Osprey FL Real Estate & Homes for Sale

Homes For Sale In Osprey FL

When you're ready to settle down and take it easy, take a good look at Happy Haven, an age-restricted (55+), professionally managed, manufactured home community. Right now, qualifying applicants could own a 2017 model year, 800 sq. ft. 3 bed/2....

Osprey Homes |

MLS #11162680

$54,000 | Active Home listing
3 Beds | 2 Baths | 0 Sqft | 0 Acres Lot

124 Happy Haven Drive, Osprey, FL 34229

Osprey Homes |

MLS #11207261

$45,000 | Active Home listing
2 Beds | 2 Baths | 0 Sqft | 0 Acres Lot

124 Happy Haven Drive, Osprey, FL 34229

Make your new home in Happy Haven, a well-maintained, professionally managed manufactured home community! Own a 1970, 2bed/2bath, 1200 sqft. home in a great neighborhood. This one won't be on the market for long! Take advantage of this offer now....

Osprey Homes |

MLS #11264004

$53,000 | Active Home listing
2 Beds | 2 Baths | 0 Sqft | 0 Acres Lot

124 Happy Haven Drive, Osprey, FL 34229

This charming Florida condo is perfect for anyone seeking a full-time residence or a seasonal getaway. Without the hassle of climbing any stairs, this condo is conveniently situated on the first floor and it boasts easy access to the resort-style....

OSPREY Homes |

MLS #N6132806

$449,900 | Active Home listing
2 Beds | 2 Baths | 1,574 Sqft | 30 Acres Lot

123 REVOLUTION WAY, OSPREY, FL 34229 Sarasota County

Situated at the end of a cul-de-sac behind the gates of The Oaks, this 4 bedroom home w/1 bedroom guest house has 2 offices, four full and two half baths, exudes warmth and charm. Beautifully set on a 26,000 ft2 verdant lot, the rich vegetation....

OSPREY Homes |

MLS #A4609703

$3,100,000 | Active Home listing
5 Beds | 6 Baths | 4,937 Sqft | 1 Acres Lot

388 BUNKER HILL, OSPREY, FL 34229 Sarasota County

Welcome to your private oasis in the prestigious Woodlands at Rivendell Community, where luxury meets tranquility. This exquisite, custom-built home is perfectly nestled among canopied streets, serene lakes, and picturesque walking trails,....

OSPREY Homes |

MLS #A4609741

$799,900 | Active Home listing
3 Beds | 3 Baths | 2,388 Sqft | 0 Acres Lot

668 CLEAR CREEK DRIVE, OSPREY, FL 34229 Sarasota County

Welcome to 319 Patterson Avenue, located in the charming village of Osprey. This two-bedroom, one-bath block home is situated on a quiet road and nestled in a lush, professionally landscaped garden. This peaceful house has all you need: a great....

OSPREY Homes |

MLS #A4609331

$319,900 | Active Home listing
2 Beds | 1 Baths | 987 Sqft | 0 Acres Lot

319 PATTERSON AVENUE, OSPREY, FL 34229 Sarasota County

Welcome home to The Oaks Bayside!! This home offers the perfect blend of luxury and comfort. Fall in love with this stately two-story custom pool home. On entry, you are immediately greeted by soaring 24’ ceilings, floor to ceiling Palladian....

OSPREY Homes |

MLS #A4608902

$2,100,000 | Active Home listing
5 Beds | 6 Baths | 4,885 Sqft | 1 Acres Lot

97 SUGAR MILL DRIVE, OSPREY, FL 34229 Sarasota County

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.....

OSPREY Homes |

MLS #N6132519

$400,000 | Active Home listing
2 Beds | 2 Baths | 1,255 Sqft | 0 Acres Lot

7102 JESSIE HARBOR DRIVE, OSPREY, FL 34229 Sarasota County

Begin each day in awe with breathtaking panoramic water views from the kitchen, living room, and master bedroom suite of your stunning fifth-floor condo in Blackburn Harbor!

Take leisurely strolls through the lush landscaped walkways of this....

