2068 ROBERTS POINT DRIVE, Windermere, FL 34786

  • $2,150,000
2068 ROBERTS POINT DRIVE, Windermere, FL 34786
Active For Sale

2068 ROBERTS POINT DRIVE, Windermere, FL 34786

2068 ROBERTS POINT DRIVE, Windermere, FL 34786
  • $2,150,000

Overview

Property ID: O6397543
  • Single Family Residence, Residential
  • Property Type
  • 5
  • Bedrooms
  • 4
  • Bathrooms
  • 4
  • Garages
  • 8410
  • Sqft
  • 1999
  • Year Built

Description

One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, Lake Access & an Exceptional Seller Incentive: Up to $36,000 Toward a Rate Buy-Down or Buyer Closing Costs.

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**

  • Address 2068 ROBERTS POINT DRIVE
  • City Windermere
  • State/county FL
  • Zip/Postal Code 34786
  • Area WATERFORD POINTE PH 02 REP

Details

Updated on August 12, 2026 at 3:47 pm
  • Property ID: O6397543
  • Price: $2,150,000
  • Property Size: 8410 Sqft
  • Land Area: 1.04 Acres
  • Bedrooms: 5
  • Bathrooms: 4
  • Garages: 4
  • Garage Size: x x
  • Year Built: 1999
  • Property Type: Single Family Residence, Residential
  • Property Status: Active, For Sale
  • MLS#: O6397543

Additional details

  • Association Fee: 325
  • Roof: Tile
  • Utilities: Cable Available,Electricity Connected,Phone Available,Propane,Sprinkler Well,Underground Utilities,Water Connected
  • Sewer: Septic Tank
  • Cooling: Central Air,Zoned
  • Heating: Electric,Heat Pump,Zoned
  • Flooring: Brick,Carpet,Ceramic Tile,Wood
  • County: Orange
  • Property Type: Residential
  • Pool: Child Safety Fence,Gunite,Heated,In Ground,Lighting,Other,Outside Bath Access,Salt Water,Screen Enclosure,Self Cleaning
  • Parking: Boat,Circular Driveway,Driveway,Garage Door Opener,Garage Faces Side,Golf Cart Parking,Guest,Parking Pad
  • Elementary School: Lake Whitney Elem
  • Middle School: SunRidge Middle
  • High School: West Orange High
  • Architectural Style: Contemporary,Courtyard,Custom,Florida,Other,Traditional

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