2,714

Bolton, MA Homes

Section Image
  • 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

    Current Estimated Value $1,397,522

    Last Listing Agent Amy Balewicz Keller Williams Realty Boston Northwest

    25 Old Stone Cir, Bolton, MA 01740
    • 34 Whitcomb Rd, Bolton, MA 01740
      34 Whitcomb Rd, Bolton, MA 01740
      34 Whitcomb Rd, Bolton, MA 01740
      /6

      Est $1,019,042

      Not Listed For Sale

      34 Whitcomb Rd, Bolton, MA 01740

      • 4 Beds
      • 3.5 Baths
      • 3,462 Sq Ft
      • Built 1990
      34 Whitcomb Rd, Bolton, MA 01740

      Last Sold Summary

      • 88 Days On Market

  • 16 Mallard Ln Unit 3, Bolton, MA 01740
    16 Mallard Ln Unit 3, Bolton, MA 01740
    16 Mallard Ln Unit 3, Bolton, MA 01740
    /3

    $950,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,009 Sq Ft

    16 Mallard Ln Unit 3, Bolton, MA 01740

    Pre-Summer Sale! Elegant single-level new construction in a desirable active adult community featuring a fireplaced living room and an open kitchen with granite counters, center island, and Thermador appliances. High ceilings and generous windows provide abundant natural light throughout. The private primary suite offers a well-appointed bath and ample closet space. Additional highlights include

    Derek Greene The Greene Realty Group

    16 Mallard Ln Unit 3, Bolton, MA 01740
  • 404 Wattaquadock Hill Rd, Bolton, MA 01740
    404 Wattaquadock Hill Rd, Bolton, MA 01740
    404 Wattaquadock Hill Rd, Bolton, MA 01740
    /35

    $750,000

    Sold May 27, 2026

    404 Wattaquadock Hill Rd, Bolton, MA 01740

    • 3 Beds
    • 2.5 Baths
    • 2,471 Sq Ft
    • Built 1960

    Last Sold Summary

    • $304/SF
    • 5 Days On Market

    Current Estimated Value $744,059

    Last Listing Agent Mark Kosa Lassen Realty, LLC

    404 Wattaquadock Hill Rd, Bolton, MA 01740
    • 312 Sugar Rd, Bolton, MA 01740
      312 Sugar Rd, Bolton, MA 01740
      312 Sugar Rd, Bolton, MA 01740
      /33

      Est $612,399

      Not Listed For Sale

      312 Sugar Rd, Bolton, MA 01740

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1977
      312 Sugar Rd, Bolton, MA 01740

      Last Sold Summary

      • 10 Days On Market

  • 90 Frye Rd, Bolton, MA 01740
    90 Frye Rd, Bolton, MA 01740
    90 Frye Rd, Bolton, MA 01740
    /41

    $1,150,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 4,873 Sq Ft

    90 Frye Rd, Bolton, MA 01740

    Enjoy peace, serenity, & an abundance of privacy at this meticulously maintained Colonial brimming w/custom architectural details exuding timeless elegance & Contemporary flair. At the hub of this beautiful home is a spacious chef’s kitchen w/center island, gas cooktop, dual ovens & stainless appliances flowing seamlessly into the striking fireplaced family room w/soaring ceiling & a wall of

    Amy Balewicz Keller Williams Realty Boston Northwest

    90 Frye Rd, Bolton, MA 01740
  • 28 Goose Pond Path, Bolton, MA 01740
    28 Goose Pond Path, Bolton, MA 01740
    28 Goose Pond Path, Bolton, MA 01740
    /41

    $1,360,000

    Sold Apr 27, 2026

    28 Goose Pond Path, Bolton, MA 01740

    • 4 Beds
    • 3.5 Baths
    • 3,777 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Above List Price
    • $360/SF
    • 6 Days On Market

    Current Estimated Value $1,342,366

    Last Listing Agent Jackie Crawford Ross REMAX Executive Realty

    28 Goose Pond Path, 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 $802,897

      Not Listed For Sale

      99 Golden Run Rd, Bolton, MA 01740

      • 3 Beds
      • 1.5 Baths
      • 2,413 Sq Ft
      • Built 1981
      99 Golden Run Rd, Bolton, MA 01740

