Osprey/Nokomis FL 4000+ Sq. Ft. Real Estate, Homes, Condos for Sale - Ed Grabowski

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

$2,750,000

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

$1,900,000

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

$1,595,000

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

$1,875,000

4 Beds ⋅ 3 Baths ⋅ Inlets SubDv. ⋅ 34275 Zip Code

Virtually Staged. ACTIVE ONE OWNER CUSTOME WATERFRONT ESTATE. Rarely does a property of this caliber come to market. This one-owner, custom-built waterfront residence is coming soon and represents one of the most exceptional opportunities available in today’s market. Built with an uncompromising attention to detail and held by a single owner since its completion, this home has been meticulously maintained and speaks for itself the moment you arrive. Positioned on an expansive waterfront homesite, this property delivers the privacy, scale, and setting that true waterfront living demands. Sweeping water views, direct water access, and a generous lot create an outdoor living experience that is second to none. Inside, the custom craftsmanship is evident throughout every room. This is a well-built, thoughtfully designed home that is move-in ready and waiting for its next owner to make it their own. To support that vision, full concierge design services are available, including hand-selected furniture

436 Anchorage Drive, 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

$2,205,850

4 Beds ⋅ 3 Baths ⋅ Preserve At Mission Valley SubDv. ⋅ 34275 Zip Code

Located in The Preserve at Mission Valley, this spectacular home makes an unforgettable first impression with its picturesque charm. Mature oak and palm tree landscaping and a grand Southern-style front porch create a warm welcome. A gently curving driveway leads to a guest parking lot and a 3-car side-entry garage. Step through the beautiful front door and fall in love with an inviting interior that blends elegance with comfort. This fully furnished home showcases quality throughout with an open concept floor plan and generously sized rooms for large entertainment parties or just a cup of tea with a friend. There are 10 ft. ceilings, plantation shutters, and creamy beige ceramic tile flooring throughout the main level with extra-wide hallways providing ease of movement. The main floor features an outstanding great room, dining room, a 14 x 16 breakfast nook or family room, 4 large bedrooms, including 2 ensuites, 3 full bathrooms, and an enormous double walk-in closet in the primary suite. The beautifully appointed kitchen offers a center island counter, double wall ovens, smooth cook-top range, abundant soft-beige all wood cabinetry, Corian countertops, and top of the line appliances. There are 4 kitchen pantries including a huge 6 x 9 walk-in, 2 closets, a complete 5 x 9 butler’s pantry, also a large laundry room. The expansive 888-square-foot garage has an additional side-door entry, a separate dedicated workshop room, and a private stairway that leads to the second floor consisting of a 525 square-foot, air-conditioned bonus room offering exceptionally versatile space with endless possibilities, a 20 x 20 storage room, and a separate A/C mechanical room. The south-facing screened lanai enclosure includes a sunny terrace deck and a spacious covered lounge and dining area overlooking the private backyard with mature palm trees and a lush green backdrop. Adding to the appeal is a 5-foot-deep turquoise, jetted swim spa with a brand-new swim spa heater installed 2026. The setting offers the feel of your own private tropical retreat. Built in 2005 by renowned Caithness Construction, this custom home has been meticulously maintained and thoughtfully updated by the owner. Recent improvements also include a new ROOF & gutters, a new AC system in 2024, a brand-new Dehart security system, and a new outside Rainbird irrigation system This beautifully furnished home is ideal as a luxurious Florida winter retreat or a comfortable year-round residence. The attractive deed-restricted community includes just 17 estate-sized homes, each on at least one acre, pet-friendly, with a low annual HOA fee and NO CDD fees. Quiet, peaceful, perfect location, is tucked away from highway noise and offers convenient access to recreation and everyday essentials, including Mission Valley Golf Course with optional golf and social memberships, all new Northeast Venice Pickleball courts, the 23-mile Legacy Bike Trail, Nokomis Beach 3 miles to the west, and SMH Hospital and I-75 just 3 miles to the east.

756 Vanderbilt Drive, Nokomis

$4,795,000

5 Beds ⋅ 4 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code

Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with high-end designer finishes and luxurious modern upgrades throughout. From the moment you arrive, the home makes a striking impression with its expansive front porch, lush new landscaping, updated driveway and beautiful natural surroundings. Inside, every space has been thoughtfully transformed with premium materials, stylish finishes, and exceptional attention to detail. The result is a home that feels luxurious and inviting with a chic contemporary style rarely found. Featuring five bedrooms and 3.5 baths, the expansive floor plan is designed for both elegant entertaining and comfortable everyday living. Upon entering, stunning views of South Creek immediately draw your attention through the open living spaces and out toward the resort-style outdoor setting. The completely redesigned gourmet kitchen is the centerpiece of the home, showcasing KitchenAid® professional appliances, custom cabinetry, designer lighting, and luxurious finishes throughout. The spacious family room with a built-in electric fireplace flows seamlessly from the kitchen, while the formal dining room, butler’s galley and large walk-in pantry create the perfect setting for upscale gatherings and entertaining. Additional bonus spaces include a large media/game room with flexibility for a home theater, fitness space, billiards room or lounge area. Throughout the home, every detail has been elevated, including new flooring, custom wall accents, designer paint selections, premium fixtures, sophisticated lighting and beautifully renovated baths and living spaces. Anderson windows further enhance the quality and craftsmanship found throughout the residence. Upstairs, two oversized guest bedrooms feature walk-in closets connected by a Jack-and-Jill bath, while built-in desk spaces create ideal work-from-home or study area flexibility. Outdoor living is equally spectacular and has been totally reimagined. The new covered and screened lanai with outdoor kitchen overlooks the newly enhanced pool and spa area featuring a brand-new picture-frame pool cage and elegant paver deck. Beyond the pool, a dock extends toward the peaceful waters of South Creek, where panoramic natural views and complete privacy create a truly breathtaking setting. The dock and creek can accommodate a boat up to approximately 24 feet with direct access to the Intracoastal Waterway and beyond, offering an exceptional opportunity to enjoy boating, waterfront dining, and the waterfront lifestyle directly from your backyard. Completing the property is an oversized three-car garage with abundant space for vehicles and recreational storage along with an additional shed for tools and equipment. A one-year home warranty is included. The home features 69 solar panels that provide electrical service to the entire home and heated saltwater pool. This system is not financed. Private, stylish, luxurious and surrounded by nature, this exceptional waterfront estate offers a rare opportunity to own a fully transformed retreat in one of Nokomis’ scenic and secluded locations.