OSPREY Homes |

MLS #A4609536

$675,000 | Active Home listing
3 Beds | 2 Baths | 2,143 Sqft | 0 Acres Lot

5100 JESSIE HARBOR DRIVE, OSPREY, FL 34229 Sarasota County

*IMMACULATE, MOVE-IN READY, FURNISHED , POOL AND PALM TREES VIEW**
Welcome to life in paradise! Here's your best opportunity yet! TURN-KEY FURNISHED

OSPREY Townhome |

MLS #A4608521

$408,950 | Active Home listing
3 Beds | 2 Baths | 1,430 Sqft | 0 Acres Lot

4212 EXPEDITION WAY, OSPREY, FL 34229 Sarasota County

One or more photo(s) has been virtually staged. Welcome to the highly sought-after Bay Acres! Whether you're an investor looking for a high-earning rental property or a homebuyer looking for a recently updated home, this property has it all!....

OSPREY Homes |

MLS #A4608150

$580,000 | Active Home listing
2 Beds | 2 Baths | 2,148 Sqft | 0 Acres Lot

32 BAY AVENUE, OSPREY, FL 34229 Sarasota County

Discover the epitome of Florida living in this beautiful home nestled in the heart of South Creek in Nokomis, a wonderful community. With an impressive 2,837 square feet of well-designed living space, this property features three spacious....

OSPREY Homes |

MLS #A4607404

$895,000 | Active Home listing
3 Beds | 2 Baths | 2,837 Sqft | 0 Acres Lot

1768 S CREEK LANE, OSPREY, FL 34229 Sarasota County

Discover an exclusive enclave of 2-bedroom, 2 full bath villas, with no age or pet restrictions, nestled within the picturesque Sorrento Shores community. With 28 units in total, residents enjoy access to the community dock with 6 Boat Slips and....

OSPREY Homes |

MLS #A4605847

$585,000 | Active Home listing
2 Beds | 2 Baths | 1,411 Sqft | 0 Acres Lot

117 VILLA DRIVE, OSPREY, FL 34229 Sarasota County

Welcome to Hidden Bay. This stunning 3bd/ 3br corner unit condo offers unimpeded views of Casey Key and Little Sarasota Bay from many rooms. The large foyer welcomes guests into the home and boasts a completely remodeled 5th floor unit featuring....

OSPREY Homes |

MLS #A4606868

$975,000 | Active Home listing
3 Beds | 3 Baths | 2,100 Sqft | 0 Acres Lot

236 HIDDEN BAY DRIVE, OSPREY, FL 34229 Sarasota County

One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan in the building. Located on the water's edge of Little Sarasota Bay in Osprey,....

OSPREY Homes |

MLS #A4606472

$740,250 | Active Home listing
3 Beds | 2 Baths | 1,937 Sqft | 0 Acres Lot

280 HIDDEN BAY DRIVE, OSPREY, FL 34229 Sarasota County

OSPREY Homes |

MLS #A4606470

$782,250 | Active Home listing
3 Beds | 3 Baths | 2,166 Sqft | 0 Acres Lot

280 HIDDEN BAY DRIVE, OSPREY, FL 34229 Sarasota County

OSPREY Homes |

MLS #A4606463

$792,750 | Active Home listing
3 Beds | 2 Baths | 1,937 Sqft | 0 Acres Lot

280 HIDDEN BAY DRIVE, OSPREY, FL 34229 Sarasota County

TURNKEY FURNISHED. Welcome to Pine Run, where you'll find the perfect combination of natural beauty and modern living. This two-bedroom, two-bath condo is nestled within the serene 20+ acres of lush native Florida landscape. As you step inside,....

OSPREY Homes |

MLS #A4605652

$275,000 | Active Home listing
2 Beds | 2 Baths | 1,325 Sqft | 0 Acres Lot

110 WOODLAND PLACE, OSPREY, FL 34229 Sarasota County

One or more photo(s) has been virtually staged. This 2 bedroom, 2.5 bath townhouse offers an incredible opportunity to live a carefree lifestyle and become a member of Sarasota’s premier golf and country club. Nestled in a small enclave of 12....

OSPREY Homes |

MLS #A4604767

$720,000 | Active Home listing
2 Beds | 3 Baths | 1,890 Sqft | 0 Acres Lot

57 BISHOPSCOURT ROAD, OSPREY, FL 34229 Sarasota County

Welcome to your dream home nestled in the serene community of Bay Oaks in Osprey, Florida. This charming residence offers the perfect blend of comfort and convenience. As you approach the cul-de-sac street, you'll be greeted by the inviting curb....

