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$2,350,000
New Listing

2068 ROBERTS POINT DRIVE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
4
Total Baths
4
Full Baths
4,876
SqFt
$482
/SqFt
1999
Built
Subdivision:
WATERFORD POINTE PH 02 REP
County:
Orange
Call Now: +1 (407) 456-4820
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+1 (407) 456-4820
2068 ROBERTS POINT DRIVE2068 ROBERTS POINT DRIVE2068 ROBERTS POINT DRIVE2068 ROBERTS POINT DRIVE
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Monthly Payment (Est.)

$10,722
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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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Listing Snapshot
Price 
$2,350,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
4,876 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
1.04 Acres
Year Built 
1999
MLS® Number 
O6397543
Status 
Active
Property Tax 
$12,356.34
HOA/Condo/Coop Fees 
$325 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
9 minutes agoListing updated with changes from the MLS®
23 hours agoListing first seen on site
General Features
Acres 
1.04
Attached Garage 
Yes
Direction Faces 
East
Foundation 
Slab
Garage 
Yes
Garage Spaces 
4
Green Energy Efficient 
Thermostat
Levels 
Two
Number Of Stories 
2
Parking 
BoatCircular DrivewayDrivewayGarage Door OpenerGarage Faces SideGuestParking PadAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Security 
Gated CommunitySecurity GateSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
8410
Style 
CourtyardCustomFloridaOtherTraditional
Utilities 
Cable AvailableElectricity ConnectedPhone AvailablePropaneUnderground UtilitiesWater Connected
Water Source 
Public
Zoning 
R-CE
Interior Features
Appliances 
Convection OvenCooktopDishwasherDisposalElectric Water HeaterMicrowaveRange HoodRefrigeratorWine Refrigerator
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
ElectricFamily Room
Flooring 
BrickCarpetCeramic TileWood
Furnished 
Unfurnished
Heating 
ElectricHeat PumpZoned
Interior 
Built-in FeaturesCathedral Ceiling(s)Crown MoldingDry BarEat-in KitchenHigh CeilingsOpen FloorplanStone CountersTray Ceiling(s)Walk-In Closet(s)
Laundry Features 
Electric Dryer HookupLaundry Room
Spa 
Yes
Window Features 
BlindsShutters
Balcony/Porch/Lanai 
Dimensions - 35x47Level - FirstFeatures - Ceiling Fan(s)
Bathroom 2 
Dimensions - 5x8Level - First
Bedroom 2 
Dimensions - 12x20Level - FirstFeatures - Ceiling Fan(s)
Bonus Room 
Dimensions - 16x28Level - Second
Dinette 
Dimensions - 9x10Level - First
Dining Room 
Dimensions - 12.5x15Level - First
Family Room 
Dimensions - 13x20.5Level - FirstFeatures - Ceiling Fan(s)
Foyer 
Dimensions - 7.5x9.5Level - First
Gym 
Dimensions - 7.5x24.5Level - SecondFeatures - Ceiling Fan(s)
Kitchen 
Dimensions - 16x21Level - FirstFeatures - Breakfast Bar, Kitchen Island, Pantry, Stone Counters
Living Room 
Dimensions - 14.1x27.5Level - First
Master Bathroom 
Dimensions - 14x21Level - FirstFeatures - Double Vanity, Stone Counters
Master Bedroom 
Dimensions - 24x26Level - FirstFeatures - Ceiling Fan(s)
Office 
Dimensions - 12x14Level - SecondFeatures - Ceiling Fan(s)
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Exterior Features
Construction Details 
BlockStoneStucco
Exterior 
BalconyCourtyardFire PitLightingOutdoor GrillOutdoor KitchenPrivate EntranceRain Gutters
Fencing 
Other
Lot Features 
LevelNear Golf CoursePavedPrivate
Other Structures 
CabanaOther
Patio And Porch 
CoveredEnclosedPatioScreenedSide Porch
Pool Features 
GuniteHeatedIn GroundOtherSalt WaterScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Tile
Spa 
Yes
Spa Features 
HeatedIn Ground
View 
Trees/Woods
Waterfront Features 
Lake Privileges
Waterview 
Trees/Woods
Windows/Doors 
BlindsShutters
Community Features
Association Amenities 
ClubhouseGatedParkPlaygroundRecreation FacilitiesSecurityTennis Court(s)
Association Dues 
325
Community Features 
GatedClubhouseParkPlaygroundSidewalksTennis Court(s)Street Lights
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Monthly
MLS Area 
34786 - Windermere
Roads 
AsphaltPaved
Township 
23
Schools
School District
Unknown
Elementary School
Lake Whitney Elem
Middle School
SunRidge Middle
High School
West Orange High
Listing courtesy of CENTURY 21 CARIOTI (407) 948-8295

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Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-04-17 03:33 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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