      Last Sold Summary

      • 2 Days On Market

  • 1 Sanders Ln, Bolton, MA 01740
    1 Sanders Ln, Bolton, MA 01740
    1 Sanders Ln, Bolton, MA 01740
    /31

    $1,499,000

    • 4 Beds
    • 3.5 Baths
    • 3,489 Sq Ft

    1 Sanders Ln, Bolton, MA 01740

    Ready for Move In! Welcome to Bolton Hill Estates, where modern luxury meets timeless farmhouse charm. Nestled in Bolton, just minutes from downtown Hudson, this 3,480 sq. ft. home offers 4 bedrooms, 3.5 baths, and a 3-car garage on a private lot. Enjoy sun-filled open spaces, a gourmet kitchen with blend of white and wood cabinetry, quartz countertops, and premium finishes. Relax in your

    Janice Dumont JD Advisors, Inc

    1 Sanders Ln, 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 $1,102,199

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

    171 Wilder Rd, Bolton, MA 01740
    • 272 Harvard Rd, Bolton, MA 01740
      272 Harvard Rd, Bolton, MA 01740
      272 Harvard Rd, Bolton, MA 01740
      /42

      Est $835,971

      Not Listed For Sale

      272 Harvard Rd, Bolton, MA 01740

      • 4 Beds
      • 2 Baths
      • 2,620 Sq Ft
      • Built 1900
      272 Harvard Rd, Bolton, MA 01740

      Last Sold Summary

      • 58 Days On Market

  • 36 Pondside Dr, Bolton, MA 01740
    36 Pondside Dr, Bolton, MA 01740
    36 Pondside Dr, Bolton, MA 01740
    /41

    $599,000

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,777 Sq Ft

    36 Pondside Dr, Bolton, MA 01740

    Welcome to The Regency at Bolton, a 55+ active adult community. 36 Pondside Dr is a bright and sunny unit with high ceilings and cathedral style large windows. First floor has a master suite, full bath, large walk in closet and laundry for easy access. The upstairs area has a bedroom, full bathroom, a large loft area, perfect for relaxation, office and crafts and a storage room. The Regency

    Maria Koral Berkshire Hathaway HomeServices Commonwealth Real Estate

    36 Pondside Dr, 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 LLC - Corporate Office

    3 Pondside Ln Unit 3, Bolton, MA 01740
    • 141 Green Rd, Bolton, MA 01740
      141 Green Rd, Bolton, MA 01740
      141 Green Rd, Bolton, MA 01740
      /37

      Est $1,187,824

      Not Listed For Sale

      141 Green Rd, Bolton, MA 01740

      • 4 Beds
      • 3 Baths
      • 3,476 Sq Ft
      • Built 2005
      141 Green Rd, Bolton, MA 01740

      Last Sold Summary

      • 64 Days On Market

  • 158 Kettle Hole Rd, Bolton, MA 01740
    158 Kettle Hole Rd, Bolton, MA 01740
    158 Kettle Hole Rd, Bolton, MA 01740
    /42

    $1,200,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,482 Sq Ft

    158 Kettle Hole Rd, Bolton, MA 01740

    Whether hosting a poolside BBQ, formal dinner party, or enjoying a cozy evening by the fire, this stunning property in the coveted Fox Run neighborhood offers a luxurious haven where you'll enjoy not just a home, but a lifestyle. Dive into the clear water of the saltwater pool, relax in the covered hot tub, enjoy outdoor games in the sprawling yard, or enjoy the quiet satisfaction of harvesting

    Amy Balewicz Keller Williams Realty Boston Northwest

    158 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

    Current Estimated Value $754,208

    Last Listing Agent Omar Regalado Serhant

    172 Ballville Rd, 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 $1,487,728

      Not Listed For Sale

      106 Fox Run Rd, Bolton, MA 01740

      • 5 Beds
      • 3.5 Baths
      • 6,022 Sq Ft
      • Built 1998
      106 Fox Run Rd, Bolton, MA 01740

      Last Sold Summary

      • 7 Days On Market

  • 53 Lancaster Rd Unit 5, Clinton, MA 01510
    53 Lancaster Rd Unit 5, Clinton, MA 01510
    53 Lancaster Rd Unit 5, Clinton, MA 01510
    /26

