Middleton Homes for Sale

Welcome to Middleton, Massachusetts – a hidden gem nestled in Essex County that perfectly blends small-town charm with modern conveniences. Known for its picturesque landscapes, Middleton boasts a rich history and a vibrant community spirit, making it an ideal place to call home.

As you explore this delightful town, you’ll be captivated by its serene surroundings and abundant green spaces. With numerous parks, walking trails, and recreational facilities, Middleton offers a wealth of outdoor activities for families and nature enthusiasts alike. The town is also home to highly-rated schools, ensuring that educational opportunities are at the forefront for families looking to settle down.

Middleton’s real estate market is thriving, with a variety of homes for sale that cater to diverse tastes and lifestyles. From charming colonial houses to contemporary single-family homes, there’s something for everyone. Whether you’re a first-time buyer or searching for your forever home, you’ll find properties that feature spacious layouts, modern amenities, and beautifully landscaped yards – perfect for entertaining or enjoying quiet evenings at home.

The local community is warm and welcoming, with numerous events and activities that foster connections among residents. Enjoy the quaint downtown area, featuring boutique shops, delightful eateries, and community gatherings that make Middleton a vibrant place to live.

If you’re ready to discover your dream home in a town that offers both tranquility and a strong sense of community, Middleton, MA, is waiting for you. Explore the available homes for sale today and take the first step toward a new chapter in this charming New England town!

Newest Middleton Homes for Sale

$699,000

3 Beds ⋅ 1 Baths ⋅ 73598442 MLS

Discover the charm of easy, single-level living in this beautifully maintained 3-bedroom ranch, nestled in one of Middleton’s peaceful residential neighborhoods. Offering the perfect combination of modern updates, comfortable living, and exceptional outdoor space, this home is truly move-in ready! The bright and inviting interior features a spacious, open-concept kitchen with a center island, seating, and brand-new appliances, flowing effortlessly into a welcoming dining area highlighted by a charming fireplace, creating the perfect atmosphere for everyday meals and entertaining. The open layout continues into an impressive living room featuring soaring cathedral ceilings, adding a wonderful sense of space and natural light. The expansive lower level offers an abundance of additional space, including a versatile living area perfect for a family room, home office, gym, or playroom, along with a dedicated workshop area and plenty of room for storage, hobbies, and projects. Step outside to an incredible, level backyard, complete with new fencing that creates a wonderful setting for outdoor gatherings, playground, entertaining, or simply relaxing. A brand-new driveway provides ample off-street parking for multiple vehicles, adding everyday convenience. Recent improvements also include a new septic tank, adding value and peace of mind. Tucked away in a quiet, desirable neighborhood, yet conveniently located near shopping, dining, Route 114, and major highways.

8 Curtis Ave, Middleton

Listing courtesy of Listing Agent: Peter Souhleris from Listing Office: Citylight Realty.

$1,050,000

4 Beds ⋅ 3 Baths ⋅ 73598373 MLS

WELCOME to this beautifully updated MIDDLETON COLONIAL, where thoughtful renovations, modern finishes, and inviting living spaces come together. From the classic curb appeal to the bright, spacious interior, this home offers the perfect balance of style, comfort and functionality. The stunning renovated kitchen is truly the heart of the home, showcasing CUSTOM CABINETRY, quartz countertops, a statement MARBLE RANGE HOOD, an OVERSIZED CENTER ISLAND and an impressive CHEFS OVERSIZED refrigerator and freezer. Designed with both style and entertaining in mind, the kitchen flows beautifully into the inviting dining area and dedicated COFFEE BAR. GLEAMING HARDWOOD FLOORS, abundant natural light, and generously sized living area create an open, airy atmosphere throughout the main level. This ambiance spills into the soaring ceiling family room with plenty of space to snuggle in by the fire. An oversized parlor that can be used as a full size dining room, split between an office and sitting room or left as a huge playroom! The 1st floor laundry room with dreamy DOUBLE WASHER AND DRYERS and a half bath wrap up the 1st floor. A gorgeous staircase makes a striking first impression, adding elegance to the home's welcoming interior. Step inside to a sun-drenched foyer featuring a staircase with natural wood accents, sleek black metal balusters and an open upper-level railing - timeless character that sets the tone for the 2nd floor. Upstairs, spacious bedrooms offer comfortable retreats, including a NEW PRIMARY SUITE WITH CATHEDRAL CEILINGS, glass-enclosed shower with FULL SLAB TAJ MAHAL QUARTZITE WALLS, custom warm wood cabinetry, and a custom black walk-in closet. Second full bath with tub has been updated and enhances the home's appeal. A spacious unfinished basement with high ceilings offers tremendous potential for future expansion, home gym or additional storage. Step outside to enjoy the beautiful backyard and outdoor patio, offering a wonderful extension of the home's living and entertaining spaces. Extensive improvements go well beyond the cosmetics, include a new roof (2025), new construction black windows, updated exterior doors and slider, garage doors, electrical and plumbing improvements including EV CAR CHARGING, well filtration, septic system (2022), irrigation and exterior painting (see list of improvements). Corner lot allows for side-street walks and bus stop access. THOUGHTFULLY DESIGNED and ready for next owners. OFFER DEADLINE MON 11/9 at 12:00pm

141 River St, Middleton

Listing courtesy of Listing Agent: Stephanie Miller from Listing Office: Blue Marble Group, Inc..

$1,258,000

4 Beds ⋅ 3 Baths ⋅ 73597944 MLS

Set on 3.8 acres of private wooded grounds, this stunning Colonial Contemporary combines timeless elegance with modern comfort. A dramatic stone-accented façade, soaring gabled rooflines, and sun-filled interiors create impressive curb appeal. The thoughtfully designed floor plan features an open kitchen with light cherry cabinetry and granite countertops, flowing seamlessly into the spacious family room. Entertain with ease in the formal dining room and fireplaced family room, while enjoying the flexibility of a first-floor home office/guest bedroom or den. An oversized attached two-car garage offers abundant storage and convenience. The home's signature split staircase leads to a private primary suite retreat, while a separate staircase accesses two additional bedrooms and a full bath, providing an ideal layout for family and guests. Central air conditioning with 2 zones , mature landscaping, and a serene natural setting complete this exceptional offering. SHOWINGS BEGIN AT THE OPEN HOUSES SATURDAY & SUNDAY 12 PM-1:30 PM NOVEMBER 7th and 8th

248 Essex St, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.

$829,000

3 Beds ⋅ 2 Baths ⋅ 73593436 MLS

OPEN HOUSE IS CANCELLED. OFFER HAS BEEN ACCEPTED. Tucked at the end of a cul-de-sac, this spacious 3-bedroom, 1.5-bath Ranch checks so many boxes. An open floor plan, fireplaced living room, hardwood floors, central AC, and a 2-car garage are just some of the features that make this home stand out. Step outside to a large two-tier deck overlooking the spacious yard, perfect for enjoying the outdoors. Set in the growing and evolving community of Middleton, one of the three Tri-Town communities of Middleton, Boxford, and Topsfield, and part of the Masconomet Regional School District. A wonderful opportunity to live in Middleton and enjoy all this community has to offer. Showings begin Saturday & Sunday, 12:00–1:30 PM. Do NOT walk the property unless accompanied by listing broker. See Offer Instructions.

10 Overbrook Rd, Middleton

Listing courtesy of Listing Agent: Joyce Sullivan from Listing Office: Serhant.

