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!
2068 Roberts Point Dr, Windermere, FL 34786
- Price:
- $2,350,000.00
- Original List Price:
- $2,350,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $481.95
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6397543
- 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
- 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
- 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
- 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
- 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
- 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
- Sewer:
- Septic Tank
- Utilities Available:
- Cable Available, Underground Utilities, Phone Available, Electricity Connected, Water Connected, Sprinkler Well, Propane
- Water Source:
- Public
- 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
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Vacant
- Lease Considered:
- Yes
- 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
- Elementary School:
- Lake Whitney Elem
- High School:
- West Orange High
- Middle Or Junior School:
- Sunridge Middle
- 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
- Association Approval Required
- Courtesy of:
- CENTURY 21 CARIOTI
- Attribution:
- 407-573-2121
- Road Surface Type:
- Paved, Asphalt
- 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''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
Air Quality
Source: AirNow.gov · Orlando
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