Refine Search

2068 Roberts Point Drive, Windermere, FL 34786

$2,350,000

81 Total Photos [Click to View All]

Property Description

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**

2068 Roberts Point Drive | MLS# O6397543

This single family home located at 2068 Roberts Point Drive, Windermere, FL 34786 is currently listed for sale with an asking price of $2,350,000. This property was built in 1999 and has 5 bedrooms and 4 full baths with 4876 sq. ft. Roberts Point Drive is located in the WATERFORD POINTE subdivision. Search WATERFORD POINTE real estate on jpagaduan.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air, Zoned
Fenced: Yes
Garage: 4 car attached
Heating: Electric, Heat Pump, Zoned
Home Style: Courtyard, Custom, Florida, Other, Traditional
Lot Size: 1.04 Acres
Roof Type: Tile
Stories: 2.0
Taxes: $12,356
Year Built: 1999
Square Feet: 4,876

Amenities

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)
Balcony
Courtyard
Fire Pit
French Doors
Lighting
Outdoor Grill
Outdoor Kitchen
Private Entrance
Private Mailbox
Rain Gutters
Sidewalk

Feature Descriptions

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
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
Association Amenities: Clubhouse, Fence Restrictions, Gated, Park, Playground, Recreation Facilities, Security, Tennis Court(s), Vehicle Restrictions
Body of Water: LAKE ROBERTS
Builder: CUSTOM
Community Features: Clubhouse, Deed Restrictions, Gated Community - Guard, Golf Carts OK, No Truck/RV/Motorcycle Parking, Park, Playground, Sidewalks, Tennis Court(s), Street Lights
Days on Site: 32
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.
Energy Efficient: Thermostat
Exterior: Block, Stone, Stucco
Fencing: Other
Fireplace: Electric, Family Room, Non Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Brick, Carpet, Ceramic Tile, Wood
Foundation: Slab
Garage Dimensions: 21X44
HOA Fee: 325/ Monthly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Level, Near Golf Course, Oversized Lot, Sidewalk, Paved, Private
Lot Dimensions: 1.04
Number of Septics: 1
Number of Wells: 1
Other Equipment: Fire Pit, Irrigation Equipment, Private Entrance, Fuel Tank(s), Generator
Other Structures: Cabana, Other
Ownership: Fee Simple
Parking: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Parking, Guest, Parking Pad
Parking Notes: Boat, Circular Driveway, Driveway, Garage Door Opener
Patio/Porch: Covered, Enclosed, Patio, Screened, Side Porch
Pets Allowed: Yes
Pets Restrictions: The Buyer is to verify with the HOA and the Town of Windermere.
Pool: Child Safety Fence, Gunite, Heated, In Ground, Lighting, Other, Outside Bath Access, Salt Water, Screen Enclosure, Self Cleaning
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Gated Community, Security Gate, Smoke Detector(s)
Sewer: Septic Tank
Showing Instructions: Sentri Lock Box, See Remarks, ShowingTime
Spa: Heated, In Ground
Special Sale Provisions: None
Special View Info: Water
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Phone Available, Propane, Sprinkler Well, Underground Utilities, Water Connected
Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
Water: Public
Water Access: Lake
Water Access Y/N: Yes
Waterfront Features: Boat Ramp - Private, Skiing Allowed
Windows: Blinds, Shades, Shutters
Zoning: R-CE

Room Sizes

Foyer: 7.5x9.5
Living Room: 14.1x27.5
Dining Room: 12.5x15
Kitchen: 16x21
Dinette: 9x10
Family Room: 13x20.5
Primary Bedroom: 24x26
Primary Bathroom: 14x21
Bedroom 2: 12x20
Bathroom 2: 5x8
Office: 12x14
Bonus Room: 16x28
Gym: 7.5x24.5
Balcony/Porch/Lanai: 25x40
Balcony/Porch/Lanai: 35x47

Local Schools

High School: West Orange High
Middle School: SunRidge Middle
Elementary School: Lake Whitney Elem

Listed By / Shown By

Listed By

Agency Name: CENTURY 21 CARIOTI
Agency Contact: 407-573-2121

Shown By

Agent Name: Judelyn Pagaduan
Agent Phone: (904) 322-2848
Agency Title: Watson Realty Corp., REALTORS ®

IDX logo

Estimate Your Payment

Estimated Payment

$ 13,376.29 per month $11,661.21 Principal & Interest $1,029.67 Property Tax $685.42 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/18/2026. The listing information on this page last changed on 05/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 05/18/2026 12:02:24 AM EST) or GAMLS (last updated Sun 05/17/2026 11:15:01 PM EST) or Stellar MLS (last updated Sun 05/17/2026 11:43:59 PM EST) or SPC MLS (last updated Sun 05/17/2026 11:21:15 PM EST) or Martin MLS (last updated Sun 05/17/2026 11:38:10 PM EST) or Indian River MLS (last updated Sun 05/17/2026 11:30:16 PM EST) or Daytona MLS (last updated Sun 05/17/2026 11:36:45 PM EST) or Northeast Florida MLS (last updated Sun 05/17/2026 11:58:53 PM EST) or Beaches MLS (last updated Sun 05/17/2026 11:57:56 PM EST) or BORMLS (last updated Sun 05/17/2026 11:15:21 PM EST) or Golden Isles MLS (last updated Sun 05/17/2026 11:26:32 PM EST) or Amelia/Nassau MLS (last updated Sun 05/17/2026 11:25:15 PM EST) or Dixie Gilchrist Levy MLS (last updated Sun 05/17/2026 11:42:16 PM EST) or NFLMLS (last updated Sun 05/17/2026 9:05:14 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.



Privacy Policy / DMCA Notice / ADA Accessibility

Login to My Homefinder

Pixel