Middlesex County Homes with Cape Cod Style

Middlesex County Homes with Cape Cod Style

Welcome to Middlesex County, Connecticut, a hidden gem nestled along the beautiful Connecticut River and the stunning coastline of Long Island Sound. This vibrant region is known for its rich history, charming small towns, and a warm sense of community. Residents enjoy a blend of outdoor activities, cultural experiences, and a strong sense of local pride. With picturesque landscapes, lush parks, and a variety of recreational opportunities, Middlesex County offers a perfect backdrop for those seeking a tranquil yet engaging lifestyle.

One of the architectural delights you’ll find in this enchanting county is the beloved Cape Cod style home. Characterized by their steep roofs, symmetrical facades, and inviting front porches, these homes exude a timeless charm that captivates all who encounter them. Originally designed for the rugged New England climate, Cape Cod homes are not only aesthetically pleasing but also practical, providing a cozy and warm environment for families.

In Middlesex County, you’ll discover a range of Cape Cod homes that blend seamlessly with the natural beauty of the area. These residences often feature open floor plans, hardwood floors, and ample natural light, making them ideal for both relaxation and entertaining. Whether you’re looking for a quaint cottage near the water or a spacious family home nestled in a lush neighborhood, the Cape Cod style offers something for everyone.

Explore the enchanting neighborhoods of Middlesex County, where the charm of Cape Cod homes meets the vibrant lifestyle of Connecticut’s beautiful shoreline. Your dream home awaits!

Newest Middlesex County Homes with Cape Cod Style

1511 Country Club Rd, Middletown
$410,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216990 MLS
Welcome to 1511 Country Club Road, a remarkably versatile property offering 4-bedroom functionality situated on an expansive 1.25-acre parcel on a peaceful, non-through street. A charming entry introduces the main Cape, which features two comfortable bedrooms, a full bath, and an upper loft ready to serve as a home office, recreation room, or potential third bedroom. Seamlessly connected yet private, the dedicated in-law/secondary living quarters boast their own bedroom and an additional loft space currently utilized as a primary suite-ideal for multi-generational living, extended guests, or a dedicated private wing. Peace of mind comes built-in with a brand-new septic system. Outside, the sprawling acre-and-a-quarter grounds provide mature greenery, a fenced-in play/pet area, and boundless room for entertaining, gardening, or outdoor expansion. A rare combination of privacy, acreage, and adaptable living space.

1511 Country Club Rd, Middletown
360 Chauncey Rd, Middletown
$345,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24216264 MLS
Do you love downtown Middletown, but want to live in a quieter area? 360 Chauncey Road is the answer you're looking for! Enjoy what Middletown has to offer while being tucked away in a quiet area. This property offers 3-4 bedrooms, two full bathrooms, hardwood floors, harvey windows and a yard to enjoy. Throughout the home you'll find pockets of character that make it unique; the wood paneling on the ceilings, the bathroom trim, or the covered porch paired with a charming blue door. The eat-in kitchen has plenty of counter and cabinet space, all your needed appliances, and access to the brand new deck. The main floor bedroom is accompanied with a full bath and another potential bedroom, study, rec room, or dining room. Upstairs are the two spacious bedrooms with another full bath and crawl space storage. In the basement you'll find a ton of storage and future expandable space. Enjoy dedicated laundry space & shelving with access to outside. Outside, the back deck overlooks the level yard with plenty of tree cover for the Summer months and offering beautiful views in the Fall. Come check out 360 Chauncey Road and then head downtown to enjoy some of the incredible restaurants and shops Middletown has to offer, or hit the nearby hiking trails at Millers Pond or Crystal Lake! Updates include Brand new 2026 deck, 2021 plastic septic tank, 2022 well pump, 2026 well tank & water softener, 2019 roof, and AO Smith 2021 water heater. Take advantage of this well maintained home!

