5,025

Osprey, FL Homes

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  • /7

    $239,999

    • Land
    • 0.13 Acre
    • $1,846,146 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
  • /2

    $850,000 Sold Nov 19, 2024

    • 2,933 Sq Ft
    • $290/SF
    • 33 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    995 Scherer Way, Osprey, FL 34229

    Walk to Pine View School from this magnificent spacious home! 4 bedrooms, 3 baths and an office. The large living areas are further enhanced with custom multi-tiered tray ceilings. Open, airy, light and bright, 3 sets of sliding glass doors lead from all the main living areas to the welcoming pool and spa on the lanai. Even when you're not lounging on the lanai or in the pool or spa, the 21

    Ellen Ross BRIGHT REALTY

    995 Scherer Way, Osprey, FL 34229
    • /72

      Est $822,126 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,802 Sq Ft

      392 Park Trace Blvd, Osprey, FL 34229

      392 Park Trace Blvd, Osprey, FL 34229
  • /48

    $685,000

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft

    409 N Point Rd Unit 502, Osprey, FL 34229

    **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico

    Mark Lyda GENEROUS PROPERTY

    409 N Point Rd Unit 502, Osprey, FL 34229
  • /2

    $975,000 Sold Nov 15, 2024

    • 2,411 Sq Ft
    • $404/SF
    • 3 Beds
    • 2 Baths
    • Built 1991

    206 Four Knot Ln, Osprey, FL 34229

    3-br, 2-bath, 2-car garage with heated enclosed pool located in Southbay Yacht and Racquet Club. Beautifully landscaped, irrigation, from court yard, fire pit patio.

    Stellar Non-Member Agent Stellar Non-Member Office

    206 Four Knot Ln, Osprey, FL 34229
    • /46

      Est $642,777 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,182 Sq Ft

      730 Fordingbridge Way, Osprey, FL 34229

      730 Fordingbridge Way, Osprey, FL 34229
  • /61

    $261,900

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    758 Pine Run Dr Unit 758, Osprey, FL 34229

    This home was professionally inspected by a Contractor following Hurricanes Helene and Milton, and I’m pleased to report it sustained no damage from the storms. Welcome to this beautifully updated, spacious 2-story condo, boasting 2 bedrooms, 2.5 bathrooms, and updated modern finishes throughout. Nestled in a desirable community, you'll be just minutes from the beach, with easy access to

    Greg Vander Wel REALNET FLORIDA REAL ESTATE

    758 Pine Run Dr Unit 758, Osprey, FL 34229
  • /2

    $770,000 Sold Nov 14, 2024

    • 1,943 Sq Ft
    • $396/SF
    • 401 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    232 Hidden Bay Dr Unit 602, Osprey, FL 34229

    Live on the TOP FLOOR & ENJOY UNBELIEVABLE WATER & SUNSET VIEWS ALL YEAR round with an air-conditioned sunroom overlooking the water. IMPACT WINDOWS/DOORS for peace of mind. Seller relocation is your lucky day with this PRICE IMPROVED, partially furnished penthouse condo.A 3 Bedroom, 2 Bath Baypoint Vista Condo just under 2000 sqft. The sprawling open floor plan showcases a

    Kelly Pankiw ENGEL & VOELKERS VENICE DOWNTOWN

    232 Hidden Bay Dr Unit 602, Osprey, FL 34229
    • /81

      Est $1,188,943 Not Listed For Sale

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

      385 N Point Rd Unit 604, Osprey, FL 34229

      385 N Point Rd Unit 604, Osprey, FL 34229
  • /90

    $795,000

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

    409 N Point Rd Unit 501, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to luxury condo living in The Oaks Preserve. This 3 bedroom, 3 bath corner unit with office, offers everything you need to live the country club lifestyle with comfort and ease. Take your private elevator to the 5th floor and you will find this lovely residence in pristine condition. The kitchen has stainless steel appliances, breakfast

    Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 501, Osprey, FL 34229
  • /2

    $920,000 Sold Nov 07, 2024

    • 2,888 Sq Ft
    • $319/SF
    • 137 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    1193 Lost Creek Ct, Osprey, FL 34229

