2068 Roberts Point Drive Windermere, FL 34786 - LAKE ROBERTS
For Sale MLS# O6397543
5 beds 4 baths 4,876 sq ft Single Family
Details for 2068 Roberts Point Drive
MLS# O6397543
Description for 2068 Roberts Point Drive, Windermere, FL, 34786 - LAKE ROBERTS
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**
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 5
Bathrooms: 4
Lot Size: 1.04 Acres
Square Feet: 4,876 sq ft
Year Built: 1999
Garage: Yes
Stories: 2 Story
Construction: Block,Stone,Stucco
Construction Display: New Construction
Subdivision: Waterford Pointe Ph 02 Rep
Builder: CUSTOM
Foundation: Slab
County: Orange
Construction Status: New Construction
School Information
Elementary: Lake Whitney Elem
Middle: Sunridge Middle
High: West Orange High
Room Information
Main Floor
Porch: 47x35
Family Room: 20.5x13
Dinette: 10x9
Kitchen: 21x16
Dining Room: 15x12.5
Living Room: 27.5x14.1
Foyer: 9.5x7.5
Porch: 40x25
Bathroom 2: 8x5
Bedroom 2: 20x12
Primary Bathroom: 21x14
Primary Bedroom: 26x24
Upper Floor
Gym: 24.5x7.5
Bonus Room: 28x16
Office: 14x12
Bathrooms
Full Baths: 4
Additonal Room Information
Laundry: Laundry Room, Electric Dryer Hookup
Interior Features
Appliances: Wine Refrigerator, Water Purifier, Convection Oven, Microwave, Cooktop, Dishwasher, Disposal, Refrigerator, Built-In Oven, Electric Water Heater, Range Hood
Flooring: Brick,Carpet,Ceramic Tile,Wood
Doors/Windows: Blinds, Window Treatments, Shutters
Fireplaces: Electric, Family Room
Additional Interior Features: Eat-In Kitchen, Ceiling Fan(s), Walk-In Closet(s), Split Bedrooms, High Ceilings, Tray Ceiling(s), Cathedral Ceiling(s), Built-in Features, Kitchen/Family Room Combo, Open Floorplan, Main Level Primary, Chair Rail, Crown Molding, Dry Bar, Separate/Formal Dining Room, Stone Counters, Separate/Formal Living Room
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Available,Electricity Connected,Propane,Phone Available,Underground Utilities,Water Connected
Cooling: Zoned, Ceiling Fan(s), Central Air
Heating: Heat Pump, Electric, Zoned
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 4
Parking Description: Circular Driveway, Boat, Parking Pad, Garage Faces Side, Golf Cart Garage, Guest, driveway, Garage, Garage Door Opener
Roof: Tile
Pool: Heated, Other, In Ground, Outside Bath Access, Salt Water, Screen Enclosure, Pool Sweep, Gunite
Lot View: Trees/Woods
Lot Dimensions: 150x307
Fencing: Other
Additional Exterior/Lot Features: Courtyard, Fire Pit, Private Entrance, Sprinkler/Irrigation, Rain Gutters, French Patio Doors, Outdoor Grill, Outdoor Kitchen, Lighting, Balcony, Balcony, Covered, Patio, Enclosed, Screened, Side Porch, Flat, Level, Landscaped, Private Road, Oversized Lot, Near Golf Course
Out Buildings: Cabana, Other
Waterfront Details
Standard Water Body: LAKE ROBERTS
Water Front Features: Lake Privileges
Community Features
Community Features: Water Access, Golf Carts OK, Fishing, Park, Lake, Clubhouse, Dock, Waterfront, Street Lights, Boat Facilities, Gated, Tennis Court(s), Sidewalks, Playground
Security Features: Gated Community, Smoke Detector(s), Security Gate, Gated with Guard
Association Amenities: Recreation Facilities, Playground, Tennis Court(s), Security, Gated, Clubhouse, Park
HOA Dues Include: Road Maintenance, Security, Recreation Facilities
Homeowners Association: Yes
HOA Dues: $325 / Monthly
Driving Directions
From 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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 01-23-27-9110-00-560
Tax Amount: 12356.34
Tax Year: 2025
A broker reciprocity listing courtesy: CENTURY 21 CARIOTI
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Sales History & Tax Summary for 2068 Roberts Point Drive
Sales History
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Tax Summary
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Schools
Schools nearby 2068 Roberts Point Drive
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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