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For sale
  • $2,800,000

    268 Saint George St, Saint Augustine, FL 32084

    7beds
    5,800sqft
    : 
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    Single Family Residence
    Built in 1890
    0.27 Acres Lot
    $2,539,200 Zestimate®
    $483/sqft
    $-- HOA

    What's special

    Unique octagonal shapeSoft coastal huesStunning original millworkModern luxuryRich historic beautyWood floors
    Step into the enchanting embrace of the notable Upham Winter Cottage, a captivating Queen Anne Victorian nestled on a quarter-acre lot within the heart of St. Augustine's cherished historic preservation district and listed on the National Register of Historic Places. This world-class historic mansion has recently been renovated from top to bottom to perfection with soft coastal hues in mind ~ enjoy the well-designed balance of rich historic beauty and modern luxury. With 5800 sq ft of living space, 5 bedrooms and 3.5 bathrooms in the main house and a 2 bedroom, 1 bath apartment with private entrance, a full kitchen, living and dining rooms - this home is ideal for multigenerational living or additional income. Located on historic St. George Street, the shops, restaurants, landmarks and culture of the Nation's Oldest City are only steps away. The highly active community association provides additional opportunities to socialize and enjoy the buzz of downtown living. Built in 1893 as a winter retreat for John J. Upham, a veteran of the Civil War and Plains Indian War, this remarkable home showcases the graceful blend of Queen Anne Victorian architecture with examples of Moorish Revival in the courtyard arches. With stunning original millwork, wood floors and unique octagonal shape, this home will take you back to the splendor of the Gilded Age. From joyous Flagler Era galas to legendary Mardi Gras celebrations, The Upham Winter Cottage has been a witness to countless extraordinary events throughout the ages. Today, as you step foot within these storied walls, you become a part of the Upham Winter Cottage's narrative and assume the role of its guardian, preserving the heritage of the past while crafting a new chapter in its history. Nothing compares.
    283 days
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    1,914
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    145
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    Zillow last checked:

    Listing updated:

    Listed by:

    Kate Mitchell 904-501-6996,

    One Sotheby's Int (A1A Beach),

    Elizabeth Jennings 407-919-9557,

    One Sotheby's - Downtown

    Source: St Augustine St Johns County BOR,MLS#: 255673MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Range, Refrigerator, Washer/Dryer
      Features
      • Ceiling Fan(s)
      • Flooring: Carpet, Tile, Wood
      Interior area
      • Total structure area: 8,176
      • Total interior livable area: 5,800 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: 1 Car Garage, Off Street
      • Garage spaces: 1
      Features
      • Levels: Multi-Level,Split
      • Stories: 3
      • Entry location: Ground Level
      Lot
      • Size: 0.27 Acres
      • Dimensions: 73 x 153
      • Features: City Lot, 1/4 to 1/2 Acre
      Details
      • Parcel number: 1997600000
      • Zoning: HP-1

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Historic,Victorian
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Crawl
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1890

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: City

      Community & HOA

      Community
      • Subdivision: City St. Augustine
      HOA
      • Has HOA: No
      Location
      • Region: Saint Augustine

      Financial & listing details

      • Price per square foot: $483/sqft
      • Tax assessed value: $1,137,696
      • Annual tax amount: $20,684
      • Price range: $2.8M - $2.8M
      • Date on market: 9/29/2025
      • Listing terms: Cash,Conventional
      • Lease term: 1 Month

