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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
99
# of Listings
2
Avg # of Bedrooms
$518
Avg. $ / Sq.Ft.
$994,809
Med. List Price

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34 Properties Found. Page 2 of 3.

Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village- 3 Bedrooms | 2 Bathrooms | Direct Intracoastal Frontage Rare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and Intracoastal Waterway. The open concept design features 9’5” tray ceilings, impact windows and doors, and solid wood cabinetry, granite countertops, kitchen island, and kitchen island bar—ideal for entertaining, anchored by a neutral, airy palette with timeless finishes. The split bedroom layout provides privacy, with a spacious primary suite featuring a spa style bath, separate tub and shower, and direct access to an oversized 270 sq. ft. waterfront balcony from the bedroom. Each window is a curated lens, framing the hues of the Bay and the sculptural silhouettes of architectural lines of Mediterranean inspired Villas. Days here are defined by the rhythmic play of light reflecting across the water and the silent flight of ospreys, eagles, and pelicans—a true haven for the bird watcher seeking a quiet refuge. Whether you are hosting a sunset gathering on your private balcony or entertaining your guests at the community terrace, the club room or embarking on a day of boat excursion to the newly opened Midnight Pass, the lifestyle here is one of effortless coastal elegance. Community amenities include a deep water harbor marina with wet and dry slips, resort pool, clubhouse, fitness center, hot tubs, kayak storage, and launch. Centrally located between Sarasota and Venice, and minutes from Venice, Nokomis, Siesta Key, and Casey Key, Oscar Scherer State Park, Spanish Point, Legacy Trail, and cultural and retail amenities of Sarasota. With new metal roof, exterior and interior paint completed in 2025, this property stands as a resilient sanctuary of enduring value. For the resident who values privacy, prestige, and the restorative power of nature, this is the definitive Osprey address. Schedule your private tour today.
#A4689731

OSPREY

14041 BELLAGIO WAY 214

3 Beds

2 Baths

1,799 Sq.Ft.

$700,000

MLS#: A4689731

Price reduced
Discover this stunning home located in the heart of Osprey, FL. Featuring a spacious layout, this residence boasts elegant finishes and ample natural light throughout. The modern kitchen is equipped with top-of-the-line appliances and give plenty of storage space. Enjoy the serene outdoor area with a beautifully landscaped yard, appropriate for relaxation and entertainment. Situated in a desirable neighborhood, this property provides easy access to Pineview Gifted School. Don't miss this exceptional opportunity to own this beautiful marvelous 4 bedrooms with a dent and 3 and 1/2 baths opportunity. The circle pool is beautiful and you can see it in Dinnig Room. The master bedroom is spacious with the beautiful marble Venetian team. There are 2 medium room next door. The washer and dryer are new in the laundry room. All the bathrooms are newly installed marble and high luxury tiles. The floor is beautiful with fancy travertine tiles for the whole downstairs floor and the upstairs are high end luxury plank vinyl all new floors and bathrooms
#O6399774

OSPREY

759 FORDINGBRIDGE WAY

4 Beds

3 Baths

2,950 Sq.Ft.

$700,000

MLS#: O6399774

Ideally located to enjoy all that Sarasota, Venice and Casey Key has to offer, this superbly remodeled maintenance-free home offers more than 2,800 square feet of thoughtfully redesigned living space and lives comfortably like a private, stand-alone residence. Nestled within an intimate enclave of just 44 homes, this property offers the ultimate lock-and-leave lifestyle, with the HOA taking care of exterior building maintenance, roof and landscaping. Professionally redesigned this year, the kitchen and bathrooms are complemented by numerous upgrades throughout the home. In the main living area, a soaring cathedral ceiling with wood-plank detailing creates a warm, sophisticated focal point. The home offers two spacious primary suites, each with an ensuite bath—one on the main level for convenience and one upstairs for added privacy. A third upstairs bedroom or flex room adds versatility, while the main-level office provides an ideal space for working from home or enjoying hobbies. The generous main living area flows seamlessly into an additional spacious family room in the loft, providing plenty of room for both everyday living and entertaining. Step out to the expansive glassed-in lanai, where a peaceful preserve backdrop creates a private tropical setting framed by mature palms, bamboo, and lush Florida greenery. An attached two-car garage adds everyday convenience. Residents also enjoy access to the amenities of the adjacent Pine Run community, including a large, heated pool and clubhouse, fitness room, tennis courts, and pickleball courts. With its extensive recent updates, flexible floor plan, beautiful preserve setting, and exceptional maintenance-free lifestyle, this is a rare opportunity to enjoy relaxed Sarasota living in a truly special home.
#A4703025

OSPREY

264 WOODS POINT ROAD

3 Beds

3 Baths

2,837 Sq.Ft.

