Middlesex Homes with Townhouse Style

Welcome to Middlesex County, Connecticut—a hidden gem that beautifully marries the charm of New England with modern conveniences. Nestled along the picturesque Connecticut River, this vibrant region is known for its rich history, stunning landscapes, and a tight-knit community that welcomes newcomers with open arms. With its quaint towns, such as Middletown, Essex, and Old Saybrook, Middlesex County offers a unique blend of small-town charm and urban amenities.

For those seeking a home that embodies both style and comfort, townhouse-style residences in Middlesex County are an exceptional choice. These homes provide an ideal living arrangement for families, young professionals, and retirees alike. With their multi-level layouts, townhouses offer spacious interiors, often featuring open-concept designs that seamlessly blend living and dining spaces. Enjoy the convenience of modern kitchens, cozy bedrooms, and outdoor areas perfect for relaxation or entertaining guests.

Living in a townhouse in Middlesex County means you’ll also gain access to a plethora of amenities, including nearby parks, shopping centers, and cultural attractions. The county is renowned for its vibrant arts scene, with galleries, theaters, and music festivals that celebrate local talent. Additionally, outdoor enthusiasts will appreciate the numerous hiking trails, waterfront activities, and scenic views that the Connecticut River provides.

Whether you’re looking for a peaceful retreat or a lively community, Middlesex County and its charming townhouse-style homes offer the perfect backdrop for your next chapter. Embrace the opportunity to create lasting memories in a place that feels like home.

Newest Middlesex Homes with Townhouse Style

$199,000

2 Beds ⋅ 2 Baths ⋅ COMING SOON 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

$224,500

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$289,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205925 MLS ⋅ Laurel Ridge BLDG.

Rare Laurel Ridge Opportunity! This beautifully updated, and move in condition unit is located in a small quiet complex in the Wesleyan Hills section of town. No work to do Just enjoy your space featuring a modern style updated kitchen with dark wood cabinetry, granite counters and stainless appliances. Sit back and relax in the living room with French door access to your private deck with views of a treed yard or sit by the wood burning fireplace in cooler weather which is right around the corner. A stackable full sized washer and dryer are conveniently located on the upper level along with 2 generous size bedrooms. NO CARPET! All engineered hardwood flooring throughout the entire living space. Need more space? The basement is unfinished and ready for expansion ideas. The complex has nearby walking trails and Wadsworth State Park for outdoor fun. Not far from all that Middletown has to offer. Additionally this is part of the Wesleyan Hills Association which includes the ponds, the lawns around the ponds, the three miles of footpaths, the four bridges on the paths, and the Barns complex.

1 Canterbury Ct Unit 2, Middletown

$245,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204011 MLS ⋅ Trolley Crossing BLDG.

Welcome to Trolley Crossing in Middletown! This well-maintained two-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

$199,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205044 MLS ⋅ Trolley Crossing BLDG.

This townhouse style condo is in a great location with easy access to both Hartford and New Haven. Close to the Rt 9 and I-91 highway ramps. This 2 bedroom 1 1/2 bath unit is in need of updating but well worth the efforts. Ready for your upgrades, along with a private deck in the complex. Key features include: - Parking: 2-car garage plus 2 dedicated driveway spaces in front of the garage, providing ample parking. - Included Amenities: Newer washer and dryer, plus a 65" wall-mounted TV. Stereo rack system 200 AMP electric Service - Updates: Roof was replaced in 2025. AC unit and Furnace were all replaced in 2013. Swimming pool in the complex. Low H.O.A cost compared to other area condo's - Exterior: Assessment repairs are underway, with new siding and painting scheduled for completion soon. Driveway repairs.

95 Trolley Crossing Ln Unit 95, Middletown

$789,900

2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205240 MLS ⋅ Oyster River Landing BLDG.

Welcome to Oyster River Landing, a hidden shoreline retreat featuring just 20 distinctive townhomes. This peaceful community offers a private marina and a beautiful swimming pool overlooking the Oyster River. Spend quiet mornings on your private patio or embrace the coastal lifestyle with boating, kayaking, and paddleboarding along the river, which opens to Long Island Sound just a short distance away. Boat slips and storage are available and included for owners. The beautifully updated residence features a fully renovated eat-in kitchen, hardwood flooring throughout the main living level and bedroomsnt. The spacious dining room is ideal for entertaining, while the inviting living room offers a wood-burning fireplace and sliders leading to the private patio. Upstairs, two generously sized bedrooms each include a private full bathroom, along with the convenience of upper-level laundry. Additional highlights include a main-level powder room, a finished lower-level family room with a full bath, workshop and storage space, and a detached garage. Two sandy beaches are just a short stroll away, while Old Saybrook's charming village, restaurants, shops, The Kate Cultural Arts Center, Saybrook Point, marinas, fishing, and scenic walking and biking trails are all nearby. Conveniently located within a few hours of New York City and Boston by car or train, this exceptional shoreline oasis is ready to welcome you

25 Sunset Rd Unit 18, Old Saybrook

$234,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24199936 MLS ⋅ Cromwell Hills Condo BLDG.

