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Osprey

One of the most popular communities provided by Michael Graf

Osprey

About Osprey

<p>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.</p>
One of the most popular communities provided by Michael Graf
145
# of Listings
3
Avg # of Bedrooms
$418
Avg. $ / Sq.Ft.
$964,578
Med. List Price

Browse Osprey Real Estate Listings

145 Properties Found. Page 4 of 10.

Live like you’re on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam metal roof, hurricane impact windows, electric tankless water heater, wraparound "Lifeproof" composite decking, and a custom heated pool. Interior features vaulted ceilings with a mix of travertine, LVP, and tile flooring, plus a kitchen with solid wood cabinets, stainless steel appliances, beadboard ceiling, and custom backsplash. The screened second-story porch has an electronic roll-up system for open-air or enclosed comfort. A unique “hidden” door design allows the home to function as one residence or two separate units, with the lower level offering its own entrance, bedroom, bath, family room, and laundry—perfect for in-laws, guests, or rental income. Outdoors, enjoy lush landscaping, a tropical pool setting, and unbeatable location just a block from the public dock and kayak launch. Minutes to Sarasota, Venice Island, beaches, Legacy Trail, and Spanish Pointe.
#A4667010

OSPREY

38 W BAY STREET

3 Beds

2 Baths

2,818 Sq.Ft.

$925,000

MLS#: A4667010

**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s Bedroom Suite with Multiple walk-in closets and sitting area and much more! Enjoy the expansive and private outdoor living area in a screened lanai with wet bar and southern exposure overlooking a Garden and Tranquil Preserve. Mostly NEW Hurricane Impact Windows/Door. 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.
#A4633961

OSPREY

293 TURQUOISE LANE

3 Beds

2 Baths

2,998 Sq.Ft.

$910,000

MLS#: A4633961

Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step inside and discover a home where space abounds and possibilities flourish. With three generously sized bedrooms, plus a dedicated dining room (currently being used as a den) and a versatile office/den or 4th bedroom, this home provides all the room you need to work, relax, and entertain, with the flexibility to use the rooms as you see fit. The great room is bathed in natural light, its gleaming wood floors enhancing the clean, contemporary lines of the interior. The updated kitchen will delight any home chef, offering optimal space for cooking and storage, whether you are preparing a casual breakfast or hosting a formal dinner. Enjoy your meals in the dining room, at the breakfast bar, in the cozy nook, or take them outside to the large, screened balcony, where a ceiling fan and the serene backdrop of a lush tropical preserve provide the ideal setting for alfresco dining. The small dry bar with wine cooler and cabinets to store your drink supplies and display your glassware is the perfect addition for when you are entertaining guests.  Retreat to a sumptuous master suite. The large, carpeted bedroom is filled with natural light, and outfitted with a ceiling fan, plantation shutters, and custom closets. The master bathroom has been beautifully redone. With a soaking tub, separate shower and water closet, this space is absolutely gorgeous.   Every inch of this unit has been curated to deliver both style and functionality, ensuring you feel pampered at every turn. Additional features include a large laundry room, Kevlar roll down hurricane shutters, two premium parking spaces and high-quality upgrades throughout. Club membership is required with homeownership.  Residents of Meridian enjoy exclusive access to a private pool, relaxing spa, and a fully equipped workout room. Beyond these, The Oaks offers an impressive array of amenities including 36 holes of championship golf across two courses, twelve HAR-TRU tennis courts (four lighted), a state-of-the-art Wellfit Center, three on-site restaurants with year-round dining, croquet, bocce and pickleball courts and  an active social calendar.
#A4659785

OSPREY

401 N POINT ROAD 304

3 Beds

3 Baths

3,106 Sq.Ft.

$900,000

MLS#: A4659785

END UNIT with RARE THREE CAR GARAGE, IMPACT WINDOWS AND SLIDERS, and sweeping panoramic views. This beautifully appointed Baypointe Vista condo in Osprey blends comfort, style, and convenience, all set against the backdrop of the Intracoastal Waterway and Little Sarasota Bay.

