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Osprey

One of the most popular communities provided by The Graf Group of Coldwell Banker

Osprey

About Osprey

Osprey is a tranquil coastal community tucked between Sarasota and Venice, offering a perfect blend of natural beauty and upscale living. Known for its peaceful vibe, top-rated schools, and access to the Intracoastal Waterway, Osprey is ideal for nature lovers and boaters. Residents enjoy quick access to parks like Oscar Scherer State Park, waterfront dining, and nearby beaches. With elegant neighborhoods, quiet streets, and a strong sense of community, Osprey is a hidden gem on Florida’s Gulf Coast.

One of the most popular communities provided by The Graf Group of Coldwell Banker
158
# of Listings
3
Avg # of Bedrooms
$527
Avg. $ / Sq.Ft.
$1,236,602
Med. List Price

Browse Osprey Real Estate Listings

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Over $5M

158 Properties Found. Page 1 of 11.

Price reduced
Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the inside out to the lanai and boat dock. The kitchen features raised wood cabinets and a large 10ft long breakfast bar. The kitchen has views of the canal and opens up to the dining room and living room. As you walk into the nicely appointed open floor plan, you immediately feel relaxed while enjoying the water views and fish jumping. There is nothing to do but move in and enjoy your new home. Taking the boat out is a breeze. Just lower it into the water and you are a short ride out to the intracoastal, the Venice Jetties and Midnight Pass. There are many great waterfront restaurants you can access by boat. If you happen to catch some fish while you are out enjoying the boat, there is a fish cleaning station on the dock. Located between Sarasota and Venice with easy access to I-75. Close to shopping, beaches, restaurants, Oscar Scherer Park and so much more.
#N6138441

OSPREY

120 VILLA DRIVE 120

2 Beds

2 Baths

1,404 Sq.Ft.

$515,000

MLS#: N6138441

Welcome to easy Florida living in The Arbors of Osprey! This charming 2-bedroom, 2-bath mobile home offers generous space, some updates, and a vibrant 55+ lifestyle in one of the area’s most convenient locations. Step inside to find a formal living room accented with built-in features, plus a dedicated dining room perfect for entertaining or everyday meals. The home boasts spacious room sizes throughout and newer laminate flooring that adds both style and easy maintenance. The primary suite provides a comfortable retreat with a walk-in closet, single vanity, and a walk-in shower. An additional storage room in the primary suite provides amazing space with shelving and floor space to store loads of extras. Enjoy Florida’s sunshine year-round from the enclosed front porch with new windows, a perfect spot for morning coffee or evening relaxation. Outside, you’ll find a utility shed complete with washer and dryer, adding convenience and extra storage. Located in the pet section of the community, this home is part of an active, friendly neighborhood featuring a clubhouse, swimming pool, shuffleboard courts, and a full calendar of social activities. Ideally situated between Sarasota and Venice, you’ll have easy access to boutique stye shopping, multiple dining options, theaters, performing arts venues, and stunning Gulf beaches. Everything you love about the Florida lifestyle just minutes away. This is relaxed, low-maintenance living in a welcoming community. Come see why so many love calling The Arbors home!
#A4681219

OSPREY

316 TROPIC DRIVE

2 Beds

2 Baths

1,151 Sq.Ft.

