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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207 Properties Found. Showing First 12 Results.

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409 N Point Rd #601 Osprey, FL
$695,000

  • 3 Beds
  • 3.0 Baths
  • 2,594 SqFt
  • 1 Days on Market

Welcome To The Meridian At The Oaks Club. This 6th Floor Condominium On Little Sarasota Bay Overlooks Serene Water Views With The Bay, Intracoastal Waterway And The Gulf Of Mexico In The Distance. Enter The Private Foyer With Secure Lobby And Elevator. T...

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1340 New Forest Ln Osprey, FL
$557,000

  • 4 Beds
  • 4.0 Baths
  • 2,950 SqFt
  • Pool: Yes
  • 6 Days on Market

This Sensational 4 Bedroom, 3 And 1/2 Bath Pool Home Is Located In The Desirable Woodlands Section Of Rivendell. The Double Door Entry Leads You Into A Very Spacious Living Room/dining Room That Begs For Entertaining. The Bright Kitchen Features White Cabin...

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51 Mac Ewen Dr #17 & 18 Osprey, FL
$159,900

  • 1 Beds
  • 2.0 Baths
  • 1,190 SqFt
  • 8 Days on Market

The Only Double Unit At The Windsor Lodge Located Within The Gates Of The Oaks Club. Suites 17 & 18 Have Been Combined Into One And Therefor Offer One Bedroom, Two Baths, A Living Room With Dining Area, A Full Kitchen Plus Washer/dryer. This Second Floor Un...

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412 Bayshore Dr Osprey, FL
$2,195,000

  • 3 Beds
  • 4.0 Baths
  • 3,533 SqFt
  • Pool: Yes
  • 9 Days on Market

Paradise Found! This Private Waterfront Estate Built By John Cannon In 2004 Is Situated On Almost An Acre With 162ft Of Waterfront Footage Offering Panoramic Views Of Little Sarasota Bay And Extraordinary Sunsets Over Casey Key. A Private Setting, A Long Pa...

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250 Hidden Bay Dr #a-502 Osprey, FL
$645,000

  • 3 Beds
  • 2.0 Baths
  • 1,937 SqFt
  • 9 Days on Market

Under Construction - Discover Edgewater At Hidden Bay, New Condominiums Off The Beaten Path And Tucked Into Nature. Enter The Gated Community And Be Greeted By Shady Oak Trees And A Peaceful Pond With Waterfall That Catches The Sunlight. Your Bayside Condo...

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217 Windward Dr Osprey, FL
$698,900

  • 4 Beds
  • 3.0 Baths
  • 2,502 SqFt
  • Pool: Yes
  • 11 Days on Market
  • Last Price Change: 06/15/2017

Southbay Yacht & Racquet Club Community Has Its Own Marina, Active Clubhouse, Tennis Courts, Gym, Sauna & Playground.** Completely & Very Tastefully Remodeled *4 Bedroom/3 Full Bath Home With Soaring Ceilings In The Great Room/dining Room And Kitchen Areas ...

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306 Pine Run Dr #306 Osprey, FL
$217,000

  • 2 Beds
  • 2.0 Baths
  • 1,224 SqFt
  • 13 Days on Market

This Fully Updated Elegantly Appointed Unit With Vaulted Ceilings Needs Nothing To Satisfy The Most Discerning Buyer. Exquisitely Finished With Granite Countertops, Bamboo Flooring, Travertine Marble And Stainless Steel Appliances, It Affords The Comfortab...

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68 Explorer Dr #102 Osprey, FL
$262,980

  • 2 Beds
  • 2.0 Baths
  • 1,574 SqFt
  • 14 Days on Market
  • Last Price Change: 06/12/2017

New Construction Move In Ready!– Lovely 2 Br, 2 Bath, And Den With Oversized Two Car Garage, Maintenance Free Condominium At Bay Street. “osprey” Floor Plan Features A Split Bedroom Design With Open Concept Kitchen, Dining And Great Room. Relax On Your Priv...

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81 Navigation Cir #103 Osprey, FL
$274,900

  • 2 Beds
  • 2.0 Baths
  • 1,449 SqFt
  • 17 Days on Market

Welcome To Bay Street Village, A Charming Collection Of Maintenance Free Condominiums With The Best Of Amenities. This First Floor End Unit (osprey Floor Plan) Is A Dream Come True! Boasting 2 Bedrooms, 2 Full Baths, Den With French Doors, And Fabulous View...

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68 Bishops Court Rd #115 Osprey, FL
$325,000

  • 2 Beds
  • 3.0 Baths
  • 1,890 SqFt
  • 19 Days on Market

Traditional Oaks Charm Is What You Will Find In This Gracious Townhome, Designed By Bo Macewen, In The Oaks Preserve. Completely Renovated With Quality Finishes Including Marble Counters, Hardwood Floors, Bosch Appliances, A Wet Bar With A Wine Cooler, Plan...

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4248 Expedition Way #105 Osprey, FL
$252,515

  • 3 Beds
  • 2.0 Baths
  • 1,528 SqFt
  • 21 Days on Market
  • Last Price Change: 06/12/2017

New Construction – Lovely 2 Br, 2 Bath, And Den Maintenance Free Condominium Overlooking A Beautiful Lake At Bay Street. “osprey” Floor Plan Features A Split Bedroom Design With Open Concept Kitchen, Dining And Great Room. Relax On Your Private Screened Lan...

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4252 Expedition Way #101 Osprey, FL
$270,425

  • 2 Beds
  • 2.0 Baths
  • 1,574 SqFt
  • 21 Days on Market
  • Last Price Change: 06/12/2017

New Construction – Lovely 2 Br, 2 Bath, And Den Maintenance Free Condominium Overlooking A Beautiful Lake At Bay Street. “osprey” Floor Plan Features A Split Bedroom Design With Open Concept Kitchen, Dining And Great Room. Relax On Your Private Screened Lan...

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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 June 23rd, 2017 at 9:07am EDT.