    $439,900

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,965 Sq Ft

    53 Lancaster Rd Unit 5, Clinton, MA 01510

    Welcome to Fairway Glenn, a highly desirable community of just 10 duplex-style townhomes overlooking The International Golf Club surrounded by manicured landscaping. 1,900+ sq. ft. of living space, including a finished lower level, this beautifully maintained home combines comfort, convenience, & value. Enjoy an attached garage, welcoming front porch, & private composite deck with motorized

    Rick Freeman Keller Williams Realty North Central

    53 Lancaster Rd Unit 5, Clinton, MA 01510
  • 18 Sargent Rd, Bolton, MA 01740
    18 Sargent Rd, Bolton, MA 01740
    18 Sargent Rd, Bolton, MA 01740
    /33

    $662,000

    Sold Mar 31, 2026

    18 Sargent Rd, Bolton, MA 01740

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Built 1953

    Last Sold Summary

    • 5% Below List Price
    • $441/SF
    • 168 Days On Market

    Current Estimated Value $643,621

    Last Listing Agent Nancy Fudge Fudge Properties

    18 Sargent Rd, Bolton, MA 01740
    • 106 Green Rd, Bolton, MA 01740
      106 Green Rd, Bolton, MA 01740
      106 Green Rd, Bolton, MA 01740
      /38

      Est $1,039,651

      Not Listed For Sale

      106 Green Rd, Bolton, MA 01740

      • 4 Beds
      • 2.5 Baths
      • 3,218 Sq Ft
      • Built 2000
      106 Green Rd, Bolton, MA 01740

      Last Sold Summary

      • 5 Days On Market

  • 277 Main St, Bolton, MA 01740
    277 Main St, Bolton, MA 01740
    277 Main St, Bolton, MA 01740
    /42

    $1,050,000

    Pending
    • 4 Beds
    • 5 Baths
    • 4,063 Sq Ft

    277 Main St, Bolton, MA 01740

    Nestled in a private neighborhood setting, this stately Contemporary Colonial offers an exceptional blend of elegance, comfort, & livability. The beautifully appointed chef’s kitchen features rich cabinetry, Wolf induction cooktop, dual ovens, & a charming dining nook. At the heart of the home, a vaulted-ceiling family room creates an inviting space to gather w/family & friends. Unwind in the

    Amy Balewicz Keller Williams Realty Boston Northwest

    277 Main St, Bolton, MA 01740
  • 8 Autumn Ln, Bolton, MA 01740
    8 Autumn Ln, Bolton, MA 01740
    8 Autumn Ln, Bolton, MA 01740
    /42

    $800,000

    Sold Sep 30, 2025

    8 Autumn Ln, Bolton, MA 01740

    • 4 Beds
    • 4 Baths
    • 2,609 Sq Ft
    • Built 1994

    Last Sold Summary

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

    Current Estimated Value $852,089

    Last Listing Agent Tessa Parziale Rigattieri Tessa Parziale Real Estate

    8 Autumn Ln, Bolton, MA 01740
    • 104 Green Rd, Bolton, MA 01740
      104 Green Rd, Bolton, MA 01740
      104 Green Rd, Bolton, MA 01740
      /42

      Est $1,265,928

      Not Listed For Sale

      104 Green Rd, Bolton, MA 01740

      • 5 Beds
      • 4.5 Baths
      • 5,205 Sq Ft
      • Built 1999
      104 Green Rd, Bolton, MA 01740

      Last Sold Summary

      • 11 Days On Market

  • 1100 Main St, Bolton, MA 01740
    1100 Main St, Bolton, MA 01740
    1100 Main St, Bolton, MA 01740
    /33

    $324,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,161 Sq Ft

    1100 Main St, Bolton, MA 01740

    Bring your vision and tool belt! This two bedroom, 1 bath ranch has been loved by the same family for many years and is ready for its next chapter. This home presents an excellent opportunity for investors, contractors, or someone looking for a project. The layout includes a spacious living area, central heat and air, plus an additional bonus room featuring a fireplace and attractive slate

    Angela Choiniere Noonan/Lombardi, REALTORS® LLC

    1100 Main St, Bolton, MA 01740
  • 903 Main St, Bolton, MA 01740
    903 Main St, Bolton, MA 01740
    903 Main St, Bolton, MA 01740
    /39

