Quick Osprey/Nokomis FL MLS Search

Browse All Osprey/Nokomis FL Above $1M Properties for Sale

$1,700,000
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
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
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
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
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

$6,449,000
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

$9,750,000
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
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

$2,199,999
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
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
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
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

$3,650,000
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
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
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

$2,150,000
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

$1,350,000
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
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

$1,149,900
3 Beds 3 Baths Venetian Golf & River Club SubDv. 34275 Zip Code
Enjoy long, private lake views and peaceful rising sun mornings from this highly desirable Francesca model in the Venetian Golf & River Club. Loved for its open concept and natural flow, this floor plan features tall ceilings with crown molding, Italian tile in the main living areas, an updated kitchen, and warm natural light that fills the home at daybreak. Impact windows and doors provide year round confidence, complemented by automated Storm Smart hurricane shutters at the front entry and across the entire lanai. A new roof was installed in 2025 for added peace of mind. The split layout offers 3 bedrooms, 3 full baths (including a convenient pool bath), an office/den, and a versatile flex room ideal for fitness, hobbies, or storage. The true dining room includes plantation shutters, and all bedrooms feature carpeting and ceiling fans for comfort. Outdoor living embraces the tranquil lake backdrop, where preserve views on both sides create a sense of privacy and calm. The large infinity edge pool and spa overlook shimmering water and morning wildlife activity, with a newer pump, pop up cleaners, and generous deck space perfect for quiet coffee moments or relaxed entertaining. A 3 car side load garage, oversized paver driveway, and additional parking pad provide excellent convenience and functionality. Located in the gated, amenity rich Venetian Golf & River Club, residents enjoy dining, fitness, tennis, pickleball, nature trails, and optional golf. All of this is just minutes from shopping, multiple beaches, dining, and I 75—an ideal blend of comfort, thoughtful updates, and peaceful lakefront living.

286 Pesaro Drive, Nokomis

$1,325,000
3 Beds 4 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Welcome to this exceptional Southbay home featuring the rare and highly desirable 3 car garage! From the moment you step inside, you’ll appreciate the elegant finishes, soaring tray and vaulted ceilings with crown molding, and beautiful travertine flooring throughout. The entry opens to the spacious dining area and leads into the oversized Greatroom which flows seamlessly into the chef-inspired kitchen, offering an abundance of cabinetry, generous counter space, a center island, Thermador induction cooktop, two sinks, pull-out drawers, pantry, and a bright dinette highlighted by a stunning aquarium window. Just beyond the kitchen is an impressive butler’s pantry featuring extensive u-shaped cabinetry a second refrigerator, laundry room and a convenient third full bath. The adjacent den is warm and inviting with a fireplace and corner sliding glass hurricane rated doors leading to the lanai and outdoor kitchen. A unique office or craft room with wood-paneled sliding doors can be closed off for privacy or opened to expand the living space. The spacious primary suite offers two walk in closets and lanai access through sliding glass doors, while two additional bedrooms share a well appointed guest bath and privacy pocket door. Just inside from the garage, you’ll find a convenient drop zone and half bath. Major updates include: NEW TRANE A/C INSTALLED 4/25, HURRICANE RATED WINDOWS, AQUARIUM WINDOW WITH ACCORDION STYLE WRAP AROUND HURRICANE SHADE, COVERED LANAI AREA WITH REMOTE CONTROLLED ELECTRONIC HURRICANE METAL SHADE, H/W TANK 2 YEARS OLD, NEW LED POOL LIGHT, NEWER SALTWATER VARIABLE SPEED POOL PUMP (5 YEARS OLD), NEWER LANAI FANS, ROOF 2015/2017, OVERSIZED PAVER DRIVEWAY 2015, RE-PLUMBED 2015, NEW IRRIGATION 2015, ECO WATER SOFTENER & R/O SYSTEM, LEASED WATER FILTRATION SYSTEM. Located in the highly sought-after Southbay Yacht & Racquet Club, residents enjoy an active lifestyle with a private marina offering low dock fees exclusively for Southbay homeowners. Situated on the intracoastal Waterway, the marina accommodates boats of nearly every size. This golf cart-friendly community also features an updated clubhouse with ballroom, gathering room, two kitchens, fitness center, card room, and library. Outdoor amenities include a community pool, tennis and pickleball courts, kayak launch and storage, bocce court, basketball courts and playground. All this is perfectly located in desirable Osprey, just minutes from shopping, restaurants, Pineview School, major roadways, downtown Venice and Sarasota, and the beautiful beaches of Nokomis and Siesta Key. Don’t miss this incredible opportunity to own one of Southbay’s most feature-rich homes! Schedules your private showing today.

