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

212 Carriage Crossing Ln Unit 212, Middletown
$248,500
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24209475 MLS ⋅ Carriage Crossing BLDG.
Rear first floor 2 bed/2 full bath unit at Carriage Crossing. It features the complex's trademark vaulted ceilings and wall of windows, with comfortable open plan of living room with fireplace, kitchen, and dining area. Enjoy in-unit laundry, central heat and air, and two private outdoor spaces. An active lifestyle is easy with outdoor pool, spa and exercise facilities, and tennis court, in this walkable neighborhood. Pet friendly and investors welcome. Conveniently located near shopping, dining, and commuter routes.

212 Carriage Crossing Ln Unit 212, Middletown
1 Forest Glen Cir Unit 6, Middletown
$250,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215771 MLS ⋅ Forest Glen BLDG.
Lovely first-floor, end-unit condo with zero steps for easy entry! This surprisingly spacious home has an open-concept design, offering a roomy heart-of-the-house while keeping the bedrooms nicely separated. Step into the dining and family room, featuring a cozy fireplace and a slider to the patio with a private, locked storage closet. Down the hall at the back, you'll find a large primary suite with a walk-in closet, en suite bath, and a window seat with storage. There's also a large second bedroom, a hallway/guest bath, and a laundry room. Bedrooms are carpeted wall-to-wall, while the rest of the space has rich vinyl plank flooring. Updates include kitchen appliances (2018), hot water heater (2018), primary bath with walk-in shower (2018), washer/dryer (2021), brand-new windows and slider (2025/2026), and dishwasher (2026). Well maintained and full of upgrades-New windows and sliding glass door is WOW! Move in and enjoy easy living! One assigned parking space plus plenty of visitor spots.

1 Forest Glen Cir Unit 6, Middletown
111 Knowles Ave Unit 111, Middletown
$235,000
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24215455 MLS ⋅ Indian Hill BLDG.
Tremendous opportunity for an end unit townhome in a small, well managed complex just steps from Wesleyan University campus. Light and bright with a generous sized kitchen open to the living space. Both bedrooms are on the upper level and share access to a Jack and Jill full bath. Laundry is on the upper level and there is a half bath on the main floor. Ground level has garage and basement with ample storage area. Enjoy low maintenance living with a reasonable HOA and easy access to all downtown Middletown has to offer.

111 Knowles Ave Unit 111, Middletown
27 Burgundy Hill Ln Unit 27, Middletown
$119,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215844 MLS ⋅ Peppermill Village BLDG.
This well-maintained, one-bedroom ranch-style end-unit condominium is located in the desirable Westlake area of Middletown. Whether you're looking for an affordable place to call home or a great rental investment, this property offers an excellent opportunity. The unit features carpeting and a sliding glass door off the dining area that leads to a private wood deck with an attached exterior storage closet. Conveniently located with easy access to Route 9 and I-91, and just minutes from Middlesex Health, shopping, restaurants, and fitness centers, this property offers both convenience and value. A rare opportunity at an affordable price!

27 Burgundy Hill Ln Unit 27, Middletown
854 Long Hill Rd Unit 854, Middletown
$279,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215577 MLS ⋅ Ridgely Condo I BLDG.
**End unit? Yes, please!** More windows, more natural light, and a little extra breathing room! Welcome to 854 Long Hill Road, a spacious 3-bedroom townhouse in Middletown's desirable Wesleyan Hills-Ridgely One community. With 1,360 square feet of living space, this home has plenty of personality and room to make it your own. The generously sized living room features a wood-burning fireplace, built-in shelving, a charming bay window, and extra windows that let the sunshine in. There's even room for a dining area, because dinner deserves more than the coffee table! The oversized eat-in kitchen offers plenty of cabinet and counter space, plus sliders leading to a private deck, perfect for morning coffee, outdoor dining, or simply enjoying a little fresh air. A convenient half bath rounds out the main level. Upstairs, you'll find three comfortable bedrooms, including a spacious primary with a cozy window seat and direct access to the full bathroom. The two additional bedrooms offer flexibility for guests, a home office, or a creative space. One even has built-in bookshelves, ready for your favorite reads or collections! Need storage? The full basement has you covered, with laundry, plenty of room for life's extras. Central air and assigned parking add everyday convenience. Tucked into Wesleyan Hills community, you're just minutes from downtown Middletown, Wesleyan University, restaurants, shopping, and major commuting routes. A little charm, a lot of space, and an end-unit!

