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Osprey

One of the most popular communities provided by Michael Graf

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 Michael Graf
172
# of Listings
3
Avg # of Bedrooms
$462
Avg. $ / Sq.Ft.
$1,089,700
Med. List Price

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40 Properties Found. Page 3 of 3.

Relax, you can move right in this one! This Southbay home has been updated beautifully with so many quality and custom features. A complete interior remodel was done in 2016 including all new underground PVC piping. A well thought out floor plan offers plenty of entertaining area including a living room with vaulted ceiling and open dining room. The new custom kitchen (2016) showcases custom cabinetry with Cambria quartz counter tops, glass backsplash, plenty of cabinet drawers plus roll out shelves in pantry. High end appliances including an induction stove. The primary bedroom and bath offer many updates with the highlight being the high tech whirlpool tub with controls for multi-colored mood lighting and a radio! The guest bedrooms each offer designated bathrooms with pocket doors to close off the bedroom and bath making two private guest suites. An office with closet features an original hardwood floor with inlaid wood design. You’ll enjoy the low electric bills with 3 types of solar power. Solar power for hot water, solar power for pool were both added in 2013. In 2014 solar electric was added to power the house. A complete lanai renovation in 2019 includes new screen enclosure and enlarging the entire lanai, the addition of a spa, and the pool resurfaced with pebbletec, new travertine pavers, light, fan and pool heat pump. In 2020 a new Lennox air conditioner was installed. Other interior updates in 2016 include: travertine flooring in living room and dining rooms, Brazilian teak in kitchen and family room, Acacia engineered hardwood in bedrooms and porcelain tile in all baths and laundry room. All interior doors replaced, all new baseboards and crown molding in all bedrooms, diningroom and kitchen. The family room with vaulted ceiling has the addition of a wet bar area with sink, beverage refrigerator with ice maker, custom cabinets and quartz counter. The fireplace with propane gas was refaced and custom shelves and cabinetry complete the look. Several large sliding glass doors fully extend and open onto the lanai. All new remodeled bathrooms with custom cabinets, custom tiled showers and new fixtures. Quartz counter tops in primary bath and one of the guest bedroom baths. The third bath doubles as a pool bath and has a granite counter top. New impact glass double front door was also added. 2017 a new hurricane rated garage door was added. You’ll have to come and see for yourself all the upgrades and updates and enjoy the livability of this home. The always popular. Southbay Yacht & Racquet Club is a vibrant, active community with a beautifully renovated clubhouse which o holds many social events and clubs. Other amenities include a community pool, pickleball and tennis courts, bocce ball, playground, basketball, kayak launch and storage. The marina with leased boat slips for most boat sizes are available only to residents of Southbay and opens onto the Intercoastal waterway. Convenient location close to the local favorite, Casey Key Fish House and Tiki Bar, with other shopping and dining near by. Just a quick drive to local beaches, downtown Sarasota and Venice. Isn’t it time to treat yourself to this fabulous new home and start living the Southbay lifestyle?
#A4673945

OSPREY

1235 YACHT HARBOR DRIVE

3 Beds

3 Baths

2,698 Sq.Ft.

$1,175,000

MLS#: A4673945

Experience exceptional waterfront living at Osprey Harbor Village. This 3-bedroom, 2-bath residence offers 2,374 sq ft of well-designed space with direct west-facing views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo is being sold turnkey furnished, and includes a deeded 40’ wet slip—providing immediate access to boating, fishing, and the Intracoastal Waterway. This home features high ceilings, an open layout, and a spacious kitchen with premium cabinetry and high-end appliances. The large living and dining areas flow seamlessly onto a covered balcony that overlooks the marina and bay—perfect for sunset views and outdoor dining. The primary suite is a true retreat with water views, balcony access, and a brand-new designer bathroom with a spa soaking tub, rain shower with bench seating, under-floor lighting, and modern double vanities. Residents enjoy a private, resort-style atmosphere with a heated bayside pool and spa, clubhouse, fitness center, sauna, billiards, BBQ grills, and a full-service marina. Ideally situated between Sarasota and Venice and minutes to Midnight Pass beach, this location offers easy access to waterfront dining at Casey Key Fish House and Deep Lagoon, nearby parks, and all the coastal conveniences of Osprey. This is a rare opportunity to own a spacious waterfront condo with refined interiors, exceptional views, and a dedicated 40’ slip—all within a beautifully maintained, luxury marina community. New Metal Roof on all buildings Oct 2025, AC replaced in 2020, new kitchen and bathrooms in 2024, new carpet in bedrooms in 2021.
#A4672639

OSPREY

14041 BELLAGIO WAY 218

3 Beds

2 Baths

2,374 Sq.Ft.