    $625,000

    Sold Feb 04, 2026

    903 Main St, Bolton, MA 01740

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • Built 1965

    Last Sold Summary

    • $372/SF
    • 33 Days On Market

    Current Estimated Value $615,911

    Last Listing Agent Kary Cummings Coldwell Banker Realty - Cambridge

    903 Main St, 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 $1,163,054

      Not Listed For Sale

      45 Kettle Hole Rd, Bolton, MA 01740

      • 4 Beds
      • 2.5 Baths
      • 3,155 Sq Ft
      • Built 1996
      45 Kettle Hole Rd, Bolton, MA 01740

      Last Sold Summary

      • 2 Days On Market

  • 48 Pondside Dr, Bolton, MA 01740
    48 Pondside Dr, Bolton, MA 01740
    48 Pondside Dr, Bolton, MA 01740
    /15

    $244,936

    Sold Sep 16, 2025

    48 Pondside Dr, Bolton, MA 01740

    • 2 Beds
    • 2.5 Baths
    • 1,613 Sq Ft
    • Built 2010

    Last Sold Summary

    • $152/SF
    • 20 Days On Market

    Current Estimated Value $315,676

    Last Listing Agent Mary Didomenico Coldwell Banker Realty - Framingham

    48 Pondside Dr, Bolton, MA 01740
    • 84 Vaughn Hill Rd, Bolton, MA 01740
      84 Vaughn Hill Rd, Bolton, MA 01740
      84 Vaughn Hill Rd, Bolton, MA 01740
      /40

      Est $905,962

      Not Listed For Sale

      84 Vaughn Hill Rd, Bolton, MA 01740

      • 4 Beds
      • 2.5 Baths
      • 2,820 Sq Ft
      • Built 1970
      84 Vaughn Hill Rd, Bolton, MA 01740

      Last Sold Summary

      • 4 Days On Market

  • 81 Annie Moore Rd, Bolton, MA 01740
    81 Annie Moore Rd, Bolton, MA 01740
    81 Annie Moore Rd, Bolton, MA 01740
    /41

    $1,314,000

    Sold Jul 08, 2025

    81 Annie Moore Rd, Bolton, MA 01740

    • 4 Beds
    • 3.5 Baths
    • 4,325 Sq Ft
    • Built 2012

    Last Sold Summary

    • 10% Above List Price
    • $304/SF
    • 5 Days On Market

    Current Estimated Value $1,343,471

    Last Listing Agent Amy Balewicz Keller Williams Realty Boston Northwest

    81 Annie Moore Rd, Bolton, MA 01740
    • 89 Vaughn Hill Rd, Bolton, MA 01740
      89 Vaughn Hill Rd, Bolton, MA 01740
      89 Vaughn Hill Rd, Bolton, MA 01740
      /30

      Est $815,407

      Not Listed For Sale

      89 Vaughn Hill Rd, Bolton, MA 01740

      • 4 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1972
      89 Vaughn Hill Rd, Bolton, MA 01740

      Last Sold Summary

      • 4 Days On Market

  • 79 Sampson Rd, Bolton, MA 01740
    79 Sampson Rd, Bolton, MA 01740
    79 Sampson Rd, Bolton, MA 01740
    /41

    $816,000

    Sold May 08, 2026

    79 Sampson Rd, Bolton, MA 01740

    • 4 Beds
    • 2.5 Baths
    • 2,096 Sq Ft
    • Built 1970

    Last Sold Summary

    • 2% Above List Price
    • $389/SF
    • 11 Days On Market

    Current Estimated Value $795,318

    Last Listing Agent Farah Fakih Coldwell Banker Realty - Boston

    79 Sampson Rd, Bolton, MA 01740
    • 182 Nourse Rd, Bolton, MA 01740
      182 Nourse Rd, Bolton, MA 01740
      182 Nourse Rd, Bolton, MA 01740
      /41

      Est $1,013,060

      Not Listed For Sale

      182 Nourse Rd, Bolton, MA 01740

      • 3 Beds
      • 3.5 Baths
      • 3,465 Sq Ft
      • Built 1966
      182 Nourse Rd, Bolton, MA 01740

      Last Sold Summary

      • 6 Days On Market

  • 399 Long Hill Rd, Bolton, MA 01740
    399 Long Hill Rd, Bolton, MA 01740
    /2

    $730,000

    Sold Mar 20, 2026

    399 Long Hill Rd, Bolton, MA 01740

    • 3 Beds
    • 2.5 Baths
    • 2,564 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Above List Price
    • $285/SF
    • 6 Days On Market

