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 23 minutes ago)
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$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
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244 Properties Found. Showing First 12 Results.

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127 Bishops Court Rd Osprey, FL
$325,000

  • 3 Beds
  • 2.0 Baths
  • 2,269 SqFt
  • Pool: Yes
  • 1 Days on Market

Immediate Sale - Bring Offers!! Serene And Peaceful Location As You Enter This Lovely 3/2 Residence Set In The Oaks Preserve Gated Community! Enter Through An Oak - Canopied Drive To Bishops Court. Home Offers Volume Ceilings, Open Floor Plan, Large Master...

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42 Pine Ave Osprey, FL
$197,000

  • 2 Beds
  • 2.0 Baths
  • 1,044 SqFt
  • 2 Days on Market

This Charming, Almost Turn Of The Century, Cottage Has Been Modernized For Today's Living. Just Blocks From Little Sarasota Bay With Its Own Community Dock And Pier Is This Delightful, Canopy Streets With Towering 100 Year Old Oaks And Tropical Foliage. T...

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Cordes St Osprey, FL
$159,000

  • 3 Days on Market

Osprey Is Calling ! Excellent Buy On Two Adjoining Lots In Osprey On North Creek Which Is Just North Of The Oaks. East Of Rt. 41 On Cordes Street, Close To Shopping, Schools And Not Far From Beaches. Must Be Sold Together And Not Individually. Great Opp...

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14021 Bellagio Way #204 Osprey, FL
$649,000

  • 3 Beds
  • 4.0 Baths
  • 2,187 SqFt
  • 3 Days on Market

Osprey Harbor Village Is A Premier Property Located Directly On Little Sarasota Bay. The Property Features A Bait And Tackle Shop And Offers Wet Slips Or Dry Racks (additional Fee) To Store Your Boat In Your Own Backyard! This Unit Is A Gorgeous 3 Bedroom, ...

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185 Windward Dr Osprey, FL
$725,000

  • 4 Beds
  • 3.0 Baths
  • 2,396 SqFt
  • Pool: Yes
  • 4 Days on Market

This Is A Stunning Southbay Residence, Renovated To Museum Quality Finishes. The Large Lot With A Pool In Sunny Southern Exposure Backs To A Lovely Greenbelt. Incredible Upgrades Include Major Improvements Done In 2006, With New Roof, Impact Pgt Hurricane W...

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807 Shadow Bay Way Osprey, FL
$389,900

  • 3 Beds
  • 2.0 Baths
  • 2,352 SqFt
  • 4 Days on Market

Beautiful, Maintenance Free Single Family Home In The Sought After Rivendell Subdivision. Over 2,360 S.f. Of Living Space With 3 Bedrooms + Den, 2 Baths And Separate Dining Room. Enjoy The Spacious Great Room, Kitchen And Breakfast Nook Open Area. Brand New...

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7105 Jessie Harbor Dr #7105 Osprey, FL
$285,900

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

Just Minutes From Nokomis Beach Or Downtown Venice Or Sarasota, This Property Is Located On 11+ Secluded Acres In The Gated Waterfront Resort Style Community Of Blackburn Harbor. A Flowing Saltwater Canal System With Over 980 Linear Feet For Boat Dockage ...

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560 Crane Prairie Way Osprey, FL
$359,000

  • 4 Beds
  • 3.0 Baths
  • 2,092 SqFt
  • 8 Days on Market

Beautifully Maintained Newer Home In This Maintenance-free Community Of Willowbend Near Venice, Sarasota, And The Beaches. The Community Boasts High-speed Internet, Cable Television, Yard Maintenance, As Well As Community Pool, Spa, Fitness Center, Pickleba...

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1249 Rudder Ln Osprey, FL
$549,900

  • 3 Beds
  • 2.0 Baths
  • 2,175 SqFt
  • Pool: Yes
  • 9 Days on Market

Boaters Paradise! Rare Deep Water Community, Marina For Boats Up To 60 Feet With No Bridges, And A Short Distance To Gulf! Enjoy The Yacht Club Lifestyle. Freshly Painted And Move-in Ready. Great Room Overlooks Large Heated Pool, Brick Pavers With Plenty Of...

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3929 Waypoint Ave Osprey, FL
$664,029

  • 3 Beds
  • 4.0 Baths
  • 2,100 SqFt
  • Pool: Yes
  • 10 Days on Market

Under Construction -the Farnese - 3 Bedrooms, 3.5 Baths, 2 Car Garage One Story Home With 2,100 Sq. Ft. Of Living Space. In A Beautiful Waterfront Community Of Bayside. This Home Has Numerous Designer Features, Tile Throughout And Gorgeous Finishes. Located...

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114 Woodland Pl #114 Osprey, FL
$174,900

  • 2 Beds
  • 2.0 Baths
  • 1,316 SqFt
  • 10 Days on Market

You Will Fall In Love With This Spacious And Well Maintained 2 Bedroom Ground Floor Condo! Updated Bathrooms, Eat-in Kitchen, Atrium, Screened In Lanai, Storage, Carport! Plenty Of Space To Store All Your Beach Supplies, Bicycles, Kayaks. 2 Swimming Pools, ...

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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 March 25th, 2017 at 5:18am EDT.