Middleton Homes with Colonial Style

Welcome to Middleton, Massachusetts—a charming town nestled in Essex County that perfectly blends suburban tranquility with rich historical charm. With its picturesque landscapes, friendly community, and convenient location, Middleton is an ideal place for families and individuals looking to settle down in a serene environment while still being close to urban amenities.

One of the standout features of Middleton is its stunning collection of Colonial-style homes. These timeless residences echo the elegance of America’s past, often featuring classic architectural elements such as gabled roofs, symmetrical facades, and inviting front porches. The Colonial homes in Middleton not only exude character but also offer spacious layouts, making them perfect for both entertaining and everyday living. Many of these homes are set on generous lots, providing ample outdoor space for gardening, play, or simply enjoying the beautiful New England seasons.

Living in Middleton means embracing a lifestyle filled with community spirit and outdoor activities. The town is surrounded by lush parks and conservation areas, perfect for hiking, biking, and family picnics. With a strong sense of community, residents often come together for seasonal events, farmers' markets, and local festivals that celebrate the town's heritage.

Whether you’re drawn to the historical charm of Colonial architecture or the welcoming atmosphere of a close-knit community, Middleton offers a unique blend of both. Explore the possibilities of making this delightful town your new home, where history meets modern living in the heart of Essex County.

Newest Middleton Homes with Colonial Style

$749,900

3 Beds ⋅ 3 Baths ⋅ 5101579 MLS

Welcome to this beautifully maintained and thoughtfully updated country-chic Colonial, perfectly situated on 5 private acres in Middleton, NH. Offering 3 bedrooms, 3 bathrooms, and over three levels of finished living space, this move-in-ready home seamlessly blends timeless charm with modern updates. Step inside to an inviting open-concept first floor designed for both everyday living and entertaining. The updated kitchen features stainless steel appliances, abundant cabinetry, and flows effortlessly into the dining area and cozy living room, where a gas fireplace creates the perfect gathering space. A spacious formal dining room, first-floor laundry, and convenient half bath complete the main level. Upstairs, the primary suite offers a peaceful retreat with a walk-in closet and an updated en-suite bath featuring a walk-in shower. Two additional generously sized bedrooms and another full bathroom provide comfortable accommodations for family and guests. The finished third floor offers two versatile bonus rooms ideal for a home office, playroom, fitness area, media room, or guest space. The partially finished lower level provides even more flexibility for recreation, hobbies, or additional living space. Outside, enjoy the privacy and beauty of five acres while taking advantage of the oversized two-car garage and expansive yard with endless possibilities for outdoor entertaining, gardening, or simply enjoying the peaceful country setting. Beautifully updated, meticulously cared for, and offering exceptional space inside and out, this home is truly turn-key and ready for its next owners to move right in and enjoy.

10 Partridge Dr, Middleton

$1,199,900

4 Beds ⋅ 4 Baths ⋅ 73550112 MLS

Welcome to this beautifully appointed 4/5-bedroom colonial, offering the perfect blend of modern comfort and timeless style. The open-concept main level is ideal for everyday living and entertaining, featuring a gourmet kitchen with rich natural cherry cabinetry, generous workspace, and seamless flow into the dining and living areas. Smart-home features, including keyless entry and smart utility controls, provide everyday convenience, while solar panels and a Tesla EV charger add energy efficiency. Enjoy a tree-lined front yard offering privacy and a spacious backyard patio perfect for relaxing or hosting family and friends, and offers producing fruit trees. Just moments from Middleton Pond, you'll enjoy easy access to kayaking, fishing, scenic walks, and the natural beauty of the area. A wonderful opportunity to own a move-in ready home in one of Middleton's most desirable locations, close to downtown and easy access to major routes, right in the MASCO school district.

77 Boston St, Middleton

$2,160,000

4 Beds ⋅ 5 Baths ⋅ 73537542 MLS

Welcome to 4 Shipley Court, where nearly 5,000 sq ft of living space is paired with a backyard built for entertaining. The centerpiece of the property is a resort-like outdoor retreat featuring a Heated Saltwater Pool with custom water features, Jacuzzi, Outdoor Bar, Built-In Stone Fireplace, expansive stone patios, Bose Speaker System, and mature landscaping that creates exceptional privacy. Inside, the home offers 4 bedrooms, 5 bathrooms, a dramatic two-story family room with a floor-to-ceiling stone fireplace, hardwood flooring, and a custom kitchen featuring Russo cabinetry, granite countertops, pot filler, Viking range, and Thermador double wall ovens. The spacious primary suite includes a custom walk-in closet and oversized bath. A stone front exterior, 3-car garage, and thoughtfully designed spaces throughout make this a home equally suited for everyday living and unforgettable gatherings.

