4284 EXPEDITION WAY
OSPREY FL 34229
Residential / Townhouse
3 Bed · 2 Bath · 1,430 SqFt · $315/SqFt
Days on Market: 43
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2017
Garage: Yes 1 vehicles
Experience the ultimate in coastal living with this beautifully designed 3-bedroom, 2-bathroom second-floor townhouse located in a desirable gated community. This home features an open floor plan that seamlessly combines the living room, dining room, and kitchen, perfect for both relaxation and entertaining. Enjoy breathtaking lake views from your private balcony, offering a tranquil retreat to start or end your day. The one-car garage provides convenience, while the community's secure, gated entrance ensures peace of mind. Situated just minutes from pristine beaches and premier shopping destinations, this property is perfect for those seeking a luxurious lifestyle in a prime location. ... Read more....»
393 N POINT ROAD UNIT 302
OSPREY FL 34229
Residential / Condominium
3 Bed · 3 Bath · 2,055 SqFt · $218/SqFt
Days on Market: 101
County: Sarasota
Subdiv/Community Name: Meridian At The Oaks Preserve
Legal Subdivision Name: MERIDIAN AT THE OAKS PRESERVE
Year built: 2001
Garage: No
Enter through the secure foyer and take one of the two private elevators to the third floor where you will find this charming 3 bedroom (one is currently being used as a den/office and has the convenience of a built-in Murphy bed!), 3 bath residence. Situated at treetop level, overlooking the preserve and surrounding lush foliage, the interior is open and spacious. Carefully updated and beautifully maintained this condo offers the room for year-round Florida living, or to use as a welcoming winter retreat, with space for visiting guests as well as residents. The master bedroom has ceiling-to-floor windows, and ... Read more....»
4239 EXPEDITION WAY
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,574 SqFt · $270/SqFt
Days on Market: 61
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2016
Garage: Yes 2 vehicles
Waterfront: Yes
Welcome to Bay Street Village, a highly sought-after gated condominium community in the heart of Osprey. This rarely available FIRST FLOOR, EXTENDED 2-car garage condo offers plenty of space for vehicles and gear, making it ideal for those with an active lifestyle. The beautiful home is being sold TURNKEY-FURNISHED, so it’s ready for you to move in and start enjoying the Florida lifestyle. Situated on a premium lot, the condo is bathed in natural light and offers expansive views of the pond with a fountain. Inside, you’ll find engineered wood flooring with "Hush Step" underlayment throughout (excluding the baths and ... Read more....»
281 HIDDEN BAY DRIVE UNIT 101
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,599 SqFt · $266/SqFt
Days on Market: 124
Cumulative Days on Market: 303
County: Sarasota
Subdiv/Community Name: Lake Vista
Legal Subdivision Name: LAKE VISTA
Year built: 2000
Garage: Yes 1 vehicles
Waterfront: Yes
Welcome to this exquisite condo in the luxurious Lake Vista III community. This residence boasts two spacious bedrooms and a versatile den, ideal for a third bedroom, home office, or cozy reading nook. The screened lanai, equipped with sliding Lexan windows, provides a perfect spot to enjoy Florida’s beautiful weather year-round. The updated kitchen and dining area are both stylish and functional, featuring a built-in desk for added convenience. Nestled around the shores of Little Sarasota Bay, this gated community offers a wealth of social and recreational activities, including a community pool, heated pool, tennis and pickleball courts, a Tiki ... Read more....»
401 N POINT ROAD UNIT 301
OSPREY FL 34229
Residential / Condominium
3 Bed · 3 Bath · 2,594 SqFt · $164/SqFt
Days on Market: 288
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....»
