Date
Details
Price
Change
Source
5/01/2026
Listed
$525,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/34
$525,000 Just Listed
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Property Description
Coming in a few short days.... This WATERFRONT home on Chester Cove has the most spectacular views! Steps to fishing or kayaking! Enjoy watching the wildlife from the 20x10 deck just off the kitchen/dining/living rooms. Wonderful light enters through the numerous windows on the first floor with its open floor plan, full bath and sliders to the deck. On the second floor there are three bedrooms along with a second full bath. The whole house underwent full renovations between 2012-2013 including new kitchens, baths, oak flooring, foam insulation, new HVAC, new electrical; the updates continued 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!
Full Property Details
Full Property Details for 135 Middlesex Ave
General
- Price: $525,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24169301
- Updated: Today (5/1/2026)
- Added to Site: Today
Interior
- Number of Rooms: 7
- Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Full Bath: Main
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, 15.9 x 13.1, Upper
- Bedroom 1: Bedroom - Wall/Wall Carpet, 12.7 x 11.4, Upper
- Bedroom 2: Bedroom - Wall/Wall Carpet, 15.9 x 10.5, Upper
Other Rooms
- Living Room: Living Room - Balcony/Deck, Combination Liv/Din Rm, Sliders, Hardwood Floor, 18 x 17, Main
- Kitchen: Kitchen - Breakfast Bar, 12.7 x 11, Main
- Dining Room: Dining Room - Balcony/Deck, Combination Liv/Din Rm, Sliders, Hardwood Floor, 12.8 x 11, Main
- Laundry: Lower Level
Exterior
- Exterior Features: Deck, Gutters
- Color: Gray
Location
- County: Middlesex
- Driving Directions: GPS friendly
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Bottle Gas
- Heating Fuel: Bottle Gas
- Water Heater: Propane, Tankless Hotwater
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding, Stucco
- Basement Desc.: Full, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,188
- Above Ground: 1,188 Sq. Ft.
- Year Built: 1920
Lot Features
- Lot Size (Acres): 0.68
- Zoning: R-5
- Lot Description: Sloping Lot
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Pond, View
Financial Considerations
- Assessment Amount: $195,370
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Flood Zone: Yes
- Property ID: 940942
Listed by Re/Max Valley Shore, Lisa Genovali and Re/Max Valley Shore, Edward Kelley
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 135 Middlesex Ave —
Lisa Genovali
Re/Max Valley Shore
Edward Kelley
Re/Max Valley Shore
Agent Contact: (860) 510-3293 Office Contact: (860) 388-1228
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 135 Middlesex Ave
School Districts:Regional High School District 04, Chester School District
| Name | Grades | Distance |
|---|---|---|
Chester Elementary School, Chester, CT 23 Ridge Road, Chester, CT 06412 | K-6 | 2.2 mi |
John Winthrop Middle School 1 Winthrop Road, Deep River, CT 06417 | 7-8 | 1.8 mi |
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417 | 9-12 | 1.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 135 Middlesex Ave
Tax History
Tax History for 135 Middlesex Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,291
11%
$195,370
—
2023
$4,777
15%
$195,370
39%
2023
$4,168
1%
$140,320
—
2022
$4,139
—
$140,320
—
2021
$4,139
3%
$140,320
—
2020
$4,016
-1%
$140,320
—
2019
$4,040
-1%
$140,320
-7%
2018
$4,096
3%
$151,080
—
2017
$3,982
3%
$151,080
—
2016
$3,863
1%
$151,080
—
2015
$3,825
2%
$151,080
—
2014
$3,750
—
$151,080
-12%
2011
$3,766
—
$171,550
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 135 Middlesex Ave
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 1,241Sq. Ft.
- Single Family
- Active
- Updated 13 hours ago
- 4Beds
- 3Total Baths
- 2,815Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 5Beds
- 3Total Baths
- 2,552Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 1,241Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,419Sq. Ft.
- Single Family
- Active
- Updated 13 hours ago
- 4Beds
- 3Total Baths
- 2,815Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,448Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 2Total Baths
- 2,560Sq. Ft.
Listed by Alexis Devlin (860) 214-9859
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- Single Family
- Closed
- 5Beds
- 4Total Baths
- 2,935Sq. Ft.
Listed by Joe Rhodes
Sold by William Pitt Sotheby's Int'l
Sold by William Pitt Sotheby's Int'l
135 Middlesex Avenue, Chester, CT 06412 (MLS# 24169301) is a Single Family property with 3 bedrooms and 2 full bathrooms. 135 Middlesex Avenue is currently listed for $525,000 and was received on May 01, 2026. Want to learn more about 135 Middlesex Avenue? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.