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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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200 Yacht Harbor Drive Osprey FL 34229

Osprey, FL200 Yacht Harbor Drive

Price$899,000

Est. Mortgage: $/month

MLS Number A4453224

  • Single Family Residential
  • Area 34229 - Osprey
  • Square Feet 3,242
  • Year Built 1986
  • Parking Spaces 2

Listed by MICHAEL SAUNDERS & COMPANY

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%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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108 Woodland Pl. Unit: 108 Osprey FL 34229

MLS Number A4453238

  • Rental Residential Lease
  • Area 34229 - Osprey
  • Subdivision Pine Run Ii
  • High School Venice Senior High
  • Square Feet 1,316

Seasonal/short term. Now available 2/2 condo on ground floor of Pine Run-a lushly landscaped small community of 147 condos nestled among mature growth and a pond with fountain. The condo is comfortably furnished and has spacious rooms, and with a private glass walled landscaped outdoor seating area that floods the unit with natural light, and a screened in rear porch, with a wooded view. This condo has just been purchased so the decorating is continuing (more photos to follow). The development is a short drive to Casey Key, one mile from Oscar Sherer State Park and close to the Legacy bike path that goes from Venice to Sarasota. You will also find yourself only one block from US 41, with loads of shopping and dining options. Pine Run has 2 heated pools, 4 tennis courts, a club house with meeting room, full kitchen and fitness center. Want to go kayaking-storage is available. Now is the time to act-call today to reserve your time in the sun. This condo is available from Jan 10th until March 27th, 2020. Available again after April 6, 2020.

Listed by RENT SARASOTA

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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1259 Thornapple Drive Osprey FL 34229

Osprey, FL1259 Thornapple Drive

Price$529,000

Est. Mortgage: $/month

MLS Number A4452991

  • Single Family Residential
  • Area 34229 - Osprey
  • Square Feet 2,294
  • Year Built 2003
  • Parking Spaces 2

Listed by BRIGHT REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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: 601 Osprey FL 34229

MLS Number C7423034

  • Condominium Residential
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Subdivision Baypointe Vista 1
  • Year Built 2001

Fully renovated hidden bay gem! Absolutely stunning-move-in ready 3 bedroom, 3 bath, 3 car garage condo. Highest level - 6th floor end unit offers most beautiful views of the little sarasota bay. Airy and bright open floor-plan - all new kitchen cabinetry, new stainless steel appliances, grand island with maximum storage, two breakfast bars, plus additional coffe/wine bar in the living room. Designer package new lighting with up to date electrical panel, all new plumbing, new porcelain flooring throughout. Each bedroom offers its own new bathroom, with custom closets. Master suit offers two walk-in custom closets, grand shower, double vanity, freestanding tub, makeup station and more.. Gorgeous color combination throughout. Enjoy paradises most beautiful sunsets from your own living room and master suite.. Hidden bay is a gated resort style community. It includes a clubhouse with a kitchen, entertainment living area, fitness center, library, heated pool with a spa, beautiful sundeck, grilling space with tikki bar, two pickle ball courts, a tennis court, pond with water fountains, beautiful walkway, boardwalk that leads to the fishing pier, where you can enjoy everyday sunsets. Close to shopping and dining. Minutes away from siesta key beach! Dont wait, schedule your private showing today!

Listed by ANYTIME REALTY LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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91 Explorer Drive Osprey FL 34229

Osprey, FL91 Explorer Drive

Price$269,900

Est. Mortgage: $/month

Open House

MLS Number A4452852

  • Condominium Residential
  • Next Open House: Sun 8th 1:00 pm - 4:00 pm
  • Address 91 Explorer Drive
  • High School Pineview High
  • Area 34229 - Osprey

Stunning new 3 BR listing with a gorgeous pond and fountain view ! Light and bright inside with high ceilings and tremendous upgrades.. the kitchen features thick granite counters, tall wood cabinets, stainless steel appliances, pendant lighting, a large pantry and a brushed nickel pull out faucet. Smart floorplan ! The layout of this one is really nice with the split bedrooms. Tile and nice wood floors throughout.. custom woodwork and beautiful fans and lights are included. Granite tops in the bathrooms .. truly immaculate. This is a gated and resort style community with a refreshing pool right across the street, a nice fitness center and lush landscaping. The location is prime ! Moments to the legacy trail, world class shopping and dining and of course, our world famous beaches of Siesta Key, Casey Key and more. Distracted for Pineview schools.