360 Chauncey Rd, Middletown
368 Bow Ln, Middletown
$399,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217601 MLS
Antique 2-Bedroom Cape with Country Charm, 15+ Acres of Land and Endless Potential! Looking for a home with character, charm, over 15 acres of land, and the opportunity to make it your own? This quaint antique 2-bedroom Cape is nestled in a peaceful country setting, with beautiful views from the front porch and backyard that truly make this property special! This antique home received a new roof in the Spring, but it needs your vision and creativity to make the space your own while exploring its potential. The first floor includes an eat-in- kitchen, a laundry room, a full bathroom, and a bonus room. Upstairs, you'll find two bedrooms and a storage area. The bonus on the main level that could serve as a 1st floor bedroom, office or a library, or simply be considered flex space? Enjoy a peaceful country setting while remaining conveniently close to Route 9, Middlesex Health, Middlesex Community College, Wesleyan University, shopping, and the restaurants and amenities of downtown Middletown. If you're looking for an antique home with character and the opportunity to add your personal touch, this could be the one for you!

368 Bow Ln, Middletown
70 Old Mail Trl, Westbrook
$1,195,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217364 MLS
Experience the charm of coastal living in this beautifully renovated, year-round home with deeded beach access! Built in 2009 and thoughtfully updated, this delightful 4-bedroom, 2-full-bath home offers an exceptional seaside retreat with breathtaking views of the expansive sandy beach directly across the street, complete with beach rights.Inside, bright and inviting living spaces complement a gorgeous new kitchen featuring quartz countertops, a beautifully renovated first-floor full bath, and convenient first-floor laundry. Additional recent improvements include a new heating system, central air conditioning, fresh interior paint, and a new outdoor shower, providing all the comforts of modern living in a relaxed coastal setting. Spend your mornings strolling along the sandy shoreline, afternoons enjoying the water, and evenings unwinding on the spacious deck overlooking the peaceful marsh. Sheltered by Duck Island and the breakwater, the surrounding waters offer endless opportunities for paddleboarding, kayaking, boating, jet skiing, and sailing. Nearby marinas, boat mooring opportunities, bike rides for ice cream, and spectacular coastal sunsets capture the simple pleasures of a quintessential New England beach community.The property also features a garage with generous storage space and additional laundry facilities, perfect for accommodating beach gear, bicycles, and boating essentials. This special property offers the perfect combination of modern amenities and charm!

70 Old Mail Trl, Westbrook
3 Rachel Ln, Essex
$559,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209993 MLS
Prominently set on a desirable corner lot in historic Ivoryton, this custom three bedroom ranch is designed for the way we live today. From the moment you step onto the inviting front porch overlooking park-like grounds you will feel right at home. Move-in ready and offering desirable one floor living, the spacious open floor plan of this unique home features gleaming hardwood floors has been freshly painted throughout the main level. Truly a Chef's delight and the heart of the home is the well-appointed kitchen, featuring rich wood cabinetry, granite countertops, and a center island...perfect for enjoying your morning coffee. The light-filled dining area is ideal for everyday meals or those special occasions and a spacious living room with sliders opens directly to your private backyard retreat. The primary bedroom features a lovely updated bathroom and two well-appointed bedrooms with a shared bath are perfect for guests. The lower level bonus rooms adds an additional 638 sq. ft.and offers endless possibilities such as an in-home office, craft-room, media space or work-out area. A separate laundry area and easy access to the mechanicals will give buyers peace of mind. Ideal for entertaining, there is a casual outdoor dining area and a charming fire pit for gathering with friends and family. A handy garden shed is perfect for all of your storage needs. Whether you are looking for a full time residence or an ideal weekend retreat enjoy all historic Ivoryton has to offer.

