5,025

Osprey, FL Homes

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    • /25

      Est $572,413 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,126 Sq Ft

      846 Oak Pond Dr, Osprey, FL 34229

      846 Oak Pond Dr, Osprey, FL 34229
  • /2

    $650,000 Sold Aug 30, 2024

    • 2,055 Sq Ft
    • $316/SF
    • 174 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    385 N Point Rd Unit 602, Osprey, FL 34229

    Security, comfort, privacy and community all situated perfectly in the middle of paradise! Welcome to Unit 602 in the Southernmost building in the luxurious Meridan Community of The Oaks Country Club. The layered views of the nature preserve, Intracoastal waterway, barrier islands, and the Gulf of Mexico provide continual moments of inspiration and relaxation throughout the day. With no

    Matt Buttner LIST NOW REALTY, LLC

    385 N Point Rd Unit 602, Osprey, FL 34229
    • /79

      Est $581,997 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,217 Sq Ft

      587 Meadow Sweet Cir, Osprey, FL 34229

      587 Meadow Sweet Cir, Osprey, FL 34229
  • /2

    $1,200,000 Sold Aug 29, 2024

    • 4,071 Sq Ft
    • $295/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    110 N Creek Ln, Osprey, FL 34229

    Discover the epitome of luxury living in this meticulously crafted custom home located in the serene community of Osprey, Florida. This exquisite residence, featuring 3 bedrooms and 3.5 bathrooms, spans nearly 4,100 square feet of thoughtfully designed living space, offering both sophistication and comfort. Showcasing a seamless blend of traditional elegance and modern amenities, this

    Tina Timmons ROSEBAY INTERNATIONAL REALTY, INC

    110 N Creek Ln, Osprey, FL 34229
    • /2

      Est $444,423 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,219 Sq Ft

      230 Burney Rd, Osprey, FL 34229

      230 Burney Rd, Osprey, FL 34229
  • /2

    $625,000 Sold Aug 29, 2024

    • 2,102 Sq Ft
    • $297/SF
    • 53 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    817 Placid Lake Dr, Osprey, FL 34229

    Remodeled Florida Coastal home design featuring Brand 2024 tile roof and A/C, 3-bedroom, 2-bath and 3-car garage. Large island Kitchen with kitchen café and separate dining room. The kitchen island is double quartz thick countertop (measures 107" x 46"), mirrored backsplash and tubular skylight to naturally light up your work space. Your primary suite has an additional sitting room. The updated

    Leonard Giarrano RE/MAX ALLIANCE GROUP

    817 Placid Lake Dr, Osprey, FL 34229
    • /64

      Est $544,886 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,404 Sq Ft

      128 Villa Dr Unit 128, Osprey, FL 34229

      128 Villa Dr Unit 128, Osprey, FL 34229
  • /2

    $1,175,000 Sold Aug 27, 2024

    • 2,573 Sq Ft
    • $457/SF
    • 35 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1989

    84 Bishops Court Rd, Osprey, FL 34229

    Splendid is in the details of this lovely three bedroom, three bath, move in ready home in The Oaks Preserve. No need to be concerned with remodeling, as this wonderful home underwent a total and complete interior and exterior renovation in 2023. This special property meets the demands of today’s discriminating buyer with a spacious chef’s gourmet kitchen featuring top of the line stainless

    Rosalie Phillips MICHAEL SAUNDERS & COMPANY

    84 Bishops Court Rd, Osprey, FL 34229
    • /70

      Est $678,506 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,868 Sq Ft

      433 S Shore Dr, Osprey, FL 34229

      433 S Shore Dr, Osprey, FL 34229
  • /2

    $2,900,000 Sold Aug 26, 2024

    • 4,937 Sq Ft
    • $587/SF
    • 64 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1999

    388 Bunker Hill, Osprey, FL 34229

    Situated at the end of a cul-de-sac behind the gates of The Oaks, this 4 bedroom home w/1 bedroom guest house has 2 offices, four full and two half baths, exudes warmth and charm. Beautifully set on a 26,000 ft2 verdant lot, the rich vegetation gives the home a feeling of calm, tropical privacy. Meticulously maintained and beautifully updated, this home is perfect for every-day-living, and

