Osprey Classified Ad Listings

25025 Spartina Dr. BOOKED JAN 10-MAY 10, 2026. Spacious 3-Bed Oasis with 3 Baths and Elegant Furnishings. Infused with coastal charm and modern elegance, this stunning 3-bedroom, 3-bathroom home with a Den at 25025 Spartina Drive, Venice, FL, offers an exquisite living experience. Spanning 2,252 square feet, this beautifully furnished sanctuary welcomes you with a seamless blend of comfort and ...

1144 Pine St. 2 Bedroom/1 Bath home located on a lake, available as an Annual Rental available for immediate occupancy. Spacious lot, relaxed setting conveniently located on a road with easy access to shopping, recreation, and Englewood beaches. This is a perfect home for an outdoor or boating enthusiast--with plenty of room for a large boat, trailers, etc. This property has covered parking wit...

1401 S McCall Rd Unit 301A. -SEASONAL RENTAL - AVAILABLE FOR THE 2027 RENTAL SEASON~OWNER WILL CONSIDER OFF SEASON RENTAL AT $2,500 EACH MONTH HOA REQUIRES 1 MONTH MINIMUM Located in the gated community of Lemon Bay Breeze Condominiums, this beautifully maintained 2-bedroom, 2-bath, 3rd-floor condo (with elevator access) is the perfect seasonal retreat. Split floor plan for privacy. Screened la...

1484 OVERBROOK ROAD. Single Family Home for sale in Englewood, FL for $395,000 with 3 bedrooms and 2 full baths. This 1,490 square foot home was built in 1977 on a lot size of 0.29.. Welcome to your new family home or excellent rental investment opportunity conveniently located in the heart of Englewood, FL. Come experience the charm of Mediterranean-inspired living, where privacy, comfort, and...

8270 SAINT KITTS CIRCLE. Single Family Home for sale in Englewood, FL for $309,597 with 3 bedrooms and 2 full baths. This 1,635 square foot home was built in 2027 on a lot size of 0.17.. Under Construction. Island Lakes at Coco Bay is a master-planned community of new homes that seamlessly blends coastal living with modern comfort, now selling in Englewood, FL. This new single-story home is ded...

638 S Owl Dr. Short term ONLY BACK ON THE MARKET Short term home on the water on BIRD KEY. This comfortable and cozy 4-bedroom, 3-bathroom pool home is situated directly on a canal with no bridges to the bay, able to accommodate a 26' boat. The open floor plan is flooded with natural light and features a living room that opens directly onto a huge covered lanai. Your lanai offers comfortable se...

4735 WHITE TAIL LANE. Single Family Home for sale in Sarasota, FL for $795,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,106 square foot home was built in 1991 on a lot size of 0.31.. Welcome to Deer Creek, one of Palmer Ranch s most desirable gated communities, where lush landscaping, beautiful lakes, mature trees, and peaceful preserves create an exceptional setting. Striking curb...

12320 Wellen Golf St Unit 204. Amazing views from this beautiful Condo in Wellen Park Golf and Country Club! 2 bedroom 2 full bath unit has a private balcony overlooking the 10th fairway of the golf course! Watch the sunset every night from the privacy of your top floor screened in balcony! Home features tons of natural light, ceramic tile floors, open floorpan with kitchen, dining and living r...

510 Golf Links Ln. LOCATION, LOCATION, LOCATION!! STUNNING LIGHT AND BRIGHT single family home in the very sought after Country Club Shores community of Longboat Key is available for your winter rental. This home has all the bells and whistles and the location can't be beat. Walking in the front door your met with an expansive living room/kitchen/dining room/wine room combination with fabulous ...

3806 Gulf Of Mexico Dr Unit C305. Steps from the Sand - Luxury Beach Condo with Pool Access! Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living- including a washer and dryer for sandy swimsuits! Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your ca...

1742 8th St. Very well maintained and upgraded duplex unit located in the heart of Sarasota. This unit feature an open floor plan, stainless steel appliances, granite countertop. Only 1/2 block distance to Gillispie Park with a 10 acres park, tennis/pickle ball courts and many restaurants and shops. Located in downtown of Sarasota and few blocks from the Marina Jack and short driving distance t...

4270 Castlebridge Ln Unit 1714B1. AVAILABLE JAN 10 - APRIL 10 2027 and OFF-SEASON: Bright and sunny ground floor condo at Pinestone, two bedrooms, two baths, glassed and screened with pool view, plank flooring for carefree living, stainless steel appliances, breakfast bar, open dining area, flat screen TVs, internet access, one covered parking space. Pinestone is an amenity-rich complex with hu...

33 S Palm Ave Unit 804. MOVE IN and Experience DOWNTOWN SARASOTA living in this luxury FURNISHED residence at The DeMarcay on South Palm Avenue. Location is premium. AVAILABLE as of OCTOBER 15th for a 2027 SEASONAL Reservation, OFF SEASON OR ANNUAL LEASE - 3 Month Minimum. Thoughtfully designed interior features with upscale decor, an electric fireplace and remote operated window treatments. Th...

17770 Boracay Ct Unit 201. GOLF CART INCLUDED with this Luxurious and beautifully furnished 3-bedroom, 2-bath coach home with 2 car garage, available for seasonal rental in the exclusive gated Wellen Park Golf and Country Club. This elegant residence features an open-concept living area with designer touches and a spacious screened lanai overlooking the 6th hole of the championship golf course....

4227 Placid Dr. Step into serenity at this meticulously kept 3-bedroom, 2-bath home in the sought-after Treetops at North 40-where peaceful pond views, mature trees, and quiet streets create a true Florida retreat. Inside, you'll find an open, sun-filled layout with vaulted ceilings and neutral tile flooring that flows effortlessly through the main living areas. The kitchen offers timeless char...

1255 E Peppertree Dr Apt 305. His property is a 30 night minimum. 1255 - 305 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay. Open kitchen floor plan. Dual sink vanity in Master bathroom. Living room has a sleeper sofa available. Condo is located on third floor. Equipped with Xfinity cable service and free Wi-Fi. Assigned covered parking located in parking garage. ...

5301 Mahogany Run Ave Unit 1023. Welcome to Tranquil Waters! This breathtaking second-floor 2-bedroom, 2-bathroom lakefront condo is located in the highly established Heritage Oaks Golf and Country Club. Nuzzled in nature, this tropical lakefront condo is the perfect location for you and your family to make memories that will last a lifetime! Heritage Oaks Golf and Country Club have resort-styl...

1420 Lakefront Dr Unit 4204. The Row Waterside in Lakewood Ranch is a rental community located in Sarasota County. These spacious studio, one, two and three bedroom apartments and two and three bedroom townhouses, are full of the modern conveniences and amenities that you would want in your rental. Every unit in this community offers beautifully done finishes with open concept layouts, contempo...

This Preforeclosure is located in Sarasota, FL 34243 3 Bed 2 Bath This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank.

This Preforeclosure is located in Sarasota, FL 34235 3 Bed 2.5 Bath This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank.