335

Jacksonville, VT Homes

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  • /31

    $310,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,694 Sq Ft

    3130 Vt Route 100, Jacksonville, VT 05342

    A stately 1855 farmhouse once owned by Vermont State Senator A.A. Butterfield, set in the heart of Jacksonville village in Whitingham, offering classic New England charm and a peaceful Vermont lifestyle. This historic home features three bedrooms, a formal dining room, living room, drawing room, private office, and a cozy fireplace that adds warmth and character throughout the seasons. Additional

    Patrice Schneider Southern Vermont Realty Group

    3130 Vt Route 100, Jacksonville, VT 05342
  • /44

    $359,350 Sold Sep 26, 2025

    399 Laurel Lake Rd, Jacksonville, VT 05342

    • 2 Beds
    • 3 Baths
    • 1,696 Sq Ft
    • Built 1930

    Last Sold Summary

    • 10% Below List Price
    • $212/SF
    • 17 Days On Market

    Current Estimated Value $341,076

    Last Listing Agent Claire Renaud Berkley & Veller Greenwood Country

    399 Laurel Lake Rd, Jacksonville, VT 05342
    • /29

      Est $517,326 Not Listed For Sale

      960 Holbrook Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 2,600 Sq Ft
      • Built 1968
      960 Holbrook Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 1% Below List Price
      • $202/SF
      • 14 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

  • /50

    $310,000 Sold Jan 29, 2026

    89 Gates Pond Rd, Whitingham, VT 05342

    • 7 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • Built 1880

    Last Sold Summary

    • 9% Below List Price
    • $103/SF
    • 176 Days On Market

    Current Estimated Value $269,576

    Last Listing Agent Monique White Deerfield Valley Real Estate

    89 Gates Pond Rd, Whitingham, VT 05342
    • /39

      Est $557,185 Not Listed For Sale

      3358 Vt Route 100, Whitingham, VT 05361

      • 5 Beds
      • 5 Baths
      • 3,300 Sq Ft
      • Built 1900
      3358 Vt Route 100, Whitingham, VT 05361

      Last Sold Summary

      • 7% Below List Price
      • $182/SF
      • 118 Days On Market

      Last Sold Price $599,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /56

    $315,000 Sold Jan 09, 2026

    597 Gates Pond Rd, Jacksonville, VT 05342

    • 3 Beds
    • 2 Baths
    • 2,910 Sq Ft
    • Built 1859

    Last Sold Summary

    • 4% Below List Price
    • $108/SF
    • 77 Days On Market

    Current Estimated Value $314,711

    Last Listing Agent Jacki Murano Southern Vermont Realty Group

    597 Gates Pond Rd, Jacksonville, VT 05342
    • /29

      Est $582,638 Not Listed For Sale

      55 Reed Hill Rd, Jacksonville, VT 05342

      • 5 Beds
      • 3 Baths
      • 2,732 Sq Ft
      • Built 1840
      55 Reed Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 1% Below List Price
      • $216/SF
      • 35 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Leslie Fraser Four Seasons Sotheby's Int'l Realty

  • /19

    $599,000 Sold Jan 14, 2026

    380 Smith Rd, Jacksonville, VT 05342

    • 2,716 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Below List Price
    • $221/SF
    • 42 Days On Market

    Current Estimated Value $548,972

    Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    380 Smith Rd, Jacksonville, VT 05342
    • /35

      Est $292,684 Not Listed For Sale

      159 Reed Hill Rd, Jacksonville, VT 05342

      • 3 Beds
      • 3 Baths
      • 1,626 Sq Ft
      • Built 1959
      159 Reed Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 10% Below List Price
      • $200/SF
      • 18 Days On Market

      Last Sold Price $326,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

  • /27

    $425,000 Sold Aug 06, 2025

    39 Parsons Rd, Jacksonville, VT 05342

    • 3 Beds
    • 1.5 Baths
    • 1,140 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Below List Price
    • $373/SF
    • 123 Days On Market

    Current Estimated Value $389,602

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    39 Parsons Rd, Jacksonville, VT 05342
    • /40

      Est $517,783 Not Listed For Sale

      371 Butler Brook Rd, Jacksonville, VT 05342

      • 5 Beds
      • 2.5 Baths
      • 2,296 Sq Ft
      • Built 1976
      371 Butler Brook Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 7% Below List Price
      • $242/SF
      • 152 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

  • /40

    $280,000 Sold Jun 20, 2025

    427 Vermont 112, Whitingham, VT 05342

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1992

    Last Sold Summary

    • 20% Below List Price
    • $167/SF
    • 268 Days On Market

    Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    427 Vermont 112, Whitingham, VT 05342
    • /17

