18

Osprey, FL Homes for Sale under $300,000

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  • /44

    $235,000

    $65K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 595 Sq Ft

    51 MacEwen Dr Unit 5, Osprey, FL 34229

    Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental.Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly

    Sabine Spycher 342 REAL ESTATE

    51 MacEwen Dr Unit 5, Osprey, FL 34229
  • /4

    $115,000

    570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229

    This slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric.

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229
  • /3

    $89,000

    $9K PRICE DROP

    570 Blackburn Point Rd Unit 23, Osprey, FL 34229

    Extra-wide indoor boat rack accommodating vessels up to 33' L x 11.1' W x 9.3' H, with quick access to Midnight Pass and Venice Inlet. Marina amenities include call-ahead splash service, fuel, ice, bait and tackle, fish cleaning station, adjacent restaurant, maintenance racks, and wash-down service after each use. Condo fees cover in and outs, insurance, marina and building maintenance, staff,

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit 23, Osprey, FL 34229
  • /4

    $36,000

    570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

    This slip will house a boat with the maximum dimensions of 35.5' length, 10' width and 6' height This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229
  • /45

    $249,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    116 Woodland Place Unit 116, Osprey, FL 34229

    Ready to make the move to paradise? Here’s your new home! Adorable two bedroom condo refreshed and ready for a new owner to enjoy convenience living. Crisp and clean with new luxury vinyl in the living room, dining room, hallway and entry, plus just freshly painted! Enjoy a bit of character with the shiplap wood wall in the dining room. Bathrooms have been remodeled with upscale appointments such

    Pat Williams PAT WILLIAMS REALTY, LLC

    116 Woodland Place Unit 116, Osprey, FL 34229
  • /4

    $109,000

    570 Blackburn Point Rd Unit 13, Osprey, FL 34229

    The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit 13, Osprey, FL 34229
  • /36

    $299,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    4226 Frontier Ln Unit 103, Osprey, FL 34229

    Coastal convenience meets effortless living, just minutes from Siesta Key, America’s #1 beach. Welcome to 4226 Frontier Lane, a beautifully maintained 2-bedroom, 2-bath walk-up condo in the gated community of Bay Street Village, offering exceptional value and an easy Florida lifestyle. Built for peace of mind with hurricane impact windows concrete-block construction. A private ground-level garage

    Kate Kwiecinski COLDWELL BANKER REALTY

    4226 Frontier Ln Unit 103, Osprey, FL 34229
  • /37

    $185,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,199 Sq Ft

    320 Tropic Dr, Osprey, FL 34229

    Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and

    Susan Retzke RE/MAX PALM

    320 Tropic Dr, Osprey, FL 34229
  • /7

    $289,999

    $30K PRICE INCREASE
    • Land
    • 5,662 Sq Ft
    • $2,230,762 per Acre

    456 Washington Ave, Osprey, FL 34229

    Owner Financing is Available. Prime Land at 456 Washington Ave, Osprey, FL 34229 – A Rare Gem Near Historic Spanish Point & Selby Gardens. Don’t miss out on this incredible opportunity to own a prime piece of land at 456 Washington Ave, located in the heart of Osprey, FL. Surrounded by natural beauty and rich history, this property is just moments from the renowned Historic Spanish Point and the

    Mike Vo FLOTACAL

    456 Washington Ave, Osprey, FL 34229
  • /34

    $109,900

    Open House 9/20 $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    348 Tropic Dr, Osprey, FL 34229

    Perfect Home for a SNOW BIRD OR A "YEAR-ROUNDER "!! The Arbors is the BEST of the Florida sun belt communities. THE ROOF -- New in 2022 with 15-Year Transferable Waranty. THE CARPORT -- New 2023 No leaks. This lovingly maintained manufactured home is in a PET FRIENDLY zone. Your LOW $215/month HOA provides: YOUR Water. YOUR Sewer. YOUR Lawn care. YOUR Cable service. A lucky buyer could move in

