Middlesex Homes for Sale

Welcome to Middlesex County, Connecticut – a hidden gem nestled in the heart of New England! Known for its picturesque landscapes and vibrant communities, Middlesex County offers a unique blend of small-town charm and modern amenities. With its rich history, diverse recreational opportunities, and a strong sense of community, it’s no wonder that this area is a sought-after destination for homebuyers.

Middlesex County is home to a variety of charming towns, each with its own distinct character. From the scenic waterfront views of Old Saybrook to the historic charm of Middletown, residents enjoy a lifestyle that balances tranquility with access to urban conveniences. The county boasts excellent schools, beautiful parks, and a plethora of dining and shopping options, making it perfect for families, young professionals, and retirees alike.

For those looking to buy a home, Middlesex County has an impressive selection of properties for sale. Whether you’re in the market for a cozy cottage, a contemporary condo, or a spacious family home, you’ll find a range of options to suit your needs. Many homes feature beautiful outdoor spaces, ideal for entertaining or simply enjoying the serene surroundings. With an array of price points and styles, there’s something for everyone in this vibrant community.

Explore the charm of Middlesex County and discover your dream home today! With its welcoming neighborhoods and rich local culture, you’ll find that this area is not just a place to live, but a place to thrive. Don’t miss out on the opportunity to be part of this wonderful community!

Newest Middlesex Homes for Sale

$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

$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 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. The sloping lot, with a partially fenced yard, offers privacy and space to roam, complete with storage shed, and mature landscaping. A private, paved driveway provides ample off-street parking. This home is equipped w/an EnergyStar Whole House electric 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

$320,000

2 Beds ⋅ 1 Baths ⋅ 24194847 MLS

Charming Seasonal Getaway at Lake Hayward! Meticulously maintained and completely move-in ready, this 846 sq. ft. seasonal cottage offers the ideal layout for effortless lake living and weekend retreats. The heart of the home is an oversized living and dining area anchored by a cozy propane fireplace-perfect for crisp mornings or chilly evening gatherings. Surrounding the main living space are two spacious bedrooms with generous closets, an updated kitchen, and a refreshed full bath. Step outside to enjoy seamless indoor-outdoor living on the 24' x 9' enclosed porch, ideal for summer dining and entertaining. Sliding glass doors lead directly to a large deck overlooking the peaceful backyard, while a garden shed complete with electricity provides convenient extra storage for all your lake gear. As part of the Lake Hayward Association, you'll enjoy access to four sandy beaches, watersports, tennis and pickleball courts, and a community pavilion with events for the whole family. A peaceful, serene lifestyle awaits-reach out today to make this inviting property your ultimate summertime sanctuary!

134 Longwood Dr, East Haddam

$309,000

3 Beds ⋅ 2 Baths ⋅ 24194943 MLS

Move right in! 34 Franklin Street is a well-cared-for Middletown split-level offering 3 bedrooms, 1 fully renovated bath, and 966 sq ft of comfortable living. Highlights include hardwood flooring, an eat-in kitchen with sliders to a huge covered deck, and a spa-style bathroom with a walk-in shower, built-in seat, and skylight. Outside, enjoy a private, fenced 0.16-acre yard with mature trees and a storage shed - plenty of room to garden, play, or entertain. Forced-air heat, central air, and durable vinyl siding keep maintenance simple. Zoned for Farm Hill Elementary (0.5 mi) and Woodrow Wilson Middle School, with quick access to downtown Middletown and major routes. Priced to move and ready for its next owner - schedule a showing today.

34 Franklin St, Middletown

$394,500

3 Beds ⋅ 2 Baths ⋅ 24195917 MLS

Welcome to 45 Annette Place! This beautifully maintained home is truly move-in ready and has so much to offer. The updated kitchen features granite countertops, stainless steel appliances, and recessed lighting, creating a bright and modern space. Hardwood floors flow throughout the living room and bedrooms, adding warmth and timeless appeal. The partially finished basement provides additional living space and is complete with a cozy pellet stove-perfect for relaxing year-round. Need room for vehicles, hobbies, or storage? The impressive 3-car garage offers endless possibilities. Outside, you'll be welcomed by beautifully landscaped grounds that add exceptional curb appeal and create a wonderful outdoor setting to enjoy. This is a home you'll be proud to own!

45 Annette Pl, Middletown

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