3 Rachel Ln, Essex
173-R Foot Hills Rd, Durham
$699,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208228 MLS
Tucked away among the trees on 10.05 acres of peaceful, private land, 173-R Foot Hills in Durham offers a rare opportunity to enjoy the beauty of nature without sacrificing the comforts of home. From the moment you arrive, the charming Cape Cod-style exterior, welcoming front porch, and surrounding woodland create a setting that feels like your own personal retreat. Step inside and you'll find a home filled with warmth, character, and wonderful natural light. Hardwood flooring flows through the main living areas, while the spacious kitchen serves as the heart of the home, offering an abundance of cabinetry, generous counter space, and a large center island that naturally brings everyone together. The kitchen opens into an inviting living area where a fireplace adds a cozy touch, making it an ideal place to gather during the cooler months. French doors lead directly to the back deck, creating a seamless connection between indoor and outdoor living. Whether you're entertaining guests or simply enjoying a quiet evening, the wooded surroundings provide a beautiful backdrop throughout the seasons. Central air conditioning adds comfort during the warmer months. With 4 bedrooms, the primary on the main level, and 3.5 bathrooms, the home offers plenty of flexibility for a variety of living arrangements. A standout feature is the potential in-law suite, complete with its own kitchen, full bathroom, providing additional possibilities for extended living or guests.

173-R Foot Hills Rd, Durham
511 Rte 81, Killingworth
$699,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217578 MLS
Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping into scenes that feel lifted from an old New England painting: the weathered cranberry bog tucked along the edge of the property, the wide-open hay fields swaying in the afternoon sun, and the timeless act of stacking bales in the barn. This is a place where the past lingers in every detail, and the next chapter is ready to be written. With over 700 feet of frontage on Route 81 and the rear acreage backing up to preserved state land, the possibilities here are endless. Imagine restoring this historic farm to its working roots, cultivating crops or raising animals on its fertile ground, or take advantage of its prime location and acreage for a thoughtful development opportunity. Whether you're drawn to its history, its landscape, or its future potential, this property is more than just land, it's a once-in-a-lifetime chance to own a legacy.

511 Rte 81, Killingworth
206 W Elm St, Deep River
$358,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217309 MLS
Brimming with quintessential New England charm, this cozy yet surprisingly versatile Cape Cod offers a unique blend of character, privacy, and natural beauty. Conveniently located near downtown Deep River, neighboring shoreline communities, and local beaches, the property also offers nearby access to state forest trails leading toward Pine Ledge. Originally built in 1950 and relocated to its current setting during the construction of Route 9 in the 1960s, this distinctive home has a history as interesting as its surroundings. Nestled along a lightly wooded hillside on approximately three-quarters of an acre, the home features two bedrooms, a full bathroom with radiant floor heating, a kitchen, dining area, inviting living room with a wood-burning fireplace, and an additional half bath. A bonus space on the main level showcases sweeping views of Pratt Read Reservoir and the surrounding woodlands, offering a peaceful place to enjoy the beauty of New England's changing seasons. The outdoor spaces are equally distinctive, with a secure poultry enclosure, fish pond, play structure, and open lawn area. An upper-level driveway provides access to a secluded picnic area and a second storage shed. Ample parking is available at the main level, while a separate private driveway below the home leads to an enclosed single-car garage, workspace, storage and interior staircase to the main floor of the home.

206 W Elm St, Deep River
9 Magnolia Pl, Middletown
$285,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217261 MLS
Welcome to 9 Magnolia Place, a charming and well-maintained Middletown home offering an impressive list of thoughtful updates inside and out. Tucked along a quiet dead end, this 4-bedroom home combines character, comfort and many of the major improvements buyers appreciate. Recent updates include new kitchen cabinetry, new quartz countertops, sink and faucet, a metal range hood, and fresh interior paint throughout nearly every room, both hallways and the upper staircase. Approximately a year and a half ago, the first 10 feet of the exterior sewer line were replaced, another valuable improvement to the property. Additional improvements over the years include newer vinyl siding with insulation, energy-efficient double-pane replacement windows, a designer front entry door and surrounding structure, added attic/crawl-space and ceiling insulation, and an updated large shower/bath with generous built-in shelving. The home is equipped with an oil-fired Crown heating system, an above-ground oil tank, a newer A.O. Smith water heater and solar panels. The roof features high-performance asphalt shingles, reported by the seller to carry a 50-year rating and designed for winds up to 130 mph, along with updated gutters. Outside, enjoy a partially fenced backyard, storage shed and a wonderful covered rear deck overlooking the yard-a comfortable spot for morning coffee, outdoor dining or simply relaxing. A full unfinished basement with hatchway access provides additional storage

