Middletown Condos for Sale

Middletown Condos for Sale

Welcome to Middletown, Connecticut - a vibrant city nestled in the heart of Middlesex County. Known for its rich history and picturesque landscapes, Middletown offers a delightful blend of urban convenience and suburban charm. With a thriving downtown area filled with eclectic shops, gourmet restaurants, and cultural attractions, residents enjoy a lively community spirit and a welcoming atmosphere. The Connecticut River, which gracefully winds through the city, provides ample opportunities for outdoor activities such as kayaking, fishing, and scenic walks along the waterfront.

For those considering a move to this enchanting city, our selection of condos for sale in Middletown presents an exceptional opportunity to embrace a modern lifestyle in a historic setting. These stylish condominiums offer a range of amenities, from contemporary designs to spacious layouts that cater to various lifestyles. Imagine sipping your morning coffee on a sunlit balcony or enjoying the convenience of maintenance-free living, allowing you more time to explore the local parks or attend community events.

Middletown's strategic location also makes it an ideal choice for commuters, with easy access to major highways and public transportation options. Whether you're a first-time homebuyer, a busy professional, or looking to downsize, our condos for sale offer the perfect solution to suit your needs. Experience the best of both worlds in Middletown – where history meets modern living, and community meets convenience. Start your journey to finding your dream condo today!

Newest Middletown Condos for Sale

$244,900
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194219 MLS ⋅ Carriage Crossing BLDG.
Fabulous first floor offering in the desirable Carriage Crossing community. This 950 sqft condo contains 2 bedrooms and 2 full baths (updated with granite countertops). The living room's sky high windows make this large unit feel even larger. The updated kitchen has stainless appliances and granite countertops. This property also boasts in-unit laundry, an actual wood-burning fireplace, and an exterior storage room. Sliding door off dining area leads to private/fenced exterior patio/sitting area. The Carriage Crossing complex offers a fitness center, tennis, spa, racquetball and sizeable in-ground pool. The well maintained grounds and nearby walking/biking trails provide residents with plentiful options for exercising pets and getting fresh air. HVAC system new in 2022/Water heater new in 2024.

84 Carriage Crossing Ln Unit 84, Middletown
$199,900
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24195105 MLS ⋅ Hamlin Court BLDG.
Welcome to Hamilton Court! This beautifully remodeled 2 bedroom, 1.5 bath townhouse offers stylish updates, low-maintenance living, and an unbeatable location just one block from Wesleyan University. Renovated within the last year, this move-in-ready home features a remodeled kitchen with updated appliances, renovated bathrooms, new flooring, brand-new carpeting, freshly painted walls and trim, and modern finishes throughout. The bright and inviting main level offers an open layout with a spacious living room flowing into the dining area and kitchen, creating the perfect space for everyday living and entertaining. A convenient half bath and private front terrace add to the home's appeal. Upstairs, you'll find two generously sized bedrooms, including a primary suite with a walk-in closet and en-suite bathroom. An in-unit washer and dryer provide added convenience. Enjoy one assigned parking space and a prime location within walking distance to downtown Middletown, Middlesex Hospital, restaurants, shopping, parks, and entertainment, with easy access to major commuter routes. Whether you're looking for a primary residence or an investment opportunity near Wesleyan University, this turnkey townhouse is one you won't want to miss. Property is being sold AS IS, WHERE IS.

201 College St Unit 22, Middletown
$245,000
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24191054 MLS ⋅ Trolley Crossing BLDG.
Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condominium offering the perfect blend of comfort, convenience, and low-maintenance living. Featuring 1,206 square feet of inviting living space, this well-cared-for condo offers central air, natural gas heat, and an attached 2-car garage. The kitchen was updated approximately 3 years ago with cabinets, countertops, flooring, and appliances. Enjoy added peace of mind with a central air system approximately 3 years old, a hot water heater approximately 5 years old, a brand-new architectural shingle roof installed in 2025, and a special assessment that has been paid in full. Relax and unwind at the community's in-ground pool, or enjoy the convenience of being just minutes from shopping, restaurants, schools, parks, major highways, and nearby walking, biking, and hiking trails. Move right in and enjoy the comfort, convenience, and lifestyle this exceptional condominium has to offer. Schedule your private showing today!

79 Trolley Crossing Ln Unit 79, Middletown
$264,900
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24192644 MLS ⋅ Newfield Commons BLDG.
Lovely 2-bed townhouse in a quiet complex near shopping, coffee, restaurants and the high school. You'll enjoy a peaceful spot to sip your coffee on the upgraded trex deck & with a view of the woods. Heat pump is under 10yrs, CAIR, Low HOA cost includes trash and snow removal. Finish the basement for even more space. This is the perfect place to start out. Some upgrades will make this home shine, but well-loved for years. Stair chairs will be removed, some furniture can stay. Visitor parking is a plus too!

675 Newfield St Unit 9, Middletown
$180,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194531 MLS ⋅ Beacon Hill Towne Homes BLDG.
Investment Opportunity! This spacious condo is being sold as-is and offers excellent potential for investors or buyers looking to build sweat equity. The unit features gleaming hardwood floors throughout, a partially finished basement offering additional living or storage space, and a finished attic that adds even more usable square footage. A convenient 1.5 bath layout rounds out the floor plan. Enjoy community amenities including access to a sparkling in-ground pool. Conveniently located near I-91 and Route 9, offering easy access for commuters. With its combination of extra finished space, low-maintenance hardwood flooring, and community amenities, this unit presents a strong opportunity for value-add renovation or rental income. Sold as-is.

