Active Under Contract
Condo for sale at 66 High St #38, Guilford, CT 06437 | MLS# 24155789 | Listing updated on 2026-11-03
Photo 1 of Condo for sale at 66 High St #38, Guilford, CT 06437 | MLS# 24155789 | Listing updated on 2026-11-03
Photo 2 of Condo for sale at 66 High St #38, Guilford, CT 06437 | MLS# 24155789 | Listing updated on 2026-11-03
Photo 3 of Condo for sale at 66 High St #38, Guilford, CT 06437 | MLS# 24155789 | Listing updated on 2026-11-03
Photo 4 of Condo for sale at 66 High St #38, Guilford, CT 06437 | MLS# 24155789 | Listing updated on 2026-11-03
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$2,995,000

Monthly Est:$14,907

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,983sqft

66 High St #38, Guilford, CT 06437

$14,907/moEst:

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  • Condominium

  • Built in 2016

  • $1,800/mo HOA

  • -- sqft lot

  • $1,004/sq.ft

Description

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.

  • Houzeo last checked: 10 minutes ago
  • Listing updated: November 3, 2026 at 5:56 pm
  • Listing Provided by: Rose Ciardiello | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24155789 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Condominium

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Guilford

  • Neighborhood

    --

  • Year Built

    2016

  • HOA Fees

    $1800/mo

  • Finished Area

    2,983 sqft

  • Lot Size

    -- sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24155789

  • MLS Status

    Under Contract

  • Days on Market

    235

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Location

HOA Management

1

HOA Fees

$1,800/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Insurance Insurance

Pool Pool

Health Club Health Club

Snow Removal Snow Removal

Elevator Elevator

Trash Pickup Trash Pickup

Grounds Maintenance Grounds Maintenance

Property Management Property Management

Pool Service Pool Service

Gardening Area Gardening Area

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Sewer

    Shared Septic

  • Interior Features

    Audio System, Auto Garage Door Opener, Cable Available, Elevator, Open Floor Plan

  • Cooling

    Central Air

  • Heating

    Natural Gas

  • Exterior Features

    Grill, Sidewalk, Garden Area, Lighting, Covered Deck

  • Appliances

    Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Construction

  • Year Built

    Year Built: 2016

  • Home type

    Condominium

  • Architectural Style

    Ranch

Utilities & Energy

  • Parking Features

    Detached Garage, Covered Garage, Paved, Parking Lot, Assigned Parking

  • Basement

    None

  • Laundry Features

    Main Level

  • Association Amenities

    Elevator, Exercise Room/health Club, Gardening Area, Pool

  • Water Source

    Public Water Connected

Other Features

  • Subdivision Name

    The Residences At 66 High Street

  • Lot Features

    Level Lot, Historic District, Water View

Price History

DateEventPrice

10/20/2026

Source: mls_logoSMART MLS-CT #24155789

Contingent (Active Under Contract)

$2,995,000

$1,004/sqft

04/06/2026

Source: #24155789

Price Decreased

$2,995,000 -6.41%

$1,004/sqft

03/21/2026

Source: mls_logoSMART MLS-CT #24155789

Listed for Sale

$3,200,000

$1,073/sqft

03/16/2026

Source: mls_logoSMART MLS-CT #24155789

Coming Soon

$3,200,000

$1,073/sqft

11/14/2025

Source: mls_logoSMART MLS-CT #24114633

Off Market

$3,200,000 +265.71%

$1,073/sqft

Show more

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:15AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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