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For sale
    • $1,200,000

    66 High Street #4, Guilford, CT 06437

    2beds
    1,893sqft
    : 
    $9,581/mo
    Get pre-qualified
    Condominium, Townhouse
    Built in 1884
    -- sqft lot
    $-- Zestimate®
    $634/sqft
    $1,218/mo HOA

    What's special

    Just steps from Guilford's historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning complex. Step inside this stunning two-bedroom unit, once honored as the coveted HOBI (Home Building Industry) Project of the Year. The open-concept main level showcases original exposed brick, seamlessly connecting a living area anchored by a sleek gas fireplace to a gourmet kitchen outfitted with a Wolf range, Sub-Zero refrigerator, quartz countertops, and an entertaining island w seating. Designed for effortless living, the first floor features a convenient guest suite w a connecting full bath, first-floor laundry, & heated bathroom floors. A dramatic wood-and-metal staircase leads to a second-floor loft w a built-in workspace & custom shelving. Retreat to the private primary suite, boasting dramatic 12-foot ceilings, a generous walk-in closet, & a spa-inspired bath. The crown jewel of the home is your very own secret rooftop deck crafted from teak & shaded by a pergola-an outdoor sanctuary offering expansive town views. This unit includes a detached oversized private garage w storage plus an assigned parking space just steps from your door. Residents enjoy an exceptional lifestyle enriched by community amenities, including an in-ground pool, gas fire pit lounge, garden beds, state of the art fitness center and a dedicated dog park, all complemented by an easy commute to New Haven and a convenient two-hour trip to New York City.
    13 days
    860
    38

    Zillow last checked:

    Listing updated:

    Listed by:

    Janet Cronin-Rumanoff (203)687-5271,

    William Pitt Sotheby's Int'l 203-453-2533

    Source: Smart MLS,MLS#: 24212233MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Sitting Room
      Primary bedroom
      • Features: Bedroom Suite, Full Bath, Walk-In Closet(s), Engineered Wood Floor
      • Level: Upper
      Bedroom
      • Features: Full Bath, Engineered Wood Floor
      • Level: Main
      Great room
      • Features: High Ceilings, Dining Area, Gas Log Fireplace, Engineered Wood Floor
      • Level: Main
      Kitchen
      • Features: High Ceilings, Breakfast Bar, Quartz Counters, Kitchen Island, Engineered Wood Floor
      • Level: Main
      Loft
      • Features: Bookcases, Engineered Wood Floor
      • Level: Upper
      Heating
      • Forced Air, Gas In Street, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Gas Water Heater, Tankless Water Heater
      • Laundry: Main Level
      Features
      • Sound System, Open Floorplan, Smart Thermostat
      • Basement: None
      • Attic: None
      • Number of fireplaces: 1
      • Common walls with other units/homes: End Unit
      Interior area
      • Total structure area: 1,893
      • Total interior livable area: 1,893 sqft
      • Finished area above ground: 1,893

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached, Paved, Off Street, Driveway, Garage Door Opener
      • Garage spaces: 1
      • Has uncovered spaces: Yes
      Features
      • Stories: 2
      • Patio & porch: Deck
      • Exterior features: Sidewalk, Garden
      • Has private pool: Yes
      • Pool features: In Ground
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Water Community
      Lot
      • Features: Level, In Flood Zone
      Details
      • Parcel number: 2678384
      • Zoning: Per town

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Townhouse
      • Property subtype: Condominium, Townhouse
      • Attached to another structure: Yes
      Materials
      • Clapboard
      Condition
      • New construction: No
      • Year built: 1884

      Utilities & green energy

      • Sewer: Septic Tank, Shared Septic
      • Water: Public
      • Utilities for property: Underground Utilities

      Community & HOA

      Community
      • Features: Basketball Court, Bocci Court, Golf, Health Club, Library, Medical Facilities, Paddle Tennis, Private School(s)
      HOA
      • Has HOA: Yes
      • Amenities included: Management
      • Services included: Maintenance Grounds, Trash, Snow Removal, Pool Service
      • HOA fee: $1,218 monthly
      Location
      • Region: Guilford

      Financial & listing details

      • Price per square foot: $634/sqft
      • Tax assessed value: $668,850
      • Annual tax amount: $18,995
      • Date on market: 10/6/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/10/2026Listed for sale$1,200,000+42.9%$634/sqft
        Source: Smart MLS #24212233 Report a problem
        4/30/2024Sold$840,000-3.3%$444/sqft
        Source: Smart MLS #170622200 Report a problem
        4/22/2024Listed for sale$869,000$459/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170622200 Report a problem
        3/30/2024Pending sale$869,000$459/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170622200 Report a problem
        3/11/2024Price change$869,000-1.1%$459/sqft
        Source: Smart MLS #170622200 Report a problem
        2/13/2024Listed for sale$879,000$464/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170622200 Report a problem
        2/10/2024Pending sale$879,000$464/sqft
        Source: William Raveis Real Estate, Mortgage & Insurance #170622200 Report a problem
        2/5/2024Price change$879,000-2.2%$464/sqft
        Source: Smart MLS #170622200 Report a problem
        11/16/2023Price change$899,000-10%$475/sqft
        Source: Smart MLS #170603104 Report a problem
        11/2/2023Price change$999,000-4.8%$528/sqft
        Source: Smart MLS #170603104 Report a problem
        10/20/2023Listed for sale$1,049,000+4.9%$554/sqft
        Source: Smart MLS #170603104 Report a problem
        7/7/2022Sold$1,000,000+11.1%$528/sqft
        Source: Smart MLS #170491441 Report a problem
        5/22/2022Contingent$899,900$475/sqft
        Source: Smart MLS #170491441 Report a problem
        5/19/2022Listed for sale$899,900+21.6%$475/sqft
        Source: Smart MLS #170491441 Report a problem
        4/8/2017Sold$740,000$391/sqft
        Source: Agent Provided Report a problem
        12/22/2016Sold$740,000$391/sqft
        Source: Smart MLS #N10122399 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$18,494 +4%$668,850
        2024$17,778 +2.7%$668,850
        2023$17,310 +12.3%$668,850 +44.3%
        2022$15,417 +1.9%$463,670
        2021$15,125 +0%$463,670
        2020$15,125 +1.8%$463,670
        2019$14,851 +2.4%$463,670
        2018$14,504 $463,670
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.
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        Climate risks

        Neighborhood: Guilford Center

        Getting around

        60 / 100
        Somewhat Walkable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Guilford

        Source: Smart 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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