1801 HIGHLAND ROAD
OSPREY FL 34229
Residential / Townhouse
2 Bed · 2 Bath · 1,165 SqFt · $320/SqFt
Days on Market: 37
County: Sarasota
Subdiv/Community Name: Towns-End Shores
Legal Subdivision Name: TOWNS-END SHORES
Year built: 1999
Garage: Yes 2 vehicles
Community Pool: Yes
Enjoy this Key West-style townhome in Towns-End Shores-maintenance-free living at its best! Beautifully upgraded with porcelain wood look tile flooring, crown molding and 9-foot ceilings, this 2 bed/2 bath townhome features granite countertops, wood cabinetry, an enclosed Florida room, and a spacious 2-car garage. Enjoy a tropical private backyard oasis and community pool amenities. Original metal roof, A/C 2010, Hot Water Heater 2013 This home is ideally located just minutes from pristine Gulf beaches, dining, boutiques, shopping, airports, Shoreland Park, The Legacy Trail, and Oscar Scherer State Park. Perfect for outdoor enthusiasts, this townhome is a sanctuary for those who seek ... Read more....»
294 HIDDEN BAY DRIVE UNIT 203
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,568 SqFt · $207/SqFt
Days on Market: 128
County: Sarasota
Subdiv/Community Name: Hidden Bay Estates
Legal Subdivision Name: HIDDEN BAY; LAKE VISTA
Year built: 2001
Garage: Yes 1 vehicles
Escape from the hustle and bustle of the real world to the charms of Hidden Bay. Located on 12 beautiful acres on Little Sarasota Bay, this gated community offers waterfront play and relaxation. Spend your perfect day at the amenity rich community clubhouse/pool or kayaking on Intracoastal waters. This lovely two-bedroom, two-bath home is roomy and bright, offering a den/office along with a screened in back porch that overlooks the wonderful sight of native Floridian landscaping. The natural light flows from room to room in more than 1,500 square feet of living space. The split-floorplan is thoughtfully arranged with the ... Read more....»
116 NAVIGATION CIRCLE UNIT 106
OSPREY FL 34229
Residential / Condominium
3 Bed · 2 Bath · 1,430 SqFt · $223/SqFt
Days on Market: 12
Cumulative Days on Market: 344
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....»
4267 EXPEDITION WAY
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,135 SqFt · $273/SqFt
Days on Market: 30
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2017
Garage: Yes 1 vehicles
Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minutes to the pristine shoreline of Nokomis Beach. This desirable gated community features a resort style heated pool, clubhouse and a fitness center designed to enhance your Florida life style. Enjoy local dining, shopping, and many arts and cultural attractions. This second floor meticulously maintained 2-bedroom/2-bathroom condo has an open floor plan and has an abundance of natural light. The kitchen is a chef's delight with rich dark wood cabinetry, granite countertops, stainless steel appliances, a walk-in pantry and a ample ... Read more....»
232 EXPLORER DRIVE UNIT 15
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,135 SqFt · $264/SqFt
Days on Market: 60
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2019
Garage: Yes 1 vehicles
Charming 2 Bedroom 2 Bath corner end unit( which provides extra natural light) condominium with attached 1 car Garage. Open floor plan, Kitchen features granite counter tops and stainless steel appliances, master bedroom suite has walk-in closet private bath with double vanity. Dining Room opens to enclosed balcony. Quality construction concrete block building with impact resistant glass windows, tile roof, and paver brick driveway. Bay Street Village is a Gated maintenance free complex featuring a Resort style Swimming Pool , fitness room, and Clubhouse This pet friendly complex is located across the street from Osprey Dog Park and easy access to ... Read more....»
208 VILLA DRIVE UNIT 208
OSPREY FL 34229
Residential / Villa
2 Bed · 2 Bath · 1,389 SqFt · $212/SqFt
Days on Market: 71
County: Sarasota
Subdiv/Community Name: Sorrento Villas
Legal Subdivision Name: SORRENTO VILLAS 2
Year built: 1968
Garage: Yes 1 vehicles
Waterfront: Yes
Welcome Home!To this beautiful fully remodeled Villa in Osprey Village. Enjoy the sunrise and a coffee in your lanai and later a cocktail on the patio while watching the mesmerizing Gulf Coast Sunsets. The location is nothing short of exceptional minutes from all your local beaches and coastal eateries. This two bedroom and two full bathrooms boast an open floor plan, wall to wall windows in the Great room facing the water. The primary bedroom suite provides and en-suite and generous closet space. This is a chefs kitchen all modern applicances, granite counters and a bar for hosting all those ... Read more....»
