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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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250 Hidden Bay Drive Drive, Osprey, FL 34229

MLS Number A4420455

  • Condominium Residential
  • Co Listing Office Id 281519790
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Year Built 2017

This beautiful and lightly lived-in condo is located on Little Sarasota Bay and the Intracoastal Waterway in Edgewater at Hidden Bay, a gated resort-style community of luxury bayfront condominiums in charming Osprey, FL. The bright and spacious corner unit (Casey floor plan) of nearly 2,200 sq. ft. with magnificent water views and spectacular sunsets, was built and moved into in January 2018. It offers an open floor plan with three bedrooms + den, two full bathrooms plus powder room, in-unit laundry room, and a large screened-in terrace overlooking the water. Perfectly positioned just south of Sarasota, “The Crown Jewel of Florida, " and only minutes north of Venice, the gated community of Edgewater at Hidden Bay sits on 14 acres and offers a lakefront clubhouse with heated pool & spa, fitness, tennis & pickleball courts, tiki bar, an elevated boardwalk, fishing pier, and a kayak storage area. Either you make this your vacation home or your full-time residence in the sun, you will enjoy the resort-style living with its luxurious amenities this community has to offer. This is an opportunity to get your own almost new waterfront condo in time for the winter season!

Listed by PREMIER SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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4417 Conchfish Lane, Osprey, FL 34229

Price$388,000

Est. Mortgage: $/month

MLS Number O5751183

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 4417 Conchfish Lane
  • New Construction
  • Year Built 2018

Listed by CITYSPADE FL INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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1841 Highland Road, Osprey, FL 34229

MLS Number A4421176

  • Rental Residential Lease
  • Area 34229 - Osprey
  • Subdivision Towns-End Shores
  • Year Built 2000
  • Acreage 155

Charming 2 bedroom 2 bathroom villa in GREAT location just across the street from Oscar Sheer Park in Osprey! Bright and clean with open floor plan, ceiling fans , spacious eat-in kitchen, plenty of cabinet space, and large kitchen island and washer & dryer. Tile flooring in main living space and new carpet in both the bedrooms. Plenty of off street parking, enjoy morning and evenings on the quaint patio just off the living room. Walk just steps to the community pool. Pets welcome, owner approval is required. Just minutes to downtown Sarasota, Venice and Gulf Beaches. Lovely neighborhood, launch your Kayak from Shoreline Park just at the end of the street. Call for a showing today!

Listed by Jennette Properties, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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4429 Conchfish Lane, Osprey, FL 34229

MLS Number O5750850

  • Rental Residential Lease
  • Elementary School Pineview Elementary
  • Area 34229 - Osprey
  • Subdivision Palms/Casey Key
  • Junior High PineView Middle

Beautiful new constructed home located in The Palms of Casey Key! Walking distance from Pine View School. This one story home offers 2008 square feet, with three bedrooms, a two-car garage. Open-concept floor plan. There is an open lanai from the living room. Close to the beaches of sarasota, casey key and Venice which are world-renowned. Easy access to US41 and I-75. Make this lovely place your new hiome.

Listed by CITYSPADE FL INC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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228 Explorer Drive Drive, Osprey, FL 34229

Price$241,430

Est. Mortgage: $/month

MLS Number N6103184

  • Condominium Residential
  • Address 228 Explorer Drive
  • High School Venice Senior High
  • Area 34229 - Osprey
  • Subdivision Bay Street Village

Under Construction. Relax and enjoy the good life at Bay Street! New Construction Condominium – Ready late March 2019. Oversized windows permits Florida sunshine to illuminate this home with 9 ft. plus ceilings. Spacious “Heron” floor plan with 18”x18” floor tile makes great use of space with two bedrooms, two baths and an attached one-car garage. The kitchen features a large center island that any chef would love with a large single bowl under-mount stainless steel sink. Stylish design elements including 42” Espresso cabinetry, Santa Cecilia Lt. granite and under-cabinet lighting. Stainless steel Frigidaire appliances and a closet pantry. Double slider opens to an arched and screened corner balcony. Master suite features large walk-in closet, walk-in shower, and double vanity. Maintenance free community includes gated entry, resort style community pool, fully equipped fitness room, cabana and community clubroom. Quality features include concrete block construction, impact glass windows, concrete tile roofs, paver driveways, exterior stucco finish with corbels and cove molding. Conveniently located between downtown Sarasota and Venice, Bay Street has it all nearby…the Legacy Trail, Oscar Scherer Park, the areas top-rated sandy beaches, and countless dining and shopping venues. Start living the Florida lifestyle today at Bay Street. Come see what we have for you! *Photos are not of home. Homes will vary as built*