$700,000

MLS#: A4703025

Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal canvas for a custom residence. Enjoy convenient access to world-class amenities including championship golf, tennis and pickleball facilities, a WellFit fitness center, swimming, croquet, dining venues, and an active year-round social calendar (club membership required). The Oaks’ prime location places you minutes from the renowned beaches of Siesta Key, upscale shopping, fine dining, cultural venues, and the vibrant lifestyle of downtown Sarasota. Don’t miss this rare opportunity to build in one of the Gulf Coast’s most coveted addresses. Lot size approximately 0.55 acres. Membership in The Oaks Club mandatory with homeownership. Buyer to verify all information.
#A4679677

OSPREY

410 BLUE GARDEN LANE

None Beds

None Baths

0.55 acres

$699,000

MLS#: A4679677

Price reduced
Experience effortless coastal living in this stunning third-floor waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining area, kitchen, and primary suite. This spacious home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets. The unit includes a split-plan second bedroom and a versatile den that is currently used as a 3rd bedroom. Offered partially furnished, this is the perfect unit for an owner-occupied or second home residence. There is ample storage inside and out- including a first-floor storage unit ideal for all your water toys. Use the community kayak launch for access to Blackburn Harbor and Oscar Scherer State Park. Enjoy the rare opportunity to keep your boat in your backyard with dockage currently available. Your home is set within an 11-acre gated community featuring walking trails, tennis and pickleball courts, a resort-style pool, waterside grill, clubhouse, and fitness center, all just minutes from Nokomis Beach, the Legacy Trail, and vibrant dining and shopping—this is truly the ultimate Florida waterfront lifestyle you’ve been waiting for.
#A4690942

OSPREY

5100 JESSIE HARBOR DRIVE 304

2 Beds

2 Baths

2,143 Sq.Ft.

$699,000

MLS#: A4690942

One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural beauty and impressive estate homes. The Oaks Bayside is treasured for its peaceful, Old Florida character, with a neighborhood setting along Little Sarasota Bay and beautifully landscaped streets that reflect the elegance and privacy of this exclusive community. Design your dream home in a tranquil environment while enjoying access to the exceptional lifestyle The Oaks is known for. Club amenities include three restaurants, a ballroom, two 18-hole championship golf courses, award-winning racquet programs with 12 Har-Tru hydro-grid tennis courts, four pickleball courts, official croquet green, state-of-the-art fitness center, Junior Olympic heated community pool, bocce, basketball court and playground. The Oaks has earned recognition as a Platinum Club of America, Emerald Club of the World, Distinguished Club of the World and one of America’s Healthiest Clubs. Ideally near nationally ranked Pine View School, the Legacy Trail, world-famous Siesta Key, shopping, dining, cultural venues, entertainment and Gulf Coast beaches, this exceptional homesite offers a rare opportunity to enjoy privacy, prestige and the full country club lifestyle in one of Sarasota’s premier gated communities.
#A4696023

OSPREY

216 OSPREY POINT DRIVE

None Beds

None Baths

0.59 acres

$695,000

MLS#: A4696023

Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or paddleboard from a few steps away into Sarasota Bay, explore Mid night pass, Siesta Beach, nearby Bay Preserve at Osprey and Historic Spanish Point, close to Oscar Scherer State Park, Casey Key, Nokomis Beach. The large backyard offers plenty of space for entertaining, playing, or simply soaking in Florida’s year-round sunshine. Whether you're looking for a family home, a. vacation retreat, or a profitable rental property
#A4646339

OSPREY

110 PINE AVENUE

3 Beds

2 Baths

2,058 Sq.Ft.

$649,000

MLS#: A4646339

Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, four of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.
#A4671958

OSPREY

401 N POINT ROAD 603

3 Beds

3 Baths

2,203 Sq.Ft.

