5,067

Osprey, FL Homes

Section Image
    • /13

      Est $780,667 Not Listed For Sale

      0 Cezanne Dr Unit A4556644, Osprey, FL 34229

      0 Cezanne Dr Unit A4556644, Osprey, FL 34229

      Last Sold Summary

      • 29% Below List Price
      • 154 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Lisel Hardy KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  • /56

    $974,900

    • 4 Beds
    • 3.5 Baths
    • 2,980 Sq Ft

    1602 Southbay Dr, Osprey, FL 34229

    Welcome to your slice of Florida paradise!Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & Racquet Club, this elegant residence captures the essence of the coastal lifestyle—enhanced by thoughtful recent updates including a new roof replaced in 2023, fresh interior paint, an updated kitchen, and a beautifully updated pool and jacuzzi. As you arrive, mature tropical

    Thomas Kiessling COMPASS FLORIDA LLC

    1602 Southbay Dr, Osprey, FL 34229
  • /2

    $527,500 Sold Feb 27, 2026

    315 Bayshore Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,384 Sq Ft
    • Built 1979

    Last Sold Summary

    • 20% Below List Price
    • $221/SF
    • 72 Days On Market

    Current Estimated Value $547,078

    Last Listing Agent Norma Mladineo COLDWELL BANKER REALTY

    315 Bayshore Dr, Osprey, FL 34229
    • /31

      Est $556,899 Not Listed For Sale

      4400 Conchfish Ln, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 2018
      4400 Conchfish Ln, Osprey, FL 34229

      Last Sold Summary

      • 2% Above List Price
      • $273/SF
      • 124 Days On Market

      Last Sold Price $547,500

      Last Listing Agent Jason Van Cleave FINE PROPERTIES

  • /2

    $617,999 New Construction

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    791 S Tamiami Trail Unit 103, Osprey, FL 34229

    Under Construction. UNDER CONSTRUCTION-STARTING FROM THE MID $500,000'S. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 103, Osprey, FL 34229
  • /2

    $520,000 Sold Feb 26, 2026

    566 Oak Bay Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,559 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $203/SF
    • 4 Days On Market

    Current Estimated Value $587,779

    Last Listing Agent Greg Walters SARABAY REAL ESTATE INC

    566 Oak Bay Dr, Osprey, FL 34229
    • /2

      Not Listed For Sale

      570 Blackburn Point Rd Unit 14-LIDO, Osprey, FL 34229

      • Studio
      570 Blackburn Point Rd Unit 14-LIDO, Osprey, FL 34229

      Last Sold Summary

      • 135 Days On Market

      Last Sold Price $20,000

      Last Listing Agent Bob Stahlschmidt II BRIGHT REALTY

  • /63

    $569,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229

    Under contract-accepting backup offers. This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator just got a new motor, and yet the condo dues were just reduced by $500 a quarter! The spacious

    Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229
  • /2

    $540,000 Sold Nov 24, 2025

    813 Oak Pond Dr, Osprey, FL 34229

    • 4 Beds
    • 2 Baths
    • 1,981 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Below List Price
    • $273/SF
    • 121 Days On Market

    Current Estimated Value $525,776

    Last Listing Agent Jeremy Egglefield PREFERRED SHORE LLC

    813 Oak Pond Dr, Osprey, FL 34229
    • /25

      Est $215,746 Not Listed For Sale

      13 Bay Ave, Osprey, FL 34229

      13 Bay Ave, Osprey, FL 34229

      Last Sold Summary

      • 10% Below List Price
      • 44 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S

  • /2

    $617,999 New Construction

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft

    791 S Tamiami Trail Unit 301, Osprey, FL 34229

    Under Construction. UNDER CONSTRUCTION-STARTING FROM THE MID $500,000'S. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 301, Osprey, FL 34229
  • /2

    $179,000 Sold Apr 28, 2025

    312 Tropic Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Below List Price
    • $160/SF
    • 57 Days On Market

    Last Listing Agent Michelle Ward COMPASS FLORIDA LLC

    312 Tropic Dr, Osprey, FL 34229
    • /2

      Est $1,013,171 Not Listed For Sale

      84 Bishops Court Rd, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,573 Sq Ft
      • Built 1989
      84 Bishops Court Rd, Osprey, FL 34229

      Last Sold Summary

      • 14% Below List Price
      • $457/SF
      • 35 Days On Market

      Last Sold Price $1,175,000

      Last Listing Agent Rosalie Phillips Michael Saunders

  • /74

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft

    700 Faith Ave, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort

    steve mularky LACEY REALTY INC

    700 Faith Ave, Osprey, FL 34229
  • /2

    $35,000 Sold Jul 22, 2025

    570 Blackburn Point Rd Unit 17, Osprey, FL 34229

    • Built 2006

    Last Sold Summary

    • 29% Below List Price
    • 62 Days On Market

    Current Estimated Value $34,496

    Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit 17, Osprey, FL 34229
    • /2

      Est $499,661 Not Listed For Sale

      619 Pine Ranch Rd E, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 2,222 Sq Ft
      • Built 1994
      619 Pine Ranch Rd E, Osprey, FL 34229

      Last Sold Summary

      • 11% Above List Price
      • $203/SF
      • 47 Days On Market

      Last Sold Price $450,000

      Last Listing Agent John Michailidis KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  • /58

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 2,168 Sq Ft

    250 Hidden Bay Dr Unit A-301, Osprey, FL 34229

    Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in Jan 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building.

    Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

    250 Hidden Bay Dr Unit A-301, Osprey, FL 34229
  • /2

    $395,000 Sold Apr 30, 2025

    418 Sarabay Rd, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,767 Sq Ft
    • Built 1960

    Last Sold Summary

    • 15% Below List Price
    • $224/SF
    • 81 Days On Market

    Current Estimated Value $398,976

    Last Listing Agent Tracey Fiedler DALTON WADE INC

    418 Sarabay Rd, Osprey, FL 34229
    • /3

      Not Listed For Sale

      436 Glenwood Ave, Osprey, FL 34229

      436 Glenwood Ave, Osprey, FL 34229

      Last Sold Summary

      • 6 Days On Market

      Last Sold Price $145,000

      Last Listing Agent Mark Quire KELLER WILLIAMS ON THE WATER S

  • /85

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    393 N Point Rd Unit 301, Osprey, FL 34229

    This end unit in The Meridian has been thoughtfully updated and carefully maintained. Offering 3 bedrooms and 3 full baths, it also has a dedicated study/den with pocket doors. Light and bright, this 2,594 square foot residence is spacious and offers room for comfortable and elegant living. The large master suite has a large bathroom with a walk-in shower, dual vanities and sinks and tons of

    Steve Abbe COLDWELL BANKER REALTY

    393 N Point Rd Unit 301, Osprey, FL 34229
  • /2

    $170,000 Sold Mar 10, 2026

    238 Woodland Dr, Osprey, FL 34229

    • 1 Bed
    • 1.5 Baths
    • 865 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Below List Price
    • $197/SF
    • 126 Days On Market

    Current Estimated Value $184,831

    Last Listing Agent Kellie MacDonell COLDWELL BANKER REALTY

    238 Woodland Dr, Osprey, FL 34229
    • /37

      Est $349,753 Not Listed For Sale

      117 Navigation Cir Unit 101, Osprey, FL 34229

      • 2 Beds
      • 2 Baths
      • 1,574 Sq Ft
      • Built 2014
      117 Navigation Cir Unit 101, Osprey, FL 34229

      Last Sold Summary

      • 20% Below List Price
      • $276/SF
      • 35 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Kristen Conti PEACOCK PREMIER PROPERTIES LLC

  • /52

    $600,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    1140 Beachcomber Ct Unit 11, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to Blackburn Point Marina Village, where coastal elegance meets maintenance-free living near Sarasota's desired waterfront. Enjoy the boating and waterfront lifestyle you've dreamed of without the million-dollar price tag. This beautifully upgraded townhome features a bright open floor plan with luxury vinyl flooring (2025), plantation

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1140 Beachcomber Ct Unit 11, Osprey, FL 34229
  • /2

    $880,000 Sold Apr 23, 2025

    1237 Flying Bridge Ln, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,045 Sq Ft
    • Built 1978

    Last Sold Summary

    • 10% Below List Price
    • $430/SF
    • 61 Days On Market

    Current Estimated Value $846,506

    Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

    1237 Flying Bridge Ln, Osprey, FL 34229
    • /57

      Est $646,142 Not Listed For Sale

      6100 Jessie Harbor Dr Unit 503, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,630 Sq Ft
      • Built 2005
      6100 Jessie Harbor Dr Unit 503, Osprey, FL 34229

      Last Sold Summary

      • 11% Below List Price
      • $276/SF
      • 48 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Giuseppe Gambo CENTURY 21 SCHMIDT REAL ESTATE

  • /92

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft

    393 N Point Rd Unit 604, Osprey, FL 34229

    Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome of

    Debbie Baraona ROBERT SLACK LLC

    393 N Point Rd Unit 604, Osprey, FL 34229
  • /2

    $800,000 Sold Mar 17, 2026

    242 Hidden Bay Dr Unit 401, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft
    • Built 1999

    Last Sold Summary

    • 9% Below List Price
    • $381/SF
    • 110 Days On Market

    Current Estimated Value $851,112

    Last Listing Agent Bart Tracy LASBURY-TRACY REALTY INC.

