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2068 ROBERTS POINT DR,  WINDERMERE, FL 34786

MLS# O6397543.  5 beds.  4.0 baths.  Single Family Home.  Active

$325.00 Monthly Fees.  $12,356 in taxes (2025)

$2,350,000

 

Remarks:

One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

Quick Info:

  • Listing is courtesy Of: CENTURY 21 CARIOTI ((407-573-2121))
  • Listing Agent: David Dorman ((407-948-8295))
  • Days on yellowkey: 46
  • Property Type: Single Family Home
  • Beds: 5
  • Baths: 4.0
  • Living Area Square Feet: 4876
  • Built 1999
  • Taxes: $12,356 (2025)
  • Spa: Yes
  • Garage Spaces:4 ()
  • Square Feet: 8410
  • Fees: $325 Monthly
  • Orange County
  • Terms: Cash, Conventional
  • Subdivision Info:
  • Occupancy Information: Vacant
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  • Subdivision Name: WATERFORD POINTE PH 02 REP
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  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Chair Rail, Crown Molding, Dry Bar, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
4/16/2026Sale46O6397543listed for sale$2,350,000-279.4292MLS




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