Date
Details
Price
Change
Source
1/15/2026
Listed
$5,250,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/52
$5,250,000 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/52
Property Description
NOW OFFERED WITH A SIGNIFICANT PRICE IMPROVEMENT, this award-winning custom residence presents a rare opportunity in Winter Park's highly 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 both 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.
Full Property Details
Full Property Details for 1221 Richmond Rd
General
- Price: $5,250,000
- Taxes: $8,504 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6373743
- Updated: 1/15/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 10
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Kitchen and Family Room Combination, 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
- Furnishings: Unfurnished
- Flooring: Carpet, Porcelain Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 6
- Full Bathrooms: 5
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Inside
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Child Safety Fence, In Ground, Lighting, Salt Water
- Spa: Yes
- Spa Description: Heated, In Ground
Exterior
- Exterior Features: Lighting, Outdoor Grill, Outdoor Kitchen, Sliding Doors
- Deck/Patio: Covered, Porch, Rear Porch
- Porch/Patio/Deck: Covered, Porch, Rear Porch
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 32789 - Winter Park
- County: Orange
- Development Name: 32789 - Winter Park
- Subdivision: VIRGINIA HEIGHTS REP
- Driving Directions: Head east on Melrose Ave toward Arlington Pl, Turn right onto Richmond Rd, Destination will be on the right.
- Direction Faces: East
School Information
- Elementary School: Audubon Park K8
- Middle School: Audubon Park K-8
- High School: Winter Park High
Community
- Community Name: 32789 - Winter Park
- Pet Restrictions: Buyer's responsibility to confirm all information is accurate.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Underground Utilities, Water Available, Water Connected
Structural Information
- Architectural Info: Contemporary
- Architectural Style: Contemporary
- Exterior Const.: Block, Stucco
- Roof: Concrete, Slate
- Stories/Levels: Two
- Square Feet: 5,164
- Sq. Ft. Source: Appraiser
- Year Built: 2024
Lot Features
- Property View: Pool
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 14,953
- Lot Size: 14953
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Extras: Yes
Financial Considerations
- Tax Amount: $8,504.82
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: VIRGINIA HEIGHTS REPLAT J/28 LOT 13 & 14BLK 4
- Flood Zone Info: X
- APN: 72230891004130
- Property ID: 72230891004130
- Block/Lot/Section: 4
Listed by Premier Sotheby's Intl. Realty
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 1221 Richmond Rd —
Premier Sotheby's Intl. Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 1221 Richmond Rd
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Audubon Park School 1500 Falcon Drive, Orlando, FL 32803 | PK-8 | 1.5 mi |
Winter Park High School 2100 Summerfield Road, Winter Park, FL 32792 | 9-12 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1221 Richmond Rd
Tax History
Tax History for 1221 Richmond Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,505
—
$1,474,005
171%
2024
$8,505
9%
$543,020
9%
2023
$7,809
27%
$500,000
29%
2021
$6,136
-19%
$389,047
-32%
2022
$7,548
23%
$572,801
44%
2021
$6,136
-6%
$398,728
—
2019
$6,510
-2%
$398,981
-1%
2018
$6,656
-2%
$402,006
—
2017
$6,759
—
$402,760
—
2016
$6,772
92%
$403,167
66%
2015
$3,535
-1%
$242,205
1%
2014
$3,564
2%
$240,283
2%
2013
$3,482
—
$236,732
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1221 Richmond Rd
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 6Total Baths
- 4,738Sq. Ft.
Listed by Fannie Hillman & Associates
- Single Family
- Active
- Updated 13 days ago
- 5Beds
- 6Total Baths
- 6,206Sq. Ft.
Listed by Lake Nona Realty Llc
- Single Family
- Active
- 4Beds
- 5Total Baths
- 3,181Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
- Single Family
- Active
- 6Beds
- 6Total Baths
- 5,759Sq. Ft.
Listed by Fannie Hillman & Associates
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 20 hours ago
- 4Beds
- 3Total Baths
- 2,162Sq. Ft.
Listed by Keller Williams Winter Park
- Single Family
- Active
- Updated 6 hours ago
- 3Beds
- 2Total Baths
- 2,216Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
- Single Family
- Active
- Updated 2 hours ago
- 4Beds
- 4Total Baths
- 2,995Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
- Single Family
- Active
- Updated 20 hours ago
- 4Beds
- 4Total Baths
- 3,221Sq. Ft.
Listed by Keller Williams Advantage Realty
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 4 days ago
- 6Beds
- 6Total Baths
- 6,163Sq. Ft.
Listed by Homevest Realty
- Townhouse
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 1,575Sq. Ft.
Listed by Watson Realty Corp
- Condo
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,406Sq. Ft.
Listed by Vencorp Real Estate
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 5Beds
- 6Total Baths
- 5,964Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
Sold by Charles Rutenberg Realty Orlando
Sold by Charles Rutenberg Realty Orlando
- Single Family
- Closed
- 5Beds
- 6Total Baths
- 4,735Sq. Ft.
Listed by Central Florida Prime Real Estate Llc
Sold by Fannie Hillman & Associates
Sold by Fannie Hillman & Associates
- Single Family
- Closed
- 3Beds
- 4Total Baths
- 3,738Sq. Ft.
Listed and Sold by Premier Sotheby's Intl. Realty
- Single Family
- Closed
- 5Beds
- 6Total Baths
- 6,708Sq. Ft.
Listed by Premier Sotheby's Intl. Realty
Sold by Brian Teach
Sold by Brian Teach
1221 Richmond Road, Winter Park, FL 32789 (MLS# O6373743) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 1221 Richmond Road is currently listed for $5,250,000 and was received on January 15, 2026. Want to learn more about 1221 Richmond Road? Do you have questions about finding other Single Family real estate for sale in Winter Park? You can browse all Winter Park real estate or contact a Coldwell Banker agent to request more information.