486 Yacht Harbor Drive, Osprey

$2,699,000
6 Beds 5 Baths Casey Cove SubDv. 34275 Zip Code
This home comes with a deeded private beach access. Welcome to your own private slice of paradise, tucked at the end of a quiet cul-de-sac where every day feels like a vacation. This spectacular 6-bedroom waterfront retreat sits gracefully along the shimmering Intracoastal Waterway, offering front-row seats to breathtaking sunrises and endless water views from nearly every room. Wake up to golden light pouring through expansive windows, sip your morning coffee on the your private deck, and watch the boats glide by as dolphins occasionally make a surprise appearance. Outside, the fun continues in your personal resort-style oasis—featuring a sparkling swimming pool, soothing spa, and a wide-open deck made for lounging, entertaining, and unforgettable sunset gatherings. For boating enthusiasts, the possibilities are endless. Design your dream dock and set sail anytime with direct access to the Gulf of America via the nearby Venice Jetty—no fixed bridges, no limits, just open water adventures waiting for you. Inside, the home blends comfort and style with a stunning custom kitchen equipped with modern appliances, perfect for preparing fresh coastal meals after a day on the water or at the beach. And speaking of the beach—this home offers something truly special. With deeded private beach access just steps away, your toes can be in the sand in seconds. No car, no hassle—just cross the street and enjoy the gentle waves, salty breeze, and picture-perfect sunsets that make every evening feel magical. Located just one mile from Nokomis Beach, this incredible property is more than a home—it’s a lifestyle. Whether you're hosting, relaxing, or exploring, this waterfront escape delivers the ultimate blend of luxury, fun, and coastal charm.

919 Key Way, Nokomis

$1,075,000
3 Beds 3 Baths Venetian Golf & River Club SubDv. 34275 Zip Code
This exquisite well maintained home in the prestigious Venetian Golf and River Club (VGRC) offers resort style living in a desirable North Venice location. VGRC is a gated and guarded safe and stable community of mostly retirees. Casey Key's white sand beaches are an easy 15 minutes away. Several other beautiful gulf beaches, including top rated Siesta Key, are only a short drive. There is also easy access to charming downtown Venice, as well as to lovely Sarasota, regarded as the arts center of Florida. Boutique shopping, fine restaurants, and cultural arts venues abound. The new Venice campus of award-winning Sarasota Memorial Hospital is two miles away, as is Interstate 75. This home's 3,136 SF open floorplan boasts a great room with high trayed ceiling, 3 bedrooms, 3 baths, an office, den, and formal dining room. The 2 1/2 car garage has a new polyaspartic floor finish and cabinetry. The HVAC system is zoned. Architectural details include high ceilings, crown molding, ample recess lighting, crystal chandeliers, and under cabinet lighting. The stainless kitchen appliances are new and the tile roof was replaced in 2024. Pocketed sliders in the great room, and French doors in the master bedroom, open to the large screened lanai with a PebbleTec pool and heated spa. This marble-tiled lanai includes a fully equipped outdoor kitchen which seamlessly expand the homes space for leisure and entertaining. There is even a cozy gas fire table. Membership in the championship 18 hole Venetian Golf Club is optional. Membership in the separate Venetian River Club is covered in the $114/mo HOA fees and includes an upscale clubhouse with a fine dining restaurant and lounge, fitness center, heated resort-style pool and spa, Tiki Bar, lap pool, tennis courts, pickle ball courts, and access to social activities. There is also a nature trail boardwalk leading to the scenic Myakka River. Several public parks and nature preserves are nearby offering walking trails, kayak launches and picnic facilities. This property's location and its many attractive features offers an outstanding opportunity to start enjoying the SW Florida lifestyle.