$1,150,000

MLS#: A4672639

FULLY UPDATED • WATER VIEWS • PRIVATE 2-CAR GARAGE • OFFICE/4TH BEDROOM OPTION From the moment the private elevator opens into your foyer, this residence reveals itself as a home crafted with intention, artistry, and a deep appreciation for its natural surroundings. Sunlight fills the space as water and preserve views stretch out beyond the generous lanai—an ever-changing backdrop that greets you at dawn and soothes you at day's end. Inside, every detail has been thoughtfully reimagined. The custom kitchen is both beautiful and functional, featuring rich soapstone countertops, Bosch appliances, roll-out cabinet drawers, Everpure water filtration, and an elegant tray ceiling with crown molding. The Great Room flows effortlessly into the dining areas and lanai, creating an inviting environment for everyday living or effortless entertaining. The serene Primary Suite is a retreat of its own, offering captivating views, a custom-designed walk-in closet, and a spa-inspired bathroom adorned with Italian tile, dual vanities, and stunning stone countertops. With an expansive split floor plan offering 3 Bedrooms, 3 Full Baths, and an Office/Study that can easily serve as a 4th Bedroom, the home provides both privacy and flexibility. Custom built-ins, upgraded closets, and a well-appointed laundry room enhance everyday comfort. A rare luxury in the Meridian—your own private 2-car garage—completes the offering. The Meridian at The Oaks Preserve is surrounded by lush landscaping and winding pathways, with amenities including a pool, spa, fitness center, and outdoor grill. Membership to The Oaks Club is mandatory, granting access to two championship golf courses, 12 Har-Tru tennis courts, croquet, wellness and fitness facilities, a resort-style pool, multiple dining venues, social events, and a distinguished clubhouse. Ideally located less than 1 mile from Historic Spanish Point, approx. 6 miles from Siesta Key’s world-famous beaches, 10 miles from downtown Sarasota, and within 3 miles of the renowned Pine View School, this residence offers not just a home—but an elevated lifestyle. Be sure to view the Video Virtual Tour for interior, exterior, and aerial perspectives. This is a home that must be experienced in person—schedule your private showing today.
#A4653470

OSPREY

401 N POINT ROAD 504

3 Beds

3 Baths

2,778 Sq.Ft.

$1,150,000

MLS#: A4653470

New listing alert in the highly sought-after community of Southbay Yacht & Racquet Club, where true resort-style living awaits. The community offers an impressive array of amenities, including a marina, a recently remodeled clubhouse, shuffleboard courts, three tennis courts, four pickleball courts, a bocce ball court, basketball courts, and kayak storage. Residents also enjoy a waterfront park and nearly 20 acres of common grounds with miles of walking trails. A true highlight is the gorgeous geothermal pool, which showcases stunning marina views and is a must-see when visiting Southbay! Now that you’ve fallen in love with the community, are you ready to explore this spectacular home that’s waiting to be yours? This spacious residence, spanning over 3,000 square feet, welcomes you with a brick-paver driveway and lush, mature landscaping along the front walkway. Continue through the gated entry to discover the tranquil sound of a soothing water feature before stepping inside. The interior boasts beautiful views of the pool and lush green landscape, hard flooring throughout, and a layout designed for both everyday living and effortless entertaining. The floor plan includes two distinct family rooms, one with a cozy fireplace, wet bar, and beverage refrigerator, and the other offering beautiful views of the pool. The primary bedroom includes an additional room with pool views, ideal for an office or exercise space...the choice is yours. A spacious laundry room, complete with a double desk and abundant storage, adds to the home’s functionality. Outside, the large lanai features a beautiful pool and provides generous covered areas, and plenty of open space for sunbathing under the clear blue sky. Recent updates include a new roof installed in 2023 and a recently refinished and resurfaced pool. The location is equally appealing, just minutes from a variety of restaurants and shopping, convenient highway access, and the soft, powdery sands of Southwest Florida's Gulf Beaches. I welcome you to visit this home... come see, come sigh, and make it your own!
#A4663579

OSPREY

1218 YACHT HARBOR DRIVE

3 Beds

3 Baths

3,297 Sq.Ft.

