21

Open Houses in 34229

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  • /90

    $1,125,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 3 Baths
    • 3,297 Sq Ft

    1218 Yacht Harbor Dr, Osprey, FL 34229

    Attention water lovers... take a look at this home in the highly sought-after community of Southbay Yacht & Racquet Club, where true resort-style living awaits. The community offers an impressive array of amenities, including a marina, a recently remodeled clubhouse, shuffleboard courts, three tennis courts, four pickleball courts, a bocce ball court, basketball courts, and kayak storage.

    Agent Photo

    Karie Backman

    KELLER WILLIAMS ON THE WATER S

    (941) 352-2028

    1218 Yacht Harbor Dr, Osprey, FL 34229
  • /78

    $995,000 Open House 2/22

    • 3 Beds
    • 2 Baths
    • 1,869 Sq Ft

    1486 Landview Ln, Osprey, FL 34229

    Experience refined waterfront living in Southbay, one of the area’s most coveted boating communities. This impeccably maintained three-bedroom pool residence offers a thoughtful, split-bedroom design that balances privacy with seamless flow—ideal for both relaxed everyday living and sophisticated entertaining. A comprehensive renovation in 2017 elevated the home with cohesive flooring throughout,

    Agent Photo

    Barbara Teyssier

    EXP REALTY LLC

    (941) 208-4807

    1486 Landview Ln, Osprey, FL 34229
  • /98

    $970,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 3,771 Sq Ft

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! Experience the comfort of a home with the convenience of condo living in this spacious 3-bedroom, 3.5-bath plus den residence offering 3,771 sq. ft. of beautifully designed space and 10-foot tray ceilings throughout and a new roof. Enjoy panoramic water views from the gourmet kitchen, featuring wood

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    Cynthia Brock

    GULF SANDS REALTY, LLC

    (941) 698-6279

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229
  • /43

    $884,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,630 Sq Ft

    6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229

    Enjoy sweeping Intercoastal water views with peek-a-boo Gulf glimpses from this beautifully upgraded top-floor, end-unit residence filled with natural light, privacy, and coastal elegance. The interior features Luxury vinyl plank flooring, plantation shutters, crown molding, and higher ceilings unique to the top floor. The chef’s kitchen offers Bosch and JennAir appliances, a Liebherr split

    Agent Photo

    Andrea Stultz

    ENGEL + VOELKERS SARASOTA

    (941) 883-9484

    6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229
  • /68

    $2,299,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,572 Sq Ft

    312 Yacht Harbor Dr, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a six-foot depth at mean low tide, the marina can accommodate 175 boats owned

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    312 Yacht Harbor Dr, Osprey, FL 34229
  • /39

    $499,900 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft

    570 Crane Prairie Way, Osprey, FL 34229

    Enjoy Maintenance Free Living in Beautiful Willowbend - 3-Bedroom, 2-Bath, 2-Car Garage, Pool Home ! LEE WETHERINGTON Opal Model ~Featuring Open Plan Very Private Pool on the Screen Enclosed Deck and Lanai. Complete w/ Extensive Upgrades Including: Crown Molding & Tray Ceilings in the Great Room w/ Special Lighting Features, also a Tray Ceiling in a Spacious Master Bedroom w/ Sitting area &

    Mickey Schweitzer MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC

    570 Crane Prairie Way, Osprey, FL 34229
  • /77

    $820,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    123 Windward Dr, Osprey, FL 34229

    PRICE IMPROVEMENT! This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced

    David Cyr WILLIAM RAVEIS REAL ESTATE

    123 Windward Dr, Osprey, FL 34229
  • /48

    $699,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,032 Sq Ft

    242 Hidden Bay Dr Unit 302, Osprey, FL 34229

    Enjoy breathtaking water views and unforgettable sunsets over Little Sarasota Bay from this spacious three-bedroom condominium with an office, on the third floor with convenient elevator access. This beautifully appointed residence is in the exclusive, gated Hidden Bay community, a waterfront gem. The open floor plan features soaring ceilings, PGT impact windows, sliding glass doors, new

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    242 Hidden Bay Dr Unit 302, Osprey, FL 34229
  • /65

    $699,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    250 Hidden Bay Dr Unit A302, Osprey, FL 34229

    WHAT A VIEW and the pictures don't do it justice!! SELLER IS OFFERING to prepay three (3) months of HOA dues on behalf of the buyer at closing. FULLY FURNISHED/TURNKEY UNIT!!! Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful barrier island of Casey Key. Welcome to Edgewater

    Merryl Koven COLDWELL BANKER REALTY

    250 Hidden Bay Dr Unit A302, Osprey, FL 34229
  • /57

    $825,000 Open Sun 1AM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,854 Sq Ft

