2068 Roberts Point Drive, Windermere, FL 34786

$2,250,000
5
BD
4
BA
4,876
SqFt

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List Price
$2,250,000
Status
Active
Days on Market
102
Price Change
▼ $100,000 1780340942
MLS#
O6397543
Property Style
Single Family
Architectural Style
Courtyard, Custom, Florida, Other, Traditional
Year Built
1999
Bedrooms
5
Bathrooms
4
Living Area
4,876
Lot Size
45,184
Acres
1.04
Total Acreage
1 to less than 2
Legal Subdivision Name
Waterford Pointe Ph 02 Rep
MLS Area Major
Windermere

Property Description

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**

Additional Information

Taxes
$12356
Minimum Lease
8-12 Months
HOA Fee
$325
HOA Payment Schedule
Monthly
Maintenance Includes
Guard - 24 Hour, Private Road, Recreational Facilities
Location
Level, Near Golf Course, Oversized Lot, Sidewalk, Paved, Private
Community Features
Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, No Truck/RV/Motorcycle Parking, Park, Playground, Sidewalks, Tennis Court(s), Street Lights, Security
Property Description
Two Story
Zoning
R-CE
Interior Layout
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Chair Rail, Crown Molding, Dry Bar, Eat-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)
Interior Features
Built-in Features, Cathedral Ceiling(s), Ceiling Fans(s), Chair Rail, Crown Molding, Dry Bar, Eat-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)
Floor
Brick, Carpet, Ceramic Tile, Wood
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator, Water Filtration System, Whole House R.O. System, Wine Refrigerator
Utilities
Cable Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Underground Utilities, Water Connected
Heating
Electric, Heat Pump, Zoned
Air Conditioning
Central Air, Zoned
Fireplace Description
Electric, Family Room, Non Wood Burning
Exterior Construction
Block, Stone, Stucco
Exterior Features
Balcony, Courtyard, Fire Pit, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Private Entrance, Private Mailbox, Rain Gutters, Sidewalk
Roof
Tile
Foundation
Slab
Pool
Private
Pool Type
Child Safety Fence, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access, Salt Water, Screen Enclosure, Self Cleaning
Garage Carport
4 Car Garage
Garage Spaces
4
Garage Features
Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
Garage Dimensions
21X44
Elementary School
Lake Whitney Elem
Middle School
Sunridge Middle
High School
West Orange High
Fences
Other
Water Name
Lake Roberts
Water Extras
Boat Ramp - Private, Skiing Allowed
Water Access
Lake
Pets
Allowed
Flood Zone Code
X
Parcel ID
01-23-27-9110-00-560
Legal Description
WATERFORD POINTE PH 2 REPLAT 34/125 LOT56

Listing courtesy of CENTURY 21 CARIOTI. 407-573-2121

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