335

Jacksonville, VT Homes

Section Image
    • 22 Lake Hill Rd, Jacksonville, VT 05342
      22 Lake Hill Rd, Jacksonville, VT 05342
      22 Lake Hill Rd, Jacksonville, VT 05342
      /19

      Est $402,377 Not Listed For Sale

      22 Lake Hill Rd, Jacksonville, VT 05342

      • 4 Beds
      • 3 Baths
      • 1,644 Sq Ft
      • Built 1970
      22 Lake Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 42% Above List Price
      • $173/SF
      • 90 Days On Market

      Last Sold Price $284,000

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

    • 922 Gates Pond Rd, Jacksonville, VT 05342
      922 Gates Pond Rd, Jacksonville, VT 05342
      922 Gates Pond Rd, Jacksonville, VT 05342
      /24

      Est $339,766 Not Listed For Sale

      922 Gates Pond Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1987
      922 Gates Pond Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 31% Above List Price
      • $172/SF
      • 396 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Penny Larson Four Seasons Sotheby's Int'l Realty

    • 1843 Vt Route 112, Jacksonville, VT 05342
      1843 Vt Route 112, Jacksonville, VT 05342
      1843 Vt Route 112, Jacksonville, VT 05342
      /39

      Est $404,959 Not Listed For Sale

      1843 Vt Route 112, Jacksonville, VT 05342

      • 4 Beds
      • 2.5 Baths
      • 2,074 Sq Ft
      • Built 1790
      1843 Vt Route 112, Jacksonville, VT 05342

      Last Sold Summary

      • 65% Above List Price
      • $118/SF
      • 92 Days On Market

      Last Sold Price $245,000

      Last Listing Agent Tracy Marino Brattleboro Area Realty

    • 811 Phillips Hill Rd, Jacksonville, VT 05342
      811 Phillips Hill Rd, Jacksonville, VT 05342
      811 Phillips Hill Rd, Jacksonville, VT 05342
      /27

      Est $352,770 Not Listed For Sale

      811 Phillips Hill Rd, Jacksonville, VT 05342

      • 2 Beds
      • 1.5 Baths
      • 1,632 Sq Ft
      • Built 1987
      811 Phillips Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 80% Above List Price
      • $120/SF
      • 49 Days On Market

      Last Sold Price $196,000

      Last Listing Agent Darlene Conca

    • 796 Phillips Hill Rd, Jacksonville, VT 05342
      796 Phillips Hill Rd, Jacksonville, VT 05342
      796 Phillips Hill Rd, Jacksonville, VT 05342
      /21

      Est $325,799 Not Listed For Sale

      796 Phillips Hill Rd, Jacksonville, VT 05342

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1989
      796 Phillips Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 71% Above List Price
      • $110/SF
      • 44 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • 3012 Vt Route 100, Whitingham, VT 05361
      3012 Vt Route 100, Whitingham, VT 05361
      3012 Vt Route 100, Whitingham, VT 05361
      /31

      Not Listed For Sale

      3012 Vt Route 100, Whitingham, VT 05361

      • 5 Beds
      • 2.5 Baths
      • 2,147 Sq Ft
      • Built 1920
      3012 Vt Route 100, Whitingham, VT 05361

      Last Sold Summary

      • $61/SF
      • 307 Days On Market

      Last Sold Price $130,000

      Last Listing Agent Monica Sumner BHG Masiello Brattleboro

    • 3130 Vt Route 100, Whitingham, VT 05361
      3130 Vt Route 100, Whitingham, VT 05361
      3130 Vt Route 100, Whitingham, VT 05361
      /32

      Not Listed For Sale

      3130 Vt Route 100, Whitingham, VT 05361

      • 3 Beds
      • 1.5 Baths
      • 1,688 Sq Ft
      • Built 1855
      3130 Vt Route 100, Whitingham, VT 05361

      Last Sold Summary

      • $83/SF
      • 432 Days On Market

      Last Sold Price $140,000

      Last Listing Agent House Agent Palmiter Realty Group

    • 20 Gates Pond Rd, Whitingham, VT 05342
      20 Gates Pond Rd, Whitingham, VT 05342
      20 Gates Pond Rd, Whitingham, VT 05342
      /38

