401 N POINT ROAD UNIT 301
OSPREY FL 34229
Residential / Condominium
3 Bed · 3 Bath · 2,594 SqFt · $154/SqFt
Days on Market: 467
County: Sarasota
Subdiv/Community Name: Meridian At The Oaks Preserve
Legal Subdivision Name: MERIDIAN AT THE OAKS PRESERVE
Year built: 2003
Garage: No
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 touches on it and make it uniquely your own. Check out the virtually staged photos to help you imagine what you could do with this great floor plan. This condo offers space for ... Read more....»
1801 HIGHLAND ROAD
OSPREY FL 34229
Residential / Townhouse
2 Bed · 2 Bath · 1,165 SqFt · $300/SqFt
Days on Market: 17
Cumulative Days on Market: 82
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....»
232 EXPLORER DRIVE UNIT 15
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,135 SqFt · $264/SqFt
Days on Market: 144
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....»
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....»
304 PINE RUN DRIVE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,729 SqFt · $161/SqFt
Days on Market: 267
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
LIMITED SUPPLY LEFT IN PINE RUN - 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 ... Read more....»
758 PINE RUN DRIVE UNIT 758
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,184 SqFt · $211/SqFt
Days on Market: 428
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....»
111 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,316 SqFt · $186/SqFt
Days on Market: 1
Cumulative Days on Market: 163
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Hidden away in Osprey is the private oasis of Pine Run. You could not find a more natural setting and fantastic location, convenient to Sarasota, Venice and Gulf beaches. This immaculate, ground floor condo is being sold furnished so settling in will be easy. The updated kitchen with stainless appliances is large enough to incorporate dine-in eating, and a laundry closet with full size washer and dryer. A generously proportioned living/dining area leads to the private covered lanai with garden view. The master bedroom has a private en-suite bath and walk-in closet. Other outdoor spaces include a paved courtyard just ... Read more....»
244 WOODLAND DRIVE UNIT 244
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $170/SqFt
Days on Market: 2
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....»
238 WOODLAND DRIVE UNIT 238
OSPREY FL 34229
Residential / Condominium
1 Bed · 1 Bath · 1 Half Bath · 865 SqFt · $220/SqFt
Days on Market: 4
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....»
310 PINE RUN DRIVE
OSPREY FL 34229
Residential / Condominium
1 Bed · 1 Bath · 886 SqFt · $200/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
SELLER OFFERING 1 YEAR HOME WARRANTY! Seller did $20,000 of upgrades. Welcome to 310 Pine Run Dr a charming and thoughtfully designed 1-bedroom, 1-bath condominium with an additional open loft space, nestled in the serene, amenity-rich Pine Run community. This unit blends comfort and functionality with a bright, open layout, perfect for seasonal or year-round living. Have peace of mind with 2022 KITCHEN APPLIANCES, ROOF REPLACED IN 2021, BATHROOM REMODELED IN 2023. Additional conveniences include a COVERED CARPORT and an outdoor storage closet for your gear or beach accessories. Located on over 20 acres of mature Florida landscaping, Pine Run ... Read more....»
137 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $132/SqFt
Days on Market: 100
Cumulative Days on Market: 231
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.