable of accommodating a wide range of boat sizes at very reasonable slip rates, with direct access to the Intracoastal Waterway. The popular Casey Key Fish House and Tiki Bar is just an easy boat, golf-cart, or car ride away. Southbay is also conveniently located near restaurants, shopping, major roadways, and the Legacy Trail. Beautiful Gulf beaches are close by with Siesta Key less than 10 miles away and Nokomis Beach less than 5 miles away. Come see everything this special home - and the Southbay lifestyle - has to offer! 1417 Landview Lane, Osprey
$4,795,000 A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other. Casey Key SubDv. ⋅ 34275 Zip Code A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other. 2417 Casey Key Road, Nokomis
$4,795,000 A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other. 2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code A rare Gulf-to-Bay opportunity on Casey Key, where nearly an acre of land stretches from the turquoise waters of the Gulf of Mexico to the protected waters of the bay. With just over 100 feet of water frontage on both the Gulf and bay sides (and more than 400-feet of depth), this exceptional property presents an opportunity to create a custom waterfront retreat tailored entirely to your vision. Set along one of Sarasota’s most coveted barrier islands, the expansive homesite offers the extraordinary combination of a private Gulf beach, spectacular sunset views and direct boating access—all from one property. On the beach side, step directly onto your own stretch of walkable sandy shoreline and enjoy unobstructed views across the Gulf of Mexico. Approximately 104 feet of Gulf frontage and a newer seawall, completed in 2004, establish an impressive setting for a future coastal residence designed around the water, sunsets and relaxed Casey Key lifestyle. Mature tropical landscaping and the parcel’s generous proportions create a wonderful sense of privacy rarely found along the coast. Across the property, approximately 104 feet of bay frontage opens another dimension of waterfront living. The dock and boat lift, both added in 2022, provide convenient access to the Intracoastal Waterway and the exceptional boating, fishing and cruising opportunities of Southwest Florida. Spend the morning on the boat, return home by water and finish the day watching the sun disappear into the Gulf from your own backyard. The nearly one-acre parcel provides remarkable flexibility for designing a custom residence that takes full advantage of its Gulf-to-Bay orientation, with the potential to capture water views in both directions. Imagine expansive indoor-outdoor living spaces, elevated terraces, a resort-style pool environment and private gathering areas framed by tropical landscaping—all designed specifically around this extraordinary coastal setting. Casey Key remains one of the Gulf Coast’s most distinctive residential enclaves, prized for its natural beauty, privacy and laid-back character. Yet this secluded island setting is remarkably convenient to the restaurants, boutiques and waterfront charm of Nokomis and Venice, as well as nearby Nokomis Beach, the North Jetty, Venice Island and the Legacy Trail. Downtown Sarasota’s cultural attractions, dining and shopping are also within comfortable reach, while the Intracoastal and Gulf of Mexico are quite literally at your doorstep. 2417 Casey Key Road is more than a waterfront homesite—it is an opportunity to create a legacy property on one of Southwest Florida’s most treasured barrier islands, with the Gulf at one door and the bay at the other. 2417 Casey Key Road, Nokomis
$2,600,000 This 4 bedroom, 4 bath gem will please the most discriminating buyer. You will be immediately intrigued when you pull into the pavered circular driveway. Once you enter though the double front doors, you will feel like you’ve stepped into the pages of a magazine. There is no end to the delightful touches you will find; bathrooms with designer tile, walls sanded to a smooth finish and expertly painted, high-end custom light fixtures throughout and the absolutely stunning master bathroom, to name a few. You will be so taken with the interior that you might think the outside cannot be any better, but wait until you see the gorgeous, expanded lanai with summer kitchen, stone pool deck, and resort-like pool. Beautifully landscaped, the lot appeal of this home is incredible. You truly must see all it has to offer to appreciate how special it is. Imagine living in this gracious home behind the gates of The Oaks Club. The Oaks, Sarasota’s premier golf and country club, offers two championship golf courses, pickleball courts, 12 HAR-TRU tennis courts, tournament croquet court, state of the art WellFit Center and a wide variety of dining, recreational and social options. Membership in The Oaks Club is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code This 4 bedroom, 4 bath gem will please the most discriminating buyer. You will be immediately intrigued when you pull into the pavered circular driveway. Once you enter though the double front doors, you will feel like you’ve stepped into the pages of a magazine. There is no end to the delightful touches you will find; bathrooms with designer tile, walls sanded to a smooth finish and expertly painted, high-end custom light fixtures throughout and the absolutely stunning master bathroom, to name a few. You will be so taken with the interior that you might think the outside cannot be any better, but wait until you see the gorgeous, expanded lanai with summer kitchen, stone pool deck, and resort-like pool. Beautifully landscaped, the lot appeal of this home is incredible. You truly must see all it has to offer to appreciate how special it is. Imagine living in this gracious home behind the gates of The Oaks Club. The Oaks, Sarasota’s premier golf and country club, offers two championship golf courses, pickleball courts, 12 HAR-TRU tennis courts, tournament croquet court, state of the art WellFit Center and a wide variety of dining, recreational and social options. Membership in The Oaks Club is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 794 Lytham Circle, Osprey
$1,250,000 This 3 bedroom, 3 bath 9th floor penthouse with PRIVATE 2 CAR GARAGE in Meridian at The Oaks Preserve offers the perfect living space for those who seek luxury and comfort in a country club community. Meticulously maintained, this residence’s open, spacious floor plan features a beautiful kitchen with stainless steel appliances. The master bedroom has ceiling-to-floor windows to enjoy views of the intracoastal waterway and the Gulf of Mexico. The luxurious master bath has marble floors and a jacuzzi tub. Every room is light-filled and most offer lovely water views during the day, and SPECTACULAR SUNSETS as the day turns to dusk. Automatic hurricane shutters, a climate controlled storage room and a two-car garage with additional storage space are just a few of the features in this opulent condo. Spend a sunny Florida day at the Meridian residents-only pool with spa and fitness room, just steps from the building. Or take advantage of everything else The Oaks, Sarasota’s premier golf and country club, has to offer, 2 championship golf courses, 12 Har-Tru tennis courts (4 lighted), pickleball and croquet courts, a state-of-art WellFit center, incredible dining options and a celebrated social calendar. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code This 3 bedroom, 3 bath 9th floor penthouse with PRIVATE 2 CAR GARAGE in Meridian at The Oaks Preserve offers the perfect living space for those who seek luxury and comfort in a country club community. Meticulously maintained, this residence’s open, spacious floor plan features a beautiful kitchen with stainless steel appliances. The master bedroom has ceiling-to-floor windows to enjoy views of the intracoastal waterway and the Gulf of Mexico. The luxurious master bath has marble floors and a jacuzzi tub. Every room is light-filled and most offer lovely water views during the day, and SPECTACULAR SUNSETS as the day turns to dusk. Automatic hurricane shutters, a climate controlled storage room and a two-car garage with additional storage space are just a few of the features in this opulent condo. Spend a sunny Florida day at the Meridian residents-only pool with spa and fitness room, just steps from the building. Or take advantage of everything else The Oaks, Sarasota’s premier golf and country club, has to offer, 2 championship golf courses, 12 Har-Tru tennis courts (4 lighted), pickleball and croquet courts, a state-of-art WellFit center, incredible dining options and a celebrated social calendar. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 401 N Point Road Unit 903, Osprey