OSPREY Homes |

MLS #A4605531

$600,000 | Active Home listing
3 Beds | 2 Baths | 1,977 Sqft | 0 Acres Lot

515 OAK BAY DRIVE, OSPREY, FL 34229 Sarasota County

NATURE LOVERS, welcome to the enchanting world of Pine Run! Designed to be part of the natural environment, these West of Trail condos are nestled among the lush foliage, towering trees, and Florida wildlife. Offering a peaceful and serene....

OSPREY Homes |

MLS #A4606661

$292,000 | Active Home listing
2 Beds | 2 Baths | 1,223 Sqft | 0 Acres Lot

109 WOODLAND PLACE, OSPREY, FL 34229 Sarasota County

Rarely available 1 bedroom with loft nestled in the heart of Pine Run! This unique end unit floor plan features no neighbors above or below and no shared walls for optimal privacy. The moment you step in to this warm and charming condominium home,....

OSPREY Homes |

MLS #A4605421

$209,900 | Active Home listing
1 Beds | 1 Baths | 736 Sqft | 0 Acres Lot

767 PINE RUN DRIVE, OSPREY, FL 34229 Sarasota County

Priced below bank appraisal of $1,000,000!
Located in the premier neighborhood of Southbay Yacht and Racquet, this home has been thoughtfully updated leaving you with minimal maintenance so you can truly enjoy all that fun there is to have with....

OSPREY Homes |

MLS #A4605059

$945,000 | Active Home listing
3 Beds | 2 Baths | 2,015 Sqft | 0 Acres Lot

1251 WINDWARD DRIVE, OSPREY, FL 34229 Sarasota County

DROP ANCHOR and stay forever in this 3 bedroom, 3.5 bath, intracoastal waterway home tucked away just enough to feel like you have your very own private oasis. You have deeded boat access with your own assigned boat slip where you may catch....

OSPREY Homes |

MLS #T3505796

$3,375,000 | Active Home listing
3 Beds | 4 Baths | 2,473 Sqft | 0 Acres Lot

140 N CASEY KEY ROAD, OSPREY, FL 34229 Sarasota County

Take a look at this gorgeous island style home West of the Trail in Osprey! This 2 bedroom, 2 bathroom home features a two car garage, a third of an acre corner lot, and is perfect for water sport enthusiasts with a deeded easement for....

OSPREY Homes |

MLS #A4605082

$460,000 | Active Home listing
2 Beds | 2 Baths | 1,304 Sqft | 0 Acres Lot

308 KENSEY LANE, OSPREY, FL 34229 Sarasota County

This 4 bedroom, 4.5 bath home in The Oaks Bayside has been continuously updated and redecorated over the past several years, making it a pristine, elegant showcase. This is the perfect home for the refined country club lifestyle you seek to live.....

OSPREY Homes |

MLS #A4603094

$1,995,000 | Active Home listing
4 Beds | 5 Baths | 3,912 Sqft | 0 Acres Lot

165 SUGAR MILL DRIVE, OSPREY, FL 34229 Sarasota County

**EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED Residence features a MAIN HOUSE with 3Beds/4.5Baths plus GUEST HOUSE (1Bed/1Bath, Kitchen/Laundry, Living area) and is situated on an Oversized, Private and....

OSPREY Homes |

MLS #A4600730

$3,995,000 | Active Home listing
4 Beds | 6 Baths | 5,453 Sqft | 1 Acres Lot

601 FERNWALK LANE, OSPREY, FL 34229 Sarasota County

MAGNIFICENT UPDATED ESTATE! Located in the highly sought after Oaks Country Club! As you enter the Double Doors you will be Amazed at this Master-Piece that words alone can not describe This 5-Bedroom 6.5 Bath with 6-car Garage residence. Also....

OSPREY Homes |

MLS #A4603537

$3,490,000 | Active Home listing
5 Beds | 7 Baths | 6,863 Sqft | 0 Acres Lot

497 WEBBS COVE, OSPREY, FL 34229 Sarasota County

This third-floor Hidden Bay home starts with stunning world-class views of the pool, lagoon, and swaying palm trees. Hidden Bay is a gated community and a hidden gem located just south of Sarasota on Sarasota Bay. The pool and pickleball courts....

