4,723

Brattleboro, VT Homes

Section Image
    • 39 Brookside Dr Unit 4, Brattleboro, VT 05301
      39 Brookside Dr Unit 4, Brattleboro, VT 05301
      39 Brookside Dr Unit 4, Brattleboro, VT 05301
      /20

      Est $184,312 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 930 Sq Ft

      39 Brookside Dr Unit 4, Brattleboro, VT 05301

      39 Brookside Dr Unit 4, Brattleboro, VT 05301
    • 490 Akley Rd, Guilford, VT 05301
      490 Akley Rd, Guilford, VT 05301
      490 Akley Rd, Guilford, VT 05301
      /11

      Est $625,183 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,990 Sq Ft

      490 Akley Rd, Guilford, VT 05301

      490 Akley Rd, Guilford, VT 05301
    • 11 Winding Hill Rd, Brattleboro, VT 05301
      11 Winding Hill Rd, Brattleboro, VT 05301
      11 Winding Hill Rd, Brattleboro, VT 05301
      /10

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 672 Sq Ft

      11 Winding Hill Rd, Brattleboro, VT 05301

      11 Winding Hill Rd, Brattleboro, VT 05301
    • 28 Blakeslee St, Brattleboro, VT 05301
      28 Blakeslee St, Brattleboro, VT 05301
      28 Blakeslee St, Brattleboro, VT 05301
      /19

      Est $345,889 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft

      28 Blakeslee St, Brattleboro, VT 05301

      28 Blakeslee St, Brattleboro, VT 05301
    • 18 Winding Hill, Brattleboro, VT 05301
      18 Winding Hill, Brattleboro, VT 05301
      18 Winding Hill, Brattleboro, VT 05301
      /14

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 952 Sq Ft

      18 Winding Hill, Brattleboro, VT 05301

      18 Winding Hill, Brattleboro, VT 05301
    • 28 Brook St, Brattleboro, VT 05301
      28 Brook St, Brattleboro, VT 05301
      28 Brook St, Brattleboro, VT 05301
      /4

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 3,364 Sq Ft

      28 Brook St, Brattleboro, VT 05301

      28 Brook St, Brattleboro, VT 05301
    • 2711 Deer Park Rd, Brattleboro, VT 05301
      2711 Deer Park Rd, Brattleboro, VT 05301
      2711 Deer Park Rd, Brattleboro, VT 05301
      /37

      Est $633,167 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,140 Sq Ft

      2711 Deer Park Rd, Brattleboro, VT 05301

      2711 Deer Park Rd, Brattleboro, VT 05301
    • 59 Brookside Dr Unit 2, Brattleboro, VT 05301
      59 Brookside Dr Unit 2, Brattleboro, VT 05301
      59 Brookside Dr Unit 2, Brattleboro, VT 05301
      /16

      Est $136,099 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft

      59 Brookside Dr Unit 2, Brattleboro, VT 05301

      59 Brookside Dr Unit 2, Brattleboro, VT 05301
    • 103 Glen St, Brattleboro, VT 05301
      103 Glen St, Brattleboro, VT 05301
      103 Glen St, Brattleboro, VT 05301
      /11

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 756 Sq Ft

      103 Glen St, Brattleboro, VT 05301

      103 Glen St, Brattleboro, VT 05301
    • 96 S Main St, Brattleboro, VT 05301
      96 S Main St, Brattleboro, VT 05301
      96 S Main St, Brattleboro, VT 05301
      /15

      Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 3,726 Sq Ft

      96 S Main St, Brattleboro, VT 05301

      96 S Main St, Brattleboro, VT 05301
    • 162 Canal St, Brattleboro, VT 05301
      162 Canal St, Brattleboro, VT 05301
      162 Canal St, Brattleboro, VT 05301
      /38

      Not Listed For Sale

      • 7 Beds
      • 5 Baths
      • 3,946 Sq Ft

      162 Canal St, Brattleboro, VT 05301

      162 Canal St, Brattleboro, VT 05301
    • 101 Chestnut Hill, Brattleboro, VT 05301
      101 Chestnut Hill, Brattleboro, VT 05301
      101 Chestnut Hill, Brattleboro, VT 05301
      /9

      Not Listed For Sale

      101 Chestnut Hill, Brattleboro, VT 05301

      101 Chestnut Hill, Brattleboro, VT 05301
    • 770 South St, Brattleboro, VT 05301
      770 South St, Brattleboro, VT 05301
      770 South St, Brattleboro, VT 05301
      /38

      Est $761,667 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,594 Sq Ft

      770 South St, Brattleboro, VT 05301

      770 South St, Brattleboro, VT 05301
    • 420 Guilford St Unit 4, Brattleboro, VT 05301
      420 Guilford St Unit 4, Brattleboro, VT 05301
      420 Guilford St Unit 4, Brattleboro, VT 05301
      /22