$1,279,000

3 Beds ⋅ 3 Baths ⋅ 73592688 MLS

Situated on a corner lot, this Colonial features an open floor plan, custom millwork, and hardwood floors. The main level offers 9-foot ceilings and a living room with a gas fireplace that flows into the dining area and kitchen. White shaker cabinetry, KitchenAid stainless steel appliances, a gas range with chef’s hood, Calacatta quartz countertops, and a 9-foot center island highlight the kitchen. Upstairs are three bedrooms, a full hall bath, a versatile bonus room, and a laundry room. The primary suite includes a sitting area, two walk-in closets, and a private bath with a marble shower, soaking tub, and double vanity. An unfinished walk-up attic and unfinished walkout basement offer potential for future expansion. Additional features include central air, an attached two-car garage, and driveway parking for up to five vehicles. Conveniently located near Routes 1 and 114, I-95, Northshore Mall, and Richardson’s Ice Cream.

1 Kimberly Lane, Middleton

Listing courtesy of Listing Agent: Emma Fula from Listing Office: Charlesgate Realty Group, llc.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73590551 MLS

Impressive 1867+- square foot Split Entry Renovation in highly desirable Brigadoon Village in Middleton, MA. You will find a versatile layout with many options. The only thing you need to do is move in. Wonderful brand new kitchen with quartz countertops and breakfast Island. Sunny, bright open concept flows into the living room and dining room with hard wood floors. Spacious, well-lit 14x16 office with vaulted ceilings, skylights with sliders to an entertainment worthy 15x20 new composite deck overlooking large 15,002+- square foot yard. 8 rooms,3 bedrooms, 2 full bathrooms, Family Room & separate 9x9 laundry room in the lower level. The 22x13 Family Room would make an amazing Primary Bedroom with En Suite Bathroom. Central a/c and 1 1:30 PM.6x23 garage with new double driveway. Convenient, large (14x16) enclosed storage room under the office. Pictures with Furniture are Virtually Staged. Get ready to make 26 Meadow Drive your new Address.

26 Meadow Dr, Middleton

Listing courtesy of Listing Agent: Gary Blattberg from Listing Office: RE/MAX Beacon.

$2,300,000

4 Beds ⋅ 5 Baths ⋅ 73588240 MLS

Luxury New Construction in Middleton’s Prestigious Couture Way. Crafted with exceptional attention to detail and designed for today’s modern lifestyle, this stunning custom-built colonial offers over 5,700+ sq ft of refined living space with 4 spacious bedrooms, 4.5 baths, and an oversized 3-car garage. A thoughtfully curated floor plan blends elegance and functionality, featuring a designer chef’s kitchen that opens seamlessly to an expansive dining area and sun-drenched fireplaced family room—perfect for entertaining and everyday living. The main level also offers a private office, walk-in pantry, and mudroom for effortless organization. Upstairs, the luxurious primary suite serves as a true retreat with spa-inspired bath and oversized walk-in closet, while generously sized secondary bedrooms offer en-suite and Jack-and-Jill bath layouts for ultimate comfort. Enjoy even more versatile living space with a finished basement and finished attic, ideal for a media room, gym, playroom, guest retreat, or additional home office. Ideally set in one of Middleton’s most coveted neighborhoods, this rare offering combines timeless architecture, superior craftsmanship, and luxury finishes throughout—an extraordinary opportunity to personalize your dream home.

8 Couture Way, Middleton

Listing courtesy of Listing Agent: Karshis & Co. from Listing Office: Serhant.

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 73579992 MLS

This property will only be available until November 10, 2026. 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.

11 Currier Rd, Middleton

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

$999,999

3 Beds ⋅ 3 Baths ⋅ 73580043 MLS ⋅ ['The Village At Boston Brook'] BLDG.

Opportunity to own a NEW CONSTRUCTION 3 BEDROOM TOWNHOME FOR UNDER 1 million! (Ask about our Special Financing Opportunity!) SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome. Thoughtfully designed w/no expense spared, this highly sought-after floor plan features 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.

143 Essex Street Unit 143, Middleton

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

$1,199,900

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. Everything in this house was done in 2026..Very Motivated Seller. Owner is willing to entertain a best over!

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.

$749,000

4 Beds ⋅ 4 Baths ⋅ 73562452 MLS

No tricks, just a $50K treat! 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.

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