4678 Silent Creek Way, Nokomis

$11,950,000

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis

$1,950,000

5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed floor plan with expansive living areas, soaring ceilings, and an abundance of natural light. At the heart of the home is a completely renovated chef’s kitchen, featuring high-end finishes, premium appliances, custom cabinetry, and a seamless flow into the main living and entertaining spaces, perfect for both everyday living and hosting guests in style. Each of the five spacious bedrooms offers comfort and privacy, while the six bathrooms provide ample convenience for family and guests. Recent updates include a brand-new roof, and renovated kitchen, offering peace of mind and long-term value for the next owner. Outdoor living is equally impressive, with tranquil surroundings that capture the essence of Florida living, ideal for relaxing, entertaining, or simply enjoying the natural beauty that defines The Oaks Bayside. Residents enjoy access to The Oaks Club, a private, member-owned country club offering championship golf, tennis, fitness, dining, and a vibrant social lifestyle. Conveniently located near top-rated schools, beaches, dining, and shopping, this home delivers the perfect balance of privacy and accessibility. Experience refined living in one of the area’s most sought after communities, this is more than a home, it’s a lifestyle.

97 Sugar Mill Drive, Osprey

$2,470,000

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted guard-gated communities. Located in Oaks Bayside, oak-canopied streets, private bay access, and a peaceful setting define everyday living—just steps from the community’s private day dock on Little Sarasota Bay for kayaking and sunset views. Offering 5,287 square feet of living space, the home features four bedrooms, an office, a study, and 3½ baths, with a floor plan designed for both refined entertaining and comfortable living. Travertine marble and rich hardwood floors extend beneath coffered and tray ceilings, while aquarium windows and impact glass fill the interiors with natural light and frame serene lake views. A gas fireplace anchors the living room, and surround sound enhances the main living areas, all flowing seamlessly to the screened lanai. The chef’s kitchen is appointed with Wolf and Sub-Zero appliances, an oversized island with bar seating, and a walk-through pantry. A casual dining area adjoins the kitchen, while a separate formal dining room accommodates more formal gatherings. A wet bar with a large-capacity wine refrigerator and custom cabinetry adds a sophisticated entertaining element. The primary suite offers a private sitting area and a luxurious bath with separate vanities, individual dressing areas, private water closets, and two walk-in closets with custom built-ins. Three additional bedrooms are thoughtfully positioned for family or guests, along with a spacious office, separate study, and a five-seat home theater. Outdoors, the expansive screened lanai is designed for year-round living, featuring a pool, spa, fountain, covered seating, and a full outdoor kitchen overlooking the lake and lush tropical landscaping. An elegant circular paver drive and a three-car garage with epoxy floors and extensive storage enhance both form and function. Additional highlights include a whole-home vacuum system, solid wood doors, impact windows, a cedar closet, and abundant storage throughout. Located in Flood Zone X for added peace of mind. The Oaks Country Club offers 2 championship 18 hole golf courses, Tennis, pickleball, croquet, bocce, and an abundance of social activities to stay engaged in all the club has to offer. Ideally located near downtown Sarasota, Siesta Key Beach, and renowned cultural destinations, Oaks Bayside offers a rare blend of privacy and convenience. Membership to The Oaks Club is required. A wonderful opportunity to live in one of the finest country clubs in Florida.

449 Webbs Cove, Osprey

$5,999,999

4 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code

Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

$3,650,000

4 Beds ⋅ 5 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code

Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to the Intracoastal Waterway. Even more spectacular is the beautiful water and natural beauty of Midnight Pass which is just to the north of this property and sandbar relaxation just a short boat ride away. This home features all the right spaces and updates- it features a smartly renovated main house comprised of three bedrooms, three and a half bathrooms and spacious office, as well as separate guest suite with full bathroom. From the moment you approach this property you can tell something is different about it. The large front yard features a wraparound drive with tasteful landscaping and as you approach the front door you are transported into true relaxation as you enter over a pool with footbridge to the front door. The immediate thing you will notice are unobstructed beautiful views, high ceilings and stunning architecture. As you take in the 36x36 tile updated flooring you’ll visit the kitchen and great room. The kitchen features upscale appliances from SubZero, Miele and Thermador, as well as sleek European style cabinetry. The main living space opens onto a screened, elevated patio with built-in summer kitchen. The primary is oversized with soaring ceilings and features a spa-like bathroom with free-standing tub, walk-in shower, dual vanities, and walk-in closet. The real fun begins outside- it’s hard to beat the outdoor living space- private sandy beach, heated pool and spa, and large fenced backyard to enjoy. The boating enthusiast will enjoy dual 16k and 10k boat lifts, fish cleaning station, water and electrical service. This home features its own video security system, solar panels with battery backup, a full complement of hurricane shutters, and is located in flood X, indicating no flood insurance required. The roof was replaced in 2025, the structure is built strong with ICF concrete block construction, and the attic insulation is spray foam for energy efficiency. This special estate must truly be seen in person to grasp- schedule your private showing today.

324 Bayshore Drive, Osprey

$2,300,000

4 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023)

530 N Mac Ewen Drive, Osprey

$2,189,000

5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

This exquisite 5 bedroom, 5.5 bath residence in The Oaks Clubside has undergone extensive structural, mechanical, and aesthetic upgrades over the past three years, significantly enhancing storm resilience, energy efficiency, outdoor living, and overall day-to-day living. Spacious and well planned, it offers room for loved ones, visiting guests, and live-in help or in-laws. The master suite is incredible, with his and hers bathrooms. Each side has its own vanity and toilet and provides access to the shared glass shower. Additionally, there is an office with pool view, making this area a true owner’s sanctuary. The upstairs areas are split. On one side, there are 3 bedrooms, one en suite. The other two bedrooms share a bathroom. Here you will find a deck with one of the four retractable awnings installed in 2024. On the other side, over the 3 car garage, and completely separate, you will find studio apartment. The huge, rescreened pool area has been updated with a built-in grill, new pool equipment and three retractable awnings and the pool was resurfaced and retiled. This home is a rare find, offering unparalleled upgrades and enhancements that make it a perfect blend of luxury and functionality. There are too many to describe here, but a complete list of upgrades is available. Don't miss the opportunity to own this exceptional home!

370 Sugar Mill Drive, Osprey

$4,900,000

4 Beds ⋅ 5 Baths ⋅ N/A SubDv. ⋅ 34275 Zip Code

Discover the ultimate in luxury living in this exquisite John Cannon home, Southwest Florida's most celebrated, award-winning custom home builder for over three decades. This phenomenal residence exudes timeless sophistication and refined coastal living. Set on 98 ft of frontage along the tranquil shores of Dona Bay, this amazing home boasts over 5,700 square feet of thoughtfully designed open-concept living space enhanced by soaring 30-foot ceilings, three fireplaces, a sweeping staircase, polished travertine floors throughout and beautiful Mediterranean architectural interests. Formal and casual living areas unfold seamlessly, opening to multiple balconies, ideal for entertaining and relaxed waterfront living. The magnificent kitchen serves as heart of the home, featuring exotic 2-inch blue Bahia granite counters, a large gas range, three dishwashers, three copper sinks, and wet bar with walk-in 1,000-bottle wine cellar. The main floor also boasts two grand living areas with stunning water views, one of two primary suites, two guest bedrooms, 2 1/2 baths and a butler pantry with laundry facilities. The elevator leads to the second floor, where a dedicated game room, private office and magnificent primary suite serve as a private sanctuary, opening to a romantic terrace overlooking the bay. A closet fit for royalty also hosts a washer and dryer for convenience. The primary bath boasts a full room mirror, two large vanities, walk in shower and Roman tub. Outdoors, the home’s graceful lines lead to an infinity saltwater pool with a sun deck, spa, full bath with air conditioner and resort-style entertainment area, all shaded by 92 palm trees. A bayfront walkway leads to the new Trex dock with a 10,000-pound lift, completing the experience. This is a four-zone house, all units new, a new steel EDCO roof and two septic tanks with new floats and pumps. There is also a central vacuum system for cleaning ease. The extensive list of improvements is available in the attachments. Be sure to watch the video and walk-through floor plan.

