For Sale
Price CutPrice Drop: $24K (09/22)
Single family home for sale at 135 Middlesex Ave, Chester, CT 06412 | MLS# 24189125 | Listing updated on 2026-10-05
Photo 1 of Single family home for sale at 135 Middlesex Ave, Chester, CT 06412 | MLS# 24189125 | Listing updated on 2026-10-05
Photo 2 of Single family home for sale at 135 Middlesex Ave, Chester, CT 06412 | MLS# 24189125 | Listing updated on 2026-10-05
Photo 3 of Single family home for sale at 135 Middlesex Ave, Chester, CT 06412 | MLS# 24189125 | Listing updated on 2026-10-05
Photo 4 of Single family home for sale at 135 Middlesex Ave, Chester, CT 06412 | MLS# 24189125 | Listing updated on 2026-10-05
31+
Beds Icon

Street View

$475,000

Monthly Est:$2,364

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,188sqft

135 Middlesex Ave, Chester, CT 06412

$2,364/moEst:

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  • Single Family Residence

  • Built in 1920

  • $-- HOA

  • 29,620.8 sqft lot

  • $400/sq.ft

Description

NEW PRICE!! Beautiful view from this WATERFRONT home on Chester Cove! Steps to fishing or kayaking just out your door. Enjoy watching the wildlife from the 20x10 deck directly off the kitchen/dining/living rooms. Wonderful light enters through the abundant windows on the first floor with its open floor plan, kitchen with granite, newer appliances and a window over the kitchen sink you won't want to walk away from; there's also sliders to the deck and a full bath. On the second floor there are three spacious bedrooms along with a second full bath. The whole house underwent full renovations between 2012-2013 including new kitchen, baths, gleaming oak flooring, foam insulation, new HVAC, new electrical; the updates continued along with a new roof in 2017, and just recently new carpeting on second floor, new stove and microwave plus a new dryer. Bring your creativity to finish the lower walk-out level with its charming brick architecture along with newer radiant-heated, poured concrete floors and french doors -- this could be an amazing walkout steps to the water! This house would be a perfect vacation rental.... Rent a few weeks/Stay a few weeks!

  • Houzeo last checked: 5 hours ago
  • Listing updated: October 5, 2026 at 12:40 am
  • Listing Provided by: Lisa Genovali | Re/Max Valley Shore
  • Source: SMART MLS-CT | MLS#: 24189125 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    1920

  • HOA Fees

    -

  • Finished Area

    1,188 sqft

  • Lot Size

    29,620.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24189125

  • MLS Status

    Active

  • Days on Market

    95

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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: 2

Interior

  • Sewer

    Septic

  • Appliances

    Electric Range, Refrigerator, Dishwasher, Washer, Dryer

  • Exterior Features

    Deck, Gutters

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1920

  • Home type

    Single Family Residence

  • Foundation Details

    Concrete, Stone

  • Architectural Style

    Cape Cod

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Water Source

    Public Water Connected

  • Laundry Features

    Lower Level

  • Basement

    Full, Full With Walk Out

Other Features

  • Lot Features

    Sloping Lot

  • Subdivision Name

    N/a

Price History

DateEventPrice

07/06/2026

Source: mls_logoSMART MLS-CT #24189125

Listed for Sale

$499,000 -4.95%

$420/sqft

07/06/2026

Source: mls_logoSMART MLS-CT #24169301

Listing Removed

$525,000

$442/sqft

05/01/2026

Source: mls_logoSMART MLS-CT #24169301

Listed for Sale

$525,000

$442/sqft

04/24/2026

Source: mls_logoSMART MLS-CT #24169301

Coming Soon

$525,000 +37534.41%

$442/sqft

03/24/2015

Source: #N10018929

Price Decreased

$1,395 -98.26%

$1/sqft

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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 09, 2026, 02:30PM. 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