Middleton Homes with Colonial Style

Welcome to Middleton, Massachusetts, a charming town nestled in the heart of Essex County. Known for its rich history and picturesque landscapes, Middleton offers a perfect blend of suburban tranquility and vibrant community life. With its close proximity to major highways, residents enjoy easy access to the bustling cities of Boston and Salem, making it an ideal location for both commuters and families seeking a peaceful retreat.

One of the standout features of Middleton is its stunning array of Colonial-style homes. These architectural gems, characterized by their symmetrical facades, gabled roofs, and classic brick or clapboard exteriors, reflect the town's historical roots and timeless elegance. Walking through Middleton, you’ll be captivated by the charm of these homes, often adorned with beautifully landscaped yards and mature trees that provide a sense of privacy and serenity.

Living in a Colonial-style home in Middleton means embracing a lifestyle steeped in tradition. Many of these residences feature spacious interiors with hardwood floors, large fireplaces, and intricate moldings that tell a story of craftsmanship and care. The open floor plans are perfect for family gatherings and entertaining, while the generous outdoor spaces invite you to enjoy the beautiful New England seasons.

Middleton is not just about beautiful homes; it’s also a community filled with parks, recreational activities, and a strong sense of belonging. With top-rated schools, local shops, and friendly neighbors, it’s no wonder that so many choose to call this delightful town home. Come discover the charm of Middleton and find your perfect Colonial-style residence today!

Newest Middleton Homes with Colonial Style

$1,749,000

4 Beds ⋅ 3 Baths ⋅ 73581505 MLS

Set in the desirable Eddington Place neighborhood, 6 Bishop Lane offers an exceptional combination of space, privacy, and effortless indoor-outdoor living. This beautifully maintained Colonial offers approximately 4,444 square feet of living space, with an open and inviting floor plan designed for both everyday living and entertaining. The spacious kitchen flows seamlessly into the expansive family room, creating a natural gathering space with, a serving bar, and direct access to the oversized deck and patio. Generously sized bedrooms feature hardwood flooring, while the private primary suite offers a beautifully updated bath with an oversized steam shower and whirlpool tub. A finished lower level provides flexible space for a media room, gym, playroom, or additional entertaining space. Set on 2.69 beautifully landscaped acres, the property offers a private backyard retreat with an in-ground pool, expansive lawn areas,flowering trees, and multiple outdoor spaces for relaxing and entertaining. The peaceful cul-de-sac setting provides privacy while remaining convenient to shopping, golf, major routes, and highly regarded Masconomet schools. A special Middleton property offering generous living spaces, beautiful grounds, and a lifestyle designed for entertaining and enjoying every season.

6 Bishop Lane, Middleton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$1,199,000

4 Beds ⋅ 3 Baths ⋅ 73579992 MLS

Discover gracious, comfortable living at 11 Currier Road in Middleton, Massachusetts. .Lovingly maintained by its original owners, this center-entrance Colonial, built in 1995 and located in the highly regarded Masco school district, offers approximately 2,500 square feet of versatile living space designed for both everyday comfort and entertaining. The home features four bedrooms, a welcoming living room, dedicated work-from-home spaces, a spacious family room, and a beautifully finished walkout basement. The lower level provides exceptional flexibility—ideal for a home gym, recreation room, hobby space, relaxation, or gatherings with family and friends. Recent improvements provide peace of mind, including a new heating system in 2025, a new roof in 2019, and exterior painting in 2025. Thoughtfully cared for throughout its ownership, the home is move-in ready and offers the opportunity to settle in while making it your own. The walkout basement opens to a generous patio and firepit, creating an inviting outdoor setting for entertaining, summer evenings, or quiet time at the end of the day. The private surroundings add to the home’s sense of comfort and retreat. Warm, well-maintained, and exceptionally versatile, 11 Currier Road is a wonderful place to make this home—and ready for its next chapter. Showing to start Fri 9-25 --- OH Sat 9-26 - 12-1:30 and Sun 9-27 - 12-1:30 All Offers if any due Mon 9-28 by 4:00 PM Allow 24 hours for response but may be quicker. Owner looking for 10-28 closing or sooner. Additional Photos to be added Tues. 9-22

11 Currier Rd, Middleton

Listing courtesy of Listing Agent: Douglas R. Dodge from Listing Office: Coldwell Banker Realty - Lexington.

