2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Description of 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

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**

Property Details for 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Bathrooms Full

4

Bathrooms Half

0

Interior Features

Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Chair Rail, Crown Molding, Dry Bar, Eating Space 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)

Appliances

Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Other, Range Hood, Refrigerator, Water Filtration System, Wine Refrigerator

Flooring

Brick/Stone, Carpet, Ceramic Tile, Hardwood

Heating

Electric, Heat Pump, Zoned

Cooling

Central Air, Zoned

Furnished

Unfurnished

Architectural Style

Contemporary, Courtyard, Custom, Florida, Other, Traditional

Garage Spaces

4

Attached Garage

Yes

Parking Features

Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad

Pool Features

Child Safety Fence, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access, Salt Water, Screen Enclosure, Self Cleaning

Pool Private

Yes

Property Condition

Completed

Direction Faces

East

Building Information for 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Building Area Total

8410

Building Area Units

Square Feet

Stories Total

2

Association

Yes

Association Fee

$325

Association Fee Frequency

Monthly

Association Amenities

Clubhouse, Fence Restrictions, Gated, Park, Playground, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions

Pets Allowed

Yes

Security Features

Gated Community, Security Gate, Smoke Detector(s)

Property Information for 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Lot Features

Level, Near Golf Course, Oversized Lot, Sidewalk

Lot Size Square Feet

45,184

Waterfront

No

Waterfront Features

Lake, Waterfront

View

Trees/Woods

Construction Materials

Block, Stone, Stucco

Roof

Tile

Exterior Features

Balcony, Courtyard, Fire Pit, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Rain Gutters, Sidewalk

Sewer

Septic Tank

Water Source

Public

New Construction

No

Public Records for 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Parcel Number

012327911000560

Tax Annual Amount

$12,356

Tax Year

2025

Tax Legal Description

WATERFORD POINTE PH 2 REPLAT 34/125 LOT56

Zoning

R-CE

County Or Parish

Orange

Schools Near 2068 ROBERTS POINT DRIVE, WINDERMERE, FL 34786

Elementary School

Lake Whitney Elem

Middle School

SunRidge Middle

High School

West Orange High

School assignments are provided by the listing and should be independently verified.

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