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

$280,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206413 MLS

Beautifully renovated and ready for its next chapter, this charming 3-bedroom, 2-bath home offers comfortable living with modern updates throughout. The main living spaces provide a warm and inviting setting, while three bedrooms upstairs offer privacy and plenty of room to spread out. The spacious primary bedroom features vaulted ceilings, adding an open and airy feel. Conveniently located near major highways, this home is an excellent choice for commuters while still being close to shopping, dining, and everyday conveniences. With thoughtful renovations already completed, there's nothing left to do but move in and enjoy!

6 Hillside Ct, Middletown

$999,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205606 MLS

Set on nearly six beautifully landscaped acres, this distinctive four-bedroom, three-and-a-half-bath estate blends timeless character with thoughtfully designed living spaces. A welcoming foyer with brick flooring sets the tone, with custom details throughout including wide-board floors, exposed beams, french doors, detailed millwork and four fireplaces. The kitchen is anchored by an impressive oversized fireplace spanning nearly an entire wall, fitted with a gas insert, and a large center island that creates a natural gathering place. The expansive great room features soaring ceilings, custom windows, built-ins, beautiful woodwork and a fireplace, with french doors opening to a covered rear porch overlooking the grounds. The private primary suite encompasses the entire third floor, creating a true retreat. Beyond the home, stone patios and walls create inviting spaces around the saltwater inground pool and pool house. A professionally engineered pond offers swimming and fishing in warmer months and skating in winter. A substantial barn, additional two-car barn/garage and mature landscaping complete this exceptional private estate.

141 Cedar Swamp Rd, Deep River

$859,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206445 MLS

RARE MULTIGENERATIONAL PROPERTY WITH INCREDIBLE FLEXIBILITY! Set on 2.88 private acres in desirable Durham, this 5,664 sq ft home offers an exceptional combination of space, privacy and possibilities. Officially listed as 5 bedrooms/3 baths per town records, the existing layout provides multiple additional living and bath areas that make this property truly unique. The ground-level in-law area includes 2 bedrooms, living space and its own garage-ideal for parents, adult children, extended family or guests who want privacy while remaining under the same roof. An additional studio living area features its own full kitchen and full bath. It can provide private space for extended family or guests, offer potential rental/short-term rental possibilities where permitted, or be incorporated directly into the main residence. Because it connects to the main home, this space could easily transition into an impressive primary suite. In total, the home's existing physical layout currently provides 6 rooms being used as bedrooms, 4 full baths and 1 half bath. Town records reflect 5 bedrooms/3 baths; buyers should perform their own due diligence regarding permitted use and room designations. The main residence features spacious rooms, hardwood floors, cathedral ceilings, exposed beams, a fireplace and a character-filled floor plan. Two of the full baths could benefit from updating, providing an opportunity for the next owner to personalize the home.

26 Old Wallingford Rd, Durham

$825,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206493 MLS

Private location, move in ready Essex Village ranch on a large level landscaped lot, set back from the road. Lots of privacy. Walk to restaurants, shops, library, parks and CT River. Remodeled 36x10 sunroom / dining area with wall of sliders. Finished lower level family room, guest room and full bathroom. 690 square feet not included in the square feet. Total of 1914 square feet. Oversized shed w electricity for a handyman or artist studio. Agent related to owner.

Essex

$3,250,000

5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24206047 MLS

Historic Waterfront Sanctuary on Falls River Cove: Set on a private 2.57-acre peninsula surrounded by the gentle waters of Falls River and Falls River Cove, this extraordinary turn-of-the-century estate offers a rare blend of rich American history and timeless architectural character. Originally an 18th-century water mill and lovingly converted into a grand private residence in the 1900s. Enter a welcoming foyer and into the cozy wood paneled Library featuring built-in bookcases and a classic fireplace. The L-shaped Living Room is framed by rich paneling, wide board floors, and another fireplace with windows that capture sweeping views of the cove. A formal Dining room is anchored by a custom built-in corner cabinet, perfect for showcasing fine china. The Eat-in Kitchen highlights lots of cabinets and counter space and bay window overlooking the gardens, the red bridge and cove. A curved staircase is an architectural statement that leads from the main hall to the light-filled second floor. There are five bedrooms and four are suites, including the Primary with fireplace. Each bedroom features its own private en-suite bathroom and walk-in closet. The house sits on a Peninsula surrounded on three sides by water, offering total privacy and panoramic views. Lush perennial flowerbeds frame a custom stone patio and a serene waterfront terrace designed for outdoor dining and entertaining. There is a whimsical Red Bridge & a Dock ready for boating along the cove to the CT River.

21 River Rd, Essex

$650,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206332 MLS

Welcome to 85 McVeagh Road, where privacy, flexibility and shoreline living come together. Originally custom-built for the builder's own family, this quality-built home features hardwood floors throughout and a layout with architectural details that set it apart from the typical Colonial. Step inside to a spacious, open foyer with plenty of room to welcome guests. To the right, the living room is centered around a wood-burning fireplace and opens to the eat-in area, where architectural details and French doors bring in plenty of natural light and lead to the patio and backyard. The kitchen offers granite countertops, peninsula seating, abundant cabinetry and a large pantry closet, with newer appliances including a brand-new dishwasher and newer range and microwave. To the left of the foyer is the formal dining room. Continue down the hall past a linen closet to the half bath and convenient main-level laundry, and finally to the oversized library/den. This room was designed with the possibility of becoming a future main-level primary suite and gives the home multigenerational potential. It works just as well as a private guest space, home office, second living room or library. Upstairs, large windows bring in an abundance of natural light. The private primary suite features a walk-in closet and granite-topped bath. Down the hall, three additional bedrooms offer generous closets, while a second full bath and another large linen closet complete the