$185,000

MLS#: A4681219

This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family and guests, this is a residence that inspire togetherness and embodies the art of waterfront living. Crafted with luxury finishes and modern conveniences, the property is built to exacting coastal standards with dramatic focus on stunning water views. Formal and casual spaces unite elegantly, including the living room with cypress beamed ceilings, overlooking the bay. A deluxe kitchen, wine, butler’s pantry and wet bar provide a canvas for culinary exploration and entertaining elegance. A grand media room for screening films provides the ideal place to unite music and culture. The expansive primary bedroom features a sitting room, lavish bath, dual closets, a breakfast nook and expansive views over the water. Three additional bedroom suites provide privacy, views and spacious accommodations. The fifth bedroom suite is equipped for a home gym, steam room and sauna. The office and library, next to the grand marble staircase, features leaded glass doors, hand crafted, built-in shelving, a coffered ceiling and beautiful views of the Gulf. Additional space for recreation and relaxation has been accomplished to make use of every inch of the estate. Arched hallways and French doors line the living room, open to the dazzling outdoor spaces and stone terraces lead to the infinity pool. Elevator access and garages for six vehicles add ultimate convenience. Enjoy boating from the deep-water dock which features a rare and grandfathered-in covered boat lift. North Casey Key is a haven of exclusivity and serenity, minutes from shopping, world-class golf, tennis and dining.
#A4643654

OSPREY

1216 N CASEY KEY ROAD

5 Beds

6 Baths

8,050 Sq.Ft.

$10,750,000

MLS#: A4643654

Property Type: Commercial Land with Existing Office Building Property Size: 10 Acres Discover this exceptional opportunity with over 900 feet of frontage on Tamiami Trail/US41 in Osprey, FL! This is one of the last substantial parcels available in Sarasota County with a Tamiami address. Positioned directly in the path of progress, this 10-acre parcel is ready for development with all entitlements in place. Property Features: Existing Office Building: 4,000 SF Freestanding Office Building with water, sewer, and electricity Development Potential: Density for Assisted Living Facility/Memory Care at 9 units to an acre Office Space Allowable: Up to 46,000 SF of office space Prime Location: Directly across from the new Publix and adjacent to massive new developments, including shopping plazas, restaurants, apartments/condos, and single-family homes Infrastructure: Electric, water, and sewer in place, making the property shovel-ready Accessibility: Easy access to Tamiami Trail from both ends of the property with simple median cuts at Southbay Drive/Luminary Blvd Strategic Positioning: Located at the northeast side of the intersection of Luminary Blvd and Tamiami Trail in Osprey, FL
#A4616676

OSPREY

505 LUMINARY BOULEVARD

None Beds

None Baths

4,000 Sq.Ft.

$7,499,000

MLS#: A4616676

Price reduced
Newly Remodeled Gulf-Front Mediterranean Villa on Casey Key Framed by the pristine natural beauty of North Casey Key, this Spanish Mediterranean beachfront estate is perfectly positioned along one of Florida’s most exclusive barrier islands — an unspoiled, eight-mile stretch of tropical coastline. Just minutes from the cultural and dining destinations of Venice and Sarasota, the residence offers unrivaled privacy, architectural beauty, and Gulf Coast living beyond compare. Behind a gated entry, the main residence features three bedrooms and three-and-a-half baths, thoughtfully remodeled with no detail spared. Distinctive design elements include wood beams and moldings, Mexican tile and wood floors, brick accents, hand-painted stair tiles, and hurricane-impact windows and doors. Additional enhancements include a new roof, new pool, and updated A/C and pool equipment, ensuring comfort and peace of mind. The gourmet kitchen showcases custom cabinetry, Wolf appliances, and elegant finishes — ideal for entertaining or everyday living. Expansive windows and sliding glass doors bathe the interiors in natural light and frame breathtaking Gulf views. The master suite serves as a private sanctuary featuring a sitting room, wet bar, soaking tub, dual sinks, walk-in closet, and balcony overlooking the pool. Two en suite guest bedrooms provide comfort and privacy for family or visitors. A spiral staircase leads to a rooftop deck offering panoramic Gulf and bay vistas. Reflecting the romance of classic Spanish design, the home radiates warmth and character with arched doorways, pecky cypress ceilings, wrought-iron detailing, and timeless brickwork — blending old-world craftsmanship with modern luxury. The courtyard-style pool area and lush tropical gardens with winding walkways provide a serene setting for outdoor living and entertaining, while the guest quarters above the garage — complete with a full bath — can be used as an art studio, office, or fitness room. Experience the serenity, seclusion, and sophistication of Casey Key — a rare Gulf Coast haven where architectural elegance meets the natural beauty of Florida’s most celebrated barrier island.
#A4667263

OSPREY

121 N CASEY KEY ROAD

4 Beds

5 Baths

4,096 Sq.Ft.

