Middlesex County Real Estate

Welcome to Middlesex County, Connecticut, a hidden gem that beautifully blends small-town charm with vibrant urban life. Nestled along the scenic Connecticut River, Middlesex County is known for its rich history, diverse communities, and stunning natural landscapes.

As one of the oldest counties in Connecticut, Middlesex boasts a plethora of historic sites and cultural attractions. Visitors and residents alike can explore the picturesque towns of Middletown, Essex, and Old Saybrook, each offering unique shopping, dining, and recreational experiences. The county is home to a thriving arts scene, with numerous galleries, theaters, and live music venues that showcase local talent.

Nature lovers will find plenty to adore in Middlesex County. The area is dotted with beautiful parks, hiking trails, and waterfront areas perfect for kayaking and fishing. The stunning views along the Connecticut River and the lush greenery of the surrounding hills make it an ideal location for outdoor enthusiasts.

Middlesex County is also conveniently located, providing easy access to major highways and public transportation, making commuting to nearby cities like Hartford and New Haven a breeze. With a strong sense of community, excellent schools, and a variety of housing options, it’s no wonder that families and young professionals are drawn to this enchanting area.

Whether you’re seeking a tranquil retreat or a vibrant community filled with activities, Middlesex County, CT, has something for everyone. Come discover the charm and beauty of this remarkable county—your new home awaits!

Newest Listings in Middlesex County

$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

$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 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

$104,900

ACTIVE Status ⋅ 24193846 MLS

This approved building lot offers a unique opportunity for a custom-built residence. The generous size accommodates a well-designed home and extensive outdoor features. Envision a home that integrates with its natural surroundings, whether you prefer a contemporary aesthetic with expansive windows or a classic farmhouse with a wraparound porch. This lot supports flexible floor plans, including multiple living areas, a gourmet kitchen, and spacious bedrooms. Consider a dedicated home office, an art studio, or a luxurious master suite with a private balcony. Outdoor possibilities are extensive, from a refreshing swimming pool to a cozy fire pit area or a meticulously landscaped garden. Thoughtful planning can create a harmonious balance between indoor comfort and outdoor enjoyment, transforming this lot into a private sanctuary. This approved building lot is a blank canvas, ready for your dream home.

9a-2 Flatbrook Rd, East Hampton

$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

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