$629,000

MLS#: A4671958

Price reduced
**BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation Shutters, a well-equipped Kitchen with granite counter seating area, white cabinetry and Stainless-Steel appliances including Bosch etc. The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Soaking Tub and Stunning, Custom Tiled Shower. The Spacious, Screened Balcony features lovely new tile flooring and automated Hurricane Shutters, offering a PRIVATE and serene setting where you can view wonderful wildlife and Gorgeous Sunsets! This residence offers a single, covered parking space and a climate-controlled storage unit. Meridian Condo residents enjoy private amenities including Heated Pool & Spa, Fitness and Outdoor Grill in addition to The Oaks Club’s main campus of amenities. 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.
#A4635708

OSPREY

385 N POINT ROAD 402

3 Beds

3 Baths

2,055 Sq.Ft.

$615,000

MLS#: A4635708

Discover the perfect canvas for your dream home with this exceptional vacant lot located in the desirable Sorrento Shores community in Osprey, Florida. Spanning 0.34 acres, this spacious lot offers ample room for creative design and construction. Featuring a generous 100-foot frontage and dimensions that allow for multiple building possibilities, this property is ideal for those looking to build a custom residence in a serene setting. Conveniently situated between US 41 and the Intracoastal Waterway, you'll enjoy the best of both worlds: easy access to local amenities while being surrounded by Florida's natural beauty. The RSF1 zoning permits single-family residential homes, making it an excellent opportunity for families or individuals seeking to establish themselves in a peaceful neighborhood. Embrace the lifestyle you've always wanted in Osprey, where you can enjoy boating, fishing, nearby beaches and a welcoming community. Don't miss the chance to invest in this prime piece of real estate; schedule a visit today and start envisioning your future in Sorrento Shores. Permit-ready plans available separately. Owner-agent.
#N6144855

OSPREY

458 N SHORE DRIVE

None Beds

None Baths

0.34 acres

$600,000

MLS#: N6144855

**GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico views! The dramatic step ceiling defines the foyer space while leading into the expansive dining room, living room and open kitchen featuring Granite countertops and Stainless Steel appliances. Both the primary bedroom suite and living room open to the balcony extending the sweeping views and providing ample outdoor living space. Premium features include Crown Moldings, High Ceilings, Luxury Vinyl Plank flooring, recently Painted Interior, etc. Owner’s Bedroom Suite features Walk-in Closet, Custom Tiled Shower, Soaking Tub and Dual Vanities, a 2nd En Suite Bedroom with walk-in closet, etc. NEW HVAC (Sept., 2024); Hurricane Impact Windows & Doors PLUS Hurricane Shutters across Balcony. This residence also offers a single covered parking space directly outside of lobby door and a climate-controlled storage unit. Meridian Condo residents enjoy private amenities including Heated Pool & Spa, Fitness and Outdoor Grill in addition to The Oaks Club’s main campus of amenities. 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.
#A4621353

OSPREY

409 N POINT ROAD 502

3 Beds

3 Baths

2,055 Sq.Ft.

$599,000

MLS#: A4621353

One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities. Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always envisioned. Bring your own builder and architect and create a residence tailored to your lifestyle, surrounded by majestic oak trees, winding streets, and distinctive estate homes. The Oaks Bayside is renowned for its peaceful Old Florida charm, mature landscaping, and prime location along Little Sarasota Bay. This sought-after neighborhood offers a unique blend of privacy, natural beauty, and convenience, just minutes from the beaches of Casey Key, downtown Sarasota, and the area's finest shopping, dining, and cultural attractions. Ownership includes membership in The Oaks Club, one of Florida's most respected private club communities, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, croquet, a state-of-the-art WellFit Center, Junior Olympic heated swimming pool, bocce, basketball, playground facilities, multiple dining venues, and a vibrant year-round social calendar. Club membership is required, and there is currently NO WAITING LIST for either Golf or Sports/Social membership.
#A4694133