    Current Estimated Value $723,851

    Last Listing Agent Lilia Flores Barrett Sotheby's International Realty

    399 Long Hill Rd, Bolton, MA 01740
    • 153 Green Rd, Bolton, MA 01740
      153 Green Rd, Bolton, MA 01740
      153 Green Rd, Bolton, MA 01740
      /42

      Est $977,911

      Not Listed For Sale

      153 Green Rd, Bolton, MA 01740

      • 4 Beds
      • 3.5 Baths
      • 3,108 Sq Ft
      • Built 1981
      153 Green Rd, Bolton, MA 01740

      Last Sold Summary

      • 2 Days On Market

  • 40 Forbush Mill Rd, Bolton, MA 01740
    40 Forbush Mill Rd, Bolton, MA 01740
    40 Forbush Mill Rd, Bolton, MA 01740
    /35

    $920,000

    Sold Mar 12, 2026

    40 Forbush Mill Rd, Bolton, MA 01740

    • 4 Beds
    • 2.5 Baths
    • 2,523 Sq Ft
    • Built 2010

    Last Sold Summary

    • 8% Above List Price
    • $365/SF
    • 4 Days On Market

    Current Estimated Value $887,794

    Last Listing Agent Deb Kotlarz Keller Williams Realty Boston Northwest

    40 Forbush Mill Rd, Bolton, MA 01740
    • 15 Kettle Hole Rd, Bolton, MA 01740
      15 Kettle Hole Rd, Bolton, MA 01740
      15 Kettle Hole Rd, Bolton, MA 01740
      /42

      Est $1,149,045

      Not Listed For Sale

      15 Kettle Hole Rd, Bolton, MA 01740

      • 5 Beds
      • 3.5 Baths
      • 3,797 Sq Ft
      • Built 1996
      15 Kettle Hole Rd, Bolton, MA 01740

      Last Sold Summary

      • 99 Days On Market

  • 53 Lancaster Rd Unit 7, Clinton, MA 01510
    53 Lancaster Rd Unit 7, Clinton, MA 01510
    53 Lancaster Rd Unit 7, Clinton, MA 01510
    /32

    $425,000

    Sold Jul 28, 2025

    53 Lancaster Rd Unit 7, Clinton, MA 01510

    • 2 Beds
    • 2.5 Baths
    • 1,614 Sq Ft
    • Built 2002

    Last Sold Summary

    • $263/SF
    • 0 Days On Market

    Current Estimated Value $428,885

    Last Listing Agent keith shapiro Realty Executives Boston West

    53 Lancaster Rd Unit 7, Clinton, MA 01510
    • 11 Kettle Hole Rd, Bolton, MA 01740
      11 Kettle Hole Rd, Bolton, MA 01740
      11 Kettle Hole Rd, Bolton, MA 01740
      /35

      Est $985,272

      Not Listed For Sale

      11 Kettle Hole Rd, Bolton, MA 01740

      • 4 Beds
      • 2.5 Baths
      • 3,437 Sq Ft
      • Built 1987
      11 Kettle Hole Rd, Bolton, MA 01740

      Last Sold Summary

      • 22 Days On Market

  • 725 Main St, Bolton, MA 01740
    725 Main St, Bolton, MA 01740
    725 Main St, Bolton, MA 01740
    /42

    $627,000

    Sold Jan 13, 2026

    725 Main St, Bolton, MA 01740

    • 3 Beds
    • 2.5 Baths
    • 1,865 Sq Ft
    • Built 1870

    Last Sold Summary

    • 16% Above List Price
    • $336/SF
    • 8 Days On Market

    Current Estimated Value $602,273

    Last Listing Agent The Movement Group Compass

    725 Main St, Bolton, MA 01740
    • 71 Bolton Woods Way, Bolton, MA 01740
      71 Bolton Woods Way, Bolton, MA 01740
      71 Bolton Woods Way, Bolton, MA 01740
      /42

      Est $650,503

      Not Listed For Sale

      71 Bolton Woods Way, Bolton, MA 01740

      • 3 Beds
      • 1.5 Baths
      • 1,720 Sq Ft
      • Built 1992
      71 Bolton Woods Way, Bolton, MA 01740

      Last Sold Summary

      • 5 Days On Market

Showing Results 81 - 120, Page 3 of 18

Massachusetts Worcester County Bolton

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