For Sale
Single family home for sale at 385 Sir Walter Dr, Cheshire, CT 06410 | MLS# 24211153 | Listing updated on 2026-10-11
Photo 1 of Single family home for sale at 385 Sir Walter Dr, Cheshire, CT 06410 | MLS# 24211153 | Listing updated on 2026-10-11
Photo 2 of Single family home for sale at 385 Sir Walter Dr, Cheshire, CT 06410 | MLS# 24211153 | Listing updated on 2026-10-11
Photo 3 of Single family home for sale at 385 Sir Walter Dr, Cheshire, CT 06410 | MLS# 24211153 | Listing updated on 2026-10-11
Photo 4 of Single family home for sale at 385 Sir Walter Dr, Cheshire, CT 06410 | MLS# 24211153 | Listing updated on 2026-10-11
36+
Beds Icon

Street View

$649,900

Monthly Est:$3,235

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,214sqft

385 Sir Walter Dr, Cheshire, CT 06410

$3,235/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1961

  • $-- HOA

  • 1.01 acres lot

  • $294/sq.ft

Description

Welcome to this immaculate Colonial nestled in a desirable neighborhood on a level, one-acre lot! This move-in-ready, 3-bedroom, 2.5-bath home offers numerous updates and exceptional living spaces with so much flexibility. The spacious and bright front to back living room features crown molding and fireplace while the formal dining room showcases classic shadow box trim. The custom renovated kitchen features abundant cabinetry, quartz countertops, tile backsplash, newer appliances, and a breakfast bar overlooking the family room which offers built-ins and a window seat. The spectacular sun drenched Great Room boasts a soaring ceiling punctuated with exposed beams, walls of windows, and a stone fireplace with pellet-stove insert that can heat the entire first floor. Upstairs, the expanded primary bedroom includes a fully updated bath and two custom California closets. Additional updates include a new roof, updated windows, and more! This home features fully paid-off solar panels that generate approximately 114% of the home's annual electricity usage, resulting in no electric bills over the past year, making electric heating even more desirable and are under warranty through 2048! Outside, enjoy the level yard with professional landscaping and newer composite deck-perfect for relaxing or entertaining. A wonderful blend of character, comfort, updates, energy efficiency and no electric bills, this home will check all the boxes!

  • Houzeo last checked: 5 minutes ago
  • Listing updated: October 11, 2026 at 4:05 am
  • Listing Provided by: Daniela Volo | Calcagni Real Estate
  • Source: SMART MLS-CT | MLS#: 24211153 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Cheshire

  • Neighborhood

    --

  • Year Built

    1961

  • HOA Fees

    -

  • Finished Area

    2,214 sqft

  • Lot Size

    1.01 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24211153

  • MLS Status

    Active

  • Days on Market

    11

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Location

HOA Management

0

HOA Fees

$-/

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

  • Appliances

    Oven/range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

  • Cooling

    Split System

  • Interior Features

    Auto Garage Door Opener, Cable Available

  • Sewer

    Septic

  • Exterior Features

    Deck, Gutters, Hot Tub

  • Heating

    Baseboard, Electric

Construction

  • Year Built

    Year Built: 1961

  • Home type

    Single Family Residence

  • Roof

    Asphalt Shingle

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

Utilities & Energy

  • Parking Features

    Attached Garage, Driveway

  • Basement

    Full

  • Water Source

    Private Well

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Level Lot

Price History

DateEventPrice

10/11/2026

Source: mls_logoSMART MLS-CT #24211153

Listed for Sale

$649,900

$294/sqft

10/05/2026

Source: mls_logoSMART MLS-CT #24211153

Coming Soon

$649,900 +80.58%

$294/sqft

06/15/2019

Source: #170184604

Sold

$359,900

$163/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 17, 2026, 01:15AM. 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