Osprey Vacation Homes for Sale

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206 PATTERSON AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

Under Construction. Under Construction. New Construction and is scheduled to be done Mid to late Summer.
$389,000
2Bedroom(s)
2Bathroom(s)
1,535Sqft
EXIT GULF COAST REALTY

202 PATTERSON AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

Under Construction. New Construction. Construction started and expected to be completed in mid to late Summer.
$389,000
3Bedroom(s)
2Bathroom(s)
1,535Sqft
EXIT GULF COAST REALTY

214 PATTERSON AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome to your dream home in the enchanting village of Osprey! This inviting 3-bedroom, 2-bathroom block home is nestled on a tranquil street, surrounded by lush landscaped gardens. Designed with comfort and functionality in mind, the open-plan living and dining area provides an ideal space for gatherings, with a clear view into the fully remodeled kitchen.
$379,000
3Bedroom(s)
2Bathroom(s)
1,381Sqft
RE/MAX ALLIANCE GROUP

7102 JESSIE HARBOR DRIVE Unit#7102, OSPREY, Florida 34229

Condominium For Sale

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.
$375,000
2Bedroom(s)
2Bathroom(s)
1,410Sqft
RE/MAX PALM REALTY

4268 EXPEDITION WAY Unit#104, OSPREY, Florida 34229

Condominium For Sale

Welcome to your own piece of paradise at Bay Street Village! This stunning condo, built in 2017, is the epitome of Florida living and an ideal seasonal retreat, permanent residence, or savvy investment. Indulge in the luxury of being just minutes away from the pristine shores of Nokomis Beach/Casey Key Beach or a short 15-minute drive to the renowned Siesta Key Beach.
$350,000
2Bedroom(s)
2Bathroom(s)
1,219Sqft
MAVREALTY

38 OLD VENICE ROAD, OSPREY, Florida 34229

Single Family Residence For Sale

A rare find with nearly 1 acre in desirable Osprey, this property is brimming with potential. Whether you decide to tear down and build from scratch or take on a fixer upper project, this can be your own personal oasis offering unique benefits. Imagine the endless possibilities - create a tropical haven with a pool, patio, gardens, or even a workshop.
$329,000
2Bedroom(s)
1Bathroom(s)
1,435Sqft
FINE PROPERTIES

201 WOODLAND DRIVE Unit#201, OSPREY, Florida 34229

Condominium For Sale

Rarely available 1st floor end unit!
$299,900
2Bedroom(s)
2Bathroom(s)
1,474Sqft
PREFERRED PROPERTIES OF VENICE INC

207 WOODLAND DRIVE Unit#207, OSPREY, Florida 34229

Condominium For Sale

Seller to pay monthly HOA fee until December 31, 2024 with a closed transaction sale. Offered Turnkey furnished and equipped with everything you need to move right in. This includes a kayak, beach chairs, coolers and two bicycles. This tastefully decorated 2nd floor unit with 9-ft high ceilings has been updated throughout and also re-plumbed.
$299,900
2Bedroom(s)
2Bathroom(s)
1,483Sqft
PREMIER SOTHEBYS INTL REALTY

225 WOODLAND DRIVE, OSPREY, Florida 34229

Condominium For Sale

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.
$299,000
2Bedroom(s)
2Bathroom(s)
1,474Sqft
COMPASS FLORIDA LLC

232 WOODLAND DRIVE, OSPREY, Florida 34229

Condominium For Sale

Incredible opportunity for this two-bedroom, two-bath condominium in the popular Pine Run community in Osprey.
$287,000
2Bedroom(s)
2Bathroom(s)
1,483Sqft
PREMIER SOTHEBYS INTL REALTY

758 PINE RUN DRIVE Unit#758, OSPREY, Florida 34229

Condominium For Sale

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.
$267,800
2Bedroom(s)
2Bathroom(s)
1,184Sqft
REALNET FLORIDA REAL ESTATE

109 WOODLAND PLACE, OSPREY, Florida 34229

Condominium For Sale

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.
$249,900
2Bedroom(s)
2Bathroom(s)
1,387Sqft
KELLER WILLIAMS ON THE WATER S
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