    John Alexander FINE PROPERTIES

    348 Tropic Dr, Osprey, FL 34229
  • /38

    $165,900

    $6K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 586 Sq Ft

    701 Pine Run Dr, Osprey, FL 34229

    Rare “Treehouse” Condo Available in Pine Run! Thinking of making the move to Florida? This charming one-bedroom condominium is the perfect place to start. Or just want a tiny house for ease of living? This is it! Bright and airy, the home features soaring cathedral ceilings and abundant natural light from both the east and west. The spacious living room opens through sliding glass doors to a

    Pat Williams PAT WILLIAMS REALTY, LLC

    701 Pine Run Dr, Osprey, FL 34229
  • /4

    $99,500

    570 Blackburn Point Rd Unit 36, Osprey, FL 34229

    This high end, hurricane rated building sits ideally located between Sarasota and Venice. It is just minutes away from Midnight Pass. This slip holds a boat 32.5' in length, 9' in height and 10' in width. The marina is professionally staffed and is opened 7 days a week. Amenities include outside service racks, wash down stations, pump out, 90 octane rec fuel, water and electric on the docks,

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit 36, Osprey, FL 34229
  • /30

    $284,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,244 Sq Ft

    184 Explorer Dr, Osprey, FL 34229

    Luxury Corner Residence in Osprey | Top-Rated Pine View School District.Welcome to an exceptional opportunity in the heart of Osprey, one of Sarasota County’s most desirable and rapidly growing locations. This beautifully maintained corner-unit residence in Bay Street Village offers an elevated lifestyle just moments from world-class amenities.This FULLY FURNISHED 2-bedroom, 2-bathroom

    Claudia Dybala DALTON WADE INC

    184 Explorer Dr, Osprey, FL 34229
  • /19

    $285,000

    • 1 Bed
    • 1 Bath
    • 595 Sq Ft

    51 MacEwen Dr Unit 14, Osprey, FL 34229

    This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area

    Steve Abbe COLDWELL BANKER REALTY

    51 MacEwen Dr Unit 14, Osprey, FL 34229
  • /4

    $39,500

    $3K PRICE DROP

    570 Blackburn Point Rd Unit CASEY 11, Osprey, FL 34229

    Dry boat slip for sale at Osprey Harbor Village, hurricane-protected dry storage with top-tier amenities! Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 33L x 9.5W x 6.5H. With valet boat service,

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit CASEY 11, Osprey, FL 34229
  • /3

    $34,900

    • 1 Bed
    • 1 Bath
    • 418 Sq Ft

    124 Happy Haven Dr Unit 56, Osprey, FL 34229

    Happy Haven, a professionally managed, well-maintained manufactured home community, currently has a 418 sq. ft. home with 1 bedrooms and 1 bathrooms for sale. Take advantage of this offer now and live in one of the state's most attractive areas. Call and schedule a viewing of this home and ask about our current promotions!

    Tori Coil Happy Haven

    124 Happy Haven Dr Unit 56, Osprey, FL 34229
  • /71

    $275,000

    • 1 Bed
    • 1 Bath
    • 623 Sq Ft

    51 MacEwen Dr Unit 12, Osprey, FL 34229

    Situated in Windsor Lodge in The Oaks Clubside, this updated second floor condo has a kitchenette with quartz countertops, a modern bath, a bonus space set up as a small office area and in-unit laundry. An end unit, it has more windows than the typical interior location, filling the interior with wonderful natural light and offering sweeping views of Eagle #18 and lake. This immaculate condo is

    Steve Abbe COLDWELL BANKER REALTY

    51 MacEwen Dr Unit 12, Osprey, FL 34229
  • /49

    $299,990

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    4296 Expedition Way Unit 104, Osprey, FL 34229

    Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the unit and offers a private interior stairway leading to your second-floor residence. Open-concept living and dining area are perfect for entertaining

    Pamela Kurpiewski EXP REALTY LLC

    4296 Expedition Way Unit 104, Osprey, FL 34229

Home Price Trends

Median Sale Price
$652,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$314,500
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$358
Number of Homes for Sale
78
Last 12 months Home Sales
206
Months of Supply
4.50
Median List Price
$749,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-13%
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