294 HIDDEN BAY DRIVE UNIT 103
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,568 SqFt · $255/SqFt
Days on Market: 81
County: Sarasota
Subdiv/Community Name: Hidden Bay Estates
Legal Subdivision Name: HIDDEN BAY
Year built: 2001
Garage: Yes 1 vehicles
First-floor end-unit with hurricane-rated windows and lots of natural light, in the gated community of Hidden Bay that sits on the shores of Little Sarasota Bay. This unit includes a one-car garage, a screened lanai, two spacious bedrooms, two full baths, and a separate office and den. You'll find high ceilings, new luxury vinyl flooring throughout most of the unit, new air-conditioning system, a 2021 water heater, new plumbing fixtures in the bath, Corian countertops and an open-concept kitchen for entertaining. The development has a renovated clubhouse that features a full kitchen and granite top bar, a wood-paneled and fully ... Read more....»
1827 HIGHLAND ROAD
OSPREY FL 34229
Residential / Townhouse
2 Bed · 2 Bath · 1,168 SqFt · $342/SqFt
Days on Market: 14
County: Sarasota
Subdiv/Community Name: Towns-End Shores
Legal Subdivision Name: TOWNS-END SHORES
Year built: 1997
Garage: Yes 2 vehicles
This adorable quintessential Florida 2 bedroom, 2 bathroom end unit townhome feels incredibly private, peaceful and modern with its open floor plan. Super low monthly HOA dues ($133/month) with zero HOA rental restrictions makes this a perfect investment property, plus its just two blocks away from the bay water access! The adjoined common rooms (kitchen, living, dining) have high ceilings that make this home feel very spacious and there's plenty of bright light from the large, tall windows, and sliding doors that lead to the covered lanai; all overlooking the beautiful backyard pool area. This pool view with direct access ... Read more....»
294 HIDDEN BAY DRIVE UNIT 203
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,568 SqFt · $252/SqFt
Days on Market: 3
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....»
115 VILLA DRIVE UNIT 115
OSPREY FL 34229
Residential / Villa
2 Bed · 2 Bath · 1,411 SqFt · $265/SqFt
Days on Market: 51
County: Sarasota
Subdiv/Community Name: Sorrento Villas
Legal Subdivision Name: SORRENTO VILLAS 1
Year built: 1972
Garage: Yes 1 vehicles
Waterfront: Yes
Welcome to your future waterfront retreat in the heart of Osprey, where coastal living meets convenience. This beautifully appointed villa offers 1,411 square feet of thoughtfully designed living space, featuring two bedrooms and two bathrooms in a flowing, open-concept layout. The primary bedroom suite provides a peaceful sanctuary with an ensuite bathroom and generous closet space. Throughout the home, you'll discover abundant storage solutions, including a dedicated laundry closet, making organization effortless. Modern ceiling fans ensure year-round comfort while maintaining the home's energy efficiency. This villa's true allure extends beyond its walls to the spectacular outdoor amenities. As a resident, you'll enjoy ... Read more....»
116 NAVIGATION CIRCLE UNIT 106
OSPREY FL 34229
Residential / Condominium
3 Bed · 2 Bath · 1,430 SqFt · $252/SqFt
Days on Market: 102
Cumulative Days on Market: 219
County: Sarasota
Subdiv/Community Name: Bay Street Village & Towncenter Land Condo
Legal Subdivision Name: BAY STREET VILLAGE
Year built: 2016
Garage: Yes 1 vehicles
Happy Holidays!
7102 JESSIE HARBOR DRIVE UNIT 7102
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,255 SqFt · $279/SqFt
Days on Market: 21
Cumulative Days on Market: 204
County: Sarasota
Subdiv/Community Name: Heron House
Legal Subdivision Name: HERON HOUSE
Year built: 1985
Garage: Yes 1 vehicles
Waterfront: Yes
Spectacular views in all directions at highly desired Blackburn Harbor in Osprey. Tucked back and surrounded by mature and well groomed grounds you’ll park in your private under building parking space near your own large secured storage unit. Elevators take you up to Unit 71 where you’ll immediately appreciate the opportunity to utilize the covered outdoor space at the condo entrance to enjoy views to the East. Inside you’ll find a charming , tasteful and well equipped kitchen open to the living and dining area. In addition there is additional space off the kitchen that could be used for breakfast ... Read more....»
201 WOODLAND DRIVE UNIT 201
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,316 SqFt · $228/SqFt
Days on Market: 51
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!
