2,714

Bolton, MA Homes

Section Image
    • 127 Nashaway Rd, Bolton, MA 01740
      127 Nashaway Rd, Bolton, MA 01740
      127 Nashaway Rd, Bolton, MA 01740
      /41

      Est $1,123,844 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,641 Sq Ft

      127 Nashaway Rd, Bolton, MA 01740

      127 Nashaway Rd, Bolton, MA 01740
  • 11 Pondside Ln Unit 11, Bolton, MA 01740
    11 Pondside Ln Unit 11, Bolton, MA 01740
    11 Pondside Ln Unit 11, Bolton, MA 01740
    /32

    $499,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft

    11 Pondside Ln Unit 11, Bolton, MA 01740

    Stunning end unit town home with attached two car garage in the highly desirable Regency at Bolton 55+ community. Combining classic style, custom details and convenient one floor living, this spacious two bedroom, two bathroom, home features 1,612 square feet of beautifully designed living space. Hardwood floors can be found throughout along with coffered ceilings, Hunter Douglas power window

    Steven Smith Keller Williams Realty Boston Northwest

    11 Pondside Ln Unit 11, Bolton, MA 01740
  • 56 Bolton Woods Way, Bolton, MA 01740
    56 Bolton Woods Way, Bolton, MA 01740
    56 Bolton Woods Way, Bolton, MA 01740
    /30

    $663,000 Sold Jul 15, 2025

    56 Bolton Woods Way, Bolton, MA 01740

    • 3 Beds
    • 3 Baths
    • 2,022 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $328/SF
    • 9 Days On Market

    Current Estimated Value $682,340

    Last Listing Agent The Petrowsky Jones Group Compass

    56 Bolton Woods Way, Bolton, MA 01740
    • 50 Nashaway Rd, Bolton, MA 01740
      50 Nashaway Rd, Bolton, MA 01740
      50 Nashaway Rd, Bolton, MA 01740
      /36

      Est $852,539 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 3,497 Sq Ft

      50 Nashaway Rd, Bolton, MA 01740

      50 Nashaway Rd, Bolton, MA 01740
  • 90 Corn Rd, Bolton, MA 01740
    90 Corn Rd, Bolton, MA 01740
    90 Corn Rd, Bolton, MA 01740
    /11

    $389,000

    • Land
    • 2.63 Acres
    • $147,909 per Acre

    90 Corn Rd, Bolton, MA 01740

    Discover the potential of this private 2.63-acre lot located in the highly sought town of Bolton. With a 7-bedroom septic design in hand, the possibilities are endless—build a stunning main residence, add a carriage house or in-law suite, and create the ultimate multigenerational retreat or investment property. Nestled near the Bolton/Harvard town line and surrounded by luxury estates and

    Christopher Mackin Hazel & Company

    90 Corn Rd, Bolton, MA 01740
  • 173 Wilder Rd, Bolton, MA 01740
    173 Wilder Rd, Bolton, MA 01740
    173 Wilder Rd, Bolton, MA 01740
    /41

    $1,150,000 Sold Apr 22, 2025

    173 Wilder Rd, Bolton, MA 01740

    • 4 Beds
    • 3.5 Baths
    • 3,388 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Above List Price
    • $339/SF
    • 3 Days On Market

    Current Estimated Value $1,162,161

    Last Listing Agent Gabriella Fucillo-Jones Coldwell Banker Realty - Plymouth

    173 Wilder Rd, Bolton, MA 01740
    • 326 Still River Rd, Bolton, MA 01740
      326 Still River Rd, Bolton, MA 01740
      326 Still River Rd, Bolton, MA 01740
      /36

      Est $731,373 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,406 Sq Ft

      326 Still River Rd, Bolton, MA 01740

      326 Still River Rd, Bolton, MA 01740
  • 54 Main St, Bolton, MA 01740
    54 Main St, Bolton, MA 01740
    /2

    $2,500,000

    • Land
    • 25.17 Acres
    • $99,325 per Acre

    54 Main St, Bolton, MA 01740

    Bret O'Brien Greater Boston Commercial Properties, Inc.