Natural light pours through wide water view windows, while plantation shutters throughout add timeless coastal charm and privacy. The gourmet kitchen offers white cabinetry, granite countertops, stainless steel appliances, and a spacious island perfect for entertaining with the bay as your backdrop.

The open floor plan flows into the living and dining areas and onto the enclosed porch, where 180 degree views of Casey Key and the sparkling bay create a breathtaking focal point. Both oversized bedrooms are en suite with generous walk in closets. The primary suite features dual closets, tranquil water views, and a spa inspired bath with jetted tub, double vanity, and makeup counter. The guest suite has its own private entrance, walk in closet, and full bath.

This residence is offered turnkey furnished and ready for immediate enjoyment. Additional highlights include luxury laminate floors, recessed lighting, a spacious laundry room with cabinetry and sink, impact windows and sliders, and the oversized three car garage which is a rare and valuable feature.

Baypointe Vista is a gated resort style community with a pool, fitness center, tennis and pickleball courts, fishing pier, kayak launch and storage, tiki bar, and an active social calendar. HOA fees cover cable, internet, water, and sewer. Ideally located between Sarasota and Venice, you are just minutes from Gulf beaches, shopping, dining, golf, medical facilities, and Pine View School.

Experience turnkey coastal living with panoramic water views, elegant plantation shutters, and the convenience of a rare three car garage and impact windows and sliders. Schedule your private showing today.
#D6143964

OSPREY

242 HIDDEN BAY DRIVE 401

3 Beds

3 Baths

2,100 Sq.Ft.

$875,000

MLS#: D6143964

This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated.  Natural light fills the home through replaced windows and elegant French doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured in the kitchen and cozy family room complete with a charming wood-burning fireplace.  Additional highlights include: a spacious utility room with ample cabinet storage, a new roof and fresh exterior paint in 2024 and new A/C system, dishwasher and garbage disposal in 2025.  Florida-friendly landscaping with an abundance of fruit trees and native vegetation surrounding the home are perfect for the gardening enthusiast.

Southbay Yacht & Racquet is a golf cart community that offers an array of community features and exceptional lifestyle with a recently remodeled 10,000 sq. ft. clubhouse featuring a well equipped fitness center, adjacent swimming pool, and expansive patio. The community-owned marina with residents only boat slips offers direct access to the Intracoastal Waterway with no fixed bridges to hinder your journey to the Gulf.   Enjoy a wide range of amenities, including: pickleball and tennis courts, bocce and shuffleboard court, scenic walking and biking paths throughout the community and playground.

Ideal location conveniently nestled between downtown Sarasota and downtown Venice, this home is close to top-rated dining, shopping, and entertainment. You’re just a short drive from world-renowned Siesta Key and Nokomis Beach, the Legacy Trail, and the nationally ranked Pine View School.

Don’t miss this opportunity to own a beautiful home in one of the Gulf Coast’s most desirable boating communities
#A4656319

OSPREY

123 WINDWARD DRIVE

3 Beds

2 Baths

2,661 Sq.Ft.

$850,000

MLS#: A4656319

BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available!
Live large in this 3,183 sq ft Lee Wetherington masterpiece with private pool and preserve OSCAR SCHERE PARK views in the coveted Willowbend community—just minutes from Casey Key Beach and the nationally ranked Pine View School for the Gifted. Offering over 3,180 sq ft, this home features an open-concept layout with all bedrooms on the main floor and an upstairs bonus room perfect for guests, a gym, or home office. 
Upgrades include a chef’s kitchen with cherry wine racks, wood floors in the den, walk-in closets, and serene views. Enjoy a private pool, 3-car garage, newer AC and water heater, and hurricane shutters—all in an X flood zone with no CDD.  
Resort-style community amenities include a heated pool, fitness center, tennis/pickleball courts, and playground. HOA covers landscaping, irrigation, cable, and internet. Call and schedule yoru provate showing today!
#A4627320

OSPREY

650 CRANE PRAIRIE WAY

4 Beds

2 Baths

4,092 Sq.Ft.

