Osprey, FL Homes

/31
Est $549,460 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,004 Sq Ft
4400 Conchfish Ln, Osprey, FL 34229

4400 Conchfish Ln, Osprey, FL 34229

/65
$699,000 Open Mon 12PM - 4PM
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
250 Hidden Bay Dr Unit A302, Osprey, FL 34229

WHAT A VIEW and the pictures don't do it justice!! SELLER HAS SATISFIED Q4 DUES AND ASSESSMENTS!!! FULLY FURNISHED/TURNKEY UNIT!!! Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful barrier island of Casey Key. Welcome to Edgewater at Hidden Bay — a gated, 12-acre resort-style

Merryl Koven COLDWELL BANKER REALTY

250 Hidden Bay Dr Unit A302, Osprey, FL 34229
/2
$1,050,000 Sold Jul 22, 2025
- 2,531 Sq Ft
- $415/SF
- 32 Days On Market
- 3 Beds
- 2 Baths
- Built 1984
142 Dory Ln, Osprey, FL 34229

Southbay Yacht & Racquet Club, The waterfront Community with Resort-Style Amenities. Welcome to this beautiful three-bedroom two-bathroom home featuring a private pool and spa, perfect for relaxing or entertaining year-round. Located in a highly sought-after waterfront community, this property offers access to a private marina, clubhouse, community pool and scenic park-ideal for enjoying the

Sharon Lewis GOLF & BAY PROPERTIES LLC

142 Dory Ln, Osprey, FL 34229

/2
Not Listed For Sale
- Studio
570 Blackburn Point Rd Unit 14-LIDO, Osprey, FL 34229

570 Blackburn Point Rd Unit 14-LIDO, Osprey, FL 34229

/47
$725,000
- 3 Beds
- 3 Baths
- 2,484 Sq Ft
5100 Jessie Harbor Dr Unit 701, Osprey, FL 34229

Perched on the top floor of Blackburn Harbor Residences, this 3-bedroom, 3-bath end unit is just under 2500 square feet and offers stunning, unobstructed vistas of the intracoastal waterways and Gulf of Mexico. Located within a gated, amenity-rich community, this condo features an open floor plan with high ceilings, a spacious kitchen, and a living area that seamlessly blends indoor comfort with

Robert Ruiz WILLIAM RAVEIS REAL ESTATE

5100 Jessie Harbor Dr Unit 701, Osprey, FL 34229
/2
$760,000 Sold Jul 16, 2025
- 3,091 Sq Ft
- $246/SF
- 158 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
790 Shadow Bay Way, Osprey, FL 34229

Brand New Tile Roof March 2025. Experience the ultimate in serene living within the picturesque Woodlands of Rivendell, where this stunning residence seamlessly combines the beauty of nature with modern comforts. Bordered by a preserve at the rear and flanked by mature trees across the street, it offers the perfect sanctuary for those seeking tranquility amidst lush greenery. The curb appeal is

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

790 Shadow Bay Way, Osprey, FL 34229

/43
Est $376,335 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
4317 Expedition Way Unit 101, Osprey, FL 34229

4317 Expedition Way Unit 101, Osprey, FL 34229

/60
$1,219,000
- 3 Beds
- 2.5 Baths
- 2,830 Sq Ft
1527 Buoy Ln, Osprey, FL 34229

Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large

Matthew Lewis BRIGHT REALTY

1527 Buoy Ln, Osprey, FL 34229
/2
$145,000 Sold Jul 15, 2025
- 23 Days On Market
- Built 2006
570 Blackburn Point Rd Unit 27, Osprey, FL 34229

Dry boat slip for sale at Osprey Harbor Village hurricane-protected dry storage with top-tier amenities! This rarely available slip 1st level T-Top slip can fit boats up to 12 ft in height and offers hassle-free storage in one of Sarasota County's most convenient locations. Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located

Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 27, Osprey, FL 34229

/31
Not Listed For Sale
0 Webb St Unit A4546155, Osprey, FL 34229

0 Webb St Unit A4546155, Osprey, FL 34229

/37
$625,000
- 2 Beds
- 2 Baths
- 1,932 Sq Ft
242 Hidden Bay Dr Unit 603, Osprey, FL 34229

