135 Middlesex Ave

Chester, CT 06412

$499,000
Price
3
Beds
1,188 Sq. Ft.
$420 / Sq. Ft.
1,188
Sq. Ft.
$420
per Sq. Ft.
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a view of a green field with an ocean view
a front view of a house with yard

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...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!
  1. Listed by Lisa Genovali • Re/Max Valley Shore
    P: (860)-510-3293 C: (860)-510-3293 lisagenovali@hotmail.com
  2. Listed by Edward J Kelley • Re/Max Valley Shore
    P: (860)-388-1228 C: (860)-304-4338 edkelleyremax@gmail.com

Property Details for 135 Middlesex Avenue

Basement Description
Full, Full With Walk-Out
Direct Waterfront
Yes
Neighborhood
N/A
Style
Cape Cod
Swimming Pool
No
LISTING UPDATED: 07/12/2026 12:40 AM

Property Details for 135 Middlesex Avenue

StatusActive
MLS #24189125
Days on Market9
Taxes$5,291 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1920
Lot Size0.68 AC / 29,620 SF
CountyMiddlesex County
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Location

Listing Courtesy of Re/Max Valley Shore, Lisa Genovali; Re/Max Valley Shore, Edward J Kelley
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Building Information for 135 Middlesex Avenue

Stories-Year Built1920Building Size-Lot Size0.68 AC / 29,620 SF

Payment Calculator

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$2,927 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,487

Property Taxes

$441

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 135 Middlesex Avenue

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly
  • Elementary School: Per Board of Ed
  • Flood Zone: Yes
  • High School: Per Board of Ed
  • Latitude: 41.41029
  • Longitude: -72.43971
  • Neighborhood Amenities: Park, Playground/Tot Lot, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $5,291
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Gutters
  • Waterfront Description: Pond, View
Interior Features
  • Appliances Included: Electric Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Crawl Space, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Lower Level
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Balcony/Deck,Combination Liv/Din Rm,Sliders,Hardwood Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 17.0
Room 2
  • Room Entry Order: 2
  • Room Features: Breakfast Bar
  • Room Length: 12.7
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 11.0
Room 3
  • Room Entry Order: 3
  • Room Features: Balcony/Deck,Combination Liv/Din Rm,Sliders,Hardwood Floor
  • Room Length: 12.8
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.0
Room 4
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Full Bath
Room 5
  • Listing Key: 55F0D8F00E336F7FE0631A01100AFDAD
  • Room Entry Order: 5
  • Room Length: 15.9
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.1
Room 6
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 15.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.5
Room 7
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.4
Room 8
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Elevation Certificate: No
  • Exterior Siding: Vinyl Siding, Stucco
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1920
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1188
Lot Information
  • Lot Description: Sloping Lot
  • Parcel Number: 940942
  • Sq Ft Est Heated Above Grade: 1188.0
  • Sq Ft Total: 1188.0
  • Zoning: R-5
Utilities
  • Heat Fuel Type: Bottle Gas
  • Hot Water Description: Propane, Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 135 Middlesex Avenue

DateEvent & SourcePriceAppreciation
Jan 25, 2012

Closed (Public Record)

Public Record #323883472

$80,000—
DateEvent & SourcePrice
01/25/2012

Closed (Public Record)

Public Record #323883472

$80,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 135 Middlesex Avenue

Taxable ValueLand$69,090Additions$126,280Total$195,370
Tax Record2024$5,291 ($441 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,188 SqFtAbove Grade Finished SqFt1,188 SqFtUnfinished Basement SqFt612 SqFtStories2Lot Size29,621 SqFtStyleSingle Family ResidenceYear Built1920Year Renovated1987ZoningR-5CountyLOWER CONNECTICUT RIVERAPNCSTR M:10 B:276

Schools near 135 Middlesex Avenue

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Chester Elementary School
Public - PK to 6
John Winthrop Middle School
Public - 7 to 8
Valley Regional High School
Public - 9 to 12
Franklin Academy
Private - 8 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

Franklin Academy
Private8 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 135 Middlesex Avenue, Chester, CT 06412

135 Middlesex Avenue is a single family home for sale in Chester, CT 06412. This property was listed for sale on July 6, 2026 by Re/Max Valley Shore, it's currently listed at $499,000. It has been on the market for a total of 9 days and was last sold on January 25, 2012. This listing's school districts are Regional School District 04, Chester School District. Nearby schools include Chester Elementary School, John Winthrop Middle School and Valley Regional High School. 135 Middlesex Avenue is a 3-bed, 2-bath, 1,188 sqft single family home built in 1920.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Re/Max Valley Shore, Lisa Genovali; Re/Max Valley Shore, Edward J Kelley

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.