$1,150,000 Huge Opportunity – Three Homes – Motivated Seller! Outstanding opportunity to acquire three homes in one transaction in a rapidly developing Osprey area. The properties are located close to the proposed Margaritaville Resort, which is expected to become a major destination in the area and has been proposed to include ferry service providing access to Siesta Key. This location is already generating significant attention, with increasing interest in the surrounding area. All three homes are substantially completed, giving a buyer the opportunity to take over the project without starting from the ground up. The homes will require additional construction and finishing work, and a contractor will be needed to complete the remaining items necessary to obtain the required Certificates of Occupancy. For the right buyer, this creates an opportunity to complete all three properties and determine the best strategy moving forward. Finish and sell the homes individually, hold them as investment properties, use them as long-term rentals, or ptentially sell them off separately for what could be a large profit. Much of the heavy lifting has already been done, allowing an experienced investor, builder, or contractor to focus on completing the project and unlocking the potential value of the properties. 3 Beds ⋅ 2 Baths ⋅ Ogburns T B Add To Town Of Osprey SubDv. ⋅ 34229 Zip Code Huge Opportunity – Three Homes – Motivated Seller! Outstanding opportunity to acquire three homes in one transaction in a rapidly developing Osprey area. The properties are located close to the proposed Margaritaville Resort, which is expected to become a major destination in the area and has been proposed to include ferry service providing access to Siesta Key. This location is already generating significant attention, with increasing interest in the surrounding area. All three homes are substantially completed, giving a buyer the opportunity to take over the project without starting from the ground up. The homes will require additional construction and finishing work, and a contractor will be needed to complete the remaining items necessary to obtain the required Certificates of Occupancy. For the right buyer, this creates an opportunity to complete all three properties and determine the best strategy moving forward. Finish and sell the homes individually, hold them as investment properties, use them as long-term rentals, or ptentially sell them off separately for what could be a large profit. Much of the heavy lifting has already been done, allowing an experienced investor, builder, or contractor to focus on completing the project and unlocking the potential value of the properties. 210 Patterson Avenue, Osprey
$1,577,990 SOLD DATA ONLY. BUILDER MODEL PURCHASE. 3 Beds ⋅ 3 Baths ⋅ Aria SubDv. ⋅ 34275 Zip Code SOLD DATA ONLY. BUILDER MODEL PURCHASE. 316 Aria Drive, Nokomis
$6,449,000 Under contract-accepting backup offers. A rare combination of timeless grandeur and effortless waterfront living, this bayfront estate in The Oaks Bayside commands approximately 150 feet of Bay frontage across 0.60 acres, with water views framing nearly every principal room. The residence offers 6 bedrooms, 5.5 baths, multiple covered balconies overlooking the Bay, additional ground-level flex space and a side-entry 3-car garage. A circular brick-paver driveway, tropical landscaping and a stately columned entrance create an unforgettable arrival. The dramatic two-story foyer features architectural columns, custom millwork and a wood-clad ceiling accent. European French white oak engineered flooring flows through the main living spaces. The living and family rooms feature soaring ceilings, extensive millwork, statement lighting, carved-stone fireplaces and oversized windows framing expansive water views. An adjoining sitting area features arched windows, a wood-clad ceiling and multiple glass doors opening to the waterfront balcony. The new kitchen is appointed with ceiling-height Shaker cabinetry, champagne-bronze hardware, marble countertops and an oversized waterfall island with seating for five. A GE Monogram appliance suite includes a professional gas range with griddle, refrigerator and dishwasher. A custom range hood, dimensional tile backsplash, apron-front sink and walk-in pantry complete the space. The waterfront dining nook incorporates built-in cabinetry, a stone serving counter and beverage cooler, while the formal dining room features a tray ceiling, paneled walls and columns. A waterfront office with built-in bookshelves, fireplace and balcony access, an updated laundry room and multiple en-suite guest accommodations complete the main level. Upstairs, the landing overlooks the living spaces beneath a crystal chandelier. The primary suite offers separate sleeping and sitting areas, a carved-stone fireplace, wide water views, private balcony access and two walk-in closets with custom storage. Its spa-inspired bath includes dual furniture-style vanities, a freestanding soaking tub beneath a picture window and an oversized frameless shower with marble-look tile, rainfall and handheld fixtures. Additional bedrooms offer en-suite or nearby baths, walk-in closets, abundant natural light and water or tropical views. Multiple covered balconies overlook the newly resurfaced pool, paver terrace, manicured lawn and waterfront. The pool features a 7-foot depth, entry steps, seating or sun-shelf areas, lighting, a self-cleaning system and a new pump. A private walkway through the mangroves leads to a new 5-by-60-foot composite dock completed in 2026, equipped with electric, water and a 6,000-pound boat lift. The property also features a concrete seawall and direct boating access. The lower level provides substantial additional flexibility for recreation, fitness, media or entertaining. Further updates include a newer 2023 tile roof, new HVAC, all-new appliances and flooring, new interior doors and moldings, hurricane protection and exterior lighting. The renowned Oaks Club is one of the area’s premier member-owned clubs, featuring two championship 18-hole golf courses, a full slate of tennis and fitness facilities, and an elegant clubhouse offering fine dining and a vibrant social calendar. Ideally situated in Osprey, the property offers convenient access to Gulf beaches, the Legacy Trail, dining and shopping, with downtown Sarasota and Venice both within easy reach. 6 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Under contract-accepting backup offers. A rare combination of timeless grandeur and effortless waterfront living, this bayfront estate in The Oaks Bayside commands approximately 150 feet of Bay frontage across 0.60 acres, with water views framing nearly every principal room. The residence offers 6 bedrooms, 5.5 baths, multiple covered balconies overlooking the Bay, additional ground-level flex space and a side-entry 3-car garage. A circular brick-paver driveway, tropical landscaping and a stately columned entrance create an unforgettable arrival. The dramatic two-story foyer features architectural columns, custom millwork and a wood-clad ceiling accent. European French white oak engineered flooring flows through the main living spaces. The living and family rooms feature soaring ceilings, extensive millwork, statement lighting, carved-stone fireplaces and oversized windows framing expansive water views. An adjoining sitting area features arched windows, a wood-clad ceiling and multiple glass doors opening to the waterfront balcony. The new kitchen is appointed with ceiling-height Shaker cabinetry, champagne-bronze hardware, marble countertops and an oversized waterfall island with seating for five. A GE Monogram appliance suite includes a professional gas range with griddle, refrigerator and dishwasher. A custom range hood, dimensional tile backsplash, apron-front sink and walk-in pantry complete the space. The waterfront dining nook incorporates built-in cabinetry, a stone serving counter and beverage cooler, while the formal dining room features a tray ceiling, paneled walls and columns. A waterfront office with built-in bookshelves, fireplace and balcony access, an updated laundry room and multiple en-suite guest accommodations complete the main level. Upstairs, the landing overlooks the living spaces beneath a crystal chandelier. The primary suite offers separate sleeping and sitting areas, a carved-stone fireplace, wide water views, private balcony access and two walk-in closets with custom storage. Its spa-inspired bath includes dual furniture-style vanities, a freestanding soaking tub beneath a picture window and an oversized frameless shower with marble-look tile, rainfall and handheld fixtures. Additional bedrooms offer en-suite or nearby baths, walk-in closets, abundant natural light and water or tropical views. Multiple covered balconies overlook the newly resurfaced pool, paver terrace, manicured lawn and waterfront. The pool features a 7-foot depth, entry steps, seating or sun-shelf areas, lighting, a self-cleaning system and a new pump. A private walkway through the mangroves leads to a new 5-by-60-foot composite dock completed in 2026, equipped with electric, water and a 6,000-pound boat lift. The property also features a concrete seawall and direct boating access. The lower level provides substantial additional flexibility for recreation, fitness, media or entertaining. Further updates include a newer 2023 tile roof, new HVAC, all-new appliances and flooring, new interior doors and moldings, hurricane protection and exterior lighting. The renowned Oaks Club is one of the area’s premier member-owned clubs, featuring two championship 18-hole golf courses, a full slate of tennis and fitness facilities, and an elegant clubhouse offering fine dining and a vibrant social calendar. Ideally situated in Osprey, the property offers convenient access to Gulf beaches, the Legacy Trail, dining and shopping, with downtown Sarasota and Venice both within easy reach. 112 Osprey Point Drive, Osprey
