2068 ROBERTS POINT DRIVE Windermere, FL $ 2,350,000
2068 ROBERTS POINT DRIVE
$ 2,350,000
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2068 ROBERTS POINT DRIVE

Windermere, FL, 34786
$ 2,350,000
Bedrooms5 Baths4.0 Sq 4,876

Monthly Estimate*

$ 14,469

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View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $2,350,000 with 5 bedrooms and 4 full baths. This 4,876 square foot home was built in 1999 on a lot size of 1.04.

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!

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Single Family Active

Price

$ 2,350,000

Bedrooms

5

Full Bath

4

Property Type

Single Family

Taxes

$ 12,356

Style

Courtyard Custom Florida Other Traditional

Lot Size

1.04

Year Built

1999

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6397543

Features
General
Sewer Septic Tank
Heating Electric Heat Pump Zoned
Cooling Central Air Zoned
Utilities Cable Available Electricity Connected Phone Available Propane Sprinkler Well Street Lights Underground Utilities Water Connected
Roof Tile
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
Zoning R-CE
HOA Fee 325
Garage Spaces 4
Association Fee Includes 24-Hour Guard Private Road Recreational Facilities
Patio/Porch Features Covered Enclosed Patio Screened Side Porch
Architectural Style Courtyard Custom Florida Other Traditional
Pool Features Child Safety Fence Gunite Heated In Ground Lighting Other Outside Bath Access Salt Water Screen Enclosure Self Cleaning
Security Features Gated Community Security Gate Smoke Detector(s)
Construction Materials Block Stone Stucco
Pets Allowed Yes
Year Built 1999
View Trees/Woods
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake Waterfront
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)
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse Fence Restrictions Gated Park Playground Recreation Facilities Security Tennis Court(s) Vehicle Restrictions
Attached Garage true
Energy Efficient Thermostat
Subdivision Name WATERFORD POINTE PH 02 REP
Facing Direction East
Garage Y/N true
Green Water Conservation Low-Flow Fixtures Whole House Water Purification
Other Structures Cabana Other
Total Rooms 15
Full Baths 4
Status Active
Directions From Main Street Windermere Turn Left onto Windermere Road the turn Left onto McKinnon Road. Follow down and turn Right onto Water Point Blvd. Turn Left onto Roberts Point Dr and follow down to the house on the Left.
High School West Orange High
City WINDERMERE
Body of Water LAKE ROBERTS
Association Name Don Asher
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Acres
Lot Size Square Feet 45184
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated In Ground
Elementary School Lake Whitney Elem
Land Lease Y/N false
Tax Annual Amount 12356.34
Middle/Junior High School SunRidge Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.zillow.com/view-imx/03f64ac4-0849-4077-9300-f1b8b7d809b5?initialViewType=pano https://view.paradym.com/idx/2068-Roberts-Point-Dr-Windermere-FL-347876/4964797
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name CUSTOM
Standard Status Active
Occupancy Type Vacant
Tax Lot 56
Legal Description WATERFORD POINTE PH 2 REPLAT 34/125 LOT56
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 325
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
ILS Total SQFT 495
ILS Under Air SQFT 495
Water View Y/N false
Flood Zone Code X
DockY/N false
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Interior
Interior Amenities 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)
Flooring Brick/Stone Carpet Ceramic Tile Hardwood
Furnished Y/N Unfurnished
Fireplace Features Electric Family Room Non Wood Burning
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds Shades Shutters
Fireplace Y/N true
Half Baths 0
Laundry Features Electric Dryer Hookup Laundry Room
Total Bedrooms 5
Total Baths 4
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Exterior
Exterior Amenities Balcony Courtyard Fire Pit French Doors Irrigation System Lighting Outdoor Grill Outdoor Kitchen Private Entrance Private Mailbox Rain Gutters Sidewalk
Vegetation Mature Landscaping Oak Trees Trees/Landscaped
Fencing Other
Parking Features Boat Circular Driveway Driveway Garage Door Opener Garage Faces Side Golf Cart Parking Guest Parking Pad
Lot Features Level Near Golf Course Oversized Lot Sidewalk
Water Source Public
Lot Size Area 1.0373
Foundation Details Slab
Spa true
Building Area Total 8410
Lot Dimensions 150 x 307
Lot Size Acres 1.04
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 4
Road Frontage Type Street Paved Private Road
Road Responsibility Private Maintained Road
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* Excluded Features
List By
Century 21 Carioti

Broker

David@DavidDorman.com

Email

Affordability Calculator

$15,499
Per Month
93%
7%
0%
Monthly Principal & Interest
$14,469
Monthly Property Taxes
$1,030
Monthly Home Insurance
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Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
4/16/2026$2,350,000 Listed Price

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2068 ROBERTS POINT DRIVE, Windermere, FL, 34786 is a Single Family Home for sale at $2,350,000 with 4,876 sqft and a lot size of 1.04. 2068 ROBERTS POINT DRIVE has 5 bedrooms, 4.0 baths, and was built in 1999. The property's zip code is 34786 which is in Windermere, FL