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 27 minutes ago)
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$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
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$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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189 Properties Found. Showing First 12 Results.

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3621 N Point Rd #301 Osprey, FL
$490,000

  • 3 Beds
  • 3.0 Baths
  • 2,680 SqFt
  • 1 Days on Market

Discover The Epitome Of A Life Well-lived At The Meridian In The Oaks Preserve. This Magnificent Three-bedroom Condominium Offers Nature Views, Ample Natural Light, And Sublime Country Club Living. Enter Through The Private Elevator Foyer To This Secluded E...

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736 Harms Dr Osprey, FL
$265,000

  • 3 Beds
  • 2.0 Baths
  • 2,630 SqFt
  • Pool: Yes
  • 2 Days on Market

Bring Your Design Ideas And See The Potential Here. This 3 Bedroom 2 Bath Home Features A 2 Car Garage, Private Pool, Tile And Wood Floors, Vaulted Ceilings, Great Room With Fireplace And Built-ins And Large Widows To Allow For Natural Light. Convenient T...

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14425 Masthead Dr Osprey, FL
$699,000

  • 2 Days on Market

Welcome To The Gated Community Of Bayside In Osprey. Only Three Of Seven Bayfront Lots Remain, So Now Is The Time To Take Advantage Of This Ready-to-build Opportunity, Offering Amazing Views Of The Bay And Exclusive Casey Key Beyond. Boating, Canoeing, Kaya...

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14421 Masthead Dr Osprey, FL
$650,000

  • 2 Days on Market

Welcome To The Gated Community Of Bayside In Osprey. Only Three Of Seven Bayfront Lots Remain So Now Is The Time To Take Advantage Of This Ready To Build Opportunity Offering Amazing Views Of The Bay And Exclusive Casey Key Beyond. Boating, Canoeing, Kayak...

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122 Yacht Harbor Dr Osprey, FL
$469,999

  • 3 Beds
  • 3.0 Baths
  • 2,038 SqFt
  • Pool: Yes
  • 2 Days on Market

Boats Welcome! This Beautiful Residence In The Amenity Rich Southbay Yacht And Racquet Club Community Is Welcoming From The Moment You Set Foot Through The Front Door. Vaulted Ceilings, Split Floor Plan, Exposed Wood Beams, And A Wood Burning Fireplace Add ...

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931 Blue Heron Overlook Osprey, FL
$3,100,000

  • 5 Beds
  • 7.0 Baths
  • 6,977 SqFt
  • Pool: Yes
  • 5 Days on Market

Experience Life In One Of Florida’s Finest Country Clubs, The Oaks, From This Exquisitely Crafted Estate Home. Strategically Positioned To Overlook The Signature Heron Golf Course, This Extraordinary Residence Presents Over 6,900 Sq. Ft. Of Space In Which T...

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1801 Highland Rd Osprey, FL
$239,900

  • 2 Beds
  • 2.0 Baths
  • 1,165 SqFt
  • 7 Days on Market

Key West Style Town Home Has All The Upgrades, Plus A Private Tropical Backyard Oasis For All Your Outdoor Florida Living, Relaxing And Entertaining. This Home Is A Must See With Lots Of Designer Touches: Porcelain Wood Tile, Crown Molding, 9 Foot Ceilings,...

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152 Navigation Cir #107 Osprey, FL
$245,900

  • 3 Beds
  • 2.0 Baths
  • 1,528 SqFt
  • 7 Days on Market
  • Last Price Change: 08/15/2017

This Condo Is Still Brand New...move-in Ready And Priced To Sell!! Spacious "ibis" Floor Plan Makes Great Use Of Space With 3 Bedrooms, 2 Baths, Attached One Car Garage. Open Kitchen Features A Breakfast Bar...great For Entertaining!! Stylish 42" Wood Cabi...

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4416 Conchfish Ln Osprey, FL
$400,000

  • 3 Beds
  • 3.0 Baths
  • 2,771 SqFt
  • 7 Days on Market

Under Construction!! This Beautiful Augustine Features Three Spacious Bedrooms And Three Full Baths. There Is A Flex Room, Perfect To Use As An Office Or Play Area, A Pocket Office Conveniently Located Off The Kitchen Area, And An Open Loft For That Perfec...

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745 Fordingbridge Way Osprey, FL
$364,900

  • 4 Beds
  • 2.0 Baths
  • 1,893 SqFt
  • Pool: Yes
  • 9 Days on Market

Retreat To The Woodlands At Rivendell, One Of Sarasota County’s Most Treasured Hidden Gems, Where Over 400 Carefully Planned Acres Of Lakes, Preserves And Open Spaces Create An Unparalleled Harmony Between An Active Community And Its Beautiful Natural Surro...

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701 Pine Run Dr #701 Osprey, FL
$149,900

  • 1 Beds
  • 1.0 Baths
  • 586 SqFt
  • 9 Days on Market

Beautiful, Extensively Renovated, High Ceilings, Laminate Flooring Throughout, Brand New Appliances, Partially Furnished, Pet Friendly, Low Density Community, Situated On 20+ Unspoiled Acres, Abundant Amenities Include...two Heated Swimming Pools, Tennis Co...

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449 Patterson Ave Osprey, FL
$199,000

  • 3 Beds
  • 2.0 Baths
  • 1,116 SqFt
  • 14 Days on Market

Cute Three Bedroom, Two Bath Home Located On A Quiet Street In Osprey Park. Wonderful Location....close To Spanish Point, Pine View School, Walmart, Bay Street Park, Restaurants, Legacy Trail, Oscar Scherer Park, Siesta And Nokomis Beach. No Hoa, County Wat...

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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 August 16th, 2017 at 7:06pm EDT.