$845,000

MLS#: A4627320

The Development Site is a lakefront parcel overlooking the community’s internal lake and clubhouse. The concept plan shows 24 2-3 bedroom units in 4 stories over parking, but the parcel has unprecedented zoning and entitlements for up to 42 units. All utilities and the roads are to the development site. The utilities, roads, and parking areas, the gated entrance and the resort-style amenities are completed. The amenities include a beautiful, heated pool/spa area with deck overlooking a tranquil lake with a “fountain island,” an upscale clubhouse with living room which also houses a library, catering kitchen, central salon and fitness center, plus a Tiki Hut and grilling area for entertaining, a kayak launch, and USTA style tennis court and pickleball courts, car wash area, pet park and an elevated boardwalk that meanders through lush mangrove fields out to a long fishing pier, where you can drop a line into the water or watch never-ending sunsets. The community consists of mid-rise and low-rise condominium buildings.
#A4645997

OSPREY

HIDDEN BAY DRIVE

None Beds

None Baths

0.55 acres

$800,000

MLS#: A4645997

LOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this METICULOUSLY MAINTAINED, Custom-built, JOHN CANNON home in exclusive North Creek Estates offers the perfect blend of privacy, luxury, and convenience.  With a NEW ROOF (2020), low HOA fees, and 2,443 sq. ft. of thoughtfully designed living space, this 3-Bedroom + Office/Den, 2-Bath residence is MOVE-IN READY and packed with quality upgrades. The updated kitchen is a chef’s dream, featuring stainless steel appliances including a New refrigerator, granite countertops, a center island, breakfast bar, raised-panel wood cabinetry, pantry, and a charming eat-in nook with an aquarium glass window. The light-filled great room showcases elegant wood flooring, a built-in entertainment center, and a surround sound system—ideal for entertaining or relaxing.
Unwind in the spacious master suite with walk-in closet and a luxurious bath complete with granite counters, a tiled walk-in shower, and a garden tub. Step outside to the large screened lanai (re-screened in 2021), framed by lush tropical landscaping—perfect for enjoying the Florida lifestyle. Additional features include crown molding, custom closets, hurricane shutters, an oversized 2-car garage, irrigation well, hot water recirculating pump, hot water tank (2021), washer and dryer (2019), double front door (2022), etc.  Residents enjoy a prime location close to area beaches including #1 rated Siesta Beach, shopping, dining, cultural attractions, and the highly rated Pine View School.  Don’t miss the opportunity to own this exceptional home in one of the area's most desirable communities!
#A4647865

OSPREY

901 REFLECTION WAY

3 Beds

2 Baths

3,415 Sq.Ft.

$795,000

MLS#: A4647865

One or more photo(s) has been virtually staged. Experience  luxury living at The Oaks Preserve. This stunning 3 bedroom, 3 bath corner unit, COMPLETE WITH AN OFFICE, offers the ultimate country club lifestyle. Arrive in style with your private elevator to the 5th floor, where you'll find a pristine residence ready to welcome you. The modern kitchen, featuring stainless steel appliances, a breakfast nook, a center island with a wine rack and cookbook shelf, and elegant cabinetry, seamlessly flows into the great room. This space, which includes the formal dining area and living room, is bathed in natural light and offers wide views over the Preserve. Enjoy the serene beauty of the setting sun from your screened balcony or start the day with a cup of coffee and take in the tranquil water views. For added peace of mind, this unit is equipped with impact windows, doors, and electric hurricane shutters. Additionally, it includes a 1 CAR GARAGE AND AN UNDER-BUILDING PARKING SPACE. Residents of The Meridian can take advantage of exclusive amenities, a pool, spa, and workout room, just a short walk from the building. Mandatory membership in The Oaks Club also grants access to two championship 18-hole golf courses, 12 HAR-TRU tennis courts, pickleball courts, a state-of-the-art Wellfit Center, a croquet lawn, bocce courts, and three onsite restaurants.
#A4611618

OSPREY

409 N POINT ROAD 501

3 Beds

3 Baths

2,837 Sq.Ft.

