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38 Trolley Crossing Ln Unit 38, Middletown
$148,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

732 Long Hill Rd Unit 732, Middletown
$275,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

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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