1221 RICHMOND ROAD, Winter Park, FL, 32789 | $5,250,000

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

  • Rooms: 10
  • Bedrooms: 5
  • Baths: 5 full / 1 half
  • Laundry: Inside
  • Style: Contemporary
  • Year Built: 2024
  • Garage: 2-car Driveway
  • Heating: Central
  • Cooling: Central Air
  • Approx Sq. Feet: 5,164
  • Acreage: 0.34
  • Est. Taxes: $8,505
  • Lot Desc: City Lot, Near Public Transit
  • View: Pool
  • Elem. School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High
  • Pool: Child Safety Fence, In Ground, Lighting, Salt Water
  • Pet Policy: Yes
  • Appliances: Bar Fridge, Dishwasher, Disposal, Microwave, Range, Refrigerator, Wine Refrigerator
  • MLS#: O6373743
  • Days on Market: 21 days
  • Website: https://www.raveis.com
    /eprop/O6373743/1221richmondroad_winterpark_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 2/9/2026 4:58:19 AM)

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Jorge L RiveraVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 12303

203.913.1633

Jorge.Rivera@Raveis.com

Our Executive Mortgage Banker:

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Our Insurance Division:

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1221 RICHMOND ROAD, Winter Park, FL, 32789

$5,250,000

Team AFA - Darien

Luxury Properties Specialists

William Raveis Real Estate

Phone: 203.256.3264

Al@Raveis.com

Jorge L Rivera

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 203.913.1633

Jorge.Rivera@Raveis.com

NMLS Mortgage Loan Originator ID 12303

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $4,200,000 $4,200,000 $4,200,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.500% 5.875% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.154% 5.996% 5.932%
Monthly Tax Payment $709 $709 $709
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $23,847 $24,845 $34,877
Total Monthly Payment $24,681 $25,679 $35,711

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.