      Est $166,175 Not Listed For Sale

      813 Gates Pond Rd, Jacksonville, VT 05342

      • 2 Beds
      • 1 Bath
      • 826 Sq Ft
      • Built 1846
      813 Gates Pond Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 4% Above List Price
      • $194/SF
      • 5 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Melissa Nebelski Real Broker LLC

  • /54

    $665,000 Sold May 29, 2025

    201 Vermont 112, Whitingham, VT 05342

    • 4 Beds
    • 3 Baths
    • 4,881 Sq Ft
    • Built 1840

    Last Sold Summary

    • 2% Below List Price
    • $136/SF
    • 40 Days On Market

    Last Listing Agent Steve Goldfarb Deerfield Valley Real Estate

    201 Vermont 112, Whitingham, VT 05342
    • /57

      Est $408,000 Not Listed For Sale

      292 Parsons Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1.5 Baths
      • 1,700 Sq Ft
      • Built 1860
      292 Parsons Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 70% Above List Price
      • $141/SF
      • 18 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Donald Koelsch Deerfield Valley Real Estate

    • /15

      Est $208,666 Not Listed For Sale

      199 Fowler Rd, Jacksonville, VT 05342

      • 1 Bed
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 2000
      199 Fowler Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 39% Above List Price
      • $130/SF
      • 140 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    • /32

      Not Listed For Sale

      427 Vt Rte 112, Whitingham, VT 05361

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1992
      427 Vt Rte 112, Whitingham, VT 05361

      Last Sold Summary

      • $167/SF
      • 123 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • /38

      Est $746,799 Not Listed For Sale

      267 Academy Rd, Jacksonville, VT 05342

      • 12 Beds
      • 5 Baths
      • 6,440 Sq Ft
      • Built 2007
      267 Academy Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 7% Above List Price
      • $108/SF
      • 188 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Janet Boyd Boyd Real Estate

    • /36

      Not Listed For Sale

      63 Vermont 112, Whitingham, VT 05342

      • 3 Beds
      • 2.5 Baths
      • 1,400 Sq Ft
      • Built 1960
      63 Vermont 112, Whitingham, VT 05342

      Last Sold Summary

      • $235/SF
      • 106 Days On Market

      Last Sold Price $329,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

    • /34

      Est $627,509 Not Listed For Sale

      453 Vt Route 112, Jacksonville, VT 05342

      • 3 Beds
      • 2.5 Baths
      • 2,154 Sq Ft
      • Built 2006
      453 Vt Route 112, Jacksonville, VT 05342

      Last Sold Summary

      • 16% Above List Price
      • $251/SF
      • 42 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

    • /38

      Est $315,644 Not Listed For Sale

      290 Vt Route 112, Jacksonville, VT 05342

      • 4 Beds
      • 3.5 Baths
      • 2,350 Sq Ft
      • Built 1840
      290 Vt Route 112, Jacksonville, VT 05342

      Last Sold Summary

      • 34% Above List Price
      • $100/SF
      • 231 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

    • /29

      Est $396,529 Not Listed For Sale

      1275 Parsons Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1.5 Baths
      • 1,000 Sq Ft
      • Built 1987
      1275 Parsons Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 20% Above List Price
      • $330/SF
      • 42 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Rich Caplan Deerfield Valley Real Estate

    • /37

      Est $747,639 Not Listed For Sale

      678 Stonehouse Rd, Jacksonville, VT 05342

      • 4 Beds
      • 3.5 Baths
      • 2,784 Sq Ft
      • Built 1992
      678 Stonehouse Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 20% Above List Price
      • $224/SF
      • 309 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Leslie Fraser Four Seasons Sotheby's Int'l Realty

    • /26

      Est $286,959 Not Listed For Sale

      101 Fowler Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 913 Sq Ft
      • Built 1970
      101 Fowler Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 15% Above List Price
      • $274/SF
      • 6 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Donna Cote

    • /19

      Est $218,178 Not Listed For Sale

      639 Stonehouse Rd, Jacksonville, VT 05342

      • 1 Bed
      • 1 Bath
      • 437 Sq Ft
      • Built 1930
      639 Stonehouse Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 46% Above List Price
      • $341/SF
      • 25 Days On Market

      Last Sold Price $149,000

      Last Listing Agent Regina Perrotto Skihome Realty

    • /16

      Est $376,795 Not Listed For Sale

      477 Bernard Rd, Jacksonville, VT 05342

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1980
      477 Bernard Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 12% Above List Price
      • $223/SF
      • 12 Days On Market

