291 HIDDEN BAY DRIVE UNIT 101
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,599 SqFt · $250/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Lake Vista
Legal Subdivision Name: LAKE VISTA
Year built: 2000
Garage: Yes 1 vehicles
RARELY AVAILABLE FIRST FLOOR END-UNIT in the 12-acre waterfront resort-style gated community of Hidden Bay - move-in ready and fully furnished for an easy Florida lifestyle. This open-concept 2-bedroom, 2-bath home with a flex space offers newer luxury vinyl flooring, a bright and spacious kitchen and a large pantry, and a charming breakfast nook framed by a bay window. The primary suite offers beautiful water views and private access to the enclosed lanai - perfect for morning coffee or unwinding at the end of the day. Inside, you’ll find dual vanities, a soaking tub, walk-in shower, and a private water ... Read more....»
2251 JESSIE HARBOR DRIVE UNIT 2101
OSPREY FL 34229
Residential / Villa
2 Bed · 2 Bath · 1,400 SqFt · $282/SqFt
Days on Market: 355
County: Sarasota
Complex/CommunityName: BLACKBURN HARBOR
Subdiv/Community Name: Blackburn Harbor Waterfront Villas
Legal Subdivision Name: BLACKBURN HARBOR WATERFRONT VILLAS
Year built: 2005
Garage: Yes 1 vehicles
Waterfront: Yes
**1ST FLOOR END UNIT CONDO with WATER VIEW and PRIVATE 1-CAR GARAGE, WEST OF TRAIL! BRING YOUR BOAT & KAYAK for DIRECT ACCESS TO INTRACOASTAL WATERWAY and GULF OF MEXICO (No Bridges)** Featuring 2 BEDS and 2 FULL BATHS, this LIGHT AND BRIGHT, 1ST FLOOR END UNIT dwelling features an Impressive Kitchen with Granite counters, Stainless Steel appliances and solid wood cabinets while the Spacious Owner’s Suite boasts multiple walk-in closets, dual vanities, soaking tub and custom tiled shower. Tile Flooring Throughout. Enjoy the serene and natural surroundings from your sprawling and screened lanai which is accessible from multiple rooms ... Read more....»
85 NAVIGATION CIRCLE
OSPREY FL 34229
Residential / Condominium
3 Bed · 2 Bath · 1,430 SqFt · $237/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2014
Garage: Yes 2 vehicles
The luxury Florida lifestyle you’ve been dreaming of is here! Step into carefree, maintenance-free living in this exceptional 3-bed, 2-bath walk-up condo, perfectly positioned in a highly desirable location. Originally a model home, this 2015 residence is loaded with upgrades and has been meticulously maintained by its one and only owner. Fully furnished and thoughtfully appointed, it’s truly turnkey just bring your suitcase and start living. Built for peace of mind, the community features solid concrete block construction and hurricane-impact windows for added safety and durability. A private, ground-level garage beneath the residence offers unmatched convenience when arriving or heading ... Read more....»
1801 HIGHLAND ROAD
OSPREY FL 34229
Residential / Townhouse
2 Bed · 2 Bath · 1,165 SqFt · $283/SqFt
Days on Market: 84
Cumulative Days on Market: 149
County: Sarasota
Subdiv/Community Name: Towns-End Shores
Legal Subdivision Name: TOWNS-END SHORES
Year built: 1999
Garage: Yes 2 vehicles
Community Pool: Yes
One or more photo(s) has been virtually staged. Light and bright 2-bedroom, 2-bath townhome in the desirable Town-End Shores community of Osprey! This beautifully maintained home features an open-concept first floor with a spacious living room, dining area, and a Florida room with sliding glass doors for added natural light. The gorgeous kitchen boasts granite countertops, perfect for cooking and entertaining. Elegant tray ceilings, crown molding, and 9-foot ceilings enhance the first floor living space. The flooring is a beautiful wood look tile and LVP throughout the home. Upstairs, you’ll find both bedrooms, including the primary suite with a ... Read more....»
116 NAVIGATION CIRCLE UNIT 106
OSPREY FL 34229
Residential / Condominium
3 Bed · 2 Bath · 1,430 SqFt · $227/SqFt
Days on Market: 89
Cumulative Days on Market: 421
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2016
Garage: Yes 1 vehicles
Community Pool: Yes
Location, Lifestyle, and Peace of Mind — All in One! Welcome home to this beautifully appointed 3-bedroom, 2-bath end-unit condo in one of the area's most desirable pet-friendly gated communities. Built with lasting quality in mind, this home offers solid block stucco construction paired with hurricane-impact windows and doors — giving you the comfort of security and the ease of low maintenance living. Step inside and be greeted by an inviting open-concept floor plan designed for modern living. Soaring ceilings, abundant natural light, and a thoughtful split-bedroom layout create the perfect blend of spaciousness and privacy. The heart of the home — ... Read more....»
