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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

144

# of Listings

3

Avg # of Bedrooms

$515

Avg. $ / Sq.Ft.

$1,219,332

Med. List Price

Browse Osprey Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

55 Properties Found. Page 2 of 4.

Price reduced

#A4678841

OSPREY

919 TRANQUILITY CIRCLE CIRCLE

4 Beds

3 Baths

2,854 Sq.Ft.

$794,000

MLS#: A4678841

Price reduced

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.

OSPREY

401 N POINT ROAD 304

3 Beds

3 Baths

2,778 Sq.Ft.

$750,000

MLS#: A4659785

Price reduced

Private Key West–style retreat on 2.53 wooded acres in Osprey. Rarely does a property of this size become available in such a convenient location—just minutes from Pine View School, shopping, restaurants, and the Intracoastal Waterway—yet offering the privacy and space of a true country setting. This combination of acreage and accessibility makes the home exceptionally unique for the area. A generous 37x60 paver-brick patio surrounds the screened lap-style pool, now protected by a freshly updated pool cage. Multiple French doors open to wide second-floor decks overlooking the peaceful wooded backdrop. A recently added metal roof enhances durability, longevity, and value. Inside, the home features oak hardwood floors, vaulted tongue-and-groove cypress ceilings, and a striking wood-burning fireplace that add warmth and character throughout. The kitchen and baths retain their classic charm and present an excellent opportunity for updating to suit modern preferences. The flexible layout includes two potential primary suites and a first-floor bonus room with full bath that works well for guests or creative uses. The lower level remains plumbed for a second kitchen and laundry, offering an easy path for future installation or multigenerational living. With no deed restrictions and an expansive amount of usable land, this country estate in town offers endless potential—whether for hobbies, animals, enhancements, or simply enjoying the quiet beauty of its natural surroundings.

OSPREY

678 FAITH AVENUE

3 Beds

3 Baths

2,583 Sq.Ft.

$749,000

MLS#: A4674865

Experience effortless coastal living in this stunning third-floor FURNISHED 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, designer-furnished home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets. This unit includes a beautifully appointed second bedroom and a versatile den that is currently used as a 3rd bedroom. 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.

OSPREY

5100 JESSIE HARBOR DRIVE 304

2 Beds

2 Baths

2,143 Sq.Ft.

$735,000

MLS#: A4690942

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

OSPREY

759 FORDINGBRIDGE WAY

4 Beds

3 Baths

2,950 Sq.Ft.

$727,000

MLS#: O6399774

Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in Jan 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building. The attractive open floor plan features soaring ceilings, impact-rated windows and sliding doors, easy maintenance tile plank flooring and abundant natural light throughout. The kitchen includes granite countertops, solid wood cabinetry, stainless steel appliances and custom storage with pullout drawers. The living area offers a built-in dry bar with wine refrigerator and opens to a large, screened-in terrace with privacy-screens and expansive bay views. The primary suite includes dual walk-in closets and a luxurious bath with dual quartz vanities, decorative tile flooring, makeup vanity and walk-in shower. Additional features include a private den/office, in-unit laundry room, two full baths and a powder room, AC from 2023. Edgewater at Hidden Bay is a gated, resort-style community set on 14 acres along Little Sarasota Bay and the Intracoastal Waterway, directly across from Casey Key. Community amenities include a waterfront clubhouse with kitchen and quartz bar, heated pool and spa, fitness center, library, tiki hut with grilling stations, pickleball and tennis courts, kayak launch, fishing pier, dog play area, and an elevated boardwalk through mangroves and palm-lined grounds. Hidden Bay is conveniently in Osprey just south of Sarasota, near area beaches, shopping and dining, and only minutes from Venice.

OSPREY

250 HIDDEN BAY DRIVE 301

3 Beds

2 Baths

2,168 Sq.Ft.

$725,000

MLS#: A4679278

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.

OSPREY

14041 BELLAGIO WAY 214

3 Beds

2 Baths

1,799 Sq.Ft.

$700,000

MLS#: A4689731

New on site 4 days ago

Exceptional opportunity to acquire one of the last remaining commercial parcels in this highly desirable and rapidly growing corridor. This .7727-acre site offers outstanding visibility and access with approximately 157 feet of frontage on U.S. Highway 41, along with additional rear access from Washington Street—ideal for flexible site planning and traffic flow.

Strategically located just moments from the Super Walmart and surrounded by a strong mix of established businesses, this property benefits from consistent daily traffic and high exposure. The area is further supported by multiple upscale residential communities, providing a built-in customer base with strong demographics.

With commercial-zoned land in this area becoming increasingly scarce, this parcel stands out as a rare investment or development opportunity. Whether for retail, professional office, or service-based use, the location supports a wide range of possibilities.

Priced below current market value, this is a compelling opportunity for developers and investors looking to secure a premium location before values continue to rise.

OSPREY

168 N TAMIAMI TRAIL

None Beds

None Baths

0.77 acres

$700,000

MLS#: A4692549

Price reduced

Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community

This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features high ceilings, tall interior doors, and crown molding, creating a bright and welcoming coastal interior.