854 Long Hill Rd Unit 854, Middletown
2 Sonoma Ln Unit 2, Middletown
$549,900
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215482 MLS ⋅ Sonoma Woods BLDG.
Your Next Chapter Starts at 2 Sonoma Lane! Looking for low-maintenance living without sacrificing space, style, or flexibility? Welcome to Sonoma Woods, one of Middletown's sought-after 55+ communities! This beautifully maintained detached home offers approximately 1,903 sq. ft., 2 bedrooms, 2.5 baths, and a layout full of surprises! Step inside to soaring cathedral ceilings, hardwood floors, and a spacious living room with a cozy gas fireplace. The inviting kitchen features granite countertops, abundant cabinetry, and a breakfast nook, while the dining area opens to a private deck, perfect for morning coffee or entertaining. The main-level primary suite offers a walk-in closet and full bath with double vanities and a tiled shower. First-floor laundry adds everyday convenience. Upstairs, discover a second bedroom, full bath, bonus room, and loft offering incredible flexibility. But here's the fun part! Behind charming bookshelf barn doors awaits a hidden retreat that's anything but ordinary! Create your own private speakeasy-inspired lounge, movie hideaway, reading sanctuary, or creative studio. The possibilities are limited only by your imagination! A full basement offers exceptional storage, while the attached two-car garage adds convenience. Enjoy central air, a community clubhouse, and more time for the things you love. Less upkeep, more freedom, and a secret space all your own. Welcome home to 2 Sonoma Lane!

2 Sonoma Ln Unit 2, Middletown
38 Autumn Ln Unit 38, Middletown
$469,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24212932 MLS ⋅ Autumn Meadows BLDG.
Welcome to Autumn Meadows, where beautiful improvements and versatile living come together! This freestanding 3-bedroom, 3-full-bath home offers no shared walls, An inviting open floor plan creates a wonderful sense of space, while three main-level bedrooms, including the primary suite, provide the ease and convenience of one-level living. The updated kitchen features quartz countertops, a generous breakfast bar, newer stainless steel appliances and abundant cabinetry. Gleaming hardwood floors, crown molding and a handsome propane fireplace enhance the living and dining areas. Sliders from the living room open to a spacious TimberTech deck overlooking a picturesque natural meadow with seasonal birdlife. Remodeled bathrooms feature stylish vanities and beautiful quartz and tile showers. The finished lower level offers over 600 square feet of additional living space with heat, central air, a full bath and hookups for a potential kitchenette. Imagine a guest retreat, recreation room, home office or possible second primary suite! Approximately 1,000 square feet of unfinished basement provides generous workshop, mechanical and storage space. The attached finished two-car garage features epoxy flooring and access to the lower walkout level. A new central A/C system installed August 2026 adds peace of mind. Convenient to downtown Middletown, Wesleyan University, Middlesex Health and major commuting routes. A truly special place to call home!

38 Autumn Ln Unit 38, Middletown
296 Carriage Crossing Ln Unit 296, Middletown
$217,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
35 Sonoma Ln Unit 35, Middletown
$589,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208777 MLS ⋅ Sonoma Woods BLDG.
Homes in Sonoma Woods don't come available often, and Unit 35 offers one of the largest models in this sought-after 55+ Middletown community. With 2 bedrooms, 2.5 baths, walkout basement with an exercise or craft room, and nearly 2,000 sq ft of living space, this home delivers the ease of condo living without giving up the space you want. The comfortable main level features a fireplace and a heated sunroom overlooking the back of the property, creating additional year-round living space and leading directly onto the deck for relaxing or entertaining. The full walkout basement offers more than 1,000 sq ft, with a portion already finished for even more usable space while still providing plenty of room for storage, hobbies, a workshop or future possibilities. An attached garage, natural gas heat and central air add everyday convenience. Built in 2005, this spacious unit offers a great opportunity for buyers looking to right-size without feeling like they have to squeeze into their next home. With limited turnover in Sonoma Woods, opportunities like this can be hard to find. If you've been waiting for a home in this community, could Unit 35 be the one worth making a move for?

