Middlesex County Homes under $400,000

Welcome to Middlesex County, Connecticut, a hidden gem nestled between the scenic Connecticut River and the Long Island Sound. This vibrant region is known for its rich history, charming small towns, and a strong sense of community. With picturesque landscapes, diverse recreational opportunities, and a plethora of cultural attractions, Middlesex County offers an exceptional quality of life for residents and newcomers alike.

For those looking to make Middlesex County their home without breaking the bank, you'll be delighted to discover a variety of homes available for under $400,000. Whether you're a first-time homebuyer, a growing family, or someone seeking a peaceful retreat, this county has something for everyone. From cozy single-family homes in quaint neighborhoods to modern townhouses with easy access to amenities, the options are plentiful.

Imagine waking up in a charming colonial-style home in the heart of Middletown, where you can stroll along the historic Main Street, filled with unique shops and delightful eateries. Or perhaps you prefer the serene surroundings of Essex, where you can enjoy waterfront views and a close-knit community atmosphere.

With excellent schools, beautiful parks, and a plethora of outdoor activities, Middlesex County is perfect for those who value both convenience and tranquility. Plus, with easy access to major highways and public transportation, commuting to nearby cities is a breeze.

Explore the affordable housing options in Middlesex County today and discover the perfect place to call home in this idyllic corner of Connecticut!

Newest Middlesex County Homes under $400,000

$115,000

2 Beds ⋅ 1 Baths ⋅ 24211601 MLS

Why rent when you can own this beautifully renovated, turn-key home? Built in 2000 and recently refreshed from top to bottom, this light and bright manufactured home offers modern comforts and effortless style. Interior Highlights: Stunning New Kitchen: Featuring sleek new appliances, soft-close drawers, and durable new luxury vinyl flooring. Recent Upgrades: Enjoy a freshly painted interior throughout, a totally renovated bathroom, and cozy bedroom carpeting only two years old. Modern Convenience: Includes a one-year-old washer and dryer and a one year old heating system. Privacy & Light: Front windows feature a specialized treatment that allows natural sunlight to pour in while maintaining complete privacy from the street. There's even a Carefree shed for outside storage. Located close to town and the amenities of the charming town of Westbrook.With an acceptable offer, the seller will contribute 6 months of the monthly fees!

5 Cook Ter, Westbrook

$379,900

3 Beds ⋅ 2 Baths ⋅ 24210523 MLS

Enjoy Lake Living at Hidden Lake in rural Haddam. Just a short walk to the beach, this charming home offers an open and flexible floor plan. This home was expanded in 2000 with a full second floor addition. It has a first floor bedroom and full bath, as well as 2 additional bedrooms, full bath and second floor living area. The layout offers the flexibility to accommodate guests, and possible in-law accommodations. Split heat pump system offers AC and heat. Additionally there are baseboards throughout and a propane stove in the basement. Full basement and shed offer good storage. 200 Amp electric with generator hook-up. Hidden Lake is a block away and available for Association members and their guests. Available activities are swimming, fishing, boating (electric motors only), ice skating and ice fishing. There are three beaches. The closest is Shore Beach at the end of either Shore Drive or White Birch Trail. East Shore Beach and West Shore Beach are also available. Hidden Lake Association taxes are $58.14/per month, paid annually. It includes maintenance of the lake and beaches, dam maintenance, snow plowing and sanding of Association roads, and septic tank pump-out every four years for no additional fee.

400 Hidden Lake Rd, Haddam

$189,000

2 Beds ⋅ 1 Baths ⋅ 24211391 MLS

Tucked away on a peaceful rear lot, 126 Main Street offers a unique opportunity to create something special in an incredibly convenient East Hampton location. Set back from the road, the property enjoys a tranquil, private setting while remaining just moments from the shops, restaurants, and charm of downtown Main Street. The home benefits from newer energy-efficient windows and an updated heating system, providing a solid start for its next chapter. The interior is ready for a comprehensive renovation, presenting an excellent opportunity for a buyer, investor, or contractor to reimagine the space and bring their own vision to life. For those seeking a project with potential, the combination of privacy, location, and existing improvements makes this property well worth consideration. Enjoy the serenity of a tucked-away rear lot without sacrificing convenient access to the heart of East Hampton. Bring your ideas and transform this property into the home you've envisioned.

