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2068 Roberts Point Drive

Windermere, FL 34786
  • $2,150,000
  • STATUS: Active
  • ON SITE: 148 Days
  • MLS #: O6397543
UPDATED: 16 min ago
$2,150,000
  • 5
    BEDS
  • 1.04
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 4,876
    SQFT
  • $441
    $/SQFT
Type:
Single-Family Home
Built:
1999
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-09-12T15:45:51.26.
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2068 Roberts Point Drive Windermere, FL 34786

  • Price: $2,150,000
  • Status: Active
  • On Site: 148 Days
  • Updated: 16 min ago
  • MLS #: O6397543
5
Beds
4
Baths
0
½ Baths
1.04
Acres
4,876
SQFT
$441
$/SQFT
1999
Built
Neighborhood:
Waterford Pointe Ph 02 Rep
County:
Orange
Area:
Windermere
Elementary School:
Lake Whitney Elem
Middle School:
Sunridge Middle
High School:
West Orange High
Property Description
One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**
Exterior Features

Additional Water Information Private boat ramp for the community. Architectural Style ContemporaryCourtyardCustomFloridaOtherTraditional Attached Garage Yn Yes Carport Yn No Construction Materials BlockStoneStucco Covered Spaces 4 Direction Faces East Exterior Features BalconyCourtyardFire PitFrench DoorsIrrigation SystemLightingOutdoor GrillOutdoor KitchenPrivate EntrancePrivate MailboxRain GuttersSidewalk Fencing Other Foundation Details Slab Garage Dimensions 21X44 Lot Features LevelNear Golf CourseOversized LotSidewalk Lot Size Dimensions 150 x 307 Open Parking YN Yes Other Structures CabanaOther Parking Features BoatCircular DrivewayDrivewayGarage Door OpenerGarage Faces SideGolf Cart ParkingGuestParking Pad Patio And Porch Features CoveredEnclosedPatioScreenedSide Porch Pool Dimensions 15x30 Pool Features Child Safety FenceGuniteHeatedIn GroundLightingOtherOutside Bath AccessSalt WaterScreen EnclosureSelf Cleaning Pool Private Yn Yes Road Frontage Type Street PavedPrivate Road Road Surface Type PavedAsphalt Roof Tile Spa Features HeatedIn Ground Spa YN Yes View Trees/Woods Water Access Lake Water Access Yn Yes Water Body Name LAKE ROBERTS Water Extras Boat Ramp - PrivateSkiing Allowed Water Extras Yn Yes Water View Yn No Waterfront Features LakeWaterfront Waterfront Yn No

Interior Features

Additional Rooms Bonus RoomDen/Library/OfficeFamily RoomFormal Dining Room SeparateFormal Living Room SeparateInside UtilityInterior In-Law Suite w/Private EntryStorage Rooms Appliances Built-In OvenConvection OvenCooktopDishwasherDisposalElectric Water HeaterMicrowaveOtherRange HoodRefrigeratorWater Filtration SystemWine Refrigerator Building Area Total 8410 Cooling Central AirZoned Cooling YN Yes Fireplace Features ElectricFamily RoomNon Wood Burning Fireplace Yn Yes Flooring Brick/StoneCarpetCeramic TileHardwood Furnished Unfurnished Heating ElectricHeat PumpZoned Heating YN Yes Interior Features Built-in FeaturesCathedral Ceiling(s)Ceiling Fan(s)Chair RailCrown MoldingDry BarEating Space In KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorSplit BedroomStone CountersThermostatTray Ceiling(s)Walk-In Closet(s) Laundry Features Electric Dryer HookupLaundry Room Levels Two Rooms Primary Bathroom (Bath With WhirlpoolDual SinksGarden BathMakeup/Vanity SpaceOtherSplit VanitiesStone CountersTub with Separate Shower StallWater Closet/Priv ToiletWindow/Skylight in BathLinen Closet) Gym (Ceiling Fan(s)Other) Dining Room (Other) Foyer (Other) Living Room (Built-In ShelvingOther) Balcony/Porch/Lanai (Ceiling Fan(s)) Bonus Room (OtherStorage Closet) Balcony/Porch/Lanai Primary Bedroom (Ceiling Fan(s)En Suite BathroomOtherWalk-In Closet(s)) Family Room (Bu Sewer Septic Tank Stories Total 2 Water Source Public Window Features BlindsShadesShutters

Property Features

Additional Lease Restrictions The Buyer is to verify with the HOA and the Town of Windermere. Additional Parcels YN No Approval Process The Buyer is to verify with the HOA and the Town of Windermere. Association Amenities ClubhouseFence RestrictionsGatedParkPlaygroundRecreation FacilitiesSecurityTennis Court(s)Vehicle Restrictions Association Approval Required Yn Yes Association Fee 325 Association Fee Frequency Monthly Association Fee Includes 24-Hour GuardPrivate RoadRecreational Facilities Association Fee Monthly Amount 325 Association Fee Requirement Required Association Yn Yes Builder Name CUSTOM Cdd Yn No Community Features Community Boat RampDockFishingLakeWater AccessWaterfrontClubhouseDeed RestrictionsGated Community - GuardGolf Carts OKNo Truck/RV/Motorcycle ParkingParkPlaygroundSidewalksTennis Court(s) Down Payment Resource No Flood Zone Code X Garage Yn Yes Green Energy Efficient Thermostat Green Water Conservation Low-Flow FixturesWhole House Water Purification Homestead Yn Yes Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventional Minimum Lease 8-12 Months New Construction Yn No Number Of Septics 1 Number Of Wells 1 Occupant Type Vacant Ownership Fee Simple Pet Restrictions The Buyer is to verify with the HOA and the Town of Windermere. Pets Allowed Yes Property Condition Completed Property Sub Type Single Family Residence Realtor Info Brochure AvailableDocs AvailableFloor Plan AvailableNo SignSee Attachments Required Remarks One or more photo(s) has been virtually staged. Security Features Gated CommunitySecurity GateSmoke Detector(s) Senior Community Yn No Special Listing Conditions None Tax Annual Amount 12356.34 Total Annual Fees 3900 Total Monthly Fees 325 Utilities Cable AvailableElectricity ConnectedPhone AvailablePropaneSprinkler WellStreet LightsUnderground UtilitiesWater Connected Yrs Of Owner Prior To Leasing Re No Zoning R-CE


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of CENTURY 21 CARIOTI: 407-573-2121.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-09-12T15:45:51.26.
 
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Olympus Executive Realty, Inc
16903 Lakeside Dr., Suite 6
Montverde FL, 34756