    54 Main St, Bolton, MA 01740
  • 108 Oak Trail, Bolton, MA 01740
    108 Oak Trail, Bolton, MA 01740
    108 Oak Trail, Bolton, MA 01740
    /42

    $1,650,000 Sold Oct 15, 2025

    108 Oak Trail, Bolton, MA 01740

    • 5 Beds
    • 3.5 Baths
    • 5,742 Sq Ft
    • Built 2010

    Last Sold Summary

    • 3% Below List Price
    • $287/SF
    • 10 Days On Market

    Current Estimated Value $1,676,656

    Last Listing Agent Sandra Naroian Keller Williams Realty North Central

    108 Oak Trail, Bolton, MA 01740
    • 566 Sugar Rd, Bolton, MA 01740
      566 Sugar Rd, Bolton, MA 01740
      566 Sugar Rd, Bolton, MA 01740
      /41

      Est $1,027,567 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,117 Sq Ft

      566 Sugar Rd, Bolton, MA 01740

      566 Sugar Rd, Bolton, MA 01740
  • 0 Long Hill Rd, Bolton, MA 01740
    0 Long Hill Rd, Bolton, MA 01740
    0 Long Hill Rd, Bolton, MA 01740
    /5

    $289,000

    • Land
    • 2.06 Acres
    • $140,291 per Acre

    0 Long Hill Rd, Bolton, MA 01740

    Amazing opportunity to build your dream home nestled on this tranquil. private and picturesque 2 acre lot located on one of Bolton's most scenic roads. Enjoy this convenient location offering easy access to commuter routes, top rated schools, farms, conservation land, orchards, stables, & vibrant downtown Hudson!

    Amy Balewicz Keller Williams Realty Boston Northwest

    0 Long Hill Rd, Bolton, MA 01740
  • 26 Mill Pond Rd, Bolton, MA 01740
    26 Mill Pond Rd, Bolton, MA 01740
    26 Mill Pond Rd, Bolton, MA 01740
    /42

    $1,549,000 Sold Aug 15, 2025

    26 Mill Pond Rd, Bolton, MA 01740

    • 5 Beds
    • 3.5 Baths
    • 5,123 Sq Ft
    • Built 2012

    Last Sold Summary

    • $302/SF
    • 5 Days On Market

    Current Estimated Value $1,561,937

    Last Listing Agent Amy Balewicz Keller Williams Realty Boston Northwest

    26 Mill Pond Rd, Bolton, MA 01740
    • 55 Coventry Wood Rd, Bolton, MA 01740
      55 Coventry Wood Rd, Bolton, MA 01740
      55 Coventry Wood Rd, Bolton, MA 01740
      /35

      Est $816,365 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,587 Sq Ft

      55 Coventry Wood Rd, Bolton, MA 01740

      55 Coventry Wood Rd, Bolton, MA 01740
  • 399 Long Hill Rd, Bolton, MA 01740
    399 Long Hill Rd, Bolton, MA 01740
    399 Long Hill Rd, Bolton, MA 01740
    /37

    $685,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,564 Sq Ft

    399 Long Hill Rd, Bolton, MA 01740

    Tucked into a peaceful, scenic setting, this Cape Cod Contemporary home offers a comfortable layout with plenty of flexibility and a strong connection to its surroundings. The home includes three bedrooms and two and a half baths, with inviting living spaces designed for both everyday comfort and easy entertaining. A finished lower level adds valuable additional space, while two large, heated

    Lilia Flores Barrett Sotheby's International Realty

    399 Long Hill Rd, Bolton, MA 01740
  • 31 Spectacle Hill Rd, Bolton, MA 01740
    31 Spectacle Hill Rd, Bolton, MA 01740
    31 Spectacle Hill Rd, Bolton, MA 01740
    /42

    $900,000 Sold Jul 30, 2025

    31 Spectacle Hill Rd, Bolton, MA 01740

    • 4 Beds
    • 2.5 Baths
    • 3,049 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $295/SF
    • 23 Days On Market

    Current Estimated Value $928,254

    Last Listing Agent The Tom And Joanne Team Gibson Sotheby's International Realty

    31 Spectacle Hill Rd, Bolton, MA 01740
    • 438 Sugar Rd, Bolton, MA 01740
      438 Sugar Rd, Bolton, MA 01740
      438 Sugar Rd, Bolton, MA 01740
      /40