    Steve Abbe COLDWELL BANKER REALTY

    388 Bunker Hill, Osprey, FL 34229
    • /42

      Est $971,578 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,106 Sq Ft

      1108 Mallard Marsh Dr, Osprey, FL 34229

      1108 Mallard Marsh Dr, Osprey, FL 34229
  • /2

    $895,000 Sold Aug 22, 2024

    • 2,100 Sq Ft
    • $426/SF
    • 50 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1999

    242 Hidden Bay Dr Unit 304, Osprey, FL 34229

    Waterfront resort-style living in a gated community with breathtaking views over Little Sarasota Bay. This third-level end unit, with elevator access, lives like it's new and offers three bedrooms, three full ensuite baths, a screened/glassed-in lanai for entertaining, all while watching spectacular sunsets over the Intracoastal Waterway, Casey Key, Siesta Key and the Gulf of Mexico. This

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    242 Hidden Bay Dr Unit 304, Osprey, FL 34229
    • /44

      Est $685,469 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,228 Sq Ft

      858 Oak Briar Ln, Osprey, FL 34229

      858 Oak Briar Ln, Osprey, FL 34229
  • /2

    $610,000 Sold Aug 20, 2024

    • 2,229 Sq Ft
    • $274/SF
    • 25 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1996

    825 Oak Pond Dr, Osprey, FL 34229

    Welcome home to your beautifully remodeled residence in the desirable Bay Oaks Estates. This stunning, immaculate 4-bed, 3-bath, 2,229 square foot home offers an inviting ambiance with double doors leading you into the spacious living space and dining room with crown molding and vaulted ceilings. The home features a recently remodeled kitchen that boasts soft-close cabinets, top of the line

    Magda Cetta Whelton ENGEL & VOELKERS VENICE DOWNTOWN

    825 Oak Pond Dr, Osprey, FL 34229
    • /3

      Est $727,918 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,282 Sq Ft

      812 Foothill Ct, Osprey, FL 34229

      812 Foothill Ct, Osprey, FL 34229
  • /2

    $1,250,000 Sold Aug 20, 2024

    • 3,526 Sq Ft
    • $355/SF
    • 61 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2001

    491 E MacEwen Dr, Osprey, FL 34229

    This 4 bedroom, 4 full bath luxury home overlooks the 14th hole of the Heron Course and is great for indoor and outdoor entertaining.The double door entrance opens to a bright and open living room with high ceilings and crown molding. Living room sliding glass doors open to the pool with a beautiful view of the golf course. The formal dining room have floor to ceiling windows. Crown molding

    Ronnie Caron CARON REALTY INC

    491 E MacEwen Dr, Osprey, FL 34229
    • /52

      Est $601,553 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,929 Sq Ft

      1303 Thornapple Dr, Osprey, FL 34229

      1303 Thornapple Dr, Osprey, FL 34229
  • /2

    $774,500 Sold Aug 15, 2024

    • 2,323 Sq Ft
    • $333/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    520 Habitat Blvd, Osprey, FL 34229

    It’s always about the view, and this Lee Wetherington Ashley II floor plan residence will take your breath away. Bordering a sparkling lake and greenbelt, daily wildlife sightings will enrich your life with serene tranquility, set in coveted southern exposure. The intelligent design is as striking as it is beautiful, where every detail is addressed with remarkable style. Rich, lush landscaping

    Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    520 Habitat Blvd, Osprey, FL 34229
    • /35

      Est $719,111 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,134 Sq Ft

      801 Golden Pond Ct, Osprey, FL 34229

      801 Golden Pond Ct, Osprey, FL 34229
  • /2

    $557,000 Sold Aug 15, 2024

    • 2,165 Sq Ft
    • $257/SF
    • 133 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    511 Latitude Ln, Osprey, FL 34229

    Lee Wetherington-built home in Osprey’s prestigious Willowbend community brings Florida’s natural beauty indoors to a casually elegant, sought-after Willow floor plan. Poised on a corner lot with oversized 32-by-21-foot three-car garage, updated landscaping and an enlarged lanai in a private, secluded setting. Steps to the heated community Pool and Spa. Inside, every detail has been carefully

    Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    511 Latitude Ln, Osprey, FL 34229
    • /37

