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!

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Osprey January 27, 2023
58
Listed
65
Avg. DOM
$507.39
Avg. $ / Sq.Ft.
$949,950
Med. List Price
58 Properties
Page 1 of 3
$2,500,000
Neighborhood: Oaks
4
Beds
3F11/2
Baths
5,508
Sq.Ft.
1998
Year Built
2
Days on Site
A4558410
MLS
On the market for the first time, the sellers had this 4 bedroom (plus study), 3.5 bath house custom built by Baron as their dream home. And now, you can make this spectacular home yours! It will be...
$2,890,000
Neighborhood: Sarabay Acres
4
Beds
4
Baths
1,008
Sq.Ft.
1953
Year Built
2
Days on Site
N6124410
MLS
Immediate INCOME PRODUCING Bayfront 4-Plex Opportunity, plus so many exciting elements that are a tremendous bonus! Extremely rare Osprey Village-Spanish Point, one of the hottest developing areas in...
$325,000
Neighborhood: Pine Run I
2
Beds
2
Baths
1,224
Sq.Ft.
1973
Year Built
2
Days on Site
A4558703
MLS
Live among the trees! This condo is nestled in one of the most desirable areas of Pine Run. Outside your living room/kitchen sliders, all you see are a greenbelt and trees, creating a sense of...
$459,000
Neighborhood: Bay Street Village
3
Beds
2
Baths
1,430
Sq.Ft.
2015
Year Built
3
Days on Site
A4558536
MLS
Beautiful gated condo in the heart of Osprey surrounded by wonderful restaurants, shopping and Bay Street playground, dog park! This condo has many upgrades from the original unit. Sit on the lanai...
$573,500
Neighborhood: Blackburn Harbor Waterfront Vi
3
Beds
2F11/2
Baths
2,006
Sq.Ft.
2004
Year Built
3
Days on Site
A4558584
MLS
Magnificent Waterfront Views from this spacious 2nd floor villa in highly sort after marina/waterfront community of Blackburn Harbor. Boat to your favorite Bay and Gulf destinations. Enjoy this...
$850,000
Neighborhood: Meridian At The Oaks Preserve
3
Beds
3
Baths
2,680
Sq.Ft.
2006
Year Built
4
Days on Site
A4558119
MLS
Welcome to your slice of paradise. Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve....
Open 1/29
672 Crane Prairie WAY Osprey,  FL 34229
$950,000
Neighborhood: Willowbend Ph 2
4
Beds
3
Baths
2,830
Sq.Ft.
2003
Year Built
4
Days on Site
A4558462
MLS
Lee Wetherington-built residence ideally positioned bordering Oscar Scherer State Park. Breathtaking views from most rooms. Indoor-outdoor living is seamless from a fabulous outdoor kitchen with...
$2,595,000
Neighborhood: Oaks
4
Beds
4F21/2
Baths
4,811
Sq.Ft.
2007
Year Built
4
Days on Site
A4557956
MLS
**EXQUISITE AND SOPHISTICATED COUNTRY CLUB ESTATE** Custom Built in 2007 by Renowned Tandem Construction as found behind the gates of the coveted OAKS-BAYSIDE Neighborhood on Sarasota Bay waters...
$635,000
Neighborhood: Blackburn Hbr Waterfront Vls P
3
Beds
2F11/2
Baths
2,006
Sq.Ft.
2006
Year Built
5
Days on Site
A4558028
MLS
Enjoy waterfront living in your maintenance-free villa home near Casey Key beaches, located between Sarasota and Venice. Enter through your 1-car garage or through courtyard area to the foyer. The...
$2,625,000
Neighborhood: Oaks
5
Beds
6F21/2
Baths
5,521
Sq.Ft.
1995
Year Built
7
Days on Site
A4558072
MLS
**STRIKING, MOVE-IN READY, CONTEMPORARY, FULLY-RENOVATED ESTATE** found behind the gates of the coveted OAKS-BAYSIDE Country Club Neighborhood on Sarasota Bay waters entails 5 Beds + 6 Full & 2 Half...