35 Sonoma Ln Unit 35, Middletown
201 College St Unit 10, Middletown
$199,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205649 MLS ⋅ Hamlin Court BLDG.
Welcome to a bright and updated townhouse-style condo offering a comfortable layout and several features that set it apart. The first floor has been refreshed with luxury vinyl plank flooring and includes a spacious living area, dining space, and modern-style kitchen. Upstairs, two bedrooms are accompanied by a versatile bonus room featuring a vaulted ceiling and skylight, offering an ideal spot for a home office, reading room, gym, or creative space. Newer windows installed in 2020. One of the best highlights is the private composite deck overlooking the courtyard, creating an enjoyable outdoor space without the maintenance of a traditional yard. The unit also includes in-unit laundry, dedicated enclosed basement storage, 1 parking spot in the private lot and some overflow parking. With the association currently having capacity for rentals, this condo offers flexibility for an owner occupant or investor. Conveniently located next to Wesleyan's art building, near Downtown Middletown, Wesleyan University, shopping, dining, and major commuter routes. Cash buyers only.

201 College St Unit 10, Middletown
52 Trolley Crossing Ln Unit 52, Middletown
$240,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204011 MLS ⋅ Trolley Crossing BLDG.
THIS CONDO BUILDING IS FHA APPROVED! SELLER WILLING TO OFFER $5000 CREDIT TO BUY DOWN THE RATE. Welcome to Trolley Crossing in Middletown! This well-maintained three-bedroom, one-and-a-half-bath townhouse offers a comfortable layout with generously sized bedrooms and a spacious living room. The first floor features a convenient laundry room, half bath, and a well-equipped kitchen with an updated microwave and oven, dishwasher, and refrigerator replaced approximately two years ago. Major improvements include a 2022 furnace, newer water heater, brand-new windows with a lifetime warranty, and a new roof. Step outside and enjoy the private deck, perfect for relaxing or entertaining. The association also includes water and sewer, adding even more convenience to this move-in-ready home.

52 Trolley Crossing Ln Unit 52, Middletown
122 Newfield St Unit 3A, Middletown
$329,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24201404 MLS ⋅ Arawana Estates BLDG.
Welcome to Arawana Estates, where historic charm meets modern comfort in a truly unique setting! Located within a beautifully converted mansion, this rarely available penthouse-style condo offers a spacious & distinctive layout filled with character & natural light. High ceilings, hardwood floors, recessed lighting, oversized windows & custom built-ins create a warm & inviting atmosphere throughout. The updated kitchen features crisp white cabinetry, leathered granite countertops with breakfast-bar seating, stainless steel appliances & a new Bosch dishwasher. Beautifully appointed baths offer granite finishes, subway tile & a relaxing soaking tub. The impressive primary bedroom is a standout, offering generous proportions, beautiful hardwood flooring, a fireplace & extensive custom built-in cabinetry & shelving. In-unit laundry & abundant storage add everyday convenience. Set within an intimate 6-unit community, Arawana Estates is surrounded by expansive lawns, mature trees, distinctive stonework & picturesque views, creating a peaceful & private setting just minutes from everything Middletown has to offer. Conveniently located near Wesleyan University, downtown Middletown, restaurants, shopping, parks, trails & public transportation. Veterans Memorial Park is also nearby, offering a community pool, splash pad & walking trails. A rare opportunity to own a one-of-a-kind residence combining historic architecture, modern updates, generous living space & beautiful surroundings.

122 Newfield St Unit 3A, Middletown
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