419 Bayview Parkway, Nokomis

$1,700,000

4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Accepting Backup Offers. Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sarasota golf course lifestyle. Designed for the discerning enthusiast, the property features panoramic fairway views and western exposure for breathtaking sunsets. The interior is defined by soaring vaulted ceilings, refined crown molding, & finishes throughout. The heart of the home is a curated chef’s kitchen featuring a bespoke butcher block island, professional-grade Viking double ovens, and sleek quartz countertops. High-end functionality includes dual KitchenAid dishwashers and custom cabinetry. The primary living spaces flow seamlessly to a wet bar and wood-burning fireplace, ideal for post-round entertaining. An extraordinary floating staircase of hand-built Hungarian wood leads to a versatile upper level with a private balcony overlooking the course. The primary suite serves as a sanctuary, entered through exquisite hand-carved doors imported from Turkey. This retreat features French doors leading to a private courtyard, custom walk-in closets, and a whirlpool jacuzzi tub. Outdoor living is centered around the pool and an expansive lanai with a fully equipped summer kitchen. Notable infrastructure includes a 3-car garage, three AC units, and clear hurricane shutters. This residence offers an elevated Sarasota lifestyle with immediate proximity to world-class golf and the exclusive amenities of the Oaks community. Please note membership of The Oaks is required.

401 Walls Way, Osprey

$1,499,999

5 Beds ⋅ 5 Baths ⋅ Cassata Lakes SubDv. ⋅ 34275 Zip Code

Under Construction. PHOTOS ARE BUILDER RENDERINGS - FOR INFORMATIONAL PURPOSESE ONLY- NOT OF ACTUAL HOME. The Tranquility is an exceptional residence designed for those seeking expansive living and elegant architectural detail. This impressive home offers 5 bedrooms, 5 bathrooms, a private den, an upstairs bonus room, and a 3-car garage, providing both luxury and functionality. Upon entering, a soaring foyer creates an immediate sense of grandeur, offering a direct view into the great room, lanai and pool. To one side, a formal dining room is thoughtfully paired with a dedicated wine room, perfect for entertaining. Opposite the dining area, double doors lead to a private den—ideal for a quiet home office or study. Moving through the foyer, you pass the staircase and enter the spacious great room. This open-concept living area flows seamlessly into a gourmet kitchen, featuring a generous center island for additional seating and meal preparation. Beautiful countertops and abundant cabinetry span two full walls, providing both style and ample storage. Adjacent to the kitchen, a charming café area is framed by three large windows, inviting natural light and serene views. The extended lanai enhances the home’s indoor–outdoor lifestyle, complete with a full outdoor kitchen—perfect for year-round entertaining. The owner’s suite occupies its own wing of the home, offering privacy and luxury. A spacious bedroom leads into a well-appointed owner’s bath with a garden tub, dual vanities, a large walk-in shower, and a private water closet. Two expansive walk-in closets complete this serene retreat. Upstairs, the home truly shines with its expansive second story. Overlooking the foyer below with open railings, the large bonus room provides an ideal space for recreation, media, or gatherings. Four additional bedrooms—each with its own walk-in closet—are also located on this level. Three well-designed bathrooms, including two en-suite, ensure comfort and convenience. ****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****

1170 Kings Way Drive, Nokomis

$6,400,000

5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

3240 Casey Key Road, Nokomis

$2,300,000

4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy

896 Macewen Drive, Osprey

$1,650,000

5 Beds ⋅ 4 Baths ⋅ 34275 Zip Code

Gorgeous private deepwater canal-front home with a rare double slip boathouse and seawall. You’ll be thrilled when you enter this spacious home that offers five bedrooms, 3.5 baths plus a separate bonus/game room for a total of 4,166 square feet under air and sits on over half an acre lot. This home has been extensively remodeled, replumbed/re-piped, concrete flood protection system added in 2025. All has been done for you. Enjoy outdoor living with an inviting gazebo, expansive deck along with a beautiful, heated saltwater lap pool. Loaded with closets everywhere and extra storage in the oversized garage. The fenced yard is great for pets, and the wide circular drive offers plenty of parking for a boat or R/V. The boater will appreciate the boathouse, and the quick access to the open water from the deep sailboat water canal with no bridges. The home is minutes from shopping and beaches. A one-year homeowner warranty will be provided to buyers at closing. Visit and you will not believe your eyes!

221 Lychee Road, Nokomis

$2,599,000

4 Beds ⋅ 3 Baths ⋅ Bay Point Corr Of SubDv. ⋅ 34275 Zip Code

Pre-Construction. To be built. Exceptional opportunity to own a custom new construction luxury home with Key West–inspired architectural flair, built by a premier Florida design-build firm. This thoughtfully designed residence is constructed on a solid two-story foundation and features impact-rated windows and doors for enhanced durability and peace of mind. A dramatic two-story foyer welcomes you into a light-filled interior showcasing refined finishes throughout. The open-concept floor plan is designed to maximize natural light while seamlessly connecting indoor and outdoor living spaces—ideal for both everyday living and entertaining. The private backyard retreat includes a resort-style pool and spa (optional upgrades), lush landscaping, and a covered lanai with a fully equipped outdoor kitchen, pizza oven (optional), and wood-burning fireplace, creating an exceptional setting for year-round enjoyment. An enclosed entertainment area attached to the main residence adds valuable flexible living space. The chef’s kitchen features high-end European-style cabinetry, granite countertops, pot filler, 48” professional range, double ovens, and a walk-in pantry, with an optional walk-in cooler and freezer. Adjacent to the kitchen is a striking floor-to-ceiling glass wine cellar, offering both function and architectural impact. The spacious primary suite serves as a private retreat, featuring a large custom closet and private balcony access from both the bedroom and closet. Interior highlights include solid-core doors, tray ceilings, large-format tile flooring, integrated smart-home technology, and a state-of-the-art security system. The home includes a two-car garage, along with a separate third-car garage located on the opposite side of the front of the home, providing added functionality and design balance. As a pre-construction offering, the buyer has the opportunity to select all desired finishes, creating a truly personalized residence. Ideally located less than one mile from Nokomis Beach, offering convenient access to pristine beaches, dining, and coastal amenities. Please note: Certain features, finishes, and amenities shown or described are optional upgrades and are not included in the base price.

