Middleton Real Estate

Welcome to Middleton, Massachusetts—a charming town nestled in the heart of Essex County. Known for its picturesque landscapes and a strong sense of community, Middleton offers a perfect blend of suburban tranquility and convenient access to urban amenities. With a rich history dating back to the 17th century, this quaint town is steeped in character, featuring beautifully preserved colonial architecture and lush green spaces.

Middleton is home to a variety of recreational opportunities, including the stunning Middleton Pond, where residents can enjoy kayaking, fishing, or a leisurely stroll along the scenic trails. The town’s commitment to preserving its natural beauty is evident in its numerous parks and conservation areas, making it an ideal place for outdoor enthusiasts and families alike.

Education is a cornerstone of Middleton’s community spirit. The town boasts highly-rated public schools, ensuring that children receive a quality education in a supportive environment. For those seeking a vibrant social scene, Middleton’s local businesses, cozy cafes, and charming boutiques offer a delightful shopping experience, while nearby towns provide even more dining and entertainment options.

Conveniently located just a short drive from major highways and the bustling cities of Boston and Salem, Middleton strikes the perfect balance between peaceful living and accessibility. Whether you’re looking to settle down in a family-friendly neighborhood or searching for a serene retreat, Middleton, MA, is a hidden gem waiting to be explored. Come discover the warmth and charm of this delightful town, and see why so many choose to call Middleton home!

Newest Listings in Middleton

$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.

$1,050,000

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

Special Financing Opportunity! 5.75% 30-Year Fixed Rate 0 Points w/as little As 5% Down. 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.

143 Essex Street Unit 143, Middleton

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

$575,000

2 Beds ⋅ 2 Baths ⋅ 73579130 MLS ⋅ ['Ferncroft Tower'] BLDG.

This distinctively beautiful 2 bd/2ba, 1531 s.f. condo offers the discriminating buyer an ambiance beyond compare. Walls of windows/sliders open to a 35 ft. private balcony which overlooks manicured lawns. The updated kitchen features all appliances, multiple custom cabinetry, granite counters, tiled backsplash, ample desk area, and opens graciously to the large living/dining room featuring gleaming hardwood floors with a beautiful corner electric fireplace which make for cozy evenings during the cold winter months. The newly renovated guest bath boasts a large walk-in shower with tiled stone ceramic walls/floor. The 20x13 s.f. prime bedroom suite boasts a 12x6 ft. customized walk-in closet plus 2 additional closets and updated ensuite prime bath. Garage parking, extra storage, 24-hr. security, function room with full kitchen, state-of-the-art fitness center, heated outdoor pool, 24-hr. security, on-site manager, on-site maintenance superintendent, easy access to highways and shopping are only some to the many amenities the residents enjoy at the prestigious Ferncroft Tower. Best of all--maintenance fee INCLUDES ALL UTILITIES!! SINGLE-LEVEL LIVING AT ITS BEST!!

511 Ferncroft Tower Unit 511, Middleton

Listing courtesy of Listing Agent: Ann McGuiggin from Listing Office: Country Crossroads Realty Associates LLC.

$799,900

4 Beds ⋅ 4 Baths ⋅ 73578615 MLS

RARE FIND! This exceptional townhouse offers incredible multi-generational flexibility, and convenience with 4 bedrooms, 3.5 baths, TWO MASTER SUITES, a PRIVATE ELEVATOR, 3-CAR GARAGE, a walk-up attic, and fenced-in patio! Enter from the front door or garage and take the stairs—or your private elevator—to every living level. The main level features a recently renovated kitchen with abundant cabinet space and dedicated eating area, formal dining room, spacious fireplaced living room, and half bath. Step directly from the kitchen onto the private, fenced-in patio—perfect for outdoor entertaining. Upstairs, the expansive primary Master Suite is a true retreat. French doors open to a private sitting area with wet bar, while a gas fireplace separates the sitting room from the bedroom. Enjoy two double closets plus a walk-in closet and a large en-suite bath with double vanity, Jacuzzi tub, walk-in shower, and separate commode closet. Convenient laundry closet located in the common hallway. The next level offers a second Master Suite with walk-in closet and full bath, plus another full hallway bath, third bedroom, and versatile flex room ideal for an office, playroom, gym, or fourth bedroom. The top level features a spacious walk-up attic for excellent storage and houses two of the home's THREE BRAND-NEW HVAC SYSTEMS—a $45,000 investment already completed! Rarely does a home offer this much space, functionality, parking, and accessibility under one roof. Private elevator, multiple suites, 3-car garage, outdoor space, renovated kitchen, and major mechanical upgrades—this one truly checks the boxes. Don't miss it! *Offers due Tuesday 9/22/2026 at noon.*

8 Dansreau Place Unit 8, Middleton

Listing courtesy of Listing Agent: Kevin Sexton from Listing Office: William Raveis R.E. & Home Services.

$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.