$1,180,000

4 Beds ⋅ 4 Baths ⋅ 73577566 MLS

Delighted to present 128 Boston Street., a stately center-entrance Colonial in the highly sought-after MASCO School District. Set deep back from the road, this home offers peacefulness, privacy and exceptional curb appeal. A grand marble staircase welcomes you into the bright and open main level featuring a fireplace, formal dining with wet bar, updated kitchen, half bath, breezeway bonus room, and a versatile flex space currently used as a bedroom. Upstairs you will find the show-stopper 460 square foot primary with en-suite bath and Jacuzzi tub - along with two large bedrooms and a full bath - separate shower and tub combo. There's more...fully finished lower level offers in-law or multi-generational space, with an additional full bath, bedroom, living room space and exterior access. Additional highlights include a private fenced in yard, two-bay garage with newly updated doors, freshly painted rear and side exterior and irrigation system. Come see what all the hype is about in Middleton, and treat yourself to ice cream at nearby Richardson's. Homes like this don't come along often in the 01949!

128 Boston Street, Middleton

Listing courtesy of Listing Agent: Nicole Hanlon from Listing Office: Lyv Realty.

$1,200,000

3 Beds ⋅ 3 Baths ⋅ 73575674 MLS

Single family alternative! SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome. Special Financing Opportunity! 5.75% 30-Year Fixed Rate 0 Points w/as little As 5% Down. Featuring a FIRST-FLOOR PRIMARY SUITE complete w/a full en-suite bath, walk-in closet & soaring 8-foot ceilings, plus the convenience of a 1st-FLOOR LAUNDRY. Open-concept main level showcases a dramatic 2-STORY family room w/ gas fireplace, a chef’s kitchen with an oversized island, pantry, GAS range & stainless-stl appliances, all bathed in abundance of NATURAL LIGHT! Hardwood floors throughout. Upstairs you’ll find two generously sized bedrooms, each with double closets, along with a full bath featuring a tub/shower combination. Enjoy peaceful views of Boston Brook from your PRIVATE DEEDED YARD w/sliders to a composite deck. Walk out basement for future expansion! Professionally landscaped grounds, 2- car garage., wired for future electric car, along with maintenance-free exterior & a home warranty complete this stunning town home.

133 Essex Street Unit 133, Middleton

Listing courtesy of Listing Agent: Laurie Cappuccio from Listing Office: Classified Realty Group.

$1,649,000

5 Beds ⋅ 5 Baths ⋅ 73573444 MLS

A rare opportunity in sought-after Ryebrook Estates, offering exceptional privacy, four finished levels, and a three-car garage. Located in Middleton, a charming North Shore community known for its scenic surroundings, small-town feel, and highly regarded Masconomet school system, this home also provides convenient access to major routes, area shopping, dining, and Boston. Inside, soaring ceilings, an open floor plan, abundant natural light, and hardwood floors create an inviting atmosphere. The newly updated 2026 chef’s kitchen is designed for gathering, with quartz countertops and a Thermador five-burner cooktop. The first floor also includes a private office, half bath, laundry room, and new central A/C. Upstairs, the spacious primary suite offers two walk-in closets, along with three additional bedrooms—including one with an en-suite bath—and another full bathroom. Finished in 2021, the top floor provides flexible space for a fifth bedroom, home office, or bonus room, featuring exposed beams and a walk-in closet. Completed in 2022, the expansive lower level includes a game room, den, ¾ bath, and excellent potential for an in-law or guest suite. Surrounded by a custom-designed floral garden, this special property offers an exceptional combination of space, versatility, convenience, and privacy.

22 R Sawyer Ln, Middleton

Listing courtesy of Listing Agent: Elizabeth Smith from Listing Office: Keller Williams Realty Evolution.

$1,289,000

4 Beds ⋅ 3 Baths ⋅ 73567014 MLS

This home is completely transformed and truly move-in ready. This beautifully renovated Colonial combines classic New England charm with the style, comfort and convenience of a newly updated home. Ideally located in Middleton and within the highly regarded Masconomet Regional School District, this home has been thoughtfully redesigned from top to bottom, creating a fresh and sophisticated space ready for its next owners. The beautifully updated interior features 4 spacious bedrooms and 3 full bathrooms, offering plenty of room for comfortable everyday living. At the heart of the home is a stunning new gourmet chef's kitchen, thoughtfully designed for both entertaining and daily life. Fresh finishes and carefully selected details flow throughout, creating a cohesive, modern feel while maintaining the warmth and character of a traditional Colonial. A finished basement provides valuable space with endless possibilities-perfect for a family room, home office, playroom, gym or entertainment area. The transformation continues outside with an impressive list of major improvements, including a new roof, new siding, new windows and new driveway. Updated landscaping enhances the homes curb appeal, while the deck and paved patio create inviting spaces for outdoor dining, entertaining and relaxing. The renovation goes far beyond cosmetic updates. Significant improvements have also been made to the homes new HVAC, plumbing, electrical, and ventilation system, offering the piece of mind that comes with a truly comprehensive renovation. With so many major components already addressed, buyers can enjoy an exclusively renovated home without the time and expense of taking on the work themselves. Private showings upon request.

