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

38 Trolley Crossing Ln Unit 38, Middletown
$148,000
1 Beds ⋅ 1 Baths ⋅ 24217926 MLS ⋅ Trolley Crossing BLDG.
Welcome home to this beautifully updated, first-floor, one-bedroom condo offering the perfect blend of comfort, convenience, and privacy! Featuring a spacious, open feel and a newer kitchen, this move-in-ready home has been tastefully renovated throughout. Enjoy the ease of one-level living with no stairs to navigate. Step outside to your screened-in back porch, the perfect spot to relax and unwind while enjoying the peaceful, secluded surroundings. Additional highlights include natural gas heat and AC with access to the community pool, ideal for those warm summer days. Centrally located in Middletown, with convenient access to shopping, dining, highways, and everyday amenities, yet tucked away in a private, tranquil setting. A wonderful opportunity for easy, low-maintenance living in a great location. Don't miss this one!

38 Trolley Crossing Ln Unit 38, Middletown
270 Burgundy Hill Ln Unit 270, Middletown
$139,900
1 Beds ⋅ 1 Baths ⋅ 24217655 MLS ⋅ Peppermill Village BLDG.
Investment Opportunity: Updated and leased condo in a quiet end building, conveniently located near 91 and RT 9. This top floor unit has two floors, with 1 bedroom, living/dining, and kitchen on the main floor, plus a spiral staircase to a bonus loft space with tons of windows and natural light. Soaring cathedral ceiling in the living area, plus a sliding door to rear balcony make this an easy unit to keep leased! New LVP flooring throughout, freshly painted, with all new appliances.

270 Burgundy Hill Ln Unit 270, Middletown
732 Long Hill Rd Unit 732, Middletown
$275,000
3 Beds ⋅ 2 Baths ⋅ 24209665 MLS ⋅ Ridgely Condo Iii BLDG.
A great opportunity to own an end-unit townhouse in Middletown's Wesleyan Hills community! This 3-bedroom home offers 1,360 square feet of living space and a layout that lends itself to a variety of possibilities. The living room serves as the heart of the home, with a wood-burning fireplace that adds warmth and character. The adjoining space offers flexibility for a dining area, while the eat-in kitchen provides plenty of room for meal preparation and casual dining around the center island or kitchen table. Upstairs, three bedrooms offer comfortable accommodations and the opportunity to create spaces tailored to your needs. The primary bedroom features direct access to the full bathroom. A full basement with laundry adds valuable storage and extra flex space that could host a home gym or additional living or storage space. Central air provides added comfort throughout the warmer months. Set in a convenient Middletown location, this home is close to Wesleyan University, downtown shops and restaurants, and major commuter routes. Whether you're looking for your first home, a place to downsize, or an opportunity to add your personal touch, this end-unit townhouse is full of potential and ready for its next owner!

732 Long Hill Rd Unit 732, Middletown
212 Carriage Crossing Ln Unit 212, Middletown
$248,500
2 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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
15 Rising Trail Dr Unit 15, Middletown
$239,900
3 Beds ⋅ 2 Baths ⋅ 24209015 MLS ⋅ Beacon Hill Towne Homes BLDG.
Experience the timeless elegance in this beautiful 3-bedroom, 1.5-bath townhome offering 1,232 sq. ft. of bright, comfortable living space. This refined residence features three spacious bedrooms plus a versatile Flex room with skylight on the 3rd floor, seamlessly blending classic architectural details with modern, open-concept living.. This unit also includes a 1-car under unit garage, adding convenience with additional storage and a new roof. Enjoy private outdoor living on your own personal deck and take advantage of the community pool just around the corner on warm summer days. Conveniently located close to a variety of popular restaurants, shopping and biking trails all within a prime Middletown location. Perfectly positioned close to Route 9 and I-91, this home offers the ultimate lifestyle of comfort, convenience, and commuter ease, all within a well-maintained association with a low HOA of only $450 per month. Ready to schedule your showing today.

15 Rising Trail Dr Unit 15, Middletown
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