About 1221 Richmond Road
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.
Features of 1221 Richmond Road
| MLS® # | O6373743 |
|---|---|
| Price | $5,250,000 |
| Bedrooms | 5 |
| Bathrooms | 6.00 |
| Full Baths | 5 |
| Half Baths | 1 |
| Square Footage | 5,164 |
| Acres | 0.34 |
| Year Built | 2024 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Contemporary |
| Status | Active |
Community Information
| Address | 1221 Richmond Road |
|---|---|
| Area | Winter Park |
| Subdivision | VIRGINIA HEIGHTS REP |
| City | WINTER PARK |
| County | Orange |
| State | FL |
| Zip Code | 32789 |
Amenities
| Parking | Driveway |
|---|---|
| # of Garages | 2 |
| View | Pool |
| Is Waterfront | No |
| Has Pool | Yes |
Interior
| Interior Features | Cathedral Ceiling(s), Ceiling Fans(s), High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments |
|---|---|
| Appliances | Bar Fridge, Dishwasher, Disposal, Microwave, Range, Refrigerator, Wine Refrigerator |
| Heating | Central |
| Cooling | Central Air |
| Fireplace | No |
| # of Stories | 1 |
Exterior
| Exterior Features | Lighting, Outdoor Grill, Outdoor Kitchen, Sliding Doors |
|---|---|
| Lot Description | City Limits, Near Public Transit, Paved |
| Roof | Concrete, Slate |
| Foundation | Slab |
School Information
| Elementary | Audubon Park K8 |
|---|---|
| Middle | Audubon Park K-8 |
| High | Winter Park High |
Additional Information
| Date Listed | January 15th, 2026 |
|---|---|
| Days on Market | 29 |
| Zoning | R-1AA |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | PREMIER SOTHEBY'S INTL. REALTY |
|---|