      Last Sold Price $335,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • /23

      Not Listed For Sale

      236 Vermont 112, Whitingham, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,816 Sq Ft
      • Built 1840
      236 Vermont 112, Whitingham, VT 05342

      Last Sold Summary

      • $138/SF
      • 58 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • /6

      Not Listed For Sale

      568 Vermont 112, Whitingham, VT 05342

      • 3 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1890
      568 Vermont 112, Whitingham, VT 05342

      Last Sold Summary

      • $17/SF
      • 42 Days On Market

      Last Sold Price $40,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • /37

      Not Listed For Sale

      2915 Vt Rte 100, Whitingham, VT 05361

      • 4 Beds
      • 2.5 Baths
      • 1,784 Sq Ft
      • Built 1954
      2915 Vt Rte 100, Whitingham, VT 05361

      Last Sold Summary

      • $108/SF
      • 23 Days On Market

      Last Sold Price $192,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • /26

      Est $557,140 Not Listed For Sale

      101 Elwin Ln, Jacksonville, VT 05342

      • 4 Beds
      • 2.5 Baths
      • 2,225 Sq Ft
      • Built 1994
      101 Elwin Ln, Jacksonville, VT 05342

      Last Sold Summary

      • 83% Above List Price
      • $137/SF
      • 543 Days On Market

      Last Sold Price $305,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    • /13

      Not Listed For Sale

      29 Gates Pond, Whitingham, VT 05361

      • 4 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 1840
      29 Gates Pond, Whitingham, VT 05361

      Last Sold Summary

      • $28/SF
      • 79 Days On Market

      Last Sold Price $47,700

      Last Listing Agent Julie Buffum Buffum Realty

    • /34

      Est $421,061 Not Listed For Sale

      3 Pratt Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,661 Sq Ft
      • Built 1999
      3 Pratt Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 53% Above List Price
      • $166/SF
      • 10 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Chris Long BHG Masiello Brattleboro

    • /27

      Est $304,782 Not Listed For Sale

      1320 Vt Route 8a, Jacksonville, VT 05342

      • 3 Beds
      • 1 Bath
      • 1,646 Sq Ft
      • Built 1946
      1320 Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

      • 63% Above List Price
      • $114/SF
      • 131 Days On Market

      Last Sold Price $187,500

      Last Listing Agent Meg Streeter Meg Streeter Real Estate

    • /17

      Est $296,649 Not Listed For Sale

      84 Allen Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1974
      84 Allen Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 624% Above List Price
      • $37/SF
      • 7 Days On Market

      Last Sold Price $41,000

      Last Listing Agent Susan Bellville Bellville Realty

    • /13

      Est $229,808 Not Listed For Sale

      120 Reed Hill Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1.5 Baths
      • 1,572 Sq Ft
      • Built 1840
      120 Reed Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 77% Above List Price
      • $83/SF
      • 68 Days On Market

      Last Sold Price $130,000

      Last Listing Agent Jacki Murano Southern Vermont Realty Group

    • /31

      Est $246,822 Not Listed For Sale

      54 Holbrook Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1 Bath
      • 1,284 Sq Ft
      • Built 1992
      54 Holbrook Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 160% Above List Price
      • $74/SF
      • 637 Days On Market

      Last Sold Price $95,000

      Last Listing Agent Monique White Deerfield Valley Real Estate

    • /24

      Est $358,327 Not Listed For Sale

      89 Academy Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,508 Sq Ft
      • Built 1999
      89 Academy Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 111% Above List Price
      • $113/SF
      • 455 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Mary Cooper Chimney Hill Realty

    • /21

      Est $311,321 Not Listed For Sale

      30 Holland Ln, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,008 Sq Ft
      • Built 1988
      30 Holland Ln, Jacksonville, VT 05342

      Last Sold Summary

      • 119% Above List Price
      • $141/SF
      • 272 Days On Market

      Last Sold Price $142,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • /34

      Est $548,695 Not Listed For Sale

      2579 Collins Rd, Jacksonville, VT 05342

      • 5 Beds
      • 4.5 Baths
      • 4,000 Sq Ft
      • Built 1850
      2579 Collins Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 1% Below List Price
      • $139/SF
      • 762 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Michael Purcell Berkley & Veller Greenwood/Dover

    • /23

      Est $228,374 Not Listed For Sale

      2686 Collins Rd, Jacksonville, VT 05342

      • 4 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1966
      2686 Collins Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 32% Above List Price
      • $106/SF
      • 24 Days On Market

      Last Sold Price $172,500

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

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