Listed by RE/MAX ALLIANCE GROUP

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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281 Hidden Bay Drive Unit: 102 Osprey FL 34229

MLS Number A4452648

  • Condominium Residential
  • High School Riverview High
  • Area 34229 - Osprey
  • Subdivision Hidden Bay
  • Year Built 2000

Pristine 2 bed, den, 2 bath condo. West of the Trail, waterfront complex of Hidden Bay in Osprey. Ground floor with walk out lanai with full views of the pond and water feature. On Little Sarasota Bay with waterfront access for kayaking and a 500 yard boardwalk through Mangroves to the Bay to fish or to take in the breathtaking sunsets! Newly updated clubhouse and fitness center, pool and spa, Tiki bar, tennis, car wash area, community grills, and lighted pickleball, Pristine, move in ready. Many of the furnishings and accessories included (with only a few furniture exclusions). Close to waterfront restaurants, beaches, shopping, Oscar Scherer State Park and the Legacy Trail.

Listed by COLDWELL BANKER RES R E

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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52 Bishops Court Road Unit: 113 Osprey FL 34229

MLS Number A4452566

  • Single Family Residential
  • Area 34229 - Osprey
  • Square Feet 1,890
  • Year Built 1984
  • Bathroom 3

Listed by GRECO REAL ESTATE

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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437 Sorrento Drive Osprey FL 34229

Osprey, FL437 Sorrento Drive

Price$1,390,000

Est. Mortgage: $/month

MLS Number A4452494

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 437 Sorrento Drive
  • Square Feet 2,825
  • Year Built 1983

Listed by EXIT KING REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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715 Pine Run Drive Unit: 715 Osprey FL 34229
Pending

MLS Number A4452459

  • Condominium Residential
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Subdivision Pine Run I
  • Year Built 1973

WOW! Updated condo West of the trail living for how much?! Step into the beautiful Pine Run community of Osprey. As soon as you drive in you'll be greeted with lush landscaping and have privacy in your updated 2 bedroom 1.5 bath condo. This floor plan is a rare availability in the Pine Run community. Entering you will be greeted with an open living room to expansive lanai. Also on main floor, fully updated kitchen with shaker cabinets, granite counter tops, and custom built eat in kitchen. Two bedrooms upstairs and an updated bath with shaker cabinets and granite counter tops. The high ceilings in the bedrooms bring plenty of natural light while providing privacy. Guests and owner will enjoy their morning coffee on their private lanais listening to the area birds in the surrounding landscape. Main living area lanai brings plenty of entertaining space to enjoy the Florida lifestyle. Tumbled edge tile throughout main floor and laminate in bedrooms give an open feel in this ideal location. Pine Run is an active community with community pool, gym, community center complete with TV books and kitchen, kayak storage, tennis courts, and quick access to Blackburn Point. Brand new Publix shopping, Casey Key and Nokomis beach, and a growing dining scene all within minutes from your new Florida condo!

Listed by KELLER WILLIAMS ON THE WATER

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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433 S Shore Drive Osprey FL 34229

Osprey, FL433 S Shore Drive

Price$420,000

Est. Mortgage: $/month

MLS Number N6108117

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 433 S Shore Drive
  • Square Feet 1,868
  • Year Built 1984

Listed by BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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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1544 N Casey Key Road Osprey FL 34229

Osprey, FL1544 N Casey Key Road

Price$9,950,000

Est. Mortgage: $/month

MLS Number N6108070

  • Single Family Residential
  • Area 34229 - Osprey
  • Square Feet 6,997
  • Year Built 1992
  • Parking Spaces 2

Listed by EXIT KING REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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

Southbay Four Knot Lane Osprey FL 34229

Osprey, FLSouthbay Four Knot Lane

Price$439,900

Est. Mortgage: $/month

MLS Number A4452377

  • Land
  • Area 34229 - Osprey
  • Square Feet 11,400
  • Is Lot
  • Golf Community

THIS IS THE LAST BUILDING LOT AVAILABLE IN THE SOUTHBAY COMMUNITY! Located on the mainland side of Casey Key and considered Sarasota's finest residential boating community this premium building lot is in the heart of the community where deep-water boat docks are home to yachts up to 58 ft. The Lot is located one house from tennis courts, club house/fitness center, community pool & marina. The community is minutes from Sarasota Square Mall, new county bike path, and Sarasota's finest schools, restaurants and beaches. Southbay is located within 3 minutes from the NUMBER 1 RANKED SCHOOL in the state of FloridaOwner is second owner with purchase in 2002 in order to dock his 42' sailboat boat in the Marina. At time of purchase owner also owned a 56' motor yacht and a marina front home. Yacht has been relocated to Manatee River and is for sale at a great price. For more info on the yacht call Seller directly. Boat is presently operated by my licensed captain for personal usage only.

Listed by CHARLES RUTENBERG REALTY INC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 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.

Save 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.