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152 River Street, Middleton
$625,000
3 Beds ⋅ 1 Baths ⋅ 73594802 MLS ⋅ ACTIVE Status
Diamond in the Rough! Welcome to 152 River Street in Middleton. This single-family residence offers 1,215 square feet of living space and presents a unique opportunity to own a home in a desirable location. The interior layout encompasses three bedrooms, full bathroom, large eat in kitchen and living room. Nice screened in porch and bright walk out basement. Outside, the property sits on a 1.14 acre lot. This fixer-upper is waiting for someone to bring it back to life and make it shine again with lots of possibilities for the right buyer. Property is being sold as-is. Septic system has failed. Buyer is responsible for all septic related costs. Buyers are encouraged to conduct their own due diligence. If you are looking for a property with potential and the opportunity to make it your own, this may be the one you have been waiting for.

152 River Street, Middleton

Listing courtesy of Listing Agent: Patti Anne Madden from Listing Office: Doyle Real Estate.
1 Kimberly Lane, Middleton
$1,279,000
3 Beds ⋅ 3 Baths ⋅ 73592688 MLS ⋅ ACTIVE Status
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.
26 Meadow Dr, Middleton
$899,000
3 Beds ⋅ 2 Baths ⋅ 73590551 MLS ⋅ ACTIVE Status
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.
8 Couture Way, Middleton
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 73588240 MLS ⋅ ACTIVE Status
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 5,500+ 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.
11 Currier Rd, Middleton
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 73579992 MLS ⋅ PRICE CHANGED Status
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.
143 Essex Street Unit 143, Middleton
$999,999
3 Beds ⋅ 3 Baths ⋅ 73580043 MLS ⋅ ACTIVE Status ⋅ ['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.
128 Boston Street, Middleton
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 73577566 MLS ⋅ ACTIVE Status
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.
47 East St, Middleton
$1,795,000
5 Beds ⋅ 4 Baths ⋅ 73563129 MLS ⋅ ACTIVE Status
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.
20 East Street, Middleton
$749,000
4 Beds ⋅ 4 Baths ⋅ 73562452 MLS ⋅ ACTIVE Status
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.
15 Hilldale Ave, Middleton
$679,000
2 Beds ⋅ 2 Baths ⋅ 73552573 MLS ⋅ ACTIVE Status
Situated at 15 Hilldale Ave in Middleton, MA, this single family residence, of appx 1408 square feet of living space, plus a screened room and large deck. This property represents a unique opportunity to acquire a residence in a desirable community. The residence encompasses two bedrooms, one on each floor each designed to provide comfort and privacy. Complementing these sleeping quarters are two full bathrooms, The property is further enhanced by a rear lot on Belleview Road for a total of 14444 square feet, providing a great location for an Accessory Dwelling Unit (ADU), or another house lot, subject to Middleton Rules and regulations.

15 Hilldale Ave, Middleton

Listing courtesy of Listing Agent: Rossetti/Poti Team from Listing Office: Coldwell Banker Realty - Lynnfield.
4 Shipley Ct, Middleton
$2,095,000
4 Beds ⋅ 5 Baths ⋅ 73537542 MLS ⋅ ACTIVE Status
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.
15 Erin Way, Middleton
$1,475,000
4 Beds ⋅ 4 Baths ⋅ 73533705 MLS ⋅ ACTIVE Status
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.
13 Highland Rd, Middleton
$695,000
3 Beds ⋅ 2 Baths ⋅ 73529391 MLS ⋅ ACTIVE Status
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.
16 Couture Way, Middleton
$1,724,999
4 Beds ⋅ 4 Baths ⋅ 73515209 MLS ⋅ ACTIVE Status
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.
143 Essex Street Unit 143, Middleton
$999,999
3 Beds ⋅ 3 Baths ⋅ 73509067 MLS ⋅ ACTIVE Status
Single family alternative. Opportunity to own a LUXURY, NEW CONSTRUCTION 3 BEDROOM TOWNHOME FOR UNDER 1 million! SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome. With only 2 units per building, each are end units! 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.
135 Essex Street Unit 135, Middleton
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 73507468 MLS ⋅ ACTIVE Status ⋅ ['The Village At Boston Brook'] BLDG.
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.

135 Essex Street Unit 135, Middleton

Listing courtesy of Listing Agent: Laurie Cappuccio from Listing Office: Classified Realty Group.
137 Essex Street Unit ~, Middleton
$1,175,000
3 Beds ⋅ 3 Baths ⋅ 73507465 MLS ⋅ ACTIVE Status ⋅ ['The Village At Boston Brook'] BLDG.
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.

137 Essex Street Unit ~, Middleton

Listing courtesy of Listing Agent: Laurie Cappuccio from Listing Office: Classified Realty Group.
139 Essex Street Unit 139, Middleton
$1,099,999
3 Beds ⋅ 3 Baths ⋅ 73507459 MLS ⋅ ACTIVE Status ⋅ ['The Village At Boston Brook'] BLDG.
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!

139 Essex Street Unit 139, Middleton

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

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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