Middleton MA Homes for sale

If you’re searching for Middleton MA homes for sale, you’ll discover a picturesque North Shore community known for its spacious homes, scenic landscapes, and small-town charm. From beautiful Colonials and custom-built estates to new construction and maintenance-free condominiums, Middleton offers a variety of housing options in a peaceful setting. Browse the latest Middleton real estate listings updated directly from MLSPIN and explore one of Essex County’s most desirable residential communities. Middleton combines a rural atmosphere with space, privacy, and quality of life as well as convenient access to major highways, making it an excellent choice for buyers seeking both solitude and accessibility.


Middleton MA Homes for Sale

35 listings found

77 Boston St Active
$1,199,900
77 Boston St Middleton, MA
4 bd | 4 ba | 3,004 sq ft
10 Mount Vernon Street New
$769,900
10 Mount Vernon Street Middleton, MA
3 bd | 2 ba | 1,411 sq ft
14 Dansereau Place New
$899,000
14 Dansereau Place Middleton, MA
3 bd | 4 ba | 2,973 sq ft
40 Village Rd. New
$675,000
40 Village Rd. Middleton, MA
2 bd | 2 ba | 1,765 sq ft
63 Rowell Lane Active
$1,349,500
63 Rowell Lane Middleton, MA
2 bd | 4 ba | 3,565 sq ft
$2,160,000
4 Shipley Ct Middleton, MA
4 bd | 5 ba | 4,961 sq ft
17 James Ave Active
$1,249,000
17 James Ave Middleton, MA
4 bd | 3 ba | 2,774 sq ft
13 Mills Point Under Contract
$849,999
13 Mills Point Middleton, MA
2 bd | 3 ba | 2,237 sq ft
13 James Coffin Way Active
$915,000
13 James Coffin Way Middleton, MA
4 bd | 4 ba | 2,989 sq ft
22 Sawyer Ln Active
$1,649,900
22 Sawyer Ln Middleton, MA
4 bd | 5 ba | 5,734 sq ft
lot 8  29 Simcha Road Active
lot 11  38 East Meadow Lane Active
lot 9  31 Simcha Road Active
lot 7  19 Simcha Road Active
lot 19  30 Simcha Road Active
lot 10  42 East Meadow Lane Active
lot 13  35 Simcha Road Active
40 Village Rd New
$609,900
40 Village Rd Middleton, MA
2 bd | 2 ba | 1,765 sq ft
13 Highland Rd Active
$699,000
13 Highland Rd Middleton, MA
3 bd | 2 ba | 1,295 sq ft
63 Rowell Lane Active
$1,349,500
63 Rowell Lane Middleton, MA
2 bd | 4 ba | 3,565 sq ft
4 Johns Ave New
$1,200,000
4 Johns Ave Middleton, MA
3 bd | 3 ba | 2,540 sq ft
65 Locust St Under Contract
$999,000
65 Locust St Middleton, MA
5 bd | 3 ba | 2,252 sq ft
16 Couture Way Active
$1,849,999
16 Couture Way Middleton, MA
4 bd | 4 ba | 3,972 sq ft
$1,999,000
19 Devonshire Rd Middleton, MA
5 bd | 4 ba | 5,846 sq ft

Ask a Local Real Estate Expert

Thinking about moving to Middleton? Contact Randy Tibbetts for local market insights, neighborhood information, and personalized assistance with your home search.




Living in Middleton MA

Middleton offers residents the perfect balance between quiet country living and modern convenience. Known for its tree-lined roads, conservation land, and attractive residential neighborhoods, the town has maintained much of its New England character while continuing to grow thoughtfully. Outdoor enthusiasts enjoy nearby parks, walking trails, and open space, while local restaurants, shopping, and everyday services are just minutes away. Middleton’s location along Route 114 also provides convenient access to neighboring communities including North Andover, Danvers, Peabody, and Topsfield.

Although Middleton offers a peaceful suburban lifestyle, commuters appreciate its proximity to Interstate 95, Interstate 495, Route 1, and Route 128, making travel throughout the North Shore, Merrimack Valley, and Greater Boston relatively convenient. Buyers are often drawn to Middleton for its larger lot sizes, highly regarded Masconomet Regional School District, and the sense of space that can be difficult to find in more densely populated communities. Whether you’re looking for your first home, a luxury property, or a place to enjoy a quieter lifestyle, Middleton continues to be one of the North Shore’s most desirable communities.

Randy’s Local Insight

Why Buyers Love Middleton

Middleton has always appealed to buyers looking for a little more breathing room. Compared to many neighboring towns, you’ll often find larger lots, quiet residential streets, and beautiful homes tucked among mature trees and conservation land. Many of my clients are searching for a peaceful setting without giving up convenience, and Middleton strikes that balance exceptionally well. You’re only minutes from shopping, dining, major highways, and surrounding communities, yet the town still maintains the character and charm that make it feel distinctly New England.

Contact me for more information.

FAQ About Haverhill MA

Yes. Middleton is known for its attractive residential neighborhoods, larger homesites, excellent commuter access, and peaceful suburban atmosphere. Buyers looking for privacy and quality of life often place Middleton high on their list.

Middleton offers single-family homes, luxury properties, new construction, condominiums, townhomes, and a limited number of maintenance-free communities, providing options for a variety of lifestyles.

Absolutely. Middleton offers convenient access to Route 114, Interstate 95, Interstate 495, Route 1, and Route 128, making commuting throughout the North Shore, Merrimack Valley, and Greater Boston convenient.

Middleton students attend the highly regarded Masconomet Regional School District for middle and high school, while younger students attend Middleton’s local elementary schools.