2068 ROBERTS POINT DRIVE, Windermere, FL 34786

• 5 beds |
• 4 baths |
• 4,876 sqft

Property Description

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!

Listing Status:

Active

Date Added:

April 16, 2026

Data Last Updated:

April 25, 2026 at 5:23PM

Listing Office:

CENTURY 21 CARIOTI : 407-573-2121

Listing Agent:

David Dorman : 407-948-8295

MLS ID:

O6397543

Interior

• General: Built-in FeaturesCathedral Ceiling(s)Ceiling Fans(s)Chair RailCrown MoldingDry BarEat-in KitchenHigh CeilingsKitchen/Family Room ComboOpen FloorplanPrimary Bedroom Main FloorSplit BedroomStone CountersThermostatTray Ceiling(s)Walk-In Closet(s)
• 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 HeaterMicrowaveRange HoodRefrigeratorWater Filtration SystemWhole House R.O. SystemWine Refrigerator
• Laundry: Electric Dryer HookupLaundry Room
• Flooring: BrickCarpetCeramic TileWood
• A/C: Central AirZoned
• Heating: ElectricHeat PumpZoned
• Fireplace: ElectricFamily RoomNon Wood BurningFireplace
• Eco/Green Feature: ThermostatLow-Flow FixturesWhole House Water Purification

Exterior

• General: BalconyCourtyardFire PitFrench DoorsLightingOutdoor GrillOutdoor KitchenPrivate EntrancePrivate MailboxRain GuttersSidewalkHeatedIn Ground
• Style: CourtyardCustomFloridaOtherTraditional
• Other Structures: CabanaOtherEnclosedScreenedPatioSide PorchCovered
• Pool: Child Safety FenceGuniteHeatedIn GroundLightingOtherOutside Bath AccessSalt WaterScreen EnclosureSelf Cleaning
• Parking: BoatCircular DrivewayDrivewayGarage Door OpenerGarage Faces SideGolf Cart ParkingGuestParking Pad

Construction

• Roofing: Tile
• Windows: BlindsShadesShutters
• General: BlockStoneStuccoTwoSlab

Location

• Road/Access: AsphaltPaved
• HOA Amenities: ClubhouseFence RestrictionsGatedParkPlaygroundRecreation FacilitiesSecurityTennis Court(s)Vehicle RestrictionsGuard - 24 HourPrivate RoadRecreational Facilities325.0Monthly
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-CEWATERFORD POINTE PH 2 REPLAT 34/125 LOT5601-23-27-9110-00-560
• View: Trees/Woods
• Fencing: Other

Utilities

• Utilities: Cable AvailableElectricity ConnectedPhone AvailablePropaneSprinkler WellUnderground UtilitiesWater Connected
• Water: Public
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple