Osprey FL Homes & Real Estate

Included below are homes for sale and real estate in Osprey, FL.

If you would like more information on any of these Osprey real estate listings, just click on a property to access the full details. From there, you can request more information or schedule a tour. And we'd be happy to provide you with disclosures, past sales history, dates and prices of properties which have recently sold nearby, and more, so just let us know how we can help!

And, for your convenience, feel free to register for a free account to receive email alerts whenever new Osprey listings come on the market that match your specific criteria.

Search Osprey Homes For Sale May 29, 2023
106
Listed
78
Avg. DOM
$416.65
Avg. $ / Sq.Ft.
$842,500
Med. List Price
106 Properties
Page 1 of 6
$635,000
Neighborhood: Heron Bay Club Sec I
2
Beds
2
Baths
1,574
Sq.Ft.
1981
Year Built
4
Days on Site
N6127071
MLS
Secluded waterfront community on Little Sarasota Bay with access to the IntraCoastal Waterway and the Gulf of Mexico, Heron Bay Club, has boat slips available!!! This community on the Bay offers...
$2,199,000
Neighborhood: Oaks
4
Beds
4
Baths
4,001
Sq.Ft.
1983
Year Built
6
Days on Site
A4561774
MLS
FORMER PERSONAL HOME OF AND DESIGNED BY FAMED ARCITECT BO MACEWEN WITH 2 BUILDABLE LOTS.
Get ahead of the probable price change coming and schedule your showing today...
Nestled among oaks...
$375,000
Neighborhood: Bay Street Village
2
Beds
2
Baths
1,244
Sq.Ft.
2016
Year Built
7
Days on Site
A4571146
MLS
Welcome to life in paradise! This gorgeous 2 Bedroom 2 Bath "Heron" floor plan condo was built in 2017 and will make the ideal seasonal or permanent home or investment. You enter on the first floor...
$1,700,000
Neighborhood: Oaks 2 Ph 2
3
Beds
3
Baths
3,095
Sq.Ft.
1990
Year Built
8
Days on Site
A4571117
MLS
With just under 3,100 square feet of living area, this 3 bedroom, 3 bath home in The Oaks Clubside offers all you need to live, work and play in South Sarasota. A large, pavered circular drive leads...
Pending
51 Mac Ewen Dr #17 Osprey,  FL 34229
$200,000
Neighborhood: Windsor Lodge At The Oaks
1
Beds
1
Baths
595
Sq.Ft.
1990
Year Built
8
Days on Site
A4570656
MLS
RARELY AVAILABLE. Now offered at the WINDSOR LODGE, located within THE OAKS CLUB a second-floor, maintenance-free lakeside efficiency condominium overlooking the pool. Enjoy the benefits and...
$570,000
Neighborhood: Rivendell
2
Beds
2
Baths
1,695
Sq.Ft.
2001
Year Built
8
Days on Site
A4571381
MLS
Considering a move to Florida's gulf coast? This home is ideally situated less than 5 miles from Casey Key, and just a short drive from the bustling life of Sarasota. The 2 bedroom, 2 bathroom home...
$1,900,000
Neighborhood: Oaks
4
Beds
3F21/2
Baths
4,020
Sq.Ft.
1989
Year Built
11
Days on Site
A4570326
MLS
**ELEGANT, TRADITIONAL, CUSTOM-BUILT ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay Waters is sure to impress, boasting MANY UPDATES and Remarkable Architectural Detail...
$820,000
Neighborhood: Bishops Court At Oaks Preserve
3
Beds
2
Baths
2,192
Sq.Ft.
2001
Year Built
12
Days on Site
A4569924
MLS
Welcome to "BISHOPS COURT" at The Oaks Preserve a MAINTENANCE-FREE gated neighborhood where the streets are lined with canopy trees, rich lush fauna is all abound and wonderful memories begin! This...
$349,000
Neighborhood: Arbors
3
Beds
2
Baths
1,664
Sq.Ft.
2016
Year Built
14
Days on Site
A4570668
MLS
