Middlesex Homes for Sale

Welcome to Middlesex County, Connecticut—an enchanting blend of natural beauty, rich history, and vibrant community life. Nestled along the scenic Connecticut River, Middlesex County offers residents a unique lifestyle characterized by charming small towns, bustling urban centers, and breathtaking landscapes. With its picturesque parks, historic sites, and a plethora of recreational opportunities, this county is the perfect place to call home.

Middlesex County is known for its diverse neighborhoods, each with its own distinct charm. From the quaint streets of Essex to the lively atmosphere of Middletown, there’s something for everyone. Whether you prefer the serene waterfront views or the energy of a thriving downtown area, you’ll find a home that suits your lifestyle perfectly.

For those considering a move, there are a variety of homes for sale in Middlesex County. From cozy single-family homes and charming historic properties to modern condos and spacious townhouses, the real estate market here caters to a wide range of tastes and budgets. Many properties boast stunning views, expansive yards, and easy access to local amenities, making it an ideal location for families, professionals, and retirees alike.

Middlesex County is also home to excellent schools, vibrant arts and culture scenes, and a multitude of dining options that celebrate local flavors. With a strong sense of community and an abundance of outdoor activities—like hiking, boating, and fishing—Middlesex County offers a lifestyle that is both fulfilling and enjoyable.

Explore the homes for sale in this captivating county, and discover the perfect place to create lasting memories. Your dream home awaits in Middlesex County, CT!

Newest Middlesex Homes for Sale

$334,500

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194926 MLS

Welcome to 67 Butternut, a charming home that offers comfort, character, and convenience. The main level features a bright, open kitchen with stainless steel appliances that flows seamlessly into the inviting living room, creating the perfect space for everyday living and entertaining. Beautiful hardwood floors extend throughout the home, adding warmth and timeless appeal. Upstairs, you'll find the comfortable bedrooms and a full bathroom. Ideally located just minutes from grocery stores, parks, shopping, dining, and major conveniences, this home combines charm with an unbeatable location.

67 Butternut St, Middletown

$299,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194605 MLS

Handyman special. This home has good bones, hardwood floors throught, it needs exterior pain, interior paint, updating and remodeling but will be a really nice solid home when its done. Located in Middlefield! Large private yard. Being sold as is.

2 Ballfall Rd, Middlefield

$409,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24054125 MLS

Tucked away at the end of a peaceful cul-de-sac, this charming Cape home offers the perfect blend of comfort and country living. The spacious kitchen and living room, complete with a cozy wood stove, create a welcoming atmosphere, while the dining room opens onto a covered porch that overlooks the serene backyard. The main floor also features a front-to-back family room and a convenient half bath. Upstairs, the expansive primary bedroom offers ample closet space, mirrored by a second large bedroom, with a third bedroom and a full bath completing the upper level. Nestled on a private lot, this home is just steps away from the schools and downtown, offering easy access to Lake Pocotopaug, the Airline Trail, restaurants, shopping, and more. Come explore all the amenities this beautiful area has to offer!

21 Sunset Dr, East Hampton

$489,000

5 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24194393 MLS

PROFESSIONAL PHOTOS COMING SOON! 98 S Front Street, Middletown Welcome home to this lovingly maintained and meticulously cared-for Cape, ideally situated on a quiet and welcoming neighborhood. Offering a wonderful blend of comfort, functionality, and quality updates, this move-in-ready home has been thoughtfully maintained both inside and out. The inviting floor plan features a bright eat-in kitchen that flows seamlessly into the cozy family room with a fireplace, creating the perfect gathering space for everyday living and entertaining. Just beyond, a sun-filled four-season room provides additional year-round living space with easy access to the deck and private backyard. A dedicated first-floor laundry room adds everyday convenience. The flexible layout includes a spacious primary en suite on the main level, along with an additional bedroom and a convenient half bath. Upstairs, you'll find two generously sized bedrooms and a third smaller room, ideal as a home office, nursery, or hobby space. Every bedroom offers excellent closet space, providing abundant storage throughout the home. The walk-out lower level offers exceptional storage and workshop space, with the potential to be finished for additional living area.