    242 Hidden Bay Dr Unit 401, Osprey, FL 34229
    • /18

      Est $254,575 Not Listed For Sale

      248 Washington Ave, Osprey, FL 34229

      • 3 Beds
      • 1.5 Baths
      • 996 Sq Ft
      • Built 1950
      248 Washington Ave, Osprey, FL 34229

      Last Sold Summary

      • 14% Below List Price
      • $299/SF
      • 14 Days On Market

      Last Sold Price $297,500

      Last Listing Agent Moe Mossa SAVVY AVENUE, LLC

  • /2

    $540,749 New Construction

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    791 S Tamiami Trail Unit 302, Osprey, FL 34229

    Under Construction. UNDER CONSTRUCTION STARTING FROM THE UPPER $400,000. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 302, Osprey, FL 34229
  • /2

    $1,020,000 Sold May 22, 2025

    284 Lookout Point Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,909 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $351/SF
    • 14 Days On Market

    Current Estimated Value $994,488

    Last Listing Agent Carol Thompson ROYAL PALM REALTY

    284 Lookout Point Dr, Osprey, FL 34229
    • /13

      Est $1,158,914 Not Listed For Sale

      3603 N Point Rd Unit 603, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,680 Sq Ft
      • Built 2007
      3603 N Point Rd Unit 603, Osprey, FL 34229

      Last Sold Summary

      • 17% Below List Price
      • $522/SF
      • 0 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  • /44

    $679,900

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    5100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

    This meticulously maintained, waterfront residence is in an amenity-rich, gated community. Offering over 2,000 square feet of casual luxury, the well-designed living space includes two bedrooms, two baths and features a welcoming foyer, a breakfast area, and a separate room ideal for a den or home office. The upgraded appointments throughout are numerous and include top-of-the-line KitchenAid

    Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5100 Jessie Harbor Dr Unit 403, Osprey, FL 34229
  • /2

    $568,792 Sold Jun 30, 2025

    393 N Point Rd Unit 503, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,203 Sq Ft
    • Built 2001

    Last Sold Summary

    • 28% Below List Price
    • $258/SF
    • 296 Days On Market

    Current Estimated Value $551,294

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    393 N Point Rd Unit 503, Osprey, FL 34229
    • /2

      Est $1,360,771 Not Listed For Sale

      639 Eagle Watch Ln, Osprey, FL 34229

      • 4 Beds
      • 5.5 Baths
      • 3,906 Sq Ft
      • Built 1989
      639 Eagle Watch Ln, Osprey, FL 34229

      Last Sold Summary

      • 13% Above List Price
      • $307/SF
      • 212 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  • /95

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,680 Sq Ft

    3621 N Point Rd Unit 301, Osprey, FL 34229

    Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split floor plan and absolutely breathtaking sunset views over the Preserve and out to Little Sarasota Bay. Natural light floods the interior, highlighting the beauty of the hand-rubbed walnut

    Steve Abbe COLDWELL BANKER REALTY

    3621 N Point Rd Unit 301, Osprey, FL 34229
  • /2

    $169,000 Sold Jan 09, 2026

    218 Palm Air Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1979

    Last Sold Summary

    • 11% Below List Price
    • $151/SF
    • 44 Days On Market

    Last Listing Agent Carlos Saramago EXIT KING REALTY

    218 Palm Air Dr, Osprey, FL 34229
    • /25

      Est $542,975 Not Listed For Sale

      543 Meadow Sweet Cir, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 1,981 Sq Ft
      • Built 2001
      543 Meadow Sweet Cir, Osprey, FL 34229

      Last Sold Summary

      • 8% Below List Price
      • $299/SF
      • 52 Days On Market

      Last Sold Price $592,500

      Last Listing Agent Mary Jo Violett Michael Saunders

  • /53

    $647,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,320 Sq Ft

    522 Luminary Blvd, Osprey, FL 34229

    This exquisite three-bedroom, three-bath-plus-den, Lee Wetherington built home exemplifies intelligent design and beauty in the community of Willowbend. This Ashley floor plan is thoughtfully oriented to the south, allowing for abundant natural light and stunning lakefront views. The residence features inviting curb appeal with a paver-accented driveway and walkway, leading to an impressive

    Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    522 Luminary Blvd, Osprey, FL 34229
  • /2

    $990,000 Sold Feb 10, 2026

    820 Placid Lake Dr, Osprey, FL 34229

    • 5 Beds
    • 4 Baths
    • 3,938 Sq Ft
    • Built 2002

    Last Sold Summary

    • 29% Below List Price
    • $251/SF
    • 309 Days On Market

    Current Estimated Value $1,037,880

    Last Listing Agent Ali Marks LOYD ROBBINS & CO. LLC

    820 Placid Lake Dr, Osprey, FL 34229
    • /64

      Est $246,349 Not Listed For Sale

      224 Woodland Dr, Osprey, FL 34229

      • 2 Beds
      • 2 Baths
      • 1,325 Sq Ft
      • Built 1980
      224 Woodland Dr, Osprey, FL 34229

      Last Sold Summary

      • 21% Below List Price
      • $234/SF
      • 133 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home