      Est $166,913 Not Listed For Sale

      20 Gates Pond Rd, Whitingham, VT 05342

      • 1 Bed
      • 1 Bath
      • 768 Sq Ft
      • Built 1927
      20 Gates Pond Rd, Whitingham, VT 05342

      Last Sold Summary

      • 34% Above List Price
      • $163/SF
      • 23 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    • 50 Jacksonville Heights, Jacksonville, VT 05342
      50 Jacksonville Heights, Jacksonville, VT 05342
      50 Jacksonville Heights, Jacksonville, VT 05342
      /19

      Est $418,378 Not Listed For Sale

      50 Jacksonville Heights, Jacksonville, VT 05342

      • 4 Beds
      • 2 Baths
      • 900 Sq Ft
      • Built 2004
      50 Jacksonville Heights, Jacksonville, VT 05342

      Last Sold Summary

      • 74% Above List Price
      • $267/SF
      • 375 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    • 3317 Vermont 100, Whitingham, VT 05342
      3317 Vermont 100, Whitingham, VT 05342
      3317 Vermont 100, Whitingham, VT 05342
      /17

      Not Listed For Sale

      3317 Vermont 100, Whitingham, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,294 Sq Ft
      • Built 1938
      3317 Vermont 100, Whitingham, VT 05342

      Last Sold Summary

      • $112/SF
      • 31 Days On Market

      Last Sold Price $145,000

      Last Listing Agent House Agent Palmiter Realty Group

    • 86 Holbrook Rd, Jacksonville, VT 05342
      86 Holbrook Rd, Jacksonville, VT 05342
      86 Holbrook Rd, Jacksonville, VT 05342
      /12

      Est $122,738 Not Listed For Sale

      86 Holbrook Rd, Jacksonville, VT 05342

      • 2 Beds
      • 1 Bath
      • 508 Sq Ft
      86 Holbrook Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 338% Above List Price
      • $55/SF
      • 50 Days On Market

      Last Sold Price $28,000

      Last Listing Agent Chad Lackey Deerfield Valley Real Estate

    • 3375 Vermont 100, Whitingham, VT 05361
      3375 Vermont 100, Whitingham, VT 05361
      3375 Vermont 100, Whitingham, VT 05361
      /27

      Not Listed For Sale

      3375 Vermont 100, Whitingham, VT 05361

      • 3 Beds
      • 2.5 Baths
      • 1,092 Sq Ft
      • Built 1950
      3375 Vermont 100, Whitingham, VT 05361

      Last Sold Summary

      • $206/SF
      • 61 Days On Market

      Last Sold Price $224,700

      Last Listing Agent Patrice Schneider Southern Vermont Realty Group

    • 324 Vt Route 112, Jacksonville, VT 05342
      324 Vt Route 112, Jacksonville, VT 05342
      324 Vt Route 112, Jacksonville, VT 05342
      /17

      Est $276,789 Not Listed For Sale

      324 Vt Route 112, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 2,130 Sq Ft
      • Built 1881
      324 Vt Route 112, Jacksonville, VT 05342

      Last Sold Summary

      • 131% Above List Price
      • $56/SF
      • 321 Days On Market

      Last Sold Price $120,000

      Last Listing Agent John Bertucci Meg Streeter Real Estate

    • 3232 Vermont 100, Whitingham, VT 05342
      3232 Vermont 100, Whitingham, VT 05342
      3232 Vermont 100, Whitingham, VT 05342
      /14

      Not Listed For Sale

      3232 Vermont 100, Whitingham, VT 05342

      • 3 Beds
      • 2 Baths
      • 2,053 Sq Ft
      • Built 1900
      3232 Vermont 100, Whitingham, VT 05342

      Last Sold Summary

      • $54/SF
      • 61 Days On Market

      Last Sold Price $110,000

      Last Listing Agent Keith Nowak Four Seasons Sotheby's Int'l Realty

    • 171 Vermont 112, Whitingham, VT 05342
      171 Vermont 112, Whitingham, VT 05342
      171 Vermont 112, Whitingham, VT 05342
      /29

      Not Listed For Sale

      171 Vermont 112, Whitingham, VT 05342

      • 4 Beds
      • 2 Baths
      • 1,990 Sq Ft
      • Built 1850
      171 Vermont 112, Whitingham, VT 05342

      Last Sold Summary

      • $88/SF
      • 315 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    • 31 Lake Hill Rd, Jacksonville, VT 05342
      31 Lake Hill Rd, Jacksonville, VT 05342
      /2

      Est $348,532 Not Listed For Sale

      31 Lake Hill Rd, Jacksonville, VT 05342

      • 5 Beds
      • 3 Baths
      • 1,889 Sq Ft
      • Built 1898
      31 Lake Hill Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 114% Above List Price
      • $86/SF
      • 99 Days On Market

      Last Sold Price $163,000

      Last Listing Agent Sherry Price REALHome Services and Solutions, Inc.

