Middleton, MA Homes for Sale

Advanced Search Market Reports Home Value Connect

Discover the charm of Middleton, Massachusetts, a quintessential New England town offering a blend of serene residential living and convenient access to local amenities. This inviting community is known for its tree-lined streets, well-maintained neighborhoods, and a strong sense of community, making it a desirable location for families and individuals alike. Explore the real estate options available, ranging from classic colonial homes to modern constructions, each providing a unique opportunity to settle into this welcoming town.

Beyond its beautiful homes, Middleton boasts a wealth of local attractions and recreational opportunities. Enjoy the tranquility of nearby lakes and conservation areas, perfect for outdoor enthusiasts seeking hiking, fishing, and boating adventures. A variety of local shops and restaurants provide residents with convenient access to everyday necessities and dining experiences. Furthermore, Middleton’s location offers easy access to major roadways, connecting residents to the greater Boston area and beyond.

Middleton’s appeal extends to its strong focus on community and quality of life. Participate in local events, connect with neighbors, and appreciate the town's commitment to preserving its unique character. The local schools are highly regarded, contributing to a family-friendly atmosphere. If you're looking for a place to call home that combines small-town charm with modern conveniences, Middleton, MA is definitely worth exploring for your real estate needs.

This website features the best Middleton, MA real estate search for homes available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®'s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what's happening in the Middleton, MA area? You can view a custom market report to see what's active, under contract, and sold in Middleton, MA!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Get in Touch if you are curious about Middleton, MA real estate!

Middleton, MA Homes for Sale

$799,900

4 Beds ⋅ 4 Baths ⋅ 73562452 MLS ⋅ ACTIVE Status

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.

$1,175,000

4 Beds ⋅ 3 Baths ⋅ 73561765 MLS ⋅ ACTIVE Status

Welcome to 25 Essex Street, a beautifully maintained 4-bedroom Colonial offering 3,388 square feet of thoughtfully designed living space in the Masconomet School District. Cared for by its original owners, this inviting home offers comfortable living spaces, quality features, and room to grow. The main level features an open-concept kitchen and living area with hardwood floors, recessed lighting, natural stone countertops, a peninsula with built-in desk space, and a cozy gas fireplace. A formal dining room provides plenty of space for entertaining. The spacious primary suite includes a walk-in closet and soaking tub. Fresh paint, new mirrors, and updated lighting in both bathrooms, along with a refreshed bedroom, add to the home's welcoming feel. The walk-out lower level offers exceptional flexibility and potential, with 9-foot ceilings, four full-size windows, and room to expand the finished space. Use it as a home gym, media room, playroom, office, or additional living area. Outside, enjoy a composite deck and direct backyard access to Middleton's Rail Trail. The trail provides a convenient route to Howe-Manning Elementary School, the adjacent park and baseball field, all less than a quarter-mile from home. The school bus also picks up directly at the driveway. With generous living space, flexible lower-level potential, and an exceptionally convenient location, 25 Essex Street offers a wonderful opportunity to make yourself at home in Middleton.

25 Essex St, Middleton

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

$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.

$589,900

2 Beds ⋅ 2 Baths ⋅ 73551002 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Towers'] BLDG.

Experience the ease of single-level living at the highly sought after Ferncroft Towers. This elegantly updated condominium, with large windows admitting abundant light, features two renovated bathrooms, custom designed kitchen with stainless steel appliances, added laundry room, redesigned foyer, popcorn ceilings smoothed, fresh paint and carpet, designer wallpaper and the list goes on. The hard work is done. Move right in to this 1531 sq ft, beauty and start enjoying the surrounding amenities. Relax or entertain on your oversized balcony with striking views of lush surroundings, swim in the in-ground pool, workout in the gym, take a sauna, roll or stroll on nearby trails, join a nearby golf club. This complex continues to impress, offering a parking space in the garage, a function room, extra storage, 24-hour security, indoor mailboxes and on-site management. Situated in a serene area close to golf, trails, shopping, restaurants and major highways, this property seeks to impress!

