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For sale
  • Price cut: $255K (3/11)
    $4,995,000

    1221 Richmond Rd, Winter Park, FL 32789

    5beds
    5,164sqft
    : 
    Single Family Residence
    Built in 2024
    0.34 Acres Lot
    $-- Zestimate®
    $967/sqft
    $-- HOA

    What's special

    Refined finishesSpa-inspired finishesSummer kitchenOpen-concept layoutSmart home featuresSoaring ceilingsWalls of glass
    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.
    78 days
    |
    2,302
    |
    78
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 11, 2026 at 02:52pm

    Listing Provided by:

    Audra Wilks 407-252-8582,

    PREMIER SOTHEBY'S INTL. REALTY 407-644-3295

    Source: Stellar MLS,MLS#: O6373743MLS LogoOriginating MLS: Orlando Regional

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 375 Square Feet
      • Dimensions: 25x15
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 192 Square Feet
      • Dimensions: 16x12
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Bedroom 4
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Bedroom 5
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Balcony porch lanai
      • Level: First
      • Area: 510 Square Feet
      • Dimensions: 34x15
      Bonus room
      • Features: No Closet
      • Level: Second
      • Area: 377 Square Feet
      • Dimensions: 29x13
      Kitchen
      • Level: First
      • Area: 360 Square Feet
      • Dimensions: 20x18
      Living room
      • Level: First
      • Area: 600 Square Feet
      • Dimensions: 30x20
      Office
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Dishwasher, Disposal, Microwave, Range, Refrigerator, Wine Refrigerator
      • Laundry: Inside
      Features
      • Cathedral Ceiling(s), Ceiling Fan(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)
      • Flooring: Carpet, Porcelain Tile, Hardwood
      • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 6,524
      • Total interior livable area: 5,164 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Porch, Rear Porch
      • Exterior features: Lighting, Outdoor Grill, Outdoor Kitchen
      • Has private pool: Yes
      • Pool features: Child Safety Fence, In Ground, Lighting, Salt Water
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Has view: Yes
      • View description: Pool
      • Waterfront features: Lake Privileges, Skiing Allowed
      Lot
      • Size: 0.34 Acres
      • Features: City Lot, Near Public Transit
      • Residential vegetation: Mature Landscaping
      Details
      • Parcel number: 072230891004130
      • Zoning: R-1AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Concrete,Slate
      Condition
      • New construction: No
      • Year built: 2024

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Public, Sewer Available, Sewer Connected, Street Lights, Underground Utilities, Water Available, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: VIRGINIA HEIGHTS REP
      HOA
      • Has HOA: No
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $967/sqft
      • Tax assessed value: $543,020
      • Annual tax amount: $8,504
      • Date on market: 1/15/2026
      • Cumulative days on market: 252 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        3/11/2026Price change$4,995,000-4.9%$967/sqft
        Source: Stellar MLS #O6373743 Report a problem
        1/15/2026Listed for sale$5,250,000-3.7%$1,017/sqft
        Source: Stellar MLS #O6373743 Report a problem
        1/14/2026Listing removed$5,450,000$1,055/sqft
        Source: Stellar MLS #O6321906 Report a problem
        12/9/2025Listed for rent$19,000$4/sqft
        Source: My State MLS #11616541 Report a problem
        10/4/2025Price change$5,450,000-2.2%$1,055/sqft
        Source: Stellar MLS #O6321906 Report a problem
        9/9/2025Price change$5,575,000-3.9%$1,080/sqft
        Source: Stellar MLS #O6321906 Report a problem
        7/11/2025Listed for sale$5,800,000+640.7%$1,123/sqft
        Source: Stellar MLS #O6321906 Report a problem
        2/17/2022Sold$783,000$152/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$8,505 +8.9%$543,020 +8.6%
        2023$7,809 +3.5%$500,000 +16.8%
        2022$7,548 +23%$427,952 +10%
        2021$6,136 -4.1%$389,047 -2.4%
        2020$6,396 -1.7%$398,728 -0.1%
        2019$6,510 -2.2%$398,981 -0.8%
        2018$6,656 $402,006 -0.2%
        2017$6,656 -1.5%$402,760 -0.1%
        2016$6,759 -0.2%$403,167 +6.9%
        2015$6,772 +90%$377,130 +35.7%
        2014$3,564 +2.4%$277,825 +17.4%
        2013$3,482 -0.5%$236,732 +0.2%
        2012$3,500 -1.1%$236,150 -0.6%
        2011$3,539 +2.4%$237,605 -0.9%
        2010$3,458 $239,814 -18.2%
        2009-- $293,085 -9.3%
        2008$4,544 -1.1%$323,170 -6.7%
        2007$4,594 -6.5%$346,530 -7.9%
        2006$4,913 0%$376,387 +26.2%
        2005$4,914 +4.5%$298,172 +5.5%
        2004$4,701 +4%$282,502 +0.5%
        2003$4,521 +1.3%$281,156 +1.2%
        2002$4,461 +18.4%$277,925 +3.5%
        2001$3,769 +2.5%$268,607 +17.1%
        2000$3,678 $229,470

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $33,691/mo
        Principal & interest
        $24825
        Property taxes
        $8866
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          Climate risks

          Neighborhood: 32789

          Getting around

          59 / 100
          Somewhat Walkable
          34 / 100
          Some Transit
          65 / 100
          Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Audubon Park K8
          • Middle: Audubon Park K-8
          • High: Winter Park High

          Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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