$6,800,000

MLS#: A4667263

Price reduced
Located on the exclusive stretch of North Casey Key, this private waterfront estate offers a rare blend of resort-style living, protected boating water, and direct Gulf beach access in one of Sarasota County’s most coveted coastal enclaves. Set on over half an acre along Little Sarasota Bay, this durably constructed residence, engineered for strength and storm protection, delivers a private, resort-style waterfront lifestyle defined by mature tropical landscaping, sweeping views of the Intracoastal Waterway and the Gulf of America, and exceptional privacy. With a private beach easement providing direct Gulf access and a 100-foot dock featuring dual 12,000-lb lifts, water, electric, and deep-water Intracoastal access, this property is truly a boater’s dream offering the best of both Gulf and bay living. Inside, dramatic water views greet you through expansive windows, filling the home with natural light and anchoring the open great room with coffered ceilings, custom millwork, and seamless indoor-outdoor living. The 2020-renovated kitchen showcases Cambria quartz countertops, custom cabinetry, premium stainless appliances, and an entertainer’s bar complete with wine refrigerator and ice maker. Designed for both comfort and retreat, the home offers two luxurious primary suites with spa-inspired baths and private terraces, additional guest suites, a dedicated office, elevator, and impact-rated windows and doors throughout. Outdoor spaces evoke a boutique resort experience, featuring a refinished pool, expanded travertine patios, tiered terraces, lush tropical plantings, and a rooftop deck with panoramic Gulf and bay views—perfect for sunset entertaining. Additional highlights include a three-car garage, whole-house generator, and extensive interior and exterior updates. Ideally located just minutes from Downtown Venice and Sarasota, residents enjoy easy access to renowned dining, shopping, cultural events, and convenient regional and international airports. A rare opportunity to own a private waterfront estate on North Casey Key combining private beach access, effortless boating, and refined coastal living.
#A4660004

OSPREY

144 N CASEY KEY ROAD

4 Beds

5 Baths

5,397 Sq.Ft.

$5,495,000

MLS#: A4660004

Premier Intracoastal Estate in Osprey 4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront Acres A rare opportunity to own two acres of private waterfront property in Sarasota, 730 Sarabay is a convergence of residential luxury and unparalleled waterfront living. The two-story home sits at the end of a long drive behind a gated entrance and tranquil pond. With approximately 100 feet of bay frontage, the property provides an uncommon level of seclusion. A private dock and boat lift rated for 15,000 pounds offer instant access to Little Sarasota Bay. With no fixed bridges in the way, vessels of any height can sail straight through Midnight Pass into the Gulf of Mexico. Unlike almost every other waterfront property in Sarasota County, this elevated acreage offers higher ground for added peace of mind. Across fourteen hurricane seasons since 2011, this elevated 2-acre estate has maintained a flawless record: no water intrusion, no flooding, and no structural damage — per sellers’ disclosures spanning two ownerships. In Sarasota County’s waterfront market, such documented elevation advantages are exceptionally rare.. In Sarasota County’s waterfront market, such documented elevation advantages are exceptionally rare. The house features soaring ceilings and wide-plank oak floors. Its over-sized hurricane-impact glass fills the rooms with light. Generous living and dining areas, as well as a handsome office and bonus room with water views, flow in a blend of open-plan and formal spaces, accommodating family gatherings and grand festivities. The gourmet chef’s kitchen is equipped with solid wood cabinetry, stone counters, and high-end appliances. The primary suite, conveniently located downstairs, features a broad view of the bay, vaulted ceiling, spa-like bath, and capacious closets. Reached by travertine staircase or wood-paneled elevator, the second floor houses three ensuite bedrooms, one of which serves as a second master. Each offers stunning bay views, a full bath, and ample closets. A bonus room usable as guest suite, home gym, or playroom, completes the upstairs. The generously sized travertine patio and bayside lawn are an oasis for outdoor living and gracious entertaining. The pool features a Baja shelf and integrated spa, and the propane fire pit creates a cozy spot for cooler evenings. The covered living and dining area commands spectacular views of the vivid South Florida sunsets. Recent upgrades include two new AC units, a new pool heater, and a newly painted exterior. Characterized by long lawns and mature palms, the grounds are a low-maintenance blend of lush beauty and complete privacy. The attached 4-car garage is proportioned for contemporary vehicles. It includes a built-in workbench with capacious cabinetry. The free-standing 3-car garage is divided into two and one-car bays, easily customized for personal use. The two-bay side was an artist’s studio and includes a mini-split and large laundry sink. The one-bay side overlooks the garden and was previously a home gym. Location is the most important factor in real estate, and this property delivers. Positioned near A-rated Pine View School and Oscar Scherer State Park, 730 Sarabay is adjacent to Downtown Sarasota, convenient to St. Armands, and close to Historic Venice and world-renowned Siesta Key Beach. This home is a complete waterfront lifestyle, a legacy estate where memories are made and treasured for generations.
#A4672618

