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

$199,900

2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24195105 MLS ⋅ Hamlin Court BLDG.

Welcome to Hamilton Court! This beautifully remodeled 2 bedroom, 1.5 bath townhouse offers stylish updates, low-maintenance living, and an unbeatable location just one block from Wesleyan University. Renovated within the last year, this move-in-ready home features a remodeled kitchen with updated appliances, renovated bathrooms, new flooring, brand-new carpeting, freshly painted walls and trim, and modern finishes throughout. The bright and inviting main level offers an open layout with a spacious living room flowing into the dining area and kitchen, creating the perfect space for everyday living and entertaining. A convenient half bath and private front terrace add to the home's appeal. Upstairs, you'll find two generously sized bedrooms, including a primary suite with a walk-in closet and en-suite bathroom. An in-unit washer and dryer provide added convenience. Enjoy one assigned parking space and a prime location within walking distance to downtown Middletown, Middlesex Hospital, restaurants, shopping, parks, and entertainment, with easy access to major commuter routes. Whether you're looking for a primary residence or an investment opportunity near Wesleyan University, this turnkey townhouse is one you won't want to miss. Property is being sold AS IS, WHERE IS.

201 College St Unit 22, Middletown

$245,000

2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24191054 MLS ⋅ Trolley Crossing BLDG.

Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condominium offering the perfect blend of comfort, convenience, and low-maintenance living. Featuring 1,206 square feet of inviting living space, this well-cared-for condo offers central air, natural gas heat, and an attached 2-car garage. The kitchen was updated approximately 3 years ago with cabinets, countertops, flooring, and appliances. Enjoy added peace of mind with a central air system approximately 3 years old, a hot water heater approximately 5 years old, a brand-new architectural shingle roof installed in 2025, and a special assessment that has been paid in full. Relax and unwind at the community's in-ground pool, or enjoy the convenience of being just minutes from shopping, restaurants, schools, parks, major highways, and nearby walking, biking, and hiking trails. Move right in and enjoy the comfort, convenience, and lifestyle this exceptional condominium has to offer. Schedule your private showing today!

79 Trolley Crossing Ln Unit 79, Middletown

$349,900

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194520 MLS ⋅ Fox Meadows BLDG.

Welcome to Fox Meadows, one of Cromwell's most sought-after condominium communities! This beautiful spacious townhouse offers two rare primary suites, each complete with a private en-suite bathroom and a spacious walk in closet. There is also a bonus room that can be used as a third bedroom, office or game room. Come view this move in ready condo and make it your new home! Owner/Agent/Broker related.

33 Woodbridge Ln Unit 33, Cromwell

$264,900

2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24192644 MLS ⋅ Newfield Commons BLDG.

Lovely 2-bed townhouse in a quiet complex near shopping, coffee, restaurants 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. Finish the basement for even more space. This is the perfect place to start out. Some upgrades will make this home shine, but well-loved for years. Stair chairs will be removed, some furniture can stay. Visitor parking is a plus too!

675 Newfield St Unit 9, Middletown

$180,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194531 MLS ⋅ Beacon Hill Towne Homes BLDG.

Investment Opportunity! This spacious condo is being sold as-is and offers excellent potential for investors or buyers looking to build sweat equity. The unit features gleaming hardwood floors throughout, a partially finished basement offering additional living or storage space, and a finished attic that adds even more usable square footage. A convenient 1.5 bath layout rounds out the floor plan. Enjoy community amenities including access to a sparkling in-ground pool. Conveniently located near I-91 and Route 9, offering easy access for commuters. With its combination of extra finished space, low-maintenance hardwood flooring, and community amenities, this unit presents a strong opportunity for value-add renovation or rental income. Sold as-is.

106 Rising Trail Dr Unit 106, Middletown

$209,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193843 MLS ⋅ Hamlin Court BLDG.

This freshly painted townhouse-style condo offers 2 bedrooms, 1.5 bathrooms, newer windows, updated appliances, newer flooring throughout, and an open-concept layout. The main level features a spacious living room that flows into the dining area and kitchen, along with access to a private terrace. The kitchen includes tile flooring, a mosaic tile backsplash, and appliances replaced within the past three years. Upstairs are two bedrooms with spacious closets, a full bathroom, and convenient in-unit laundry with a new washer and dryer. Previously rented for $1,900 per month, this investor-friendly unit offers strong income potential. Additional features include a dedicated storage unit, one assigned parking space, and visitor parking. Ideally located within walking distance of Downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to restaurants, shopping, and major commuter routes.

201 College St Unit 20, Middletown

$325,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191736 MLS ⋅ Fox Meadows BLDG.

Highest & Best offers by 7/29/26 @5pm. Welcome to Fox Meadows, one of Cromwell's most sought-after condominium communities! This beautifully updated 3 bed,1.5 bath townhouse offers 1,744 sq ft, the largest floor plan in the complex, thoughtfully enhanced with quality improvements and modern finishes throughout. The remodeled kitchen serves as the heart of the home, featuring granite countertops, updated cabinetry, stainless steel appliances, wood flooring, and an ideal workspace for everyday living and entertaining. The spacious main level showcases brand new flooring, creating a warm, contemporary feel throughout the living and dining areas. Recent updates include extensive interior painting, newly replaced front and rear decks, and a brand new central air conditioning system just installed, 7/26, providing years of comfort and energy efficiency. Upstairs are 3 generously sized bedrooms offering flexible space for family, guests, or home office. Additional highlights include an attached oversized garage with interior access, ample storage, and a well designed floor plan that combines functionality with today's lifestyle. Residents enjoy an in-ground pool, clubhouse, tennis and playground. Ideally located near shopping, restaurants, parks, golf, major highways, Wesleyan University, centrally located and easy access to Rt 9 and CT's shoreline. Move-in ready and tastefully updated, this exceptional townhouse offers the perfect combination of space,style, amenities,and location.