4 Shipley Ct, Middleton

$1,249,000

4 Beds ⋅ 3 Baths ⋅ 73535951 MLS

American Dream Home! 4BR/2.5BA home with 2 car garage in desirable Middleton. This home borders conservation land which offers the utmost of privacy! Some of the homes features include, open deck and 3 season porch, walk-out basement ripe to be finished, large Family Room with fireplace, newer kitchen with ss appliances and granite countertops and custom made cherry cabinets. First floor Laundry room is convenient to the LR, DR, Eat In Kitchen, Family Room and Sun Room! The second floor boasts 4 bedrooms including large Primary Suite with walk in closet and private bathroom. Full staircase to attic can be easily finished since prepped for h/c water, drain, and wall vacuum. 4 zone FHW heat, 2 zone A/CWall units. Central vacuum on each level with 3 hoses. 8 zone irrigation system. Remote controlled wired alarm system. Automatic exterior lighting. New Roof! DON'T MISS OUT! SHOWINGS BEGIN IMMEDIATELY!

17 James Ave, Middleton

$1,649,900

5 Beds ⋅ 5 Baths ⋅ 73533321 MLS

A rare offering in Ryebrook Estates, with privacy, four levels of living, and a three-car garage. Enjoy access to the highly rated Masconomet school system with easy access to Boston. This stunning home offers vaulted ceilings, an open floor plan, natural light, and hardwood floors. The updated 2026 chef's kitchen is designed for gathering and is highlighted by a Thermador 5-burner cooktop and quartz countertops. The first floor includes an office, a half bath, a laundry room, and a new A/C system. Upstairs, the primary suite has 2 walk-in closets. Three more bedrooms (one with an en-suite bathroom) and a third bathroom complete this level. In 2021, the attic was finished for a potential 5th bedroom or study with exposed wood beams, a walk-in closet, and flexible bonus space. In 2022, the lower level was finished and features a huge open layout, 3/4 bathroom, game room, and den. Offering exceptional privacy and a custom-designed floral garden, this is where your next chapter begins.

22 Sawyer Ln, Middleton

$699,000

3 Beds ⋅ 2 Baths ⋅ 73529391 MLS

Discover a perfect and classic New England charm. An exceptional value and opportunity, in the sought-after community of Middleton! First level offers a kitchen, one bathroom and an open space living with a combination of immense natural light and hardwood floors. Upstairs are three full sized bedrooms and one bathroom! The detached and heated 3-bay garage offers endless possibilities, ideal for in-law setup, or any extended living, including conversion or a full ADU! Conveniently located in the award winning Masconomet School District, minutes away from downtown Middleton, but also tucked away and private! Easy access to highways with convenience to all shopping and rail trail for beautiful walks. Perfect for entertaining with privacy.

13 Highland Rd, Middleton

$1,849,999

4 Beds ⋅ 4 Baths ⋅ 73515209 MLS

Welcome to 16 Couture Way in the highly desirable Northeast River Estates! This beautifully designed home offers an open floor plan perfect for everyday living and entertaining. The spacious kitchen features high-end appliances, a second prep sink, oversized walk-in pantry, and abundant cabinetry, flowing seamlessly into the great room with a gas fireplace. A separate bonus room off the main living area offers flexible space for a playroom, office, or media room. Elegant arched entryways lead into the formal dining room, adding timeless character throughout. The expansive primary suite features cathedral ceilings, a sitting area, two oversized walk-in closets, and a luxurious primary bath with heated floors. Convenient second-floor laundry and a walk-up attic provide excellent storage and functionality. Enjoy the spacious backyard complete with a patio and large side yard, perfect for entertaining and outdoor activities.

16 Couture Way, Middleton

$2,295,000

4 Beds ⋅ 5 Baths ⋅ 73472423 MLS

Welcome to 12 Couture Way in the prestigious Northeast River Estates. This beautiful 4-bedroom, 4.5-bath home offers luxury living with thoughtful design throughout. A grand entryway welcomes you into sun-filled spaces highlighted by wide-plank white oak flooring. The dining room features a custom dry bar with a wine fridge, perfect for entertaining. The chef’s kitchen boasts a 9+ foot oversized island, premium appliances, and a walk-out door to the rear patio for seamless indoor-outdoor living. The great room displays soaring ceilings over 20 feet high and a dramatic fireplace ideal for gatherings. Upstairs offers generously sized bedrooms, a laundry room with sink, and a luxurious primary suite complete with a walk-in closet and spa-like bath featuring a soaking tub, walk-in shower, and abundant natural light. The finished basement provides flexible bonus space, while the walk-up attic offers even more storage or potential additional living space. Grass/landscaping digitally enhanced

12 Couture Way, Middleton

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