    One or more photo(s) has been virtually staged. IMPROVED PRICE!! Beautiful 4BR/3BA/3 Car Garage Pool Home located in The Woodlands of Rivendell. This gorgeous all on one floor home is surrounded by lush natural beauty with expansive views of a large sparkling lake and a beautiful extensive preserve. This home features a newer tile roof, two newer HVAC units and a Pebble-Tec pool with a gorgeous

    Jay Mitchell COLDWELL BANKER REALTY

    1193 Lost Creek Ct, Osprey, FL 34229
    • /40

      Est $808,289 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,830 Sq Ft

      672 Crane Prairie Way, Osprey, FL 34229

      672 Crane Prairie Way, Osprey, FL 34229
  • /48

    $269,999

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    207 Woodland Dr Unit 207, Osprey, FL 34229

    Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the sought-after Pine Run community. It is completely turnkey; all you need to bring are your clothes! This second-floor unit has been tastefully updated and comes equipped with everything you need to move right in, including all furniture, beds, bedding, all kitchenware, appliances, and

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    207 Woodland Dr Unit 207, Osprey, FL 34229
  • /2

    $445,000 Sold Nov 06, 2024

    • 1,391 Sq Ft
    • $320/SF
    • 13 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2006

    2267 Jessie Harbor Dr Unit 2103, Osprey, FL 34229

    Discover a Rare WATERFRONT Gem in Osprey! Spacious 2-Bedroom and 2 Full Bath Villa with attached Garage in a small, well-maintained gated community. Blackburn Harbor Waterfront Villas are nestled in a super-convenient spot between Venice and Sarasota just west of 41 with direct water access to the Intercoastal Waterway and the Gulf of Mexico. This light-filled home offers beautiful water

    Katie McNulty BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    2267 Jessie Harbor Dr Unit 2103, Osprey, FL 34229
    • /21

      Est $1,371,435 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,541 Sq Ft

      1108 Bayhead Ln, Osprey, FL 34229

      1108 Bayhead Ln, Osprey, FL 34229
  • /91

    $399,900

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

    401 N Point Rd Unit 301, Osprey, FL 34229

    One or more photo(s) has been virtually staged. 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

    Steve Abbe COLDWELL BANKER REALTY

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

    $295,000 Sold Oct 29, 2024

    • 1,325 Sq Ft
    • $223/SF
    • 2 Beds
    • 2 Baths
    • Built 1979

    105 Woodland Place, Osprey, FL 34229

    Welcome to your own personal oasis at 105 Woodland Place! This 2-bedroom, 2-bathroom home is a delightful blend of comfort and style, boasting a generous 1325 square feet of living space. As you step inside, you'll be captivated by the cleverly opened-up floor plan, creating a seamless flow throughout the home. Every room beckons you to step outside and embrace the lush surroundings, as each

    Stellar Non-Member Agent Stellar Non-Member Office

    105 Woodland Place, Osprey, FL 34229
    • /50

      Est $1,762,052 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,970 Sq Ft

      280 Saratoga Ct, Osprey, FL 34229

      280 Saratoga Ct, Osprey, FL 34229
  • /93

    $719,000

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

    409 N Point Rd Unit 603, Osprey, FL 34229

    BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF! Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3 bedrooms, 3 full baths and a formal dining room/den. With this condo you have found a best-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor

    Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 603, Osprey, FL 34229
  • /2

    $750,000 Sold Oct 29, 2024

    • 2,336 Sq Ft
    • $321/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    1228 Chalet Ct, Osprey, FL 34229

    Experience breathtaking views from this magnificent Lee Wetherington Ashley II floor plan residence, overlooking a picturesque, lush greenbelt. Embrace the tranquility of daily wildlife sightings in this desired private exposure setting. The intelligent design of this home is not only visually striking but also functional, with meticulous attention to detail and remarkable style evident

    Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1228 Chalet Ct, Osprey, FL 34229
    • /88