      Est $273,603 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      420 Guilford St Unit 4, Brattleboro, VT 05301

      420 Guilford St Unit 4, Brattleboro, VT 05301
    • 163 Morningside Common, Brattleboro, VT 05301
      163 Morningside Common, Brattleboro, VT 05301
      163 Morningside Common, Brattleboro, VT 05301
      /12

      Est $265,484 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,024 Sq Ft

      163 Morningside Common, Brattleboro, VT 05301

      163 Morningside Common, Brattleboro, VT 05301
    • 103 Morningside Common, Brattleboro, VT 05301
      103 Morningside Common, Brattleboro, VT 05301
      103 Morningside Common, Brattleboro, VT 05301
      /24

      Est $263,934 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,102 Sq Ft

      103 Morningside Common, Brattleboro, VT 05301

      103 Morningside Common, Brattleboro, VT 05301
    • 18 Levi Howard Rd, Brattleboro, VT 05301
      18 Levi Howard Rd, Brattleboro, VT 05301
      18 Levi Howard Rd, Brattleboro, VT 05301
      /40

      Est $368,578 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,448 Sq Ft

      18 Levi Howard Rd, Brattleboro, VT 05301

      18 Levi Howard Rd, Brattleboro, VT 05301
    • 135 Country Hill, Brattleboro, VT 05301
      135 Country Hill, Brattleboro, VT 05301
      135 Country Hill, Brattleboro, VT 05301
      /40

      Est $430,348 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft

      135 Country Hill, Brattleboro, VT 05301

      135 Country Hill, Brattleboro, VT 05301
    • 106 Frost St, Guilford, VT 05301
      106 Frost St, Guilford, VT 05301
      106 Frost St, Guilford, VT 05301
      /7

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 4,176 Sq Ft

      106 Frost St, Guilford, VT 05301

      106 Frost St, Guilford, VT 05301
    • 170 Potters Hill Rd, Brattleboro, VT 05301
      170 Potters Hill Rd, Brattleboro, VT 05301
      170 Potters Hill Rd, Brattleboro, VT 05301
      /38

      Est $902,162 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,977 Sq Ft

      170 Potters Hill Rd, Brattleboro, VT 05301

      170 Potters Hill Rd, Brattleboro, VT 05301
    • 60 Brookside Dr Unit 6, Brattleboro, VT 05301
      60 Brookside Dr Unit 6, Brattleboro, VT 05301
      60 Brookside Dr Unit 6, Brattleboro, VT 05301
      /17

      Est $207,558 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 930 Sq Ft

      60 Brookside Dr Unit 6, Brattleboro, VT 05301

      60 Brookside Dr Unit 6, Brattleboro, VT 05301
    • 40 West St, Guilford, VT 05301
      40 West St, Guilford, VT 05301
      40 West St, Guilford, VT 05301
      /40

      Est $395,004 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 2,784 Sq Ft

      40 West St, Guilford, VT 05301

      40 West St, Guilford, VT 05301
    • 110 Arbor Hill Common Unit 26, Brattleboro, VT 05301
      110 Arbor Hill Common Unit 26, Brattleboro, VT 05301
      110 Arbor Hill Common Unit 26, Brattleboro, VT 05301
      /31

      Est $339,011 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,464 Sq Ft

      110 Arbor Hill Common Unit 26, Brattleboro, VT 05301

      110 Arbor Hill Common Unit 26, Brattleboro, VT 05301
    • 133 Briggs Rd, Brattleboro, VT 05301
      133 Briggs Rd, Brattleboro, VT 05301
      133 Briggs Rd, Brattleboro, VT 05301
      /32

      Est $579,216 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,450 Sq Ft

      133 Briggs Rd, Brattleboro, VT 05301

      133 Briggs Rd, Brattleboro, VT 05301
    • 23 Robin Way, Brattleboro, VT 05301
      23 Robin Way, Brattleboro, VT 05301
      23 Robin Way, Brattleboro, VT 05301
      /14

      Est $262,620 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      23 Robin Way, Brattleboro, VT 05301

      23 Robin Way, Brattleboro, VT 05301
    • 0 Middle Rd, Brattleboro, VT 05301
      0 Middle Rd, Brattleboro, VT 05301
      0 Middle Rd, Brattleboro, VT 05301
      /13

      Not Listed For Sale

      0 Middle Rd, Brattleboro, VT 05301

      0 Middle Rd, Brattleboro, VT 05301
    • 17 Evergreen Ln, Brattleboro, VT 05301
      17 Evergreen Ln, Brattleboro, VT 05301
      17 Evergreen Ln, Brattleboro, VT 05301
      /26

