1221 Richmond Road, Winter Park, FL 32789
For Sale $5,250,000
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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.
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
Taxes: $8.00
Tax Year: 2024
Lighting
Outdoor Grill
Outdoor Kitchen
Sliding Doors
Bar Fridge
Dishwasher
Disposal
Microwave
Range
Refrigerator
Wine Refrigerator
Pool
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Junior High: Audubon Park K-8
High School: Winter Park High
MLS Area: 32789 - Winter Park
Price per Square Feet: $1,016.65
Total Floors: 1
Water: Public
Lot Desc.: City Limits, Near Public Transit, Paved
Construction: Block, Stucco
Date Listed: 2026-01-15 19:00:53
Pool: Yes
Pool Type: Child Safety Fence, In Ground, Lighting, Salt Water
Private Spa: Yes
Furnished: Unfurnished
Parking: Driveway
Garage Spaces: 2
Flooring: Carpet, Tile, Wood
Roof: Concrete, Slate
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Premier Sothebys Intl. Realty
Audra@AudraWilks.com
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.
Property Details
Price: $5,250,000
Sq Ft: 5,164
($1,017 per sqft)
Bedrooms: 5
Bathrooms: 5
Partial Baths: 1
City: Winter Park
County: Orange
Type: Single Family Reside
Development: Virginia Heights Rep
Acres: 0.34
Virtual Tour/Floorplan: View
Year Built: 2024
Listing Number: O6373743
Status Code: A-Active
Taxes: $8.00
Tax Year: 2024
Garage:
2
Furnishings: Unfurnished
Pets Allowed: Yes
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
Financial Information:
Taxes: $8.00
Tax Year: 2024
Exterior Features:
Lighting
Outdoor Grill
Outdoor Kitchen
Sliding Doors
Equipment:
Bar Fridge
Dishwasher
Disposal
Microwave
Range
Refrigerator
Wine Refrigerator
View:
Pool
School Information:
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Junior High: Audubon Park K-8
High School: Winter Park High
Additional Information:
MLS Area: 32789 - Winter Park
Price per Square Feet: $1,016.65
Total Floors: 1
Water: Public
Lot Desc.: City Limits, Near Public Transit, Paved
Construction: Block, Stucco
Date Listed: 2026-01-15 19:00:53
Pool: Yes
Pool Type: Child Safety Fence, In Ground, Lighting, Salt Water
Private Spa: Yes
Furnished: Unfurnished
Parking: Driveway
Garage Spaces: 2
Flooring: Carpet, Tile, Wood
Roof: Concrete, Slate
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Public Sewer
Map of 1221 Richmond Road, Winter Park, FL 32789
Listing Courtesy Of: Premier Sothebys Intl. Realty
Audra@AudraWilks.com