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Explore Similar Apartments Within 2 Miles of Cheshire, CT

  • /28

    $599,900

    • 6 Beds
    • 4 Baths
    • 2,678 Sq Ft

    25 Hill Ave, Wallingford, CT 06492

    Wonderful two family residence with 2 very large apartments in pristine condition in very desirable Wallingford. Both apartments are fully appointed with both having amazing primary bedrooms with en-suite bathrooms and a cathedral ceiling in the 2nd floor primary. There is a 3 car detached garage and workshop as well as a storage garden shed and gazebo with sitting area in the garden. This house

    Paul Pender Coldwell Banker Realty

    25 Hill Ave, Wallingford, CT 06492
  • /40

    $385,000

    • 5 Beds
    • 3 Baths
    • 2,688 Sq Ft

    35 Worcester Ave, Waterbury, CT 06705

    **MULTIPLE OFFERS RECEIVED - please submit highest and best by Friday, 9/19 at 4pm. **Immaculately maintained Waterbury duplex tucked away in a quiet cul-de-sac neighborhood! This property offers a fantastic opportunity for both owner-occupants and investors alike. A detached 3-car garage with solar panels (installed 2016, 20-year lease) adds value, energy savings, and extra storage with an attic

    Whitney Malagrino Berkshire Hathaway NE Prop.

    35 Worcester Ave, Waterbury, CT 06705
  • /19

    $375,000

    • 6 Beds
    • 2 Baths
    • 2,016 Sq Ft

    302 Lakeview Ave, Waterbury, CT 06705

    Hard to find East End 2 family home on quiet street with 3 bedrooms in each apartment. Each are in move-in condition and have 6 rooms and will be available for immediate occupancy. All utilities are separate with a washer and dryer for each apt. Heat and hot water are separated for both floors with two oil tanks designated for both floors. Updates include, new paint, updated siding, windows, roof

    Mary Lou Smail Weichert REALTORS Briotti Group

    302 Lakeview Ave, Waterbury, CT 06705
  • /9

    $318,000

    • 4 Beds
    • 2 Baths
    • 1,724 Sq Ft

    18 Madison Ave, Meriden, CT 06451

    GREAT INVESTMENT!!! BRAND NEW ROOF!!!2 FAMILY, UP AND DOWN. SECOND FLOOR RECENTLY RENOVATED. PROPERTIES ARE EASY TO MANAGE, PLEANTY OF OFF STREET PARKING WITH A 2 CAR GARAGE. BOTH FLOORS ARE ON MONTH TO MONTH.

    Joseph Ercolani William Raveis Real Estate

    18 Madison Ave, Meriden, CT 06451
  • /19

    $305,000

    • 5 Beds
    • 2 Baths
    • 1,804 Sq Ft

    84 Cutlery Ave, Meriden, CT 06451

    Great investment or owner-occupant opportunity! This 2-family home in New Haven County offers a total of 5 bedrooms and 2 full bathrooms across 1,804 sq ft of living space. Situated on a 0.24-acre lot, the property provides ample outdoor space along with off-street parking potential. Each unit features spacious layouts, making it ideal for extended family or rental income. Conveniently located

    Patrick Precourt Dorrance Realty

    84 Cutlery Ave, Meriden, CT 06451
  • /33

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 1,433 Sq Ft

    49 Birchfield Dr, Waterbury, CT 06705

    Classic 1965 two-family home located in the heart of Waterbury-East End. This side-by-side style property features a spacious primary unit along with a charming studio unit ideal for rental income, extended family, or in-law use. Each unit offers generous living areas with vintage character, plus a spacious level yard perfect for gatherings and gardening set within a welcoming, well-established

    Clarismely Toribio Diaz Century 21 Scala Group

    49 Birchfield Dr, Waterbury, CT 06705
  • /40

    $590,000

    • 7 Beds
    • 4 Baths
    • 2,657 Sq Ft

    35 Morris Rd, Prospect, CT 06712

    What an Opportunity! This investment property offers a multitude of income avenues in the charming and picturesque town of Prospect. Set on a total of 2.92 acres and comprised of 5 parcels, you have the potential of building your own home on the back street and managing your investments nearby. Ideal for a car enthusiast, contractor or investor. Some TLC needed. Homes and Garages are serviced by

    Pam Famiglietti William Raveis Real Estate

    35 Morris Rd, Prospect, CT 06712
  • /14

    $335,000

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    50 S 2nd St, Meriden, CT 06451

    Two family home in Meriden-ideal for savvy investors! Tenants enjoy privacy with individual entrances,off-street parking, a spacious yard, efficient gas heat, detached one car garage and a full basement for extra storage. Each unit features two bedrooms,a full bath,a large eat-in kitchen and a living room. Units have been recently renovated. Centrally located near highways,public

    Rose Elias Coldwell Banker Realty

    50 S 2nd St, Meriden, CT 06451
  • /35

    $659,000

    • 5 Beds
    • 4 Baths
    • 2,868 Sq Ft

    85 N Colony St, Wallingford, CT 06492

    Bases Loaded! Convert this 2 residential and 2 retail property into 3 residential and retain fourth unit as professional office or retail. Perfect centerfield location, within walking distance of shopping, restaurants, public bus line, parks, central business district, Choate Rosemary Hall & Quinnipiac University.