106 Rising Trail Dr Unit 106, Middletown
$209,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193843 MLS ⋅ Hamlin Court BLDG.
This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the past three years. Upstairs are two bedrooms with spacious closets, a full bathroom, and convenient in-unit laundry with a new washer and dryer. Previously rented for $1,900 per month, this investor-friendly unit offers strong income potential. Additional features include a dedicated storage unit, one assigned parking space, and visitor parking. Ideally located within walking distance of Downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to restaurants, shopping, and major commuter routes.

201 College St Unit 20, Middletown
$175,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24190931 MLS ⋅ Carriage Crossing BLDG.
Middletown's Best Buy! Excellent opportunity to own third floor one bedroom condo in desirable Carriage Crossing, a community known for it's distinct contemporary architectural features like vaulted ceilings and oversized windows. This unit features open floor plan with newer flooring through out and private balcony. The Carriage Crossing complex offers in ground pool, tennis court, fitness center and racquetball court. Conventionally located close restaurants, shopping and major highways (I91, 691, 5/15 and Route 9). Schedule your showing today and come see everything that 222 Carriage Crossing has to offer!

222 Carriage Crossing Ln Unit 222, Middletown
$239,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24188722 MLS ⋅ Carriage Crossing BLDG.
Welcome home to this sought-after condo complex at Carriage Crossing, where you will find this two bedroom two full bath unit, with open concept space. The galley kitchen has pantry. Both bathrooms have granite countertops and soft close cabinetry. In unit washer and dryer. Living room has a cozy wood-burning fireplace. Primary bedroom has a walk-in closet, and both bedrooms have their own full baths, and offer plenty of room. Unit offers recently replaced washer/dryer, water heater and the microwave. HVAC replaced 4 years ago. Take advantage of the incredible amenities, including an inground pool, clubhouse, basketball court, fitness center, racquetball, and tennis courts, and clubhouse available for events. This association is Pet friendly (allowing up to two pets small dogs only and/or cats) Conveniently located near shopping, dining, major highways and downtown Middletown. Also located near major employers and Medical centers, including Middlesex Hospital, and easy commutes to Yale New Haven Hospital and Harford Hospital, and near Wesleyan University. Property is ideal for owner occupants or investors seeking low maintenance living in a well managed community.

93 Carriage Crossing Ln Unit 93, Middletown
$150,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24182065 MLS ⋅ Sumnerbrook Mill BLDG.
Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are located on the upper level of this townhouse style unit and share a full bathroom. The windows let in nice natural light and the large window ledges provide great space for natural plantings to flourish.The mill building has a pond and running water with an area to enjoy the peaceful sights and sounds of nature. Take a look, whether as an investment or as a private residence, this could be a great opportunity!

1 Russell St Unit 22, Middletown
$229,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184158 MLS ⋅ River's Edge BLDG.
Come see this beautiful freshly painted two bedroom, 2 bath remodeled unit which has Corian countertops and white cabinetry for a bright and light kitchen. All kitchen appliances are stainless steel and the flooring is tile. Walk into the dining room/living room with tile flooring and overhead fan to the slider for some extra views of the CT. River! Both bedrooms have Bamboo wood flooring with large windows and closets. The washer and dryer are in the unit. The HOA covers heat, hot water, water and sewer, air conditioning, trash, heated indoor pool, fitness room, community room, plowing, renovated elevator and ground maintenance. The fob opens the pool, fitness, storage and community room to enter. Each unit has it's own storage in the basement of this complex. It's close to Middlesex Hospital, Wesleyan University, Tates (riverfront restaurant) and downtown Middletown with shops and restaurants.

111 Dekoven Dr Unit 609, Middletown
$229,500
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24179666 MLS ⋅ Woodgate BLDG.
Buyer Financing Fell Through - Enjoy one of only a select few of the largest townhouse end units in the complex offering 1,109 square feet of vast living space. Nestled in a popular, well-maintained community, this home combines convenience, comfort and peace of mind with nothing to do but unpack and enjoy. Recent complex-wide improvements include new roads with abundant guest parking, new siding, roofs, and decks giving the community a fresh, updated appearance. Additional highlights include a private entrance, in-unit washer and dryer, 6 panel doors, and hot water heater only four months old. Step inside to discover an inviting open floor plan featuring a spacious living room with soaring vaulted ceilings that fill the space with natural light and create an airy, welcoming atmosphere. The main level offers a remodeled kitchen with newer cabinetry, appliances and tile flooring. Enjoy an updated full bath with deep tub / shower combination, newer glass doors, plus two generously sized bedrooms, each with sliding glass doors leading to an oversized deck-perfect for morning coffee, outdoor dining, or simply relaxing. Upstairs, a third bedroom provides flexible space ideal for guests, a home office, workout room, or additional living area. Conveniently located near shopping, restaurants, major commuter routes, and just 2.2 miles to Wesleyan University, this home presents an excellent opportunity for owner-occupants and investors alike. No gov't loans.

1231 Washington St Unit 2, Middletown
$299,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24176493 MLS ⋅ Ridgely Condo BLDG.
Nestled in the highly sought-after Wesleyan Hills community, this well-maintained and affordable 3-bedroom condo offers the perfect blend of comfort, convenience, and privacy. Featuring an open floor plan, the home boasts an updated kitchen that flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. A sliding glass door leads to your own private deck overlooking a peaceful, quiet setting. The finished walk-out lower level provides additional flexible living space ideal for a family room, home office, or gym. Conveniently located just minutes from downtown Middletown, Wesleyan University, Middlesex Hospital, shopping, restaurants, and major highways, this property offers easy access to everything while still enjoying a serene neighborhood atmosphere. Enjoy nearby parks, hiking trails, golf courses, and the Connecticut River waterfront. A wonderful opportunity to own in one of Middletown's most desirable communities

714 Long Hill Rd Unit 714, Middletown
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