and narrow your search. If you have fewer than 200 results, you can save your search.

Osprey Florida Real Estate Listings

Osprey, Florida is a historic city on Florida’s southwest coast. Osprey is a diverse community featuring multi-million dollar homes among the intercostal highway. 

Browse Osprey Real Estate

View all real estate for sale in Osprey, Florida below with RoseBay International, Inc. Contact us if you have questions or would like to schedule a showing. 

Search with ease! Create an account to keep track of your favorite Florida homes. We'll send you email updates when similar properties match your criteria.

193 Navigation Circle Circle, Osprey, FL 34229

Price$267,500

Est. Mortgage: $/month

MLS Number A4413507

  • Condominium Residential
  • Area 34229 - Osprey
  • Subdivision Bay Street Village
  • Year Built 2015
  • Stories 1

Don’t wait! Move into this better than new home now! This second floor “Ibis” floor plan has relaxing pond views from the Great Room and Master Bedroom. The home is upgraded throughout, including cabinets, countertops, floor coverings, lights, Levolor cordless light-reducing blinds, Hunter fans and Lutron wall switches, laundry and more. The home comes with a mounted 55" TV in the Great Room and a 40" TV mounted in the Master Bedroom. The granite kitchen counter, spacious Maple cabinets, vaulted ceilings and inviting open design floor plan make this a great place for entertaining. Nearby beaches include top-rated Siesta Key, Nokomis, and Venice. The Legacy Trail and Osprey Fishing Pier are a short distance away too. The Bay Street community is the place to truly live the Florida lifestyle!

Listed by KELLER WILLIAMS ON THE WATER

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

5100 Jessie Harbor Drive Drive, Osprey, FL 34229

MLS Number A4413965

  • Condominium Residential
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Year Built 2004
  • Stories 7

WOW! Hard to find condo offering coastal living at it's finest and with an unbelievable low price tag. Large balcony for the salt water views and fabulous sunsets. An open floor plan with 10' ceilings and beautiful crown molding. Designer kitchen featuring wood cabinets, granite counters, and sit down bar at each counter. Two Bedrooms and two full baths and vanities, jacuzzi tub, separate walk-in shower. A bonus room for your office/den/game room. Master has two walk-in closets and a water view. Sliding doors all are hurricane rated. RECENTLY replaced A/C and Water Heater. The gated community offers a heated pool, camera surveillance, deep water boat dockage at a minimal per ft. charge, kayak launch, walking trail, tennis courts, fitness room, club house. Close proximity to Venice and Sarasota shopping, beaches, Legacy Trail and dining venues. Won't last long. Easy to show!

Listed by HORIZON REALTY INTERNATIONAL

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2056 Preymore Street, Osprey, FL 34229

Price$239,500

Est. Mortgage: $/month

MLS Number A4413125

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 2056 Preymore Street
  • Year Built 1984
  • Bathroom 2

Listed by RON STAHL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

26 Blake Way, Osprey, FL 34229

Price$1,049,000

Est. Mortgage: $/month

MLS Number A4413246

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 26 Blake Way
  • Year Built 2007
  • Parking Spaces 3

Listed by MICHAEL SAUNDERS & COMPANY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

620 Oak Bay Dr, Osprey, FL 34229

Price$350,000

Est. Mortgage: $/month

MLS Number A4412397

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 620 Oak Bay Dr
  • Year Built 1995
  • Parking Spaces 2

Listed by PREMIER PLUS REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

231 Hidden Bay Drive Drive, Osprey, FL 34229

MLS Number A4413771

  • Condominium Residential
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Subdivision Hidden Bay
  • Year Built 1997

This is one of five penthouse units built in Hidden Bay. Shows very well and has been recently updated. All bedrooms including loft are en-suite with walk-in closets. Volume ceilings in Great Room area. Newer stainless steel appliances, granite counter tops and wood cabinets. Southern exposure overlooking pond, clubhouse and pool from large screened patio. Clubhouse features fitness room, library, card room, and wonderful kitchen and lounge areas as well as your community poolside Tiki Bar and BBQ area. Garage is adjacent to the left with elevator to the right from front elevation. Truly a GREAT VALUE !!!!