504 Bay Point Avenue, Nokomis

$2,189,000

4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Under contract-accepting backup offers. **EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*

433 E Macewen Drive, Osprey

$2,000,000

3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

ELEGANT HOME WITH ALL THE BELLS AND WHISTLES. SITTING ON A DOUBLE LOT! ON HERON GOLF COURSE, BEAUTIFUL OUTDOOR KITCHEN, HIGH CEILINGS AND CROWN MOLDING!

895 Macewen Drive, Osprey

$665,000

8 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code

This rare coastal multifamily opportunity offers strong value-add potential in the highly sought-after Nokomis–Venice corridor, just off U.S. 41 (Tamiami Trail)—one of the region’s busiest commercial and residential corridors. The property currently consists of four units across two concrete-block buildings on a 14,130 sq. ft. lot, with flexible RMF-3 zoning that allows for expansion to a total of six units. Existing layouts include a mix of two 2BD/2BA and two 3BD/2BA units, with the potential to create four 1 BD/1BA units through strategic renovation or redevelopment. Recent capital improvements—new roofs, multiple AC systems, renovated kitchens, and full connection to public water and sewer (2022)—significantly reduce near-term expenses and position the property for immediate income growth. Current rents are approximately $200 below market, and occupancy stands at 50%, offering substantial upside. Durable concrete-block construction, potential in-unit laundry, patios/balconies, and central AC enhance long-term tenant appeal. The property’s prime location delivers high visibility and convenient access to Nokomis Beach, Venice Island, I-75, and major Sarasota employment centers, drawing a broad and steady renter base. Importantly, only one of the two buildings has been fully renovated, leaving additional value-add potential through upgrades to the second building—as well as the ability to increase density under existing zoning. This investment represents a rare chance to acquire a coastal multifamily asset in a supply-constrained, high-demand rental market, with both near-term income upside and long-term appreciation potential—plus the unique opportunity to expand from four units to six.

210 Albee Road W, Nokomis

$2,100,000

5 Beds ⋅ 6 Baths ⋅ South Creek SubDv. ⋅ 34229 Zip Code

Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a separate spa and framed by elegant travertine pavers, with a covered dining area providing a perfect setting for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 7,000-pound boat lift and a DEDICATED KAYAK LAUNCH, creating seamless access to the Intracoastal lifestyle. Inside, five generously sized bedrooms each feature ensuite baths and large walk-in closets, with two bedrooms conveniently located on the first floor along with a dedicated office, den, or bonus room. The renovated kitchen is designed for both beauty and function with a Thermador cooktop, Jenn- Airconvection and built-in ovens, a large island, and a passthrough window for effortless outdoor entertaining. The dining area overlooks the pool and includes hurricane-impact sliding doors, a coffee or dry bar with mini-fridge, and additional custom cabinetry for storage. The living room is highlighted by soaring ceilings, transom windows, additional hurricane impact sliding glass doors, and charming shiplap ceiling details, creating a light-filled coastal ambiance. Upstairs, three additional bedrooms and a loft gathering area overlook the living space below, with the true primary suite on the second level along with two waterfront-view bedrooms, all featuring ensuite baths and generous closets, plus a second-floor laundry hookup for added convenience. A spacious three-car garage and elegant U-shaped driveway complete the home. This home has been replumbed and features new lift motors (2025). Located within a gated community offering a basketball court, day dock, playground, and low HOA fees, this property is just 5 miles to Nokomis Beach on Casey Key, 15 miles to downtown Sarasota, 6 miles to the Island of Venice, and 6 miles to Sarasota Memorial Hospital, with Oscar Scherer State Park right nearby for nature lovers and outdoor enthusiasts.

479 South Creek Drive, Osprey

$1,450,000

3 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

OWNER SAYS SELL! No Reasonable offer refused on this home that is already the lowest price per Square foot on the market! COMPLETELY UPDATED IS NOT AN EXAGGERATION! This Bo MacEwen–designed 3-bedroom, 4.5-bath home has been updated from top (RE-TILED ROOF) to bottom, with new luxury flooring surfaces throughout and over $650,000 in renovations. No expense was spared in creating a refined, sophisticated residence that still feels warm and inviting. This home truly shows like new, and a full upgrade list is available upon request. Inside, the spacious layout includes a formal dining room, formal living room, and a cozy den with gas fireplace. Crown molding, tray ceilings, plantation shutters, and custom built-ins elevate the elegance throughout. Multiple sets of French doors open to the very private pool area, filling the home with natural light and enhancing indoor–outdoor living. The chef’s kitchen has been refreshed and features a six-burner Viking gas range with grill, Viking hood, Sub-Zero refrigerator/freezer, butler’s pantry, breakfast bar, and dining nook. The primary suite boasts two walk-in closets and a recent down-to-the-studs, resort-level bathroom remodel—one that would make even the Ritz envious. One guest suite occupies the west wing, while a spacious second-level suite adds comfort and flexibility. Significant structural upgrades include NEW low-E hurricane-impact windows and skylights, roll-down hurricane shutters (front and rear), and a whole-house generator for added peace of mind. Exterior enhancements include a NEW paver driveway and pool deck, extensive landscape lighting, and a very private pool area with new built-in grill and bar. Located in one of the Gulf Coast’s premier country club communities, The Oaks offers two championship golf courses, HAR-TRU tennis courts, pickleball, croquet, and a state-of-the-art WellFit Center. Club membership is required with homeownership.

