Middlesex Condos for Sale

Welcome to Middlesex County, Connecticut—a hidden gem nestled between the scenic Connecticut River and the picturesque shoreline. Known for its rich history, vibrant communities, and stunning natural landscapes, Middlesex County offers a perfect blend of suburban charm and urban convenience. With its quaint towns, including Middletown, Essex, and Old Saybrook, residents enjoy a warm sense of community while being just a short drive from the bustling cities of Hartford and New Haven.

For those seeking a low-maintenance lifestyle without compromising on comfort and style, Middlesex County boasts an impressive selection of condos for sale. These beautifully designed residences cater to a variety of tastes and lifestyles, from modern lofts in the heart of downtown Middletown to serene waterfront properties overlooking the Connecticut River. Each condo offers unique features, including open floor plans, contemporary kitchens, and private balconies—perfect for enjoying morning coffee or evening sunsets.

Living in a condo in Middlesex County means you can take advantage of the area's rich cultural offerings, outdoor recreational activities, and excellent dining options. Explore the charming shops in Old Saybrook, hike the scenic trails of the Cockaponset State Forest, or enjoy a night out at one of the local theaters. With amenities like fitness centers, pools, and community spaces, condo living here provides both convenience and a sense of belonging.

Discover your dream condo in Middlesex County today, where a vibrant lifestyle and welcoming community await you!

Newest Middlesex Condos for Sale

$269,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24206488 MLS ⋅ Founders Village BLDG.

Welcome to this one-level, 2 bedroom ranch-style condo in well respected and maintained Founders Village Condo Complex. The in-town location is minutes from shopping, restaurants, the Town beach, commuter train service and nearby public transportation. It is move-in ready, having just been completely painted and has newly installed carpeting. An eat-in kitchen with a sliding door to a private patio and yard enables one to easily gain access without the need to use stairs, although, there is a front entry as well. It is easy to show with short notice. Professional photos and floorplan to come.

42 Founders Road Unit 42, Clinton

$550,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206345 MLS ⋅ Hammock Point BLDG.

Enjoy the best of Shoreline living at Hammock Point, a distinctive 55+ community nestled along the Patchogue River in Westbrook. This exceptional, sun-filled end unit offers a wonderful combination of easy living, privacy and coastal charm. Stroll to the community dock to launch your kayak or canoe, enjoy morning coffee in the waterfront gazebo, or simply watch the egrets, herons and osprey along the river's edge. A nearby marina and Bill's Seafood are within walking distance, and Westbrook Town Beach is less than a mile away. Inside, the spacious kitchen features granite countertops, generous cabinetry and a breakfast bar opening to the dining and living areas with hardwood floors and a cozy gas fireplace. Sliders lead to a private, fenced backyard, perfect for outdoor dining, gardening, and relaxing. The oversized main-level primary suite features a walk-in closet and spacious bath with double sinks. A powder room, laundry area and charming home-office nook complete the first floor. Upstairs offers a generous second bedroom, full bath and large walk-in closet-ideal for guests. An attached one-car garage, Generac whole-house generator completes the package. Kayak from the community dock, walk to the marina, spend the afternoon at the beach, enjoy dinner along the Shoreline, or simply relax in your own private backyard. At Hammock Point, there's nothing left to do but unpack, settle in and enjoy the shoreline lifestyle.

164 Hammock Rd N Unit 23, Westbrook

$899,999

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204880 MLS ⋅ Spencer's Landing BLDG.

Exceptional Home in Exceptional condition, Many upgrades throughout, including a remodeled chefs kitchen, 48 inch Wolfe range, Sub Zero refrigerator and wine cooler, Granite counters, Central Island .built in Miele Coffeemaker. The first floor oversized living room was formerly a Primary bedroom suite ( teak Floors) . 2 bedrooms upstairs, Main level family room walk out to deck overlooking the Peaceful Patchogue River and Osprey nest. Main level has a finished study with garage access. Lower level has a Rec. room /Fitness room, wine room and a full bathroom.( 1,031 sq ft) New roof (2 years Old). located in A quiet enclave of only 13 custom homes.