Designed for easy, low-maintenance living, this move-in-ready Cromwell Hills townhome pairs comfortable living space with a truly central Connecticut location. Bright and welcoming, the main level features a galley-style kitchen with an eat-in area, convenient half bath, and spacious living area with sliders to a private rear patio. Upstairs, the generously sized primary bedroom offers a walk-in closet and sliders to its own private deck, while an oversized second bedroom with another walk-in closet and a full bath complete the level. The lower level provides laundry, excellent storage, and flexible future space for a home office, gym, or recreation area. Two assigned parking spaces directly in front make everyday life even easier. Enjoy the community pool, clubhouse, two tennis courts, and scenic walking paths. Just minutes from shopping, restaurants, supermarkets, and everyday conveniences, with quick access to Route 9 and I-91 for an easy commute to Hartford, the Connecticut shoreline, and destinations throughout the state. A convenient home base for work, weekends, and everything in between.

20 Briar Court Unit 20, Cromwell

$189,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203716 MLS ⋅ Beacon Hill Towne Homes BLDG.

Opportunity awaits in this spacious three-bedroom, one-and-a-half-bath townhouse offering three levels of flexible living space and immediate occupancy. Enjoy the convenience of your own private entrance and a covered carport that helps protect your vehicle from the elements year-round. The main level features a functional kitchen and an open living and dining area with sliders leading to outdoor space-perfect for relaxing or entertaining. Upstairs, you'll find two comfortable bedrooms, a full bath, and conveniently located second-floor laundry. The private third-floor bedroom offers separation from the rest of the home and includes a dedicated storage area, making it ideal for a bedroom, home office, or quiet retreat. Pets are allowed, giving pet owners the freedom to truly feel at home. With its practical layout, valuable amenities, immediate availability, and attractive price, this townhouse is ready for its next owner. Schedule your showing today!

170 Rising Trail Dr Unit 170, Middletown

$779,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200662 MLS ⋅ Sheltered Cove BLDG.

Spectacular North Cove unobstructed water views and downtown village living come together in this beautifully renovated townhouse-style condo, offering an exceptional opportunity for shoreline buyers seeking a turn-key home under $1 million. Enjoy captivating water views and wildlife from the open kitchen, dining and living areas, with a stylish renovated kitchen featuring a breakfast bar and wonderful natural light. The spacious two-bedroom layout includes a primary bedroom with its own full bath and spectacular views overlooking North Cove. With 2.5 baths, a wood-burning fireplace, central air, one-car garage and a dry full basement offering excellent potential for additional finished space, this home has everything you need for year-round or weekend living. Ideally located in the heart of the village, walk to downtown restaurants, shops and more, while the train station, golf course and town beach are just minutes away. The association also offers a large clubhouse with kitchen for gatherings and a wonderful in-ground pool. Best of all, enjoy spectacular shoreline views without the need for flood insurance. By appointment only.

100 Dudley Ave Unit F30, Old Saybrook

$299,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$400,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24197399 MLS ⋅ Essex Village BLDG.

Experience effortless waterfront community living in this well cared for 2-bedroom, 2-story townhouse. Featuring an updated kitchen, refreshed primary bath, and stylish neutral finishes throughout, every detail of this home says move-in ready. Enjoy seamless outdoor living with a short walk across the lawn to the resort-style pool and cozy community fire table. Complete with water views in a quiet peaceful setting. Parking is a breeze with on-street options plus your own assigned carport.

85 River Rd Unit G2, Essex

$398,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24199622 MLS ⋅ Harborwalk BLDG.

A rare opportunity to own in Harborwalk, a desirable shoreline community in Clinton's Riverside neighborhood, just steps from Clinton Harbor and close to marinas, beaches, waterfront dining, and downtown Clinton. An ideal choice for boating enthusiasts, year-round living, or those seeking an easy to maintain Connecticut shoreline retreat. This well maintained 2-bedroom, 1.5-bath townhouse-style condo offers thoughtfully updated living space. Renovated approximately four years ago, it features a stunning custom kitchen by The Kitchen Company, two beautifully updated bathrooms, heated tile floors and a fireplace. Additional upgrades include spray foam insulation between the units for enhanced soundproofing. Harborwalk offers a pool, tennis court, open green space, newer roofs and siding, and no current assessments. Spend your days on the water, at the beach, or exploring the shoreline, then return to the convenience of a low-maintenance home. Whether you're searching for a primary residence, weekend getaway, or seasonal home base near the water, this move-in-ready property offers a combination of location, condition, and shoreline lifestyle that's increasingly hard to find.

25 Riverside Dr Unit A13, Clinton

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