85 Mcveagh Rd, Westbrook

$589,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206098 MLS

A rare blend of history, privacy and natural beauty awaits at this exceptional Clinton residence, set on over two beautifully landscaped acres. Built in 1825 and thoughtfully renovated, this 1,902 square foot Colonial seamlessly combines historic character with modern comfort. Surrounded by extensive gardens, mature plantings, stone walls, open lawns and a nearby stream, the property offers a picturesque New England setting. A charming greenhouse, detached two-car garage, patios and a screened porch provide inviting spaces to enjoy the tranquil surroundings. Inside, timeless architectural details blend effortlessly with thoughtful updates. The custom Gedney kitchen serves as the heart of the home, multiple fireplaces and a classic beehive oven add warmth and character. Expansive windows fill the interior with natural light and frame beautiful views of the meticulously maintained grounds. Original features and wide-board hardwood floors reflect the home's rich heritage. The first floor primary bedroom offers convenience and privacy, while the living room and library provide comfortable gathering spaces. Three additional bedrooms are located on the upper level. Ideally located near Clinton's town center, restaurants, marinas, shopping and beaches, Chamard Vineyard, art galleries, dog park, Peters Memorial Woods with hiking trails, kayaking through local waterways this distinctive property offers the perfect balance of peaceful seclusion and coastal convenience.

130 Glenwood Rd, Clinton

$535,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24206182 MLS

Timeless New England charm meets comfortable modern living in this 1905 Shoreline home. Offering approximately 1,380 square feet, this distinctive 3-bedroom, 2-bath residence features warm hardwood floors, beautiful millwork, beadboard accents, and an inviting fireplace. The updated kitchen offers white cabinetry, granite countertops, stainless-steel appliances, and a sunny eat-in area filled with natural light from numerous windows. The flexible floor plan includes a first-floor bedroom and full bath, with two additional bedrooms and a full bath upstairs. Outside, enjoy a serene private seating and relaxing area, mature landscaping, detached garage, shed. A charming opportunity to own a piece of Shoreline history with thoughtful updates and enduring character. Convenient to the West Beach area of Westbrook, shopping, dining and the Elks Club

1010 Boston Post Rd, Westbrook

$499,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206254 MLS

Nestled in a quite and desirable cul-de-sac setting, this well-maintained 4 bedroom, 2 full bath Cape offers a wonderful blend of classic charm, thoughtful updates, and comfortable living. Beautiful hardwood floors flow throughout the home, creating warmth and continuity from room to room. The updated kitchen is both stylish and functional, featuring granite countertops, ample cabinetry, and a gas range perfect for everyday cooking or entertaining. The remodeled first floor full bath adds a fresh, modern touch, while the flexible first floor bedroom provides convenience for guests, or one level living. Upstairs, you'll find three additional bedrooms and a full bathroom offering plenty of space for family, guests, or a dedicated home office. The home's Cape design provides both character and versatility with comfortable living spaces that are easy to make your own. Additional peace of mind comes with a septic system approximately 8 years old . This home offers the privacy and peacefulness many buyers are looking for while providing easy access to everyday amenities. A wonderful opportunity to own a beautifully updated Cape in a quite, inviting setting. Come and see all this home has to offer and call it your new home.

11 Janes Ln, Clinton

$379,900

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24205306 MLS

Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above.

64 Ryan St, Middletown

$369,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206101 MLS

***OPEN HOUSE - Sunday 9/13 12:00-2:00*** Welcome to 6 East Hayes Road-a turnkey, fully refreshed 3-bedroom, 2-full-bath ranch offering effortless single-level living and stylish modern updates throughout. Step inside to a bright interior featuring fresh paint, updated fixtures, windows and pristine finishes. The heart of the home is the beautifully renovated kitchen, outfitted with sleek quartz countertops, a contemporary tile backsplash, modern cabinet hardware, and brand-new stainless steel appliances. Directly adjacent to the kitchen, the comfortable family room showcases newly refinished hardwood floors that bring warmth and classic character to the living space. Down the hall, you will find plush new carpeting extending into all three comfortable bedrooms. The primary suite features a fully remodeled private bathroom complete with a brand-new vanity, custom tile, and modern fixtures. Additional living and storage possibilities await in the expansive walk-out basement, ready for a workshop, fitness area, or recreation space. Flexible heating options-including baseboard electric and kerosene, providing dependable comfort throughout the colder months. Step out onto the newly painted back deck, ideal for outdoor dining, entertaining, or simply enjoying the peaceful, expansive yard. Completely move-in ready with every detail attended to, this home delivers comfort, style, and everyday ease. Schedule your showing today! Agent related.

6 E Hayes Rd, East Hampton

$379,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206199 MLS

FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making everyday living easy and convenient without the need to go up or down. Outside, enjoy new landscaping, a new concrete walkway, and a new back patio, creating a fresh and welcoming exterior. Located close to everything, with easy access to Route 9 and just minutes from Downtown Middletown, you'll enjoy convenient access to shopping, dining, entertainment, and everyday amenities. With so many major improvements already completed, this home is truly move-in ready and turn-key. Just unpack, settle in, and enjoy!

672 E Main St, Middletown

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