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 58 minutes ago)
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244 Properties Found. Showing First 12 Results.

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124 Main St Osprey, FL
$370,000

  • 3 Beds
  • 3.0 Baths
  • 2,426 SqFt
  • 7 Days on Market

This Tropical Oasis Is Only One House From The Bay. The Property Features A Main House With Three Bedrooms, Two Bathrooms, Along With A Detached Guest House, And An Oversized Three Car Garage. From The Moment You Enter The Main House, You Will Notice The ...

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334 Gaugin Dr Osprey, FL
$699,900

  • 3 Beds
  • 2.0 Baths
  • 2,107 SqFt
  • Pool: Yes
  • 7 Days on Market

Welcome To Your Sorrento Shores Florida Casual Contemporary. This Is A 3 Bedroom 2 Bath Pool Home With 2 Car Garage, Set On A Saltwater Canal With 150’ Of Shoreline Including A 50’ Dock And 14,000# Boat Lift. The Dock Has 30amp Service And Water. Inside Th...

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558 Meadow Sweet Cir Osprey, FL
$355,000

  • 3 Beds
  • 2.0 Baths
  • 1,830 SqFt
  • 8 Days on Market

Charming Immaculately Maintained 3 Bedroom, 2 Bath Home In The Sought After Rarely Available Maintenance Free Community Of The Cottages Of Rivendell. Gallery Style Kitchen Offers Cherry Wood Cabinets With Pull Outs In The Lower Cabinets, Separate Light And...

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832 Golden Pond Ct Osprey, FL
$599,900

  • 5 Beds
  • 4.0 Baths
  • 3,332 SqFt
  • 10 Days on Market

One Of A Kind Rivendell Home With "three (3) Bedroom-bathroom Suites". Also Two Addition Bedrooms; One Is Perfect For A Guest Suite With A Bath And Separate Entry. Deluxe Master Suite Is Oversized With A Large Sitting/tv Area, Tray Ceiling, Crown Molding,...

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220 Woodland Dr #220 Osprey, FL
$168,500

  • 2 Beds
  • 2.0 Baths
  • 1,325 SqFt
  • 11 Days on Market

Old Florida Charm, Contemporary Architecture, & Natural Beauty, A Unique Blend In Pine Run! This Upper Level End Unit Boasts Generous Room Sizes, High Ceilings & Lots Of Light, Essential To Creating Your Special Retreat. An Eat-in Kitchen, Separate Dining A...

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267 Lookout Point Dr Osprey, FL
$685,500

  • 4 Beds
  • 3.0 Baths
  • 2,899 SqFt
  • 11 Days on Market

Water Views! A Rare Find In The Lovely Marina Community Of Southbay Yacht & Racquet Club. This Four Bedroom Home Has A Recently Remodeled Kitchen With New Appliances And Opens Into A Large Family Room. Three Bedrooms On The Main Level With The Master Bedroo...

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320 Passage Way Osprey, FL
$849,000

  • 4 Beds
  • 3.0 Baths
  • 3,295 SqFt
  • Pool: Yes
  • 11 Days on Market

Photos Soon! Situated On A Quiet Cul-de-sac In The Upscale Waterfront Community Of Southbay Yacht & Racquet, This Spacious And Well-designed Home Beacons You To The Florida Lifestyle You Imagined. Elegant Yet Causal, This Home Is Perfect For Both Peaceful E...

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651 Crane Prairie Way Osprey, FL
$539,900

  • 3 Beds
  • 3.0 Baths
  • 2,504 SqFt
  • Pool: Yes
  • 12 Days on Market

Light, Bright Stanford Model Built By Lee Wetherington In 2004 Features Over 2500 Sf, Open, Split Plan With 3 Br Plus Den Or Office, 2.5 Baths, Great Room, Dining Room And Spacious Kitchen For The Gourmet Cook. A New Refrigerator Has Just Been Purchased. ...

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0 Palmetto Ave Osprey, FL
$3,495,000

  • 4 Beds
  • 5.0 Baths
  • 4,827 SqFt
  • Pool: Yes
  • 12 Days on Market

Looking For A Little Peace And Quiet And Big Bay Views? Consider This Dream Home Designed By Esteemed Architect, Clifford A. Scholz, A Little Further South Of Downtown Sarasota And Capitalize On The Savings. When You Consider The “all-in” Price For This Pro...

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17 Landlubber Ln Osprey, FL
$709,900

  • 3 Beds
  • 3.0 Baths
  • 2,642 SqFt
  • Pool: Yes
  • 12 Days on Market

Southbay Yacht And Racquet Club Fabulous Home, Aggressively Priced In Boating Community! Three Bedrooms, Three Full Baths, Office/den Plus 3-car Attached Garage. Beautiful Lanai, Pool And Spa In Serene Setting. Interior Features Include Travertine Flooring...

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7101 Jessie Harbor Dr #7101 Osprey, FL
$295,000

  • 3 Beds
  • 2.0 Baths
  • 1,692 SqFt
  • 13 Days on Market

Located Within The Desirable Waterfront Gated Community Of Blackburn Harbor, This Beautifully Renovated Corner Unit At Heron House Is Secluded, Quiet, And Surrounded By Lush, Tropical Vegetation. This Immaculate Condo With Granite Countertops, New Flooring,...

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697 Clear Creek Dr Osprey, FL
$474,900

  • 4 Beds
  • 3.0 Baths
  • 2,399 SqFt
  • Pool: Yes
  • 14 Days on Market

One Of The Best Locations In The Highly Sought After Rivendell Community. The Open Floor Plan Takes Full Advantage Of The Nearly 2400 Sqft Of Living Area. Soaring Ceilings And Split Bedrooms Make This Home Feel Even Larger Than It Is. Each Of The Rooms ...

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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 REALTORS®, 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 February 21st, 2017 at 3:07pm EST.