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For sale
    • $2,995,000

    66 High Street #38, Guilford, CT 06437

    3beds
    2,983sqft
    : 
    $22,527/mo
    Get pre-qualified
    Condominium
    Built in 2016
    -- sqft lot
    $-- Zestimate®
    $1,004/sqft
    $1,800/mo HOA

    What's special

    Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests. High ceilings and premium materials elevate every space; French oak flooring, extraordinary custom lighting, designer tile, and abundant storage. This residence also includes a separately outfitted private garage and two extra-wide covered parking spaces, one with EV charger. Seller also including a 36-foot Boat Slip at Guilford Yacht Club. Residents enjoy an array of HOA amenities designed to enhance both leisure and lifestyle: pool overlooking the scenic salt marsh, fully equipped fitness center, fenced dog park, grilling station, fire pit, and a picturesque marsh walk; perfect for morning strolls or sunset views. Ideally located just an easy stroll to the Town Green with its charming restaurants, boutiques, coffee shops, and community events, this home places you in the heart of it all while offering a serene retreat. Nearby attractions include the Guilford Yacht Club, town beach, marina, and train station for convenient travel. Enjoy the ease of condominium living without compromise; where impeccable quality, thoughtful design, desirable location, and turnkey convenience converge in one remarkable offering.
    168 days
    434
    10

    Zillow last checked:

    Listing updated:

    Listed by:

    Rose Ciardiello (203)314-6269,

    William Raveis Real Estate 203-453-0391

    Source: Smart MLS,MLS#: 24155789MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Features: Balcony/Deck, Built-in Features, Ceiling Fan(s), Gas Log Fireplace, Full Bath, Walk-In Closet(s)
      • Level: Main
      • Area: 284.99 Square Feet
      • Dimensions: 13.5 x 21.11
      Bedroom
      • Features: Built-in Features, Ceiling Fan(s), Full Bath, Hardwood Floor
      • Level: Main
      • Area: 196.25 Square Feet
      • Dimensions: 12.5 x 15.7
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      • Area: 171.12 Square Feet
      • Dimensions: 12.4 x 13.8
      Dining room
      • Features: Balcony/Deck, Built-in Features, Ceiling Fan(s), French Doors, Hardwood Floor
      • Level: Main
      • Area: 272.19 Square Feet
      • Dimensions: 12.9 x 21.1
      Kitchen
      • Features: Breakfast Bar, Built-in Features, Kitchen Island, Pantry, Hardwood Floor
      • Level: Main
      • Area: 255.64 Square Feet
      • Dimensions: 12.11 x 21.11
      Living room
      • Features: Built-in Features, Combination Liv/Din Rm, Gas Log Fireplace, Hardwood Floor
      • Level: Main
      • Area: 399.6 Square Feet
      • Dimensions: 18.5 x 21.6
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Gas Water Heater, Tankless Water Heater
      • Laundry: Main Level
      Features
      • Sound System, Elevator, Open Floorplan, Entrance Foyer, Smart Thermostat
      • Windows: Thermopane Windows
      • Basement: None
      • Attic: None
      • Number of fireplaces: 1
      • Common walls with other units/homes: End Unit
      Interior area
      • Total structure area: 2,983
      • Total interior livable area: 2,983 sqft
      • Finished area above ground: 2,983
      Video & virtual tour

      Property

      Parking
      • Total spaces: 5
      • Parking features: Detached, Covered, Paved, Parking Lot, Assigned, Garage Door Opener
      • Garage spaces: 3
      Features
      • Stories: 4
      • Patio & porch: Covered
      • Exterior features: Outdoor Grill, Sidewalk, Garden, Lighting
      • Has private pool: Yes
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Waterfront, River Front, Association Required, Water Community
      Lot
      • Features: Level, Historic District, In Flood Zone
      Details
      • Parcel number: 2695389
      • Zoning: R-3

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Ranch
      • Property subtype: Condominium
      • Attached to another structure: Yes
      Materials
      • HardiPlank Type
      Condition
      • New construction: No
      • Year built: 2016
      Details
      • Builder model: Ranch

      Utilities & green energy

      • Sewer: Shared Septic
      • Water: Public
      • Utilities for property: Cable Available
      Green energy
      • Energy efficient items: Insulation, Thermostat, Windows

      Community & HOA

      Community
      • Features: Basketball Court, Health Club, Library, Medical Facilities, Playground
      HOA
      • Has HOA: Yes
      • Amenities included: Elevator(s), Exercise Room/Health Club, Gardening Area, Pool, Management
      • Services included: Maintenance Grounds, Trash, Snow Removal, Pool Service, Flood Insurance
      • HOA fee: $1,800 monthly
      Location
      • Region: Guilford

      Financial & listing details

      • Price per square foot: $1,004/sqft
      • Tax assessed value: $1,167,530
      • Annual tax amount: $33,158
      • Date on market: 3/16/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        4/6/2026Price change$2,995,000-6.4%$1,004/sqft
        Source: Smart MLS #24155789 Report a problem
        3/21/2026Listed for sale$3,200,000$1,073/sqft
        Source: Smart MLS #24155789 Report a problem
        11/14/2025Listing removed$3,200,000$1,073/sqft
        Source: Smart MLS #24114633 Report a problem
        9/15/2025Listed for sale$3,200,000$1,073/sqft
        Source: Smart MLS #24114633 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$32,282 +4%$1,167,530
        2024$31,033 +2.7%$1,167,530
        2023$30,216 -2.2%$1,167,530 +23.2%
        2022$30,902 $947,330
        2021$30,902 -36.8%$947,330 +37.2%
        2020$48,923 +688.9%$690,300 +256.6%
        2019$6,201 $193,590
        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.
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        Climate risks

        Neighborhood: Guilford Center

        Getting around

        60 / 100
        Somewhat Walkable
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Calvin Leete
        • Middle: Adams,Baldwin
        • 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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