225 Pesaro Drive, North Venice

$1,445,000
6 Beds 6 Baths Bay Point SubDv. 34275 Zip Code
Welcome to a one of a kind coastal retreat tucked along a quiet, tree lined street in the heart of Nokomis, where the pace slows down and the Gulf sits only minutes away. Being sold with the furnishings negotiable, you could move right in and start living the dream! Rare and versatile, this fully refinished property pairs a spacious main home with a fully separate attached suite, complete with its own address, for true multigenerational living. Wrapped in soft sage siding with crisp white trim, gambrel rooflines and dormer windows, the two story home carries all the charm of a classic Florida cottage while living far larger than first meets the eye. Inside, wood look luxury vinyl plank flows underfoot beneath recessed lighting in a bright, open concept plan. The remodeled kitchen is a true showstopper, pairing white shaker cabinetry and brushed gold hardware with dramatic Da Vinci Green quartzite counters from Brazil, a full height matching backsplash, stainless appliances and a peninsula with casual seating. It opens to a sunlit dining area framed by a sleek wood slat stair rail and a spacious living room with French doors to the screened porch, plus a cozy media room and a stylish butler's pantry with wine storage. Upstairs, four bedrooms are anchored by a serene primary suite with skylit dormer ceilings, its operable skylights fitted with electric Velux shades, and a spa inspired bath dressed in iridescent tile with a frameless glass shower and dual marble topped vanities. The oversized walk-in closet is a showpiece all its own, wrapped in custom built-ins that conceal a secret door opening to a private staircase down to its own entrance. A convenient upstairs laundry keeps daily routines close to the bedrooms, and the additional bedrooms are bright and full of character, served by beautifully updated baths with designer tile and finishes. What truly sets this property apart is the attached accessory dwelling, complete with its own separate address, private entrance and private driveway. Turnkey and full of coastal cottage charm, it offers two bedrooms and two full baths, one an ensuite, plus a renovated kitchen with white cabinetry and patterned tile, a bright living room, a secondary laundry and a private outdoor shower. Whether it hosts extended family, long term guests or rental income, it delivers genuine independence beneath the same roofline. Outside, the fully fenced grounds are a private tropical escape shaded by mature oaks and swaying palms, with room for a trampoline and basketball, a two story shed with a golf cart door, and an open air carport, all served by a long driveway. Kayaks tuck away easily, and the community offers two kayak launches to Lyons Bay just moments away. Peace of mind comes built in, with transferable warranties on the roof, the accessory dwelling foundation pillars, the windows and the siding. Close to Nokomis Beach, the Legacy Trail, waterfront dining and downtown Venice, with Sarasota and I-75 an easy drive, this is Gulf Coast living with room for everyone. Come experience all it has to offer. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

405 Bay Point Avenue, Nokomis

$3,100,000
3 Beds 4 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by the breathtaking bay views through a plethora of windows and sliding glass doors that flood the space with natural light. The open, main level is designed for both comfort and style, with vaulted ceilings, unobstructed water views from every room and hardwood floors. The kitchen is uniquely designed, featuring an extended breakfast bar, high end designer cabinets and stainless steel appliances. The great room, with wet bar, has views so perfect, they almost feel like artwork. The new clear view lanai screens provide a gorgeous tropical back drop to the pool and spa. Host friends and loved ones, using the outdoor kitchen and setting area for a fun-filled dinner, and watch the sun set, painting the sky with a golden glow. The first floor master suite consists of a spacious bedroom, a spa-like bathroom, and a separate area utilized as a private study. Upstairs you will find two additional en suite bedrooms. One opens to the new deck, has views over the Dryman Bay out to Casey Key, and is large enough to use as a second master suite. While the views and location of this home are drop-dead gorgeous, practical features also abound. This home has impact windows and doors, a brand new washer and dryer, and recently replaced roof, AC and tankless hot water heater. Southbay Yacht and Racquet Club has a seven-acre deep-water marina accommodating boats up to 55 feet with slips available to homeowners. It has an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball and kayak storage. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events.

