14

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

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  • /100

    $1,500,000

    $195K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,208 Sq Ft

    480 Oriskany Ct, Osprey, FL 34229

    Tucked away on a quiet street within the prestigious Oaks Club in Osprey, Fl; This elegant residence overlooks the fairway of the Heron 14. This home sits on a Premium golf course lot with additional privacy view across the street . Designed by Toll Brothers, this one story, 3200 sq. Ft. home with 3 bedroom ( plus office ) offers gracious entertaining and comfortable everyday living. A

    Agent Photo

    Susan Pelton

    MICHAEL SAUNDERS & COMPANY

    480 Oriskany Ct, Osprey, FL 34229
  • /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
  • /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
  • /99

    $1,495,000

    $154K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,853 Sq Ft

    314 S Shore Dr, Osprey, FL 34229

    Rare Gulf-access waterfront opportunity in desirable Sorrento Shores in Osprey. This spacious residence is set on a generous 0.54-acre waterfront lot with a private dock, screened pool, outdoor kitchen/grill area, paver patio, mature landscaping, and peaceful canal views. The home offers 3 bedrooms, 3 full baths, 3,853 sq ft, and a large flex room currently used as a studio with possible 4th

    Jonathan Minerick HOMECOIN.COM

    314 S Shore Dr, Osprey, FL 34229
  • /100

    $1,445,000

    $305K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,872 Sq Ft

    422 Blue Garden Ln, Osprey, FL 34229

    Discover incredible value and endless potential in this beautifully maintained 3 bedroom, 3.5 bath home, tucked into lush tropical landscaping, on a quiet cul-de-sac in The Oaks Bayside. A grand traditional residence, with generous sized rooms, flexible living areas, and a private outdoor setting, the possibilities here are limitless. Step into the marble entry through the double front doors, and

    Steve Abbe COLDWELL BANKER REALTY

    422 Blue Garden Ln, Osprey, FL 34229
  • /74

    $1,200,000

    $100K PRICE DROP
    • 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
  • /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

    $1,400,000

    • Land
    • 2.51 Acres
    • $557,769 per Acre

    2099 S Tamiami Trail, Osprey, FL 34229

    2.51 Acre Lot 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 an office/medical center or retail with residential above. Great exposure with consistently heavy traffic from Sarasota to Ft. Myers on S. Tamiami Trail just minutes from Sarasota Bay, Oscar Scherer State Park, Legacy Trail and all that Sarasota

    Susan Repp COLDWELL BANKER REALTY

    2099 S Tamiami Trail, 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
  • /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 comfort,

    Edward Bieker DALTON WADE INC

    403 Longbow Trail, Osprey, FL 34229

Home Price Trends

Median Sale Price
$657,000
Median Single Family Sale Price
$817,000
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$342,500
Median 1 Bedroom Sale Price
$186,000
Average Price Per Sq Ft
$363
Number of Homes for Sale
96
Last 12 months Home Sales
192
Months of Supply
6.00
Median List Price
$739,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-13%
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