126 Main St, East Hampton

$339,900

4 Beds ⋅ 2 Baths ⋅ 24210969 MLS

This is home is located convenient to Shopping center and route 9. First floor main bedroom. Addition four bedrooms on the upper level and a full bath one of the bedroom does not have a closet. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Handicap Ramp A detached two car garage. Property to be sold in "as is" condition, Contingent upon probate approval. Easy to show

42 Saybrook Rd, Middletown

$275,000

2 Beds ⋅ 1 Baths ⋅ 24211359 MLS

A little privacy, a lot of potential, and a place to call home! This well-loved ranch is tucked away on 2.1 acres in Haddam, offering the perfect combination of comfortable one-level living and peaceful surroundings. The home features 2 bedrooms, 1 full bath, a welcoming living room with a wood-burning stove, and an enclosed porch that gives you an extra spot to relax, enjoy your morning coffee, or take in the privacy of the property. An attached garage adds everyday convenience - generator hook up with manual generator transfer switch for extra peace of mind! The generous acreage gives you plenty of room to enjoy the outdoors. Peaceful stream along the property! Whether you're looking for your first home, ready to downsize, or simply want a little more space and privacy, this Haddam property is worth a look. Come see the possibilities and make it your own!

98 Turkey Hill Rd, Haddam

$274,900

3 Beds ⋅ 1 Baths ⋅ 24211027 MLS

Welcome home to 6 Johnson Street, Middletown! This charming dollhouse colonial boasts timeless architectural features, including elegant arches, stained glass accents, and classic wall paneling that exude character and warmth. Inside, enjoy the cozy yet functional layout, with inviting living and dining areas perfect for relaxing or entertaining. The bright kitchen provides plenty of space for meal preparation, including a new pantry and stainless steel appliances. The front enclosed porch offers a versatile retreat for sipping coffee or unwinding after a long day. With inviting updated paint hues, new light fixtures throughout and a redone staircase, the charm of this home has been lovingly preserved! A fully remodeled bathroom also offers a serene place to get away after a long day. The backyard is a true highlight, providing ample space for outdoor activities and gatherings. The outdoor space has been equally as cared for as the interior- with new flower plantings, a privacy fence added and a two-tiered backyard that exudes relaxation and ease in its use of space. Located in a quiet neighborhood, this home is just seconds away from the heart of Middletown, offering easy access to shopping, dining, and all the conveniences of city living all within walking distance!

6 Johnson St, Middletown

296 Carriage Crossing Ln Unit 296, Middletown

$217,500

2 Beds ⋅ 2 Baths ⋅ 24209330 MLS ⋅ Carriage Crossing BLDG.

Welcome to the desirable Carriage Crossing community, offering comfortable, low-maintenance living. The open-concept living and dining area features vaulted ceilings, oversized windows that fill the space with natural light, and a wood burning fireplace creating the perfect setting for relaxing. The kitchen well-appointed with stainless steel appliances and a breakfast bar. This layout creates an easy flow into the main living area with hardwood floors perfect for entertaining! BRAND NEW HVAC MAY 2026! Enjoy your own outdoor space, perfect for morning coffee, fall and summer evenings, or relaxing at the end of the day. The two spacious bedrooms provide comfortable retreats with closet spaces and a full private bathroom in each. In-unit laundry off the kitchen and exterior storage add everyday convenience. Carriage Crossing offers an array of amenities, including a swimming pool, clubhouse, fitness facilities, tennis and racquetball courts, and additional recreational spaces. Conveniently located near shopping, restaurants, Route 9, I-91, and the Cromwell area, this home combines an easy lifestyle with excellent everyday accessibility.

296 Carriage Crossing Ln Unit 296, Middletown

$215,000

2 Beds ⋅ 1 Baths ⋅ 24210298 MLS ⋅ Quail Run Village BLDG.

Why rent when you can own this immaculate 2-bedroom townhouse in great location at Quail Run. The open floorplan which includes the kitchen with all stainless-steel appliances, dining area and living room with newer laminate flooring for easy maintenance. There is a slider to deck overlooking wooded area from the kitchen. The 2nd floor has a primary bedroom with double closets, a guest bedroom and a recently remodeled bathroom. Unit includes an oversized heated under garage with laundry area. There is a pool for summer enjoyment.

