Middleton, MA Homes on 1+ Acres for Sale

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Middleton, MA Homes on 1+ Acres for Sale

$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.

$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.

$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.

$1,795,000

5 Beds ⋅ 4 Baths ⋅ 73563129 MLS ⋅ PRICE CHANGED 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.

$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.

$1,475,000

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.

$849,000

73533088 MLS ⋅ ACTIVE Status

Final opportunity to build your custom home in Ridgewood Estates Phase 4 on one of the last 8 lots available. Bring your own builder and design the home that fits your lifestyle. Minimum 2,600 sq ft of living space required (basements, garages, barns, breezeways, decks, porches, and patios not included in square footage). All plans for primary residence, outbuildings, and permitted ADUs must receive developer approval. Buyers must comply with recorded Restrictive Covenants.Showing Instructions:Do not walk lots without being accompanied by the listing agent.

lot 11 38 East Meadow Lane, Middleton

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

$899,000

73532972 MLS ⋅ ACTIVE Status

lot 9 31 Simcha Road, Middleton

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

$965,000

73532968 MLS ⋅ ACTIVE Status

lot 19 30 Simcha Road, Middleton

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

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