76 Osprey Point Drive, Osprey

$4,700,000

4 Beds ⋅ 6 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code

Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

730 Sarabay Road, Osprey

$1,275,000

5 Beds ⋅ 4 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code

NEW PRICE. EXCEPTIONAL VALUE! Welcome to the Venetian Golf & River Club—where luxury meets livability. This beautifully updated Cambrio Grand Estate by WCI offers five spacious bedrooms, four full baths, a dedicated office, and a three-car garage—perfect for a growing family or hosting cherished visits from grandchildren. The gourmet kitchen is a showstopper, with quartz countertops and backsplash, rich wood cabinetry, stainless steel appliances, built-in double ovens, wine refrigerator, five-burner gas stove with designer hood, and a generous center island—perfect for gathering and entertaining. Slide open the pocketing doors and step into the lanai—where indoor coziness meets outdoor bliss. The summer kitchen shines with fresh updates, including new countertops, stone base, refrigerator, and a revamped grill ready for your next cookout. Whether you're hosting friends, dining under the stars, or lounging poolside, the oversized saltwater pool and spa deliver fun and relaxation in equal measure. And thanks to the preserve behind the property, you’ll enjoy a sense of seclusion that makes every moment feel special. Craving serenity or space to connect? The private primary suite delivers with a tranquil sitting area, tray ceilings, dual walk-in closets, and seamless lanai access. The spa-like bath offers double vanities, a garden tub, and a walk-in shower that balances elegance with practicality. Upstairs, a flexible game/media room with its own bedroom and bath opens onto a balcony overlooking the heated saltwater pool, spa, and full outdoor kitchen—ready for celebrations, weekend visits, or everyday enjoyment. This beautifully upgraded home features luxury vinyl flooring flowing from the stairs to the upstairs living area, crown molding, surround sound, central vacuum, circulating hot water, and three-zone AC. But the real magic happens beyond the front door. Here, every day is a celebration: optional private golf membership at Heritage Golf’s Chip Powell Championship course, Tru-Har tennis courts, pickleball, fitness center, resort-style and lap pools, full-service tiki bar, and fine dining at the River Club with on-going ever-happening entertainment! Imagine yourself living here and experiencing all these amenities combined to being conveniently located to downtown charming Venice, the developing area of Wellen Park, the beaches of Nokomis and Venice, as well as Sarasota's renowned cultural attractions. Call today to learn more and to request your private preview.

173 Portofino Drive, North Venice

$1,950,000

4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

538 Dove Pointe Drive, Osprey

$3,650,000

4 Beds ⋅ 7 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nearly 7000 ft.² of conditioned living space, the residence has undergone an extraordinary transformation – reflecting an investment exceeding $1.5 million – to achieve a standard of craftsmanship seldom encountered in contemporary homes. The grand foyer reimagined with architectural restraint and elegance, opens to a series of impeccably curated, living spaces defined by scale, light and material integrity. The entire home has been freshly repainted, presenting a pristine, harmonious aesthetic that enhances the interplay of color, texture and light throughout. The kitchen rebuilt from its foundation up is a tour de force of design and function-anchored by bespoke ultra-custom cabinetry, expansive, quartz surfaces, and a suite of professional grade Thermador appliances. These include three wall, ovens a speed-cook microwave, an induction cooktop, dual dishwashers, two wine coolers, a U-line beverage refrigerator, and an impressive new side by side Thermador refrigerator and freezer. Every culinary and social experience is elevated by thoughtful details such as Newport Brass fixtures, elegant chandeliers, and an exceptional walk-in pantry that unite beauty and practical design. The primary suite embodies serene granuer, featuring a newly constructed bath with custom cabinetry, a sculptural freestanding tub, and dual shower-all finished in large format, porcelain tile. A remarkable walk-in closet includes a concealed storage and safe room, melding security with sophistication. Two additional bedroom suites have been fully redesigned with its own private bath, while a refined powder room enriches the main entry corridor. Throughout the home, state- of-the-art technology complements the elegant aesthetic, a newly installed security system with outdoor surveillance cameras, ensures peace of mind, while a Sonos sound system, integrates premium audio, seamlessly across living areas for both entertainment and ambience. Additional appointments include new hardwood flooring, freshly refinished and painted garage spaces with an epoxy-coated floor, and a large air-conditioned storage room with supplementary washer, dryer hook ups. The outdoor domain has been equally vitalized, showcasing, a newly remodeled pool, upgraded mechanical systems, and beautifully landscaped grounds that frame the home with natural grace and meticulous attention to detail. Residing within the Oaks Club, homeowners enjoy the exclusivity of one of Sarasota County’s, most distinguished country club communities renowned for its championship golf courses, fine dining, tennis and social amenities. This one-of-a-kind Eagle Watch Lane estate stands as a testament to discerning design, meticulous, stewardship, and enduring architectural grace.

691 Eagle Watch Lane, Osprey

$1,850,000

4 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Set an appointment to experience this thoughtfully designed Arthur Rutenberg home, where craftsmanship and details are truly on display. Upon entering through the double door entrance, the quality and attention to detail are immediately evident. Situated on a 1/2 acre + "premium" golf course lot strategically positioned on the Heron Course (hole 5). This residence blends timeless design with modern comfort across 4,192 square feet of living space. The kitchen features an impressive island range, high-end finishes, and quality appliances, perfect for everyday living or entertaining. Enjoy the expansive outdoor living area complete with an outdoor kitchen, pool & paver deck with ample undercover space, and impact-rated hurricane windows providing peace of mind and energy efficiency. With 4 generous sized bedrooms, 3.5 baths, and a large study. In this home, every space feels intentional, inviting, and connected to its surroundings with easy access to local conveniences. The Oaks is an amenity rich community. It has something for everyone - golf, tennis, pickleball, pool, fitness facility, dining, bar service, and many social opportunities.

453 E Macewen Drive, Osprey

$5,500,000

6 Beds ⋅ 5 Baths ⋅ Sorrento Shores SubDv. ⋅ 34275 Zip Code

Newly Remodeled Waterfront Estate | 6 Beds | 5 Baths | Guest House | New Pool & Dock Experience refined coastal luxury in this gated, totally redesigned waterfront estate offering breathtaking, unobstructed views of Blackburn Bay. The main residence features 4 bedrooms and 3 baths, complemented by a 2-bedroom, 2-bath guest house—fully turnkey and beautifully furnished, complete with full kitchen, laundry, and carport with workspace. Main residence is approximately 4800 sq ft and the guest house is 1350 sq ft. Every detail was thoughtfully curated throughout the redesign. The chef’s kitchen is a showpiece with Thermador premium appliances, 48-inch 6-burner range, custom range hood, two wine and beverage refrigerators, elegant banquette, and handmade tile backsplash. Interior highlights include a soaring 20-foot stone fireplace wall, curved staircase with custom railings, and light oak flooring throughout. The home showcases handcrafted natural stone finishes—marble, dolomite, quartzite, and travertine—in every room. Outdoors, enjoy resort-style living with a new 48-foot lap pool and spa, porcelain Tabby Oyster deck, lush landscaping, and a new 16,000-lb lift and dock with water, electric, and solar lighting—engineered for all tides and storms. Additional features include nine remote-controlled roll-down screens, a well-fed irrigation system, marine-grade exterior lighting, custom Kynar railings, and wood porch ceilings. This extraordinary property blends timeless design, top-quality materials, and unmatched waterfront living—ideally located near the world-class dining, shopping, and culture of downtown Sarasota and the charming coastal town of Venice. The perfect spot to enjoy breathtaking sunsets over Casey Key.