      Est $1,048,198 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,990 Sq Ft

      438 Sugar Rd, Bolton, MA 01740

      438 Sugar Rd, Bolton, MA 01740
  • 90 Harvard Rd, Bolton, MA 01740
    90 Harvard Rd, Bolton, MA 01740
    90 Harvard Rd, Bolton, MA 01740
    /7

    $399,000

    • Land
    • 6.79 Acres
    • $58,763 per Acre

    90 Harvard Rd, Bolton, MA 01740

    Discover the untapped potential of this expansive 6.79-acre property in the beautiful town of Bolton.Seize this rare opportunity to own an impressive lot nestled in nature's embrace. This estate setting on the scenic and highly coveted Harvard Road, offers ultimate privacy and tranquil wooded views. Enjoy excellent commuter location and access to Routes 495, 117, and 290. This remarkable lot is

    Suzanne Dutkewych Hazel & Company

    90 Harvard Rd, Bolton, MA 01740
  • 21 Kettle Hole Rd, Bolton, MA 01740
    21 Kettle Hole Rd, Bolton, MA 01740
    21 Kettle Hole Rd, Bolton, MA 01740
    /39

    $1,320,000 Sold May 30, 2025

    21 Kettle Hole Rd, Bolton, MA 01740

    • 4 Beds
    • 3 Baths
    • 4,950 Sq Ft
    • Built 1988

    Last Sold Summary

    • 16% Below List Price
    • $267/SF
    • 22 Days On Market

    Current Estimated Value $1,382,493

    Last Listing Agent Ellie Kubinciak RE/MAX Signature Properties

    21 Kettle Hole Rd, Bolton, MA 01740
    • 312 Sugar Rd, Bolton, MA 01740
      312 Sugar Rd, Bolton, MA 01740
      312 Sugar Rd, Bolton, MA 01740
      /33

      Est $584,260 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft

      312 Sugar Rd, Bolton, MA 01740

      312 Sugar Rd, Bolton, MA 01740
  • 114 Oak Trail, Bolton, MA 01740
    114 Oak Trail, Bolton, MA 01740
    114 Oak Trail, Bolton, MA 01740
    /6

    $3,690,000

    • 5 Beds
    • 6.5 Baths
    • 8,609 Sq Ft

    114 Oak Trail, Bolton, MA 01740

    Set discreetly among one of Bolton’s most prestigious addresses, 114 Oak Trail is a custom Transitional Colonial estate—the largest and most significant residence ever built in town. Timeless symmetry and a commanding façade give way to interiors defined by scale and light, beginning with a dramatic double-height foyer and flowing into expansive open living spaces designed for both grand

    Dylan Costello Serhant

    114 Oak Trail, Bolton, MA 01740
  • 118 Vaughn Hill Rd, Bolton, MA 01740
    118 Vaughn Hill Rd, Bolton, MA 01740
    118 Vaughn Hill Rd, Bolton, MA 01740
    /19

    $630,000 Sold Jun 16, 2025

    118 Vaughn Hill Rd, Bolton, MA 01740

    • 3 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 1972

    Last Sold Summary

    • $345/SF
    • 4 Days On Market

    Current Estimated Value $637,934

    Last Listing Agent Shannon Provost Redfin Corp.

    118 Vaughn Hill Rd, Bolton, MA 01740
    • 298 Harvard Rd, Bolton, MA 01740
      298 Harvard Rd, Bolton, MA 01740
      298 Harvard Rd, Bolton, MA 01740
      /42

      Est $1,391,675 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,652 Sq Ft

      298 Harvard Rd, Bolton, MA 01740

      298 Harvard Rd, Bolton, MA 01740
  • 98 Meadow Rd, Bolton, MA 01740
    98 Meadow Rd, Bolton, MA 01740
    98 Meadow Rd, Bolton, MA 01740
    /6

    $599,000

    • Land
    • 7 Acres
    • $85,571 per Acre

    98 Meadow Rd, Bolton, MA 01740

    Exceptional Opportunity – Two Approved Lots on 7 Acres in Beautiful Bolton! Discover this rare offering of two combined lots totaling 7 acres, fully prepared for immediate development. Each lot features an approved driveway, septic system, and forthcoming power installation by National Grid. With all necessary approvals secured, you can enjoy a seamless building process. Nestled in a peaceful,