$1,480,000 Enjoy luxury living at its finest in this beautiful 3 bedroom, 3 bath residence with a PRIVATE ONE CAR GARAGE plus one parking space under the building. Located in Meridian, behind the secure gates of The Oaks Preserve, you truly feel like you have found the perfect tropical hide-a-away. Situated on the 7th floor, above the treetops, you are treated to an amazing vista taking in Little Sarasota Bay, and beyond to the Gulf, from the screened private balcony. Imagine how relaxing it will be to watch the sun set, painting the sky with vibrant color, at the end of another beautiful Florida day. Located on the north side of the building, this unit is just steps away from the Meridian residents-only pool, hot tub and workout room. And, as club members you can enjoy everything that The Oaks Clubside offers; two championship golf courses, 12 HAR TRU tennis courts, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art WellFit Center, incredible dining venues and a wide variety of social and recreational options. Club membership required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code Enjoy luxury living at its finest in this beautiful 3 bedroom, 3 bath residence with a PRIVATE ONE CAR GARAGE plus one parking space under the building. Located in Meridian, behind the secure gates of The Oaks Preserve, you truly feel like you have found the perfect tropical hide-a-away. Situated on the 7th floor, above the treetops, you are treated to an amazing vista taking in Little Sarasota Bay, and beyond to the Gulf, from the screened private balcony. Imagine how relaxing it will be to watch the sun set, painting the sky with vibrant color, at the end of another beautiful Florida day. Located on the north side of the building, this unit is just steps away from the Meridian residents-only pool, hot tub and workout room. And, as club members you can enjoy everything that The Oaks Clubside offers; two championship golf courses, 12 HAR TRU tennis courts, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art WellFit Center, incredible dining venues and a wide variety of social and recreational options. Club membership required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership. 401 N Point Road Unit 701, Osprey
$1,050,000 his stunning, updated home sits on a corner lot; the largest in Emerald Woods. Located behind the gates of The Oaks Preserve, this maintenance free residence features 3 bedrooms, 2 baths and a 2-car air conditioned garage along with premium finishes throughout. The updated kitchen, equipped with high-end stainless steel appliances, will delight any home chef. The spacious master suite includes a luxurious master bath, walk-in closets, and a sitting area with sliders to the lanai and pool. The expansive outdoor living area is designed for relaxation and entertaining, showcasing an impressive pool and spa, a new outdoor kitchen, new automated hurricane shutters and a view of a tranquil pond. Additional updates include a new roof, hurricane impact PGT windows and sliding doors, new quartz countertops throughout, a water softening and purification system and built-ins in the 3rd bedroom currently used as a combined study/bedroom. Residents of The Oaks enjoy unmatched amenities including two 18-hole championship golf courses, an award-winning tennis program, pickleball courts, a state-of-the-art fitness center and a junior Olympic, community pool as well as a celebrated social calendar, and incredible dining options. 3 Beds ⋅ 2 Baths ⋅ Emerald Woods At Oaks SubDv. ⋅ 34229 Zip Code his stunning, updated home sits on a corner lot; the largest in Emerald Woods. Located behind the gates of The Oaks Preserve, this maintenance free residence features 3 bedrooms, 2 baths and a 2-car air conditioned garage along with premium finishes throughout. The updated kitchen, equipped with high-end stainless steel appliances, will delight any home chef. The spacious master suite includes a luxurious master bath, walk-in closets, and a sitting area with sliders to the lanai and pool. The expansive outdoor living area is designed for relaxation and entertaining, showcasing an impressive pool and spa, a new outdoor kitchen, new automated hurricane shutters and a view of a tranquil pond. Additional updates include a new roof, hurricane impact PGT windows and sliding doors, new quartz countertops throughout, a water softening and purification system and built-ins in the 3rd bedroom currently used as a combined study/bedroom. Residents of The Oaks enjoy unmatched amenities including two 18-hole championship golf courses, an award-winning tennis program, pickleball courts, a state-of-the-art fitness center and a junior Olympic, community pool as well as a celebrated social calendar, and incredible dining options. 292 Turquoise Lane, Osprey
$9,750,000 At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony. 5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony. 1216 N Casey Key Road, Osprey
$1,100,000 ONE OF A KIND! - PRICED $200,000 BELOW RECENT APPRAISAL!!! - 5 ACRES- 2 HOMES- 1 CURRENTLY USED AS A BUSINESS OFFICE- 8 CAR GARAGE with SECOND OFFICE. PERFECT FOR A BUSINESS-EMPLOYEE HOUSING-OR LARGE FAMILY. 10 MINUTES TO THE BEACH- 5 MINUTES TO I-75 and Sarasota Memorial Hospital Venice. TOTAL 10 BEDROOMS- 6 BATHROOMS- HUGE POOL-Great Location close to everything including new Walmart and Home Depot currently being built on Laurel Rd. Rare opportunity for a business owner seeking private acreage with on-site housing, office space, parking and storage. This 5-acre property features two separate homes, an 8-car garage with its own office, large circular driveway, abundant parking, and a combination of wooded and cleared land. Adjacent property is preserved and cannot be built on. The main home offers 7 bedrooms, 3½ baths, two huge family rooms, a spacious kitchen, extensive storage and a large pool. Four bedrooms are located upstairs with access from a private second-story staircase. The main home needs updating and repairs but offers tremendous potential for owner or employee housing. The second home is currently used as a professional office and is in very good condition, with possible 3 bedrooms (currently 2) 1½ baths, full kitchen, large family room and an additional open meeting area that could serve as another living or recreation space. It includes a computer room and propane-powered backup generator. Second home is built with storm resistance in mind. The 8-car garage with private office provides exceptional space for vehicles, equipment, inventory or business operations. A Beautiful picnic area and partially fenced yard complete the property. Ideally located approximately 10 minutes to the beach, 5 minutes to I-75, and less than 5 minutes to shopping, restaurants and a soon to be built Walmart and Home Depot on Laurel Rd. An exceptional opportunity for a business owner needing employee housing, an on-site office, equipment storage and plenty of parking, all in one private property. Please refer to Sarasota County for information concerning your particular use. 10 Beds ⋅ 6 Baths ⋅ 34275 Zip Code ONE OF A KIND! - PRICED $200,000 BELOW RECENT APPRAISAL!!! - 5 ACRES- 2 HOMES- 1 CURRENTLY USED AS A BUSINESS OFFICE- 8 CAR GARAGE with SECOND OFFICE. PERFECT FOR A BUSINESS-EMPLOYEE HOUSING-OR LARGE FAMILY. 10 MINUTES TO THE BEACH- 5 MINUTES TO I-75 and Sarasota Memorial Hospital Venice. TOTAL 10 BEDROOMS- 6 BATHROOMS- HUGE POOL-Great Location close to everything including new Walmart and Home Depot currently being built on Laurel Rd. Rare opportunity for a business owner seeking private acreage with on-site housing, office space, parking and storage. This 5-acre property features two separate homes, an 8-car garage with its own office, large circular driveway, abundant parking, and a combination of wooded and cleared land. Adjacent property is preserved and cannot be built on. The main home offers 7 bedrooms, 3½ baths, two huge family rooms, a spacious kitchen, extensive storage and a large pool. Four bedrooms are located upstairs with access from a private second-story staircase. The main home needs updating and repairs but offers tremendous potential for owner or employee housing. The second home is currently used as a professional office and is in very good condition, with possible 3 bedrooms (currently 2) 1½ baths, full kitchen, large family room and an additional open meeting area that could serve as another living or recreation space. It includes a computer room and propane-powered backup generator. Second home is built with storm resistance in mind. The 8-car garage with private office provides exceptional space for vehicles, equipment, inventory or business operations. A Beautiful picnic area and partially fenced yard complete the property. Ideally located approximately 10 minutes to the beach, 5 minutes to I-75, and less than 5 minutes to shopping, restaurants and a soon to be built Walmart and Home Depot on Laurel Rd. An exceptional opportunity for a business owner needing employee housing, an on-site office, equipment storage and plenty of parking, all in one private property. Please refer to Sarasota County for information concerning your particular use. 411 Bristol Lane, Nokomis