2513 Bayshore Road, Nokomis

$9,000,000

6 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

WELCOME TO ONE OF THE FEW BRAND-NEW GULF FRONT HOMES FOR SALE ON THE WEST CENTRAL COAST OF FLORIDA. A rare opportunity, where cutting-edge design meets wide Gulf vistas. Nestled on the prestigious barrier island of Casey Key, this newly constructed Modern Coastal estate exemplifies modern beachfront living. Positioned directly on the sand with sweeping Gulf views, this striking residence offers elevated living space, showcasing the pinnacle of craftsmanship and architectural innovation. Built with block construction, pilings, impact-rated windows and doors, and a four-stop elevator, every detail of this home has been thoughtfully curated for style, function, and resilience. Inside, soaring 24-foot ceilings welcome you into the grand foyer and great room, anchored by a dramatic floating staircase and a 24-foot feature fireplace wall. With en-suite bedrooms, state-of-the-art home theater, lounge, bar, and a wine wall, this home offers both grand entertaining and serene retreat. The chef’s kitchen is a design showpiece, featuring European cabinetry, dual waterfall-edge islands clad in book-matched 3cm quartz, and premium Sub-Zero & Wolf appliances. Dual laundry rooms, breakfast nook, and custom built-in vanities provide elevated everyday living. The primary suite is a personal sanctuary, complete with a spa-like bathroom featuring a 71-inch freestanding tub, dual rainfall showers, a makeup vanity, and a large walk-in closet. Every bathroom throughout the home is appointed with bespoke cabinetry, quartz surfaces, and backlit mirrors. Designed to impress from every angle, the home is finished with smooth stucco, level 5 drywall, hardwood floors, imported tile, and integrated LED tray ceilings. A sleek rooftop terrace crowns the home, offering panoramic views of the Gulf and beyond. Step outside to your personal resort: an expansive terrace with an oceanfront pool, floating spa, sun decks, outdoor fireplace, and fully equipped kitchen. Lush, tropical landscaping, Zoysia grass, and a concrete drive with turf inlays complete the impeccable exterior design. Sleek metal railings accentuate balconies and the rooftop for a modern edge. Set on a half-acre of prime waterfront. This is coastal modern luxury at its pinnacle—a rare opportunity to own a brand-new, Gulf-front estate on one of Sarasota’s most desirable stretches of sand.

4005 Casey Key Road, Nokomis

$6,475,000

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey

$1,750,000

5 Beds ⋅ 5 Baths ⋅ Shakett Creek Pointe SubDv. ⋅ 34275 Zip Code

Under contract-accepting backup offers. SUNRISE and SUNSETS over the water. Embrace the ultimate WATERFRONT lifestyle where every day feels like a getaway. Wake up to tranquil sunrises over the water and wind down with breathtaking sunsets from the comfort of your own balconies. With direct access to open waters, boating, and kayaking are just steps from your private dock & lift. After a day on the water, unwind in your infinity-edge SPA, lounge by the HEATED SALTWATER POOL, or relax on one of several balconies. Whether you’re hosting elegant dinner parties in the open-concept kitchen or enjoying quiet mornings in the luxurious primary suite, this home offers a seamless blend of coastal charm and modern comfort. Welcome to a rare Key West-style coastal retreat situated in SHAKETT CREEK POINTE, an exclusive gated community of just 27 homes, this property provides direct access to Dona Bay, Roberts Bay, and the Gulf. Designed for the ultimate boating lifestyle, the home features a private 10,000 lb. composite DOCK and boat LIFT and the home has NEVER SUSTAINED FLOOD DAMAGE. This custom-built luxury residence offers 5 bedrooms plus a hallway office space, 4.5 bathrooms, and captivating water views from nearly every room. The main level boasts an elegant open-concept KITCHEN with a striking 6’ x 9’ quartzite island, 48” gas range and double ovens, elegant range hood, wall oven, under-cabinet mounted microwave, and a butler’s pantry with a coffee bar that connects the kitchen to the separate dining room. The main floor also includes an open, light-filled great room with expansive picture windows and fireplace, as well as two guest suites with a Jack & Jill bath, a flexible 5th bedroom or office with a walk-in closet, hallway office, and screened balconies overlooking the tranquil waters. The upper level features a private guest suite with its own balcony and a spectacular PRIMARY BEDROOM SUITE with a sitting area, two walk-in closets, a spa-inspired bath, and a private balcony that is perfect for sunsets and morning coffee. Enjoy resort-style outdoor living with an infinity-edge spa, refreshing pool, spacious covered lanai, and multiple balconies and patios for relaxing or entertaining. Additional highlights include a 3-stop ELEVATOR, 2024 new HVAC, tandem 3-car garage, and a circle drive for additional off-street parking. Conveniently located just minutes to I-75, top-rated schools, Sarasota Memorial Hospital – Venice, Nokomis Beach, historic downtown Venice, and world-class shopping and dining. This residence is more than a home, it’s a lifestyle of elegance, ease, and adventure, and it’s a front-row seat to a life of serenity, luxury, and endless waterfront enjoyment.

741 Shakett Creek Drive, Nokomis

$3,885,000

4 Beds ⋅ 5 Baths ⋅ Kilton Estates SubDv. ⋅ 34275 Zip Code

Set along the coveted waterfront of Blackburn Bay, this rare Nokomis estate embodies the very best of refined coastal living with multi-residence flexibility. The .68-acre property spans 100 waterfront feet and offers a stunning main residence and a fully appointed guest house with unique and flexible garage space. Crafted for effortless entertaining, year-round comfort, and Gulf Coast adventure, it encompasses 4,537 square feet of living space, four bedrooms, four-and-a-half baths, an attached garage, and dedicated boat, RV or hobby storage, ideally pairing casual luxury with a practical lifestyle. A welcoming approach leads to Trex steps, and a front porch framed by glass-pane French doors, opening to expansive living spaces. The great room’s illuminated tray ceiling, large windows, and engineered hardwood floors set the tone for airy sophistication. The dining area, open to the kitchen and living area, features sliders to the deck, designer lighting and a decorative high ceiling. The chef’s kitchen offers an oversized central island with seating, quartz countertops, a premier stainless-steel appliance package with a cabinet-faced Sub-Zero refrigerator, stone backsplash, and ceiling-height cabinetry with decorative glass accents. A custom bar and lounge, with prep sink, wine cooler, dual Sub-Zero beverage refrigerators, glass-faced cabinetry and a hidden door to the primary suite, adds a touch of intrigue. The primary bedroom includes a sitting area, dual walk-in closets, and plantation-shuttered windows, while its spa-inspired bath features a soaking tub, glass-block walk-in shower, dual vanities, water closet, chandelier-lit tray ceiling and transom windows. Two guest bedrooms share a full bath, and a half bath completes the main floor. The ground level, finished with wood-look tile, offers water views and flexible spaces that open to the outdoor amenities, abundant storage and a two-stop elevator. Outdoor living is elevated with a spacious terrace featuring retractable awning and hurricane screens, a shaded lower patio with freshly sealed stone columns and mature landscaping. The dock includes two lifts, plus water, electric and lighting for seamless boating with quick access to the Gulf. The guest house is equally well-appointed, with a travertine-floored great room, kitchenette with stainless steel Frigidaire appliances, upstairs family room and bedroom, two full baths, Bosch laundry, and a garage designed for boat, RV or hobby storage. Multiple French doors and sliders connect the space to an amazing paver pool area strategically between the two homes. With its blend of refined interiors, generous indoor-outdoor spaces and direct waterfront access, 559 Bob Hope Drive is more than a home, it’s a statement of coastal living.

559 Bob Hope Drive, Nokomis

$1,325,000

4 Beds ⋅ 5 Baths ⋅ Mission Valley Estates SubDv. ⋅ 34275 Zip Code

Discover a rare opportunity to own a privately gated waterfront estate on over two lush acres along Fox Creek in the equestrian-friendly community of Mission Valley Estates. Ideal for professionals, families, or hobbyists, this property offers both elegance and functionality. Beyond the wrought-iron gates lies a separate carriage house featuring an air-conditioned four-car garage, workshop, full bath, kitchenette, and an upstairs bonus room—perfect for an office, guest space, or hobby area. This additional 2,195 sq. ft. is ideal for storing cars, RVs, boats, and more. The stately main residence spans over 6,300 sq. ft., with 4,741 sq. ft. under air. It features four spacious bedrooms (with potential for a fifth), four and a half bathrooms, a library with built-ins, a media room, and beautiful architectural details including crown molding, vaulted ceilings, and wrap-around porches. The updated kitchen boasts soft-close cabinetry, stainless appliances (including dual refrigerators and a new range), and a walk-in pantry with wood shelving. Entertain with ease in the large dining room, enhanced by custom built-ins, wainscoting, and a wood-burning fireplace. Outside, enjoy a resurfaced saltwater pool and spa, pavered lanai, and a peaceful setting with boatable water access and a private dock. Tucked away yet conveniently located near Gulf beaches, top-rated schools, parks, shopping, dining, and highways—this hidden gem offers the perfect balance of privacy, luxury, and accessibility. Come see it today.

1245 Hanoverian Circle, Nokomis

$5,836,000

5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

One or more photo(s) has been virtually staged. A waterfront paradise dream—an exquisite Gulf-to-Bay estate set on 1.4 tropical acres along the shores of Casey Key. This stunning two-story home, built in 1999, with solid concrete block construction on pilings, offers 4,460 square feet under air (11,189 total square feet), five bedrooms, and 4.5 baths, including a luxurious owners’ suite. Property highlights include an impressive 18-foot base flood elevation with impact windows on the Gulf front west side and retractable shutters on the east. Enjoy travertine and oak floors, soaring ceilings and refined column millwork. The flexible layout provides plenty of room for family and guests alike, home office space, a cozy den and elevator shaft ready for convenience. Four-car side-entry garages, workshop plus extensive non-conforming storage below the main living area stayed dry and impervious to recent storms. An outdoor oasis lies between 150 feet of private sandy beach frontage with a grandfathered cabana and 150-foot bay frontage featuring a protected intracoastal boat basin set just beyond the pool and spa. Florida native plantings create a serene backdrop throughout the grounds. Wake to sparkling Gulf breezes, take private beach strolls or dock your boat on the intracoastal basin. Host elegant gatherings throughout the open main living areas, enjoy casual living on the screened porch, or retreat to the secluded owners’ suite—this home blends relaxed coastal living in one of the prime Gulf-to-Bay locations—luxury, privacy and panoramic waterfront views on Casey Key await your personal touch and modern updates to make it your own.

1822 Casey Key Road, Nokomis

$2,625,000

4 Beds ⋅ 7 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

Welcome to your dream home, a sanctuary of elegance and comfort nestled on an exclusive, private street with only nine residences and no neighbors across the way—just the tranquility of a natural preserve. This remarkable property in The Oaks Clubside, with 4 bedrooms, 5 full bathrooms, and 2 half baths, boasts impact windows and doors throughout, providing peace of mind and a quiet, secure environment. Step inside to discover an open floor plan adorned with a blend of rich wood and luxurious travertine floors. Each of the large bedrooms is an en suite retreat, offering privacy and comfort for residents and guests alike. On the first floor you will find a huge master suite, with his-and-her closets, and a luxurious master bathroom that has two separate vanities, a walk-in shower and soaking tub. The two additional bedrooms are generously sized. The open kitchen features cherry wood cabinets, a granite island and high end stainless steel appliances. The breakfast nook is flooded with natural light and offers a lovely view over the pool. The second story has a fourth en-suite bedroom, and balcony overlooking the golf course and lake. And, for those who love to entertain, the game and media room is designed for fun gatherings of friends. The heart of the home extends outdoors, where you will find an impressive outdoor kitchen area perfect for grilling and dining alfresco. Enjoy a beautiful, long view of the Heron #14 and the serene lake beyond—a panoramic scene that will take your breath away every day. This home is loaded with thoughtful additions, including three new exterior ceiling fans for comfort on warm days, custom office closet shelving and a secure dog run fence for your furry friends. The garage boasts a durable epoxy floor and hurricane-rated doors. Additional upgrades abound with 4 new AC units with UV lights for optimal air quality, a new roof, two-stage pool pump and new irrigation pump, new tankless Navian water heater to name a few. You absolutely must see this home to appreciate all it has to offer. Membership in The Oaks Club, Sarasota’s premier golf and country club is required with home ownership.

478 Oriskany Court, Osprey

$2,395,000

3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code

**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and Wetbar, 3-CAR GARAGE, etc. Premium features abound including Crown moldings, Marble and wood floors, Coffered ceiling, Custom built-ins, a well-equipped kitchen with Granite countertops, Stainless Steel Appliances including KitchenAid and Fisher & Paykel, and much more! An Expansive Primary Bedroom Suite features a Bonus Room, Walk-In Closet, dual vanities, soaking tub and custom-tiled shower. Enjoy OUTDOOR LIVING at its FINEST in an Expansive, Screened Lanai with PEBBLETEC Pool & Spa and Outdoor Kitchen in a serene setting. ROOF (2015). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