OSPREY

730 SARABAY ROAD

4 Beds

5 Baths

6,308 Sq.Ft.

$5,495,000

MLS#: A4672618

A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5,000 square feet, all cleverly positioned on nearly an acre with 150 feet of lakefront. Situated on two of the community’s most desirable lots, the residence balances architectural distinction with thoughtful updates that ensure comfort and livability. An oversized circular drive paved in granite tile leads to a stately double-door entrance. Inside, the foyer sets the tone with soaring ceilings, hand-crafted moldings, chandeliers, and a white onyx floor with marble inserts. Spaces include an oversized living room with dual fireplaces, a crystal chandelier, and multiple sets of French doors opening to the lakefront patio. The dining room, anchored by another fireplace and framed by custom casings and built-in shelving, is ideal for grand entertaining. A domed ceiling sitting room with French doors to the patio adds an intimate space for cocktails or conversation, while the custom bar and wine room, with etched glass cabinetry, stone counters, and display shelving, enhances the home’s appeal for gatherings. The kitchen, completely remodeled in 2019, is a showcase of craftsmanship with UltraKraft® cabinetry, custom soffit lighting, Corian countertops, and a center island with breakfast bar. Luxury appliances include a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, microwave, warming drawer, two KitchenAid dishwashers, and a Frigidaire wine fridge. A butler’s pantry provides additional storage, while the sunny breakfast nook overlooks lush gardens. Family and gathering rooms carry the same sense of scale, with dramatic fireplaces, intricate moldings, and detailed ceiling treatments that flow seamlessly for everyday living or large-scale entertaining. The primary suite is a true retreat with a spacious sitting area, custom closets, and a well-appointed bathroom that was newly remodeled in 2025 with spa-inspired finishes. Three guest suites, each with updated full baths (2021 and 2025), provide privacy and comfort. One is a suite with a bathroom near the laundry room, which offers flexibility for live-in staff or extra accommodation. Outdoors, the home embraces its setting with an open pool, expansive deck, and cabana surrounded by manicured hedges and mature landscaping. The views are equally compelling, with mature gardens and community reflecting pond in the front and sweeping lake vistas in the back. Additional highlights include a three-car garage, refinished hardwood floors (2020), and a new Daikin 5-ton AC system installed in 2022. Ownership at The Oaks Club brings an unmatched lifestyle, with two championship golf courses, tennis and pickleball courts, croquet, a fitness center and spa, three on-site restaurants, and a community dock on Little Sarasota Bay. Elegant yet inviting, 101 Osprey Point Drive stands as a rare opportunity to enjoy lakefront living with resort-style amenities in one of Sarasota’s most established private enclaves.
#A4664424

OSPREY

101 OSPREY POINT DRIVE

4 Beds

5 Baths

5,087 Sq.Ft.