      Est $251,946 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,248 Sq Ft

      17 Evergreen Ln, Brattleboro, VT 05301

      17 Evergreen Ln, Brattleboro, VT 05301
    • 85 Moreland Ave, Brattleboro, VT 05301
      85 Moreland Ave, Brattleboro, VT 05301
      85 Moreland Ave, Brattleboro, VT 05301
      /24

      Est $346,289 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,232 Sq Ft

      85 Moreland Ave, Brattleboro, VT 05301

      85 Moreland Ave, Brattleboro, VT 05301
    • 100 Frost St, Brattleboro, VT 05301
      100 Frost St, Brattleboro, VT 05301
      100 Frost St, Brattleboro, VT 05301
      /30

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 3,854 Sq Ft

      100 Frost St, Brattleboro, VT 05301

      100 Frost St, Brattleboro, VT 05301
    • 38 Grove St, Brattleboro, VT 05301
      38 Grove St, Brattleboro, VT 05301
      38 Grove St, Brattleboro, VT 05301
      /13

      Est $297,235 Not Listed For Sale

      • 7 Beds
      • 3 Baths
      • 2,175 Sq Ft

      38 Grove St, Brattleboro, VT 05301

      38 Grove St, Brattleboro, VT 05301
    • 275 Western Ave, Brattleboro, VT 05301
      275 Western Ave, Brattleboro, VT 05301
      275 Western Ave, Brattleboro, VT 05301
      /18

      Est $396,003 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,747 Sq Ft

      275 Western Ave, Brattleboro, VT 05301

      275 Western Ave, Brattleboro, VT 05301
    • 55 Wilsons Woods Rd, Brattleboro, VT 05301
      55 Wilsons Woods Rd, Brattleboro, VT 05301
      55 Wilsons Woods Rd, Brattleboro, VT 05301
      /23

      Est $516,354 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,804 Sq Ft

      55 Wilsons Woods Rd, Brattleboro, VT 05301

      55 Wilsons Woods Rd, Brattleboro, VT 05301
    • 83 Greenhill Pkwy, Brattleboro, VT 05301
      83 Greenhill Pkwy, Brattleboro, VT 05301
      83 Greenhill Pkwy, Brattleboro, VT 05301
      /14

      Est $366,078 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,044 Sq Ft

      83 Greenhill Pkwy, Brattleboro, VT 05301

      83 Greenhill Pkwy, Brattleboro, VT 05301
    • 71 Clark Ave, Brattleboro, VT 05301
      71 Clark Ave, Brattleboro, VT 05301
      /2

      Est $377,424 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,476 Sq Ft

      71 Clark Ave, Brattleboro, VT 05301

      71 Clark Ave, Brattleboro, VT 05301
    • 67 Frost St, Brattleboro, VT 05301
      67 Frost St, Brattleboro, VT 05301
      67 Frost St, Brattleboro, VT 05301
      /27

      Est $409,043 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,970 Sq Ft

      67 Frost St, Brattleboro, VT 05301

      67 Frost St, Brattleboro, VT 05301
    • 773 Guilford St, Brattleboro, VT 05301
      773 Guilford St, Brattleboro, VT 05301
      773 Guilford St, Brattleboro, VT 05301
      /38

      Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,950 Sq Ft

      773 Guilford St, Brattleboro, VT 05301

      773 Guilford St, Brattleboro, VT 05301
    • 120 Hinesburg Rd, Brattleboro, VT 05301
      120 Hinesburg Rd, Brattleboro, VT 05301
      120 Hinesburg Rd, Brattleboro, VT 05301
      /38

      Est $649,134 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,880 Sq Ft

      120 Hinesburg Rd, Brattleboro, VT 05301

      120 Hinesburg Rd, Brattleboro, VT 05301
    • 1188 W River Rd, Brattleboro, VT 05301
      1188 W River Rd, Brattleboro, VT 05301
      1188 W River Rd, Brattleboro, VT 05301
      /20

      Est $419,149 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,434 Sq Ft

      1188 W River Rd, Brattleboro, VT 05301

      1188 W River Rd, Brattleboro, VT 05301
    • 180 Parsons Rd, Brattleboro, VT 05301
      180 Parsons Rd, Brattleboro, VT 05301
      180 Parsons Rd, Brattleboro, VT 05301
      /22

      Est $452,894 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,392 Sq Ft

      180 Parsons Rd, Brattleboro, VT 05301

      180 Parsons Rd, Brattleboro, VT 05301
    • 608 Town Hill Rd, Brattleboro, VT 05301
      608 Town Hill Rd, Brattleboro, VT 05301
      608 Town Hill Rd, Brattleboro, VT 05301
      /17

      Est $496,834 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,300 Sq Ft

      608 Town Hill Rd, Brattleboro, VT 05301

      608 Town Hill Rd, Brattleboro, VT 05301

Showing Results 361 - 400, Page 10 of 18

Vermont Windham County Brattleboro

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

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