321 Lookout Point Drive, Osprey

$1,770,000
3 Beds 2 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Imagine starting your morning with coffee beside your private courtyard pool, opening the sliders to the Florida sunshine and ending the day with friends gathered around the kitchen island before heading out by golf cart for dinner or a sunset near the water. Welcome to 206 Four Knot Lane, a beautifully updated, move-in-ready home in Southbay Yacht & Racquet Club, one of Osprey’s most desirable waterfront marina communities. At the heart of the home is an impressive 14' x 37' heated pool, framed on three sides by the residence and visible from multiple living spaces. Several rooms open directly to the covered lanais and pool area, creating a private courtyard-style setting and a seamless connection between indoor and outdoor living. Inside, the 2,411-square-foot residence offers 3 bedrooms, 2 baths, an office/den, spacious living areas, and a thoughtfully designed split floor plan. Floor-to-ceiling impact-rated windows and sliders installed in 2020 fill the home with natural light and showcase the pool from throughout the main living spaces. The primary suite is privately positioned and includes an adjoining office/den and ensuite bath with soaking tub and custom cabinetry. Two additional bedrooms and an updated guest bath are located in a separate wing. A custom queen-size library-style Murphy bed provides added flexibility for overnight guests or workspace. The home has been extensively updated with 12" x 72" Ceramica Sant’Agostino Italian porcelain plank tile flooring in Barkwood Ash, custom millwork, new 8-inch baseboards, upgraded lighting and fans, and fresh interior and exterior paint completed in 2025. The chef-inspired kitchen is designed for both everyday living and entertaining, with new custom cabinetry, quartz countertops, high-end 2025 GE Monogram appliances, a 48-inch refrigerator, induction cooktop, wall oven/microwave, built-in wine refrigerator, excellent storage, and a large center island with seating for 8–10. The adjoining dining area features an integrated bar with custom cabinetry and a fireplace ready for an insert. Additional highlights include dual-zone A/C systems installed in 2025, new Electrolux stackable washer and dryer, a spacious laundry room with utility sink and coffee/tea bar, concrete tile roof installed in 2020, re-plumbing completed in 2007, an oversized 2-car garage with epoxy flooring and custom storage, mature tropical landscaping with irrigation, and a private outdoor shower. There is also potential to add a fourth bedroom with ensuite bath or create additional garage/storage space. Southbay Yacht & Racquet Club offers a true Florida lifestyle with a private 172-slip deep-water marina accommodating vessels up to approximately 58 feet, along with a clubhouse, fitness center, heated community pool and spa, tennis, pickleball, basketball, bocce, playground, kayak launch and storage, jet ski pads, low HOA fees, and an active social atmosphere. The golf-cart-friendly community provides convenient access to Nokomis Beach, Casey Key, waterfront dining, shopping, Publix, Aldi, restaurants, tiki bars, and everything that makes Florida’s Gulf Coast lifestyle so appealing. Interior and exterior furnishings, artwork, televisions, potted plants, outdoor gas grill, and pizza oven are available separately by bill of sale. If you have been searching for a beautifully updated home where the pool, the home, the marina, and the Florida lifestyle all come together, 206 Four Knot Lane deserves to be seen in person.

206 Four Knot Lane, Osprey

$1,333,000
3 Beds 4 Baths Toscana Isles SubDv. 34275 Zip Code
Experience the perfect blend of luxury, privacy, and Florida lifestyle at 553 Maraviya Boulevard, located within the highly sought-after Toscana Isles community of Nokomis. Rarely does a home combine an oversized waterfront homesite, private resort-style outdoor living, and proximity to Venice’s award-winning Gulf beaches in one exceptional offering. Positioned on one of the community’s premier oversized homesites, this exceptional residence showcases expansive long-lake views and a setting designed for elegant entertaining and everyday enjoyment. The open-concept floor plan features tray ceilings, crown molding, designer finishes, abundant natural light, tile flooring throughout the main living areas, and comfortable carpeting in the bedrooms. The gourmet kitchen is beautifully appointed with quartz countertops, a spacious island, gas range, pantry, and butler’s pantry, all seamlessly connected to the great room. The owner’s suite offers a private retreat with custom walk-in closet built-ins, dual vanities, and a spacious walk-in shower. An interior laundry room includes cabinetry and a utility sink. Step outside to your own private waterfront retreat featuring Travertine decking, a heated saltwater infinity-edge pool that appears to blend seamlessly into the expansive long-lake views beyond, and a custom stone outdoor kitchen complete with a stainless-steel gas grill, sink, and refrigerator. The expansive screened lanai is the perfect setting for morning coffee, sunset cocktails, or entertaining while overlooking the tranquil waterfront. Additional features include hurricane-impact windows, a hurricane-rated garage door, propane service, a Navien tankless water heater, and a water softener. Toscana Isles is renowned for its Tuscan-inspired architecture, beautifully maintained grounds, and more than 200 acres of interconnected spring-fed lakes. Residents enjoy an 8,000-square-foot lakefront clubhouse, resort-style infinity-edge pool, fitness center, pickleball and tennis courts, bocce courts, dog park, fishing, kayaking, canoeing, and a full calendar of activities coordinated by an on-site lifestyle director—all within a secure, gated community. Ideally located just east of Interstate 75 off Laurel Road, you’re approximately 10 minutes from Nokomis Beach, Venice Beach, and historic downtown Venice, with Sarasota’s renowned arts, dining, shopping, and cultural attractions only 20 minutes away. Because luxury is more than a home—it’s a lifestyle. INFORMATION IS DEEMED RELIABLE BUT NOT GUARANTEED. BUYER AND/OR BUYER’S AGENT TO VERIFY ALL INFORMATION.