163 Cynthia Ln Unit D5, Middletown

$80,000

2 Beds ⋅ 1 Baths ⋅ 24210134 MLS

Attention investors, contractors and renovation enthusiasts! This 2-bedroom, 1-bath home offering 1,218 square feet on .31 acres presents an opportunity for a complete renovation or potential teardown. The property is in distressed condition and requires extensive repairs throughout. Condition of the foundation, well, septic, mechanical systems and utilities are unknown. Property is being sold strictly AS-IS, WHERE-IS, with any personal property and contents remaining at the time of closing to convey with the property. Seller will not make repairs, improvements or concessions. Property will not qualify for traditional financing. Buyer and buyer's representatives are responsible for all due diligence regarding the property, its condition and potential future use. Bring your vision and explore the possibilities this property may offer.

153 Main St, Middlefield

$195,000

2 Beds ⋅ 1 Baths ⋅ 24202808 MLS ⋅ Woodgate BLDG.

An airy sense of scale and an exceptional outdoor setting define this spacious second-level residence at the Woodgate condo complex in Middletown. A thoughtfully added entry area provides a convenient place for coats and shoes before leading into the main living space. Beautiful natural light and a soaring cathedral ceiling enhance the combined living and dining area, which opens to the kitchen for a welcoming setting to relax or gather with guests. An oversized loft adds another dimension to the home, offering generous space for a dedicated office, bonus bedroom, creative studio, or additional lounge. Both bedrooms feature sliding glass doors to one of the home's signature features: an expansive Trex deck overlooking a peaceful, treed view. This outdoor retreat offers a lovely place for morning coffee or unwinding at the end of the day, with stairs providing direct access to the rear grounds. In-unit laundry with an all-in-one washer/dryer adds everyday convenience. Nearby Washington Street shopping, downtown Middletown's restaurants and boutiques, and the trails and waterfalls of Wadsworth Falls State Park enrich the location. Route 66 connects to I-91 and Route 9. Discover the space you've been looking for and a deck you'll want to linger on, schedule your private showing and experience this home firsthand.

1231 Washington St Unit 12, Middletown

$240,000

3 Beds ⋅ 2 Baths ⋅ 24210251 MLS

A spacious manufactured home offering approximately 1,200 square feet of comfort in single-level living space. Built in 1967, this well-sized home features 3 bedrooms and 2 bathrooms, providing plenty of space for everyday living. The open layout creates a bright, inviting atmosphere, and the primary suite includes its own private bathroom. The generous indoor and outdoor spaces offer plenty of room for gatherings and everyday living. Conveniently located near medical facilities, fitness centers, grocery stores, pharmacies, Clinton Crossing Premium Outlets, and public beaches, this property offers easy access to a wide range of shopping, recreational, and everyday amenities. Don't blink or you'll miss this opportunity to own a well-maintained home.

14 Old Mill Rd Unit LOT 39, Clinton

$393,000

3 Beds ⋅ 2 Baths ⋅ 24210439 MLS

Welcome to this inviting contemporary-style single-family home offering 3 bedrooms, 2 full bathrooms, and approximately 1,963 square feet of living space. Situated on a level .45-acre lot, this well-maintained 1975 home offers comfortable living spaces, desirable updates, and exceptional versatility. The spacious living room features a striking cathedral ceiling, creating an open and airy atmosphere. The kitchen has been updated with new appliances, while newer carpeting adds a fresh, updated feel throughout the home. A standout feature is the finished basement, complete with its own kitchen, offering excellent additional living space and flexibility. This area is ideal for an in-law suite, extended family, guests, home office, or recreation space, providing numerous possibilities to suit your needs. Enjoy outdoor living from both the front and rear decks, perfect for relaxing, entertaining, or enjoying the generous level property. Additional features include a two-car attached garage and central air conditioning. With its spacious layout, flexible finished lower level, updated kitchen appliances, outdoor living spaces, and convenient attached garage, this contemporary home offers a wonderful combination of comfort and versatility. **This is a short sale. **

63 Millbrook Rd, Middletown

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