Middlesex County Real Estate

Welcome to Middlesex County, Connecticut – a hidden gem nestled along the picturesque Connecticut River, where charming small towns and vibrant communities come together to create an inviting atmosphere for residents and visitors alike. With its rich history, stunning natural beauty, and a plethora of recreational activities, Middlesex County is an ideal location for those seeking a balanced lifestyle.

Middlesex County is home to a diverse array of towns, each with its own unique character. From the historic streets of Middletown, where you can explore the eclectic shops and enjoy a meal at one of the many local eateries, to the serene landscapes of Essex, known for its quaint waterfront and stunning colonial architecture, there's something for everyone. The county is also known for its excellent schools, making it a fantastic place for families to settle down.

Outdoor enthusiasts will revel in the abundance of parks, hiking trails, and waterfront activities available in Middlesex County. The Connecticut River offers opportunities for boating, fishing, and kayaking, while the nearby state parks provide scenic trails for hiking and biking. In the fall, the foliage transforms the landscape into a breathtaking tapestry of colors, creating the perfect backdrop for outdoor adventures.

Culturally rich, Middlesex County hosts a variety of events and festivals throughout the year, celebrating everything from local art to seasonal harvests. With easy access to major highways and proximity to Hartford and New Haven, commuting is a breeze, allowing residents to enjoy the tranquility of suburban life while remaining connected to urban conveniences.

Discover the charm of Middlesex County, where community spirit thrives, and every day offers a new opportunity for exploration and connection. Your dream home awaits in this enchanting corner of Connecticut!

Newest Listings in Middlesex County

$625,000

4 Beds ⋅ 3 Baths ⋅ 24195900 MLS

Warm, welcoming, and designed with both comfort and entertaining in mind, this 4-bedroom, 2.5-bath home sits on 2.11 acres in East Haddam and offers plenty of space to enjoy inside and out. A desirable first-floor primary suite features a walk-in closet and private bath with a glass-enclosed shower and bidet, creating a comfortable retreat. At the heart of the home is the large eat-in kitchen, offering plenty of room to gather for everyday meals or entertain family and friends. A wood stove in the living room adds warmth and character, creating an inviting space to relax during the cooler months. Outdoor living extends across a two-story deck, providing multiple spaces for dining, entertaining, or simply taking in the peaceful surroundings. Unwind in the hot tub and enjoy the privacy and possibilities that come with over two acres. Recent improvements add even more value and peace of mind, including a paved driveway, vinyl siding, replaced well pump and water tank, upgraded larger-capacity water softener, 200 amp electrical box with generator switch and gutter guards. Offering a first-floor primary suite, generous gathering spaces, thoughtful updates, and over two acres to enjoy, this East Haddam home combines comfort, functionality, and a relaxed country setting.

247 Clark Hill Rd, East Haddam

$399,900

3 Beds ⋅ 3 Baths ⋅ 24196048 MLS

Welcome to this well-maintained 3-bedroom, 2.5-bath raised ranch offering comfort, style, and plenty of space for everyday living and entertaining. The home features new flooring throughout, adding a fresh, modern feel to every room, along with a brand-new furnace for added efficiency and peace of mind. Enjoy the bright sunroom, or step outside to the beautiful deck overlooking a private, peaceful backyard-perfect for relaxing or hosting family and friends. The property also includes a storage shed and an attached two-car garage, providing ample space for vehicles, tools, and outdoor equipment. Inside, the inviting living room is warmed by a cozy wood-burning stove, while the finished lower level offers additional living and entertaining space complete with a fireplace, making it an ideal family room, recreation area, or private retreat. With its thoughtful updates, generous living space, and desirable amenities, this move-in-ready home is a wonderful opportunity you won't want to miss. More pictures coming.

545 Little City Rd, Haddam

$342,000

2 Beds ⋅ 1 Baths ⋅ 24196110 MLS

Welcome home to this charming ranch nestled on a beautifully landscaped, level .52-acre lot in the desirable Rockfall section of Middlefield. Offering the convenience of one-level living with room to grow, this home features gleaming hardwood floors, a welcoming living room with a classic fireplace and custom built-ins, and an updated eat-in kitchen with granite countertops, stainless steel appliances, rich wood cabinetry, tile backsplash, recessed lighting, and plenty of workspace. The screened porch is the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard, while the covered patio creates an ideal space for outdoor dining and entertaining. The fenced yard offers room for pets, gardening, or play, all surrounded by mature trees for added privacy. Two generously sized bedrooms and a full bath complete the main level. Looking for additional space? The walk-up attic offers exciting potential for future expansion, while the partially finished lower level is perfect for a family room, home office, gym, or hobby space. An under-house garage provides additional storage, and the Generac whole-house generator offers year-round peace of mind. Conveniently located just minutes from Lyman Orchards, Powder Ridge, Wadsworth Falls and everything Middlefield has to offer, with easy access Washington St and commuter routes. Whether you're starting out, downsizing, or simply looking for one-level living, this home is ready to welcome you

