Osprey, FL Homes for Sale with Garage

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  /62

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  2251 Jessie Harbor Dr, Osprey, FL 34229

  **1ST FLOOR END UNIT CONDO with WATER VIEW and PRIVATE 1-CAR GARAGE, WEST OF TRAIL! BRING YOUR BOAT & KAYAK for DIRECT ACCESS TO INTRACOASTAL WATERWAY and GULF OF MEXICO (No Bridges)** Featuring 2 BEDS and 2 FULL BATHS, this LIGHT AND BRIGHT, 1ST FLOOR END UNIT dwelling features an Impressive Kitchen with Granite counters, Stainless Steel appliances and solid wood cabinets while the Spacious

  Mark Lyda GENEROUS PROPERTY

  2251 Jessie Harbor Dr, Osprey, FL 34229
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  $2,495,000

  • 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 6-foot depth at mean low tide, the marina can accommodate 175 boats owned by

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  312 Yacht Harbor Dr, Osprey, FL 34229
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  $959,000

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  21 Bayhead Ln, Osprey, FL 34229

  This incredible newly updated house with many upgrades and amenities is the home you have been waiting for! Ideally located in the beautiful Oaks Preserve between Siesta Key and Casey Key, the private enclave is in a shaded neighborhood where residents enjoy the canopied surroundings and friendly atmosphere. This maintenance free home is located in The Oaks Golf and Country Club, where there is

  Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  21 Bayhead Ln, Osprey, FL 34229
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  $569,000

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft

  784 Sarabay Rd, Osprey, FL 34229

  Welcome to Your Waterfront Villa in Osprey, Florida!Discover the ultimate seasonal retreat in this beautifully updated 2-bedroom, 2-bathroom single-story villa, designed for stress-free living. Nestled in a private 25-unit secluded community, this waterfront gem offers not only stunning views but also a lifestyle of unparalleled ease and simplicity.Key Features:Move in ready: Move in with ease

  Peggy Lewis COLDWELL BANKER SARASOTA CENT.

  784 Sarabay Rd, Osprey, FL 34229
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  /55

  $845,000 Open Sun 1PM - 3PM

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

  650 Crane Prairie Way, Osprey, FL 34229

  BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available!Live large in this 3,183 sq ft Lee Wetherington masterpiece with private pool and preserve OSCAR SCHERE PARK views in the coveted Willowbend community—just minutes from Casey Key Beach and the nationally ranked Pine View School for the Gifted. Offering over 3,180 sq ft, this home features an

  Cheri Castro KELLER WILLIAMS ON THE WATER

  650 Crane Prairie Way, Osprey, FL 34229
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  /70

  $485,000

  • 2 Beds
  • 3 Baths
  • 2,837 Sq Ft

  264 Woods Point Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Experience maintenance free Florida living, just a short walk, bike or drive to Casey Key in this large villa situated in the rarely available neighborhood of Blackburn Point Woods. The home greets visitors with a large welcoming paver patio providing a place to relax and greet your neighbors in this close-knit community. Entering the home, you will

  Mark Midyett KELLER WILLIAMS ON THE WATER S

  264 Woods Point Rd, Osprey, FL 34229
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  /96

  $3,250,000

  • 4 Beds
  • 3.5 Baths
  • 2,380 Sq Ft

  5 N Casey Key Rd, Osprey, FL 34229

  HOME RUN DEAL YOU CAN'T AFFORD TO MISS! CASEY KEY GULF FRONT MOVE-IN READY FOR UNBELIEVABLE PRICE! REDUCED 900K! Iconic Gulf-front Mid-Century Modern gated residence on Casey Key embodies the true essence of casual coastal living, offering an unparalleled retreat for the soul. The moment you step through the door, a magical transformation takes place. Your senses awaken as you are immediately

  Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

  5 N Casey Key Rd, Osprey, FL 34229
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  /90

  $800,000

  • 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
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  /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
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  /40

  $4,500,000

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft

  426 N Casey Key Rd, Osprey, FL 34229

  Gulf to Bay on North Casey Key – the perfect location! Panoramic views of Little Sarasota Bay to the east and a beachfront lot on the west. Original cypress tongue and groove ceilings and beautiful oak floors add warmth and nostalgia throughout the home. A nicely updated kitchen overlooks the pool and bay. The entire second floor is dedicated to an oversized primary suite with a sitting room and

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  426 N Casey Key Rd, Osprey, FL 34229
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  /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
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  $822,250 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  280 Hidden Bay Dr Unit 201, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan. Centrally located between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community located on the water's edge of Little Sarasota Bay in Osprey, Florida. The final waterfront

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 201, Osprey, FL 34229
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  $575,904 New Construction

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  791 S Tamiami Trail Unit 103, Osprey, FL 34229

  Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $575,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

  Laurie Eshleman PRO GROUP REALTY & PROP MGT

  791 S Tamiami Trail Unit 103, Osprey, FL 34229
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  $832,750 New Construction

