Address
2068 Roberts Point Drive, WINDERMERE, FL
Price
$ 2,150,000
Property Attributes
  • MLS#O6397543
  • TypeSingle Family
  • Listing Status Pending
  • CountyOrange
  • CityWINDERMERE
  • AreaWindermere
  • NeighborhoodWATERFORD POINTE PH 02 REP
  • Zip34786
  • StyleContemporary Courtyard Custom Florida Other Traditional
  • Year Built1999
  • Taxes$ 12356
  • Price$ 2,150,000
  • Bedrooms5
  • Full Bathrooms4
  • Half Bathrooms0
  • Sqr Footage4876
  • Lot Size1.04 Acres
Data Source:
Stellar MLS
Property Description

Under contract-accepting backup offers. 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**

Elementary School Middle School High School
Lake Whitney Elem Elementary School SunRidge Middle Middle School West Orange High High School
Price History
4/16/2026 Listed $2,350,000
6/1/2026 4$2,250,000
8/12/2026 4$2,150,000

General Features

Sewer Septic Tank
Heating Electric,Heat Pump,Zoned
Cooling Central Air,Zoned
Utilities Cable Available,Electricity Connected,Phone Available,Propane,Sprinkler Well,Street Lights,Underground Utilities,Water Connected
Roof Tile
Appliances Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Electric Water Heater,Microwave,Other,Range Hood,Refrigerator,Water Filtration System,Wine Refrigerator
Zoning R-CE
HOA Fee 325
Garage Spaces 4
Association Fee Includes 24-Hour Guard,Private Road,Recreational Facilities
Patio/Porch Features Covered,Enclosed,Patio,Screened,Side Porch
Architectural Style Contemporary,Courtyard,Custom,Florida,Other,Traditional
Pool Features Child Safety Fence,Gunite,Heated,In Ground,Lighting,Other,Outside Bath Access,Salt Water,Screen Enclosure,Self Cleaning
Security Features Gated Community,Security Gate,Smoke Detector(s)
Construction Materials Block,Stone,Stucco
Pets Allowed Yes
Year Built 1999
View Trees/Woods
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Waterfront Features Lake,Waterfront
Community Features Community 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)
Assoc Fee Paid Per Monthly
County Orange
New Construction false
Property Type Residential
Association Amenities Clubhouse,Fence Restrictions,Gated,Park,Playground,Recreation Facilities,Security,Tennis Court(s),Vehicle Restrictions
Attached Garage true
Energy Efficient Thermostat
Subdivision Name WATERFORD POINTE PH 02 REP
Facing Direction East
Garage Y/N true
Green Water Conservation Low-Flow Fixtures,Whole House Water Purification
Other Structures Cabana,Other
Total Rooms 15
Full Baths 4
Status Pending
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.
High School West Orange High
City WINDERMERE
Body of Water LAKE ROBERTS
Association Name Don Asher
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Acres
Lot Size Square Feet 45184
Carport Y/N false
Listing Terms Cash,Conventional
Spa Features Heated,In Ground
Elementary School Lake Whitney Elem
Land Lease Y/N false
Tax Annual Amount 12356.34
Middle/Junior High School SunRidge Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://storybookviewer.com/119157-141763
Building Area Units Square Feet
Living Area Units Square Feet
Builder Name CUSTOM
Standard Status Active Under Contract
Occupancy Type Vacant
Tax Lot 56
Virtual Tour https://view.paradym.com/idx/2068-Roberts-Point-Dr-Windermere-FL-347876/4964797
Legal Description WATERFORD POINTE PH 2 REPLAT 34/125 LOT56
Water Access Type Lake
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 325
Additional Rooms Bonus 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
ILS Total SQFT 495
ILS Under Air SQFT 495
Water View Y/N false
Flood Zone Code X
In Law Suite YN true
In Law Suite Description 1 Bathroom,1 Bedroom,Detached (ADU),Private Entrance
Flood Zone Code X Yes
DockY/N false

Interior Features

Interior Amenities Built-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)
Flooring Brick/Stone,Carpet,Ceramic Tile,Hardwood
Furnished Y/N Unfurnished
Fireplace Features Electric,Family Room,Non Wood Burning
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds,Shades,Shutters
Fireplace Y/N true
Laundry Features Electric Dryer Hookup,Laundry Room
Total Bedrooms 5
LivingAreaSource Public Records
Total Baths 4

Exterior Features

Exterior Amenities Balcony,Courtyard,Fire Pit,French Doors,Irrigation System,Lighting,Outdoor Grill,Outdoor Kitchen,Private Entrance,Private Mailbox,Rain Gutters,Sidewalk
Vegetation Mature Landscaping,Oak Trees,Trees/Landscaped
Fencing Other
Parking Features Boat,Circular Driveway,Driveway,Garage Door Opener,Garage Faces Side,Golf Cart Parking,Guest,Parking Pad
Lot Features Level,Near Golf Course,Oversized Lot,Sidewalk
Water Source Public
Lot Size Area 1.0373
Foundation Details Slab
Spa true
Building Area Total 8410
Lot Dimensions 150 x 307
Lot Size Acres 1.04
Road Surface Type Paved,Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 4
Road Frontage Type Street Paved,Private Road
Road Responsibility Private Maintained Road

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 34786

Price
AVG $2.45M
$2.15M
Taxes
AVG $23,564
$12,356
Year Built
AVG 2004
1999
Listed By
CENTURY 21 CARIOTI with 407-573-2121. - 407-573-2121

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