21 Wynwood Dr Unit 21, Cromwell

$200,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193103 MLS ⋅ Country Squire Ii BLDG.

Welcome to this charming 2-bedroom, 1-bath condo in the desirable Country Squire community in Cromwell. This well-maintained home features a bright and comfortable living space, a functional kitchen with granite countertops, ample cabinetry, and an in-unit washer and dryer. Two spacious bedrooms and a full bath complete the home's inviting layout. Enjoy the community in-ground pool and the ease of low-maintenance condo living. Conveniently located just minutes from Route 9, I-91, shopping, dining, parks, and downtown Middletown, this home offers easy access to Hartford, New Haven, and everything Central Connecticut has to offer. Whether you're a first-time homebuyer, downsizing, or looking for a great investment opportunity, this condo is one you won't want to miss! Highest and Best due Monday 7/27/2026 at 7pm.

121 Country Squire Dr Unit B, Cromwell

$299,900

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193404 MLS ⋅ Lake Vista BLDG.

Welcome home to this beautifully maintained 3-bedroom, 1.5-bath residence offering the perfect blend of style, comfort, and functionality. The remodeled kitchen is the heart of the home, featuring granite countertops, updated appliances, and ample cabinet space, making meal preparation and entertaining a breeze. The inviting main living areas flow effortlessly, creating a warm and welcoming atmosphere for everyday living. Stay comfortable year-round with central air conditioning, while the fully finished walkout lower level provides exceptional additional living space perfect for a family room, home office, playroom, gym, or media room. A dedicated laundry room in the basement adds extra convenience and storage. Whether you're relaxing indoors or enjoying the flexibility of the finished lower level, this move-in-ready home offers space for everyone. Conveniently located near shopping, dining, schools, parks, and major commuting routes, this is a wonderful opportunity to own a home that combines modern updates with everyday practicality. Schedule your private showing today!

102 Lake Vista Dr Unit 102, East Hampton

$699,900

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192501 MLS ⋅ The Enclave BLDG.

Tucked into a quiet corner of Higganum, where the Connecticut River valley still feels like the country, The Enclave is a private community of eight to-be built homes designed around a simpler, fuller way of living - less to maintain, and more room for what matters. "The Gianna" model is a Ranch-style home that offers 2,166 square feet of exclusively single-floor open living, everyday life stays effortless. Two bedrooms, two full baths, and a generous den give you room to work, host, and retreat, however the season calls for. Inside, the details do the talking. Vaulted ceilings and a propane fireplace anchor a light-filled living room; gleaming hardwood floors; and the kitchen is finished the way it should be - quartz counters, raised-panel cabinetry, a walk-in pantry, and stainless appliances. The primary suite features a walk-in closet and a full bath with a large double vanity, while a mudroom and laundry sit neatly off the powder room, with intelligent storage designed at every turn. The curb appeal is quietly confident appointed by an accented covered front porch - with conservation land bordering the community, the quiet is here to stay. Minutes away: Route 9, the shops and restaurants of Haddam Center and Middletown, medical care, and parks.

215 Chamberlain Hill Rd Unit #4, Haddam

$275,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193215 MLS ⋅ Summer Meadow BLDG.

Beautiful 2 Bedroom Duplex Condo, Open Floor Planwith Nice Hardwood Floors, Remodeled Kitchenwith Granite Countertops,Gorgeous Oak Cabinets with Wood Floors, 2 Upstairs Bedrooms each with their own Baths,Laundry Room is also Upstairs between the Bedrooms, Off Street Parking

152 Summer St Unit 152, Portland

$220,000

1 Baths ⋅ ACTIVE Status ⋅ 24192490 MLS ⋅ Stone Pit Hill BLDG.

Thoughtfully reimagined and beautifully remodeled, this fully furnished studio condominium offers a rare opportunity to own a turnkey retreat in the heart of Essex Village. Just bring your clothes-everything else has been carefully curated. Designed with both style and function in mind, the interior features all new windows, skylights, flooring, lighting, paint, custom details, and a beautifully updated kitchen with quartz countertops, black composite granite sink, induction cooktop, and quality cookware. The remodeled bath, custom railing, floating shelving, and designer furnishings create a refined, comfortable space that feels anything but ordinary. Step outside to the spacious rear deck with seasonal views of Sunset Pond-an ideal place to enjoy your morning coffee or unwind after a day exploring the village. Tucked away in a private setting, yet just a short walk to Sunset Pond, Grove Street Park with its tennis courts and walking paths, and the heart of Essex Village, you'll enjoy easy access to acclaimed restaurants, boutiques, galleries, yacht clubs, marinas, and the Connecticut River. Whether you're searching for an artist's retreat, weekend escape, New York City pied-a-terre, or full-time residence, this move-in-ready home offers an exceptional opportunity to enjoy the best of Essex Village living.

15 Sunset Ter Unit 9, Essex

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