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

  280 Hidden Bay Dr Unit 302, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may not reflect the actual unit or floor plan. Witness the most breathtaking sunsets from your private, extra-large screened-in balcony as you gaze out across the bay to the barrier island of Casey Key! Centrally located between historic Venice and vibrant downtown Sarasota is

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 302, Osprey, FL 34229
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  /4

  $527,904 New Construction

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  791 S Tamiami Trail Unit 102, Osprey, FL 34229

  Pre-Construction. To be built. PRE CONSTRUCTION STARTING FROM $527,904. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

  Laurie Eshleman PRO GROUP REALTY & PROP MGT

  791 S Tamiami Trail Unit 102, Osprey, FL 34229
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  $3,900,000

  • 4 Beds
  • 5.5 Baths
  • 8,635 Sq Ft

  112 Osprey Point Dr, Osprey, FL 34229

  Premier Waterfront Opportunity in The Oaks BaysideThis grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to

  Kara Money KARA MONEY LLC

  112 Osprey Point Dr, Osprey, FL 34229
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  /50

  $600,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,008 Sq Ft

  9528 Knightsbridge Cir, Sarasota, FL 34238

  LAKEVIEW! NEW ROOF 2021! EXTERIOR AND INTERIOR PAINT 2025! NEW CARPETING UPSTAIRS! Welcome to 9528 Knightsbridge Circle, a spacious lakefront residence located in the highly desirable Stoneybrook Estates at Palmer Ranch. This inviting home features 4 bedrooms, 2.5 bathrooms, plus a versatile den—perfect for a home office or playroom. Enjoy peace of mind with a NEW ROOF in 2021, a NEW A/C system

  Michelle Segatto KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  9528 Knightsbridge Cir, Sarasota, FL 34238
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  $625,000 Open Sun 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,236 Sq Ft

  4063 Westbourne Cir, Sarasota, FL 34238

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home with a 2-car garage, located in the highly sought-after gated community of Stoneybrook Estates at Palmer Ranch. This inviting home boasts a newer roof, a stamped concrete driveway and walkway, and exceptional curb appeal. Step inside to discover a bright and open layout featuring a formal living room with serene pool and long

  Maurice Menager MICHAEL SAUNDERS & COMPANY

  4063 Westbourne Cir, Sarasota, FL 34238
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  $735,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft

  5301 Bartolomeo St, Sarasota, FL 34238

  Discover the exceptional lifestyle offered in Esplanade on Palmer Ranch with this beautiful Arrezo model home, perfectly situated on a private cul-de-sac. This vibrant and active community boasts a wealth of amenities, including the Bahama Bar for dining and social activities, pickleball and tennis courts, a well-equipped fitness center, and a breathtaking resort-style pool that could rival the

  Anne Friedland BLUESRQ REAL ESTATE INC

  5301 Bartolomeo St, Sarasota, FL 34238
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  /99

  $2,650,000

  • 4 Beds
  • 6 Baths
  • 4,938 Sq Ft

  5305 Brookgrove Dr, Sarasota, FL 34238

  Welcome to 5305 Brookgrove Drive – A Luxury Oasis in Legacy Estates.This stunning Beacon model home is perfectly positioned on one of the best lots in Legacy Estates, offering breathtaking views of a tranquil pond and serene preserve from the back, while the front overlooks a beautiful dog park—a rare combination of beauty and privacy.Step inside to discover a meticulously upgraded residence

  Ross Fishman FISHMAN GROUP REALTY LLC

  5305 Brookgrove Dr, Sarasota, FL 34238
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  /70

  $589,000

  • 3 Beds
  • 2.5 Baths
  • 1,849 Sq Ft

  9590 Knightsbridge Cir, Sarasota, FL 34238

  One or more photo(s) has been virtually staged. Welcome to your beautifully updated 3 bedroom 2 1/2 bathroom, 2 car garage home in Stoneybrook. Be ready to enjoy the large living area and open floor plan with pool and water views. Great home layout for entertaining or relaxing. This wonderful home is freshly painted, clean and bright and a must see! The kitchen features new wood cabinets,

  Kathleen Goff KATHLEEN GOFF LICENSE R.E. BROKER

  9590 Knightsbridge Cir, Sarasota, FL 34238
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  /71

  $2,100,000

  • 4 Beds
  • 6 Baths
  • 4,859 Sq Ft

  5309 Greenbrook Dr, Sarasota, FL 34238

  Step into your luxury oasis! This spectacular 4 bedroom, 4 full and 2 half bath, two-story estate has been meticulously upgraded with an eye to artful presentation and display. Upon entering, one is engulfed in a refined Florida enclave boasting soaring 12 foot ceilings, stunning travertine flooring, designer decor and custom painting, sparkling glass display shelves, architectural tray ceilings,

  Jay Murphy PLACE REAL ESTATE

  5309 Greenbrook Dr, Sarasota, FL 34238

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