Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$1,398,500.00
243 ZACHARY WADE STREET, WINTER GARDEN, FL - 34787
5 beds
3.5 baths
3,097 sqft
$1,398,500.00
243 ZACHARY WADE STREET, WINTER GARDEN, FL - 34787
Gabriella Massaro
$1,398,500.00
5 beds
3.5 baths
3,097 sqft
243 ZACHARY WADE STREET, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 2004
  • 3 garage spaces
  • $451.57/sqft
  • Lot size: 12,190 sqft
  • 3 days on market

Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

  • Directions: From downtown Winter Garden, head west on Plant Street, turn right onto Avalon Road, then left onto Tildenview, left on Lakeview Reserve, right on Zachary Wade Street—243 will be on your left.
  • County: Orange
  • Geo subdivision: LAKEVIEW RESERVE 46/149

Nearby Schools

Tildenville Elem

Lakeview Middle

West Orange High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
11714 FLYNN COURT, WINTER GARDEN, FL - 34787
$1,349,000.00
4 bds
3.0 ba
4,370 sqft
11714 FLYNN COURT, WINTER GARDEN, FL - 34787
For Sale
743 CANOPY ESTATES DRIVE, WINTER GARDEN, FL - 34787
$1,499,999.00
5 bds
6.0 ba
4,283 sqft
743 CANOPY ESTATES DRIVE, WINTER GARDEN, FL - 34787
For Sale
12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL - 34787
$1,370,000.00
4 bds
4.5 ba
3,665 sqft
12934 CANOPY WOODS WAY WAY, WINTER GARDEN, FL - 34787
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6391909
Listing updated: March 22, 2026 at 7:56PM
Listing provided by: Alexis Anderson, REGENCY REAL ESTATE LLC
Last checked 18 hours ago
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