The great room accommodates both living and dining areas and opens to an enclosed waterfront sunroom, an ideal space for morning coffee, sunset views, or quiet time overlooking the bay. The kitchen includes a counter-height breakfast bar, pantry storage, and an adjacent dining nook, offering both function and ease for everyday living or entertaining. A den provides flexible space for a home office or guest use.

The primary suite features multiple closets and an en suite bath with dual vanities, a soaking tub, walk-in shower, water closet, and a dedicated makeup vanity area. A second bedroom includes an adjoining bath and walk-in closet. Luxury vinyl flooring has been added in the bedrooms and den. Laundry is located inside the residence.

The condominium includes a private, fully enclosed two-car garage. Furnishings are included and may remain or be removed at the buyer’s preference.

Hidden Bay is a gated waterfront community set along Little Sarasota Bay, offering a clubhouse with fitness center, heated pool and spa, tennis and pickleball courts, kayak storage and launch, and a boardwalk through mangroves leading to a fishing pier. Located west of US 41 in Osprey, Hidden Bay is conveniently positioned between Sarasota and Venice, with nearby access to shopping, dining, the Legacy Trail, and area beaches.

OSPREY

242 HIDDEN BAY DRIVE 602

2 Beds

2 Baths

1,932 Sq.Ft.

$700,000

MLS#: A4678883

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

OSPREY

110 PINE AVENUE

3 Beds

2 Baths

2,058 Sq.Ft.

$699,000

MLS#: A4646339

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.

OSPREY

410 BLUE GARDEN LANE

None Beds

None Baths

0.55 acres

$699,000

MLS#: A4679677

Enjoy breathtaking water views and unforgettable sunsets over Little Sarasota Bay from this spacious three-bedroom condominium with an office, on the third floor with convenient elevator access. This beautifully appointed residence is in the exclusive, gated Hidden Bay community, a waterfront gem. The open floor plan features soaring ceilings, PGT impact windows, sliding glass doors, new air-conditioning system and Cortex luxury plank-style flooring. The updated kitchen is designed for function and style, offering granite countertops, solid wood cabinetry, KitchenAid stainless steel dishwasher, stainless LG appliances and a wall of custom storage with pullout drawers. The living room is ideal for entertaining, complete with a built-in dry bar and wine refrigerator. The primary suite is a private retreat with one walk-in closet and three additional reach-in closets. The remodeled primary bath showcases dual vanity sinks with quartz countertops, decorative tile flooring, a dedicated makeup vanity and a spacious walk-in shower. Hidden Bay lives up to its name, offering privacy and tranquility while being directly across from Casey Key, with views of the barrier island and Siesta Key. Restaurants and shopping are just a short distance away. Community amenities are second to none and include a stunning clubhouse with kitchen and quartz bar, a wood-paneled and fully stocked library, a professional fitness center, heated pool and spa with expansive sundeck, kayak launch, fishing pier, and a 500-yard elevated boardwalk winding through lush mangroves and palm landscapes. Additional amenities include a tiki hut with grilling stations, three pickleball courts, a lit tennis court and a dog play area. An oversized two-car garage completes this exceptional offering. Experience the best of waterfront, resort-style living in one of Sarasota’s desirable hidden communities. Being offered semi-furnished.

OSPREY

242 HIDDEN BAY DRIVE 302

3 Beds

2 Baths

2,032 Sq.Ft.

$699,000

MLS#: A4678187

A boater's dream. Enjoy waterfront living in this luxury penthouse unit with breathtaking views of the Intracoastal Waterway located in the premier gated community of The Villas at Bellagio. Upon entering the home, you are greeted by the inviting foyer leading down the art gallery-like hallway to the open family room and kitchen area. This three-bedroom, two-bathroom unit has many wonderful features and updates including a recently painted interior, updated light fixtures and ceiling fans, high-end touches such as crown molding, a Sub-Zero refrigerator, solid wood cabinets, gorgeous granite countertops, Bosch dishwasher, storage unit, and two assigned parking spaces in the garage close to the elevator that is only a few steps away from your front door. The owner's suite provides a nice retreat at the end of the day with a garden tub to de-stress and unwind, a separate shower, dual vanities, and a walk-in closet. Watch the spectacular sunsets on your spacious private balcony. The Villas at Bellagio Harbor offers resort-style amenities including a clubhouse, sauna, hot tub, heated swimming pool, fitness center, kayak launch and a connected full-service marina. Wet and dry slips are available for boating enthusiasts. Centrally located to downtown Venice or Sarasota, world-class beaches, fine dining and shopping. Best priced unit in the complex. Walk to Restaurants.

OSPREY

14041 BELLAGIO WAY 415

3 Beds

2 Baths

1,736 Sq.Ft.

$699,000

MLS#: TB8470897

**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**

OSPREY

3603 N POINT ROAD 202

3 Beds

3 Baths

3,147 Sq.Ft.

$699,000

MLS#: A4575407

One or more photo(s) has been 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.

OSPREY

401 N POINT ROAD 603

3 Beds

3 Baths

2,203 Sq.Ft.

$699,000

MLS#: A4671958

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