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17737 DEER ISLE CIR,  WINTER GARDEN, FL 34787

MLS# O6381953.  5 beds.  4.0 baths.  Single Family Home.  Active

$1240.00 Semi-Annually Fees.  $24,540 in taxes (2024)

$2,950,000

 

Remarks:

Under contract-accepting backup offers. Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5, 000 square feet of interior living space unfold effortlessly into an additional 1, 000 square feet of exceptionally well-appointed enclosed outdoor living, creating seamless indoor to outdoor living. Positioned within the private gated enclave of Deer Island and presented in impeccable condition since its 2015 construction, the home reflects meticulous care and pride of ownership. Thoughtfully designed for a life well lived by owners and guests alike, every detail was executed with intention. Arrival is elegant and memorable, welcomed by a central fountain and expansive motor court leading to an oversized three-car garage, while two bedrooms on the main level, including the primary and guest suite, provide comfort, privacy and effortless livability for generations. Designed for entertaining, walls of fully retractable sliding glass doors dissolve the boundary between indoors and out, allowing the living and great rooms to open to the terrace beyond. The covered outdoor lounge, finished with a wood-paneled ceiling, gas fireplace and fully equipped outdoor kitchen, extends daily living outdoors. The infinity pool and spa, framed by gas fire bowls, merge seamlessly with the lake view itself, while a dedicated pool access bath enhances convenience. Privately positioned to capture sweeping lake views, the primary suite opens directly to the lanai and features dual walk-in closets. Its bath is anchored by a freestanding copper soaking tub, hammered copper sinks set within custom vanities, and a full stone walk-in shower with multiple showerheads and built-in bench. The kitchen features custom wood cabinetry, oversized island, induction cooktop, separate built-in refrigerator and freezer, professional-grade appliances, and walk in pantry. Architectural details include travertine flooring, coffered and tray ceilings, refined millwork and wrought iron staircase. All closets feature custom built-ins. The second-floor media room may also serve as a spacious fifth bedroom with private balcony overlooking the lake. Beyond the terrace, tiered gardens descend toward the shoreline, where Four Seasons marble statuary is thoughtfully placed throughout the grounds, like a work of art set within the landscape. A private putting green, fire pit and manicured lawn enhance the setting. The composite dock includes dual lifts for boat and jet ski, water and electric service, and upper level sun deck positioned for sunset views. John’s Lake spans over 2, 500 acres and is known for exceptional clarity, ideal for skiing, boating, water sports and fishing. Deer Island offers gated entry with waterside tennis, pickleball and basketball courts. The home is serviced by a private well. Less than one mile from the Florida Turnpike and 25 minutes to downtown Orlando. Contact for your private viewing.

Quick Info:

  • Listing is courtesy Of: PREMIER SOTHEBY'S INTL. REALTY ((407-644-3295))
  • Listing Agent: Candace Cassidy ((407-529-8630))
  • Days on yellowkey: 51
  • Property Type: Single Family Home
  • Beds: 5
  • Baths: 4.0
  • Living Area Square Feet: 4886
  • Built 2015
  • Taxes: $24,540 (2024)
  • 3 Days off yellowkey (back on 4/1/2026 )
  • Garage Spaces:3 ()
  • Square Feet: 7790
  • Fees: $1,240 Semi-Annually
  • Orange County
  • Terms: Cash, Conventional, VA Loan
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  • Occupancy Information: Owner
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  • Subdivision Name: DEER ISLAND
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  • Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, In Wall Pest System, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
4/1/2026Sale44O6381953Back on yellowkey$2,950,000-378.6906MLS
2/16/2026Sale0O6381953listed for sale$2,950,000-378.6906MLS




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