113 River St, Middleton

Listing courtesy of Listing Agent: George Paone from Listing Office: People's Choice Realty.

$1,795,000

5 Beds ⋅ 4 Baths ⋅ 73563129 MLS

Commanding a distinctive Middleton setting, this iconic New England Saltbox rises above 1.88 acres of sweeping lawns framed by mature specimen trees and historic stone walls. Believed to date to circa 1680, this remarkable post-and-beam Colonial was relocated from Salisbury Square to its present hilltop setting in 1929. Carefully preserved over the decades, the home showcases exceptional period character and early New England craftsmanship. A picturesque shared drive passes an antique barn and classic stone bridge, creating a memorable approach to the property. Interior details include five fireplaces, wide-plank floors, exposed beams, and thoughtful modern updates. A spacious country kitchen opens to sun-filled gathering spaces overlooking the grounds, while five bedrooms, a private office, and a dramatic primary suite with cathedral post-and-beam ceilings provide flexible living space. This distinctive Middleton property combines historic architectural character, expansive grounds, and modern comforts, with convenient access to major highways, Boston, and North Shore destinations. Buyers and buyers’ agents should perform their own due diligence regarding the property’s age, history, features, and any other information material to their purchase decision.

47 East St, Middleton

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.

$799,900

4 Beds ⋅ 4 Baths ⋅ 73562452 MLS

What an amazing opportunity for the savvy investor! Known as the Philip Knight House, this remarkable circa 1753 Colonial era homestead has welcomed generations of stewards for more than 270 years. From Philip Knight to Captain Henry Quiner, the Noyes family of soapmakers, then into a working farm with fruit trees and a working cider mill, and later the beloved Blue Door Bed & Breakfast. Each owner has left a lasting mark, while preserving a piece of Middleton's history. Now, the next chapter is yours to write. Will you restore the original pumpkin pine floors and celebrate its remarkable heritage, or reimagine the property for generations to come? However you envision its future, this is a rare opportunity to leave your mark on one of Middleton's most historic homes. Set on approximately 1.29 bucolic acres, this home currently offers over 3,200 sq ft of living space with 4 beds and 3.5 baths (including a 1 bed/1 bath accessory dwelling), along with an oversized 3 car garage and extended driveway, providing the flexibility to restore, renovate, or reimagine to suit your vision. Original architectural details blend with generations of additions, creating a home that's as unique as its history. Outside, the generous lot offers mature landscaping, open space, and room to enjoy the peaceful surroundings. A commuter's dream, conveniently located minutes from several local highways to Boston or points North, while remaining close to all Middleton has to offer, including MASCO just down the road. Whether you're searching for a one-of-a-kind historic residence or envisioning something entirely new, the setting is every bit as exceptional as the opportunity. Sold "as is where is" with no repairs or improvements to be made. The property, being offered well below assessed value and in it's present condition, is not likely to qualify for financing. As applicable, obtaining Title V is solely BUYER responsibility. Listed in MACRIS historic assets database for Middleton, any significant redevelopment/teardown of the property may be subject to Middleton Building Department and Historical Commission review, and would need to adhere to potential demolition delay by-laws. Buyers should conduct their own due diligence regarding applicable demolition review requirements.

20 East Street, Middleton

Listing courtesy of Listing Agent: Luciano Leone Team from Listing Office: RE/MAX 360.

$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

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.

$1,475,000

4 Beds ⋅ 4 Baths ⋅ 73533705 MLS

Tucked away at the end of a cul-de-sac in one of Middletons most desirable neighborhoods, and bordering over 750 acres of conservation land, this 4,139 sq. ft. home offers a rare combination of privacy, space, and neighborhood living. Featuring 4+ bedrooms and 3.5 baths, the home is designed for both everyday living and entertaining. The spacious kitchen with center island opens to a sun-filled dining area surrounded by windows overlooking the wooded setting. The primary suite includes a private bath and impressive walk-in closet with custom built-ins. Professionally landscaped grounds with a six-zone irrigation system enhance the home's curb appeal. Additional highlights include public water, natural gas heat, central air, a two-car garage, exterior painted in 2025, and a full walkout basement offering excellent storage and future expansion potential. A unique opportunity to own a well-maintained home that combines size, setting, and long-term value. Schedule a private showing today!

15 Erin Way, Middleton

Listing courtesy of Listing Agent: Cudmore and Associates from Listing Office: Century 21 North East.

$695,000

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

Listing courtesy of Listing Agent: Altin Shishko from Listing Office: Coldwell Banker Realty - Westwood.

$1,795,000

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

Listing courtesy of Listing Agent: Brian Reardon from Listing Office: Five Mark Realty Group LLC.

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