Open 1/29
608 Crane Prairie WAY Osprey,  FL 34229
$950,000
Neighborhood: Willowbend Ph 4
4
Beds
3
Baths
2,678
Sq.Ft.
2005
Year Built
10
Days on Site
A4557470
MLS
One or more photo(s) has been virtually staged. Enchanting Willowbend residence situated on one of the best lots with uninterrupted views of the wide lake and Oscar Scherer State Park; an...
$949,900
Neighborhood: Meridian At The Oaks Preserve
3
Beds
3
Baths
2,055
Sq.Ft.
2001
Year Built
11
Days on Site
A4556689
MLS
**DAZZLING WATER AND SUNSET VIEWS FROM THIS GORGEOUS, CUSTOM-RENOVATED, UPPER FLOOR CONDO UNIT** may be found behind the gates of The Oaks Preserve. This re-imagined, beautifully updated,...
$2,595,000
Neighborhood: Oaks
5
Beds
5F21/2
Baths
6,001
Sq.Ft.
1998
Year Built
12
Days on Site
A4546275
MLS
This grand estate is just as one might expect tucked behind the gates of The Oaks Bayside. Set back from the street and surrounded by lush landscaping which includes mature oak trees, tropical...
$1,525,000
Neighborhood: Oaks
3
Beds
3F11/2
Baths
3,565
Sq.Ft.
1999
Year Built
14
Days on Site
A4557243
MLS
Located behind the gates of The Oaks Clubside, within close proximity to the clubhouse, this 3 bedroom plus office, 3.5 bath home has over 3,500 square feet of quiet elegance, and comfortable living...
$2,879,000
Neighborhood: Sarabay Acres
4
Beds
4
Baths
3,168
Sq.Ft.
1953
Year Built
14
Days on Site
N6124661
MLS
Extremely special, half acre Bayfront Family Compound located in Osprey Village-Spanish Point with four tastefully updated residences, and the fastest growing walking bayfront community in Sarasota...
$979,000
Neighborhood: Sorrento Shores
3
Beds
3
Baths
2,564
Sq.Ft.
1971
Year Built
15
Days on Site
A4557167
MLS
Located in desirable Sorrento Shores on a quiet cul-de-sac just minutes away from Siesta Key and its world-famous beaches, this property offers a compound-like setting with privacy and direct...
$459,000
Neighborhood: Towns-End Shores
2
Beds
2
Baths
1,724
Sq.Ft.
1997
Year Built
15
Days on Site
A4556915
MLS
The Osprey . This unique small complex of only 12 homes. Tucked away between Blackburn Point Road and Shoreland Park. Spacious open floor plan, with vaulted ceilings, white-washed laminate floors...
$475,000
Neighborhood: Bay Street Village
2
Beds
2
Baths
1,574
Sq.Ft.
2016
Year Built
15
Days on Site
A4557190
MLS
Welcome to Bay Street Village! The community features include a clubhouse with a gym and community pool. Dog park across the street and close to the legacy trail, Walmart, Spanish Point, Costco,...
$459,900
Neighborhood: Bay Street Village
2
Beds
2
Baths
1,574
Sq.Ft.
2018
Year Built
17
Days on Site
A4556473
MLS
**IMMACULATE, MOVE-IN READY, GROUND FLOOR CONDO** 1st Floor, 2-Bed / 2 Bath + Flex/Den/Office condo unit with Water & Fountain View, Oversized 2-1/2 Car Garage; Premium finishes abound with Granite...
$1,225,000
Neighborhood: Sorrento Shores Rep
3
Beds
4
Baths
3,028
Sq.Ft.
1975
Year Built
19
Days on Site
A4555988
MLS
Tucked away on a quiet cul-de-sac in the waterfront community of Sorrento Shores. This home is bursting with upgrades including dual washer and dryer, en suite bathrooms, front yard sprinkler...