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, diverse culture, and picturesque landscapes, Middletown offers a unique blend of urban conveniences and small-town charm. With its bustling downtown, adorned with eclectic shops, delightful eateries, and cultural venues, residents enjoy a lively atmosphere that fosters community engagement and creativity. The city is also home to Wesleyan University, which enriches the area with a youthful energy and a variety of cultural events throughout the year.

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 while being surrounded by the beauty of Connecticut. These condos offer a perfect balance of comfort and convenience, featuring contemporary designs, spacious layouts, and amenities that cater to today’s discerning buyers. Whether you’re looking for a cozy one-bedroom retreat or a larger unit for entertaining guests, there’s something for everyone in Middletown’s thriving condo market.

Imagine waking up to stunning views, enjoying morning coffee on your private balcony, or taking a leisurely stroll along the Connecticut River. With easy access to parks, recreational activities, and a robust public transportation system, you’ll find that Middletown is not just a place to live, but a place to thrive. Explore our listings today and discover your dream condo in this inviting city where community spirit and modern living harmoniously intertwine. Welcome home to Middletown!

Newest Middletown Condos for Sale

$289,900
2 Beds ⋅ 2 Baths ⋅ 24194866 MLS ⋅ Laurel Ridge BLDG.
Rarely available and meticulously maintained, this move-in ready Laurel Ridge townhome features modern updates, spacious living areas, and prime location. The main level offers a bright living room centered around a cozy fireplace, seamlessly transitioning to a private rear deck. Recent updates include a freshly remodeled kitchen with new SS appliances, and an updated half bath. Upstairs, are two oversized bedrooms with generous closets and a full bath. A second floor laundry h/u offers future flexibility. The full unfinished lower level includes the laundry area, abundant storage, with excellent potential for additional flex space. Updates to the home include; a new heat pump and new patio doors. A detached garage just steps from your front door add daily convenience. Enjoy beautifully landscaped grounds with perennial gardens and serene walking paths, all within the desirable Laurel Ridge community. Conveniently located near major highways, shopping, dining, and Wesleyan University, this thoughtfully updated home is truly move-in ready. Make it yours today!

2 Canterbury Ct Unit 2, Middletown
$244,900
2 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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
$239,900
2 Beds ⋅ 2 Baths ⋅ 24193840 MLS ⋅ Cedar Ridge BLDG.
This lovely move in ready unit, is set within a peaceful and quiet complex. On the main level you with find a large living room, dining room combination, 1/2 bath, pretty kitchen with plenty of cabinets, and a brand new refrigerator and oven hood. Also, the door off the kitchen will lead you right out onto your pretty deck for some relaxation time and grilling. Upstairs you will find the primary and 2nd bedrooms, along with a spacious full bath. There are pull down stairs, as well as an attic fan. The basement is large and ready for your special touches to create a workout room, office, or whatever may be suitable for you. Located close to highway access, both route 17 as well as Routh 9, Middlesex Community College, plenty of restaurants, shopping, banking, and just about anything else that you may need. C'mon and make your appointment today, as this very clean unit will surely not last long. Lucky will be the new owner for this truly great unit!

10 Countryside Ln Unit 5, Middletown
$209,000
2 Beds ⋅ 2 Baths ⋅ 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
$245,000
3 Beds ⋅ 2 Baths ⋅ 24192257 MLS ⋅ Beacon Hill Towne Homes BLDG.
Just renovated. Kitchen has just been remodeled with new counters, white cabinets, white backsplash and stainless steel appliances. 1st floor is tile floor and there is a pellet stove in corner of livingroom. 1/2 bath on main level has new toilet and vanity. 2nd level offers 2 bedrooms with walk in closets and laundry in hall. Floor's just refinished. 3rd level offers 3rd bedroom and a finished room that could be study, playroom or storage. Town records lists this as a 2 bedroom but incorrect. Carport in driveway and room for another car. Diagonally located across from pool.

45 Rising Trail Dr Unit 45, Middletown
$175,000
1 Beds ⋅ 1 Baths ⋅ 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 ⋅ 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 ⋅ 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
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