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This finely crafted custom built updated pool home sits on nearly an acre of wooded perfection and exudes privacy, style and sophistication. This four bedroom plus office home has all...
  • 4 Beds
  • 3 Baths
  • 2,971 sq ft
  • 41,641 lot
  • $729,000
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One or more photo(s) has been virtually staged. *PLEASE SUBMIT HIGHEST AND BEST OFFER BY FRIDAY 8/14 AT 4:00* Looking for space, tranquility and privacy, and still want to be...
  • 4 Beds
  • 3 Baths
  • 3,106 sq ft
  • 11,050 lot
  • $625,000
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An existence of peace and fulfillment is found overlooking lush landscaping and the serene lakefront setting of this famed Bo MacEwen designed two-story townhouse in the Oaks Preserve. A private...
  • 2 Beds
  • 3 Baths
  • 1,890 sq ft
  • 70,370 lot
  • $265,000
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Open House!
Your dream home, west of the Trail, in Osprey, FL, has arrived! This 2007 Mediterranean style, two-story home, is located just a few houses from beautiful Sarasota Bay and less...
  • 3 Beds
  • 3 Baths
  • 2,860 sq ft
  • 9,000 lot
  • $579,000
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This beautiful townhouse with 3 bedrooms, 2 baths and one car garage will truly impress you! The unit has southern exposure, lake view and is maintenance free. The "Ibis" floor...
  • 3 Beds
  • 2 Baths
  • 1,430 sq ft
  • -- lot
  • $265,000
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An exquisite Gulf to Bay property with over 100’ of Beach frontage and 129’ on the boating waters of Little Sarasota Bay. Located on the highly desirable stretch of North...
  • 4 Beds
  • 5 Baths
  • 3,202 sq ft
  • 52,000 lot
  • $3,500,000
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Rarely available in the 5100 building, corner unit with incredible west facing views over the intercostal and the gulf. This spacious 3 bedroom with 3 en suite bathrooms gives you...
  • 3 Beds
  • 3 Baths
  • 2,484 sq ft
  • 42,400 lot
  • $599,000
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Open House!
Lee Wetherington home defined by luxury, expansive water views and unmatched quality. Set on a coveted southern exposure with wide lake and sparkling pool views, the lines are blurred between...
  • 3 Beds
  • 2 Baths
  • 2,167 sq ft
  • 7,483 lot
  • $474,900
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Paradise awaits. Located in the neighborhood of South Creek, a boutique enclave community nestled into the edge of Sarasota Bay, this unique Key West style home possesses a front elevation...
  • 5 Beds
  • 4 Baths
  • 3,092 sq ft
  • 11,031 lot
  • $750,000
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Premier Cul de Sac location in The Oaks Clubside - Picturesque sunset views from 2900 sqft Lanai that also overlook Heron's#1 Green - Entertaining is a breeze in single floor...
  • 5 Beds
  • 6 Baths
  • 4,856 sq ft
  • 27,830 lot
  • $1,275,000
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Open House!
Welcome to the "Gold Standard" of Private Clubs! The Oaks Club is unmatched in its Refinement, Beauty and Prestige. Choose from either a Social or Equity membership in this Distinguished...
  • 3 Beds
  • 4 Baths
  • 2,608 sq ft
  • 8,277 lot
  • $489,000
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LIVE THE FLORIDA DREAM! Enjoy sunsets every night over Little Sarasota Bay after a dip in your heated waterfront pool and keep your BOAT IN THE BACKYARD! The Heron Bay...
  • 3 Beds
  • 2 Baths
  • 1,641 sq ft
  • 467,623 lot
  • $415,000
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Fully furnished waterfront living with breathtaking views and amazing sunsets over Little Sarasota Bay. This spacious unit is on the 3rd level with elevator access and is part of the...
  • 2 Beds
  • 2 Baths
  • 1,750 sq ft
  • 42,594 lot
  • $498,000
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Nestled inside Osprey is your new home in beautiful Southbay Yacht Club Beauty! This 3 bedroom / 3 bath home features a 2 car garage, high vaulted ceilings, a wood...
  • 3 Beds
  • 3 Baths
  • 2,007 sq ft
  • 11,700 lot
  • $475,000
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Open House!
Back on Market, Out of State Buyer not able to see in person! Don't miss this open and airy 3 bedroom/ 2 bath home, with LOW HOA ($250 per YEAR),...
  • 3 Beds
  • 2 Baths
  • 1,814 sq ft
  • 11,859 lot
  • $309,000
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WORLD CLASS WATER VIEWS await you from the wrap-around balcony of this sixth-floor magnificient, spacious, well maintainerd residence with almost 2500 square feet of luxury living space. This is a...