      Est $653,478 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,173 Sq Ft

      1353 Thornapple Dr, Osprey, FL 34229

      1353 Thornapple Dr, Osprey, FL 34229
  • /2

    $402,500 Sold Aug 02, 2024

    • 1,304 Sq Ft
    • $309/SF
    • 109 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    308 Kensey Ln, Osprey, FL 34229

    Take a look at this gorgeous island style home West of the Trail in Osprey! This 2 bedroom, 2 bathroom home features a two car garage, a third of an acre corner lot, and is perfect for water sport enthusiasts with a deeded easement for Inter-coastal waterway access for kayaks stand-up paddle boards, and canoes, etc. The home has a spacious kitchen with lots of cabinet space, eat in area, and

    Tracey Punzone UKEEPCOMMISSION REAL ESTATE

    308 Kensey Ln, Osprey, FL 34229
    • /74

      Est $705,887 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,403 Sq Ft

      541 Luminary Blvd, Osprey, FL 34229

      541 Luminary Blvd, Osprey, FL 34229
  • /2

    $600,000 Sold Jul 31, 2024

    • 2,312 Sq Ft
    • $260/SF
    • 133 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1997

    603 Oak Bay Dr, Osprey, FL 34229

    Welcome to the Bay Oaks Estates community! This 3-bedroom, 2-bathroom plus Den home boasts a range of desirable features that make it a great living space. The split floorplan provides a functional layout with a formal living and dining area, a spacious kitchen that opens to the family room, and a master suite with an en-suite bath featuring a large walk-in shower. The house is adorned with

    Frank Zeckel COLDWELL BANKER REALTY

    603 Oak Bay Dr, Osprey, FL 34229
    • /60

      Est $725,536 Not Listed For Sale

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

      401 N Point Rd Unit 502, Osprey, FL 34229

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

    $3,510,000 Sold Jul 31, 2024

    • 5,902 Sq Ft
    • $595/SF
    • 267 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1994

    425 Titian Dr, Osprey, FL 34229

    Luxury waterfront gated estate directly on the Intracoastal waterway with 2 boat lifts and one covered for weather protection, has sailboatwater for larger boats dockside, 2 story with Master suites on both levels, 2nd floor has large viewing deck/workout room/office and smallkitchen. Architecture by George Merlin, construction quality exceeds today’s requirements, ‘solid pour’, tile

    Terry Herschberger KW COASTAL LIVING

    425 Titian Dr, Osprey, FL 34229
    • /25

      Est $923,192 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,027 Sq Ft

      1113 Millpond Ct, Osprey, FL 34229

      1113 Millpond Ct, Osprey, FL 34229
  • /2

    $1,850,000 Sold Jul 29, 2024

    • 4,368 Sq Ft
    • $424/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1998

    451 E MacEwen Dr, Osprey, FL 34229

    Welcome to your dream home in The Oaks Clubside. Incredible curb appeal will be your first impression of this 4 bedroom (plus office) home with 3 full and one half baths. With a pavered walkway, circular driveway, and lovely landscaping you are beckoned to enter and explore all this Rutenberg built Carlisle model has to offer. Walk through the double doors with leaded glass and you will

    Steve Abbe COLDWELL BANKER REALTY

    451 E MacEwen Dr, Osprey, FL 34229
    • /53

      Est $995,983 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,183 Sq Ft

      1064 Mallard Marsh Dr, Osprey, FL 34229

      1064 Mallard Marsh Dr, Osprey, FL 34229
  • /2

    $625,000 Sold Jul 26, 2024

    • 2,680 Sq Ft
    • $233/SF
    • 132 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2007

    3603 N Point Rd Unit 301, Osprey, FL 34229

    **Impressively UPDATED CORNER UNIT of nearly 2700sf in THE OAKS’ NEWEST CONDO TOWER** in the Luxury, Mid-Rise, Meridian Condo Complex features 3 En Suite Bedrooms, 3 Full Baths and 2 Assigned Parking Spaces and is located behind the Secure Gates of the highly sought after Oaks-Preserve neighborhood. As you emerge from your Private Elevator and foyer entrance, you will be enthralled by the Light

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 301, Osprey, FL 34229
    • /69