$1,495,000 Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club. 3 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club. 226 Saint James Park, Osprey
$2,199,999 Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide. 4 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide. 154 Lookout Point Drive, Osprey
$1,100,000 Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large families, host overnight guests, or create dedicated home office spaces. Every detail of the interior reflects thoughtful maintenance and pride of ownership, offering a seamless flow between the primary living areas. Designed for quintessential Florida living, the expansive backyard functions as your own private resort. Step out onto the oversized covered lanai to entertain year-round, or cool off in the crystal-clear heated pool and integrated spa while taking in the tranquil scenery of your secluded acreage. Despite the incredible privacy, you are just minutes away from pristine Gulf beaches and iconic local dining hot spots like Pops Sunset Grill and the Casey Key Fish House. Adding to the unmatched value of this property is its setting within Pine Ranch East, an exclusive neighborhood comprised of only 26 homes. While the community maintains an established HOA structure, homeowners enjoy the astonishing benefit of paying no HOA fees thanks to a unique financial setup that leaves the neighborhood fully funded years into the future. Contact us today to learn more about this remarkable community story or to schedule your private tour. 5 Beds ⋅ 4 Baths ⋅ Pine Ranch East SubDv. ⋅ 34229 Zip Code Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large families, host overnight guests, or create dedicated home office spaces. Every detail of the interior reflects thoughtful maintenance and pride of ownership, offering a seamless flow between the primary living areas. Designed for quintessential Florida living, the expansive backyard functions as your own private resort. Step out onto the oversized covered lanai to entertain year-round, or cool off in the crystal-clear heated pool and integrated spa while taking in the tranquil scenery of your secluded acreage. Despite the incredible privacy, you are just minutes away from pristine Gulf beaches and iconic local dining hot spots like Pops Sunset Grill and the Casey Key Fish House. Adding to the unmatched value of this property is its setting within Pine Ranch East, an exclusive neighborhood comprised of only 26 homes. While the community maintains an established HOA structure, homeowners enjoy the astonishing benefit of paying no HOA fees thanks to a unique financial setup that leaves the neighborhood fully funded years into the future. Contact us today to learn more about this remarkable community story or to schedule your private tour. 296 Pine Ranch Trail, Osprey
$1,100,000 Luxury Living in Rivendell Woodlands Welcome to this exceptional 3,984-square-foot estate in the highly sought-after Rivendell Woodlands community, where luxury, comfort, and convenience come together in a spectacular lakefront and preserve setting. Built in 2003, this meticulously maintained residence offers 4 bedrooms, 3 baths, a private office/den, expansive bonus room, formal living and dining rooms, and a family room, providing abundant space for both everyday living and entertaining. The thoughtfully designed floor plan features a dedicated den on the first floor complete with a Murphy bed. The primary suite on 2nd floor features tray ceiling, custom his-and-her walk-in closets and seating area, and sliders to the covered, screened porch stretching the full length of the home with incredible water and preserve views. Plantation shutters are throughout, with remote-controlled blinds for the patio sliders. The chef's kitchen is enhanced by a reverse-osmosis water system and large wine and beverage fridge, while a whole-house water softener and dual air-conditioning systems equipped with air-scrubber filtration devices ensure maximum comfort and efficiency. Step outside to your private resort-style oasis featuring a sparkling saltwater pool overlooking tranquil lake and preserve views. The outdoor living area is an entertainer's dream, complete with a fully equipped outdoor kitchen featuring a bar height counter framing the cooking areas, dual-tap built-in kegerator, Big Green Egg, and gas grill. Enjoy year-round relaxation from the screened covered lanai or retreat to the second-floor screened balcony to take in breathtaking views. For added peace of mind, second-floor sliding doors and windows are impact-resistant as well as the first floor southeast windows and shutters for all others. Additional upgrades include a new tile roof, newer a/c’s and water heater, extended paver driveway, epoxy-coated 3-car garage, well-water irrigation system, and outdoor generator electrical connection. Ideally located within nearby Pine View School, consistently ranked among the top schools in Florida and the nation, this remarkable property offers an unparalleled lifestyle in one of Sarasota County's most desirable communities. Experience the perfect blend of elegance, functionality, and Florida outdoor living in this extraordinary Rivendell Woodlands home. 4 Beds ⋅ 3 Baths ⋅ Rivendell The Woodlands SubDv. ⋅ 34229 Zip Code Luxury Living in Rivendell Woodlands Welcome to this exceptional 3,984-square-foot estate in the highly sought-after Rivendell Woodlands community, where luxury, comfort, and convenience come together in a spectacular lakefront and preserve setting. Built in 2003, this meticulously maintained residence offers 4 bedrooms, 3 baths, a private office/den, expansive bonus room, formal living and dining rooms, and a family room, providing abundant space for both everyday living and entertaining. The thoughtfully designed floor plan features a dedicated den on the first floor complete with a Murphy bed. The primary suite on 2nd floor features tray ceiling, custom his-and-her walk-in closets and seating area, and sliders to the covered, screened porch stretching the full length of the home with incredible water and preserve views. Plantation shutters are throughout, with remote-controlled blinds for the patio sliders. The chef's kitchen is enhanced by a reverse-osmosis water system and large wine and beverage fridge, while a whole-house water softener and dual air-conditioning systems equipped with air-scrubber filtration devices ensure maximum comfort and efficiency. Step outside to your private resort-style oasis featuring a sparkling saltwater pool overlooking tranquil lake and preserve views. The outdoor living area is an entertainer's dream, complete with a fully equipped outdoor kitchen featuring a bar height counter framing the cooking areas, dual-tap built-in kegerator, Big Green Egg, and gas grill. Enjoy year-round relaxation from the screened covered lanai or retreat to the second-floor screened balcony to take in breathtaking views. For added peace of mind, second-floor sliding doors and windows are impact-resistant as well as the first floor southeast windows and shutters for all others. Additional upgrades include a new tile roof, newer a/c’s and water heater, extended paver driveway, epoxy-coated 3-car garage, well-water irrigation system, and outdoor generator electrical connection. Ideally located within nearby Pine View School, consistently ranked among the top schools in Florida and the nation, this remarkable property offers an unparalleled lifestyle in one of Sarasota County's most desirable communities. Experience the perfect blend of elegance, functionality, and Florida outdoor living in this extraordinary Rivendell Woodlands home. 907 Eagle Isle Court, Osprey