Listed by Golf & Bay Properties LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

1810 Highland Road, Osprey, FL 34229

Price$415,000

Est. Mortgage: $/month

MLS Number A4413569

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 1810 Highland Road
  • Year Built 1999
  • Parking Spaces 4

Listed by ALLISON JAMES ESTATES & HOMES

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

163 Pennsylvania Avenue, Osprey, FL 34229

MLS Number A4413531

  • Rental Residential Lease
  • Area 34229 - Osprey
  • Subdivision Ogburns T B Add
  • High School Venice Senior High
  • Year Built 2018

Brand new home available in a perfect location! Quaint neighborhood. Close to Sarasota and Venice, Osprey is a great location and close to the beaches! This 3/2 never lived in home, with a one car garage has the open floor plan everyone loves! The modern grey colors palette throughout the home and stainless steel appliances, light wood cabinets in the kitchen all look amazing! Having an energy efficient new a/c unit and energy star windows will keep those electric bills down. Fans in all the rooms with lights. Two bathrooms one with a tub and a walk in shower in the master bathroom. You will love having a large utility room inside the home including a utility sink as well. Beautiful yard with several palm trees and an over sized parking driveway. This home will not be around for long at this price. Call today for a showing.

Listed by QUEST PROPERTIES INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

435 Shore, Osprey, FL 34229

Price$419,900

Est. Mortgage: $/month

MLS Number A4413425

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 435 N Shore Drive
  • Year Built 1973
  • Parking Spaces 2

Listed by RE/MAX ALLIANCE GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

676 Eagle Watch Lane, Osprey, FL 34229

MLS Number A4413390

  • Rental Residential Lease
  • Elementary School Pineview Elementary
  • Area 34229 - Osprey
  • Subdivision Oaks 2 Ph 2
  • Junior High PineView Middle

Classic elegance at The Oaks Club Side! This custom built 5400sf single story has been extensively renovated to include fresh interior paint throughout, new high-end hardwood floors and new bathrooms. Master suite has 2 large walk-in closets with built-ins. Master also has his and her full individual bathrooms. All other bedrooms include closet enclosures. Gourmet kitchen includes double oven range, 36 and 42 cu ft stainless GE Monogram refrigerators and dishwasher. Large office with custom wall built-ins. 20’ x 40’ deep-water pool and spa is excellent for use as a Lap Pool. The new poolside summer kitchen is great for entertaining. Home includes crown moldings throughout and 9' interior doors. Spacious oversize side entry 3 car garage will satisfy all your needs. Two large laundry rooms include extensive cabinet storage. Oversize 3 car garages include one high bay garage door. Home-site is on a large private cul-de-sac setting backing to the 5th Heron Green and adjacent to a 2 acre nature preserve providing great privacy. New irrigation well eliminates municipal irrigation water bills. Detailed house building plan is available. Owner will consider selling the home Turn-Key. Most furnishings are high-end by AICO (Michael Amini).

Listed by CHARLES RUTENBERG REALTY INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

1212 Chalet Court, Osprey, FL 34229

Price$485,000

Est. Mortgage: $/month

Pending

MLS Number A4412799

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 1212 Chalet Court
  • Year Built 2004
  • Parking Spaces 2

Listed by MICHAEL SAUNDERS & COMPANY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

128 Osprey Point Drive, Osprey, FL 34229

Price$500,000

Est. Mortgage: $/month

MLS Number A4413092

  • Land
  • Co Listing Office Id 231502433
  • Subdivision Oaks
  • High School Venice Senior High
  • Area 34229 - Osprey

Build your dream home behind the gates of The Oaks Bayside. The lot has been cleared and is ready to build on. Adjoining lot is also available, allowing you to create a 1.5 acre estate. Lots are offered at $500,000 individually or $950,000 if purchased together. Don't let this opportunity pass you by. Make and appointment to see how beautifully situated on the intercoastal waterway of Sarasota Bay this property is. Imagine how lovely it would be to view gorgeous sunsets every evening from your own custom-build home, and spend every day enjoying everything The Oaks Club has to offer; two championship golf courses, twelve HAR-TRU tennis courts (4 lighted), croquet, a junior Olympic community pool, state-of-the art fitness center, and a wide variety of dining, social and recreational options. Club membership is available and required.

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details