Listings

WINDERMERE, FL 34786 2068 ROBERTS POINT DRIVE

2068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 12068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 22068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 3
76 more
2068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 42068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 52068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 62068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 72068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 82068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 92068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 102068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 112068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 122068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 132068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 142068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 152068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 162068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 172068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 182068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 192068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 202068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 212068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 222068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 232068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 242068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 252068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 262068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 272068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 282068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 292068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 302068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 312068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 322068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 332068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 342068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 352068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 362068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 372068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 382068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 392068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 402068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 412068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 422068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 432068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 442068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 452068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 462068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 472068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 482068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 492068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 502068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 512068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 522068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 532068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 542068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 552068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 562068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 572068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 582068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 592068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 602068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 612068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 622068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 632068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 642068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 652068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 662068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 672068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 682068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 692068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 702068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 712068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 722068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 732068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 742068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 752068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 762068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 772068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 782068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 792068 ROBERTS POINT DRIVE WINDERMERE, FL - Image 80
Presented By: CENTURY 21 CARIOTI with 407-573-2121. - 407-573-2121
  • MLS# O6397543
  • 04/16/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 4
  • SQFT • 4,876
  • Garage • 4

Home Details

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**
Presented By: CENTURY 21 CARIOTI with 407-573-2121. - 407-573-2121

Interior Features for 2068 ROBERTS POINT DRIVE

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths0
Total Baths4

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
Fireplace FeaturesElectric, Family Room, Non Wood Burning
Fireplace Y/NYes
FlooringBrick/Stone, Carpet, Ceramic Tile, Hardwood
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesBuilt-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)
Laundry FeaturesElectric Dryer Hookup, Laundry Room
Total Stories2
Window FeaturesBlinds, Shades, Shutters

General for 2068 ROBERTS POINT DRIVE

Additional Parcels Y/NNo
Additional RoomsBonus 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
AppliancesBuilt-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator, Water Filtration System, Whole House R.O. System, Wine Refrigerator
Architectural StyleCourtyard, Custom, Florida, Other, Traditional
Assoc Fee Paid PerMonthly
Association AmenitiesClubhouse, Fence Restrictions, Gated, Park, Playground, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
Association Fee Includes24-Hour Guard, Private Road, Recreational Facilities
Association NameDon Asher
Attached Garage Yes
Body of WaterLAKE ROBERTS
Builder NameCUSTOM
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINDERMERE
Community FeaturesCommunity 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)
Construction MaterialsBlock, Stone, Stucco
CoolingCentral Air, Zoned
CountyOrange
DirectionsFrom 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.
DockY/NNo
Elementary SchoolLake Whitney Elem
Energy EfficientThermostat
Facing DirectionEast
Flood Zone CodeX
Flood Zone Code XY
Full Baths4
Garage Spaces4
Garage Y/NYes
Green Water ConservationLow-Flow Fixtures, Whole House Water Purification
HOA Fee$325
HeatingElectric, Heat Pump, Zoned
High SchoolWest Orange High
ILS Total SQFT495
ILS Under Air SQFT495
Land Lease Y/NNo
Lease Considered Y/NYes
Legal DescriptionWATERFORD POINTE PH 2 REPLAT 34/125 LOT56
LevelsTwo
Listing TermsCash, Conventional
Living Area UnitsSquare Feet
Lot Size Square Feet45184
Lot Size UnitsAcres
MLS Area34786 - Windermere
Middle/Junior High SchoolSunRidge Middle
Minimum Lease8-12 Months
Monthly HOA Amount325
New ConstructionNo
Occupancy TypeVacant
Other StructuresCabana, Other
OwnershipFee Simple
Patio/Porch FeaturesCovered, Enclosed, Patio, Screened, Side Porch
Pets AllowedYes
Pool FeaturesChild Safety Fence, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access, Salt Water, Screen Enclosure, Self Cleaning
Property ConditionCompleted
Property SubtypeSingle Family Residence
Property TypeResidential
RoofTile
STELLAR_InLawSuiteDescrip1 Bathroom, 1 Bedroom, Detached (ADU), Private Entrance
STELLAR_InLawSuiteYNYes
Security FeaturesGated Community, Security Gate, Smoke Detector(s)
Senior Community Y/NNo
SewerSeptic Tank
Spa FeaturesHeated, In Ground
Standard StatusActive
StatusActive
Subdivision NameWATERFORD POINTE PH 02 REP
Tax Annual Amount12356.34
Tax Lot56
Tax Year2025
Total Rooms15
UtilitiesCable Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
ViewTrees/Woods
Virtual TourClick here
Virtual TourClick here
Water Access TypeLake
Water Access Y/NYes
Water View Y/NNo
Waterfront FeaturesLake, Waterfront
Year Built1999
ZoningR-CE

Exterior for 2068 ROBERTS POINT DRIVE

Building Area Total8410
Covered Spaces4
Exterior AmenitiesBalcony, Courtyard, Fire Pit, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Rain Gutters, Sidewalk
FencingOther
Foundation DetailsSlab
Lot Dimensions150 x 307
Lot FeaturesLevel, Near Golf Course, Oversized Lot, Sidewalk
Lot Size Acres1.04
Lot Size Area1.0373
Parking FeaturesBoat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
Private PoolYes
Road Frontage TypeStreet Paved, Private Road
Road ResponsibilityPrivate Maintained Road
Road Surface TypePaved, Asphalt
SpaYes
VegetationMature Landscaping, Oak Trees, Trees/Landscaped
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Cindy Gonzalez

Price $2,350,000
MLS#O6397543
List Date 04/16/2026
Property Type Single Family
Phone 239.243.2743
Request Tour
Request Info
Visit My Website

Similar Properties to 2068 ROBERTS POINT DRIVE