$5,000,000

MLS#: A4664424

Price reduced
One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.
#A4668918

OSPREY

854 MACEWEN DRIVE

4 Beds

4 Baths

9,081 Sq.Ft.

$3,890,000

MLS#: A4668918

One or more photo(s) has been virtually staged. If your dream is to create a place where generations can gather, relax, and make lasting memories, this Casey Key estate is ready to welcome you home. Set on 0.68 acres with 131 feet of Sarasota Bay frontage, this 4 bed 4.5 bath retreat offers room to spread out, unwind, and connect indoors and out. Each bedroom opens to the outdoors with bay breezes and water views, while majestic oaks and lush tropical landscaping create a timeless Old Florida setting. Launch your kayak from the backyard, walk your private beach access every morning, and enjoy both sunrises and sunsets from your own waterfront haven. Inside you’ll find a traditional layout with formal living and dining areas, a spacious family room, and a first-floor primary suite. The home has been lovingly cared for and updated with impact windows, new ACs, a metal roof and more. Entertain poolside, dockside, or anywhere in between. No storm damage, no waiting. Just your waterfront life, ready now. Want to tour the dock at sunset? Let’s book your showing.
#A4674771

OSPREY

1042 N CASEY KEY ROAD

4 Beds

4 Baths

4,781 Sq.Ft.

$3,750,000

MLS#: A4674771

Price reduced
Retreat to paradise in this stunning waterfront home, built new in 2011, in highly sought-after Sorrento Shores, Osprey. Perfectly situated on 210 feet of wide canal frontage, this residence offers deep water access with no bridges to the bay—a dream for boaters. Nearly every room provides breathtaking views of the water and swaying palms. Constructed with concrete block on both floors and encompassing 6,254 square feet under roof, this home was built for strength, safety, and peace of mind. The main living area is elevated to 18 feet, well above flood levels. Inside, you’ll find an open-concept design with soaring 14-foot coffered ceilings, crown molding, and LED lighting. Expansive sliders lead to a private lanai and wraparound balconies to enjoy serene sunrises and glowing sunsets. The kitchen offers a large granite island, ample counter space, and a gallery window framing the water. Each of the three bedrooms features a private ensuite bathroom. The master suite includes three closets, balcony access, and a spa-like bath with jetted tub, dual vanities, makeup desk, and oversized shower. One secondary bedroom also has balcony access. The first level provides space for cars, toys, and storage with hurricane-impact glass throughout. Closed-cell insulation enhances efficiency, and concrete stairs and elevator shaft add durability. The home sustained no damage or flooding during recent hurricanes. The expansive paved patio overlooks canals frequented by manatees and dolphins.
#A4665474

OSPREY

135 TINA ISLAND DRIVE

3 Beds

4 Baths

2,572 Sq.Ft.

$3,300,000

MLS#: A4665474

CASEY KEY ISLAND OPPORTUNITY – Bring your preferred builder and create the coastal retreat of your dreams on one of Sarasota County’s most treasured barrier islands. Perfectly positioned on the coveted north end of Casey Key, this exceptional property offers over 100 feet of direct Gulf frontage and sweeping, unobstructed sunset views across shimmering turquoise waters. Your blank canvas awaits – whether you already have the vision in mind or just know you desire the island lifestyle, you can shape your own signature beach retreat—collaborating with the architect, designer & builder of your choice. Just moments from the Blackburn Point Bridge, access to and from the island is a breeze while preserving a sense of privacy and exclusivity. Walk, bike or ride to nearby favorites like the Casey Key Fish House & Tiki Bar or Deep Lagoon Restaurant, ideal for casual gatherings with friends and family. Everyday essentials are only minutes away at Publix and the Tamiami Trail. Casey Key offers the best of all worlds with its ideal location between Sarasota and Venice. Just 15 minutes to the south, you’ll find the Downtown Venice historic district with its charming shops & cafés. Head north to Sarasota for fine dining, world-class arts, and vibrant cultural experiences. Don’t miss this rare opportunity to own a slice of paradise, living the island life, surrounded by sun, sand & sea on Casey Key!
#A4669513

