Prevu by reAlpha
BuySellBlogBrowse Listings

25 Bennett StManchester, MA 01944

For Sale

$1,490,000

Smart Buyer Rebate $7,450

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.

Listed by Nest | Syndi Zaiger Group

·

Compass

·

5088430300

Listed by Syndi Zaiger

·

Compass

Last updated October 17, 2026

·

Source: MLSPin #73577431

Listing Facts

  • TypeSingle-family
  • NeighborhoodManchester-by-the-Sea
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu46
  • Taxes$6,351/year
  • Size2,122 sqft
  • Price per sqft$702

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Parking

Location

Mortgage Calculator

Listing History

10/26/2026
Price Decreased
$1,490,000
09/15/2026
Listed by Compass
$1,595,000
  1. 10/26/2026$1,490,000
    Price Decreased
  2. 09/15/2026$1,595,000
    Listed by Compass

Property Details for 25 Bennett St

Association

Amenities

  • Community Features: Tennis Court(s), Park, Golf

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1674
  • Year Built Details: Approximate
  • Architectural Style: Antique
  • Exterior Features: Storage, Garden

Features

  • Fencing: Stone
  • Other Structures: Storage
  • Patio And Porch Features: Patio

Measurements

  • Building Area Total: 2,122
  • Building Area Units: Square Feet
  • Frontage Type: Bay/Harbor
  • Lot Features: Corner Lot, Level
  • Lot Size Acres: 0.27
  • Lot Size Area: 0
  • Lot Size Square Feet: 11,800
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 28 0 28,2016831
  • Tax Annual Amount: $6,351.00
  • Tax Assessed Value: $730,000.00

Interior

Features

  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer/Dryer
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood

Measurements

  • Living Area: 2,122

Rooms

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 7

Parking

Parking

  • Open Parking Spaces: 3
  • Open Parking: Yes
  • Parking Features: Paved, Off Street
  • Parking Total: 3

Schools

Elementary School

  • Elementary School: Manchester Memorial Elementary

High School

  • High School: Manchester Essex Regional

Middle or Junior School

  • Middle Or Junior School: Manchester Essex Regional

Utilities

Equipment

  • Cooling: Window Unit(s)
  • Has Cooling: Yes
  • Heating: Natural Gas, Baseboard, Hot Water, Zoned
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 25 Bennett St.

What schools are nearby to 25 Bennett St?

Nearby schools include the Manchester Memorial Elementary, Manchester Essex Regional Middle School, and Manchester Essex Regional High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 25 Bennett St.

What are the annual taxes for 25 Bennett St?

Annual taxes for this single-family home are estimated at $6,351.

How does 25 Bennett St compare to other single-family homes in Manchester-by-the-Sea?

This single-family home is listed 60% below the average price for single-family homes in Manchester-by-the-Sea and has been on the market for 95 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,122 sqft.

25 Bennett St is a 3-bedroom, 3-bath single-family home for sale in Manchester MA 01944. On Prevu for 46 days at $1,490,000. This includes a recent price decrease of $105,000. This property features 2,122 square feet of living space, located in Manchester-by-the-Sea. The median listing price for single-family homes in this area is $1,979,000. Nearby schools include Manchester Memorial Elementary, Manchester Essex Regional Middle School, and Manchester Essex Regional High School. Additional amenities include private outdoor space, dishwasher, and parking. View other single-family home listings in Essex County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.