2068 ROBERTS POINT DRIVE WINDERMERE FL 34786 MLS #O6397543

2068 ROBERTS POINT DRIVE
WINDERMERE, FL, 34786
$2,350,000
5 Beds
4 Baths
4,876 SqFt
1.04 Acres
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MLS #O6397543 image #0
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 a hidden space for your AV electronics.

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. 9×12) 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 35×47 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

Price:
$2,350,000
MLS #:
O6397543
Status:
Active
Beds:
5
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WATERFORD POINTE PH 02 REP
Neighborhood:
34786windermere
Listed Date:
Apr 16, 2026
Finished Sq Ft:
4,876
Total Sq Ft:
8,410
Lot Size:
45,184 sqft / 1.04 acres (approx)
Year Built:
1999
WaterfrontLakefrontPoolTennisPrimary Bedroom Main FloorCommunity GatedCommunity Club House34786 – Windermere34786windermereWaterford Pointe Ph 02 RepLake Whitney ElemSunridge MiddleWest Orange HighLake RobertsTrees/woodsThe Buyer Is To Verify With The Hoa And The Town Of Windermere.8-12 MonthsPets Allowed

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Schools

Elementary School:
Lake Whitney Elem
Middle School:
SunRidge Middle
High School:
West Orange High

Interior

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
Bathrooms
4 Full Bathrooms
Cooling
Central Air, Zoned
Flooring
Brick/Stone, Carpet, Ceramic Tile, Hardwood
Heating
Electric, Heat Pump, Zoned
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)
Laundry Features
Electric Dryer Hookup, Laundry Room
Levels
Two

Exterior

Architectural Style
Courtyard, Custom, Florida, Other, Traditional
Association Amenities
Clubhouse, Fence Restrictions, Gated, Park, Playground, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
Attached Garage YN
1
Community Features
Community Boat Ramp, Dock, Fishing, Lake, Water Access, Waterfront, Clubhouse, Deed Restrictions, Gated Community – Guard, Golf Carts OK, No Truck/RV/Motorcycle Parking, Park, Playground, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stone, Stucco
Covered Spaces
4
Direction Faces
East
Exterior Features
Balcony, Courtyard, Fire Pit, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Rain Gutters, Sidewalk
Fencing
Other
Garage Spaces
4
Green Energy Efficient
Thermostat
Lot Features
Level, Near Golf Course, Oversized Lot, Sidewalk
Open Parking YN
1
Other Structures
Cabana, Other
Parking Features
Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
Patio And Porch Features
Covered, Enclosed, Patio, Screened, Side Porch
Roof
Tile
Security Features
Gated Community, Security Gate, Smoke Detector(s)
Spa Features
Heated, In Ground
View
Trees/Woods
Waterfront Features
Lake, Waterfront
Window Features
Blinds, Shades, Shutters

Financial

HOA Fee
$325
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Private Road, Recreational Facilities
HOA Name
Don Asher
HOA Phone
407-425-4561
Tax Year
2025
Taxes
$12,356

Map

Community

Subdivisions in WINDERMERE

Market Summary

Current real estate data for Single Family in WINDERMERE as of Apr 24, 2026
289
Single Family Listed
96
Avg DOM
460
Avg $ / SqFt
$2,239,515
Avg List Price

Property Summary

    Located in the WATERFORD POINTE PH 02 REP subdivision, 2068 ROBERTS POINT DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $2,350,000 and features 5 beds, 4 baths, and has approximately 4,876 square feet of living space, and was originally constructed in 1999. The current price per square foot is $482. The average price per square foot for Single Family listings in WINDERMERE is $460. The average listing price for Single Family in WINDERMERE is $2,239,515. To schedule a showing of MLS#o6397543 at 2068 ROBERTS POINT DRIVE in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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