$1,400,000
281 Main Street
Bolton, MA, 01740
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!
Property Details
Price:
$1,400,000
MLS #:
73584784
Status:
Active
Beds:
4
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 30, 2026
Finished Sq Ft:
6,007
Total Sq Ft:
6,007
Lot Size:
233,917 sqft / 5.37 acres (approx)
Year Built:
1996
Schools
Elementary School:
Florence Sawyer
High School:
Nashoba Regional
Interior
Above Grade Finished Area
5083
Appliances
Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Wine Cooler
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
924
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Carpet, Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Wall to Wall Carpet, Flooring – Wood
Heating
Forced Air, Baseboard, Oil, Fireplace
Interior Features
Closet/Cabinets – Custom Built, Recessed Lighting, Bathroom – Half, Countertops – Stone/Granite/Solid, Lighting – Sconce, Cathedral Ceiling(s), Ceiling Fan(s), Beadboard, Bathroom – Full, Bathroom – With Shower Stall, Chair Rail, Lighting – Overhead, Home Office, Bathroom, Sun Room, Bonus Room, Play Room, Walk-up Attic, Internet Available – Broadband
Laundry Features
Closet/Cabinets – Custom Built, Flooring – Stone/Ceramic Tile, Electric Dryer Hookup, Recessed Lighting, Washer Hookup, Sink, First Floor
Exterior
Architectural Style
Contemporary, Queen Anne
Attached Garage YN
1
Community Features
Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Public School
Construction Materials
Frame
Covered Spaces
3
Exterior Features
Porch – Enclosed, Deck – Composite, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Screens, Stone Wall
Garage Spaces
3
Green Energy Efficient
Thermostat
Lot Features
Cul-De-Sac, Wooded, Easements
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Attached, Workshop in Garage, Paved Drive, Off Street, Paved
Parking Spots
9
Parking Total
9
Patio And Porch Features
Porch – Enclosed, Deck – Composite
Roof
Shingle
Security Features
Security System
View
Scenic View(s)
Window Features
Insulated Windows, Screens
Financial
HOA Fee
$1,000
HOA Fee Frequency
Annually
Tax Year
2025
Taxes
$21,885
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Bolton as of Oct 17, 2026
32
Single Family Listed
50
Avg DOM
308
Avg $ / SqFt
$1,094,669
Avg List Price
Community
- Address281 Main Street Bolton MA
- CityBolton
- CountyWorcester
- Zip Code01740
Subdivisions in Bolton
Similar Listings Nearby
Property Summary
- 281 Main Street Bolton MA is a Single Family for sale in Bolton, MA, 01740. It is listed for $1,400,000 and features 4 beds, 5 baths, and has approximately 6,007 square feet of living space, and was originally constructed in 1996. The current price per square foot is $233. The average price per square foot for Single Family listings in Bolton is $308. The average listing price for Single Family in Bolton is $1,094,669. To schedule a showing of MLS#73584784 at 281 Main Street in Bolton, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Keller Williams Realty Boston Northwest. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
281 Main Street
Bolton, MA