25

Osprey, FL 1-Story Homes for Sale

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  • /100

    $1,100,000

    • 5 Beds
    • 3.5 Baths
    • 3,354 Sq Ft

    296 Pine Ranch Trail, Osprey, FL 34229

    Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large

    Agent Photo

    Darren Dowling

    BEYOND REALTY LLC

    296 Pine Ranch Trail, Osprey, FL 34229
  • /62

    $769,000

    $196K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,310 Sq Ft

    13 Bayhead Ln, Osprey, FL 34229

    **IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered

    Mark Lyda GENEROUS PROPERTY

    13 Bayhead Ln, Osprey, FL 34229
  • /43

    $825,000

    $170K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft

    599 Pine Ranch Rd E, Osprey, FL 34229

    **EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers

    Mark Lyda GENEROUS PROPERTY

    599 Pine Ranch Rd E, Osprey, FL 34229
  • /75

    $1,950,000

    $350K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,346 Sq Ft

    538 Dove Pointe, Osprey, FL 34229

    **ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home

    Mark Lyda GENEROUS PROPERTY

    538 Dove Pointe, Osprey, FL 34229
  • /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
  • /99

    $629,000

    $70K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,203 Sq Ft

    401 N Point Rd Unit 603, Osprey, FL 34229

    Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 603, Osprey, FL 34229
  • /16

    $305,950

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,593 Sq Ft

    108 Villa Dr Unit 108, Osprey, FL 34229

    Come for the investment, stay for the lifestyle! Discover an exceptional waterfront opportunity in Sorrento Shores, a quiet, pet-friendly community of just 28 homes, ideally located minutes from Nokomis Beach, I-75, and the nationally recognized Pine View School.Whether you're looking for a Florida retreat, investment property, or your own year-round coastal home, this spacious, detached

    Dr. Richard Gaspar LOKATION

    108 Villa Dr Unit 108, 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
  • /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
  • /39

    $749,900

    • 3 Beds
    • 3 Baths
    • 2,621 Sq Ft

    1117 Millpond Ct, Osprey, FL 34229

    One or more photo(s) has been virtually staged, AI generated or rendered. ONE OF A KIND HOME LAKE FRONT HOME! Welcome to a home where timeless elegance meets the natural beauty of Florida's Gulf Coast. Nestled within the highly sought-after Rivendell community in Osprey, this beautifully refreshed residence offers an exceptional combination of comfort, privacy, and lifestyle. Perfectly positioned

    Brehna Hovland Hovland Realty, LLC

    1117 Millpond Ct, Osprey, FL 34229
  • /54

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    780 Sarabay Rd Unit 16, Osprey, FL 34229

    Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with

    Mark Segreto RMS ELITE PROPERTIES

    780 Sarabay Rd Unit 16, 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
  • /92

    $789,000

    $136K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft

    21 Bayhead Ln, Osprey, FL 34229

    Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing...what

    Steve Abbe COLDWELL BANKER REALTY

    21 Bayhead Ln, Osprey, FL 34229
  • /50

    $1,770,000

    Open Sun 1PM - 4PM $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,411 Sq Ft

    206 Four Knot Ln, Osprey, FL 34229

    Offering 3 bedrooms, 2 baths, den/office, 2,411 square feet under air, a spacious living room, a 2-car garage, and a private 14' x 37' heated pool centrally positioned as the focal point of the home. This beautifully updated, move-in-ready residence blends luxury, comfort, and the ultimate coastal lifestyle in the highly sought-after waterfront Southbay Yacht & Racquet Club/Marina

    Leighton Allenby Realty One Group MVP

    206 Four Knot Ln, Osprey, FL 34229
  • /57

    $319,000

    • 2 Beds
    • 2.5 Baths
    • 1,240 Sq Ft

    1819 Highland Rd, Osprey, FL 34229

    This beautifully appointed 2-bedroom, 2-bath townhome offers a wonderful blend of comfort, privacy, and Florida living in "The Osprey", a community of just 12 residences. The open-concept floor plan features high ceilings, generous living spaces, and large windows that fill the home with an abundance of natural light. The spacious owner’s retreat provides a peaceful setting for relaxation, while

    Jennifer Linehan MICHAEL SAUNDERS & COMPANY

    1819 Highland Rd, 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
  • /39

    $719,000

    New Construction $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    280 Hidden Bay Dr Unit 302, Osprey, FL 34229

    Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity.The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant

    Jim Xarras, Jr BERKSHIRE HATHAWAY HOMESERVICE

    280 Hidden Bay Dr Unit 302, 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
  • /54

    $850,000

    • 4 Beds
    • 3 Baths
    • 2,468 Sq Ft

    144 Park Trace Blvd, Osprey, FL 34229

    Beautiful 4-bedroom, 3-bath pool home with 3-car garage. This home offers the space, upgrades and features you've been looking for. Park Trace Estates is a well-established residential community in Osprey Florida. Perfectly positioned between Sarasota and Venice providing easy access to nearby beaches, restaurants, Tiki bars, biking trails, parks, great schools and so much more! This four-bedroom

    Sharon Lewis GOLF & BAY PROPERTIES LLC

    144 Park Trace Blvd, Osprey, FL 34229
  • /70

    $1,100,000

    $189K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,187 Sq Ft

    14021 Bellagio Way Unit 404, Osprey, FL 34229

    This beautifully remodeled waterfront condominium in Osprey offers a blend of luxury, comfort and coastal living, set directly on Little Sarasota Bay with sweeping tranquil bay views from the fourth floor. The residence features three spacious bedrooms and three baths all thoughtfully redesigned with high-end finishes. The modern kitchen has been completely renovated and outfitted with new

    Megan George PREMIER SOTHEBYS INTL REALTY

    14021 Bellagio Way Unit 404, Osprey, FL 34229
  • /91

    $459,900

    $215K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    401 N Point Rd Unit 301, Osprey, FL 34229

    Virtually Staged. Short Sale. Enter through the secure foyer and take the private elevator to the third floor where you will find this charming 3 bedroom, 3 bath residence. Situated at treetop level, overlooking the preserve and surrounding lush foliage, the interior is open and neutral, with lots of natural light. This unit is waiting for you to come and put your decorating touches on it and

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 301, Osprey, FL 34229
  • /52

    $1,165,000

    $34K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,830 Sq Ft

    1527 Buoy Ln, Osprey, FL 34229

    Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage

    Matthew Lewis BRIGHT REALTY

    1527 Buoy Ln, Osprey, FL 34229
  • /96

    $2,399,000

    $196K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,953 Sq Ft

    49 Osprey Point Dr, Osprey, FL 34229

    Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes,

    Jonathan Abrams MICHAEL SAUNDERS & COMPANY

    49 Osprey Point Dr, Osprey, FL 34229
  • /79

    $739,000

    • 3 Beds
    • 2 Baths
    • 2,328 Sq Ft

    299 Turquoise Ln, Osprey, FL 34229

    Remarkable 3 bedroom 2 bathroom home in Emerald Woods now available for purchase. Nestled in the Oaks Preserve Neighborhood and offering a maintenance free lifestyle with 24 hour guarded gate. Features include; Beautiful Tray Ceilings, Crown Moldings, Plantation Shutters, Solid Surface Countertops, Tile flooring throughout living spaces, and an Spectacular Owner’s Suite with multiple walk-in

    Mick Jordan BRIGHT REALTY

    299 Turquoise Ln, Osprey, FL 34229
  • /41

    $419,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    524 Sarabay Rd, Osprey, FL 34229

    Location, Location. In the Heart of Osprey, centrally located in the highly sought-after well-established Bay Acres Community. Lowest priced home west of the Taril. These 3 bedrooms 2 bath ranch home is West of 41 within 10-minute commutes to downtown Sarasota and downtown Venice, Florida. Across the street from Walmart with bus transportation to Sarasota and Venice. You can walk to Walmart, the

    Ibetta Giannone SUN N SAND REAL ESTATE LLC

    524 Sarabay Rd, Osprey, FL 34229

Home Price Trends

Median Sale Price
$652,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$310,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$358
Number of Homes for Sale
80
Last 12 months Home Sales
206
Months of Supply
4.70
Median List Price
$749,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-13%
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