207 WOODLAND DRIVE UNIT 207
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $226/SqFt
Days on Market: 246
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 a kayak, 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 ... Read more....»
225 WOODLAND DRIVE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,316 SqFt · $227/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
This completely updated GROUND LEVEL 2/2 condo is available in a charming West of Trail community that you’ll be glad you discovered! Distinctive architecture and 26+ lush, wooded acres has made Pine Run a haven for artists & nature lovers. The Sarasota School of Architecture design means that almost every room has an outdoor space, and 225 has 5 which provide so much light and beautiful airflow when all of the sliders are open. Outdoor spaces include: a private deck off the kitchen— ideal for sipping morning coffee or 5 o’clock spritzers; a large east-oriented lanai enclosed for flexible ... Read more....»
752 PINE RUN DRIVE
OSPREY FL 34229
Residential / Townhouse
2 Bed · 2 Bath · 1 Half Bath · 1,364 SqFt · $219/SqFt
Days on Market: 13
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN I
Year built: 1973
Garage: No
Discover the hidden gem of Pine Run community located within 1 mile of the Gulf of Mexico yet nestled inside a tropical setting with tons of privacy. This townhome is located in the rear of the community where you can appreciate the tropical views and privacy of your peaceful retreat. The view is gorgeous from most every room. A beautiful kitchen boasts custom cabinets with a sleek design and lots of storage, stainless-steel appliances and ample countertop space. The dining room is an extended area off the kitchen surrounded by sliding glass doors and floor to ceiling glass on the ... Read more....»
232 WOODLAND DRIVE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $215/SqFt
Days on Market: 87
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN III
Year built: 1980
Garage: No
Incredible opportunity for this two-bedroom, two-bath condominium in the popular Pine Run community in Osprey. This condominium has been substantially updated and lives large offering 1,325 square feet with covered carport and two outside storage units for all the extras! Foyer entry and gorgeous floors lead to the open great room and dining room with private views of the preserve beyond from your spacious balcony. The kitchen is a chef’s delight with wood cabinetry, stainless steel appliances, gorgeous tile backsplash and upgraded granite countertops to finish the look. The breakfast nook with large window is the ideal spot for a ... Read more....»
758 PINE RUN DRIVE UNIT 758
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,184 SqFt · $226/SqFt
Days on Market: 112
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....»
129 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,223 SqFt · $212/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Step into the serene lifestyle at 129 Woodland Place, a charming 2-bedroom, 2-bathroom condo in the peaceful Pine Run community of Osprey, Florida. Spanning 1,223 square feet, this home boasts an open layout with soaring ceilings that invite natural light to fill the space. The living and dining areas seamlessly extend to a screened deck, offering a serene spot to enjoy the lush surroundings.The primary bedroom on the main floor features an updated ensuite bathroom and a stackable washer and dryer for added convenience. Ascend the upgraded staircase to find a versatile loft, perfect for use as a second bedroom ... Read more....»
109 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,223 SqFt · $204/SqFt
Days on Market: 26
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Welcome to 109 Woodland Place, a serene retreat nestled within the lush, natural surroundings of the Pine Run community in Osprey, Florida. This charming 2-bedroom, 2-bathroom condominium offers 1,223 square feet of thoughtfully designed living space, seamlessly blending comfort with the beauty of its environment. As you enter, you’ll be greeted by soaring ceilings and an open floor plan that bathes the living and dining areas in abundant natural light. Expansive sliding doors lead to a fully screened-in deck, providing a tranquil space to enjoy the sights and sounds of nature. The contemporary kitchen has been updated with high-end appliances ... Read more....»
137 WOODLAND PLACE
OSPREY FL 34229
Residential / Condominium
2 Bed · 2 Bath · 1,325 SqFt · $181/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Pine Run
Legal Subdivision Name: PINE RUN II
Year built: 1979
Garage: No
Unbelievable!!! A West of Trail condo for under $250,000! 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! An end, upstairs unit, nestled among the trees and surrounded by a backdrop of nature with the ability to enjoy the outdoors on three balconies 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. This immaculate home comes complete with a carport and ... 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.
