IDX

Listed by David Dorman · Courtesy of CENTURY 21 CARIOTI· Agent MLS ID# MFR261065777 · Deemed reliable but not guaranteed. · Data last updated: Aug 31, 2026 · 10:05 PM

2068 ROBERTS POINT DR

Windermere, Orange, FL, 34786

Active

$2,150,000

$441/sqft

5Beds
4Baths
4,876Sq Ft
1999Built
137Days on Market

About this home

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**

Facts & Features

MFRO6397543
$2,150,000
Active
5
4
4
0
4,876 sqft
1.0400
1999
Residential
Single Family Residence
Contemporary, Traditional, Florida, Courtyard, Other, Custom

Community Information

2068 ROBERTS POINT DR
Waterford Pointe Ph 02 Rep
Windermere
Orange
FL
34786
No

Amenities

Clubhouse, Tennis Court(s), Recreation Facilities, Gated, Fence Restrictions, Park, Security, Playground, Vehicle Restrictions
N/A
No
No
Yes

Interior

Ceiling Fans(s), High Ceilings, Open Floorplan, Split Bedroom, Walk-In Closet(s), Eat-in Kitchen, Cathedral Ceiling(s), Kitchen/Family Room Combo, Stone Counters, Thermostat, Crown Molding, Built-in Features, Primary Bedroom Main Floor, Tray Ceiling(s), Chair Rail, Dry Bar
Electric, Heat Pump, Zoned
Central Air, Zoned
Carpet, Ceramic Tile, Wood, Brick
Family Room, Electric, Non Wood Burning
2
Built-In Oven, Cooktop, Dishwasher, Disposal, Microwave, Refrigerator, Electric Water Heater, Convection Oven, Other, Range Hood, Water Filtration System, Wine Refrigerator

Exterior

Rain Gutters, Lighting, Private Mailbox, Sidewalk, Balcony, Outdoor Grill, Courtyard, Outdoor Kitchen, Fire Pit, Private Entrance
Block, Stucco, Stone
Slab
Tile
Other
Paved, Level, Oversized Lot, Near Golf Course, Sidewalk, Private

School Information

Lake Whitney Elem
Sunridge Middle
West Orange High

Additional Information

April 16, 2026
137
R-CE
East
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. CENTURY 21 CARIOTI is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

137 days on market

Listing updated: Aug 31, 2026 · 10:05 PM

Listed by: David Dorman · 407-948-8295CENTURY 21 CARIOTI · 407-573-2121

Updated from Real Estate Market Data

Location

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brokerage

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