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For sale
  • $845,000

    165 Whitfield Street, Guilford, CT 06437

    2beds
    2,595sqft
    : 
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    Multi Family
    Built in 1850
    -- sqft lot
    $-- Zestimate®
    $326/sqft
    $-- HOA

    What's special

    Historic Charm Meets Exceptional Investment Opportunity in the Heart of Guilford Steeped in history and ideally located just steps from the iconic Guilford Green, this beautifully maintained circa-1850 Greek Revival property offers a rare opportunity to own one of downtown Guilford's most distinctive two-family residences. Once serving as the rectory for the neighboring church, this landmark home has been thoughtfully converted into two spacious apartments while preserving its timeless architectural character and period details. The first-floor residence features an inviting living room highlighted by a sun-filled bay window, a generous bedroom, an eat-in kitchen with direct access to a covered rear deck, a full bath complete with both a jetted tub and separate shower, and an additional dining room that easily functions as a home office, den, or guest room. Beautiful hardwood floors add warmth and character throughout the main living spaces. The second-floor apartment offers an open living and dining area, a spacious bedroom with ample closet space, an eat-in kitchen, a full bath with jetted tub and separate shower, an additional half bath with in-unit laundry, and a finished loft for additional living space, ideal for a home office, studio, or guest accommodations. Major improvements include updated electrical, plumbing, and insulation, along with a complete exterior renovation completed in 2022, updated kitchens & appliances, with new radon system
    7 days
    |
    764
    |
    15
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Thomas W. Hulk (203)214-6936,

    Thomas W. Hulk 203-214-6936

    Source: Smart MLS,MLS#: 24188733MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Baseboard, Electric
      Cooling
      • None
      Appliances
      • Included: Electric Water Heater, Water Heater
      • Laundry: In Unit
      Features
      • Smart Thermostat
      • Basement: Full,Unfinished,Shared Basement
      • Attic: Walk-up
      • Has fireplace: No
      Interior area
      • Total structure area: 2,595
      • Total interior livable area: 2,595 sqft
      • Finished area above ground: 2,595

      Property

      Parking
      • Total spaces: 6
      • Parking features: Driveway, Shared Driveway, Paved
      • Has uncovered spaces: Yes
      Features
      • Waterfront features: Walk to Water
      Lot
      • Size: 0.25 Acres
      • Features: Historic District
      Details
      • Parcel number: 1120940
      • Zoning: R-1

      Construction

      Type & style
      • Home type: MultiFamily
      • Architectural style: Units on different Floors
      • Property subtype: Multi Family
      Materials
      • Clapboard, Wood Siding
      • Foundation: Brick/Mortar, Stone
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1850

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      Community
      • Features: Library, Medical Facilities, Park, Public Rec Facilities, Near Public Transport, Shopping/Mall
      HOA
      • Has HOA: No
      Location
      • Region: Guilford

      Financial & listing details

      • Price per square foot: $326/sqft
      • Tax assessed value: $456,750
      • Annual tax amount: $12,629
      • Date on market: 7/2/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/8/2026Listed for sale$845,000+30.3%$326/sqft
        Source: Smart MLS #24188733 Report a problem
        12/1/2023Sold$648,375-6.7%$250/sqft
        Source: Smart MLS #170599108 Report a problem
        11/14/2023Listed for sale$695,000$268/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170599108 Report a problem
        10/24/2023Pending sale$695,000$268/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170599055 Report a problem
        9/19/2023Listed for sale$695,000$268/sqft
        Source: Smart MLS #170599055 Report a problem
        9/7/2023Pending sale$695,000$268/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170584483 Report a problem
        8/24/2023Price change$695,000-4.1%$268/sqft
        Source: Smart MLS #170584483 Report a problem
        7/26/2023Listed for sale$725,000+299.4%$279/sqft
        Source: Smart MLS #170584483 Report a problem
        8/15/1994Sold$181,500$70/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,629 +4%$456,750
        2024$12,140 +2.7%$456,750
        2023$11,821 +8.6%$456,750 +39.5%
        2022$10,886 +1.9%$327,400
        2021$10,680 +0%$327,400
        2020$10,680 +1.8%$327,400
        2019$10,487 +2.4%$327,400
        2018$10,241 +1.2%$327,400 -5%
        2017$10,117 +4%$344,590
        2015$9,731 +3%$344,590
        2014$9,449 +20.7%$344,590 +1.5%
        2013$7,829 +3.1%$339,500
        2012$7,591 +3.9%$339,500
        2011$7,306 +3.3%$339,500
        2010$7,072 +3.9%$339,500
        2009$6,804 +58.3%$339,500 +51.6%
        2008$4,298 -21.1%$223,980
        2007$5,447 +5%$223,980
        2006$5,187 +4%$223,980
        2005$4,988 -11.4%$223,980 -15.8%
        2003$5,631 +32.5%$266,000 +98.7%
        2001$4,251 $133,900

        Find assessor info on the county website

        Monthly payment

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        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: Guilford Center

        Getting around

        65 / 100
        Somewhat Walkable
        46 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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