2068 Roberts Point Drive, Windermere, FL 34786
Local realty services provided by:Bingham Realty ERA Powered
Listed by: david dorman
Office: century 21 carioti
MLS#:O6397543
Source:MFRMLS
Price summary
- Price:$2,350,000
- Price per sq. ft.:$279.43
- Monthly HOA dues:$325
About this home
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. 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!...
Contact an agent
Home facts
- Year built:1999
- Listing ID #:O6397543
- Added:24 day(s) ago
- Updated:May 11, 2026 at 01:56 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Flooring:Brick, Carpet, Ceramic Tile, Wood
- Dining Description:Eat In Kitchen, Formal Dining Room
- Kitchen Description:Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dry Bar, Eat-in Kitchen, Kitchen/Family Room Combo, Microwave, Range Hood, Refrigerator, Stone Counters, Water Filtration System, Wine Refrigerator
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:4,876 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Electric, Heat Pump, Zoned
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:1999
- Building area:4,876 sq. ft.
- Lot area:1.04 Acres
- Lot Features:Level, Near Golf Course, Oversized, Paved, Private, Sidewalk
- Architectural Style:Courtyard, Custom, Florida, Traditional
- Construction Materials:Block, Stone, Stucco
- Exterior Features:Balcony, Courtyard, Covered Porch/Patio, Enclosed, Lighting, Outdoor Grill, Outdoor Kitchen, Patio, Private Mailbox, Rain Gutters, Screened, Side Porch, Sidewalk
- Foundation Description:Slab
- Levels:2 Story
Schools
- High school:West Orange High
- Middle school:SunRidge Middle
- Elementary school:Lake Whitney Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$2,350,000
- Price per sq. ft.:$279.43
- Tax amount:$12,356 (2025)
Features and amenities
- Appliances:Built-in Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Fuel Tank(s), Generator, Irrigation Equipment, Microwave, Range Hood, Refrigerator, Water Filtration System, Whole House R.O. System, Wine Refrigerator
- Laundry features:Electric Dryer Hookup, Laundry Room
- Amenities:Built-In Features, Cable Available, Cathedral Ceiling(s), Ceiling Fans(s), Chair Rail, Clubhouse, Crown Molding, Dry Bar, Eat-in Kitchen, Fence Restrictions, Fuel Tank(s), Gated, Generator, High Ceilings, Irrigation Equipment, Kitchen/Family Room Combo, Open Floorplan, Park, Phone Available, Playground, Primary Bedroom Main Floor, Recreation Facilities, Security, Split Bedroom, Sprinkler Well, Stone Counters, Tennis Court(s), Thermostat, Tray Ceiling(s), Underground Utilities, Vehicle Restrictions, Walk-In Closet(s)
- Pool features:Child Safety Fence, Gunite, Heated, In Ground, Outside Bath Access, Private Pool, Salt Water, Screen Enclosure, Self Cleaning
Parking
- Parking description:Attached Garage, Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
- Garage:Yes
- Garage spaces:4
New listings near 2068 Roberts Point Drive
- New
$1,235,000Active6 beds 5 baths4,176 sq. ft.8409 Vivaro Isle Way, WINDERMERE, FL 34786
MLS# G5112154Listed by: WATSON REALTY CORP., REALTORS - New
$974,900Active4 beds 3 baths2,811 sq. ft.1317 Glenheather Drive, WINDERMERE, FL 34786
MLS# O6406551Listed by: STOCKWORTH REALTY GROUP - New
$1,650,000Active5 beds 5 baths4,329 sq. ft.7503 Lake Albert Dr, WINDERMERE, FL 34786
MLS# S5149564Listed by: LA ROSA REALTY LLC - New
$1,450,000Active6 beds 5 baths3,463 sq. ft.11617 Camden Park Drive, WINDERMERE, FL 34786
MLS# O6405409Listed by: WATSON REALTY CORP - New
$625,000Active4 beds 4 baths2,720 sq. ft.8632 Abbotsbury Drive, WINDERMERE, FL 34786
MLS# O6406433Listed by: WRA BUSINESS & REAL ESTATE - New
$2,699,000Active5 beds 6 baths5,323 sq. ft.9222 Tibet Pointe Circle, WINDERMERE, FL 34786
MLS# O6405278Listed by: EPIQUE REALTY, INC. - New
$1,400,000Active4 beds 3 baths3,427 sq. ft.1554 Lake Rhea Drive, WINDERMERE, FL 34786
MLS# O6406297Listed by: PREMIER SOTHEBYS INT'L REALTY - New
$1,425,000Active4 beds 4 baths3,660 sq. ft.1125 Kelso Boulevard, WINDERMERE, FL 34786
MLS# O6406003Listed by: WEICHERT REALTORS HALLMARK PROPERTIES - New
$575,000Active4 beds 2 baths2,151 sq. ft.12533 Cragside Lane, WINDERMERE, FL 34786
MLS# O6405628Listed by: KELLER WILLIAMS REALTY AT THE PARKS - New
$1,350,000Active5 beds 5 baths3,931 sq. ft.1515 Lake Whitney Drive, WINDERMERE, FL 34786
MLS# O6405903Listed by: RE/MAX PRIME PROPERTIES