    • 64 Gates Pond Rd, Whitingham, VT 05342
      64 Gates Pond Rd, Whitingham, VT 05342
      /2

      Est $242,382 Not Listed For Sale

      64 Gates Pond Rd, Whitingham, VT 05342

      • Studio
      • Built 1920
      64 Gates Pond Rd, Whitingham, VT 05342

      Last Sold Summary

    • 2939 Vermont Route 100, Whitingham, VT 05342
      2939 Vermont Route 100, Whitingham, VT 05342
      /2

      Est $527,547 Not Listed For Sale

      2939 Vermont Route 100, Whitingham, VT 05342

      • Studio
      • Built 1920
      2939 Vermont Route 100, Whitingham, VT 05342

      Last Sold Summary

    • 3054 Vt 100, Whitingham, VT 05361
      3054 Vt 100, Whitingham, VT 05361
      /2

      Not Listed For Sale

      3054 Vt 100, Whitingham, VT 05361

      • Built 1890
      3054 Vt 100, Whitingham, VT 05361

      Last Sold Summary

    • 911 Mcmillan Rd, Jacksonville, VT 05342
      911 Mcmillan Rd, Jacksonville, VT 05342
      /2

      Not Listed For Sale

      911 Mcmillan Rd, Jacksonville, VT 05342

      • 3 Beds
      • 2 Baths
      • 1,844 Sq Ft
      • Built 1996
      911 Mcmillan Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 441 Bernard Rd, Jacksonville, VT 05342
      441 Bernard Rd, Jacksonville, VT 05342
      /2

      Est $374,653 Not Listed For Sale

      441 Bernard Rd, Jacksonville, VT 05342

      • Studio
      441 Bernard Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 169 Fowler Rd, Jacksonville, VT 05342
      169 Fowler Rd, Jacksonville, VT 05342
      /2

      Not Listed For Sale

      169 Fowler Rd, Jacksonville, VT 05342

      169 Fowler Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 7267 Vt Route 112, Jacksonville, VT 05342
      7267 Vt Route 112, Jacksonville, VT 05342
      /2

      Est $332,186 Not Listed For Sale

      7267 Vt Route 112, Jacksonville, VT 05342

      • 2 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1986
      7267 Vt Route 112, Jacksonville, VT 05342

      Last Sold Summary

    • 577 Bernard Rd, Jacksonville, VT 05342
      577 Bernard Rd, Jacksonville, VT 05342
      /2

      Est $267,250 Not Listed For Sale

      577 Bernard Rd, Jacksonville, VT 05342

      • 3 Beds
      • 1 Bath
      • 1,188 Sq Ft
      • Built 1978
      577 Bernard Rd, Jacksonville, VT 05342

      Last Sold Summary

      • 91% Above List Price
      • $118/SF
      • 297 Days On Market

      Last Sold Price $140,000

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

    • 1330 Mcmillan Rd, Jacksonville, VT 05342
      1330 Mcmillan Rd, Jacksonville, VT 05342
      /2

      Est $370,733 Not Listed For Sale

      1330 Mcmillan Rd, Jacksonville, VT 05342

      • 3 Beds
      • 1 Bath
      • 1,084 Sq Ft
      • Built 2007
      1330 Mcmillan Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 58 Elwin Ln, Jacksonville, VT 05342
      58 Elwin Ln, Jacksonville, VT 05342
      /2

      Est $326,695 Not Listed For Sale

      58 Elwin Ln, Jacksonville, VT 05342

      • Studio
      58 Elwin Ln, Jacksonville, VT 05342

      Last Sold Summary

    • 931 Po Box, Jacksonville, VT 05342
      931 Po Box, Jacksonville, VT 05342
      /2