      Est $544,650 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,978 Sq Ft

      578 Meadow Sweet Cir, Osprey, FL 34229

      578 Meadow Sweet Cir, Osprey, FL 34229
  • /94

    $1,549,000

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

    401 N Point Rd Unit 901, Osprey, FL 34229

    This opulent 3 bedroom plus den, 3 bath residence with a PRIVATE 2 CAR GARAGE located in Meridian at The Oaks Preserve, is a dream come true! A penthouse-level end unit situated on the north side of the building, it has been carefully updated and meticulously maintained. From the moment you step off your private elevator you will be impressed by this spacious unit. 10 foot ceilings,

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 901, Osprey, FL 34229
  • /2

    $575,000 Sold Oct 28, 2024

    • 2,151 Sq Ft
    • $267/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1996

    584 Meadow Sweet Cir, Osprey, FL 34229

    Welcome to your new slice of serenity! Introducing a charming 3-bedroom, 2-bathroom home in the Cottages of Rivendell that promises both comfort and convenience. As you pull into the neighborhood you will feel welcomed and in awe of the beautiful trees and white picket fences lining the streets. Maintenance Free neighborhood! Pride in ownership is apparent as you enter the home. Whether you're

    Richard Tritschler RE/MAX ALLIANCE GROUP

    584 Meadow Sweet Cir, Osprey, FL 34229
    • /13

      Est $386,922 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,040 Sq Ft

      316 Pennsylvania Ave, Osprey, FL 34229

      316 Pennsylvania Ave, Osprey, FL 34229
  • /50

    $789,900

    • 3 Beds
    • 3 Baths
    • 3,147 Sq Ft

    3603 N Point Rd Unit 202, Osprey, FL 34229

    **ELEGANT and SPACIOUS CORNER CONDO UNIT – NEARLY 3200sf – With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood. This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned Parking spaces including 1 under building, Climate-controlled storage and much more! Crown moldings, engineered hardwood floors, expansive kitchen

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 202, Osprey, FL 34229
  • /2

    $660,000 Sold Oct 28, 2024

    • 2,695 Sq Ft
    • $245/SF
    • 191 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2002

    1192 Mallard Marsh Dr, Osprey, FL 34229

    Rivendell offers the perfect blend of Community living and privacy. This home is situated on a premier lot with a spectacular view of the lake in the back and the open green space across the street from the front yard.The open split floor plan of this home creates a spacious atmosphere ,perfect for both comfortable living and entertaining.Woodlands of Rivendell features a community play

    Marie Fogarty M H FOGARTY AND COMPANY LLC

    1192 Mallard Marsh Dr, Osprey, FL 34229
    • /22

      Est $557,416 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,150 Sq Ft

      743 Anna Hope Ln, Osprey, FL 34229

      743 Anna Hope Ln, Osprey, FL 34229
  • /99

    $699,000

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

    401 N Point Rd Unit 603, Osprey, FL 34229

    One or more photo(s) has been virtually staged. BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths and a formal dining room. Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 603, Osprey, FL 34229
  • /2

    $625,000 Sold Oct 25, 2024

    • 2,078 Sq Ft
    • $301/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    522 Pine Ranch Rd E, Osprey, FL 34229

    Live the lifestyle you deserve and move right in to this beautiful 3 bedroom 2 bath pool home in the boutique enclave community of Bay Oaks Estates. This meticulously cared for home will let you enjoy the indoor - outdoor Florida living you have been longing for. This home is situated on one of the nicest lots in Bay Oaks with private community owned space in the back and open space with no house

    Jill Friedman COLDWELL BANKER REALTY

    522 Pine Ranch Rd E, Osprey, FL 34229
    • /24

      Est $1,093,680 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,850 Sq Ft

      228 Windward Dr, Osprey, FL 34229

      228 Windward Dr, Osprey, FL 34229
  • /2

    $800,000

    • Land
    • 0.55 Acre
    • $1,454,545 per Acre

    0 Hidden Bay Dr, Osprey, FL 34229

    The Development Site is a lakefront parcel overlooking the community’s internal lake and clubhouse. The concept plan shows 24 2-3 bedroom units in 4 stories over parking, but the parcel has unprecedented zoning and entitlements for up to 42 units. All utilities and the roads are to the development site. The utilities, roads, and parking areas, the gated entrance and the resort-style amenities are