$795,000

MLS#: A4611618

**ELEGANT and SPACIOUS CORNER CONDO UNIT – NEARLY 3200sf – With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood.  This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned Parking spaces including 1 under building, Climate-controlled storage and much more!  Crown moldings, engineered hardwood floors, expansive kitchen with granite counters and stainless steel appliances are among the many beautiful appointments throughout this impressive residence.  A Serene and Private Preserve setting may be enjoyed from multiple screened balconies -- with extra feature of automatic (remote controlled) hurricane shutters.  NEW(er) HVAC (2021).  This NEWEST Tower (built in 2007) in the Meridian Condo Complex features Hurricane Impact Windows and Doors and is conveniently located next door to the condo residents’ private Amenity Center featuring Heated Pool & Spa, Fitness Room and outdoor grill in addition to The Oaks Club’s main campus of amenities.  THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS 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. 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. **MUST SEE**
#A4575407

OSPREY

3603 N POINT ROAD 202

3 Beds

3 Baths

3,541 Sq.Ft.

$789,900

MLS#: A4575407

Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets
3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End Unit

Bright, breezy, and beautifully maintained, this move-in ready End Unit at Edgewater at Hidden Bay is offered fully Turnkey Furnished by the original owners and designed for effortless coastal living. Plantation shutters throughout, impact-rated windows and sliders, and a spacious open layout create a calm, sunlit interior with both comfort and style.

At 2,168 square feet, it’s the largest floor plan currently available—featuring 3 bedrooms, 2.5 baths, and a versatile den/office with a custom Queen-sized Murphy bed for guests or workspace flexibility. The heart of the home opens to a screened lanai with tiled floors, a built-in privacy panel, and unobstructed views of the Intracoastal Waterway, perfect for enjoying brilliant Gulf sunsets.

An electric sunshade in the living room enhances indoor comfort, while the glare-resistant TV is ideal for daytime viewing. A large, private storage unit located directly in front of the assigned covered parking space adds practical convenience.

Enjoy a host of resort-style amenities including a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, bayside boardwalk, and a tiki hut gathering area with grills.

Recently adjusted to reflect market activity, this home offers exceptional value in a sought-after gated waterfront community—an ideal opportunity for seasonal or full-time residents. Schedule your private showing today.
#A4650487

OSPREY

260 HIDDEN BAY DRIVE 305

3 Beds

2 Baths

2,433 Sq.Ft.

$789,000

MLS#: A4650487

In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting residence borders a sparkling lake with curb appeal emphasized by lush landscaping and a paver-accented driveway. This quality-built home is the desirable Ashley II floor plan, with an oversized 23-by-19-foot garage. Every detail in this home is addressed with remarkable style including double-door entry, vaulted tray ceilings, crown molding, plantation shutters and many built-in features. The kitchen is spacious in design with wood cabinetry, a center island, kitchen desk and granite counters. The kitchen dining area has wide open views through an aquarium window. Formal dining room has a granite-topped built-in buffet, framed by an arched wall. The family room has a double tray ceiling with corner pocket sliding doors. Owner’s suite features wood flooring, walk-in closets and a luxurious bath with dual sinks, a garden tub, a walk-in shower plus direct pool and lanai access. Three bedrooms on the opposite side boast large closets, two with private pocket door access and bath, the fourth bedroom also has a bath serving as a pool bath. Two of the bedrooms have extensive built-in shelving and desks. It’s always about the view and you will enjoy the privacy of a large lanai with a heated pool. Nothing captures the mood better than serene living with a menagerie of birds and wildlife. On a practical side, home has hurricane protection, and air conditioner replaced in 2018. Near top-rated Pine View School, Legacy Trail, restaurants, beaches, Intracoastal Waterway, boat and kayak launches, Publix, plus coffee shop, gym, Pilates and more. For those who seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees include maintenance of yard, irrigation water, community pool/spa, high speed internet, cable TV, gym and pickleball court. While a short distance from the Intracoastal and Gulf of Mexico, this home is in a preferred X flood zone.
#A4658822

