Home in 2068 Roberts Point Dr Windermere for sale with MLS# O6397543

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. 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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2068 Roberts Point Dr, Windermere, FL 34786

Price
Price:
$2,350,000.00
Original List Price:
$2,350,000.00
List Price per Sq Ft (Calculated, Approx.):
$481.95
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6397543
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
4
Full Bath:
4
Additional Rooms:
Den/library/office, Inside Utility, Bonus Room, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Storage Rooms, Interior In-law Suite W/private Entry
Measures
Living Area:
4,876 Sqft
Built-Up Area:
8,410 Sqft
Lot Area:
45,184 Sqft
Lot Size Dimensions and Info:
150x307
Building Area Source:
Estimated
Living Area Source:
Public Records
Lot Features:
Oversized Lot, Paved, Level, Sidewalk, Private, Near Golf Course
Lot Size Acres:
1.04
Property Features
View from the Property:
Trees/woods
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, Heated, Other, In Ground, Salt Water, Screen Enclosure, Outside Bath Access, Child Safety Fence, Lighting, Self Cleaning
Spa
Spa Features:
Heated, In Ground
Security:
Smoke Detector(s), Security Gate, Gated Community
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Refrigerator, Cooktop, Built-in Oven, Electric Water Heater, Range Hood, Convection Oven, Whole House R.o. System, Wine Refrigerator, Water Filtration System
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Stone Counters, Thermostat, Crown Molding, Tray Ceiling(s), Dry Bar, Chair Rail, Primary Bedroom Main Floor
Exterior:
Balcony, Lighting, Outdoor Grill, Courtyard, Private Mailbox, Sidewalk, Rain Gutters, French Doors, Outdoor Kitchen, Fire Pit, Private Entrance
Patio and Porch:
Patio, Screened, Covered, Enclosed, Side Porch
Windows:
Blinds, Shades, Shutters
Other Structures:
Other, Cabana
Laundry:
Laundry Room, Electric Dryer Hookup
Fireplace
Fireplace:
Family Room, Electric, Non Wood Burning
Green Energy Efficient:
Thermostat
Air Conditioning System:
Zoned, Central Air
Heating System:
Electric, Zoned, Heat Pump
Fence:
Other
Vegetation and Trees:
Trees/landscaped, Mature Landscaping, Oak Trees
Property Entrance Faces:
East
Road Responsibility:
Private Maintained Road
Other Equipment:
Generator, Irrigation Equipment, Fuel Tank(s), Private Entrance, Fire Pit
Water Access
Water Access Features:
Lake
Water Extras
Water Extra Details:
Boat Ramp - Private, Skiing Allowed
Construction
Year Built:
1999
Roof:
Tile
Builder Name:
CUSTOM
Architectural Style:
Other, Florida, Traditional, Custom, Courtyard
Levels:
Two
Construction Materials:
Block, Stucco, Stone
Flooring:
Carpet, Wood, Ceramic Tile, Brick
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Property Condition:
Completed
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$12,356.34
Tax Year:
2025
Association Fee:
$325.00
Association Fee Frequency:
Monthly
Total Annual Fees:
$3,900.00
Total Monthly Fees:
$325.00
Parking
Garage
Garage Spaces:
4
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Circular Driveway, Guest, Parking Pad, Golf Cart Parking, Boat, Garage Faces Side
Garage Dimensions:
21X44
Utilities
Sewer:
Septic Tank
Utilities Available:
Cable Available, Underground Utilities, Phone Available, Electricity Connected, Water Connected, Sprinkler Well, Propane
Water Source:
Public
Community
Association
Minimum Lease Term:
8-12 Months
Pets Allowed?
Amenities Provided by the Homeowner's Association (HOA):
Clubhouse, Recreation facilities, Playground, Security, Recreation Facilities, Tennis Court(s), Gated, Park, Fence Restrictions, Vehicle Restrictions
Subdivision Name:
WATERFORD POINTE PH 02 REP
Community Features:
Clubhouse, Sidewalks, Street Lights, Park, Tennis Court(s), Playground, Deed Restrictions, Golf Carts Ok, No Truck/rv/motorcycle Parking, Gated Community - Guard
Association Fee Includes:
Recreational Facilities, Guard - 24 Hour, Private Road
Senior Community:
No
Association Fee Required:
Required
Association Management:
Don Asher
Association Phone:
407-425-4561
Terms
Listing Terms Considered by Seller:
Cash, Conventional
Occupant Type:
Vacant
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
WATERFORD POINTE PH 2 REPLAT 34/125 LOT56
Real Estate Folio Number (Parcel Number):
01-23-27-9110-00-560
Zoning:
R-CE
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Lake Whitney Elem
High School:
West Orange High
Middle Or Junior School:
Sunridge Middle
Listing History
Originally published on:
April 16, 2026 8:10 pm
Active on the market since:
April 16, 2026
Listing Agreement executed on:
April 16, 2026
Listing Status Last Changed On:
April 16, 2026 8:10 pm
Photos updated on:
April 16, 2026 9:41 pm
Last Modified:
April 17, 2026 7:30 pm
Additional Information
Association Approval Required
Courtesy of:
CENTURY 21 CARIOTI
Attribution:
407-573-2121
Road Surface Type:
Paved, Asphalt
Location
Street Name:
ROBERTS POINT
Street Number:
2068
City:
WINDERMERE
State:
Florida
Zip Code:
34786
County:
Orange
Latitude:
N28° 30' 59.8''
Longitude:
W82° 25' 25.2''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $131,409
Median Home Value $621,300
Median Rent $2,239/mo
Median Age 37
Population 43,700

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