    Bob Morris SVN COMMERCIAL ADVISORY GROUP

    0 Hidden Bay Dr, Osprey, FL 34229
  • /2

    $875,000 Sold Oct 25, 2024

    • 2,176 Sq Ft
    • $402/SF
    • 114 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1997

    510 Old Venice Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. This is the one you've been waiting for! Nestled on approximately 3 acres, this cherished family estate, spanning generations, awaits its next chapter. Situated opposite the esteemed Pine View School for the Gifted, ranked #1 High School in Florida and #18 High School nationally, this unique parcel blends country charm with coastal allure. Winding

    Daniel Jasmer FINE PROPERTIES

    510 Old Venice Rd, Osprey, FL 34229
    • /78

      Est $777,881 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,321 Sq Ft

      522 Habitat Blvd, Osprey, FL 34229

      522 Habitat Blvd, Osprey, FL 34229
  • /39

    $679,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft

    1212 Windward Dr, Osprey, FL 34229

    Under contract-accepting backup offers. Peace of Mind & Prime Location! Nestled in the sought-after Southbay Yacht & Racquet Club—a premier waterfront community with its own 170-slip marina on the Intracoastal—this high-elevation home (18+ ft, Flood Zone X – no flood insurance required!) offers exceptional value and lifestyle. Impact-Rated Windows, New Roof (2023). Priced Below Recent $780K

    Mark Lyda GENEROUS PROPERTY

    1212 Windward Dr, Osprey, FL 34229
  • /2

    $910,000 Sold Oct 23, 2024

    • 2,614 Sq Ft
    • $348/SF
    • 37 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    919 Eagle Isle Ct, Osprey, FL 34229

    Introducing a captivating luxury home situated on the serene and private cul-de-sac of Eagle Isle Court, within the coveted Woodlands of Rivendell community. This extraordinary residence, with a stunning outdoor living space, embodies the perfect fusion of sophistication, comfort, and natural splendor. Upon entering the grand foyer, you’re greeted by exquisite flooring, lofty ceilings,

    Ryan Skrzypkowski COLDWELL BANKER REALTY

    919 Eagle Isle Ct, Osprey, FL 34229
    • /41

      Est $730,215 Not Listed For Sale

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

      675 Crane Prairie Way, Osprey, FL 34229

      675 Crane Prairie Way, Osprey, FL 34229
  • /60

    $725,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft

    463 Park Trace Blvd, Osprey, FL 34229

    Under contract-accepting backup offers. On an oversized lot with a breathtaking lake view, this open floor plan turnkey-furnished residence is designed for modern living. Recent upgrades include a new roof with a 15-year transferable warranty and a new water heater, ensuring peace of mind. Enter inside to high ceilings accented with crown molding, enhancing the home's spacious and refined

    Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

    463 Park Trace Blvd, Osprey, FL 34229
  • /2

    $850,000 Sold Oct 23, 2024

    • 2,594 Sq Ft
    • $328/SF
    • 53 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    401 N Point Rd Unit 601, Osprey, FL 34229

    Don’t miss out on this incredible opportunity! Located on the north side of building III in Meridian, and offering beautiful views, this 3 bedroom, 3 bath residence with office/den, is priced to sell! Freshly painted, and with new bedroom carpeting, this unit is clean, spacious and bright. Bring your furnishings, move right in and begin living the luxury condo lifestyle you’ve always dreamed

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 601, Osprey, FL 34229
    • /44

      Est $533,430 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,006 Sq Ft

      1202 Jessie Harbor Dr Unit 1204, Osprey, FL 34229

      1202 Jessie Harbor Dr Unit 1204, Osprey, FL 34229
  • /37

    $265,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    121 Woodland Place Unit 121, Osprey, FL 34229

    Fabulous location for this FULLY FURNISHED, TURNKEY, two bedroom second floor condo in the Pine Run neighborhood. If you've been thinking of becoming a snowbird, you couldn't ask for more than this! Close to the iconic Casey Key Fish House Tiki Bar, the inter coastal, shopping, restaurants, main roads, and several beaches!! Located between Venice and Sarasota, you can easily enjoy both

    Pat Williams PAT WILLIAMS REALTY, LLC

    121 Woodland Place Unit 121, Osprey, FL 34229

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