OSPREY

523 HABITAT BOULEVARD

4 Beds

3 Baths

3,165 Sq.Ft.

$785,500

MLS#: A4658822

READY FOR IMMEDIATE OCCUPANCY!
Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota Bay

Step into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay. Boasting 1937 square feet, this meticulously crafted residence offers three bedrooms, two bathrooms, and an inviting office space for your creative pursuits.

The allure begins in the heart of the home – a sleek kitchen adorned with top-of-the-line LG appliances, complemented by solid wood cabinetry and exquisite quartz countertops that beckon culinary adventures. As natural light dances through expansive windows, partial views of tranquil Little Sarasota Bay create a serene backdrop to everyday living.

Indulge in comfort and style as you unwind in the spacious bedrooms or revel in the luxurious ambiance of beautifully appointed bathrooms. Every detail has been thoughtfully considered to elevate your lifestyle, from high-quality finishes to seamless design elements that exude modern charm.

Edgewater's coveted location offers more than just a place to call home; it provides a gateway to upscale living near waterways and green spaces. Embrace a life where convenience meets luxury – where every day is an opportunity for relaxation and rejuvenation amidst breathtaking surroundings.

Discover unparalleled tranquility and refinement at Edgewater
#A4643409

OSPREY

280 HIDDEN BAY DRIVE 202

3 Beds

2 Baths

2,236 Sq.Ft.

$780,250

MLS#: A4643409

One or more photo(s) has been virtually staged. Your dream home is waiting for you! Enjoy a bright interior decorated with a neutral color palette. You'll love cooking in this kitchen, which includes a spacious center island and a sleek backsplash. Retreat to the spacious primary suite, designed with a good layout and a closet. The primary bathroom offers a separate tub and shower, double sinks, and ample under-sink storage. Relax next to your private backyard pool. If you prefer shade, spend time under the covered sitting area. Don't miss this incredible opportunity. 100-Day Home Warranty coverage available at closing
#O6326082

OSPREY

851 PLACID LAKE DRIVE

5 Beds

4 Baths

3,395 Sq.Ft.

$760,000

MLS#: O6326082

Your dream homesite awaits! This lot is located within the Oaks Bayside, one of Southwest Florida‘s most exclusive private, gated communities. This amazing property is near the community dock and fountain and is surrounded by some of the most grand and luxurious homes in the entire gulf coast region. The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of The Art Fitness Center, Junior Olympic Swimming Pool, Regulation Croquet Court, 4 Pickle Ball Courts, along with numerous dining, social and recreational options. Conveniently located near Florida's top rated Pine View School, the Legacy Bike Trail, and the world renowned beaches of Siesta Key, Casey Key, and so much more. Just a short distance from shops, restaurants, and the cultural offerings of downtown Sarasota. The owner is conveying with sale (Complete Set of Architectural Building Plans which are ready for permit submittal, Structural Building Plans, Landscape and Irrigation Plans, Geotechnical Report, and the Tree and Boundary Survey). Owner has already received approval to begin construction from ARC. Membership to the Oaks Club is required. Owner is a licensed real estate broker in the State of Florida and the listing agent for this property.
#A4667023

OSPREY

147 OSPREY POINT DRIVE

None Beds

None Baths

0.47 acres

$750,000

MLS#: A4667023

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