    Mg Group Century 21 North East

    98 Meadow Rd, Bolton, MA 01740
  • 291 Harvard Rd, Bolton, MA 01740
    291 Harvard Rd, Bolton, MA 01740
    291 Harvard Rd, Bolton, MA 01740
    /40

    $732,000 Sold Dec 05, 2025

    291 Harvard Rd, Bolton, MA 01740

    • 3 Beds
    • 2.5 Baths
    • 2,386 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Below List Price
    • $307/SF
    • 54 Days On Market

    Last Listing Agent Laura Guisti-McSweeney ERA Key Realty Services- Milf

    291 Harvard Rd, Bolton, MA 01740
    • 99 Golden Run Rd, Bolton, MA 01740
      99 Golden Run Rd, Bolton, MA 01740
      99 Golden Run Rd, Bolton, MA 01740
      /32

      Est $779,912 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,413 Sq Ft

      99 Golden Run Rd, Bolton, MA 01740

      99 Golden Run Rd, Bolton, MA 01740
  • 51 Still River Rd, Bolton, MA 01740
    51 Still River Rd, Bolton, MA 01740
    51 Still River Rd, Bolton, MA 01740
    /41

    $1,050,000 Sold Oct 20, 2025

    51 Still River Rd, Bolton, MA 01740

    • 4 Beds
    • 2.5 Baths
    • 3,320 Sq Ft
    • Built 1997

    Last Sold Summary

    • $316/SF
    • 5 Days On Market

    Current Estimated Value $1,054,095

    Last Listing Agent Amy Balewicz Keller Williams Realty Boston Northwest

    51 Still River Rd, Bolton, MA 01740
    • 272 Harvard Rd, Bolton, MA 01740
      272 Harvard Rd, Bolton, MA 01740
      272 Harvard Rd, Bolton, MA 01740
      /42

      Est $776,435 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,620 Sq Ft

      272 Harvard Rd, Bolton, MA 01740

      272 Harvard Rd, Bolton, MA 01740
  • 3 Old Harvard Rd, Bolton, MA 01740
    3 Old Harvard Rd, Bolton, MA 01740
    3 Old Harvard Rd, Bolton, MA 01740
    /9

    $1,349,000 Sold Feb 13, 2026

    3 Old Harvard Rd, Bolton, MA 01740

    • 4 Beds
    • 2.5 Baths
    • 4,006 Sq Ft
    • Built 2025

    Last Sold Summary

    • $337/SF
    • 39 Days On Market

    Last Listing Agent Deb Kotlarz Keller Williams Realty Boston Northwest

    3 Old Harvard Rd, Bolton, MA 01740
    • 141 Green Rd, Bolton, MA 01740
      141 Green Rd, Bolton, MA 01740
      141 Green Rd, Bolton, MA 01740
      /37

      Est $1,155,628 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,476 Sq Ft

      141 Green Rd, Bolton, MA 01740

      141 Green Rd, Bolton, MA 01740
  • 25 Old Stone Cir, Bolton, MA 01740
    25 Old Stone Cir, Bolton, MA 01740
    25 Old Stone Cir, Bolton, MA 01740
    /42

    $1,400,000 Sold Feb 09, 2026

    25 Old Stone Cir, Bolton, MA 01740

    • 4 Beds
    • 3.5 Baths
    • 4,004 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Above List Price
    • $350/SF
    • 4 Days On Market

    Last Listing Agent Amy Balewicz Keller Williams Realty Boston Northwest

    25 Old Stone Cir, Bolton, MA 01740
    • 97 Fox Run Rd, Bolton, MA 01740
      97 Fox Run Rd, Bolton, MA 01740
      97 Fox Run Rd, Bolton, MA 01740
      /42

      Est $1,913,707 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 5,967 Sq Ft

      97 Fox Run Rd, Bolton, MA 01740

      97 Fox Run Rd, Bolton, MA 01740
  • 36 Sugar Rd Unit 13, Bolton, MA 01740
    36 Sugar Rd Unit 13, Bolton, MA 01740
    36 Sugar Rd Unit 13, Bolton, MA 01740
    /42

