Middletown CT Condos for Sale

3 Beds ⋅ 2 Baths ⋅ 24218758 MLS ⋅ Quail Run Village BLDG.

Enjoy a peaceful setting and abundant natural light in this 3 bdrm, 1.5-bath townhouse at Quail Run Village. The main living level offers a spacious living room, a dining area, and a kitchen with a functional layout and ample cabinetry. Large windows brighten the interior, while sliding glass doors open to a rear deck overlooking mature trees, an inviting setting for morning coffee or relaxing at the end of the day. A half bath completes this level. Upstairs are three bedrooms and a full bath. The third bedroom is currently configured as an expansive walk-in closet with custom shelving and storage. An attached one-car garage with a laundry area at the rear adds everyday convenience. Bring your decorating ideas and personal touches to make this home your own. Enjoy the community's outdoor swimming pool and convenient access to downtown Middletown, shopping, dining, Wesleyan University, Route 9, and I-91.

161 Cynthia Ln Unit D5, Middletown

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

$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

$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

$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

$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

$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

$220,000

2 Beds ⋅ 1 Baths ⋅ 24215423 MLS ⋅ Quail Run Village BLDG.

Two-bedroom, one full bathroom at Quail Run Village with basement Garage. This townhouse features an open floorplan which includes the kitchen with all stainless-steel appliances, dining area and living room. there is a slider to the deck from the kitchen. the 2ND floor has a primary bedroom with double closets. a guest bedroom/office. this unit includes an oversized basement garage with laundry area. There is a inground pool for summer enjoyment. the location offers quick access to route 9 and I-91, close to shopping, dining, downtown Middletown and Middlesex Hospital.

161 Cynthia Ln Unit F7, 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

$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

$269,900

2 Beds ⋅ 3 Baths ⋅ 24212348 MLS ⋅ Camden Pines BLDG.

Move right in! This spacious and well-maintained 2-bedroom, 2 1/2-bath condo in Camden Pines offers comfortable living with plenty of space to spread out. The main level features a large living room that flows into the dining area and kitchen, creating a welcoming layout for everyday living and entertaining. Step out onto the deck off the living room and enjoy peaceful views overlooking the woods and surrounding nature. Upstairs, you'll find two generously sized bedrooms, each with its own private full bathroom. The finished basement provides additional living space and flexibility for a home office, recreation room, gym, or storage. An attached garage adds convenience, especially during the colder months. Enjoy being within walking distance of many everyday amenities, while also having easy access to major highways for commuting and travel. Visitor parking is just steps away, making it convenient for guests. One dog or one cat is permitted. Clean, comfortable, and very well maintained, this Camden Pines unit is ready for its next owner to move right in and enjoy!

565 Newfield St Unit 29, Middletown

$249,900

3 Beds ⋅ 2 Baths ⋅ 24212253 MLS ⋅ Quail Run Village BLDG.

End-unit townhouse at Quail Run Village with a private entrance, an under-house garage, and a back deck that looks out over woods. A foyer entry leads upstairs to the main living level, where the kitchen, dining area, and living room connect through an open arched layout. The kitchen has granite counters, stainless steel appliances, tile backsplash, and a built-in pantry closet. Sliders from the living room open to the deck, a quiet spot for morning coffee or evenings outside with a backyard full of mature trees. A half bath is conveniently located on this level. Upstairs are three bedrooms and a full bath. The large primary has a ceiling fan and generous natural light. The lower level has a flexible bonus room with recessed lighting, perfect for a home office, gym, or hobby space. A laundry and utility area is next to it, with a washer and dryer included, and the attached one-car garage has an automatic opener. As a Quail Run resident, you can enjoy the community's in-ground pool. The monthly HOA fee covers grounds maintenance, snow removal, trash pickup, and pool service. The location offers quick access to Route 9 and I-91 and is close to shopping, dining, Wesleyan University, and Middlesex Hospital.

