Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 2 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 3 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 4 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 5 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 6 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 7 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 8 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 9 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 10 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 11 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 12 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 13 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 14 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 15 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 16 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 17 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 18 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 19 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 20 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 21 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 22 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 23 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 24 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 25 of 26
Single Family Residence at 25 Bennett St, Manchester MA 01944, Manchester, photo 26 of 26
26 photos

$1,595,000

25 Bennett St, Manchester MA 01944
Manchester, MA 01944
Listed by Nest | Syndi Zaiger Group
Bedrooms
3
Bathrooms
2.5
Living area
2,122 sqft
Year built
1674

About this home

Welcome to 25 Bennett Street, a truly special Manchester-by-the-Sea home where character, comfort, light, and location come together. Set on beautiful grounds moments from the heart of the village, this three-bedroom home offers a wonderful sense of space and warmth, with two full bathrooms and a half bath, beautiful hardwood floors, a formal dining room, and an abundance of natural light throughout. The home has an inviting, comfortable quality that makes it equally suited to everyday living, entertaining, and enjoying the quiet moments that make a house feel like home.Outside, the beautiful yard offers room to relax, garden, entertain, or simply enjoy the changing seasons. There is something particularly appealing about having a lovely piece of land while being able to walk to nearly everything that makes Manchester-by-the-Sea so special.The lifestyle is exceptional. From 25 Bennett Street, the village, harbor, Singing Beach, restaurants, shopping, and commuter rail are all within walking distance. Start the morning with coffee in the village, spend the afternoon at the beach, stroll to the harbor, meet friends for dinner, or take the train into Boston. It is a rare combination of coastal beauty, village convenience, and easy access to the city. Manchester’s highly regarded public school system is also consistently recognized among the top 10 in Massachusetts.And then there is the history. Dating to circa 1674, 25 Bennett Street is believed to be the second-oldest surviving home in Manchester-by-the-Sea and one of only 61 surviving homes in Massachusetts dating from 1660 to 1700. The house began as a half house and evolved through the generations into a classic New England saltbox. More than 350 years later, its story continues- not simply as a remarkable historic home, but as a beautiful place to live and experience the very best of Manchester- by- the-Sea.

Highlights

Fireplace

Property details

MLS #
73577431
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
23
On market date
September 15, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
3
Lot size
0.27 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Manchester Memorial Elementary
0.73 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
298
Student:teacher ratio
8.5:1
District
Manchester Essex Regional
Middle
Manchester Essex Regional Middle School
0.83 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
283
Student:teacher ratio
10.5:1
District
Manchester Essex Regional
High
Manchester Essex Regional High School
0.83 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
450
Student:teacher ratio
10.5:1
District
Manchester Essex Regional

Walkability

Blended score for Manchester's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

33
Car-dependent
out of 100
EPA National Walkability Index
6.5 / 20 -- Below average walkable
Google Places amenity density
33 / 100
Restaurants & cafes1
Grocery stores0
Parks8
Schools4
Transit stops0
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$9,755/mo
$319,000 down
$1,276,000 loan
Principal & interest$8,276
Property tax (est.)$1,329
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 19 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.