$1,875,000

5 Beds ⋅ 4 Baths ⋅ 73574923 MLS

Tucked away at the end of a private cul-de-sac, this exceptional 6+ acre estate offers exceptional privacy, natural beauty, and waterfront living. Surrounded by mature trees, the property features a pond and approx. 1,000 feet of Ipswich River frontage, creating a secluded retreat with tranquil views, and abundant wildlife. A heated gunite pool enhances the setting. Inside, the home offers a grand foyer, sunken family room, wood-burning fireplace, bright kitchen with breakfast area, office, laundry, half bath, and formal living room with vaulted ceiling and French doors to the dining room. Upstairs features a spacious primary suite with skylights and custom closets, two large bedrooms, loft, bonus room, and full guest bath. Second-floor bedrooms overlook picturesque views of the pond and surrounding woodlands. The walk-out lower level includes a separate entrance, second kitchen, full bath, and office with in-law potential.

19 Devonshire Road, Middleton

Listing courtesy of Listing Agent: Hixon + Bevilacqua Home Group from Listing Office: Coldwell Banker Realty - Lynnfield.

$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.

$1,200,000

3 Beds ⋅ 4 Baths ⋅ 73572300 MLS ⋅ ['Villas At Ironwood'] BLDG.

Rarely does an opportunity like this come to market! Located along the 5th fairway of Ferncroft Country Club, this exceptional townhome offers nearly 4,000 square feet of beautifully appointed living space, panoramic golf course views, and an exceptional lifestyle. Unit 6 was the model unit for the Phase 3 build-out, showcasing many of the thoughtful features and design elements of the development.The open floor plan features 3 bedrooms, 3 full baths, and 1 half bath, including a desirable first-floor bedroom suite. The eat-in kitchen offers quartz countertops, stainless steel appliances, a separate pantry, and a large peninsula with bar seating—perfect for casual dining and entertaining.The main living level is filled with natural light and opens to a large composite deck overlooking the 5th fairway, creating an ideal spot for morning coffee, al fresco dining, or relaxing while enjoying the ever-changing golf course views.The true showstopper is the approximately 1,200-square-foot lower level, completely remodeled in 2025. Designed for flexibility, this exceptional space includes a full bath, kitchenette with quartz countertops, exercise room, and spacious living area, all with a walk-out directly to the golf course. The possibilities are endless—create a private retreat for guests or extended family, an in-law, a home office, au pair suite, recreation space, or additional self-contained living. Combining sophisticated living, exceptional golf course views, and an incredibly versatile floor plan, 6 Country Club Lane is a truly special offering and a rare opportunity at Ferncroft Country Club.

6 Country Club Lane Unit 6, Middleton

Listing courtesy of Listing Agent: Neve and Magnifico Group from Listing Office: Realty One Group Nest.

$899,000

2 Beds ⋅ 2 Baths ⋅ 73572720 MLS

A pristine home awaiting new ownership! Tucked away on one of Middleton’s most sought-after streets, this beautifully maintained home offers the perfect blend of privacy, comfort, and convenience, with plenty of opportunity to make it your own. Set on a picturesque 1.1-acre lot, the home features a dramatic living room with soaring ceilings, a wood-burning fireplace, and abundant natural light. The updated kitchen is complete with an oversized center island, stainless steel appliances, and generous cabinetry, flowing seamlessly into the dining area for effortless entertaining. The first-floor primary suite offers the convenience of one-level living with a private ensuite bath. A generously sized guest bedroom and additional full bath complete this level. A two-car garage adds everyday convenience and additional storage. A full unfinished upper level and lower level provide exceptional storage and exciting future potential. Ideally located near Route 114, Richardson’s Ice Cream, and the Masconomet school system.

109 Flint Farm Rd, Middleton

Listing courtesy of Listing Agent: The Movement Group from Listing Office: Compass.

$1,495,000

73572364 MLS

Excellent opportunity to acquire Mike’s Discount Liquors, including the real property, established retail liquor business and applicable business licenses, offered at $1,495,000. Located at 21 South Main Street in Middleton, this offering provides an ideal opportunity for an owner-operator or investor seeking an established package store in a convenient location. The sale includes the real estate, business and licenses. Inventory is not included in the purchase price but may be purchased separately outside of the real estate transaction. Buyers and buyer representatives are responsible for performing their own due diligence and verifying all licensing, financial and property information.

21 South Main, Middleton

Listing courtesy of Listing Agent: Onnelly T. Parslow from Listing Office: Berkshire Hathaway HomeServices Warren Residential.

$449,000

1 Beds ⋅ 1 Baths ⋅ 73569642 MLS ⋅ ['Ironwood On The Green'] BLDG.

Come see this pristine Bedroom + Den unit (use the den "your way") ! This property is conveniently located at the junction of routes 1 and 95 abutting the famed and breathtakingly beautiful Ferncroft Golf Course. Enjoy resort style living which includes, an outdoor heated pool with expansive patio space and furnishings, a grand foyer, Celebration Room with kitchen (can be rented for personal occasions) a game / sharing library room, pick-up, drop-off dry cleaning service, package delivery room, pet relief park and SO MUCH MORE! Unit 614 has green space views from it's private balcony, and is in move-in condition! Deeded garage parking and an assigned space outdoors for your guests! This is an Estate Sale and will require Court approval which is not expected to be protracted. Seller is going to pre- pay the Assessment for Balcony Project be done 2027. BUYERS AGENT NOTE: please call with 24 hours of notice for showings.

38 Village Road Unit #614, Middleton

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

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