      Est $750,128 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,069 Sq Ft

      188 Dory Ln, Osprey, FL 34229

      188 Dory Ln, Osprey, FL 34229
  • /2

    $290,000 Sold Jul 26, 2024

    • 1,379 Sq Ft
    • $210/SF
    • 134 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    707 Pine Run Dr, Osprey, FL 34229

    Welcome to this rarely available GROUND FLOOR unit in the lush and tropical Pine Run community of Osprey! This charming two-bedroom, two-bath home offers a comfortable and convenient lifestyle for those seeking a tranquil retreat. As you step inside this freshly painted condo, you'll immediately notice the spacious and open floor plan, providing a nice flow between the living, dining, and kitchen

    Priscilla Adams COMPASS FLORIDA LLC

    707 Pine Run Dr, Osprey, FL 34229
    • /73

      Est $1,617,362 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,201 Sq Ft

      419 E MacEwen Dr, Osprey, FL 34229

      419 E MacEwen Dr, Osprey, FL 34229
  • /2

    $46,500 Sold Jul 24, 2024

    • 42 Days On Market

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

    Stress free boating with a first-class marine facility. Own your own boat dry rack conveniently located in central Sarasota. This top level boat rack will accommodate a boat 32.5' in length, 11' wide and 9' in height. The marine facility has fuel, bait, tackle, deli, ice, beverages, a pump out station, outside work racks, a restaurant/bar on site, fresh water wash downs, outside work racks and a

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229
    • /67

      Est $880,581 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,491 Sq Ft

      236 Hidden Bay Dr Unit 601, Osprey, FL 34229

      236 Hidden Bay Dr Unit 601, Osprey, FL 34229
  • /2

    $290,000 Sold Jul 24, 2024

    • 987 Sq Ft
    • $294/SF
    • 27 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1981

    319 Patterson Ave, Osprey, FL 34229

    Welcome to 319 Patterson Avenue, located in the charming village of Osprey. This two-bedroom, one-bath block home is situated on a quiet road and nestled in a lush, professionally landscaped garden. This peaceful house has all you need: a great entertaining area in the open-plan living room with a clear view into the galley kitchen, always allowing the chef to be in the middle of it all and never

    Tracey Fiedler DALTON WADE INC

    319 Patterson Ave, Osprey, FL 34229
    • /37

      Est $867,223 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,917 Sq Ft

      77 Bayhead Ln, Osprey, FL 34229

      77 Bayhead Ln, Osprey, FL 34229
  • /2

    $489,000 Sold Jul 03, 2025

    • 1,862 Sq Ft
    • $263/SF
    • 2 Beds
    • 2 Baths
    • Built 1990

    328 Woods Point Rd, Osprey, FL 34229

    WEST OF TRAIL coastal living at its best! You’ve found it in this fully updated, one-story, end-unit villa in Osprey’s highly coveted, MAINTENANCE-FREE & pet-friendly Blackburn Point Woods! The Blackburn Point Woods enclave consists of 44 single-family attached homes ingeniously carved into 15 acres of a naturally wooded setting. Fully re-designed landscaping, tropical greenery and a paver

    Stellar Non-Member Agent Stellar Non-Member Office

    328 Woods Point Rd, Osprey, FL 34229
    • /18

      Est $467,563 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft

      121 Burney Rd, Osprey, FL 34229

      121 Burney Rd, Osprey, FL 34229
  • /2

    $568,792 Sold Jun 30, 2025

    • 2,203 Sq Ft
    • $258/SF
    • 296 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2001

    393 N Point Rd Unit 503, Osprey, FL 34229

    **ENJOY SPECTACULAR SUNSET VIEWS FROM THIS 5TH FLOOR, 3-BED / 3-BATH CONDO with BALCONY OVERLOOKING A SERENE LAGOON, INTRACOASTAL WATERWAY and even the GULF OF MEXICO while situated in the Luxury, High-Rise, Meridian Condo Complex behind the Secure Gates of the THE OAKS-PRESERVE, COUNTRY CLUB community. With over 2200SF, this Spacious unit offers a Light and Bright Open Floorplan with separate

    Mark Lyda GENEROUS PROPERTY

    393 N Point Rd Unit 503, Osprey, FL 34229

Showing Results 481 - 520, Page 13 of 18

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