$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. 1+ Acre Estate in Guard-Gated Windermere with Private Courtyard Pool, Detached Casita & Whole-Home Generator. Rare opportunity in Waterford Pointe offering space, privacy, and Lake Roberts access.

Situated in one of Windermere’s premier guard-gated communities, this 5-bedroom, 4-bath estate features a private pool, a new Generac Guardian 24kW whole-house generator, and over an acre of land, providing exceptional privacy, scale, and architectural style. Waterford Pointe is noted for estate-sized homes, mature landscaping, and a peaceful, low-density atmosphere, offering space and tranquility rarely found in newer developments.

The courtyard design centers around the pool, blending indoor and outdoor living with an estate feel.

Inside, the residence (4,441 sq. ft.) features soaring ceilings, a dramatic two-story living room with an elevated conversation area and dual crystal chandeliers, large polished marble tile flooring, a two-story family room, and detailed crown molding throughout. The layout balances formal and casual spaces, offering flexibility for both everyday living and entertaining.

The kitchen is thoughtfully updated for gathering, featuring quartz countertops, an oversized island, and newer black stainless steel KitchenAid and Bosch appliances. Appointments include a double oven with convection, a 48” refrigerator, wine refrigeration, and a glass cooktop, all opening to a two-story family room with an electronic fireplace, custom built-ins, and dedicated media storage.

The first-floor primary suite includes plantation shutters, direct courtyard and pool access, and wood-look tile. The bath offers dual vanities, a jetted tub, a walk-in shower, and a custom closet (approx. 9x12) with built-ins. Three HVAC systems—including one for the primary suite—ensure comfort and efficiency.

The first floor also has a second suite, ideal for guests or family. A detached casita (435 sq. ft.) with a private entrance and full bath is ideal as an in-law suite, guest retreat, or office, offering privacy and versatility.

Upstairs, the home offers expansive living spaces, including a large game room with a balcony overlooking the courtyard, a dedicated office featuring custom wood built-ins, and a separate fitness room with its own private balcony and a spiral staircase leading directly to the primary suite. Additional bedrooms are thoughtfully situated, with two connected by a Jack-and-Jill bathroom. Several bathrooms now showcase modern finishes and seamless glass enclosures.

Outdoor living includes a 35x47 screened pool and patio with an automatic saltwater system, a heated spa, and a waterfall. The resurfaced pool and covered outdoor kitchen with grill, side burner, and prep sink, plus an additional brick patio, offer multiple entertaining areas.

Waterford Pointe residents enjoy a lifestyle community with:
* Private boat ramp with access to Lake Roberts,
* Waterfront clubhouse with lake views,
* Tennis courts and playgrounds, and
* Tree-lined streets and estate-sized homesites.
Additional features include:
* 4-car garage,
* Two buried propane tanks,
* Rain gutters and partial fencing,
* Newer courtyard exterior paint,
* Located within a highly regarded school district.
Experience this home’s blend of space, privacy, and established luxury—plus lake access and community amenities—in one of Windermere’s most desirable gated communities. Schedule your tour today!

Property Details

Basics

Property Type
Residential
Property Subtype
Single Family Residence
MLS Number
O6397543
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

Virtual Tour

View Virtual Tour

Location