Listed by DR HORTON REALTY OF SOUTHWEST FLORIDA LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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248 Explorer Drive Drive, Osprey, FL 34229

Price$277,695

Est. Mortgage: $/month

MLS Number N6103187

  • Condominium Residential
  • Address 248 Explorer Drive
  • Area 34229 - Osprey
  • Subdivision Bay Street Village
  • Year Built 2018

Under Construction. Move-In End of March 2019. Lovely 3 BR, 2 Bath, maintenance free condominium at Bay Street. “Ibis” floor plan features a split bedroom design with open concept kitchen, dining and great room. Relax on your private screened lanai That has an incredible lake view. Designer kitchen finishes with Maple Linen cabinets with 42” uppers capped with matching crown molding, Bianco Sardo granite counter tops, and Frigidaire appliances. 18x18 Sandalo Castillian Gray floor tile in the main living areas. Quality features include concrete block construction, impact glass windows, concrete tile roofs, paver driveways, and stucco exterior finish with corbels and exterior soffit cove molding. Community amenities include gated access, resort style community pool, shady cabana, fitness center, and rec. room. Conveniently located between downtown Sarasota and Venice, Bay Street has something for everyone. Biking along the Legacy Trail, nature tours in Oscar Scherer Park or historic Spanish Point, the areas top-rated sandy beaches, and countless dining and shopping venues are just minutes away. Stop in today and see what Bay Street has for you!

Listed by DR HORTON REALTY OF SOUTHWEST FLORIDA LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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529 Shore, Osprey, FL 34229

Price$975,000

Est. Mortgage: $/month

MLS Number A4421042

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 529 S Shore Drive
  • Year Built 1974
  • Parking Spaces 2

Listed by MEDWAY REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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224 Palmetto Avenue, Osprey, FL 34229

Price$300,000

Est. Mortgage: $/month

MLS Number A4420763

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 224 Palmetto Avenue
  • Year Built 1940
  • Parking Spaces 4

Listed by BRIGHT REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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456 Washington Avenue, Osprey, FL 34229

Price$47,900

Est. Mortgage: $/month

MLS Number A4420975

  • Land
  • Subdivision Osprey Park 2
  • Area 34229 - Osprey
  • Acreage 0.13
  • Square Feet 5,800

Vacant lot for sale in Osprey! Choose your own builder! Established neighborhood with no HOA or CDD. Excellent location close to Sarasota and Casey Key. Lots to offer with Oscar Scherer State Park, bike trails and Gulf beaches all within minutes. Come and build your piece of paradise.

Listed by SHIRLEY INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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.

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645 Crane Prairie Way, Osprey, FL 34229

Price$519,900

Est. Mortgage: $/month

MLS Number A4418897

  • Single Family Residential
  • Area 34229 - Osprey
  • Year Built 2005
  • Parking Spaces 2
  • Bathroom 3

Listed by PREMIER SOTHEBY'S INTL. REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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

136 Osprey Point Drive, Osprey, FL 34229

Price$2,790,000

Est. Mortgage: $/month

Open House

MLS Number A4420948

  • Single Family Residential
  • Next Open House: Fri 14th 10:00 am - 12:00 pm
  • Area 34229 - Osprey
  • Year Built 2005
  • Parking Spaces 4

Listed by BERKSHIRE HATHAWAY HOMESERVICE

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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

3964 Waypoint Avenue, Osprey, FL 34229

Price$489,000

Est. Mortgage: $/month

MLS Number A4420708

  • Single Family Residential
  • Area 34229 - Osprey
  • Address 3964 Waypoint Avenue
  • New Construction
  • Year Built 2016

Listed by RE/MAX ALLIANCE GROUP

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 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