        Estimated market value

        $2,539,200

        $2.41M - $2.67M

        $7,929/mo

        Price history

        DateEventPrice
        3/25/2026Price change$2,800,000-5.1%$483/sqft
        Source: St Augustine St Johns County BOR #255673 Report a problem
        2/9/2026Price change$2,950,000-7.8%$509/sqft
        Source: St Augustine St Johns County BOR #255673 Report a problem
        10/8/2025Listed for sale$3,200,000+206.2%$552/sqft
        Source: St Augustine St Johns County BOR #255673 Report a problem
        12/19/2023Sold$1,045,000-19.6%$180/sqft
        Source: St Augustine St Johns County BOR #234438 Report a problem
        12/9/2023Pending sale$1,300,000$224/sqft
        Source: St Augustine St Johns County BOR #234438 Report a problem
        11/24/2023Price change$1,300,000-13.3%$224/sqft
        Source: St Augustine St Johns County BOR #234438 Report a problem
        10/3/2023Price change$1,500,000-11.8%$259/sqft
        Source: St Augustine St Johns County BOR #234438 Report a problem
        8/16/2023Price change$1,700,000-10.1%$293/sqft
        Source: St Augustine St Johns County BOR #234438 Report a problem
        7/27/2023Listed for sale$1,890,000+136.5%$326/sqft
        Source: realMLS #1239615 Report a problem
        10/9/2011Listing removed$799,000$138/sqft
        Source: Watson Realty Corp., St. Augustine Beach #117733 Report a problem
        7/14/2011Listed for sale$799,000+48%$138/sqft
        Source: Watson Realty Corp., St. Augustine Beach #117733 Report a problem
        4/8/2011Sold$540,000-9.8%$93/sqft
        Source: Public Record Report a problem
        12/25/2010Price change$599,000-25%$103/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        11/4/2010Price change$799,000+14.3%$138/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        11/2/2010Price change$699,000-12.5%$121/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        10/29/2010Price change$799,000+14.3%$138/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        9/2/2010Price change$699,000+16.7%$121/sqft
        Source: Watson Realty Corp #J117733 Report a problem
        6/5/2010Price change$599,000-14.3%$103/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        4/4/2010Price change$699,000-12.5%$121/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        12/20/2009Price change$799,000-20%$138/sqft
        Source: Watson Realty Corp #N488502 Report a problem
        2/26/2009Price change$999,000-16.7%$172/sqft
        Source: Watson Realty Corp #J106433 Report a problem
        1/4/2009Price change$1,199,000-14.3%$207/sqft
        Source: Watson Realty Corp #J106433 Report a problem
        5/30/2008Price change$1,399,000-17.7%$241/sqft
        Source: Watson Realty Corp #N414218 Report a problem
        5/28/2008Price change$1,699,000+21.4%$293/sqft
        Source: Watson Realty Corp #N414218 Report a problem
        5/24/2008Price change$1,399,000-17.7%$241/sqft
        Source: Watson Realty Corp #N414218 Report a problem
        2/2/2008Listed for sale$1,699,000+51%$293/sqft
        Source: Homes & Land #106433 Report a problem
        4/10/2007Sold$1,125,000$194/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$22,723 +6.6%$1,137,696 +2.2%
        2024$21,324 +100%$1,113,732 +91.1%
        2023$10,663 +3.1%$582,676 +3%
        2022$10,345 +1.2%$565,705 +3%
        2021$10,221 +0.7%$549,228 +1.4%
        2020$10,154 -0.3%$541,645 +2.3%
        2019$10,189 $529,467 +1.9%
        2018$10,189 +3.2%$519,595 +2.1%
        2017$9,870 $508,908 -0.9%
        2016$9,870 +0.6%$513,394 +0.7%
        2015$9,816 -1.8%$509,825 +6.1%
        2014$9,994 $480,451 -3.2%
        2013-- $496,345 -2.1%
        2012-- $506,942 -13.5%
        2011-- $586,311 -17.6%
        2010-- $711,913 +1.5%
        2009-- $701,474 -0.8%
        2008-- $706,979 +36.5%
        2007-- $518,076 -5.2%
        2006-- $546,214 +18%
        2005-- $462,783 +14.5%
        2004-- $404,027

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 32084

        Getting around

        87 / 100
        Very Walkable
        84 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Ketterlinus
        • Middle: Sebastian
        • High: St. Augustine

        Source: St Augustine St Johns County BOR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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