88 Peters Ln, Middlefield

$600,000

4 Beds ⋅ 4 Baths ⋅ 24178710 MLS

Exceptional 4 bedroom, 3.5 bath Split Level offering over 2,800 sq ft of beautifully maintained living space, perfectly situated on a quiet cul-de-sac in one of Middletown's desirable neighborhoods. Conveniently located just minutes from vibrant Main Street Middletown, you'll enjoy easy access to popular restaurants, shops, local amenities, & major highways for an effortless commute. The heart of the home is the spacious kitchen featuring a large center island, ideal for entertaining & gathering w/ family & friends. Hardwood floors flow throughout the home, leading to a dramatic living room w/ vaulted ceilings & a cozy gas fireplace. A formal dining room provides the perfect setting for holiday gatherings & special occasions. The expansive primary suite features vaulted ceilings, a walk-in closet w/ convenient laundry, & a luxurious ensuite bath complete w/ a soaking tub, separate shower, & double vanity. Three additional generously sized bedrooms include one w/ a private full bath, while a second full hallway bath serves the remaining bedrooms. Outdoor living is equally impressive w/ a large deck featuring an awning & propane hookup for grilling. The backyard is designed for summer enjoyment w/ an inground pool surrounded by brick pavers & a pool house for storage. The partially finished walk-out basement provides additional living space, 1/2 bath, & direct access to the pool area. Continued ...

51 Snipes Ter, Middletown

$599,000

3 Beds ⋅ 2 Baths ⋅ 24192472 MLS

Custom Contemporary Ranch set on 14.43 ACRES abutting Roaring Brook Reserve! * Hikers * Hunters * Nature Enthusiasts *! You don't even need to leave your porch to be immersed in your own natural enclave. This home features an open floor plan with stone fireplace, vaulted ceilings, beams, recessed lighting, finished loft area & a sunroom nook. The interior has been freshly painted and the back deck newly refurbished plus there is an expandable unfinished attic. Roaring Brook meanders along the back boundary of the property and there are trails that lead down to it - or create your own new ones! Lots of beautiful classic New England stone walls are on the property along with a 24'X24' barn which offers a multiplicity of uses. Property currently classified in open space. Serene and tranquil setting in Hadlyme!

92 Clark Hill Rd, East Haddam

$625,000

3 Beds ⋅ 2 Baths ⋅ 24195242 MLS

Cavanaugh & Company is proud to present 46 Powder Hill Road, a beautifully maintained Center Hall Colonial home in one of Middlefield's most desirable neighborhoods. Designed for both everyday living and entertaining, this exceptional home features a bright, open first floor with newly refinished hardwood flooring, spacious living areas, and a beautifully appointed kitchen complete with granite countertops, premium stainless steel appliances, and a center island. The family room offers built-ins, a gas fireplace, and access to a back patio equipped with a Weber grill. This level also includes a living room with a large wood-burning fireplace and custom screen, a fully remodeled bathroom with high-end features, and an inviting sunroom with private views of nature and professionally landscaped gardens. The second floor features three generously sized bedrooms and a fully remodeled, luxury bathroom with heated flooring. For your safety and convenience, the property also comes equipped with a generator. This home is conveniently located just minutes from downtown Middletown, Wesleyan University, shopping, dining, parks, golf courses, and major highways.

46 Powder Hill Rd, Middlefield

$300,000

24196088 MLS

This is a rare opportunity in the midst of Connecticut's current housing shortage. The property is adjacent to the Fox Hopyard Golf Club. With convenient access to Route 2 and Route 9, reaching major highways is easy.

