Gabriella Massaro

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

$410,000.00
420 E CYPRESS STREET, WINTER GARDEN, FL - 34787
3 beds
2.0 baths
1,616 sqft
$410,000.00
420 E CYPRESS STREET, WINTER GARDEN, FL - 34787
Gabriella Massaro
$410,000.00
3 beds
2.0 baths
1,616 sqft
420 E CYPRESS STREET, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 1950
  • $253.71/sqft
  • Lot size: 8,440 sqft
  • 56 days on market

Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

  • Directions: FL-408 W. Exit 267B.Merge onto FL-50 W/W Colonial Dr. Turn right onto 9th St. Turn left onto E Cypress St. Destination will be on the left.
  • County: Orange
  • Geo subdivision: OVERSTREET CRATE

Nearby Schools

Maxey 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

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$435,000.00
3 bds
2.5 ba
1,898 sqft
1796 FLORENCE VISTA BOULEVARD, ORLANDO, FL - 32818
For Sale
2113 GREAT EGRET CIRCLE, OCOEE, FL - 34761
$415,540.00
3 bds
2.0 ba
1,501 sqft
2113 GREAT EGRET CIRCLE, OCOEE, FL - 34761
For Sale
469 MICKLETON LOOP, OCOEE, FL - 34761
$449,995.00
4 bds
2.0 ba
2,077 sqft
469 MICKLETON LOOP, OCOEE, FL - 34761
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6412414
Listing updated: July 26, 2026 at 7:35PM
Listing provided by: Trevor Zwick, KELLER WILLIAMS ELITE PARTNERS III REALTY
Last checked 20 hours ago
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