98 S Front St, Middletown

$479,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194741 MLS

Nestled on a quiet cul-de-sac street, this exceptionally well-maintained Cape Cod home offers the perfect blend of classic charm and modern updates. Designed for flexible living, the layout features a highly desirable main-level bedroom and beautifully remodeled full bath, offering the ease of one-floor living. The main level also boasts a remodeled eat-in kitchen, a formal dining room, a convenient laundry area, and a spacious family room that opens directly to a large back deck. Upstairs, you'll find two more generously sized bedrooms and a second fully remodeled bath. Set on a flat, sprawling .64-acre lot, the property features an open backyard perfect for outdoor play and entertaining. With a brand-new roof (2024), an upgraded 200V electrical panel, a new oil tank, three high-efficiency mini-splits for heating and cooling, a new storm door, and new Bilco doors, along with many other updates this turn-key home offers ultimate peace of mind for years to come. (professional photos coming on 7/31//26)

3 Clover Rd, Clinton

$449,900

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24194846 MLS

Welcome to this beautifully maintained, original-owner Colonial, perfectly nestled on a quiet cul-de-sac in Middletown's highly sought-after Westfield neighborhood! From the moment you step inside, you'll be welcomed by an abundance of natural light, gleaming hardwood floors, and a bright, open floor plan designed for both comfortable everyday living and effortless entertaining. The main level offers spacious gathering areas, convenient first-floor laundry, a half bath, and a flexible room that can easily serve as a home office, playroom, den, or additional living space to fit your lifestyle. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including an exceptional primary suite featuring an oversized bedroom, an expansive walk-in closet, and a private en-suite bath-your own peaceful retreat at the end of the day. Step outside and enjoy the beautiful deck beneath the gazebo while overlooking the large, level yard-perfect for entertaining, gardening, pets, or creating lasting memories with family and friends. The full unfinished basement offers approximately 1,000sq.ft of potential, giving you the opportunity to create a home gym, media room, recreation space, or whatever you've been dreaming of. Lovingly cared for by its original owners, this home offers the perfect combination of pride of ownership, timeless charm, and endless possibilities. Schedule your private showing today and experience everything this exceptional home has to offer!

279 Congdon St, Middletown

$545,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24182454 MLS

Nestled well back from the road, this inviting home offers exceptional privacy while remaining just minutes from the town center, library, ball fields, and playgrounds, whether you travel by foot or by wheels. Beautiful hardwood floors flow throughout much of the home, with tile in the kitchen & baths. The spacious living room features a classic fireplace and abundant natural light, while the formal dining room showcases chair rail molding and wainscoting. The stylish kitchen is equipped with stainless steel appliances. An offset family room with a private entrance and 2nd fireplace offers flexible living space and could easily serve as a first-floor primary or guest bedroom, with a full bath nearby. Upstairs are three bedrooms and a full bath. The spacious front-to-back primary bedroom includes an alcove with potential for a future ensuite bath. The lower level offers great expansion possibilities with space for a gym, recreation room, plus a separate room ideal for an office, media room, or hobby space. Outside, enjoy a full-length rear patio, a grapevine-covered gazebo, and a fire pit - perfect for relaxing or entertaining. Additional highlights include a new well and a Home Warranty. Offering privacy, versatility, and a convenient location, this home is ready to welcome its next owners.

25-1/2 Edgerton St, East Hampton

$259,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24194515 MLS

This one owner home is tucked away on a private street in the heart of Deep River. Opportunity abounds with a large kitchen, dining room and living room... ready for you to make the design decisions suiting your needs and style. With two bedrooms on the second floor and an additional third bedroom on the first floor you'll feel instantly at home. The lower level is partially finished and is currently used as an apartment. Lovely newer deck with stairs and a whole house generator. Easy access to the many shops and restaurants and experience the welcoming community of Deep River. This home is sold AS-IS. Seller to make no repairs. Buyer to do their own due diligence.