$1,239,000 Virtually Staged. NEVER LIVED IN! JUST ADDED: $15,000 CUSTOM buyers ALLOWANCE! Rare find in Sarasota County where ultra-luxury meets bespoke craftsmanship. Nestled in the gated Cassata Lakes community, this magnificent estate sits minutes from Nokomis Beach, historic downtown Venice, and Sarasota Memorial Hospital. Built in 2025, this pristine 2-story Juniper model by M/I Homes features 5 beds, 4 baths, a bonus loft, flexible den, and a 3-car epoxy garage equipped with setup for your choice of EV charger. Offering 3,759 sq ft of heated living space on an oversized water-view lot, this property defines high-prestige Florida living. For the discerning buyer demanding exclusivity, this clean, fresh, crisp canvas offers immediate gratification without the stress of a new build or the grueling 10-month hassle of pool construction. It is 100% move-in ready today, serving as a flawless backdrop ready to customize to your exact taste. Every square inch has been engineered with approx. $172K in rare, high-expense upgrades that elevate daily living into an art form Fortified for absolute peace of mind, the home features full hurricane impact windows, extra-high sliding glass doors, 3 exterior security cameras, a RING camera, and an intelligent smart outdoor camera with built-in AI. The advanced tech infrastructure is highlighted by a premium, dual-floor Wireless Access System with a high-power wireless access point on each level for seamless coverage, alongside professional networking options featuring built-in RG6 and CAT6 wiring. Exquisite details include soaring ceilings, custom crown molding, open stair rails, custom wood blinds, and marble window ledges. Elegant tray ceilings pair with extra canned recessed lighting, while premium, hard-to-find Karastan RevWood white-oak flooring and an upscale wood closet system ground the interior structural elegance. The gourmet kitchen is a true showpiece, anchored by rare leathered-finish quartz countertops with a sophisticated matte aesthetic and unparalleled durability. This chef's space features an oversized island, premium Kohler farmhouse sink, GE Profile appliance integration, under-cabinet lighting, and cabinets with slide-out shelving. Indulge in the master suite's ultra-exclusive en-suite bath sanctuary—the only layout of its kind in Cassata Lakes. This private masterpiece features an extra-large Kohler soaking tub, oversized frameless glass shower with rain head and seating, and an extended area that flows into the custom walk-in closet and straight into the massive laundry room equipped with washer/dryer, utility sink, folding area, and custom cabinets. The layout seamlessly transitions to outdoor entertaining. Open the extra-high impact sliders to an exquisite travertine pool deck and a spectacular, brand-new custom heated pool and spa against panoramic water views. Enjoy hidden outdoor plumbing lines completely pre-plumbed for your custom outdoor kitchen, all completely enclosed by a premium frameless clear-view lanai cage for unobstructed vistas. Carrying NO CDD fees and a remarkably low HOA of only $119/month, you can avoid building delays and claim your flawless paradise right now! Watch the captivating video tour to experience this rare gem—you must see it to believe it, so schedule your showing today! BUYERS: Must see the sensational VIDEO TOUR that brings this home to life! Watch by scrolling to "Facts & features," clicking "See more," and selecting "Virtual Tour" at the bottom. 5 Beds ⋅ 4 Baths ⋅ Cassata Lakes SubDv. ⋅ 34275 Zip Code Virtually Staged. NEVER LIVED IN! JUST ADDED: $15,000 CUSTOM buyers ALLOWANCE! Rare find in Sarasota County where ultra-luxury meets bespoke craftsmanship. Nestled in the gated Cassata Lakes community, this magnificent estate sits minutes from Nokomis Beach, historic downtown Venice, and Sarasota Memorial Hospital. Built in 2025, this pristine 2-story Juniper model by M/I Homes features 5 beds, 4 baths, a bonus loft, flexible den, and a 3-car epoxy garage equipped with setup for your choice of EV charger. Offering 3,759 sq ft of heated living space on an oversized water-view lot, this property defines high-prestige Florida living. For the discerning buyer demanding exclusivity, this clean, fresh, crisp canvas offers immediate gratification without the stress of a new build or the grueling 10-month hassle of pool construction. It is 100% move-in ready today, serving as a flawless backdrop ready to customize to your exact taste. Every square inch has been engineered with approx. $172K in rare, high-expense upgrades that elevate daily living into an art form Fortified for absolute peace of mind, the home features full hurricane impact windows, extra-high sliding glass doors, 3 exterior security cameras, a RING camera, and an intelligent smart outdoor camera with built-in AI. The advanced tech infrastructure is highlighted by a premium, dual-floor Wireless Access System with a high-power wireless access point on each level for seamless coverage, alongside professional networking options featuring built-in RG6 and CAT6 wiring. Exquisite details include soaring ceilings, custom crown molding, open stair rails, custom wood blinds, and marble window ledges. Elegant tray ceilings pair with extra canned recessed lighting, while premium, hard-to-find Karastan RevWood white-oak flooring and an upscale wood closet system ground the interior structural elegance. The gourmet kitchen is a true showpiece, anchored by rare leathered-finish quartz countertops with a sophisticated matte aesthetic and unparalleled durability. This chef's space features an oversized island, premium Kohler farmhouse sink, GE Profile appliance integration, under-cabinet lighting, and cabinets with slide-out shelving. Indulge in the master suite's ultra-exclusive en-suite bath sanctuary—the only layout of its kind in Cassata Lakes. This private masterpiece features an extra-large Kohler soaking tub, oversized frameless glass shower with rain head and seating, and an extended area that flows into the custom walk-in closet and straight into the massive laundry room equipped with washer/dryer, utility sink, folding area, and custom cabinets. The layout seamlessly transitions to outdoor entertaining. Open the extra-high impact sliders to an exquisite travertine pool deck and a spectacular, brand-new custom heated pool and spa against panoramic water views. Enjoy hidden outdoor plumbing lines completely pre-plumbed for your custom outdoor kitchen, all completely enclosed by a premium frameless clear-view lanai cage for unobstructed vistas. Carrying NO CDD fees and a remarkably low HOA of only $119/month, you can avoid building delays and claim your flawless paradise right now! Watch the captivating video tour to experience this rare gem—you must see it to believe it, so schedule your showing today! BUYERS: Must see the sensational VIDEO TOUR that brings this home to life! Watch by scrolling to "Facts & features," clicking "See more," and selecting "Virtual Tour" at the bottom. 1669 Lugano Circle, Nokomis
$2,750,000 Experience refined living in this extraordinary, elegant home. With 3 bedrooms and 4.5 baths it offers expansive lake and golf course views from its premier position along the Heron Course. Designed for both grand entertaining and everyday comfort, the home features generous living spaces, a bright open kitchen overlooking the family room with wood burning fireplace, and a luxurious primary suite with two walk-in closets and a spa style bath. Each guest suite includes its own private bath, ensuring comfort and privacy. Outdoor living shines with a dramatic pool, and spacious covered areas ideal for sunset dining, and beautiful views. Residents enjoy access to The Oaks Club’s renowned amenities, including two championship golf courses, tennis, pickleball, and a vibrant social calendar. Membership is required with homeownership. There is currently no wait list for either Golf or Sports/Social Membership. 4 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Experience refined living in this extraordinary, elegant home. With 3 bedrooms and 4.5 baths it offers expansive lake and golf course views from its premier position along the Heron Course. Designed for both grand entertaining and everyday comfort, the home features generous living spaces, a bright open kitchen overlooking the family room with wood burning fireplace, and a luxurious primary suite with two walk-in closets and a spa style bath. Each guest suite includes its own private bath, ensuring comfort and privacy. Outdoor living shines with a dramatic pool, and spacious covered areas ideal for sunset dining, and beautiful views. Residents enjoy access to The Oaks Club’s renowned amenities, including two championship golf courses, tennis, pickleball, and a vibrant social calendar. Membership is required with homeownership. There is currently no wait list for either Golf or Sports/Social Membership. 447 E Macewen Drive, Osprey
