2068 ROBERTS POINT DRIVE
Active
+76

$2,250,000

5 beds4 baths4,876 sqft|O6397543 MLS#

2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Est.$13,500/moGet pre-qualified

Residential

Single Family Residence

Built in

1999

Lot size

1.04 Acres

Price/sqft

$461

HOA

$325/mo

Preferred Real Estate Partner

Kinsfolk Realty

Kinsfolk Signature Realty

What's special

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**

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Facts & features

Bedrooms & bathrooms

  • Bedrooms:5
  • Bathrooms:4
  • Full bathrooms:4

Heating

  • Has Heating:Electric, Heat Pump, Zoned

Cooling

  • Has Cooling:Central Air, Zoned

Appliances

  • Built-In Oven
  • Convection Oven
  • Cooktop
  • Dishwasher
  • Disposal

Interior area

  • Total structure area:4,876 sqft
  • Total interior livable area:4,876 sqft

Parking

  • Parking features:Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
  • Garage spaces:4
  • Has attached garage:Yes

Lot

  • Size:1.04 Acres

Details

  • Parcel number:012327911000560

Type & style

  • Home type:Residential
  • Property subtype:Single Family Residence

Materials

  • Block
  • Stone
  • Stucco

Condition

  • Year built:1999

Contact agent

Price history

DateEventPrice
2026-04-16Listed for sale$2,250,000$461/sqft

Listed by: David Dorman, CENTURY 21 CARIOTI 407-573-2121

Source:Stellar MLS|Provided by Slipstream

Source: MLS #O6397543