108 Middlesex
Chester, CT 06412
- 4 beds
- 5 baths
- 4,056 sqft
- ~3/4 acre lot
- $172 per sqft
- 2002 build
- – on site
Welcome to 108 Middlesex Ave. A multi family Colonial income producing property in the heart of Chester! The home was built in 2002, and in 2006 an attached accessory dwelling unit / inlaw apartment was added and is now occupied at $2,000 a month. The main house features a bright and inviting layout with hardwood floors, a cozy fireplace in the living room and sliders from the dining room out to the deck. A well-appointed kitchen has a pantry, granite countertops, stainless steel appliances, a custom wine rack and tile floor. There is also a nice half bath on this main level. Upstairs, the primary suite boasts a walk-in closet and a full bath, accompanied by two additional bedrooms and a full bathroom in the hallway. There is also a walk up storage attic and finished area. The lower level is mint and fully finished and walks out to the two car garage. The private rentable ADU has one bedroom, a full bathroom, living room dining combo, full kitchen, full laundry, nice walk up additional space and separate electric meter. Outside, enjoy the expansive backyard with a deck, an above-ground (heated??) pool, a shed with power for extra storage, and underground sprinklers. Additional highlights include EV charger, Generac generator (leased), and solar panels (owned). Located just minutes from Chester's vibrant town center, shopping, and dining, this home offers the perfect blend of comfort and convenience. Don't miss this incredible opportunity. Also listed under mls#24082679
Last checked:
As a licensed real estate brokerage, Estately has access to the same database professional Realtors use: the Multiple Listing Service (or MLS). That means we can display all the properties listed by other member brokerages of the local Association of Realtors—unless the seller has requested that the listing not be published or marketed online.
The MLS is widely considered to be the most authoritative, up-to-date, accurate, and complete source of real estate for-sale in the USA.
Estately updates this data as quickly as possible and shares as much information with our users as allowed by local rules. Estately can also email you updates when new homes come on the market that match your search, change price, or go under contract.
Checking…
•
Last updated Mar 26, 2025
•
MLS# 24076425 —
This home is listed in more than one place. See it here.
The Building
-
Year Built:2002
-
Year Built Source:Public Records
-
New Construction Type:No/Resale
-
Style:Colonial
-
Roof Information:Asphalt Shingle
-
Attic:Yes
-
Attic Description:Storage Space, Finished, Walk-up
-
Exterior Siding:Vinyl Siding
-
Foundation Type:Concrete
-
Basement Description:Full, Heated, Fully Finished, Garage Access, Cooled, Liveable Space, Full With Hatchway
-
Exterior Features:Underground Utilities, Sidewalk, Shed, Deck, Gutters, Lighting, Underground Sprinkler
-
Energy Features:Active Solar, Generator, Thermopane Windows
-
In-Law Apartment:Yes
-
SqFt Total:4056
-
SqFt Est Heated Above Grade:3120
-
SqFt Est Heated Below Grade:936
Interior
-
Interior Features:Cable - Pre-wired, Security System
-
Fireplaces Total:1
-
Laundry Room:Lower Level, Main Level
-
Laundry Room Location:Basement and In Law
Room Dimensions
-
Living Area SqFt Per Public Record:3120
Location
-
Directions:108 Middlesex Ave, Chester (Rte 154) GPS friendly. Close to the intersection of Water St and Middlesex Ave.
-
Neighborhood:N/A
The Property
-
Parcel Number:2313457
-
Property Type:Single Family For Sale
-
Zoning:R-5
-
Acres:0.74
-
Acres Source:Public Records
-
Lot Description:Sloping Lot
Listing Agent
- Contact info:
- Agent phone:
- (860) 227-2074
Taxes
-
Tax Year:July 2024-June 2025
-
Property Taxes:10726
Beds
-
Beds Total:4
Baths
-
Total Baths:5
-
Full Baths:4
-
Half Baths:1
The Listing
-
Home Warranty Offered:No
Heating & Cooling
-
Heat Type:Baseboard, Hot Water
-
Heat Fuel Type:Oil
Utilities
-
Water Source:Public Water Connected
-
Sewage System:Septic
Appliances
-
Appliances Included:Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Schools
-
Elementary School:Chester
-
Middle Or Junior School:Region 4
-
High School:Valley
The Community
-
Nearby Amenities:Library, Park, Playground/Tot Lot, Shopping/Mall
-
Swimming Pool:Yes
-
Pool Description:Above Ground Pool
-
Direct Waterfront:No
-
Waterfront Description:Not Applicable
Parking
-
Garage & Parking:Under House Garage
-
Garages Number:2
Monthly cost estimate

Asking price
$699,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$3,742
|
Taxes | N/A |
Insurance | $192 |
Utilities | $410 See report |
Total | $4,344/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
2/25/25
Feb 25, 2025
|
Listed / Active | SMART_MLS | $699,000 |