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 43 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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228 Properties Found. Showing First 12 Results.

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3603 N Point Rd #402 Osprey, FL
$400,000

  • 3 Beds
  • 3.0 Baths
  • 2,545 SqFt
  • 1 Days on Market

Are You Looking For The Perfect Place To Live The Florida Country Club Lifestyle In A Luxury Condo? Your Search Is Over! This 3 Bedroom, 3 Bath Residence In Meridian At The Oaks Preserve Is The Answer. Beautifully Maintained And Well Appointed, When You Se...

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3932 Waypoint Ave Osprey, FL
$607,389

  • 3 Beds
  • 3.0 Baths
  • 2,275 SqFt
  • 3 Days on Market

Under Construction – This Award Winning Home Features An Open Floor Plan Perfect For Entertaining! In A Beautiful Waterfront Community Of Bayside. This 3 Bedroom, 3 Bath, Den Home Features Florida Living At Its Best On A Pond. A Tiled Foyer Greets You Upon ...

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401 N Point Rd #902 Osprey, FL
$750,000

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

Spacious And Bright, This 3 Bedroom, 3 Bath Residence Offers Everything You'd Expect In A Condo In The Oaks Preserve, And More! Secure Entry And Private Elevator, Two Car Private Garage, Rooms Filled With Light And Offering Spectacular Views, Meridian Resi...

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413 Sorrento Dr Osprey, FL
$1,495,000

  • 4 Beds
  • 6.0 Baths
  • 4,414 SqFt
  • Pool: Yes
  • 3 Days on Market

Bring Your Family To Make Wonderful Memories In This Beautiful Estate Featuring Stunning Intracoastal Waterway Views. This Very Spacious Home, With Lots Of Storage Throughout, Has Plenty Of Natural Light And The Ideal Layout For Any Size Family. Private Gat...

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3621 N Point Rd #503 Osprey, FL
$580,000

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

This Well Maintained Three Bedroom Residence In Meridian Crowns The Foliage Of The Oaks Preserve, Offering You A Tree Top View Of The Lush Vegetation And Partial Bay Views. Step From Your Private Elevator, An Expansive Of Gleaming Wood Floors Greets You. ...

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431 E Macewen Dr Osprey, FL
$1,100,000

  • 3 Beds
  • 4.0 Baths
  • 4,184 SqFt
  • Pool: Yes
  • 9 Days on Market

This 3 Bedroom Plus Office, 4 Bath Home Is A Former Tivoli Model. Open And Airy, It Features Large, Spacious Rooms. The Living Room, Dining Room, And Family Room Have "disappearing" Sliders That Pocket Behind The Wall Opening Up The Whole Area To The Lanai...

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3945 Waypoint Ave Osprey, FL
$630,260

  • 3 Beds
  • 4.0 Baths
  • 2,275 SqFt
  • 10 Days on Market

Under Construction – This Award Winning Home Features An Open Floor Plan Perfect For Entertaining! In A Beautiful Waterfront Community Of Bayside. This 3 Bedroom, 3 Bath, Den Home Features Florida Living At Its Best. A Tiled Foyer Greets You Upon Entering A...

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426 Walls Way Osprey, FL
$1,050,000

  • 3 Beds
  • 4.0 Baths
  • 4,034 SqFt
  • Pool: Yes
  • 11 Days on Market

Too Hip To Be Square. This 3 Bedroom, 4 Bath Home In The Oaks Clubside Has A Cachet Of Cool. The Open Floor Design With Eclectic Finishes And Appointments Makes This Unique Space The Ideal Place For Every Way You Want To Live The Country Club Lifestyle. W...

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234 Woodland Dr #234 Osprey, FL
$210,000

  • 2 Beds
  • 2.0 Baths
  • 1,316 SqFt
  • 16 Days on Market
  • Last Price Change: 04/21/2017

Home Sweet Home! This Could Be Your Very Own Tropical Paradise! There’s A Sense Of Being Outside From Every Room Of This Updated Condo With New Plumbing And Flooring. The Natural Beauty And Old Florida Charm Will Not Escape You As You Enjoy The Three Pat...

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124 Turquoise Ln Osprey, FL
$450,000

  • 3 Beds
  • 2.0 Baths
  • 2,306 SqFt
  • Pool: Yes
  • 17 Days on Market

A Place To Get Away, Every Day! Enjoy A Vacation Retreat Every Day Of The Year In This 3 Bedroom, 2 Bath Home Nestled In Emerald Woods At The Oaks Preserve. Maintenance Free Living, With Every Amenity Inside And Out, To Give You The Classic Country Club L...

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1011 Oak Meadow Ln Osprey, FL
$382,500

  • 3 Beds
  • 2.0 Baths
  • 2,139 SqFt
  • 17 Days on Market

Welcome Home! Beautiful 3 Bedroom, 2 Bath Home Plus Office In The Highly Sought After Woodlands At Rivendell. Conveniently Located Next To The Heated Community Pool And Walking Distance Of The Highly Acclaimed Pine View School. This Spacious Open Split Floo...

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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 April 30th, 2017 at 6:03am EDT.