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Recently Sold Wayside Inn Historic District Homes

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  • /34

    $1,345,000 Sold Jun 24, 2025

    • 4,692 Sq Ft
    • $287/SF
    • 25 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1992

    116 Dutton Rd, Sudbury, MA 01776

    Nestled on a 2-acre lot in coveted Wayside Inn District, this stately Colonial blends timeless charm w/ modern comfort. A gracious living room leads to a library/office, w/ custom built-ins french doors. Formal dining room, w/ beautiful moldings, offers tranquil views of the wooded backyard.The open kitchen features an eat-in, seamlessly connecting to a cozy family room w/ a wood-burning

    Diana Lannon Advisors Living - Sudbury

    116 Dutton Rd, Sudbury, MA 01776
  • /41

    $1,310,000 Sold Jun 02, 2025

    • 2,757 Sq Ft
    • $475/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    87 Dutton Rd, Sudbury, MA 01776

    Tucked away on a long, meandering drive, this quintessential Cape Cod-style home blends timeless charm with modern elegance. Beautifully renovated throughout, the 3-bedroom, 2.5 bath retreat offers refined comfort in a serene, storybook setting. Gleaming hardwood floors, custom millwork, and sun-filled spaces create an inviting warmth, with the thoughtfully updated kitchen with cherry cabinets

    The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

    87 Dutton Rd, Sudbury, MA 01776
  • /42

    $2,450,000 Sold Jan 07, 2025

    • 5,473 Sq Ft
    • $448/SF
    • 26 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1992

    85 Carriage Way, Sudbury, MA 01776

    Dramatic VISTA / WATER VIEWS on 2.47 ESTATE-LIKE ACRES! Builder's own,"FATHER OF THE BRIDE," ALL-BRICK, stately Georgian Colonial; 5 bedrms/4.5 baths with OPEN FLOOR PLAN. Southern exposure for amble natural light! Property abuts acres of conservation land/trails. Embrace an outdoor lifestyle of hiking & canoeing. Chef's white 400 SF KITCHEN, (Subzero/Viking/Bosch), Carrara Gold Marble

    Laura Meier Compass

    85 Carriage Way, Sudbury, MA 01776
  • /42

    $2,250,000 Sold Nov 22, 2024

    • 5,797 Sq Ft
    • $388/SF
    • 62 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1857

    61 Dutton Rd, Sudbury, MA 01776

    The epitome of New England living at its finest.Like a well orchestrated symphony,this 5 acre property is the perfect blend of Sudbury's history w/today's lifestyle, seamlessly blending the original 1850's farmhouse+barn w/modern additions.Walls of glass offer panoramic views of the exquisite grounds w/stone walls,perennial gardens, mature flowering trees +lush lawn.There is so much to appreciate

    Berkeley O'Keefe Advisors Living - Sudbury

    61 Dutton Rd, Sudbury, MA 01776
  • /36

    $1,050,000 Sold Jul 30, 2024

    • 3,064 Sq Ft
    • $343/SF
    • 11 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1973

    53 Robert Best Rd, Sudbury, MA 01776

    This much loved home is situated in one of Sudbury's most popular neighborhoods. The versatile floor plan presents many options. Choice of Primary Bedroom on the 1st or 2nd floor plus mid level Bonus Room.The first floor is highlighted by its gracious fireplaced Living Room. A perfect size Dining Room. Inviting Kitchen open to the Family Room.The Family Room features a cathedral ceiling, wood

    Berkeley O'Keefe Advisors Living - Sudbury

    53 Robert Best Rd, Sudbury, MA 01776
  • /40

    $1,050,000 Sold Jul 26, 2024

    • 2,556 Sq Ft
    • $411/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1952

    153 Dutton Rd, Sudbury, MA 01776

    Seconds to the historic Wayside Inn & Gristmill. Come fall in love with this enchanting 10 rm, 2550+SF home on FIVE GLORIOUS ACRES! A landscape lover's paradise & a gardener's dream come true. The captivating gazebo, Mahogany deck & curated flowering gardens with have you at HELLO.Come feel the love, care & attention to detail this property has to offer with its warm & inviting flr plan. A

    Rosemary Comrie Comrie Real Estate, Inc.

    153 Dutton Rd, Sudbury, MA 01776
  • /2

    $1,070,000 Sold Jun 30, 2025

    • 3,096 Sq Ft
    • $346/SF
    • 12 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1973

    22 Colburn Cir, Sudbury, MA 01776

    Vision Realty Group LAER Realty Partners

    22 Colburn Cir, Sudbury, MA 01776
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