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| Address | Bed / Bath | Listing Price |
|---|---|---|
581 High Street
Welcome to this updated, energy-efficient home, located just minutes from Wesleyan University, downtown Middletown, restaurants, shopping, and the riverfront. With solar panels, a newer kitchen, and a surprisingly deep backyard, this property blends convenience, modern comfort, and value. The first
Living Area:
1057 Sqft.
|
3
Beds,
1
Bath
|
$285,000 |
85 Aspen Drive
Welcome to 85 Aspen Rd, a meticulously maintained and truly move-in-ready home in one of Middletown's most desirable neighborhoods. Offering 3 bedrooms and 2.5 baths, this home blends comfort, flexibility, and effortless indoor-outdoor living. Discover a warm and inviting main level featuring a spac
Living Area:
1811 Sqft.
|
3
Beds,
3
Baths
|
$425,000 |
180 Bailey Road
Fantastic investment opportunity in Middletown! This unique single-family home with a fully permitted ADU offers exceptional versatility and strong rental income. The property features three fully rented units-a spacious upper-level unit, a ground-level unit, and a private ADU attached off the back.
Living Area:
2540 Sqft.
|
4
Beds,
2
Baths
|
$365,000 |
122 Nejako Drive
You'll find a peaceful piece of the American Dream here in this flexible Raised Ranch home. Tastefully updated home with 2 bedrooms, easily a 3 bedroom again. An open sunny living room anchors the home, the spacious kitchen with an addition that served as a home office receives all day sun and spill
Living Area:
1038 Sqft.
|
2
Beds,
2
Baths
|
$370,000 |
565 High Street
Welcome to 565 High St, Middletown, CT. This unique commercial building is located in the heart of a residential neighborhood. It has operated as a karate dojo since 1998. The space is perfect for a hall, dance studio or open space. With dormered ceilings and a spacious basement this building is a p
Living Area:
2192 Sqft.
|
-
-,
0
Baths
|
$275,000 |
63 Timber Hill Road
Looking for a spacious, move-in-ready traditional Colonial with modern touches on an acre of land? Look no further than 63 Timber Hill Rd. This property is perfect for any occasion, featuring a breakfast bar, formal dining room, and an exterior patio. Greet your guests with a warm welcome by one of
Living Area:
3200 Sqft.
|
4
Beds,
3
Baths
|
$650,000 |
30 Hemlock Place
Charming Cape-style home featuring 2 bedrooms and 1 bath, offering 1,361 sq ft of comfortable living space on a spacious 0.4-acre lot in Middlesex County. This well-maintained property includes a newer furnace and water heater for added peace of mind. A great opportunity to make this cozy home your
Living Area:
1361 Sqft.
|
2
Beds,
1
Bath
|
$269,000 |
10 Talias Trail
WOW...CHECK OUT THIS NEW PRICE!!! Welcome home to 10 Talias Trail....there is still plenty of time to add this home to your wish list! Unwrap the perfect present in this 4 bedroom 2.5 bath custom-built Colonial. Nestled on a quiet cul-de-sac, this lovely home is just waiting to start a new story. Th
Living Area:
2285 Sqft.
|
4
Beds,
3
Baths
|
$624,900 |
145 Webster Lane 2-41
Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -the "KIRBY II", now available for early 2026 occupancy! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level h
Living Area:
1555 Sqft.
|
2
Beds,
2
Baths
|
$619,900 |
36 Brookview Lane
BACK ON MARKET! Introducing this lovely four-bedroom, two-and-a-half-bath Colonial offering over 2500 sq ft, with an additional 1,222 sq feet in the finished lower level. The large kitchen, featuring stainless steel appliances, offers an open-concept design with the living room, making entertaining
Living Area:
2570 Sqft.
|
4
Beds,
3
Baths
|
$584,999 |
137 Webster Lane 2-42
Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with
Living Area:
1430 Sqft.
|
2
Beds,
2
Baths
|
$549,900 |
123 Webster Lane
Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cab
Living Area:
1555 Sqft.
|
2
Beds,
2
Baths
|
$669,995 |