$1,150,000

MLS#: A4663579

Premier restaurant ready or any other retail concept flagship space in Bay Street Village and Towncenter located at 3983 Destination Drive, Osprey in Sarasota County. This turnkey 2,030 SF ground-floor anchor space along US-41 is ideal for a restaurant, sushi bar, deli, or specialty dining concept. Fully built out with seating for approximately 150 guests, including indoor and outdoor dining areas. The interior offers a spacious dining room and a central bar designed for efficient, high-volume service. Second-floor space is available separately (elevator accessible) for $700,000 and includes a balcony, additional kitchen and prep areas, storage, a walk-in cooler, and an extra dining or coffee bar area, ideal for private events, memberships, or overflow seating. Both units are easy to be split, providing flexible space options depending on the operator's needs. CG zoning provides flexible commercial use options and strong ROI potential. Restaurant equipment conveys; furniture is available and can be updated to match your concept. The property offers excellent exposure and signage visibility with a prominent entrance tower facing US-41. Located in a thriving, walkable destination surrounded by complementary businesses such as a breakfast and lunch bistro, art galleries, jewelry shops, a spa, a florist, a dentist and coworking spaces. More than 270 new luxury residential units have recently been completed next to the property, bringing strong foot traffic and demand. A rare opportunity to secure a highly visible, revenue-ready space in a growing, high-traffic corridor. Matterport virtual tour, equipment inventory, and floor plans available upon request.
#TB8455523

OSPREY

3983 DESTINATION DRIVE 102

None Beds

None Baths

2,030 Sq.Ft.

$1,100,000

MLS#: TB8455523

RARE OPPORTUNITY to own this stunning former John Cannon model home PLUS the adjacent buildable lot on peaceful Tranquility Circle. This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise, with direct access to North Creek, which leads to Little Sarasota Bay, offering abundant wildlife and serene water views. Enjoy an open, spacious split-plan layout with Four bedrooms, formal and casual living spaces, and an open kitchen with granite countertops, island, and gas range—perfect for entertaining. The great room and lanai seamlessly connect to the sparkling pool, creating a private retreat with creek views. The luxurious Primary suite is a true getaway, featuring bay windows, his-and-hers closets, Expansive Primary Bath with dual water closets, soaking tub, separate shower and dual vanities. Interior upgrades include tile flooring, crown molding, 8-foot doors, designer lighting, and ceiling fans. Recent and notable upgrades: pool resurfaced (2023), pool cage replaced/rescreened (2018), A/C units (2020 & 2024), water heaters (2022/2023), new gutters & guards, paver driveway and pool deck, rimless shower doors, new front door, new refrigerator, new flooring in all bedrooms and closets, upgraded drainage system, and more. Prime location near the Legacy Bike Trail, YMCA, Oscar Scherer Park, The Oaks, Palmer Ranch, Sarasota Square Mall, and minutes to Sarasota, Venice, and Gulf Coast beaches. A-rated schools, including top-ranked Pine View School, make this property ideal for families. A rare, meticulously maintained home with exceptional upgrades and a double-lot offering—this property must be seen to fully appreciate its value and beauty. * Please be sure to watch Virtual Tours also. The Matterport will immerse you within the property as if you were doing a walk through*
#A4674201

OSPREY

919 TRANQUILITY CIRCLE

4 Beds

3 Baths

2,854 Sq.Ft.

