Middleton, MA Homes for Sale

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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.

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Middleton, MA Homes for Sale

$1,200,000

3 Beds ⋅ 3 Baths ⋅ 73575674 MLS ⋅ NEW Status

Single family alternative! 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.

133 Essex Street Unit 133, Middleton

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

$1,550,000

4 Beds ⋅ 4 Baths ⋅ 73575076 MLS ⋅ NEW Status

Welcome to 6 Zaloga Way, a stunning luxury custom home nestled in the prestigious Ryebrook Estates. This exceptional home offers the perfect blend of timeless elegance, thoughtful design, and high-end finishes throughout. Thoughtfully designed with all bedrooms located on the 1st floor. This 4 bedroom 3.5 bath home sits on a 1.29 acre lot abutting conservation land. The views out the back are spectacular – and with mature trees on each side makes this home very private and quiet. The attention to detail is the winner in this home. The coffered ceilings and gourmet chef’s kitchen hosts Thermador Professional appliances including double ovens, paneled appliances and a warming oven. This home boasts his and her separate master baths and closets. “Her” custom closet is the jewel of the home. The meticulous craftmanship throughout features crown molding, hardwood floors and wainscoting topped with a security system, professional landscaping & irrigation system.

6 Zaloga Way, Middleton

Listing courtesy of Listing Agent: Derek Greene from Listing Office: The Greene Realty Group.

$1,875,000

5 Beds ⋅ 4 Baths ⋅ 73574923 MLS ⋅ NEW Status

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.

$799,900

3 Beds ⋅ 3 Baths ⋅ 73573510 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Tower'] BLDG.

Rarely available 3-bedroom residence at the desirable Ferncroft Tower, where sweeping views overlooking nearly the entire front nine of the Ferncroft Country Club golf course and the expansive horizon beyond create an extraordinary setting from virtually every room. Perched high above the fairways, the elevated vantage point offers a remarkable backdrop year-round. Bathed in natural light, this spacious residence features floor-to-ceiling windows and sliders that open to an expansive private balcony spanning nearly 44 feet and offering approximately 251 square feet of outdoor living space, seamlessly blending indoor and outdoor living. Hardwood floors, crown molding, and custom built-ins enhance the interior. The flexible floor plan includes 3 bedrooms, one currently configured as an office, ideal for remote work, guests, or additional living space. Additional highlights include an oversized walk-in closet, in-unit laundry with a second refrigerator, two garage parking spaces, and extra storage. Residents enjoy elevator access, a heated outdoor pool, health club w/sauna, on-site management, security, and guest parking. HOA fee includes ALL Utilities. Offers due 9/15 by 10:00am. See video, floor plans, and offer instructions.

40 Village Rd Unit 1608, Middleton

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

$1,649,000

5 Beds ⋅ 5 Baths ⋅ 73573444 MLS ⋅ ACTIVE Status

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 ⋅ ACTIVE Status ⋅ ['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 ⋅ ACTIVE Status

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.

$449,000

1 Beds ⋅ 1 Baths ⋅ 73569642 MLS ⋅ ACTIVE Status ⋅ ['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.

$499,900

1 Beds ⋅ 1 Baths ⋅ 73568213 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Tower'] BLDG.

Rarely offered,1200 s.f. CORNER 1 bedroom, 1 bath condo with walls of windows which open to a 25 ft. private balcony overlooking the pool, lush grounds and offering a beautiful tranquil space. This lovely condo features a large primary bedroom offering a wall of closet plus a walk-in closet. The magnificent totally updated kitchen is a chef's dream featuring custom cabinets galore, wall oven, induction cook top, Marmoleum floor, granite counters, and best of all, enjoy your morning coffee looking out at the Ferncroft Golf course. The main bath has been totally updated and --surprise, this pristine unit comes with a great laundry room. Adjacent to the dining area is your private office with sliding glass doors for privacy. Other features include: an assigned garage parking space, extra storage space, fitness center, function room, heated outdoor pool, 24-hour security, on-site manager and resident building superintendent, easy access to highways are only some of the many amenities one enjoys at the prestigious Ferncroft Tower. BEST OF ALL--THE HOA FEE INCLUDES ALL UTILITIES. SINGLE-LEVEL LIVING AT ITS BEST!

40 Village Rd. Unit 308B, Middleton

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

$1,289,000

4 Beds ⋅ 3 Baths ⋅ 73567014 MLS ⋅ ACTIVE Status

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.

$384,000

1 Beds ⋅ 2 Baths ⋅ 73565417 MLS ⋅ ACTIVE Status ⋅ ['Ferncroft Tower'] BLDG.

Enjoy bucolic grounds & pool views from Walls of Windows opening to a 20 ft. private patio in this beautiful, pristine 1 bedroom, 1.5 bath 945 s.f. condo. Single-level living at its best in the desirable Ferncroft Tower! This lovely unit offers a fully applianced kitchen with plenty of custom cabinets and counter space. The prime bedroom features a large walk-in closet and ensuite bath. The half bath has been updated. New sliders and window were installed recently. Garage parking, extra storage, newly renovated fitness center with sauna, function room with full kitchen and capacity for 125 guests, on-site manager and maintenance superintendent, easy access to shopping and major highways, 24-hr. security are just a few of the many amenities this fine home offers. The condo fee INCLUDES ALL utilities. Move right in, put your feet up and savor the spectacular views!!! Sold in "AS IS" condition.

40 Village Rd Unit 108A, Middleton

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

$1,950,000

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.

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