553 Maraviya Boulevard, Nokomis

$1,450,000
4 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Elevated luxury throughout this Southbay beauty! Step inside this one of a kind two story home and you will feel like you are at a top resort! You will enter the foyer overlooking the living room and dining room area, just perfect for entertaining highlighting a built-in buffet with wine cooler. Open the sliding glass doors ahead and enter the exquisite out door living area, heated salt water pool, spa, outdoor kitchen and dining area, all adding up to the feeling of relaxed elegance. The kitchen is a dream! Top of the line Thermador appliances including a smooth induction top stove, built in oven and microwave and for the ultimate in extravagance - a built in Thermador coffee maker. Quartzite counter tops, over sized island, custom pantry, sliding glass doors to exterior help complete this gathering spot. Located on the first floor is the spacious master suite with triple sliding doors looking onto the lanai area. Master bath with tub and an oversized window looking onto a private zen garden. The spacious second bedroom currently used as an office features corner windows and has a full luxury guest bath right out side its door. The oversized family room with vaulted ceiling and wood beam accents will be a great family retreat with a built in new state of the art fireplace and TV. Unique pebbled wallpaper adorns one wall to help maintain the resort feel. First floor laundry with built in cabinets is also on the first level. Upstairs you will find two nice sized bedrooms plus a full bath with double bowl sinks. The upstairs bonus room is a fun hideaway for a play room, office, or workout room, featuring glass French doors. Plenty of storage in this home with several attic accesses. Other important features include plantation shutters through-out, one new A/C unit in 2025, attic TAP insulation installed 2025, stackable washer and dryer 2024, new GAF coating on TPO flat roof (lanai), interior painted 2024, extensive landscaping 2025 including addition of a side private patio, and lanai wood ceiling 2025 and new hurricane rated glass in double front door. All the beautiful furnishings and decor items in the home are negotiable as well. So many more details you will just have to come and see for yourself. The Southbay Yacht and Racquet Club is a vibrant community with many amenities, activities and offers it’s own marina to residents. The marina dock fees are low and has space for most boat sizes. Also in the marina is a kayak launch and storage on site. The renovated clubhouse offers a fitness center, 99 person ballroom, livingroom, two kitchens, pool, bocce balls, tennis and pickleball. Centrally located between Sarasota and Venice, area beaches, restaurants and shopping. The local favorite restaurant, Casey Key Fish House & Tiki Bar is right down the road! Southbay is a fabulous place to live and play - and as they say, come and buy your boat a home!

1474 Landview Lane, Osprey

$1,595,000
4 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks. Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting. A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout. The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer. Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community. 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.