    Billie Galessio HomeRun Realty LLC

    85 N Colony St, Wallingford, CT 06492
  • /38

    $620,000

    • 6 Beds
    • 6 Baths
    • 4,075 Sq Ft

    230 Tom Swamp Rd, Hamden, CT 06518

    "The perfect home for a flexible, multi-generational lifestyle-featuring a spacious 4-bedroom. 2.5 bath main residence plus a private 2 bedroom 2.5 bath accessory attached apartment with separate entrances. This home has it all: MAIN LEVEL: Features a spacious dine-in kitchen with gleaming hardwood floors and sliding doors that lead to a generous back deck-perfect for entertaining. Adjacent to

    Diane Rello Vylla Home (CT) LLC

    230 Tom Swamp Rd, Hamden, CT 06518
  • /6

    $1,900,000

    • 4 Beds
    • 2 Baths
    • 1,748 Sq Ft

    242 W Main St, Meriden, CT 06451

    This exceptional income producing investment is comprised of 2 buildings next to each other. Over $700,000 has been invested into the property since 2017. New roofs on both buildings in 2024. The building is comprised of 1, 2, 3 and 4 bed units. Large parking lot. The first floor of main building is 2 retail stores.

    Steven Koleno Beycome of Connecticut

    242 W Main St, Meriden, CT 06451
  • /23

    $360,000

    • 6 Beds
    • 2 Baths
    • 2,250 Sq Ft

    28 Oldham Ave, Waterbury, CT 06705

    WELCOME to a East End Two Family tucked away on a side street. This Two family offers Three Bedrooms, Yes, Three Bedrooms on each floor, Generous in size. Great Investment Opportunity and/or in the future you may seek a place for Owner Occupancy and Extended Family Living. *Don't miss this Fully Rented Property.

    James Dumoi Amity Realty Group, LLC

    28 Oldham Ave, Waterbury, CT 06705
  • /4

    $475,000

    • 6 Beds
    • 3 Baths
    • 2,990 Sq Ft

    56 N First St, Meriden, CT 06451

    This property has been extensively renovated: new roof, plumbing from Head to Toe, HVAC from head to toe, flooring, electrical, etc. 8 bedrooms which makes this property a cash cow. THIS PROPERTY IS PART OF 37 UNIT PORTFOLIO FOR SALE, can be purchased seperately.

    Steven Koleno Beycome of Connecticut

    56 N First St, Meriden, CT 06451

Why Live in Cheshire

Cheshire, Connecticut, is a suburban New England town known for its friendly atmosphere and community spirit. Originally rural, Cheshire has evolved into a more suburban area over the years. The town is particularly noted for its strong sports culture, with numerous youth leagues and recreational activities available. Bartlem Recreation Area features baseball and soccer fields, along with an indoor community pool frequented by residents. Adults can enjoy pickleball and tennis on the town's many courts. Cheshire's community-oriented vibe extends to its tidy suburban streets, where neighbors often know each other and maintain good relationships. The Barker Character Comic and Cartoon Museum, open since 1997, offers over 80,000 pieces of American pop culture memorabilia and free admission in April, making it a popular local attraction. Cheshire High School, part of the highly rated Cheshire Public School system, ranks favorably among Connecticut schools. The town has a low crime risk compared to the national average, contributing to its appeal. Housing inventory is limited, with homes ranging from around $450,000 to $1 million, reflecting the area's desirability. For those seeking things to do, Cheshire offers a blend of recreational activities, cultural attractions, and a welcoming community environment.

Home Trends in Cheshire, CT

Housing Trends

Median Sale Price
$528,000
Median Single Family Sale Price
$582,500
Median Townhouse Sale Price
$529,999
Median 2 Bedroom Sale Price
$199,000
Median 1 Bedroom Sale Price
$165,000
Average Price Per Sq Ft
$284
Number of Homes for Sale
57
Last 12 months Home Sales
305
Months of Supply
2.20
Median List Price
$535,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
13%
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