$1,099,000

MLS#: A4674201

Discover this expansive 5-bedroom, 4-bathroom home with an oversized bonus room and 3,938 sq. ft. of living space, perfectly situated on a 10,548 sq. ft. lakefront lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2024), new zoned HVAC units (2022), a new pool heater (2024), a new water heater (2025) with a 25-year whole-home water conditioner, fresh interior paint and updated door hardware throughout (2025), new ceiling fans, and a fully re-screened lanai and pool cage. Outside the property has been freshley landscaped and mulched. Inside, all bathrooms have been beautifully updated with travertine flooring, wall tiles, glass shower enclosures, and chrome fixtures. The oversized 3-car garage features epoxy flooring and a utility sink, combining durability with functionality. Designed for both comfort and elegance, the home boasts an open-concept floor plan with crown molding, granite countertops, custom solid wood cabinets, a glass tile backsplash, induction oven, and stainless steel appliances. The spacious kitchen also offers a large island, matching granite breakfast table, reverse osmosis water system, and a wine bar—perfect for casual meals or entertaining. A separate formal dining room adds sophistication for larger gatherings. The outdoor living space is equally inviting, featuring a heated saltwater pool and spa with a dedicated bathroom and shower, plus a generous screened lanai with travertine flooring. From the bench swing, enjoy panoramic views of nearly 5 acres of Eagle Lake and the surrounding nature preserve, complete with bald eagle nests and Florida’s natural wildlife. The lush landscaping is fed by a sprinkler system sourced directly from the lake, ensuring year-round beauty. Upstairs, the owner’s suite offers engineered wood flooring, a sitting area ideal for fitness, work, or relaxation, and serene lake views. The second floor also includes three additional bedrooms, a convenient laundry room, and a giant bonus room that can flex as an extra bedroom, gym, game room, or media space. For added privacy, a guest suite is located downstairs—perfect for visitors or multi-generational living. Located in the highly sought-after Woodlands at Rivendell, this property provides direct access to Pine View School, ranked among Florida’s top five. Outdoor lovers will enjoy the Legacy Trail, Bay Street Park, and Oscar Scherer State Park just minutes away. Shopping and dining, including two nearby Publix grocery stores, are within easy reach, while Nokomis Beach is only 10 minutes away and Siesta Key Beach just 15. With I-75 less than 10 minutes from your doorstep, commuting is effortless. This rarely available homesite combines serenity, privacy, and convenience—offering the ultimate Florida lifestyle in a premier location. Don’t miss your chance to own this stunning, fully updated lakefront retreat in Woodlands at Rivendell.
#A4640947

OSPREY

820 PLACID LAKE DRIVE

5 Beds

4 Baths

3,938 Sq.Ft.

$1,095,000

MLS#: A4640947

Discover the charm of coastal living with the convenience of a mainland location in this beautifully furnished Taylor Morrison home, nestled within the exclusive gated community of Bayside in Osprey. This peaceful and friendly Intracoastal enclave features just 49 landscape-maintenance-free residences, offering an intimate and effortless coastal lifestyle. Blending luxury, comfort, and coastal elegance, this meticulously maintained residence showcases thoughtfully curated upgrades throughout. Step inside to find refined details such as elegant crown molding and custom closets in bedrooms, as well as in the pantry and laundry room, ensuring exceptional storage and organization. The split floor plan includes three bedrooms plus a spacious den with pocket doors, creating flexibility for work, relaxation and space for guests. The designer kitchen is a standout, featuring quartz countertops, stainless steel Monogram GE appliances, a four-burner gas cooktop and handmade pendulum lighting imported from Granada, Spain. Additional upgrades include full-property gutters and a split A/C unit in the garage—ideal for a climate-controlled environment for classic or exotic car enthusiasts. This private, outdoor oasis is designed for both relaxation and entertainment, with a built-in kitchen and fireplace offering a heated saltwater pool with a brand-new pump and filter. The screened-in lanai was updated in 2025 with a stunning picture-frame view of the water, enhancing the sense of openness and tranquility. Residents of Bayside enjoy exclusive access to a private community waterfront area complete with a cozy fire pit, a community boat slip with direct access to the Intracoastal Waterway, and a newly built kayak launch. Full restoration of the remaining waterfront amenities will begin in January 2026 and have already been paid for with no future assessment. This prime location is also bikeable to Casey Key, Nokomis Beach, and the Legacy Trail within minutes. Offering style, comfort, and effortless coastal living in one of Sarasota’s most intimate bayfront communities, this home is ready to welcome you to the best of Florida living.
#A4670043

OSPREY

3936 WAYPOINT AVENUE

3 Beds

3 Baths

2,323 Sq.Ft.