OSPREY Homes |

MLS #A4603733

$549,000 | Active Home listing
3 Beds | 2 Baths | 1,515 Sqft | 2 Acres Lot

223 HIDDEN BAY DRIVE, OSPREY, FL 34229 Sarasota County

**BEAUTIFULLY UPDATED ESTATE with WATER VIEW and STUNNING ARCHITECTURAL DETAILS** is located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Enjoy the Private and Tranquil, Lake-front setting of this Meticulously....

FL LakeFront House |

MLS #A4601618

$1,689,900 | Active Home listing
3 Beds | 5 Baths | 3,905 Sqft | 0 Acres Lot

325 OSPREY POINT DRIVE, OSPREY, FL 34229 Sarasota County

YOU WILL BE CHARMED by this Story-Book Residence in Highly Desired Rivendell!.....Bright Spacious Floorplan with Idyllic Private & Serene Courtyard Garden-Perfect for Morning Coffees and Dining Al Fresco--Indoor/Outdoor Living at it's Most....

OSPREY Homes |

MLS #A4603307

$550,000 | Active Home listing
2 Beds | 2 Baths | 1,680 Sqft | 0 Acres Lot

555 MEADOW SWEET CIRCLE, OSPREY, FL 34229 Sarasota County

$21K PRICE REDUCTION!! Here's your best opportunity yet! TURN-KEY FURNISHED

OSPREY Homes |

MLS #A4602930

$409,000 | Active Home listing
3 Beds | 2 Baths | 1,528 Sqft | 31 Acres Lot

4236 EXPEDITION WAY, OSPREY, FL 34229 Sarasota County

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF FROM THE LOWEST PRICED CONDO WITH A WATER VIEW IN THE MERIDIAN. Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3....

OSPREY Homes |

MLS #A4601891

$785,000 | Active Home listing
3 Beds | 3 Baths | 2,203 Sqft | 0 Acres Lot

409 N POINT ROAD, OSPREY, FL 34229 Sarasota County

Welcome to 1219 Chalet Ct, located within the Willow Bend community in Osprey, FL. This Willow model Lee Wetherington custom-built home is a testament to luxury and comfort, offering 3 bedrooms, 2 bathrooms, a den, and 2,165 square feet of....

Florida Cabins |

MLS #N6131596

$625,000 | Active Home listing
3 Beds | 2 Baths | 2,165 Sqft | 0 Acres Lot

1219 CHALET COURT, OSPREY, FL 34229 Sarasota County

Lee Wetherington-built home in Osprey’s prestigious Willowbend community brings Florida’s natural beauty indoors to a casually elegant, sought-after Willow floor plan. Poised on a corner lot with oversized 32-by-21-foot three-car garage, updated....

OSPREY Homes |

MLS #A4602443

$599,000 | Active Home listing
3 Beds | 2 Baths | 2,165 Sqft | 0 Acres Lot

511 LATITUDE LANE, OSPREY, FL 34229 Sarasota County

Welcome to the Bay Oaks Estates community! This 3-bedroom, 2-bathroom plus Den home boasts a range of desirable features that make it a great living space. The split floorplan provides a functional layout with a formal living and dining area, a....

OSPREY Homes |

MLS #A4599768

$675,000 | Active Home listing
3 Beds | 2 Baths | 2,312 Sqft | 0 Acres Lot

603 OAK BAY DRIVE, OSPREY, FL 34229 Sarasota County

The Cottages of Rivendell are always sought-after. With only 84 homes, surrounded by lush landscaping and tree-lined streets, this charming neighborhood is centrally located to all of the best amenities Sarasota and Venice have to offer. 2....

OSPREY Homes |

MLS #A4600898

$525,000 | Active Home listing
2 Beds | 2 Baths | 1,604 Sqft | 0 Acres Lot

508 MEADOW SWEET CIRCLE, OSPREY, FL 34229 Sarasota County

4th floor residence offers an uncommon feature, water views of THREE waterways, North Creek, the Intracoastal and the Gulf! And, unlike some units at this level, you won’t have to play peek-a-boo to take in the spectacular views of water,....

OSPREY Homes |

MLS #A4600762

$1,150,000 | Active Home listing
4 Beds | 3 Baths | 2,778 Sqft | 0 Acres Lot

385 N POINT ROAD, OSPREY, FL 34229 Sarasota County

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