14

Osprey, FL Homes for Sale under $1,500,000

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  • /53

    $1,100,000

    • 5 Beds
    • 3 Baths
    • 3,912 Sq Ft

    674 Clear Creek Dr, Osprey, FL 34229

    Looking for a house within #1 US public school within a short distance? Discover this expansive 5-bedroom, 3-bathroom home with an oversized flex room, office, and almost 4,000 sq. ft. of living space, perfectly situated on a 9,017 sq. ft. lot. Recent upgrades provide peace of mind and modern comfort, including a new tile roof (2025), HVAC units (2019 & 2023), a new water heater (2022), fresh

    Agent Photo

    Arkadiy Abdurakhmanov

    United Realty Group Inc.

    674 Clear Creek Dr, Osprey, FL 34229
  • /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
  • /61

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 2,545 Sq Ft

    3603 N Point Rd Unit 702, Osprey, FL 34229

    **MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 702, Osprey, FL 34229
  • /63

    $1,250,000

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

    409 N Point Rd Unit 601, Osprey, FL 34229

    **FANTASTIC GULF AND BAY VIEWS FROM THIS UPDATED 6TH-FLOOR CORNER RESIDENCE** This spacious, light-filled corner unit offers nearly 2,600 sq. ft. of living space and features 3 bedrooms plus a study/den, 3 full baths, two elevator banks, two assigned second-level parking spaces, and climate-controlled storage. Located behind the secure gates of The Oaks Preserve Country Club, this residence

    Mark Lyda GENEROUS PROPERTY

    409 N Point Rd Unit 601, Osprey, FL 34229
  • /84

    $1,289,000

    • 3 Beds
    • 3.5 Baths
    • 3,112 Sq Ft

    156 Bishopscourt Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional

    Joel Schemmel DOUGLAS ELLIMAN

    156 Bishopscourt Rd, Osprey, FL 34229
  • /49

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 2,913 Sq Ft

    360 N Point Rd, Osprey, FL 34229

    Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger.

    Steve Abbe COLDWELL BANKER REALTY

    360 N Point Rd, Osprey, FL 34229
  • /85

    $1,100,000

    • 4 Beds
    • 3 Baths
    • 3,984 Sq Ft

    907 Eagle Isle Ct, Osprey, FL 34229

    Luxury Living in Rivendell WoodlandsWelcome to this exceptional 3,984-square-foot estate in the highly sought-after Rivendell Woodlands community, where luxury, comfort, and convenience come together in a spectacular lakefront and preserve setting. Built in 2003, this meticulously maintained residence offers 4 bedrooms, 3 baths, a private office/den, expansive bonus room, formal living and

    Becky Culp CENTURY 21 ROSEBAY

    907 Eagle Isle Ct, Osprey, FL 34229
  • /62

    $1,100,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft

    385 N Point Rd Unit 304, Osprey, FL 34229

    **MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of the highly sought-after Oaks Preserve Country Club community. Step off your private elevator foyer into a brilliantly renovated, light-filled

    Mark Lyda GENEROUS PROPERTY

    385 N Point Rd Unit 304, 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
  • /16

    $1,350,000

    $50K PRICE DROP
    • Land
    • 2.51 Acres
    • $537,849 per Acre

    2099 S Tamiami Trail, Osprey, FL 34229

    NEW PRICE! Location! Location! This 2.51 Acre Lot is available for sale directly on South Tamiami Trail in Osprey - where Sarasota is growing and expanding! This property is zoned OPI and would be a good fit for a dental, veterinary, medical center or business offices with potential residential above. Great exposure with consistently heavy traffic from Sarasota to Naples on S. Tamiami Trail just

    Susan Repp COLDWELL BANKER REALTY

    2099 S Tamiami Trail, Osprey, FL 34229
  • /14

    $1,150,000

    Pre-Foreclosure
    • 3 Beds
    • 1.5 Baths
    • 2,084 Sq Ft

    210 Patterson Ave, Osprey, FL 34229

    Huge Opportunity – Three Homes – Motivated Seller!Outstanding opportunity to acquire three homes in one transaction in a rapidly developing Osprey area. The properties are located close to the proposed Margaritaville Resort, which is expected to become a major destination in the area and has been proposed to include ferry service providing access to Siesta Key. This location is already

    Troy Funk REALTY ONE GROUP MVP

    210 Patterson Ave, 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
  • /89

    $1,495,000

    Open Sun 12PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 2,591 Sq Ft

    226 Saint James Park, Osprey, FL 34229

    Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities

    Justin Brunswick KELLER WILLIAMS ON THE WATER S

    226 Saint James Park, Osprey, FL 34229
  • /99

    $1,095,000

    $102K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,770 Sq Ft

    403 Longbow Trail, Osprey, FL 34229

    Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail.This charming home offers a perfect blend of

    Edward Bieker DALTON WADE INC

    403 Longbow Trail, 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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