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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. 

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431 Macewen Drive Osprey FL 34229

Osprey, FL431 Macewen Drive

Price$900,000

Est. Mortgage: $/month

MLS Number A4456746

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 431 Macewen Drive
  • Square Feet 4,184
  • Year Built 1996

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

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1340 Thornapple Drive Osprey FL 34229

Osprey, FL1340 Thornapple Drive

Price$425,000

Est. Mortgage: $/month

Open House

MLS Number A4457247

  • Single Family Residential
  • Next Open House: Sun 26th 1:00 pm - 4:00 pm
  • Area 34229 - Osprey
  • Square Feet 1,921
  • Year Built 2003

Listed by PREMIER SOTHEBYS INTL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

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119 Villa Drive Osprey FL 34229

Osprey, FL119 Villa Drive

Price$274,900

Est. Mortgage: $/month

Pending

MLS Number N6108720

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 119 Villa Drive
  • Square Feet 1,394
  • Year Built 1974

Listed by PREMIER SOTHEBYS INTL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

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1093 Mallard Marsh Drive Osprey FL 34229

Osprey, FL1093 Mallard Marsh Drive

Price$649,000

Est. Mortgage: $/month

MLS Number A4457231

  • Single Family Residential
  • Area 34229 - Osprey
  • Square Feet 3,155
  • Year Built 2001
  • Parking Spaces 3

Listed by PREMIER SOTHEBYS INTL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

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316 N Casey Key Road Osprey FL 34229

Osprey, FL316 N Casey Key Road

Price$8,484,000

Est. Mortgage: $/month

MLS Number A4457320

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 316 N Casey Key Road
  • Square Feet 7,121
  • Year Built 2002

Listed by MICHAEL SAUNDERS & COMPANY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

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591 Oak Bay Drive Osprey FL 34229

Osprey, FL591 Oak Bay Drive

Rental Price$2,295

MLS Number A4457129

  • Rental Residential Lease
  • Address 591 Oak Bay Drive
  • Area 34229 - Osprey
  • Subdivision Bay Oaks Estates
  • Square Feet 2,416

Updated, fresh, IMMACULATE, 3-bedroom, 3.5-bath POOL HOME WITH OVER 2400 SQ. FT. OF LIVING SPACE! An amazing home in a great, upscale community. Large kitchen and family room, formal living-room and dinning-room. Three complete bedroom suites and a half bath. Ceramic floors throughout, ceiling fans and blinds. Private pool/lanai area. Of course, lawn and pool care included. Pets may be considered. Weight and Breed restrictions apply. This is a non-smoking unit. Utilities not included. Not available for Section 8.

Listed by REAL PROPERTY MANAGEMENT

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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

68 Bishops Court Road Unit: 115 Osprey FL 34229

MLS Number A4456123

  • Condominium Residential
  • High School Riverview High
  • Area 34229 - Osprey
  • Junior High Brookside Middle
  • Elementary School Gulf Gate Elementary

This 2 bedroom, 2.5 bath two level townhouse in The Oaks Preserve is a dream come true. Beautifully maintained and appointed, it is the perfect place to enjoy the Florida lifestyle in comfort and luxury. The first floor provides plenty of space with a living room, dining room, wet bar with wine cooler, laundry, powder room and kitchen with marble countertops, lovely cabinetry and stainless steel appliances. The French doors with decorative transoms bring sunshine and lots of great light in. Step through the doors to the private patio where you can grill and dine al fresco, or just sit with a cool drink and relax, surrounded by the tranquility of the tropics. On the second level you will find the master bedroom suite which has a large master bath and spacious walk-in-closet. And the 2nd bedroom which is also en-suite. Sound great? Wait, there’s more! With the mandatory membership in The Oaks Club, you can enjoy all the recreational and social activities offered by the premier golf and country club in Sarasota; two championship golf courses, twelve HAR-TRU tennis courts (four lighted), a regulation manicured croquet court, junior Olympic pool, state-of-the-art fitness center, three outstanding restaurants, and a celebrated social calendar. Located within a short distance from the area’s renowned beaches and all the cultural, dining and shopping offerings of downtown Sarasota, this is truly the place where you can have it all!

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

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299 Woods Point Road Osprey FL 34229

Osprey, FL299 Woods Point Road

Price$514,900

Est. Mortgage: $/month

MLS Number A4456620

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 299 Woods Point Road
  • Square Feet 2,651
  • Year Built 1991

Listed by PREMIER SOTHEBYS INTL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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

497 Webbs Cove Osprey FL 34229

Osprey, FL497 Webbs Cove

Price$1,300,000

Est. Mortgage: $/month

MLS Number A4457045

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 497 Webbs Cove
  • Square Feet 6,863
  • Year Built 1992

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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

3933 Waypoint Avenue Osprey FL 34229

Osprey, FL3933 Waypoint Avenue

Price$689,000

Est. Mortgage: $/month

MLS Number N6108727

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 3933 Waypoint Avenue
  • Square Feet 2,391
  • Year Built 2016

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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

223 Palm Air Drive Osprey FL 34229

Osprey, FL223 Palm Air Drive

Price$114,900

Est. Mortgage: $/month

MLS Number A4457038

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 223 Palm Air Drive
  • Square Feet 1,152
  • Year Built 1979

Listed by MEDWAY REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

654 Crane Prairie Way Osprey FL 34229

Osprey, FL654 Crane Prairie Way

Price$675,000

Est. Mortgage: $/month

MLS Number A4456954

  • Single Family Residential
  • Area 34229 - Osprey
  • Square Feet 3,009
  • Year Built 2003
  • Parking Spaces 3

Listed by BRIGHT REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 2020
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

 Listing information courtesy of My Florida Regional MLS DBA Stellar MLS © 2020. All listing information is deemed reliable but not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify properties for potential purchase.