852 Macewen Drive, Osprey

$4,600,000

4 Beds ⋅ 6 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code

Welcome to 1109 Bayshore Road—New construction and never lived in! an unparalleled waterfront sanctuary redefining luxury living along Florida's captivating Gulf Coast. Masterfully custom-built by the acclaimed John Cannon Homes, this residence embodies the sophistication, craftsmanship, and lavishness reminiscent of the world’s finest five-star resorts. Majestically set behind private gates on over 1.3 pristine acres, every detail of this estate has been artfully curated to provide a lifestyle of unrivaled refinement, tranquility, and indulgence. From the moment you enter through the gates and travel the elongated paver drive framed by lush tropical landscaping and towering palms, you’ll sense you've arrived someplace extraordinary. Inside, the residence reveals breathtaking bayfront and Intracoastal panoramas from nearly every vantage point. Rich wood plank flooring, polished tile, elevated tray ceilings, and striking eight-foot doorways evoke a sense of grandeur typically reserved for elite luxury resorts. Corner pocket doors vanish effortlessly, blending indoor elegance with expansive outdoor spaces and framing endless vistas of shimmering water. At the heart of this remarkable estate lies a chef-inspired kitchen worthy of culinary excellence—expertly designed with gleaming quartz countertops, an oversized centerpiece island for unforgettable gatherings, and Viking stainless steel appliances including a professional-grade 48-inch gas cooktop with a vented hood, built-in oven, convection microwave, and an impeccably organized walk-in pantry. A luxurious wine bar area complements the space perfectly, featuring custom cabinetry, elegant shelving, and a built-in beverage refrigerator—ideal for hosting the most discerning guests. The main-level primary suite is a private oasis, carefully designed for serenity and style, offering mesmerizing water views and direct access to the poolside lanai. Its spa-inspired bath rivals those found in the world’s most exclusive retreats, featuring luxurious finishes, spacious dual vanities, and a walk-in shower with exquisite tile detailing. Additional highlights of comfort include a private elevator granting seamless access to each floor and thoughtfully designed guest accommodations that deliver unparalleled privacy and sophistication. Outdoors, paradise awaits. The resort-style heated pool and spa overlook breathtaking water views, enhanced by a custom-designed summer kitchen and extensive lanai—perfect for sunset soirées or elegant alfresco dining beneath the stars. A private dock equipped with a 10,000-pound boat lift invites exploration of Florida’s stunning waterways, while the expansive grounds provide ample space to add a guest house or casita, further enhancing the estate’s exclusive appeal. This home also comes with a new construction home warranty that lasts until November 2026! Located mere minutes from the pristine sands of Nokomis Beach, with convenient access to the charming boutiques, renowned restaurants, and vibrant culture of nearby downtown Venice and Sarasota, 1109 Bayshore Road transcends the ordinary. This residence doesn't just promise luxury—it delivers a lifestyle only experienced in the world's most distinguished five-star destinations.

1109 Bayshore Road, Nokomis

$1,700,000

4 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Large 4 bedroom, 4 bath home on over half an acre bordering the 7th fairway of the Heron Golf Course in the Oaks Clubside. Located in the heart of south Sarasota, The Oaks offers 2 championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. Club membership is required with homeownership.

898 Macewen Drive, Osprey

$5,350,000

6 Beds ⋅ 5 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code

ELEVATED ABOVE FLOOD LEVEL WITH EXCEPTIONALLY LOW INSURANCE PREMIUMS ! Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretches of Little Sarasota Bay. Tucked away on a rare and expansive .78-acre gated estate, this custom-built, contemporary masterpiece offers 90 feet of pristine waterfront, unmatched privacy, and a lifestyle defined by serenity, style and seamless connection to the water. Designed for those who crave the extraordinary, this six-bedroom, five-bath residence is a showpiece of elevated design and quality craftsmanship, built just three years ago with the finest materials and storm-resilient features. Boaters will delight in the direct bay access just minutes from Midnight Pass and the open Gulf - a true water lover's paradise. Step through the grand entrance and into a world of light, space and unobstructed bay views. The soaring 14-foot bifold glass wall in the great room opens fully to a spectacular lanai, inviting indoor-outdoor living year-round. Imagine entertaining here – sunset cocktails by the saltwater pool and spa, laughter echoing across the water and every moment framed by nature's beauty. At the heart of the home lies a chef's dream kitchen, anchored by an oversized 7'X8' waterfall edge island and outfitted with top-tier Wolf, Cove, and Sub-Zero appliances. A walk-in pantry with second refrigerator/freezer ensures effortless hosting and everyday convenience. This home is as strong as it is stunning: constructed entirely of block and stucco, equipped with Category 5 impact-rated windows and doors, and elevated above flood level - a rare combination that provides peace of mind and impressively low insurance premiums. A whole-house generator ensures uninterrupted comfort. With its expansive yard, and panoramic water views, 622 Bayshore Drive is not just a home- it's a legacy property. Perfectly positioned between Sarasota and Venice, it offers the best of both worlds: quiet natural beauty with easy access to world-class dining, shopping and culture. DON'T JUST VISIT PARADISE - OWN IT. Schedule your private tour of this extraordinary waterfront estate today.

622 Bayshore Drive, Osprey

$4,150,000

5 Beds ⋅ 7 Baths ⋅ Blackburn Ridge SubDv. ⋅ 34275 Zip Code

Discover an extraordinary, bayfront contemporary masterpiece in the exclusive Blackburn Estates, a gated enclave of serenity. This five-bedroom, seven-bath residence redefines luxury, with a harmonious blend of sleek modern design and timeless craftsmanship. Among this home's many unique features is an indoor basketball half-court, above the three-car garage! Go through the bespoke solid walnut pivot door into a world of elegance, where panoramic bay views captivate instantly. The great room exudes warmth and sophistication, with its soaring wood-paneled ceilings, custom recessed and pendant lighting, and polished charcoal-stained slab floors. A striking 10-foot ledgestone fireplace anchors the space, seamlessly connecting to an expansive outdoor oasis via pocketed sliding glass doors. Outside, a disappearing-edge pool with ice deck steppingstones and sun shelf, complements a vast patio and outdoor kitchen, ideal for entertaining or tranquil relaxation. This architectural gem effortlessly combines low maintenance luxury with family-friendly functionality, at the end of a peaceful cul-de-sac. A rare opportunity to own a home that is a sanctuary and a statement.

4907 Topsail Drive, Nokomis

$2,925,000

4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned on over three-quarters of an acre, the residence boasts serene preserve and fairway views, capturing the essence of Florida luxury living. Inside, discover graciously sized rooms, soaring ceilings, and abundant natural light that fills every space. The formal living room with gas fireplace and the formal dining room provide elegant spaces for entertaining. The open-concept kitchen and family room are the heart of the home, ideal for casual gatherings and everyday comfort. A large kitchen offers a generous walk-in pantry, plentiful storage, and a seamless flow into the family room and outdoor spaces. The primary suite is located on the main floor, offering a tranquil retreat with a spa-like bathroom, separate dressing room, and expansive walk-in closet. An office with fireplace is also on the main level, perfect for work-from-home privacy. Upstairs, two additional bedrooms and a bonus room provide a private haven for guests or multi-generational living. Step outside to the screened and covered outdoor living area, where a summer kitchen, cabana with full bath, and lush landscaping invite indoor-outdoor living year-round. It’s an entertainer’s dream, ideal for both intimate gatherings and grand events. Key features include wind-rated impact windows, new tile roof to be installed with a transferable 20-year workmanship warranty, $800,000+ in updates under current ownership, and situated on an oversized lot with ultimate privacy. As part of The Oaks Club, enjoy world-class amenities including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art WellFit Center, and exceptional dining at The Oaks Room, The Overlook, and The Tavern. This is more than a home—it's a lifestyle. Experience the timeless elegance, thoughtful design, and unmatched amenities of The Oaks Club in this remarkable estate.

550 Dove Pointe, Osprey

$876,000

Boatyard At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code

Mixed use building.

Osprey

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