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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. 

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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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230 Old Venice Road Osprey FL 34229

MLS Number A4449280

  • Rental Residential Lease
  • Address 230 Old Venice Road
  • Area 34229 - Osprey
  • Subdivision Sarabay Acres
  • High School Venice Senior High

Over an ACRE in town, Private 3 bed 2 Bath home. Room for RV, boat, trailer and more. Close to beach Pine view school, Publix, Walmart, Mail street fishing pier and Legacy trail. Enjoy peaceful living with a great location

Listed by BRIGHT REALTY

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$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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321 Bayshore Drive Osprey FL 34229

Price$589,000

Est. Mortgage: $/month

MLS Number A4449282

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 321 Bayshore Drive
  • Year Built 1990
  • Parking Spaces 2

Listed by HORIZON REALTY INTERNATIONAL

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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566 Pine Ranch East Road Osprey FL 34229

Price$389,900

Est. Mortgage: $/month

MLS Number N6107511

  • Single Family Residential
  • Area 34229 - Osprey
  • Year Built 1995
  • Parking Spaces 2
  • Square Feet 2,210

Listed by KAZ REAL ESTATE COMPANY

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%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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232 Hidden Bay Drive Unit: 304 Osprey FL 34229

MLS Number A4449136

  • Condominium Residential
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Year Built 2001
  • Stories 6

Whether you are seeking a great place to reside full-time, or a winter retreat to escape the cold, this 3 bedroom, 3 bath condo fits the bill perfectly! Located in the gated community of Hidden Bay in Osprey, this end unit with private two car garage features an abundance of windows, filling the interior with light. With so many touches like high ceilings, crown molding, and tile and bamboo floors you would be hard pressed to imagine a better place to enjoy the delights of the tropics, than condo with a bright, open feel to it. All of the bedrooms are en-suite and offer spacious closets. The master bedroom suite is huge and has two walk-in closets, a large bathroom with whirlpool soaking tub and separate shower. Completing this sought after floor plan are a formal dining room, breakfast room, living room, enclosed sunroom and fabulous kitchen with cherry cabinets and granite countertops. Hidden Bay is located west of The Trail in the heart of Osprey. The community offers a clubhouse, fitness room, heated pool and spa, grilling station and pickle ball & tennis courts, kayak launch, and a boardwalk. Oh, and let's not forget, spectacular views of Casey Key and some of the most gorgeous sunset you'll ever see. All this within minutes of the Gulf beaches, area shopping & restaurants, and all the cultural and recreational activities South Sarasota has to offer! Best of all… you can pack your suitcase and move right in, this residence is available turn-key furnished.

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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140 Sugar Mill Drive Osprey FL 34229

Price$900,000

Est. Mortgage: $/month

MLS Number A4449081

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 140 Sugar Mill Drive
  • Year Built 1989
  • Parking Spaces 2

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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783 N Macewen Drive Osprey FL 34229

Price$1,250,000

Est. Mortgage: $/month

MLS Number A4448933

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 783 N Macewen Drive
  • Year Built 2000
  • Parking Spaces 3

Listed by CROWN PROPERTIES GROUP INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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6100 Jessie Harbor Drive Unit: 402 Osprey FL 34229

MLS Number A4448788

  • Condominium Residential
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Year Built 2005
  • Stories 5

Looking for a large home...this Blackburn Harbor residence may be it. Over 3700 sf of living space with 2 covered spaces. The original owner of this residence had it professionally decorated and designed. From the moment you enter the double doors into the grand foyer you see incredible water views. This condo has everything you can ask for including gourmet kitchen, 3 en suites, an den, a 34 X 18 great room, a separate dining room, an oversized breakfast room, a master suite with a sitting area, two walk in closets, and so much more. The terrace with almost 500 square feet with water and sunset views. The unit also has 2 parking spaces under the building. The Blackburn Harbor community is gated and includes a dock for your boat with gulf access just minutes away, two tennis courts, a heated pool, clubhouse, fitness room, kayak launch, wooded walks and nature park area with gazebo and picnic space. Ideally located near Casey Key, between the island of Venice and downtown Sarasota with ballet, opera, and theater year-round. It represents one of the best values on the gulf coast for the square footage and amenities.

Listed by COLDWELL BANKER RES R E

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$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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384 Bunker Hill Osprey FL 34229

Price$1,085,000

Est. Mortgage: $/month

MLS Number A4448792

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 384 Bunker Hill
  • Year Built 1997
  • Parking Spaces 3

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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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409 N Point Road Unit: 802Bd4 Osprey FL 34229
Pending

MLS Number A4448258

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

Yes, you CAN have it all! Enjoy spectacular sunset views across Little Sarasota Bay, the mangrove islands of the Intercoastal and all the way to the Gulf from your private 8th floor lanai! As if this comfortably elegant penthouse residence wasn't enough, the SELLER IS ALSO INCLUDING A $40K CREDIT AT CLOSING FOR THE REQUIRED MEMBERSHIP OF YOUR CHOICE AT THE ESTEEMED OAKS PRESERVE CLUB. Membership has its rewards: gourmet dining in 3 restaurants, state-of-the art tennis facilities with 12 HAR-TRU courts, two 18-hole championship golf courses, swimming and a new WellFit Center for your healthy, active lifestyle. After spending a relaxing day at the Club, or taking advantage of the Meridian's residents-only pool/spa and fitness center, you will take the private elevator up to your very own rooms with a view. A secure vestibule opens into a gracious central foyer that offers the most desired split floor plan. Turn left and you enter the great room, kitchen and master suite - all with spectacular views. Turn right and you're in the guest wing with a 2nd en-suite bedroom/bath, 3rd bedroom/den with built-ins, hall bath and laundry room. The 10 ft. ceilings and floor-to-ceiling glass create an open and airy ambiance and the kitchen with stainless steel built-in appliance make cooking a joyful experience. This unit is also one of only four in the building with it's own front-facing two-car garage and touch-of-a-switch hurricane shutters. This is the Florida lifestyle you've been dreaming of...why wait?

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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

106 Woodland Place Osprey FL 34229

Price$239,000

Est. Mortgage: $/month

MLS Number A4448076

  • Condominium Residential
  • Address 106 Woodland Place
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Subdivision Pine Run Ii

Soaring ceilings, open concept and completely renovated are just a few features this home offers. This 2 bedroom 2 bathroom 2nd-floor unit has been tastefully renovated. Boasting a custom kitchen with a wall oven, farm sink, granite counter tops, and backsplash. Completely updated bathrooms and tile flooring throughout. Fresh paint and new lighting add the final touches. This home features 3 balconies (Master bedroom, guest bedroom, and great room), 1 carport space and 2 outside enclosed storage closets. Pine Run is a maintenance-free community and is located 1 short mile away from Casey Key Beach. Close to dining, shopping, and public transportation, Pine Run is the place to be!

Listed by PREFERRED SHORE

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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

69 Bayhead Lane Osprey FL 34229

Price$540,000

Est. Mortgage: $/month

MLS Number A4445947

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 69 Bayhead Lane
  • Year Built 1997
  • Parking Spaces 2

Listed by SUNSET REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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

165 Sugar Mill Drive Osprey FL 34229

Price$1,100,000

Est. Mortgage: $/month

MLS Number A4448481

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 165 Sugar Mill Drive
  • Year Built 1989
  • Parking Spaces 3

Listed by COLDWELL BANKER RES R E

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 2019
* 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

 Listing information courtesy of My Florida Regional MLS DBA Stellar MLS © 2019. 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.