Active
4 Days on market
281 Main Street Bolton — Photo 1 of 42

281 Main Street Bolton — Photo 1 of 42

$1,400,000

281 Main Street, Bolton, MA 01740

Bolton, MA 01740

Beds

4

Baths

4.5

SqFt

6,007

Style

Single Family

Built

1996

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!

Key facts

It was listed on September 30, 2026. The annual property taxes are $21,885 (2025 tax year). The condo fee is $1,000 per month.

Open Houses

Market Value Analysis

This Property
Size (SqFt) →Price →

Limited sample — based on 4 comparable properties.

This Property$233/sqft
Local Avg (Bolton)$403/sqft
42% BelowMarket Average

* Analysis is based on 4 actively listed and recently sold comparable properties strictly within Bolton, MA.

Property Details

Financials

Original Price$1,400,000
Annual Taxes$21,885
HOA Fee$1000

Parking

Garage3
Off-Street9

Interior Specifications

Total Rooms14
Fireplaces2
FlooringTile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet, Flooring - Wood
BasementFull, Finished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingForced Air, Baseboard, Oil, Fireplace
CoolingCentral Air
WaterPrivate
SewerPrivate Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter
ZoningR1

Property & Lot

Acres5.37
SqFt Lot233,917
Lot FeaturesCul-De-Sac, Wooded, Easements

Amenities & Appliances

Water Heater • Range • Dishwasher • Microwave • Refrigerator • Washer • Dryer • Wine Refrigerator • Wine Cooler

Neighborhood

Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Stable(s) • Golf

Geography

Floorplan Breakdown

Structural Layout

Second
Family RoomPrimary BedroomBedroom 2Bedroom 3Bathroom 1Bathroom 2
First
Living RoomDining RoomKitchenOfficeBedroom 4Bathroom 3
Living Room
Lvl First

23.2 x 23.1

Vaulted Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Balcony - Interior, Wet Bar, Exterior Access, Recessed Lighting, Lighting - Overhead

Dining Room
Lvl First

12.7 x 17.5

Flooring - Hardwood, French Doors, Lighting - Sconce, Lighting - Overhead

Kitchen
Lvl First

16.11 x 13.4

Vaulted Ceiling(s), Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Recessed Lighting, Stainless Steel Appliances, Storage, Lighting - Pendant

Office
Lvl First

14.8 x 17.8

Closet/Cabinets - Custom Built, Flooring - Hardwood, French Doors, Recessed Lighting

Family Room
Lvl Second

28.1 x 20

Closet, Flooring - Hardwood, Recessed Lighting, Crown Molding

Primary Bedroom
Lvl Second

23.3 x 19.5

Bathroom - Full, Skylight, Vaulted Ceiling(s), Walk-In Closet(s), Flooring - Wall to Wall Carpet, Window(s) - Picture, Lighting - Overhead

Bedroom 2
Lvl Second

13.1 x 15.11

Bedroom 3
Lvl Second

17.11 x 11.1

Walk-In Closet(s), Flooring - Wall to Wall Carpet, Crown Molding

Bedroom 4
Lvl First

12.7 x 13.3

Bathroom - Full, Closet, Flooring - Wall to Wall Carpet

Bathroom 1
Lvl Second

12.9 x 13.7

Bathroom - Tiled With Shower Stall, Skylight, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Bidet, Recessed Lighting, Lighting - Sconce

Bathroom 2
Lvl Second

10.7 x 7.6

Bathroom - Full, Bathroom - With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce

Bathroom 3
Lvl First

5.4 x 10.2

Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Lighting - Sconce

Questions about this home

When was 281 Main Street, Bolton listed?

281 Main Street, Bolton was listed on September 30, 2026.

Has the price of 281 Main Street, Bolton changed?

The price hasn't changed since it was listed at $1,400,000.

What are the property taxes for 281 Main Street, Bolton?

The annual property taxes for 281 Main Street, Bolton are $21,885 (2025 tax year).

What is the condo fee at 281 Main Street, Bolton?

The condo fee is $1,000 per month.

What is the status of 281 Main Street, Bolton?

281 Main Street, Bolton is actively listed for sale.

Population

5,737

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$205K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

5.3%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Worcester County

1,805 housing units permitted in the last 12 months (+1% vs the prior 12 months) — 1,007 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

Listing Provided By

Listing Agent: Amy Balewicz Homes

Listing Office: Keller Williams Realty Boston Northwest

MLS® Number: 73584784