Osprey, FL Real Estate

If you are looking for a slice of “old Florida” and fabulous deals in real estate, then come to Osprey, FL. Named for the majestic bird, Osprey is located near Sarasota and the Gulf of Mexico. This is the perfect place for anyone looking to get away from it all, and offers a variety of real estate options.

At only 5.5 square miles, Osprey is the definition of a small Florida town, but still manages to provide the kind of southwest Florida lifestyle you’ve been looking for. If you have been dreaming of a secluded home in paradise, then come to Osprey, FL.

Osprey MLS Listings

(Listing information updated 41 minutes ago)
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195 Properties Found. Showing First 12 Results.

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1046 Scherer Way Osprey, FL
$589,000

  • 4 Beds
  • 4.0 Baths
  • 3,081 SqFt
  • Pool: Yes

Move Right In And Enjoy This Large Family Home In Popular Rivendell Woodlands! Four Bedrooms, Three Full Baths, Plus One Half, Oversized Three Car Garage, And A Large Lanai With A Pool And Spa That Overlooks A Beautiful Lake And Private Preserve Area. Th...

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256 Turquoise Ln Osprey, FL
$449,000

  • 3 Beds
  • 2.0 Baths
  • 2,351 SqFt
  • Pool: Yes

Located Behind The Gates Of The Oaks Preserve, This 3 Bedroom, 2 Bath, Turnkey Furnished, Move In Ready, Maintenance Free Home In Emerald Woods Is Perfect For Your Relaxed Florida Lifestyle. Privately Situated And Overlooking A Lake With A Fountain, The Hom...

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420 N Casey Key Rd Osprey, FL
$3,499,000

  • 5 Beds
  • 9.0 Baths
  • 6,846 SqFt
  • Pool: Yes

Rebuilt In 2006, This Classic Coastal Home Is Sited On 100 Feet Of Bay Front With Deeded Beach Access. The Main Home Is Protected With Impact Glass Andersen Windows & Doors, Automated Hurricane Shutters, A Safe Room, Elevator And A Whole House Generator. ...

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4272 Expedition Way #103 Osprey, FL
$276,450

  • 2 Beds
  • 2.0 Baths
  • 1,574 SqFt

Under Construction – Model Quality, And Maintenance Free At Bay Street. This Lovely 2 Bedroom, 2 Bath Condominium With Den And A Single Car Garage Has A Split Bedroom Floor Plan With Open Concept Kitchen, Dining And Great Room Design. Designer Kitchen Finis...

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4276 Expedition Way #105 Osprey, FL
$254,285

  • 3 Beds
  • 2.0 Baths
  • 1,528 SqFt

Under Construction. 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. Designer Kitchen Finishes With 42...

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14021 Bellagio Way #311 Osprey, FL
$689,000

  • 3 Beds
  • 4.0 Baths
  • 2,235 SqFt

Exquisite Waterfront Condo W/full Service Marina On Little Sarasota Bay. 3rd Floor End Unit, 3 Full Suits Plus 1/2 Bath. 5 Extra Windows Ensure Bright Natural Lighting, 9.4 Ceilings, Deluxe Crown Molding, 3 Tray Lighted Ceilings, Neutral Tile, Neutral Carpe...

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402 Walls Way Osprey, FL
$1,450,000

  • 4 Beds
  • 4.0 Baths
  • 3,464 SqFt
  • Pool: Yes
  • 1 Days on Market

Spectacular Waterfront Home Exhibits Unsurpassed Excellence In Design And Detail. Situated On A Premier One Acre Lot In The Beautiful The Oaks Club. Grande Entry Doors And Breathtaking Foyer Open To Reveal A Pool And Patio. Graceful Top Name Appliances, Cu...

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4296 Expedition Way #104 Osprey, FL
$217,995

  • 2 Beds
  • 2.0 Baths
  • 1,244 SqFt
  • 1 Days on Market

Under Construction. Relax And Enjoy The Good Life At Bay Street! New Construction Condominium Ready For You To Move Right In. Over Sized Windows Allow Florida Sunshine To Fill This Home With A Light And Bright Feel. Spacious “heron” Floor Plan Makes Grea...

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393 N Point Rd #302 Osprey, FL
$299,900

  • 3 Beds
  • 3.0 Baths
  • 2,055 SqFt
  • 1 Days on Market

Exclusive - Meridian At The Oaks, Sarasota's Premiere Club. New Condo Available. Nice Size- 2,250’ Includes A Private Terrace Overlooks Little Sarasota Bay. 3rd Floor Treetops View. Terrific 3 Bed, 3 Bath Offers Extra Space For Visiting Family And Friends...

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Four Knot Ln Osprey, FL
$399,900

  • 2 Days on Market

This Is The Last Building Lot Available In The Southbay Community! Southbay Is Located On The Mainland Side Of Casey Key And Is Considered Sarasota's Finest Residential Boating Community. This Premium Building Lot Is In The Heart Of The Community Where Deep...

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350 Sugar Mill Dr Osprey, FL
$350,000

  • 2 Days on Market

Approximately ¾ Of An Acre Nestled Deep In The Oaks Bayside Community Awaits Buyer That Requires 24 Hour Security, Top Notch Club Amenities, Peaceful Living Environment And Fantastic Neighbors. This Property Is One Of The Few Building Sites Left That Is Ov...

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165 Pennsylvania Ave Osprey, FL
$249,777

  • 3 Beds
  • 2.0 Baths
  • 1,326 SqFt
  • 2 Days on Market

Under Construction. Ideally Located, 3bd/2bth, New Construction In The Increasingly Sought After Osprey Area. This Thoughtfully Designed Layout Includes Open Great Room, Custom Built Kitchen With Granite Countertops And Stainless Steel Appliances, And Conve...

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Real Estate in Osprey FL 

Depending on what you are looking for, Osprey real estate may provide the perfect destination for your move. Whether you’re looking to re-locate your whole family to a wholesome South Florida community; desire an affordable home in this breathtaking tropical climate, or want to find the perfect secluded site to build your luxury estate, Osprey, FL can accommodate your needs. An ideal setting for young couples and retirees alike, Osprey is also the perfect place to purchase an investment or vacation property.

Your Osprey Real Estate Experts

Considering buying or selling a home in Osprey FL? Let our local Southwest Florida real estate agents assist you with the purchase of your next house or expertly negotiate the sale of your current Osprey property. As local Osprey real estate agents, we're experts on the market dynamics unique to the Osprey housing market. Put our top rated Osprey real estate company to work for you today!

Contact PROGRAM Realty to learn more about buyer or seller representation. Planning to sell your Osprey Florida real estate? Jump over to our Free Home Appraisal page, where you can learn more about the value of your Osprey property in SW Florida!

If you would like to find out more information you can call us by dialing 941-999-9900 or you can email us by submitting the contact form below. We look forward to hearing from you!

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. 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 potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on October 22nd, 2017 at 1:33am EDT.