Osprey Vacation Homes for Sale

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5100 JESSIE HARBOR DRIVE Unit#504, OSPREY, Florida 34229

Condominium For Sale

$50k reduction and Opportunity knocks and seller's want it sold. Cheapest waterfront condo on Blackburn point.
$529,000
3Bedroom(s)
2Bathroom(s)
2,304Sqft
PREFERRED SHORE

2068 PREYMORE STREET, OSPREY, Florida 34229

Single Family Residence For Sale

Your opportunity awaits to live in this beautiful 3-bedroom, 2 bath home situated on a quiet street with no HOA fees and no flood zone! Lovely landscaping and great curb appeal. This home lives larger than the square footage would indicate offering a large great room, ample dining room and spacious primary suite.
$449,900
3Bedroom(s)
2Bathroom(s)
2,213Sqft
COLDWELL BANKER SARASOTA CENT.

329 BAY VISTA AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

One or more photo(s) has been virtually staged. Welcome to your own slice of paradise in the charming community of Osprey, Florida. This delightful two-bedroom, two-bathroom house offers a perfect blend of comfort, style, and convenience.
$429,900
2Bedroom(s)
2Bathroom(s)
1,784Sqft
HORIZON REALTY INTERNATIONAL

281 HIDDEN BAY DRIVE Unit#101, OSPREY, Florida 34229

Condominium For Sale

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.
$429,000
2Bedroom(s)
2Bathroom(s)
1,718Sqft
NEX-GEN FLORIDA REALTY, INC.

7204 JESSIE HARBOR DRIVE Unit#7204, OSPREY, Florida 34229

Condominium For Sale

**BEAUTIFULLY UPDATED CONDO, WEST OF TRAIL! BRING YOUR BOAT & KAYAK** Featuring 2 Beds and 2 Full Baths, this FULLY RENOVATED, 2ND FLOOR unit features an Impressive Kitchen with quartz counters, stainless steel appliances, new solid wood cabinets while the Spacious Owner’s Suite boasts custom built-in cabinets/closets and an equally Elegant Bath.
$427,500
2Bedroom(s)
2Bathroom(s)
1,410Sqft
GENEROUS PROPERTY

4239 EXPEDITION WAY, OSPREY, Florida 34229

Condominium For Sale

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.
$425,000
2Bedroom(s)
2Bathroom(s)
2,034Sqft
RE/MAX ALLIANCE GROUP

108 PARK DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome to your dream home! This oversized pool home is perfectly situated just minutes from the intercoastal, offering quick and easy access to launch your boat or jet ski. With four bedrooms, three bathrooms, and an abundance of space, this property is a rare find. The first floor boasts durable terrazzo flooring throughout, with even more Terrazzos hidden beneath the tiled areas.
$420,000
4Bedroom(s)
3Bathroom(s)
4,089Sqft
COLDWELL BANKER REALTY

116 NAVIGATION CIRCLE Unit#106, OSPREY, Florida 34229

Townhouse For Sale

Bay Street Village is a luxurious gated community comprising over 200 condo units spread across 33 architecturally stunning apartment buildings with tile roofs and paver driveways. Nestled near the Spanish Pointe Marina, this maintenance-free oasis features exquisite landscaping, four lakes, charming fountains, a resort-style heated pool, cozy cabanas, and a modern fitness center.
$408,000
3Bedroom(s)
2Bathroom(s)
1,511Sqft
ROBERT SLACK LLC

294 HIDDEN BAY DRIVE Unit#103, OSPREY, Florida 34229

Condominium For Sale

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.
$399,900
2Bedroom(s)
2Bathroom(s)
1,683Sqft
PREMIER SOTHEBYS INTL REALTY

89 NAVIGATION CIRCLE, OSPREY, Florida 34229

Condominium For Sale

One or more photo(s) has been virtually staged. Welcome home to this beautiful first floor, 2-bedroom, 2-bathroom condo, located in the gated community of Bay Street Village! With over 1,400 square feet of living space, an additional den, a separate laundry room, and a one-car garage, space will never be an issue.
$399,500
2Bedroom(s)
2Bathroom(s)
1,816Sqft
RYNTAL

1827 HIGHLAND ROAD, OSPREY, Florida 34229

Townhouse For Sale

This adorable quintessential Florida 2 bedroom, 2 bathroom end unit townhome feels incredibly private, peaceful and modern with its open floor plan.
$399,000
2Bedroom(s)
2Bathroom(s)
1,926Sqft
PREFERRED SHORE LLC

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
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