$1,089,000

MLS#: A4670043

Newly Built-Out & Fully Furnished Move-In Ready Office Space at Baystreet Village! Located in the vibrant heart of Osprey, this beautifully designed office space at 3976 Destination Drive, Unit A-411, Osprey, FL 34229 is the perfect opportunity for your business to thrive. Baystreet Village is a premier commercial enclave offering a mix of retail and office spaces, just minutes away from The Oaks, Casey Key, and Pineview School, providing easy access to a thriving community. This move-in ready office features modern finishes, full furnishings, and a layout designed for efficiency, allowing you to set up and start working immediately. Whether you're expanding your business or starting fresh, this space offers the perfect combination of convenience and professionalism. Key Highlights:Newly built-out, fully furnished office space,Prime location in Baystreet Village, Osprey’s most sought-after commercial enclave. Close proximity to The Oaks Golf & Country Club, Casey Key Beach, and Pineview School Easy access to major roads, offering quick connections to Sarasota and surrounding areas Don’t miss this rare opportunity to position your business in one of Osprey’s best commercial locations. Schedule a tour today!
#A4643099

OSPREY

3976 DESTINATION DRIVE A411

None Beds

None Baths

2,314 Sq.Ft.

$1,075,000

MLS#: A4643099

Price reduced
Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome of seamless indoor-outdoor living in this expansive condo that spans nearly 2,800 square feet. Designed to emulate the ambiance of a single-family home, the open floor plan features a great room, a separate dining area, and a versatile den. The great room impresses with soaring 10-foot ceilings, floor-to-ceiling windows, and sliding doors that effortlessly blend the indoors with the outdoors, leading to a large, screened balcony with breathtaking water views. This harmonious flow floods the living space with natural light and offers a tranquil backdrop of sparkling vistas. The spacious kitchen is a culinary delight, boasting an eat-in area and granite high bar countertops, perfect for casual meals and entertaining guests. The popular split floor plan provides privacy and convenience, featuring 3 bedrooms and 3 baths. The den adds a layer of versatility to the home. The large kitchen includes an eat-in space and granite high bar countertops. The luxurious primary suite is separate from the guest rooms for privacy and includes stunning water views, large walk-in closets, and a luxurious bathroom. Additional features include an elegant entry, and an exclusive private foyer and elevator. The lanai is equipped with electric hurricane shutters ensuring safety and peace of mind. This secure building offers a wonderful lifestyle with private entry and elevator access. This unit is available for purchase fully furnished and is well-maintained. The Oaks community offers a distinguished, 24-hour guarded country club experience with numerous accolades, including Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World. Amenities include three restaurants, a ballroom, two 18-hole championship golf courses, an award-winning racquets program with 12 Har-Tru Hydro-Grid tennis courts, 4 pickleball courts, a wonderful croquet facility, a state-of-the-art fitness center, a junior Olympic heated community swimming pool, bocce, a basketball court, a playground, a 7000 square foot fitness center, a brand new $9,000,000 dining room and bar with outdoor dining overlooking the golf course. Residents of the Meridian enjoy private amenities, including a heated pool and spa, a fitness center, and an outdoor grill. The Oaks provides well-lit sidewalks, ideal for strolls around the 100-acre preserve. It also boasts scenic trails, perfect for biking and walking while taking in the views of nature. The Oaks is just minutes from the nationally ranked Pine View School the Legacy Bike Trail, shopping, and area beaches. It is conveniently situated near both Venice and Sarasota, offering easy access to the amenities and attractions of both cities, while providing a beautiful, luxurious, and well-rounded country club lifestyle. Membership is required, and there is no waitlist for golf or social membership. Be sure to make an appointment to see this stunning condominium **ENJOY THE 3D VIRTUAL TOUR**
#A4638035

OSPREY

393 N POINT ROAD 604

3 Beds

3 Baths

2,778 Sq.Ft.

$1,000,000

MLS#: A4638035

1 2 3
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