1340 Old Clinton Rd Unit 19, Westbrook

$199,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24197276 MLS ⋅ Carriage Crossing BLDG.

Welcome to this bright and inviting condo offering comfortable, low-maintenance living! The open living and dining area features soaring vaulted ceilings, oversized windows that fill the space with natural light, and a cozy, wood burning fireplace with built-in shelving. Off the living room is a private outdoor space, perfect for enjoying your morning coffee or relaxing at the end of the day. The kitchen offers ample cabinet and counter space, a convenient breakfast bar, tile flooring, and in-unit laundry. The 2 spacious bedrooms feature a walk-in closet in one and a double closet in the other, both with direct access to their private full bathroom. Neutral finishes and new carpeting throughout showcase a clean canvas ready for your personal style. The new heat pump for the central air and forced hot air provide efficiency and energy savings. Abundant storage including an exterior storage unit right outside your door add to the everyday convenience. Amenities just a short walk away include a pool, jacuzzi, sauna, tennis court, basketball court, racketball court, and clubhouse with kitchen to host larger gatherings at no additional cost. All while centrally located on the Middletown/Cromwell line with easy access to major highways, shops and restaurants. New features include heat pump, hot water heater 2022 and dishwasher 3-4 years old. Just bring your finishing touches and make this well-designed condo your own!

316 Carriage Crossing Ln Unit 316, Middletown

$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

$230,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205054 MLS ⋅ Cromwell Hills Condo BLDG.

This spacious, ranch-style condo offers 1,057 sq. ft. of updated living space. Enjoy added value and peace of mind with HEAT and HOT WATER INCLUDED in the HOA fee ideal for more predictable monthly budgeting. Beautiful wood flooring flows throughout the spacious layout, which features a welcoming combined living and dining area ideal for both everyday living and entertaining with an electric fireplace, and sliders to a private balcony. Updated kitchen with tile flooring, wood cabinetry, and stainless-steel appliances; refreshed full and half baths. Each bedroom closet is enhanced with custom shelving, providing excellent organization and storage. The sellers added a wall to create a flexible third bedroom, offering valuable extra space for a home office, guest room, nursery, workout area, or additional sleeping quarters. This adaptable layout provides the benefit of three-bedroom functionality while maintaining the comfort and flow of the original floor plan.Two wall A/C units help keep the home comfortable during the warmer months. Additional conveniences include two designated parking spaces, a storage unit, and a laundry room conveniently located on the same floor. The community offers an in-ground pool and wonderful seasonal amenities right outside your door. With its spacious layout, attractive updates, abundant natural light, convenient building amenities, and desirable location, this move-in-ready condo is a wonderful place to call home.

1216 Cromwell Hills Dr Unit 1216, Cromwell

$450,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205103 MLS ⋅ Island View Community BLDG.

Enjoy refreshments on the deck and a boat ride to boot while taking in beautiful views of the community's private beach, docks, gazebo and Lake Pocotopaug! Located within an intimate, self-managed lakefront community of just 19 seasonal and year-round homes, this spacious two-bedroom, two-bath condominium offers 1,152 square feet of comfortable living space and a generous awning-covered deck. With only a limited number of year-round residences, this shared community setting offers a distinctive alternative to the expense and responsibility often associated with owning a traditional standalone waterfront home. Whether you're searching for a year-round residence or a weekend retreat, this special property invites you to enjoy swimming, boating and relaxing by the lake-even taking your boat to a nearby lakeside restaurant-all while remaining conveniently close to East Hampton's shops, restaurants and other amenities. The spacious upper level is currently configured as one bedroom with a private bath and offers flexibility for a possible additional bedroom, office or playroom, subject to town and association approvals.

1 Day Point Rd Unit 19, East Hampton

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