$1,800,000 Beautifully maintained Arthur Rutenberg 3 bedroom, 3.5 bath home located on a quiet cul-de-sac. This architecturally inspired residence features crown molding, marble, tile and hardwood flooring, coffered ceilings, granite countertops, and a travertine pool deck. The first floor master suite includes a sitting area and private access to the lanai and pool. The outdoor living area offers an architectural enclosure, lush landscaping, and a built-in stainless steel gas grill. Two second-floor en-suite bedrooms plus a spacious bonus room provide excellent flexibility for guests or additional living space. This must-see home, with timeless finishes and exceptional care throughout, situated in St. James Park behind the gates of The Oaks Clubside, offers picturesque views from the incredible lanai. The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership. 3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code Beautifully maintained Arthur Rutenberg 3 bedroom, 3.5 bath home located on a quiet cul-de-sac. This architecturally inspired residence features crown molding, marble, tile and hardwood flooring, coffered ceilings, granite countertops, and a travertine pool deck. The first floor master suite includes a sitting area and private access to the lanai and pool. The outdoor living area offers an architectural enclosure, lush landscaping, and a built-in stainless steel gas grill. Two second-floor en-suite bedrooms plus a spacious bonus room provide excellent flexibility for guests or additional living space. This must-see home, with timeless finishes and exceptional care throughout, situated in St. James Park behind the gates of The Oaks Clubside, offers picturesque views from the incredible lanai. The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership. 222 Saint James Park, Osprey
$3,650,000 Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key. 4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key. 3780 Cutlass Bayou Road, Nokomis
$1,350,000 Talon Preserve on Palmer Ranch. Experience an extraordinary blend of coastal charm and contemporary luxury in this nearly new, model-like dream home! Featuring 3 welcoming bedrooms, 3 elegantly designed baths, and a versatile den, this property is everything you’ve been dreaming of. Imagine spending your days by a heated, custom-designed pool and spa, all situated on an impressive oversized lot with breathtaking views of a serene lake and lush preserve, truly a picturesque setting! This outstanding residence showcases the highly coveted Reverence floor plan, complete with luxurious upgrades that discerning buyers desire. Boasting over $161,000 in builder enhancements, a stunning $178,000 custom pool and spa, plus an additional $30,000 in chic post-construction upgrades, this home is perfectly move-in ready! Every detail has been thoughtfully selected, from the level 6 coastal wood-look wide plank porcelain tile flowing throughout the main living areas to the level 5 cabinetry, exquisite quartz countertops, sleek built-in appliances, and smart home features including Cat 6 wiring and in-ceiling speakers. The spacious Great Room extension is perfect for entertaining, and you’ll appreciate the the look of the seamless zero-corner sliders that invite the outdoors in. You'll also enjoy the convenience of a full third bathroom. The centerpiece of this property? The spectacular custom pool! Designed with an expansive raised hot tub that cascades into the pool, enhanced with designer glass tiles, a welcoming sunshelf, stunning water bowls with a tranquil waterfall feature, and a generous 50x40 deck all surrounded by unparalleled views overlooking the peaceful lake and preserve behind. Additional luxurious home finishes include stylish wall treatments in each bedroom and bath, and the Great Room, stylish barn doors for the den and primary bath, luxurious walk-in showers in all baths, and elegant light fixtures and ceiling fans that elevate the atmosphere throughout. Enjoy the thoughtful split bedroom layout providing privacy with the primary suite ideally situated at the back and two guest suites at the front connected by a convenient Jack-and-Jill bathroom featuring dual sinks and a shower. The front office features custom wall details and a roomy walk-in closet for storage. For those in need of extra space, the oversized storage garage, or "Florida Basement," that is an additional 10x8 storage room added to the oversized two-car garage. To make your transition into this stunning home easier, the entire furniture package from Arhouse and a Stressless sectional are available for purchase via a separate bill of sale. Living in Talon Preserve, Palmer Ranch’s newest treasure, is truly exceptional. With resort-style amenities that include a heated pool and hot tub, the full-service Hideaway Bar & Grill, and a sprawling 18,000 sq ft clubhouse featuring a full service bar, state-of-the-art gym and yoga/ballet studio, and game rooms, there’s something for everyone. Enjoy activities like pickleball, tennis, and bocce ball, plus a dog park and direct gated access to the scenic Legacy Trail for walking and biking. Conveniently located just 4.5 miles from Nokomis/Casey Key Beach and easily accessible to downtown Sarasota and Venice, Sarasota Memorial Hospital, gourmet dining, and top-notch shopping, this home is a must-see! Call today to schedule a private showing, and be sure to request the comprehensive list of upgrades! 3 Beds ⋅ 3 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code Talon Preserve on Palmer Ranch. Experience an extraordinary blend of coastal charm and contemporary luxury in this nearly new, model-like dream home! Featuring 3 welcoming bedrooms, 3 elegantly designed baths, and a versatile den, this property is everything you’ve been dreaming of. Imagine spending your days by a heated, custom-designed pool and spa, all situated on an impressive oversized lot with breathtaking views of a serene lake and lush preserve, truly a picturesque setting! This outstanding residence showcases the highly coveted Reverence floor plan, complete with luxurious upgrades that discerning buyers desire. Boasting over $161,000 in builder enhancements, a stunning $178,000 custom pool and spa, plus an additional $30,000 in chic post-construction upgrades, this home is perfectly move-in ready! Every detail has been thoughtfully selected, from the level 6 coastal wood-look wide plank porcelain tile flowing throughout the main living areas to the level 5 cabinetry, exquisite quartz countertops, sleek built-in appliances, and smart home features including Cat 6 wiring and in-ceiling speakers. The spacious Great Room extension is perfect for entertaining, and you’ll appreciate the the look of the seamless zero-corner sliders that invite the outdoors in. You'll also enjoy the convenience of a full third bathroom. The centerpiece of this property? The spectacular custom pool! Designed with an expansive raised hot tub that cascades into the pool, enhanced with designer glass tiles, a welcoming sunshelf, stunning water bowls with a tranquil waterfall feature, and a generous 50x40 deck all surrounded by unparalleled views overlooking the peaceful lake and preserve behind. Additional luxurious home finishes include stylish wall treatments in each bedroom and bath, and the Great Room, stylish barn doors for the den and primary bath, luxurious walk-in showers in all baths, and elegant light fixtures and ceiling fans that elevate the atmosphere throughout. Enjoy the thoughtful split bedroom layout providing privacy with the primary suite ideally situated at the back and two guest suites at the front connected by a convenient Jack-and-Jill bathroom featuring dual sinks and a shower. The front office features custom wall details and a roomy walk-in closet for storage. For those in need of extra space, the oversized storage garage, or "Florida Basement," that is an additional 10x8 storage room added to the oversized two-car garage. To make your transition into this stunning home easier, the entire furniture package from Arhouse and a Stressless sectional are available for purchase via a separate bill of sale. Living in Talon Preserve, Palmer Ranch’s newest treasure, is truly exceptional. With resort-style amenities that include a heated pool and hot tub, the full-service Hideaway Bar & Grill, and a sprawling 18,000 sq ft clubhouse featuring a full service bar, state-of-the-art gym and yoga/ballet studio, and game rooms, there’s something for everyone. Enjoy activities like pickleball, tennis, and bocce ball, plus a dog park and direct gated access to the scenic Legacy Trail for walking and biking. Conveniently located just 4.5 miles from Nokomis/Casey Key Beach and easily accessible to downtown Sarasota and Venice, Sarasota Memorial Hospital, gourmet dining, and top-notch shopping, this home is a must-see! Call today to schedule a private showing, and be sure to request the comprehensive list of upgrades! 14582 Bald Cypress Way, Nokomis