707 PINE RUN DRIVE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,379 SqFt · $210/SqFt
Days on Market: 23
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
Nestled in a nature enthusiast’s haven is an architecturally stunning community. Located halfway between the cultural, shopping & culinary meccas of Sarasota & Venice you find the uniquely contemporary community of Pine Run. The community offers Tennis & Pickleball courts, Fitness center, two heated pools, Saunas and an exquisite club house. This ground floor unit offers dual zone A/C, in unit washer dryer, an abundance of natural light and is turnkey. The private courtyard and covered outdoor space is amazing for dining alfresco. Another unique characteristic of this residence is the rare amenity of a deeded, covered carport that offers ... Read more....»
761 PINE RUN DRIVE UNIT 761
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,379 SqFt · $202/SqFt
Days on Market: 12
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
As you step through the gate and into the private courtyard, you’ll immediately feel at home in this beautifully maintained 2-bedroom, 2-bathroom ground-level condominium. Located in one of Sarasota’s most desirable areas west of the trail, this residence offers a perfect blend of comfort, convenience, and timeless architectural design by renowned Frank Folsom Smith. Inside, an open and inviting living space flows seamlessly into a bright Florida room, offering the perfect spot to relax and unwind. Just beyond, an outdoor patio provides a peaceful retreat, surrounded by lush tropical vegetation, creating a serene and private backyard oasis. Whether you're enjoying your ... Read more....»
139 WOODLAND PLACE UNIT 139
OSPREY FL 34229
Residential / Condominium
1 Bed · 1 Bath · 1 Half Bath · 865 SqFt · $283/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Wood Ridge At The Meadows
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Here’s a polished real estate listing you can use: --- **Stunning Fully Remodeled 1-Bed / 2-Bath Ground-Floor Condo with Designer Finishes + $15,000 Custom Golf Cart Included** Step into luxury and comfort in this beautifully remodeled ground-floor condo, professionally designed from top to bottom. Every detail has been thoughtfully crafted to create a modern, open-concept living experience surrounded by natural beauty. **Property Highlights:** * **1 bedroom, 2 bathrooms** — spacious layout perfect for full-time living or a serene seasonal retreat * **Professional designer remodel** — high-end finishes, updated fixtures, new appliances, and a cohesive modern aesthetic throughout * **Nature views from all sliding glass doors** — ... Read more....»
362 PINE RUN DRIVE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,224 SqFt · $192/SqFt
Days on Market: 7
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck. Looking for a little more privacy? Access a large, private outdoor area from the kitchen or off of the main hallway. Soaring ceilings and abundant natural light fill the living areas and each room ... Read more....»
244 WOODLAND DRIVE UNIT 244
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $170/SqFt
Days on Market: 54
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
Tranquil Coastal Living in Pine Run 244 Woodland Dr, Osprey, FL 34229 Tucked beneath a canopy of mature oaks and palms, this beautifully updated 2-bedroom, 2-bath condo captures the easy, natural rhythm of coastal Florida living. Nestled within the sought-after Pine Run community, it offers both peace and connection just minutes from the beaches of Casey Key, charming Venice, and downtown Sarasota. Step inside to discover light-filled spaces, a warm neutral palette, and a welcoming open layout. The kitchen stands out with stainless-steel appliances, a stylish glass backsplash, and playful custom cabinetry that adds personality and character. A cozy breakfast nook sits beside ... Read more....»
106 VILLA DRIVE UNIT 106
OSPREY FL 34229
Residential / Villa
2 Bed · 2 Bath · 1,578 SqFt · $126/SqFt
Days on Market: 37
County: Sarasota
Subdiv/Community Name: Sorrento Villas
Legal Subdivision Name: SORRENTO VILLAS 1
Year built: 1968
Garage: Yes 1 vehicles
Community Pool: Yes
Located West of the Trail in Sorrento Shores, Osprey, this spacious 2BR/2BA villa with a den and oversized 1-car garage offers 1,578 sq. ft. of comfortable living space. A boating community with private dock access and a heated pool just steps away, it’s perfect for boaters, kayakers, or anyone seeking the coastal lifestyle. Features include hurricane-rated windows and doors, updated kitchen and baths with granite countertops, and a private walled courtyard ideal for entertaining. Home is currently being remodeled—ideal for investors or buyers ready to finish with their own touch. Sight-unseen (“blind”) offers will not be considered. No owner financing available.
238 WOODLAND DRIVE UNIT 238
OSPREY FL 34229
Residential / Condominium
1 Bed · 1 Bath · 1 Half Bath · 865 SqFt · $220/SqFt
Days on Market: 46
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
Live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding patio door to the back lanai that lets the natural light in. The half bath is also UPDATED and has granite countertops. The UPDATED kitchen has plenty of cabinets for storage, beautiful granite countertops, a pass through counter ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