One of Sarasota’s Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2-Car Garage | Offered Fully Furnished. Perched on the top floor of a premier building in the exclusive Hidden Bay gated community, this spacious and light-filled condo offers breathtaking, panoramic views of Sarasota Bay. A true diamond in the rough, this home is ready for your

Joy McGraw REAL ESTATE REFINED

242 Hidden Bay Dr Unit 603, Osprey, FL 34229
/2
$1,405,000 Sold Jul 11, 2025
- 3,699 Sq Ft
- $380/SF
- 128 Days On Market
- 3 Beds
- 4.5 Baths
- Built 1992
282 Shell Midden Ct, Osprey, FL 34229

One or more photo(s) has been virtually staged. It is rare to find such an incredible combination of privacy and spectacular views as you will find in this 3 bedroom, 4.5 bath home. Located on a quiet dead-end street in The Oaks Bayside, the traditional design marries beauty with functionality. Step inside and you will be greeted by light-filled space with classic motif. Large windows flood

Steve Abbe COLDWELL BANKER REALTY

282 Shell Midden Ct, Osprey, FL 34229

/25
Est $264,432 Not Listed For Sale
13 Bay Ave, Osprey, FL 34229

13 Bay Ave, Osprey, FL 34229

/62
$660,000
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
385 N Point Rd Unit 402, Osprey, FL 34229

**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

Mark Lyda GENEROUS PROPERTY

385 N Point Rd Unit 402, Osprey, FL 34229
/2
$505,000 Sold Jul 08, 2025
- 2,302 Sq Ft
- $219/SF
- 50 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
622 Pine Ranch Rd E, Osprey, FL 34229

Significant price drop on this fabulous Turnkey, Tastefully Decorated Florida Pool home has everything you need to enjoy the Gulf Coast lifestyle. This three bedroom two bath home (plus a Den) sits on an oversized corner lot with a vinyl privacy fence and a side gate where you can store your water toys for your adventures on the Intercoastal Waterway. Lounge by the pool in your screened Lanai,

Terri Persing PARADISE EXCLUSIVE INC

622 Pine Ranch Rd E, Osprey, FL 34229

/2
Est $981,707 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,573 Sq Ft
84 Bishops Court Rd, Osprey, FL 34229

84 Bishops Court Rd, Osprey, FL 34229

/67
$1,045,000
- 2 Beds
- 2 Baths
- 2,071 Sq Ft
227 Saint James Park, Osprey, FL 34229

**TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul De Sac Lot in the Popular SAINT JAMES PARK neighborhood in The Oaks Country Club. NEW ROOF (2024), HURRICANE IMPACT WINDOWS and SLIDING DOORS, FLOOD ZONE “X500”. Overlooking the Eagle Golf Course and Ideally Located near the Clubhouse and Campus of World Class Amenities, this

Mark Lyda GENEROUS PROPERTY

227 Saint James Park, Osprey, FL 34229
/2
$1,500,000 Sold Jul 08, 2025
- 3,572 Sq Ft
- $420/SF
- 76 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1997
269 Pine Ranch Trail, Osprey, FL 34229

One or more photo(s) has been virtually staged. This magnificent modern manse, with 4 bedrooms and 3.5 baths, literally has everything you could dream of to make a home complete, ALL OF IT NEW! Located in Pine Ranch, a community of single family homes with 1-5 acres of land, you will not find a more stately, spacious home, completely updated and ready for you to live out your Florida dreams.

Steve Abbe COLDWELL BANKER REALTY

269 Pine Ranch Trail, Osprey, FL 34229

/3
Est $707,000 Not Listed For Sale
436 Glenwood Ave, Osprey, FL 34229

436 Glenwood Ave, Osprey, FL 34229

/48
$685,000
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
409 N Point Rd Unit 502, Osprey, FL 34229

**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

Mark Lyda GENEROUS PROPERTY

409 N Point Rd Unit 502, Osprey, FL 34229
/2
$650,000 Sold Jul 03, 2025
- 2,100 Sq Ft
- $310/SF
- 246 Days On Market
- 3 Beds
- 3 Baths
- Built 1997
236 Hidden Bay Dr Unit 301, Osprey, FL 34229