Norwich Salem Rd, East Haddam

$1,440,000

24192570 MLS

Available for the first time in nearly 90 years, this exceptional 12 ACRES represents one of the very last large tracts of undeveloped land in the water community of Westbrook. The property features a striking combination of 8+ level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. The flat acreage provide an unobstructed southern view of 9 acre Lake Louise & borders the protected land of both Essex & Westbrook Land Trusts. Location & accessibility are unmatched. With 379 feet of clear-line frontage on Route 153, the parcel is positioned perfectly midway between I-95 & Route 9, just minutes to the Old Saybrook/Westbrook Amtrak & Shoreline East train station for seamless travel from Boston, New York & beyond. A local civil engineer believes the site is primed for high-yield development. The property offers remarkable flexibility: a possible 3-4 substantial luxury residential lots or leveraging under CT Affordable Housing Law 8-30g to constructa high-density multi-unit complex ranging from 33 units to perhaps 100 units, mirroring successful transit-oriented development nearby. The land is also believed to have substantial on-site topsoil & gravel reserves for immediate asset value. NOTE This sale is contingent upon an adjoining actively listed for sale 20 acre parcel in Essex, owned by the same owners being sold individually, if not together. See related MLS numbers.

Essex Road, Westbrook

$2,120,000

24192566 MLS

Available for the first time in nearly 90 years, this exceptional 20.8 ACRES represent one of the very last large tracts of undeveloped land in historic Essex, widely celebrated as one of America's "Best Small Towns." The property features a striking combination of 8.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. & borders the protected land of both Essex & Westbrook Land Trusts. Location & accessibility are unmatched. Boasting over 800 feet of clear-line frontage on Route 153, the parcel is positioned perfectly midway between I-95 & Route 9, just minutes to the Old Saybrook/Westbrook Amtrak/Shoreline East train station for seamless travel from Boston, New York & beyond. Soil tested for water & drainage, a local civil engineer indicates the site is primed for high-yield development. The property offers remarkable flexibility: a possible 3-6 substantial luxury residential lots or leveraging under CT Affordable Housing Law 8-30g to construct a high density multi-unit complex ranging from 33 units to perhaps 100 units, mirroring successful transit-oriented developments nearby. The land is also believed to have substantial on-site topsoil & gravel reserves for immediate asset value. NOTE This sale is contingent upon an adjoining actively listed 12+ acre parcel in Westbrook, owned by the same sellers, being sold individually, if not together. See related MLS numbers.

Westbrook Road, Essex

$1,350,000

3 Beds ⋅ 4 Baths ⋅ 24196036 MLS

A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a waterfall element & circular drive. The home's facade showcases board & batten siding, stone & striking black windows, gutters & trim. A covered front entry with a custom-built on-site front door & oversized 10-ft garage doors complete the curb appeal. Inside, every detail has been carefully designed & executed. Custom paneled walls conceal hidden features, including a discreet foyer closet & a hidden half bath accessed through the paneling along w/built-in storage for convenience. The open-concept living space is breathtaking, highlighted by soaring ceilings, exposed beams & a stunning central fireplace that anchors the home. The chef's kitchen is both beautiful & functional, featuring high-end cabinetry, a farmhouse sink, a large center island w/waterfall quartz edges & additional storage below. 1 wing of the home includes 2 guest bedrooms, a full bath & a cleverly enclosed laundry area finished walnut, keeping it completely out of sight. The primary suite offers a luxurious bath w/a walk-in shower, double vanities, walk-in closet, & a unique double-seater, lay-down soaking tub.

145 Monarca Dr, Middletown

$339,900

2 Beds ⋅ 1 Baths ⋅ 24195937 MLS

Beautiful Home walking distance to CT River. Fully renovated in 2025

7 Oakum Dock Rd, East Hampton

$435,000

3 Beds ⋅ 2 Baths ⋅ 24192346 MLS

Welcome home to this beautifully maintained 3-bedroom, 2 full bath ranch, perfectly set on nearly an acre (0.94 acres) of professionally landscaped, lightly wooded grounds. Built in 1972 and offering 1,333 square feet of thoughtfully laid-out living space, this single-level home is designed for easy, comfortable living. Step inside to a bright living room with a cozy fireplace, flowing into an eat-in kitchen with sliders that open directly to a deck - ideal for morning coffee or evening entertaining. A versatile den or dedicated office round out the main level, offering flexibility for work-from-home life, guests, or growing families. The primary bedroom features an attached full bath, while a second full bath serves the additional bedrooms. Outside, the fenced, sloping lot offers privacy and space to roam, complete with a patio, storage shed, and mature landscaping. A private, paved driveway provides ample off-street parking. This home is equipped with an efficient heat pump system, central air, thermopane windows, a fireplace insert, and a programmable thermostat - combining comfort with energy savings. Water and septic are private, keeping utility costs low. Tucked into a quiet East Hampton neighborhood, you're just moments from Lake Pocotopaug and local parks, with easy access to area schools and everyday conveniences. Don't miss this rare opportunity to own nearly an acre in one of East Hampton's most desirable settings. Schedule your showing.

165 Colchester Ave, East Hampton

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