Almost new, beautiful, and spacious lay-out and a location that can't be beat! Welcome into the foyer of the home and hang your winter coat in the coat closet, where it can stay until you go back for...
$474,900
Neighborhood: Bay Street Village
3
Beds
2F11/2
Baths
1,581
Sq.Ft.
2017
Year Built
18
Days on Site
A4570428
MLS
Fabulous two story townhome in sought after Bay Street Village. This townhome has tons of upgrades with granite counter tops, wood laminate flooring, plantation shutters and upgraded fixtures to...
Pending
280 Hidden Bay Dr #502 Osprey,  FL 34229
$1,035,000
Neighborhood: Edgewater/Hidden Bay Ph 3
3
Beds
2
Baths
1,937
Sq.Ft.
2023
Year Built
18
Days on Site
A4570429
MLS
One or more photo(s) has been virtually staged. Under Construction. Penthouse-level unit with unparalleled panoramic water views of Sarasota Bay and the Gulf of Mexico. A condominium with a view like...
Pending
1402 Landview Ln Osprey,  FL 34229
$620,000
Neighborhood: Southbay Yacht & Racquet Club
3
Beds
3
Baths
2,478
Sq.Ft.
1987
Year Built
18
Days on Site
U8200552
MLS
For MLS purpose
$689,000
Neighborhood: Cordes Cove
3
Beds
2F11/2
Baths
1,975
Sq.Ft.
2023
Year Built
19
Days on Site
A4570263
MLS
Welcome to your dream home just 10 minutes away from the beautiful Siesta Key Island! This stunning new construction residence is a rare find in Osprey that boasts 1,975 square feet of open living...
$180,000
Neighborhood: Arbors
2
Beds
2
Baths
959
Sq.Ft.
1978
Year Built
19
Days on Site
N6126793
MLS
Welcome to the highly sought-after Arbors Mobile Home Park in Osprey, where location truly matters! This meticulously maintained mobile home offers a perfect blend of comfort and convenience. With 2...
$749,900
Neighborhood: Rivendell
3
Beds
2
Baths
2,134
Sq.Ft.
2003
Year Built
19
Days on Site
A4570249
MLS
Welcome to this lovely 3 bedroom plus den, pool home located in the highly sought-after Woodlands of Rivendell. Situated on a large corner lot w/ mature landscaping, paver brick driveway and 3 car...
$1,795,000
Neighborhood: Oaks 2 Ph 4-C Pt 3
3
Beds
3
Baths
3,521
Sq.Ft.
1999
Year Built
19
Days on Site
A4570226
MLS
**IMPRESSIVE COUNTRY CLUB ESTATE with WATER and GOLF COURSE VIEW on an OVERSIZED CORNER LOT** Located behind the Secure Gates of The Oaks-Clubside Country Club neighborhood, this Meticulously...
$994,900
Neighborhood: Meridian At The Oaks Preserve
3
Beds
3
Baths
2,203
Sq.Ft.
2003
Year Built
20
Days on Site
A4570004
MLS
BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths and...
Pending
669 Crane Prairie WAY Osprey,  FL 34229
$867,000
Neighborhood: Willowbend Ph 2
4
Beds
3
Baths
2,323
Sq.Ft.
2003
Year Built
22
Days on Site
A4569485
MLS
The intelligent design is as striking as its beauty in this four-bedroom, three-bath residence built by Lee Wetherington Homes in the maintenance-free landscape community of Willowbend. An Ashley...
Pending
138 Willow Bend WAY Osprey,  FL 34229
$859,000
Neighborhood: Park Trace Estates
4
Beds
3
Baths
2,506
Sq.Ft.
2000
Year Built
22
Days on Site
A4569954
MLS
Cool gulf breezes, summer cocktails by the pool and stunning sunsets can all be yours in this lovely coastal designed home in Park Trace Estates in Osprey. Beautifully situated on a tree covered lot...
Pending
792 Placid Lake Dr Osprey,  FL 34229
$1,069,000
Neighborhood: Rivendell Woodlands
4
Beds
3
Baths
3,360
Sq.Ft.
2003
Year Built
24
Days on Site
A4569657
MLS
This magnificent residence in the sought-after community of Woodlands at Rivendell sits on an oversized corner lot with sunset views. It has been meticulously maintained and well cared for by its...