This beautiful 3 bed, 3 full ensuite baths and a 3 car garage home in the heart of Osprey in the desirable waterfront gated Hidden Bay Community. Come home to your own hidden gem and enjoy SPECTACULAR unobstructed views of Sarasota’s Intracoastal Waterway, also known as Little Sarasota Bay, and preserve. Complete with updated PGT WINGUARD IMPACT WINDOWS AND DOORS installed in 2018. This

Linda Scheller COLDWELL BANKER REALTY

236 Hidden Bay Dr Unit 301, Osprey, FL 34229

/37
Est $351,647 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
117 Navigation Cir Unit 101, Osprey, FL 34229

117 Navigation Cir Unit 101, Osprey, FL 34229

/91
$500,000
- 3 Beds
- 3 Baths
- 2,594 Sq Ft
401 N Point Rd Unit 301, Osprey, FL 34229

One or more photo(s) has been virtually staged. Enter through the secure foyer and take the private elevator to the third floor where you will find this charming 3 bedroom, 3 bath residence. Situated at treetop level, overlooking the preserve and surrounding lush foliage, the interior is open and neutral, with lots of natural light. This unit is waiting for you to come and put your decorating

Steve Abbe COLDWELL BANKER REALTY

401 N Point Rd Unit 301, Osprey, FL 34229
/2
$85,000 Sold Jul 01, 2025
- 336 Days On Market
- Built 2006
570 Blackburn Point Rd Unit 7, Osprey, FL 34229

Rarely available 1st level boat rack 12.5 H X 10 W X 28 L.Marina has a restaurant bar and bait and tackle shop next door.Fuel onsite and a friendly staff.

Troy Gager BRIGHT REALTY

570 Blackburn Point Rd Unit 7, Osprey, FL 34229

/57
Est $657,648 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
6100 Jessie Harbor Dr Unit 503, Osprey, FL 34229

6100 Jessie Harbor Dr Unit 503, Osprey, FL 34229

/85
$679,000
- 3 Beds
- 3 Baths
- 2,203 Sq Ft
409 N Point Rd Unit 603, Osprey, FL 34229

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF! Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3 bedrooms, 3 full baths and a formal dining room/den. With this condo you have found a best-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

Steve Abbe COLDWELL BANKER REALTY

409 N Point Rd Unit 603, Osprey, FL 34229
/2
$1,285,000 Sold Jun 30, 2025
- 3,029 Sq Ft
- $424/SF
- 204 Days On Market
- 3 Beds
- 3 Baths
- Built 2001
393 N Point Rd Unit 801, Osprey, FL 34229

Rare in every way, this 3 bedroom, 3 bath penthouse, with private two car garage, is only one of six units in Meridian that enjoys this incredible floor plan. The elegant interior is punctuated by SPECTACULAR VIEWS. This residence provides everything you could desire for a luxury lifestyle in Coastal Florida. A former model, it has been lovingly maintained, and beautifully updated. From the

Steve Abbe COLDWELL BANKER REALTY

393 N Point Rd Unit 801, Osprey, FL 34229

/37
Est $587,193 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,846 Sq Ft
514 Oak Bay Dr, Osprey, FL 34229

514 Oak Bay Dr, Osprey, FL 34229

/2
$575,904 New Construction
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
791 S Tamiami Trail Unit 103, Osprey, FL 34229

Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $575,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

Laurie Eshleman PRO GROUP REALTY & PROP MGT

791 S Tamiami Trail Unit 103, Osprey, FL 34229
/2
$640,000 Sold Jun 20, 2025
- 2,590 Sq Ft
- $247/SF
- 119 Days On Market
- 3 Beds
- 3 Baths
- Built 1999
455 Park Trace Blvd, Osprey, FL 34229

CURRENTLY BEST VALUE IN OSPREY! Premium Lakefront lot with Stunning Views from Nearly Every Room! Discover the perfect blend of comfort, convenience, and breathtaking views in this Park Trace Estates beauty. This home features a NEW ROOF (Jan. 2024,) New Energy efficient A/C (May 2024) and brand new pool pump and motor (March 2025), AND...newly refurbished patio and pool deck in April. Ideally

Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

455 Park Trace Blvd, Osprey, FL 34229

/18
Est $267,502 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 996 Sq Ft
248 Washington Ave, Osprey, FL 34229

248 Washington Ave, Osprey, FL 34229

/2
$527,904 New Construction
- 2 Beds
- 2 Baths
- 952 Sq Ft
791 S Tamiami Trail Unit 102, Osprey, FL 34229

Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $527,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

Laurie Eshleman PRO GROUP REALTY & PROP MGT

791 S Tamiami Trail Unit 102, Osprey, FL 34229
/2
$395,000 Sold Jun 16, 2025
- Land
- 0.52 Acre
- $759,615 per Acre
- 30 Days On Market
109 Burney Rd, Osprey, FL 34229

Build your dream home on this HALF ACRE lot situated on a quiet dead-end street with no neighboring homes on 3 sides. This property offers a rare sense of seclusion and tranquility, perfect for those seeking a peaceful retreat. The property includes a well-maintained home with two bedrooms, one and a half bathrooms, an outdoor shower, three large sheds, two extra-long driveways, perfect for

Lori Madden MANGROVE REALTY ASSOCIATES

109 Burney Rd, Osprey, FL 34229

/13
Est $1,151,330 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,680 Sq Ft
3603 N Point Rd Unit 603, Osprey, FL 34229

3603 N Point Rd Unit 603, Osprey, FL 34229

/6
$29,900
- 2 Beds
- 1 Bath
124 Happy Haven Dr Unit 8, Osprey, FL 34229

Make your new home in Happy Haven, a well-maintained, professionally managed manufactured home community! Own a 1966, 1bed/1bath, 564 sqft. home in a great neighborhood. This one won't be on the market for long! Take advantage of this offer now and live in one of the state's most attractive areas. Let us show you around the place! Call and schedule a viewing today! Financing information available.

Tori Coil Happy Haven

124 Happy Haven Dr Unit 8, Osprey, FL 34229
/2
$720,000 Sold Jun 16, 2025
- 2,320 Sq Ft
- $310/SF
- 130 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
518 Luminary Blvd, Osprey, FL 34229

Discover the perfect blend of comfort and sophistication in this meticulously maintained home located in the highly desirable Willowbend community. The striking architecture of the Ashley floor plan, complete with a rare three-car garage with epoxy floor, enhances the property’s curb appeal. Enjoy peace of mind with hurricane impact-rated doors, windows and sliders throughout the residence. Step

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

518 Luminary Blvd, Osprey, FL 34229

/50
Est $789,439 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,680 Sq Ft
3603 N Point Rd Unit 501, Osprey, FL 34229

3603 N Point Rd Unit 501, Osprey, FL 34229

/23
$849,900
- 3 Beds
- 2 Baths
- 2,103 Sq Ft
120 Candyce Dr, Osprey, FL 34229

This is your chance to own a true waterfront property in the highly desirable Osprey area and transform it into your dream coastal retreat. Situated on a canal with direct access to the Intracoastal Waterway, this home offers an unbeatable location for boating enthusiasts and anyone seeking the ultimate Florida lifestyle. The property itself needs some love, but that’s exactly what makes it such

Michelle Ward COMPASS FLORIDA LLC

120 Candyce Dr, Osprey, FL 34229
/2
$725,000 Sold Jun 13, 2025
- 2,678 Sq Ft
- $271/SF
- 75 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
608 Crane Prairie Way, Osprey, FL 34229

One or more photo(s) has been virtually staged. Exceptional Opportunity on this Newly Priced Gem with stunning views and privacy! Discover your dream home in this stunning 2,678 square foot Wyndham model by Lee Wetherington, one of the largest in the maintenance-free community of Willowbend in Osprey. The owner has added improvements in excess of $150K since their purchase and has been lovingly

Linda Williams GULF SHORES REALTY

608 Crane Prairie Way, Osprey, FL 34229

/25
Est $533,942 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,981 Sq Ft
543 Meadow Sweet Cir, Osprey, FL 34229

543 Meadow Sweet Cir, Osprey, FL 34229

Showing Results 161 - 200, Page 5 of 18

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