Red two-story clapboard house with white trim, a steep gray roof, and landscaped front lawn.

25 Bennett

  • Manchester, MA
  • $1,490,000
$1,490,000

25 Bennett St

3 Beds 3 Baths 2,122 Sq.Ft. 0.27 Acres

Open House

11/14/2026 12:30PM - 2:00PM EST

Description

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.

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Location

25 Bennett St, Manchester, MA 01944

Status

For Sale

1674

1674

Year Built

3

3

Total Bedrooms

3

3

Total Bathrooms

2,122

2,122

Sq.Ft.

Living Space

0.27

0.27

Acres

Lot Size

INSIDE A RARE FIRST PERIOD COLONIAL IN MANCHESTER-BY-THE-SEA

A Home Steeped in History

Discover the architecture, character, and remarkable story behind this exceptional Manchester-by-the-Sea residence.

25 Bennett, Then & Now

A GLIMPSE AT THE CHARACTER, CHARM, AND EVOLUTION OF 25 BENNETT. 



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Living room with exposed wood beams, large windows, and a red entry door.

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Schedule a Tour

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 25 Bennett St, Manchester, MA 01944. We are reviewing your request and will be in touch shortly!
01

Interior

Total Bedrooms

3

Total Bathrooms

3

Full Bathrooms

2

Half Bathroom

1

Flooring

Wood

Appliances

Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer/Dryer
01

Exterior & Building

Water Source

Public

Utilities

for Gas Range

Roof

Shingle

Lot Features

Corner Lot, Level

Parking

Paved Drive, Off Street

Heat Type

Baseboard, Hot Water, Natural Gas

Air Conditioning

Window Unit(s)

Sewer

Public Sewer

Substructure

Stone

Other Exterior Features

Patio, Storage, Garden, Stone Wall
01

Lot & Area

Status

For Sale

Open House

11/14/2026, 12:30 PM - 2:00 PM

Living Area

2,122 Sq.Ft.

Total Area

2,122 Sq.Ft.

Lot Size

0.27 Acres

MLS® ID

73577431

Type

Residential

Year Built

1674

Neighborhood

Manchester-by-the-Sea

Architecture Styles

Antique

Water Frontage

Harbor, 1/10 to 3/10 To Beach, Beach Ownership(Public)

Elementary School

Manchester Memorial Elementary

Middle School

Manchester Essex Regional

High School

Manchester Essex Regional
01

Finance

Sales Price

$1,490,000

Real Estate Taxes

$6,351/yr

Zoning

A

Explore

Manchester-by-the-Sea

The quintessential seaside town with world renowned Singing Beach, excellent schools, and a small town feel.

Welcome to Manchester-by-the-Sea

 
The quintessential seaside town with world renowned Singing Beach, excellent schools, and a small town feel.
 

Area Highlights

World Class Beach
Top Rated Schools
Manchester Yacht Club
Charming Downton
 
 

The Lifestyle

A Seaside Dream

Home to gorgeous coastal estates, antique homes and modern masterpieces, everyday living in Manchester-by-the-Sea is the epitome of classic New England charm. Enjoy leisurely strolls along the town's harbor with beautiful historic buildings representing an excellent sampling of virtually every major type of vernacular architecture from the 17th to the early 20th Century as well as locally-owned shops and exquisite restaurants. Beyond the Village District lies, Masconomo Park and Tuck's Point which host many activities like the summer concert series, family movie nights, and the annual Festival by the Sea. Boston is also easily accessible with the MBTA commuter rail downtown. Imagine spending summer days playing volleyball at Singing Beach, walking your kids to school or taking your boat out after dinner for a joyride along the pristine coast!
 

You'll Fall in Love With

Singing Beach

Feel the melody within. Singing Beach is a near-perfect crescent beach framed by soaring cliffs and islands with pristine, sapphire water that becomes transcendent as the waves roll in. The horizon feels endless with rewarding views in every direction. Enjoy early mornings enchanted by the sun rising from the ocean, afternoons delighted by the sweet ocean scent, and evenings mesmerized by the iridescent colors of the sunset. If you listen carefully you'll hear a delicate whistling that of a song bird when strolling along the beach. Singing Beach also features a summertime bathhouse with a snack bar completed with authentic, wood fired pizza from Bravo-by-Sea.
 

Things To Do

Welcome to Manchester-by-the-Sea The quintessential seaside town with world renowned Singing Beach, excellent schools, and a small town feel. Area HighlightsWorld Class BeachTop Rated SchoolsManchester Yacht ClubCharming Downton The LifestyleA Seaside DreamHome to gorgeous coastal estates, antique homes and modern masterpieces, everyday living in Manchester-by-the-Sea is the epitome of classic New England charm. Enjoy leisurely strolls along the town's harbor with beautiful historic buildings representing an excellent sampling of virtually every major type of vernacular architecture from the 17th to the early 20th Century as well as locally-owned shops and exquisite restaurants. Beyond the Village District lies, Masconomo Park and Tuck's Point which host many activities like the summer concert series, family movie nights, and the annual Festival by the Sea. Boston is also easily accessible with the MBTA commuter rail downtown. Imagine spending summer days playing volleyball at Singing Beach, walking your kids to school or taking your boat out after dinner for a joyride along the pristine coast! You'll Fall in Love WithSinging BeachFeel the melody within. Singing Beach is a near-perfect crescent beach framed by soaring cliffs and islands with pristine, sapphire water that becomes transcendent as the waves roll in. The horizon feels endless with rewarding views in every direction. Enjoy early mornings enchanted by the sun rising from the ocean, afternoons delighted by the sweet ocean scent, and evenings mesmerized by the iridescent colors of the sunset. If you listen carefully you'll hear a delicate whistling that of a song bird when strolling along the beach. Singing Beach also features a summertime bathhouse with a snack bar completed with authentic, wood fired pizza from Bravo-by-Sea. Things To DoBeachesSinging BeachWest BeachGraves BeachClubsSinging Beach ClubManchester Yacht ClubManchester Bath & Tennis ClubManchester Athletic ClubEssex County ClubManchester Harbor Boat ClubManchester Mothers ClubSeaside Garden ClubArtsBeach Street StudiosRestaurantsCala’s RestaurantBravo by the SeaAntique Table RestaurantAllie’s Beach Street CafeLaughing GullParksMascanomo ParkCoolidge ReservationSweeny ParkTuck's PointCoach Field PlaygroundManchester-by-the-Sea Parks and RecreationSchoolsTara montessori SchoolManchester Essex Regional School DistrictLandmark Elementary and Middle SchoolBrookwoodNorth Shore Nursery SchoolManchester SummerstageMagic Years Cooperative Nursery SchoolManchester Summerstage
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Living room with exposed wood beams, built-in shelving, and large windows overlooking greenery.

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Syndi Zaiger

EM

Syndi Zaiger

Team Leader | Founder

9540262

She works passionately directing an innovative and creative boutique real estate practice.

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