    919 Tranquility Cir, Osprey, FL 34229

    WOW! 25,000 PRICE ADJUSTMENT! RARE OPPORTUNITY to own this stunning former John Cannon model home on peaceful Tranquility Circle. This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise on North Creek with direct access to Little Sarasota Bay via Kayak or Canoe offering abundant wildlife and serene water views. Enjoy an open, spacious split-plan layout with Four bedrooms,

    Ann Winger TIDELINE REAL ESTATE BROKERS

    919 Tranquility Cir, Osprey, FL 34229
  • /52

    $710,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,750 Sq Ft

    232 Hidden Bay Dr Unit 303, Osprey, FL 34229

    Waterfront resort-style living is behind the gates of Hidden Bay, set along the shores of the Intracoastal Waterway, Little Sarasota Bay, and a tranquil preserve and park in the heart of Osprey. This third-floor residence, accessible by elevator, has been tastefully remodeled and offers two full bedrooms, each with en-suite baths. The lanai’s exterior sliders open to an all-season, tiled living

    Tom Hedge, Jr PREMIER SOTHEBY'S INTERNATIONAL REALTY

    232 Hidden Bay Dr Unit 303, Osprey, FL 34229
  • /25

    $119,000 Open Wed 12:01PM - 2:30PM

    • 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
  • /66

    $699,000 Open Sun 12PM - 3PM

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

    1303 Thornapple Dr, Osprey, FL 34229

    INCREDIBLE Pool Home in INCREDIBLE Community!...You Will Be Impressed by this Well-Appointed FURNISHED Lee Wetherington residence with NEW Barrel Tile ROOF (Nov 2025) in Sought After Willowbend----ideally located near the Community Fitness Center, Pool, Pickleball Courts & Playground.....Generous-Sized Living Spaces with Bright/Spacious Open Floor Plan affording ease of INDOOR/OUTDOOR LIVING

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    1303 Thornapple Dr, Osprey, FL 34229
  • /56

    $974,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,980 Sq Ft

    1602 Southbay Dr, Osprey, FL 34229

    Welcome to your slice of Florida paradise!Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & Racquet Club, this elegant residence captures the essence of the coastal lifestyle—enhanced by thoughtful recent updates including a new roof replaced in 2023, fresh interior paint, an updated kitchen, and a beautifully updated pool and jacuzzi. As you arrive, mature tropical

    Thomas Kiessling COMPASS FLORIDA LLC

    1602 Southbay Dr, Osprey, FL 34229
  • /55

    $525,000 Open Sun 12PM - 2PM

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

    120 Villa Dr Unit 120, Osprey, FL 34229

    Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the inside out to the lanai and boat dock. The kitchen features raised wood cabinets and a large 10ft long breakfast bar. The kitchen has views of the canal and opens up to the dining room and living room. As you walk into the nicely appointed open floor plan, you immediately feel

    Hansel Pitts COLDWELL BANKER SARASOTA CENT.

    120 Villa Dr Unit 120, Osprey, FL 34229
  • /63

    $569,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229

    This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator was just replaced, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the

    Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229
  • /58

    $725,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,168 Sq Ft

    250 Hidden Bay Dr Unit A-301, Osprey, FL 34229

    Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in Jan 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building.

    Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

    250 Hidden Bay Dr Unit A-301, Osprey, FL 34229
  • /78

    $750,000 Open Sun 1PM - 4PM

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

    102 Windward Dr, Osprey, FL 34229

    NEW PRICE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers

    David Cyr WILLIAM RAVEIS REAL ESTATE

    102 Windward Dr, Osprey, FL 34229
  • /59

    $600,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,133 Sq Ft

    711 Shadow Bay Way, Osprey, FL 34229

    Condition, Condition, Condition – AND Location, Location, Location!! This house is a real gem! Immaculate and beautifully updated, it features 4 bedrooms (or 3 plus a den with a closet) in a split plan that provides privacy for owners and guests. When you sit on the front porch of this contemporary style home, you’ll enjoy an uninterrupted front yard, since the garage opens to the rear of the

    Susan Keal MICHAEL SAUNDERS & COMPANY

    711 Shadow Bay Way, Osprey, FL 34229
  • /41

    $185,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    238 Palm Air Dr, Osprey, FL 34229

    AN ARBORS BEAUTY in one of Florida’s most-sought-after 55+ parks. You won’t believe how BIG and BEAUTIFUL this home is !! Over 1,152 square feet of centrally-cooled comfort. Large living room. New laminate flooring. A chef’s kitchen. Comfy throughout. 2 LANAIS: (1) Front lanai with new windows and new tile flooring; (2) Side lanai is carpeted, screened and ready for relaxing. Both lanais add more

    John Alexander FINE PROPERTIES

    238 Palm Air Dr, Osprey, FL 34229
  • /42

    $719,000 Open Sun 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229

    Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features

    Cathy Rustin FIRST LIGHT REAL ESTATE

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229
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