  • 3 Beds
  • 3 Baths
  • 2,484 sq ft
  • -- lot
  • $625,000
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Looking for character? This quaint home with a detached garage is perfectly situated on over 18,000 sqft of land high and dry (flood zone X). As you approach this home...
  • 2 Beds
  • 2 Baths
  • 1,277 sq ft
  • 15,000 lot
  • $495,000
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Live the Lifestyle that you deserve. Live comfortably at Meridian in The Oaks Preserve in Osprey. The elevator brings you to your own private lobby. Inside this spacious unit, there...
  • 4 Beds
  • 3 Baths
  • 2,778 sq ft
  • 104,919 lot
  • $320,000
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Unending views of Little Sarasota Bay, Casey Key, and the Gulf of Mexico set the stage for unmatched elegance in this sophisticated residence within The Oaks Country Club. Perched on...
  • 3 Beds
  • 3 Baths
  • 2,545 sq ft
  • -- lot
  • $699,000
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Affordable, Comfortable, Florida living in a 55+ Co-op Community. A convenient location nestled between the most beautiful beaches along the Gulf of Mexico Coast Line. Siesta Key Beach and Venice...
  • 2 Beds
  • 2 Baths
  • 979 sq ft
  • 3,098 lot
  • $117,000
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Open House!
Looking to change your lifestyle? Sometimes it takes a pandemic to ask ourselves, what are we waiting for? The Villas at Bellagio are located in the quaint town of Osprey,...
  • 3 Beds
  • 4 Baths
  • 2,182 sq ft
  • 174,840 lot
  • $650,000
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One or more photo(s) has been virtually staged. NOW PRICED FOR CLOSEOUT!-New, distinctive floor plan designed with emphasis on open living and entertaining space, private - generously sized master suite...
  • 2 Beds
  • 3 Baths
  • 1,948 sq ft
  • -- lot
  • $505,000
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Builder Model designed by Robb and Stucky. The unique Boca floorplan is thoughtfully designed for flexibility in lifestyle from entertaining, family gatherings, or relaxing on the screened terrace while watching...
  • 2 Beds
  • 3 Baths
  • 1,948 sq ft
  • -- lot
  • $540,000
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Rare in every way, this 3 bedroom, 3 bath penthouse, with private two car garage, is only one of six units in Meridian that enjoys this incredible floor plan. The...
  • 3 Beds
  • 3 Baths
  • 3,029 sq ft
  • -- lot
  • $1,000,000
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WEST OF TRAIL CHARMER. 3 BLOCKS TO BAY, 15 MINUTES TO THE WORD'S MOST FAMOUS BEACH SIESTA KEY AND OTHER BEACHES NEARBY INCLUDING LIDO, NOKOMIS AND VENICE BEACH. THE KITCHEN,...
  • 3 Beds
  • 2 Baths
  • 1,760 sq ft
  • 10,024 lot
  • $359,000
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The most beautifully updated Meridian unit ever put on the market! Step off your private elevator and into the rotunda and you will know you have made an incredible find!...
  • 3 Beds
  • 3 Baths
  • 2,778 sq ft
  • -- lot
  • $989,000
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LOCATION, LOCATION, LOCATION! The home you have been waiting for is finally available and won't last long. This updated & unique West of Trail home is a private corner lot...
  • 2 Beds
  • 2 Baths
  • 1,500 sq ft
  • 12,293 lot
  • $385,000
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Experience the ultimate in country club living as you pass through the manned gates of The Oaks Preserve and retreat to your peaceful and private maintenance-free home. This impeccably maintained...
  • 3 Beds
  • 2 Baths
  • 2,328 sq ft
  • 7,400 lot
  • $419,000
Active
Open House!
High-end finishes welcome you into this enchanting Willowbend home. Built by Lee Wetherington and perfected by discerning sellers with unending attention to details in recent valuable upgrades. Ideally positioned bordering...
  • 3 Beds
  • 3 Baths
  • 2,116 sq ft
  • 6,993 lot
  • $544,900
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Windsor Lodge provides the easiest way into your new membership in The Oaks! Conveniently located club side, this fully updated condo is ideal for a weekend get away home, short...
  • -- Beds
  • 1 Baths
  • 623 sq ft
  • 196,823 lot
  • $119,000
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Gulf Shores Realty participates in the My Florida Regional MLS DBA Stellar MLS Internet Data Exchange (IDX) program, allowing display of other broker’s listings on this site. However, this website may not include all listings currently available. Information is deemed reliable but not guaranteed. Information last updated on 8/13/20 5:15 PM PDT.