9 Magnolia Pl, Middletown
14 Cinnamon Rdg, Old Saybrook
$625,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24217273 MLS
Photos uploaded!! Available to be shown 10/31 --- NEW LISTING in beautiful Cinnamon Ridge! This OH-SO charming cape set on a picturesque, very private 1+/- acre lot has undergone several wonderful transformations with fresh paint, newer windows, Buderus boiler, newer water heater, newer floors and carpets, along with stunning kitchen and baths with gorgeous cabinetry, granite countertops, stainless steel appliances including a beverage/wine refrigerator. The entry foyer is bright with full-lite front door and skylights, coat closet and new half bath; the front to back family room has a fireplace for cozy fall-time fires and french door to large 40x14 deck; both the dining room (also with french door to deck) and the living room have beautiful hardwood floors. On the second floor is the Primary bedroom complete with it's new personal bath; two additional bedrooms plus the main bath also newly remodeled. Beautiful drive along Cinnamon Ridge with trees laden with fall leaves ... Don't miss this once-in-while opportunity to be in one of Old Saybrook's prime locations - off country roads yet close to all that Old Saybrook has to offer -- town parks, beaches, quaint Main Street, The Kate theater, restaurants, shopping, train station etc.

14 Cinnamon Rdg, Old Saybrook
55 Berkeley Rd, Middletown
$370,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216927 MLS
Welcome to 55 Berkeley Road, a charming New England Cape nestled on a quiet, low-traffic street in Middletown. Offering 3 bedrooms, 1.5 baths, and approximately 1,386 square feet of living space, this inviting home blends classic character with modern updates and a versatile floor plan. The living room features a cozy fireplace, while the formal dining room provides an ideal setting for everyday meals and entertaining. The beautifully updated kitchen boasts quartz countertops, a farmhouse sink, and a subway tile backsplash, combining style and functionality. A main-level bedroom offers added convenience and flexibility, while the partially finished lower level features a spacious family room with a second fireplace that is perfect for recreation, entertaining, or relaxing. Outside, the .32-acre lot provides plenty of room for gardening, outdoor gatherings, and recreation. A detached one-car garage and ample off-street parking add to the home's appeal. Additional highlights include public water and sewer and a convenient location just minutes from Wesleyan University, downtown Middletown's vibrant shops and restaurants, and Route 9. With its timeless Cape Cod charm, thoughtful updates, and desirable location, 55 Berkeley Road is ready to welcome you home!

55 Berkeley Rd, Middletown
11 Kitteridge Hill Rd, Old Saybrook
$679,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216599 MLS
Discover the charm and comfort of this beautifully maintained Cape, ideally situated on a quiet cul-de-sac off School House Road in one of Old Saybrook's desirable locations. Offering over 2,700 square feet of finished living space, this inviting home is just across from The Preserve trail access and moments from Clark Park, making it easy to enjoy nature, recreation, and the outdoors. Inside, gleaming hardwood floors, a spacious living room with a wood-burning fireplace, and a formal dining room create a warm, welcoming atmosphere. The updated kitchen features rich cherry cabinetry and granite countertops and opens to a cozy family room with a Garrison wood stove. Sliders lead to a cedar-paneled three-season room overlooking the private backyard, deck, and patio-perfect for entertaining or relaxing outdoors. Upstairs, the spacious primary suite features an en-suite bath with a custom shower and tons of storage, along with two additional bedrooms and a full bath. The finished lower level offers flexible space for a home office, gym, media room, or additional living area. Thoughtful updates include Andersen replacement windows, newer garage doors, enhanced attic insulation, and ice dam heating cables. Blending classic New England charm, versatile living spaces, and an exceptional location near trails and recreation, this move-in-ready home is a wonderful place to enjoy the best of Old Saybrook living.

11 Kitteridge Hill Rd, Old Saybrook
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