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281 Main StreetBolton, MA 01740

For Sale

$1,400,000

Smart Buyer Rebate $7,000

This stately Contemporary Queen Anne tucked away in the private community of Great Brook Estates is a truly rare offering rich in character and timeless appeal. Enjoy the peace & serenity of this spectacular property set on 5+ breathtaking park-like acres of lush lawns, enchanted woodlands, mature gardens, and classic stone walls. Imagine entertaining as guests mingle on the spacious deck, play games on the sprawling lawn, or stroll the tranquil grounds bursting with vibrant seasonal color. Step inside to discover an inviting interior distinguished by custom millwork, impressive architectural details, and expansive windows that bathe the home in natural light. A custom chef's kitchen features expansive stone counters, walk in pantry w/wet bar, dining area, & notable appliances flowing seamlessly into the striking fieldstone-fireplaced living room and cheerful light-filled sunroom with walls of windows framing year-round panoramic views of the private grounds. A well-appointed home office with custom cabinetry and an ensuite guest bedroom complete the 1st level. Retreat to the inviting primary suite, featuring a sitting area, custom walk-in closets, and an indulgent spa bath. An enchanting finished 3rd level offers endless possibilities for a playroom, artist’s loft, or creative retreat. The finished walkout lower level, complete with bonus room and full bath, provides additional versatile living space to accommodate changing needs. Enjoy a coveted east Bolton location abutting conservation land & trails, orchards, major commuter routes & top rated schools. This property is a true gem waiting to be discovered!

Listed by Amy Balewicz Homes

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Keller Williams Realty Boston Northwest

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6172835642

Listed by Amy Balewicz

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Keller Williams Realty Boston Northwest

Last updated October 09, 2026

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Source: MLSPin #73584784

Listing Facts

  • TypeSingle-family
  • NeighborhoodBolton
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu31
  • HOA/Maint. Fees$1,000/annual
  • Taxes$21,885/year
  • Size6,007 sqft
  • Price per sqft$233

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/30/2026
Listed by Keller Williams Realty Boston Northwest
$1,400,000
  1. 09/30/2026$1,400,000
    Listed by Keller Williams Realty Boston Northwest

Property Details for 281 Main Street

Association

Amenities

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

Fees

  • Association Fee: $1,000.00 Annually

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 1996
  • Year Built Details: Actual
  • Architectural Style: Contemporary, Queen Anne
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Storage

Features

  • Fencing: Stone
  • Other Structures: Storage
  • Patio And Porch Features: Deck, Porch, Enclosed
  • View: Scenic

Measurements

  • Building Area Total: 6,007
  • Building Area Units: Square Feet
  • Lot Features: Cul-De-Sac, Wooded, Landscaped
  • Lot Size Acres: 5.37
  • Lot Size Area: 5
  • Lot Size Square Feet: 233,917
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:004E B:0000 L:0053,1471550
  • Tax Annual Amount: $21,885.00
  • Tax Assessed Value: $1,316,800.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Wine Cooler
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Tile, Carpet, Hardwood
  • Interior Features: Recessed Lighting, Cathedral Ceiling(s), Ceiling Fan(s), Pantry, Walk-In Closet(s), Vaulted Ceiling(s), Wet Bar, Crown Molding, Tray Ceiling(s)

Measurements

  • Living Area: 6,007

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 14

Other

Environmental

  • Green Energy Efficient: Thermostat

General

  • Exclusions: Stained Glass Window In Library

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Workshop In Garage, Off Street, Garage
  • Parking Total: 9

Schools

Elementary School

  • Elementary School: Florence Sawyer

High School

  • High School: Nashoba Regional

Utilities

Equipment

  • Cooling: Central Air, Ceiling Fan(s), Zoned
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Forced Air, Baseboard, Oil, Zoned
  • Has Heating: Yes
  • Laundry Features: Electric Dryer Hookup, Washer Hookup, Sink
  • Sewer: Private Sewer
  • Water Source: Private

Frequently Asked Questions

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

There are 4 bedrooms and 5 bathrooms in this single-family home at 281 Main Street.

What schools are nearby to 281 Main Street?

Nearby schools include the Florence Sawyer Elementary School and Nashoba Regional High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 281 Main Street.

What are the annual taxes for 281 Main Street?

Annual taxes for this single-family home are estimated at $21,885.

How does 281 Main Street compare to other single-family homes in Bolton?

This single-family home is listed 9% above the average price for single-family homes in Bolton and has been on the market for 46 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 6,007 sqft.

281 Main Street is a 4-bedroom, 5-bath single-family home for sale in Bolton MA 01740. On Prevu for 31 days at $1,400,000. This home features 6,007 square feet of living space, located in Bolton. The median listing price for single-family homes in this area is $1,075,000. Nearby schools include Florence Sawyer Elementary School and Nashoba Regional High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. Explore more single-family home listings in Worcester 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.