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#24076425
Accepting backups
$699,000
108 Middlesex Ave, Chester, CT 06412
4beds
4,056sqft
Est.:
Multi Family
Built in 2002
-- sqft lot
$-- Zestimate®
$172/sqft
$-- HOA
What's special
Cozy fireplacePrimary suiteTwo car garageCustom wine rackUnderground sprinklersShed with powerFinished area
- 33 days
- on Zillow |
- 439 |
- 17 |
Zillow last checked: 7 hours ago
Listing updated: April 02, 2025 at 02:59pm
Listed by:
Trever R. Smith,
Chiarito Real Estate LLC,
Al Chiarito,
Chiarito Real Estate LLC
Source: Smart MLS,MLS#: 24082679

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Baseboard, Hot Water, Oil
Cooling
- Ductless
Appliances
- Included: Water Heater
- Laundry: In Unit
Features
- Wired for Sound
- Windows: Thermopane Windows
- Basement: Full,Heated,Finished,Garage Access,Cooled,Liveable Space
- Attic: Storage,Finished,Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 4,056
- Total interior livable area: 4,056 sqft
- Finished area above ground: 3,120
- Finished area below ground: 936
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Deck
- Exterior features: Sidewalk, Rain Gutters, Lighting, Underground Sprinkler
- Has private pool: Yes
- Pool features: Above Ground
Lot
- Size: 0.74 Acres
- Features: Sloped
Details
- Additional structures: Shed(s)
- Parcel number: 2313457
- Zoning: R-5
- Other equipment: Generator
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units are Side-by-Side
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 2002
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Underground Utilities
Green energy
- Energy efficient items: Windows
- Energy generation: Solar
Community & HOA
Community
- Features: Library, Park, Playground, Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Chester
Financial & listing details
- Price per square foot: $172/sqft
- Tax assessed value: $438,690
- Annual tax amount: $10,726
- Date on market: 3/24/2025
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