Gabriella Massaro

Gabriella Massaro Real Estate Agent 🇺🇸

$5,250,000.00
1221 RICHMOND ROAD, WINTER PARK, FL - 32789
5 beds
5.5 baths
5,164 sqft
$5,250,000.00
1221 RICHMOND ROAD, WINTER PARK, FL - 32789
Gabriella Massaro
$5,250,000.00
5 beds
5.5 baths
5,164 sqft
1221 RICHMOND ROAD, WINTER PARK, FL - 32789
For Sale
Photo 1
  • Built in 2024
  • 2 garage spaces
  • $1,016.65/sqft
  • Lot size: 14,953 sqft
  • 21 days on market

Now offered with a significant price improvement, this award-winning custom residence presents a rare opportunity in Winter Park’s sought-after Virginia Heights neighborhood, prized for its proximity to Park Avenue, placement within an A-rated school district, and deeded access to the Winter Park Chain of Lakes. Created by an award-winning builder as a personal family residence, this home reflects a level of craftsmanship and finish typically reserved for private custom builds. Soaring ceilings, walls of glass and an open-concept layout create seamless indoor-outdoor living ideal for everyday comfort and elevated entertaining. The chef’s kitchen is complemented by bespoke custom cabinetry throughout the home. Covered outdoor living areas and a summer kitchen enhance year-round enjoyment, highlighted by a custom rain curtain that transitions into an outdoor movie screen. The primary suite offers a private retreat with spa-inspired finishes and generous closet space, while additional bedroom suites provide flexibility for family, guests or home office use. Smart home features and refined finishes are found throughout. Owner may consider select furnishings as part of a separately negotiated, acceptable offer. Private showings by appointment.

  • Directions: Head east on Melrose Ave toward Arlington Pl, Turn right onto Richmond Rd, Destination will be on the right.
  • County: Orange
  • Geo subdivision: VIRGINIA HEIGHTS REP

Nearby Schools

Audubon Park K8

Audubon Park K-8

Winter Park High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent 🇺🇸

See also

For Sale
360 LAKE SEMINARY CIRCLE, MAITLAND, FL - 32751
$4,999,000.00
5 bds
7.0 ba
6,466 sqft
360 LAKE SEMINARY CIRCLE, MAITLAND, FL - 32751
For Sale
1302 RAINTREE PLACE, WINTER PARK, FL - 32789
$5,150,000.00
5 bds
5.5 ba
4,738 sqft
1302 RAINTREE PLACE, WINTER PARK, FL - 32789
For Sale
887 GEORGIA AVENUE, WINTER PARK, FL - 32789
$5,700,000.00
6 bds
5.5 ba
5,759 sqft
887 GEORGIA AVENUE, WINTER PARK, FL - 32789
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6373743
Listing updated: February 6, 2026 at 12:10AM
Listing provided by: Audra Wilks, PREMIER SOTHEBY'S INTL. REALTY
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