304 PINE RUN DRIVE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,729 SqFt · $161/SqFt
Days on Market: 199
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
BRING ANY OFFER - MOTIVATED SELLER - Your Opportunity To Add Your Personal Touch! Charming Coastal Retreat in the Heart of Osprey Welcome to 304 Pine Run Dr., a beautifully architecturally designed property nestled in the sought-after Pine Run community in Osprey, FL. Surrounded by lush tropical landscaping and just minutes from the Gulf Coast’s pristine beaches, this residence offers the perfect blend of tranquility and convenience. Step inside to discover an open and airy floor plan with abundant natural light, high ceilings, and tasteful finishes throughout. The owner has made major updates to the back entertaining room by increasing ... Read more....»
207 WOODLAND DRIVE UNIT 207
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $204/SqFt
Days on Market: 424
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the sought-after Pine Run community. It is completely turnkey; all you need to bring are your clothes! This second-floor unit has been tastefully updated and comes equipped with everything you need to move right in, including all furniture, beds, bedding, all kitchenware, appliances, and even recreational items like beach chairs, coolers, and two bicycles. The 9-ft high ceiling gives you an open, airy feel. The unit has been updated throughout and re-plumbed for peace of mind. The two separate en-suite bedrooms are spacious ... Read more....»
754 PINE RUN DRIVE UNIT 754
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,379 SqFt · $195/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
Rarely available ground-floor 2-bedroom, 2-bath model with a standout location and layout that offers a truly one-of-a-kind living experience. This unique floorplan is centered around a private open-air atrium, accessible through 8-foot glass doors on three sides, filling the home with natural light and a seamless connection to the outdoors. From the south bedroom wing, you can look through walls of glass straight into the woods—creating an unparalleled sense of serenity and harmony with nature. Beautifully updated and designed for today’s lifestyle, the kitchen and living area have been opened into a sleek great-room layout, enhanced by timeless Saltillo Mexican tile ... Read more....»
111 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,316 SqFt · $198/SqFt
Days on Market: 101
County: Sarasota
Subdiv/Community Name: Not Applicable
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Property comes furnished. Rare, 1st floor condo in Pine Run. Unique layout with center outdoor solarium for peaceful retreat. This 2 bd, 2 bath offers lots of space and privacy. Large exp lanai and an outdoor eating area off kit. Beautiful newer luxury vinyl floors. New hot water heater, young air/heating unit. Nicely located carport and lots of storage. Pine Run has two pools, tennis and pickleball courts, workout room, kayak storage, beautiful lake, picnic area with gas grills, walking trail. Lots to do and so close to everything you came to FL for: beaches, boating, restaurants , shopping and ... Read more....»
758 PINE RUN DRIVE UNIT 758
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,184 SqFt · $217/SqFt
Days on Market: 357
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
This home was professionally inspected by a Contractor following Hurricanes Helene and Milton, and I’m pleased to report it sustained no damage from the storms. Welcome to this beautifully updated, spacious 2-story condo, boasting 2 bedrooms, 2.5 bathrooms, and updated modern finishes throughout. Nestled in a desirable community, you'll be just minutes from the beach, with easy access to Blackburn Point Road. The newly remodeled kitchen features sleek shaker-style cabinets, brand new stainless steel appliances (including a refrigerator, stove, dishwasher, and microwave), and stunning 3mm granite countertops. The open-concept living area is perfect for entertaining, with new water-resistant engineered laminate ... Read more....»
216 WOODLAND DRIVE UNIT 216
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $185/SqFt
Days on Market: 5
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
Looking for an active lifestyle community within walking distance of the Intercoastal? Pine Run is the perfect location! Conveniently located between Sarasota and Venice in Osprey, this community is within walking distance of the famed Casey Key Fish House and Tiki Bar, plus many other restaurants, shopping areas, public boat launch, park and so much more! The Legacy Trail is also nearby! Pine Run offers two swimming pools, a small club house with fitness room, pickle ball and tennis courts, all in a wooded setting. This 2nd floor condo has been updated with a new kitchen ... Read more....»
201 WOODLAND DRIVE UNIT 201
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,316 SqFt · $175/SqFt
Days on Market: 229
County: Sarasota
Complex/CommunityName: PINE RUN
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
Rarely available 1st floor end unit!
137 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $142/SqFt
Days on Market: 36
Cumulative Days on Market: 167
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Unbelievable!!! A 2-bedroom/2-bathroom, West of Trail condo for under $200,000! Come home to this warm, cozy and charming unit and enjoy a cup of tea on your tranquil and private outside deck, nestled in a wooded, West of Trail paradise! The condo is surrounded by a backdrop of nature and you can enjoy the outdoors on three balconies which is wonderfully unique! The unit features generous room sizes with plenty of light throughout, soft tones, high ceilings, NEW paint--a neutral pallet of freshly painted walls and NEW carpet in the living room. This immaculate home comes complete with a ... 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.