OSPREY

141 N CASEY KEY ROAD

None Beds

None Baths

0.39 acres

$3,200,000

MLS#: A4669513

**EXCEPTIONAL, FULLY RENOVATED, COUNTRY CLUB ESTATE HOME OFFERING TRANQUIL LAKE AND GARDEN VIEWS** ideally positioned on a serene interior cul-de-sac lot in Flood Zone X (no flood insurance required). Located behind the secure gates of the highly sought-after Bayside neighborhood within The Oaks Country Club, just steps from Little Sarasota Bay. This expansive residence features 4 Bedrooms and 4 Full Bathrooms within a thoughtfully designed floor plan. A comprehensive list of upgrades and amenities is available upon request and includes soaring 16-foot and vaulted ceilings, white oak and marble flooring, custom crown molding, plantation shutters, and extensive built-ins. The stunning chef’s kitchen is appointed with marble countertops, custom hardwood cabinetry, a galley workstation sink, and premium appliances including a La Cornue gas range, Sub-Zero refrigeration, and Bosch. Outdoor living is equally impressive, with a private screened lanai featuring a heated pool and spa, outdoor kitchen, and multiple covered seating areas, all surrounded by lush butterfly, bee, and hummingbird gardens with peaceful lake views. Notable recent updates include hurricane impact windows (2022), Generac generator with buried propane tank (2020), three HVAC systems (2021), roof (2015), pool heater (2025), and much more. A rare opportunity to enjoy refined living, privacy, and resort-style amenities in one of Sarasota’s premier gated communities. 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. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**
#A4679996

OSPREY

662 FERNWALK LANE

4 Beds

4 Baths

4,359 Sq.Ft.

$2,850,000

MLS#: A4679996

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 10,000-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.
#N6141722

OSPREY

479 SOUTH CREEK DRIVE

5 Beds

5 Baths

4,261 Sq.Ft.

$2,795,000

MLS#: N6141722

Tucked away in a quiet cul-de-sac on a sprawling double lot beneath majestic oaks, this nearly 5,000 sq ft timeless 2-story residence blends classic elegance with modern luxury. Perfectly positioned on the first hole of one of Sarasota’s most sought-after golf courses, the home showcases soaring 11-ft ceilings, gleaming marble floors, and dazzling crystal chandeliers. A Louis XVI fireplace anchors the dramatic sunken living room, while French doors and expansive windows flood the sunroom with natural light and frame sweeping golf course views. Step outside to three inviting patios—ideal for sunset cocktails, lively gatherings, or peaceful mornings overlooking the greens. A brick path winds through lush, manicured gardens to the expansive guest house, creating a true family compound that offers exceptional flexibility for hosting guests or multigenerational living. The nearly 2,000 sq ft guest house features 2 bedrooms, 2 en-suite bathrooms, a generous living room, dining room, outdoor kitchen, and a private laundry room. Overlooking the sparkling pool and spa, this retreat combines privacy with convenience—perfect for extended stays, visiting family, or an in-law suite. The Oaks Club elevates the lifestyle even further with two 18-hole championship golf courses, fitness center, exceptional dining options, a vibrant calendar of social events, and world-class tennis and pickleball facilities. Ideally located near Casey Key and the powdery white sands of Siesta Key, and just a short drive to Downtown Sarasota’s thriving arts scene and the boutiques of St. Armands Circle. Membership at The Oaks is required.
#A4644125

OSPREY

236 SAINT JAMES PARK

6 Beds

6 Baths

6,246 Sq.Ft.

$2,700,000

MLS#: A4644125

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