      Not Listed For Sale

      931 Po Box, Jacksonville, VT 05342

      931 Po Box, Jacksonville, VT 05342

      Last Sold Summary

    • 871 Stonehouse Rd, Jacksonville, VT 05342
      871 Stonehouse Rd, Jacksonville, VT 05342
      /2

      Est $398,762 Not Listed For Sale

      871 Stonehouse Rd, Jacksonville, VT 05342

      • 4 Beds
      • 2 Baths
      • 2,484 Sq Ft
      871 Stonehouse Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 2591 Vt Route 8a, Jacksonville, VT 05342
      2591 Vt Route 8a, Jacksonville, VT 05342
      /2

      Est $325,687 Not Listed For Sale

      2591 Vt Route 8a, Jacksonville, VT 05342

      • Studio
      2591 Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

    • 247 Mcmillan Rd, Jacksonville, VT 05342
      247 Mcmillan Rd, Jacksonville, VT 05342
      /2

      Not Listed For Sale

      247 Mcmillan Rd, Jacksonville, VT 05342

      • Studio
      247 Mcmillan Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 337 Mcmillan Rd, Jacksonville, VT 05342
      337 Mcmillan Rd, Jacksonville, VT 05342
      /2

      Est $178,277 Not Listed For Sale

      337 Mcmillan Rd, Jacksonville, VT 05342

      • Studio
      337 Mcmillan Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 182 Mcmillan Rd, Jacksonville, VT 05342
      182 Mcmillan Rd, Jacksonville, VT 05342
      /2

      Not Listed For Sale

      182 Mcmillan Rd, Jacksonville, VT 05342

      • Studio
      182 Mcmillan Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 612 Mcmillan Rd, Jacksonville, VT 05342
      612 Mcmillan Rd, Jacksonville, VT 05342
      /2

      Not Listed For Sale

      612 Mcmillan Rd, Jacksonville, VT 05342

      • Studio
      612 Mcmillan Rd, Jacksonville, VT 05342

      Last Sold Summary

    • 318O Vt Route 8a, Jacksonville, VT 05342
      318O Vt Route 8a, Jacksonville, VT 05342
      /2

      Est $284,224 Not Listed For Sale

      318O Vt Route 8a, Jacksonville, VT 05342

      • Studio
      318O Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

    • 3258 Vt Route 8a, Jacksonville, VT 05342
      3258 Vt Route 8a, Jacksonville, VT 05342
      /2

      Est $342,350 Not Listed For Sale

      3258 Vt Route 8a, Jacksonville, VT 05342

      • Studio
      3258 Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

    • 2173 Vt Route 8a, Jacksonville, VT 05342
      2173 Vt Route 8a, Jacksonville, VT 05342
      /2

      Est $273,496 Not Listed For Sale

      2173 Vt Route 8a, Jacksonville, VT 05342

      • Studio
      2173 Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

    • 2160 Vt Route 8a, Jacksonville, VT 05342
      2160 Vt Route 8a, Jacksonville, VT 05342
      /2

      Est $323,545 Not Listed For Sale

      2160 Vt Route 8a, Jacksonville, VT 05342

      • Studio
      2160 Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

    • 1974 Vt Route 8a, Jacksonville, VT 05342
      1974 Vt Route 8a, Jacksonville, VT 05342
      /2

      Est $574,371 Not Listed For Sale

      1974 Vt Route 8a, Jacksonville, VT 05342

      • Studio
      1974 Vt Route 8a, Jacksonville, VT 05342

      Last Sold Summary

    • 2060 Maple Hill Ln, Jacksonville, VT 05342
      2060 Maple Hill Ln, Jacksonville, VT 05342
      /2

      Est $370,245 Not Listed For Sale

      2060 Maple Hill Ln, Jacksonville, VT 05342

      • Studio
      2060 Maple Hill Ln, Jacksonville, VT 05342

      Last Sold Summary

    • 1947 Maple Hill Ln, Jacksonville, VT 05342
      1947 Maple Hill Ln, Jacksonville, VT 05342
      /2

      Est $363,398 Not Listed For Sale

      1947 Maple Hill Ln, Jacksonville, VT 05342

      • Studio
      1947 Maple Hill Ln, Jacksonville, VT 05342

      Last Sold Summary

Showing Results 41 - 80, Page 2 of 9

Vermont Windham County Jacksonville

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group