$1,250,000 This EXCEPTIONAL WATERFRONT residence presents an outstanding opportunity to own a custom-built GULF-ACCESS home just 1.25 miles from Nokomis Beach. Nestled on an OVERSIZED CUL-DE-SAC LOT within the gated, deed-restricted community of Shore Oaks, this impressive 4-bedroom + den, 3.5-bath residence with a detached casita, 3-car garage, pool, spa, private dock, and boat lift offers the ultimate Florida lifestyle. Built by MPS Custom Homes, the thoughtfully designed split-bedroom floor plan provides exceptional privacy, while the detached casita with its own private entrance is ideal for guests, a home office, studio, fitness room, or multigenerational living. Designed for seamless indoor-outdoor living, the main residence surrounds a spectacular courtyard-style lanai where the living room, family room, kitchen, primary suite, and guest bedroom all open to the resort-inspired outdoor oasis. Enjoy a beautifully resurfaced PebbleTec pool and spa, expansive covered entertaining space, a fully equipped outdoor kitchen, pool bath, and outdoor shower—all surrounded by lush tropical landscaping. The heart of the home is the spacious chef's kitchen featuring 42-inch maple cabinetry, stone countertops, stainless steel appliances, a generous walk-in pantry, breakfast bar, and a sun-filled breakfast nook highlighted by a dramatic mitered glass window overlooking the pool. The luxurious primary suite offers a tray ceiling, private lanai access, and dual walk-in closets. A guest bedroom enjoys pool access and tranquil canal views, while another oversized bedroom provides exceptional flexibility and abundant storage. The detached casita serves as the fourth bedroom complete with its own ensuite bath. Boating enthusiasts will appreciate the 35-foot private dock with boat lift on a saltwater canal offering Gulf access. Additional recent improvements include hurricane-impact windows and sliding glass doors, tile roof, PebbleTec pool resurfacing, and fresh interior and exterior paint, providing peace of mind for years to come. The private motor court enhances both curb appeal and functionality with additional off-street parking beyond the oversized three-car garage. Conveniently located near Nokomis Village, waterfront dining, the Legacy Trail, Oscar Scherer State Park, Historic Downtown Venice, A-rated schools, and some of Florida's most beautiful Gulf beaches, this is a rare opportunity to own an exceptional waterfront property in one of Nokomis' most desirable communities. Exceptional value. Exceptional location. Exceptional lifestyle. Schedule your private showing today. Please note: the home is no longer staged as shown in the photographs. Updated photography to follow. 4 Beds ⋅ 4 Baths ⋅ Shore Oaks SubDv. ⋅ 34275 Zip Code This EXCEPTIONAL WATERFRONT residence presents an outstanding opportunity to own a custom-built GULF-ACCESS home just 1.25 miles from Nokomis Beach. Nestled on an OVERSIZED CUL-DE-SAC LOT within the gated, deed-restricted community of Shore Oaks, this impressive 4-bedroom + den, 3.5-bath residence with a detached casita, 3-car garage, pool, spa, private dock, and boat lift offers the ultimate Florida lifestyle. Built by MPS Custom Homes, the thoughtfully designed split-bedroom floor plan provides exceptional privacy, while the detached casita with its own private entrance is ideal for guests, a home office, studio, fitness room, or multigenerational living. Designed for seamless indoor-outdoor living, the main residence surrounds a spectacular courtyard-style lanai where the living room, family room, kitchen, primary suite, and guest bedroom all open to the resort-inspired outdoor oasis. Enjoy a beautifully resurfaced PebbleTec pool and spa, expansive covered entertaining space, a fully equipped outdoor kitchen, pool bath, and outdoor shower—all surrounded by lush tropical landscaping. The heart of the home is the spacious chef's kitchen featuring 42-inch maple cabinetry, stone countertops, stainless steel appliances, a generous walk-in pantry, breakfast bar, and a sun-filled breakfast nook highlighted by a dramatic mitered glass window overlooking the pool. The luxurious primary suite offers a tray ceiling, private lanai access, and dual walk-in closets. A guest bedroom enjoys pool access and tranquil canal views, while another oversized bedroom provides exceptional flexibility and abundant storage. The detached casita serves as the fourth bedroom complete with its own ensuite bath. Boating enthusiasts will appreciate the 35-foot private dock with boat lift on a saltwater canal offering Gulf access. Additional recent improvements include hurricane-impact windows and sliding glass doors, tile roof, PebbleTec pool resurfacing, and fresh interior and exterior paint, providing peace of mind for years to come. The private motor court enhances both curb appeal and functionality with additional off-street parking beyond the oversized three-car garage. Conveniently located near Nokomis Village, waterfront dining, the Legacy Trail, Oscar Scherer State Park, Historic Downtown Venice, A-rated schools, and some of Florida's most beautiful Gulf beaches, this is a rare opportunity to own an exceptional waterfront property in one of Nokomis' most desirable communities. Exceptional value. Exceptional location. Exceptional lifestyle. Schedule your private showing today. Please note: the home is no longer staged as shown in the photographs. Updated photography to follow. 321 Dulmer Drive, Nokomis
$2,850,000 This listing is for 4.2 +/- acres consisting of two parcels that are rectangular in shape, cleared and level. The parcels have 700 +/- linear feet on US 41 (Tamiami Trail). The daily traffic counts that pass by this property are 41,500 vehicles. The property is currently zoned OPI (Office, Professional and Institutional) and RSF 2 (Residential Single Family 3.5 units / acre). There are two full access points for this property from 1st St E and Paras Place. FEMA flood zone is X. The property is located in Osprey/Nokomis Fl. minutes from Oscar Scherer State Park. Legacy Trail and Sarasota Bay just South of Rosebuds Restaurant. A sale contingent on a rezone to RMF 3 (Residential Multi Family 13 units / acre) or a PUD rezone is possible. Owner financing may also be available. Springhill Park SubDv. ⋅ 34229 Zip Code This listing is for 4.2 +/- acres consisting of two parcels that are rectangular in shape, cleared and level. The parcels have 700 +/- linear feet on US 41 (Tamiami Trail). The daily traffic counts that pass by this property are 41,500 vehicles. The property is currently zoned OPI (Office, Professional and Institutional) and RSF 2 (Residential Single Family 3.5 units / acre). There are two full access points for this property from 1st St E and Paras Place. FEMA flood zone is X. The property is located in Osprey/Nokomis Fl. minutes from Oscar Scherer State Park. Legacy Trail and Sarasota Bay just South of Rosebuds Restaurant. A sale contingent on a rezone to RMF 3 (Residential Multi Family 13 units / acre) or a PUD rezone is possible. Owner financing may also be available. 2301 S Tamiami Trail, Osprey
$1,019,500 Sold Data Entry Only 3 Beds ⋅ 2 Baths ⋅ Aria SubDv. ⋅ 34275 Zip Code Sold Data Entry Only 308 Aria Drive, Nokomis
$2,150,000 Under contract-accepting backup offers. This 5.01-acre parcel is strategically positioned near the new Sarasota Memorial Hospital – Venice campus on Laurel Rd, placing it at the center of one of South Sarasota County’s most rapidly expanding corridors. The area is experiencing significant commercial and residential growth, including the planned development of major national retailers and dining destinations such as Walmart, The Home Depot, Texas Roadhouse, Chili's, Panda Express, Chick-fil-A, Panera Bread, and Whataburger, further reinforcing the long-term growth trajectory of this location. Featuring 327 feet of frontage on Curry Lane, the property is currently zoned RMF-1 (5 units per acre), with neighboring parcels zoned OUE, OPI, and RMF-3, offering strong potential for future development opportunities Situated within an A-rated school district and located in Flood Zone X. A 2,262 sq ft residence is currently on-site, featuring 3 bedrooms, 3 bathrooms, a dedicated office, and a loft area, offering flexibility for interim use, rental income potential, or future redevelopment. Conveniently located just 0.8 miles to Publix, 1.5 miles to Laurel Nokomis School, and under 6 miles to both Nokomis and Venice Beaches, this property combines accessibility with strong growth fundamentals. Opportunities of this scale, location, and surrounding development are increasingly rare—secure your position in one of