2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

  • Open House
  • New Listing
  • Virtual Tour
  • Price Reduced$100,000
  • Active Under Contract

$2,150,000

  • 5 BedroomBedrooms
  • 4 BathroomBathrooms
  • 4,876 Sq.Ft.
  • Single Family
  • Active Under Contract
  • MLS# O6397543
  • Floor Plan
  • Sold on 
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Property Description

Under contract-accepting backup offers. Virtually Staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access. A rare opportunity in one of Windermeres most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle todays 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 chefs 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 streetsall within one of Windermeres 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 luxurywithout the premium of direct lakefront pricingthis is a compelling opportunity. **Private tours available by appointment**

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Property Details 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Facts & Features

  • MLS #: O6397543
  • Status: Active Under Contract
  • Date Listed: 04/16/2026
  • Type: Single Family
  • Sub Type: Single Family Residence
  • Year Built: 1999
  • Style: Contemporary, Courtyard, Custom, Florida, Other, Traditional
  • Price: $2,150,000
  • Acres: 1.04
  • Area: 34786 - Windermere
  • County: Orange
  • Subdivision: WATERFORD POINTE PH 02 REP
  • Bedrooms: 5
  • Bathrooms: 4
  • Full Baths: 4
  • Total SqFt: 4,876

Amenities

  • Amenities: Clubhouse, Fence Restrictions, Gated, Park, Playground, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
  • Parking: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
  • # of Garages: 4
  • Features: Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, No Truck/RV/Motorcycle Parking, Park, Playground, Sidewalks, Tennis Court(s), Street Lights
  • Waterfront: Yes
  • Waterfront Type: Public
  • Pool: Yes
  • Pool Type: Child Safety Fence, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access, Salt Water, Screen Enclosure, Self Cleaning

Interior

  • 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)
  • Flooring: Brick, Carpet, Ceramic Tile, Wood
  • Appliances: Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Other, Range Hood, Refrigerator, Water Filtration System, Wine Refrigerator
  • Utilities: Cable Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Underground Utilities, Water Connected
  • Heating: Electric, Heat Pump, Zoned
  • Cooling: Central Air, Zoned
  • # of Stories: 2.00

Exterior

  • Exterior Features: Balcony, Courtyard, Fire Pit, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Rain Gutters, Sidewalk
  • Lot Description: Level, Near Golf Course, Oversized Lot, Sidewalk, Paved, Private
  • Roof: Tile
  • Construction: Block, Stone, Stucco

Schools

  • Elementary: Lake Whitney Elem
  • Middle: SunRidge Middle
  • High: West Orange High

Additional Information

  • Zoning: R-CE

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