OSPREY

143 OSPREY POINT DRIVE

None Beds

None Baths

0.4 acres

$575,000

MLS#: A4694133

New on site 4 days ago
Why lease when you can own your own commercial space? This exceptional 1,204± square foot ground-floor commercial condominium offers an outstanding opportunity for medical, dental, wellness, legal, financial services, insurance, real estate, boutique retail, café, or professional office users in one of Osprey's most desirable mixed-use developments. Currently operating as a charming café/bistro, the suite features an open and inviting layout with abundant natural light, attractive storefront windows, a private restroom, and excellent visibility. The existing improvements can easily be adapted to accommodate a wide variety of commercial uses. Built in 2008, the space is located within a Class A building in Bay Street Village & Town Center. Positioned directly on highly traveled US Highway 41 (Tamiami Trail), this property is perfectly situated to benefit from the exciting new Margaritaville Hotel, coming directly across the street, bringing increased tourism, traffic, and business activity to the area. Bay Street Village offers a vibrant, walkable environment surrounded by professional offices, retail shops, restaurants, and residential communities. The property enjoys excellent accessibility with close proximity to Interstate 75, Casey Key beaches, Sarasota, and Venice, making it an ideal location to serve clients throughout South Sarasota County. The property features approximately 1,204 square feet of ground-floor space with outstanding frontage and visibility on US Highway 41. Additional amenities include approximately 70 shared parking spaces, monument and storefront signage opportunities, 24-hour access, fiber optic internet, wheelchair accessibility, an attractive courtyard setting, and neighboring professional businesses, including Osprey Dental. Added Value: The owner is a licensed general contractor and is willing to assist the new owner with interior renovations, build-outs, or improvements at a discounted rate. This unique offering can substantially reduce renovation costs while allowing the space to be customized quickly and efficiently to meet your business needs. Whether you're looking to establish your business in a premier location or invest in a quality commercial property with long-term upside, this is a rare opportunity to own instead of lease in one of the area's fastest-growing commercial corridors. Added Value: The owner is a licensed general contractor and is willing to assist the new owner with interior renovations, build-outs, or improvements at a discounted rate. This unique offering can substantially reduce renovation costs while allowing the space to be customized quickly and efficiently to meet your business needs.
#A4700371

OSPREY

3976 DESTINATION DRIVE 103

None Beds

None Baths

1,204 Sq.Ft.

$562,900

MLS#: A4700371

Nestled at treetop level, in Meridian behind the gates of The Oaks Preserve, you will find this elegant residence waiting for you to make it your own. With a spacious master suite, two guest bedrooms (one en suite) and a den, this condo lives large, with room for comfortable, gracious living. Beautifully appointed, every special touch you would want can be found here, Italian ceramic tile, crown molding, ceiling fans and custom lighting. The expansive kitchen features granite countertops and stainless-steel appliances and has a cozy breakfast nook. Practical concerns are addressed by things like electric hurricane shutters in addition to impact windows and doors, and a large laundry room. Meridian residents have use of their own pool, spa and workout room. And can take advantage of all the Oaks Club has to offer, two 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. There is currently no waiting list for either Golf or Sports/Social membership.
#A4690812

OSPREY

409 NORTH POINT ROAD 401

3 Beds

3 Baths

2,594 Sq.Ft.

$560,000

MLS#: A4690812

Price reduced
Discover one of Osprey's best-kept secrets-The Cottages of Rivendell. Tucked away within The Woodlands of Rivendell, offers a lifestyle that is becoming increasingly rare. Towering oak trees create a tranquil, park-like setting, while charming front porches, white picket fences, and classic Old Florida architecture give the neighborhood its unmistakable character. This beautifully maintained 3/2 home welcomes you with an expansive great room featuring an elegant tray ceiling, creating a wonderful sense of openness. Enjoy peace of mind with numerous recent updates, including a new roof (2022), HVAC system (2025), water heater (2026), exterior paint (2026), a separate AC system for the garage, and a generator for the house. Residents enjoy exclusive access to a private community pool and clubhouse, while the Association provides landscape maintenance, allowing you to embrace a carefree, low-maintenance lifestyle. What truly sets The Cottages of Rivendell apart is its warm sense of community. Neighbors know one another, friendships flourish, and life's special moments are celebrated together, making this a truly exceptional place to call home. Ideally located just a short walk from the nationally recognized Pine View School, one of Florida's top-rated schools for the gifted, and only 5.5 miles from Nokomis Beach.
#A4701316

OSPREY

547 MEADOW SWEET CIRCLE

3 Beds

2 Baths

1,731 Sq.Ft.

$550,000

MLS#: A4701316

1 2 3
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