75 Osprey Point Drive, Osprey

$1,495,000
3 Beds 4 Baths Oaks SubDv. 34229 Zip Code
Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, 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

360 N Point Road, Osprey

$1,019,999
5 Beds 4 Baths Cassata Lakes SubDv. 34275 Zip Code
Pre-Construction. To be built. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Santa Fe is a beautifully designed two-story home offering 5 bedrooms, 3.5 baths, and a spacious 3-car garage, totaling 3,899 square feet of functional living space. As you enter the home, you'll find a flex room off the foyer. Continue through the foyer to find an open-concept layout centered around the great room, which seamlessly connects to the café and kitchen. The kitchen includes a walk-in pantry, island with double basin sink and ample counter space. Adjacent to the main living area off dual sliding glass doors, a covered lanai extends your entertaining space outdoors. The first-floor owner’s suite is a private retreat, complete with a large walk-in closet and a spa-like owner’s bath with dual vanities and a separate shower. Additional main-level highlights include a convenient mudroom with access to the laundry area, powder bath and garage. Upstairs, the home features 4 secondary bedrooms, each with a walk-in closet for plenty of storage. Two full baths, one shared and one private, provide convenience for family or guests. A spacious bonus room serves as a versatile space for a media room, game room, or additional lounge area. The second floor also includes an overlook to the great room below, adding a sense of openness to the layout. With abundant storage options, modern conveniences, and flexible spaces, this home is designed to fit the needs of modern living and those who love to entertain.

1671 Lugano Circle, Nokomis

$4,950,000
3 Beds 3 Baths 34275 Zip Code
Positioned on 1.9 private waterfront acres with approximately 200 feet of bay frontage, this exceptional estate offers a rare combination of immediate waterfront enjoyment and long-term flexibility. With multiple docks and direct access to Sarasota Bay, the property is ideally suited for those seeking an authentic waterfront lifestyle defined by boating, fishing, recreation and effortless access to the Gulf Coast's most desirable destinations. Spanning approximately 2,960 square feet under air, the residence blends rich architectural detailing with panoramic water and nature views throughout. Wood-trimmed windows, doors and millwork, tray ceilings, recessed lighting, large-format tile flooring and extensive custom cabinetry create a warm yet elevated atmosphere. The open-concept layout is anchored by a spacious great room featuring a built-in gas fireplace, custom entertainment wall and expansive sliding glass doors that create seamless indoor-outdoor flow. The kitchen is designed for both entertaining and everyday living with a Viking dual-oven gas range with integrated griddle and char broiler, Sub-Zero refrigerator, Bosch dishwasher, custom wood cabinetry, decorative copper lighting, integrated wine storage, center island with prep sink and a waterfront breakfast nook with terrace access. The primary suite serves as a private retreat with French doors to outdoor living areas, water and pool views, a custom walk-in closet and a spa-inspired bath featuring a Jacuzzi tub, dual vanities and an oversized walk-in shower. Additional spaces include a private office, guest suite and flexible bonus/game room complete with projector screen, surround sound system, wet bar, beverage refrigerator and French doors opening to the outdoor areas. Outdoor living is thoughtfully designed with an upper-level covered waterfront terrace, raised spa, screen-enclosed resort-style pool terrace, multiple lounge areas and tropical landscaping overlooking the water. For boating enthusiasts, the property features a new private composite dock with a 12,000-pound Deco boat lift, water and electric service, fish cleaning station and deep-water access and a second dock. Completing the property is an attached 2-car garage and a rare detached air-conditioned garage complex with capacity for up to 7 vehicles, workshop space, office area and extensive storage for boats, golf carts, trailers and recreational equipment. The property presents a potential opportunity for future division into two distinct waterfront homesites, each benefiting from approximately 100 feet of water-frontage. The northern parcel would encompass the existing residence and detached garage complex, while the southern parcel offers the potential for a premier bayfront homesite. Beyond its exceptional development potential, the estate delivers deep-water boating access, expansive garage capacity and thoughtfully designed indoor-outdoor living. The property is just moments from waterfront dining, marinas and beaches that define the Gulf Coast lifestyle. Nokomis Beach, Venice Island, Legacy Trail, Casey Key, Oscar Scherer State Park and downtown Venice are all nearby, while quick access to Sarasota, the barrier islands and Interstate 75 allow for effortless travel throughout the region. Combining acreage, waterfrontage, boating infrastructure and exceptional garage capacity, this is a rare opportunity to experience the best of Florida waterfront living.

612 Laurel Road W, Nokomis

$4,790,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey

Start Your Search

Above $1 Million Osprey/Nokomis Real Estate

Our website features the best real estate search for above $1 million properties available in Osprey/Nokomis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!