40 Village Rd Unit 910, Middleton

Listing courtesy of Listing Agent: Pamela Eckmann from Listing Office: Coldwell Banker Realty - Beverly.

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 73550711 MLS ⋅ ACTIVE Status ⋅ ['The Village At Boston Brook'] BLDG.

Units 141&143 MODEL OPEN FOR SHOWINGS ~ 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.

141 Essex Street Unit 141, Middleton

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

$869,000

3 Beds ⋅ 4 Baths ⋅ 73546428 MLS ⋅ ACTIVE Status ⋅ ['Hillcrest Estates'] BLDG.

Beautiful townhouse with 3 levels of living and private elevator! The first floor features the main living area. Kitchen with granite countertops and stainless appliances and home office nook. Kitchen opens to dining room and living room with library built-in and a gas fire place. The entire 2nd floor is the primary bedroom suite, with lounging area, gas fireplace, and bathroom with double vanity, soaking tub and shower. The 3rd floor has two additional bedrooms and a bonus room and two bathrooms. Other features include a walk up attic, 3 heating/ cooling zones with central air. A 3 car garage. A large deck and garden area complete this home.

14 Dansereau Place Unit 14, Middleton

Listing courtesy of Listing Agent: Maria Mouhawil from Listing Office: eXp Realty LLC - Corporate Office.

$2,160,000

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.

$575,000

2 Beds ⋅ 2 Baths ⋅ 73535891 MLS ⋅ ACTIVE Status ⋅ ['Ironwood On The Green'] BLDG.

PRICE ADJUSTMENT .....Seller's ready to make their move! Don't wait and miss the opportunity to own this pristine two bed/ 2 bath unit at "Ironwood on the Green" ! Building 36 has all of the amenities and unit 214 has beautiful engineered hardwood flooring throughout and is as "neat as a pin"! The " Ironwood" complex boasts professional landscaping, heated pool / socialization area, famed Ferncroft golf course views and all you would expect from a vacation resort! Live life like you are on vacation every day! Well appointed workout rooms with free weights, cardio machines and circuit training, a "rentable" community room with kitchen, sharing library / game room, and on-site Management Company. Ironwood on the Green truly is a lovely place to live and unit 214 is one of the best!

36 Village Rd Unit 214, Middleton

Listing courtesy of Listing Agent: Beth Miller from Listing Office: Churchill Properties.

$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.

$1,795,000

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.

$570,000

2 Beds ⋅ 2 Baths ⋅ 73510241 MLS ⋅ PRICE CHANGED Status ⋅ ['Ironwood On The Green'] BLDG.

MOTIVATED SELLER. Penthouse condo at Ironwood with EXTRA STORAGE included, a rare bonus in the complex. As an added bonus, the seller will cover any outstanding assessments prior to closing, giving buyers a true fresh start! Golf course views from both the living room and primary bedroom balconies. Inside, the unit feels bright and open with 10-foot ceilings, hardwood flooring, and a comfortable layout. The kitchen has granite counters, stainless appliances, a newer refrigerator and stove, plus in-unit laundry tucked off the kitchen. The primary suite offers a walk-in closet and private bath with a double vanity and walk-in shower. The second bedroom works well as a guest room, office, or flex space with another full bath nearby. Heating and cooling system fully replaced in 2020. Professionally managed, pet-friendly building close to shopping, restaurants, highways, and everything Middleton has to offer.

36 Village Rd Unit 714, Middleton

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

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 73509067 MLS ⋅ ACTIVE Status

MODEL OPEN FOR SHOWINGS ~ SIMPLIFY YOUR LIFESTYLE w/out sacrificing space in this exceptional NEW CONSTRUCTION duplex townhome. Units 141&143 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.

141 Essex Street Unit 141, Middleton

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

Start Your Search

Prev
1
2
3
of 3
Next

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.