161 Cynthia Ln Unit C6, Middletown

27 Rising Trail Court, Unit 27, Middletown

$199,900

3 Beds ⋅ 2 Baths ⋅ 24212390 MLS ⋅ Beacon Hill Towne Homes BLDG.

Welcome to 27 Rising Trail Court, a spacious 3-bedroom, 1.5-bath townhouse-style condo offering three levels of living space, a two-car carport, and a desirable end-unit location! Step inside to an open-concept main level featuring luxury vinyl flooring throughout, where the recently updated kitchen overlooks the dining area and sunken living room. The kitchen features granite countertops, stainless steel appliances, recessed lighting, and plenty of workspace, with a convenient half bathroom nearby. Just beyond, the sunken living room is filled with natural light from sliding glass doors that lead directly to your private back deck. Upstairs, the second floor offers two generously sized bedrooms with wall-to-wall carpeting, a dedicated laundry area, and a remodeled full bathroom featuring tile flooring, a tiled tub/shower surround, and an updated vanity. Continue to the third floor where you'll find an additional bedroom along with a large unfinished storage area offering excellent potential for additional usable space. Additional highlights include a brand-new water heater installed earlier this year, two-car covered parking, pool access, and an end-unit location situated beside the community swing set. The association also allows one dog or one cat, making this a great option for pet owners. Offered at $199,900, this is a fantastic opportunity to make the move from renting to homeownership!

27 Rising Trail Court, Unit 27, Middletown

$349,000

2 Beds ⋅ 3 Baths ⋅ 24208149 MLS ⋅ Long Hill BLDG.

**MULTIPLE OFFERS RECEIVED! BEST & FINAL OFFERS DUE BY SUNDAY AT 5:00 PM** Rare opportunity to own a beautifully updated end unit condominium in Middletown! Offering added privacy and a peaceful setting, this 2 bedroom, 2.5 bath home has been thoughtfully updated throughout and is truly move in ready. The brand new kitchen features new cabinetry, countertops, fixtures, and appliances, creating a stylish and functional space perfect for everyday living and entertaining. The first floor also features new hardwood flooring and recessed lighting throughout. Additional upgrades include new basement flooring, a new washer and dryer, updated bathrooms, and numerous improvements throughout the home. Privacy, modern updates, and low-maintenance living come together in this desirable end-unit home, conveniently located near Route 9, shopping, restaurants, and downtown Middletown. Nothing to do but move in and enjoy!

831 Long Hill Rd Unit D, 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

$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

281 Burgundy Hill Ln Unit 281, Middletown

$149,000

2 Beds ⋅ 1 Baths ⋅ 24207692 MLS ⋅ Peppermill Village BLDG.

Welcome to this well-maintained condo in Middletown, offering comfortable living with a convenient layout. The main level features an open kitchen and living area, primary bedroom, and full bathroom. Head upstairs via the spiral staircase to the loft-style second bedroom, creating a unique and flexible space. Enjoy your own balcony with additional outdoor storage, along with the convenience of in-unit laundry. Situated on the top floor, this condo offers a comfortable setting while remaining conveniently located for commuters, with easy access to Route 9 and I-91. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance home, this condo is ready for its next owner. Come take a look and see all it has to offer!

281 Burgundy Hill Ln Unit 281, 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

$589,000

2 Beds ⋅ 3 Baths ⋅ 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

$220,000

2 Beds ⋅ 1 Baths ⋅ 24206382 MLS ⋅ Forest Glen BLDG.

"WOW" Run - do not walk to see this spectacular 2nd floor Forest Glen condo! One floor living at its best. The open concept will impress with large great room with fireplace, oversized galley kitchen with breakfast bar, stainless steel appliances including brand new refrigerator, and dining area. Sliders leading to your fantastic-sized deck to enjoy the summer months and outdoor space. Large windows throughout makes this home exceptionally bright and sunny. Good-sized primary bedroom with plenty of closet space. Second bedroom or office. Recent updates include top of the line entire new heating and cooling system with smart thermostat, brand new sliders, new flooring in kitchen, freshly painted. Just bring yourself and all your things and move right in! Convenient location on Cromwell border with easy access to major highways, shopping and dining. Just a short 5-minute drive to downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and picturesque CT River boardwalk. An easy 25-minute ride to some of CT's most beautiful shoreline towns and beaches.

14 Forest Glen Cir Unit 13, Middletown

$199,000

2 Beds ⋅ 2 Baths ⋅ 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

$224,500

3 Beds ⋅ 1 Baths ⋅ 24205455 MLS ⋅ Woodgate BLDG.

Enjoy one of 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. Cash, Conventional and CHFA Conv Financing only. Special Assessment ends 10/38.

