1 / 81
$2,350,000
Active
2068 ROBERTS POINT DRIVE
WINDERMERE, FL 34786 — WATERFORD POINTE PH 02 REP
5 Beds
4 Baths
4,876 sqft
1.04 acres
Built 1999
4-Car Garage
About This Property
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**
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
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6397543
- Days on Market
- 32
- Year Built
- 1999
- Levels
- Two
- Architectural Style
- Courtyard, Custom, Florida, Other, Traditional
- Additional Rooms
- Bonus Room,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Interior In-Law Suite w/Private Entry,Storage Rooms
- Direction Faces
- East
- Occupant Type
- Vacant
Size & Structure
- Living Area
- 4,876 sqft
- Total Area
- 8,410 sqft
- Lot Size
- 1.04 acres
- Lot Sq Ft
- 45,184 sqft
- Bedrooms
- 5
- Full Baths
- 4
- Garage Spaces
- 4
- Stories
- 2
Interior
- Flooring
- Brick, Carpet, Ceramic Tile, Wood
- Appliances
- Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator, Water Filtration System, Whole House R.O. System, Wine Refrigerator
- 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)
- Laundry
- Electric Dryer Hookup, Laundry Room
- Windows
- Blinds, Shades, Shutters
- Fireplace
- Yes — Electric, Family Room, Non Wood Burning
- Furnished
- Unfurnished
- A/C
- Central Air, Zoned
- Heating
- Electric, Heat Pump, Zoned
Exterior & Lot
- Exterior Features
- Balcony, Courtyard, Fire Pit, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Rain Gutters, Sidewalk
- Construction
- Block, Stone, Stucco
- Roof
- Tile
- Foundation
- Slab
- Patio/Porch
- Covered, Enclosed, Patio, Screened, Side Porch
- Other Structures
- Cabana, Other
- Fencing
- Other
- Lot Features
- Level, Near Golf Course, Oversized Lot, Sidewalk, Paved, Private
- View
- Trees/Woods
Water & Pool
- Water Body
- LAKE ROBERTS
- Pool
- Yes — Child Safety Fence, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access, Salt Water, Screen Enclosure, Self Cleaning
- Spa
- Yes — Heated, In Ground
Community & HOA
- HOA
- Yes
- HOA Fee
- $325/Monthly
- HOA Amenities
- Clubhouse, Fence Restrictions, Gated, Park, Playground, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
- Community Features
- Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, No Truck/RV/Motorcycle Parking, Park, Playground, Sidewalks, Tennis Court(s), Street Lights
- Pets Allowed
- Yes
- Homestead
- Yes
- Security
- Gated Community, Security Gate, Smoke Detector(s)
Utilities & Systems
- Water
- Public
- Sewer
- Septic Tank
- Utilities
- Cable Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Underground Utilities, Water Connected
- Cooling
- Central Air, Zoned
- Heating
- Electric, Heat Pump, Zoned
- Flood Zone
- X
- Parking
- Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
- Energy Efficient
- Thermostat
Financial
- List Price
- $2,350,000
- Annual Taxes
- $12,356
- Tax Year
- 2025
- Listing Terms
- Cash, Conventional
- Special Conditions
- None
Schools
- Elementary
- Lake Whitney Elem
- Middle School
- SunRidge Middle
- High School
- West Orange High