72 Winter Ave, Deep River

$389,900

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194714 MLS

COMING SOON! Professional photos in the coming days. Walk to the reservoir. Enjoy all the area has to offer, boating, beaches, golfing, equestrian. 2+/-hours to Boston or NY, short distance to the train, breweries, two award winning casinos, salmon river Park, aquarium, seaport, RI beaches and more amenities. Easy commute off rt 16 to major highway access points, visit the town hall to verify what's permissible for power boats, jet ski's, water skiing, tubing etc, short distance to the boat launch. Act with urgency and you could potentially be enjoying all the reservoir has to offer before the season ends!

65 Falls Bashan Rd, East Haddam

$449,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194683 MLS

Motivated Seller, Bring all Offers!! Welcome to 10 Glenwood Terrace, a tranquilly located 3-bedroom, 2-bathroom ranch offering views overlooking the 3rd hole at TPC River Highlands from your front yard. Tucked away in a wooded nook on a cul-de-sac the lot offers a sense of neighborhood, while sill giving you the privacy. Walk into an open living-dining concept with hardwood floors throughout. This open space is great for entertaining gatherings of any size with a living area with gas insert fireplace, large dining area, and the sit at counter with in island stovetop. Extending to the back of the house, the home offers a set of french doors opening to an additional sitting room with gas fire place, then out to a large screened in porch for relaxing on those beautiful summer evenings. The large primary suite offers 2 walk in closets, attached bath, and balcony. Amenities include a first floor laundry room, hard wired security system, central vacuum, and central air amongst many others. The additional finished room in the lower level adds an additional space to create a play room, office, or guest space! With large under house garage and plenty of additional storage on the lower level, this house has space for all your belongings. Located minutes from 2 major highways, shopping, dining, and all your amenities schedule your showing today before it's gone!

10 Glenwood Ter, Cromwell

$1,895,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193933 MLS

Every home tells a story, and 5 Hemlock Drive's is one of transformation. Perched high above South Cove with sweeping views across the Connecticut River to Essex Village beyond, this striking post-and-beam Acorn Deck House has been reimagined from top to bottom by its owner, a local architect, with no detail overlooked and no expense spared. Vaulted ceilings, walls of glass and skylights flood the open floor plan with light and water views. The kitchen, outfitted with custom cabinetry and a Wolf range, opens gracefully to the main living space, while a lower-level retreat with a gas fireplace and direct garden access offers guests or extended family a quiet retreat of their own. Every surface, system and finish has been renewed - new roof, siding and insulation, a rebuilt deck with glass railing, all-new bathrooms with custom vanities and Kohler fixtures, white oak floors and a standby, whole house generator - combining the soul of a mid-century modern classic with the comfort of a brand-new custom build. Set on nearly an acre just steps from the Turtle Creek Preserve trailhead and minutes from Essex Village, where the historic Griswold Inn, boutique shopping and marinas along the Connecticut River await, this is a rare opportunity to own a fully reimagined architectural gem in one of New England's most celebrated small towns. Interstate 95 and rail connections to Boston and New York are close at hand.

5 Hemlock Dr, Essex

$850,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192283 MLS

Contemporary 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck complete with a custom stone fireplace-perfect for outdoor gatherings year-round. The second floor offers two bedrooms plus a spacious primary suite with cathedral ceilings and a truly one-of-a-kind spa bath inspired by a traditional retreat, featuring custom tilework and natural stone accents for a serene, luxurious experience. The finished lower level includes a recreation room and custom-designed bar, creating the ideal space for entertaining. A two-car garage is complemented by a third attached bay leading to a professional woodworking shop with French door access to the beautifully landscaped backyard. Set on picturesque grounds with a gentle stream along the eastern boundary, the property also features mature fruit trees and a productive vegetable garden. Whether you're an entertainer, hobbyist, home-based business owner, or seeking potential in-law living space, this unique property offers endless possibilities and versatile living in a truly special setting.

170 Bushy Hill Rd, Deep River

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