1231 Washington St Unit 2, Middletown

52 Trolley Crossing Ln Unit 52, Middletown

$240,000

3 Beds ⋅ 2 Baths ⋅ 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

$329,900

3 Beds ⋅ 2 Baths ⋅ 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

277 Carriage Crossing Ln Unit 277, Middletown

$220,000

1 Beds ⋅ 1 Baths ⋅ 24202361 MLS ⋅ Carriage Crossing BLDG.

Welcome to 277 Carriage Crossing Lane, where soaring ceilings, a charming loft, and a beautiful fireplace create a home you'll love coming back to. The inviting layout offers a comfortable, open feel with a cozy kitchen and versatile loft space perfect for a home office, reading nook, creative space, or relaxing retreat. Curl up by the fireplace on a cool evening or step outside and enjoy the community pool and hot tub when it's time to unwind. Warm, welcoming, and full of character, this is a home that truly feels like your own. Come see it and imagine yourself here!

277 Carriage Crossing Ln Unit 277, Middletown

$299,900

3 Beds ⋅ 2 Baths ⋅ 24201757 MLS ⋅ Ridgely Condo Ii BLDG.

Welcome to 774 Long Hill Road, a meticulously maintained 3-bedroom, 1.5-bath townhouse in the desirable Wesleyan Hills community. Lovingly cared for by the same owner for the past 20 years, this home offers durable, easy-care laminate flooring throughout and annually serviced mechanicals for added peace of mind. The spacious eat-in kitchen opens through sliding doors to a large private deck, perfect for outdoor dining and relaxation. A finished lower level provides additional flexible living space for a recreation room, home office or gym. Additional highlights include a new washer, thermal windows, low-maintenance vinyl siding, two parking spaces and a roof approximately 10 years old. Set across 288 scenic acres, Wesleyan Hills offers a truly special neighborhood setting with ponds, fields, wooded open spaces and approximately two miles of walking paths connected by charming footbridges and tunnels. The community is also home to the historic Barns at Wesleyan Hills, a picturesque event venue overlooking the water. Just moments away, the beautiful Wadsworth Mansion and surrounding parklands offer miles of additional trails, seasonal events and popular outdoor summer concerts. Enjoy peaceful surroundings and a wonderful sense of community, all just three miles from vibrant downtown Middletown.

774 Long Hill Rd Unit 774, Middletown

$279,900

2 Beds ⋅ 2 Baths ⋅ 24199007 MLS ⋅ Luther Ridge At Middletown Condos BLDG.

Designed for convenient one-floor living, this well-maintained home features 2 bedrooms and 2 full bathrooms with a bright, open floor plan. The kitchen offers warm cherry cabinetry, a dishwasher, and plenty of functionality, while tile flooring throughout provides easy maintenance. Enjoy the comfort and efficiency of central air, natural gas heat, and natural gas hot water. This is a wonderful opportunity for those seeking a smaller community and low-maintenance lifestyle. One owner must be 60 years of age or older. Move right in and enjoy easy, single-level living!

606 Congdon St W Unit 6, Middletown

$257,000

2 Beds ⋅ 2 Baths ⋅ 24192644 MLS ⋅ Newfield Commons BLDG.

Desirable Newfield Commons! Welcome to this sunny townhouse in a quiet complex near shopping 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. Super spacious primary suite and bath with double sinks. This is the perfect place to start out. Some upgrades will make this home shine, but well-loved for years. Visitor parking and a walk-out basement too!

675 Newfield St Unit 9, Middletown

$225,000

3 Beds ⋅ 2 Baths ⋅ 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

$217,500

3 Beds ⋅ 2 Baths ⋅ 24111633 MLS

Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and appliances. Upstairs, you'll find comfortably sized bedrooms, with plenty of closet space. Additional highlights include in-unit laundry, a private patio for outdoor relaxation, and convenient Carport. Located in a quiet, well-managed complex with easy access to shopping, restaurants, and major highways-this home offers the perfect blend of comfort, style, and location. Don't miss the opportunity to make it yours!

36 Rising Trail Dr Unit 36, Middletown

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