    $767,500 Sold Feb 28, 2025

    36 Sugar Rd Unit 13, Bolton, MA 01740

    • 2 Beds
    • 3.5 Baths
    • 2,752 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $279/SF
    • 6 Days On Market

    Last Listing Agent Zohreh Kim LAER Realty Partners

    36 Sugar Rd Unit 13, Bolton, MA 01740
    • 106 Fox Run Rd, Bolton, MA 01740
      106 Fox Run Rd, Bolton, MA 01740
      106 Fox Run Rd, Bolton, MA 01740
      /41

      Est $1,432,205 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 6,022 Sq Ft

      106 Fox Run Rd, Bolton, MA 01740

      106 Fox Run Rd, Bolton, MA 01740
  • 171 Wilder Rd, Bolton, MA 01740
    171 Wilder Rd, Bolton, MA 01740
    171 Wilder Rd, Bolton, MA 01740
    /34

    $1,080,000 Sold Jul 21, 2025

    171 Wilder Rd, Bolton, MA 01740

    • 4 Beds
    • 2.5 Baths
    • 3,519 Sq Ft
    • Built 1994

    Last Sold Summary

    • 1% Below List Price
    • $307/SF
    • 95 Days On Market

    Current Estimated Value $1,082,593

    Last Listing Agent Mary O'Hagan Barrett Sotheby's International Realty

    171 Wilder Rd, Bolton, MA 01740
    • 106 Green Rd, Bolton, MA 01740
      106 Green Rd, Bolton, MA 01740
      106 Green Rd, Bolton, MA 01740
      /38

      Est $1,027,976 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,218 Sq Ft

      106 Green Rd, Bolton, MA 01740

      106 Green Rd, Bolton, MA 01740
  • 64 Old Stone Cir, Bolton, MA 01740
    64 Old Stone Cir, Bolton, MA 01740
    64 Old Stone Cir, Bolton, MA 01740
    /30

    $1,280,000 Sold Mar 31, 2025

    64 Old Stone Cir, Bolton, MA 01740

    • 4 Beds
    • 3 Baths
    • 3,231 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Above List Price
    • $396/SF
    • 5 Days On Market

    Current Estimated Value $1,299,336

    Last Listing Agent Amy Balewicz Keller Williams Realty Boston Northwest

    64 Old Stone Cir, Bolton, MA 01740
    • 104 Green Rd, Bolton, MA 01740
      104 Green Rd, Bolton, MA 01740
      104 Green Rd, Bolton, MA 01740
      /42

      Est $1,250,880 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,205 Sq Ft

      104 Green Rd, Bolton, MA 01740

      104 Green Rd, Bolton, MA 01740
  • 3 Pondside Ln Unit 3, Bolton, MA 01740
    3 Pondside Ln Unit 3, Bolton, MA 01740
    3 Pondside Ln Unit 3, Bolton, MA 01740
    /30

    $614,000 Sold Feb 12, 2026

    3 Pondside Ln Unit 3, Bolton, MA 01740

    • 2 Beds
    • 2.5 Baths
    • 1,821 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $337/SF
    • 6 Days On Market

    Last Listing Agent Mark Bernardino eXp Realty

    3 Pondside Ln Unit 3, Bolton, MA 01740
    • 45 Kettle Hole Rd, Bolton, MA 01740
      45 Kettle Hole Rd, Bolton, MA 01740
      45 Kettle Hole Rd, Bolton, MA 01740
      /34

      Est $1,211,593 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,155 Sq Ft

      45 Kettle Hole Rd, Bolton, MA 01740

      45 Kettle Hole Rd, Bolton, MA 01740
  • 172 Ballville Rd, Bolton, MA 01740
    172 Ballville Rd, Bolton, MA 01740
    172 Ballville Rd, Bolton, MA 01740
    /40

    $730,000 Sold Dec 04, 2025

    172 Ballville Rd, Bolton, MA 01740

    • 4 Beds
    • 2 Baths
    • 2,021 Sq Ft
    • Built 1968

    Last Sold Summary

    • 8% Below List Price
    • $361/SF
    • 38 Days On Market

    Last Listing Agent Omar Regalado eXp Realty

    172 Ballville Rd, Bolton, MA 01740

Showing Results 41 - 80, Page 2 of 18

Massachusetts Worcester County Bolton

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