the area’s most active and evolving corridors today. Woodland Acres SubDv. ⋅ 34275 Zip Code Under contract-accepting backup offers. This 5.01-acre parcel is strategically positioned near the new Sarasota Memorial Hospital – Venice campus on Laurel Rd, placing it at the center of one of South Sarasota County’s most rapidly expanding corridors. The area is experiencing significant commercial and residential growth, including the planned development of major national retailers and dining destinations such as Walmart, The Home Depot, Texas Roadhouse, Chili's, Panda Express, Chick-fil-A, Panera Bread, and Whataburger, further reinforcing the long-term growth trajectory of this location. Featuring 327 feet of frontage on Curry Lane, the property is currently zoned RMF-1 (5 units per acre), with neighboring parcels zoned OUE, OPI, and RMF-3, offering strong potential for future development opportunities Situated within an A-rated school district and located in Flood Zone X. A 2,262 sq ft residence is currently on-site, featuring 3 bedrooms, 3 bathrooms, a dedicated office, and a loft area, offering flexibility for interim use, rental income potential, or future redevelopment. Conveniently located just 0.8 miles to Publix, 1.5 miles to Laurel Nokomis School, and under 6 miles to both Nokomis and Venice Beaches, this property combines accessibility with strong growth fundamentals. Opportunities of this scale, location, and surrounding development are increasingly rare—secure your position in one of the area’s most active and evolving corridors today. 2900 Curry Lane, Nokomis
$1,500,000 Four acres in Nokomis, seven minutes from Nokomis Beach and Casey Key. Directly bordering the Legacy Trail and located just north of Laurel Road between US 41 and I-75, this property offers a rare combination of estate-scale land, natural privacy and immediate access to the coast, healthcare and regional transportation. Seven minutes west puts you on the beach; seven minutes east puts you at Sarasota Memorial Hospital–Venice and I-75. Venice Municipal Airport is 15 minutes away, with Sarasota-Bradenton International Airport 35 minutes north. Mature trees, open clearings, a pond and a natural creek corridor create a private, park-like setting around an established residential site. With no HOA and RSF-2 zoning, the property offers possibilities for a private estate, multigenerational family compound, oversized garage, workshop and space for boats, RVs and recreational equipment. County water, septic, and irrigation well. The existing 1956 residence is incidental to the land value and is conveyed as-is. Additional adjoining parcels are available for assemblage. Laurel Pines SubDv. ⋅ 34275 Zip Code Four acres in Nokomis, seven minutes from Nokomis Beach and Casey Key. Directly bordering the Legacy Trail and located just north of Laurel Road between US 41 and I-75, this property offers a rare combination of estate-scale land, natural privacy and immediate access to the coast, healthcare and regional transportation. Seven minutes west puts you on the beach; seven minutes east puts you at Sarasota Memorial Hospital–Venice and I-75. Venice Municipal Airport is 15 minutes away, with Sarasota-Bradenton International Airport 35 minutes north. Mature trees, open clearings, a pond and a natural creek corridor create a private, park-like setting around an established residential site. With no HOA and RSF-2 zoning, the property offers possibilities for a private estate, multigenerational family compound, oversized garage, workshop and space for boats, RVs and recreational equipment. County water, septic, and irrigation well. The existing 1956 residence is incidental to the land value and is conveyed as-is. Additional adjoining parcels are available for assemblage. 1210 Twin Lakes Avenue, Nokomis
$1,350,000 Prepare to be captivated by the breathtaking lake views that greet you from the moment you enter this beautifully appointed Toscana Isles home. Designed to celebrate Southwest Florida’s indoor-outdoor lifestyle. The grand foyer is enhanced by soaring ceilings, elegant tray details, and crown molding. A formal dining room provides the perfect setting for special occasions, while a separate flex room with French doors offers versatility as a home office, den, library, or additional sitting area. At the heart of the home is a bright, beautifully designed kitchen featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a dramatic vent hood, wall oven, cooktop, and an oversized island with generous seating. Swarovski crystal cabinet hardware adds a distinctive touch of glamour, while custom window treatments throughout the home will remain for the new owner. An adjoining dining area provides additional space for everyday meals and entertaining. Conveniently positioned between the kitchen and formal dining room, the butler’s pantry offers a wine refrigerator, additional countertop space, and abundant storage for groceries, serving pieces, and small appliances. Privately situated at the rear of the home, the primary suite provides tranquil lake views and a peaceful place to unwind. The customized walk-in closet features thoughtfully designed shelving and drawers, while the spacious en-suite bathroom includes dual vanities, a walk-in shower, and a comfortable seating area. The secondary bedrooms are generously sized, including one with its own private en-suite bathroom. The outdoor living area is the true centerpiece of this exceptional property. Step onto the expansive screened lanai and enjoy an infinity-edge pool and spa accented by beautiful water features—all positioned to take full advantage of the sweeping lake views. Whether hosting friends, dining outdoors, soaking in the spa, or relaxing with a morning coffee, this private retreat offers a picture-perfect setting from sunrise to sunset. Toscana Isles is a gated, resort-style community offering an impressive clubhouse, fitness center, zero-entry infinity pool, pickleball and tennis courts, bocce ball, playground, dog park, game rooms, and a full-time activities director. This remarkable lakefront home blends sophisticated finishes, flexible living spaces, and an unforgettable outdoor setting into one exceptional Florida lifestyle. 3 Beds ⋅ 4 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code Prepare to be captivated by the breathtaking lake views that greet you from the moment you enter this beautifully appointed Toscana Isles home. Designed to celebrate Southwest Florida’s indoor-outdoor lifestyle. The grand foyer is enhanced by soaring ceilings, elegant tray details, and crown molding. A formal dining room provides the perfect setting for special occasions, while a separate flex room with French doors offers versatility as a home office, den, library, or additional sitting area. At the heart of the home is a bright, beautifully designed kitchen featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a dramatic vent hood, wall oven, cooktop, and an oversized island with generous seating. Swarovski crystal cabinet hardware adds a distinctive touch of glamour, while custom window treatments throughout the home will remain for the new owner. An adjoining dining area provides additional space for everyday meals and entertaining. Conveniently positioned between the kitchen and formal dining room, the butler’s pantry offers a wine refrigerator, additional countertop space, and abundant storage for groceries, serving pieces, and small appliances. Privately situated at the rear of the home, the primary suite provides tranquil lake views and a peaceful place to unwind. The customized walk-in closet features thoughtfully designed shelving and drawers, while the spacious en-suite bathroom includes dual vanities, a walk-in shower, and a comfortable seating area. The secondary bedrooms are generously sized, including one with its own private en-suite bathroom. The outdoor living area is the true centerpiece of this exceptional property. Step onto the expansive screened lanai and enjoy an infinity-edge pool and spa accented by beautiful water features—all positioned to take full advantage of the sweeping lake views. Whether hosting friends, dining outdoors, soaking in the spa, or relaxing with a morning coffee, this private retreat offers a picture-perfect setting from sunrise to sunset. Toscana Isles is a gated, resort-style community offering an impressive clubhouse, fitness center, zero-entry infinity pool, pickleball and tennis courts, bocce ball, playground, dog park, game rooms, and a full-time activities director. This remarkable lakefront home blends sophisticated finishes, flexible living spaces, and an unforgettable outdoor setting into one exceptional Florida lifestyle. 617 Maraviya Boulevard, Nokomis
$1,900,000 Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club. 5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club. 916 Macewen Drive, Osprey