4,672

Windham, VT Homes

Section Image
    • 585 E Orchard St, Brattleboro, VT 05301
      585 E Orchard St, Brattleboro, VT 05301
      585 E Orchard St, Brattleboro, VT 05301
      /37

      Est $799,779 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,686 Sq Ft

      585 E Orchard St, Brattleboro, VT 05301

      585 E Orchard St, Brattleboro, VT 05301
    • 623 Upper Dummerston Rd, Brattleboro, VT 05301
      623 Upper Dummerston Rd, Brattleboro, VT 05301
      623 Upper Dummerston Rd, Brattleboro, VT 05301
      /17

      Est $418,800 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,670 Sq Ft

      623 Upper Dummerston Rd, Brattleboro, VT 05301

      623 Upper Dummerston Rd, Brattleboro, VT 05301
    • 409 Hillwinds Rd, Brattleboro, VT 05301
      409 Hillwinds Rd, Brattleboro, VT 05301
      409 Hillwinds Rd, Brattleboro, VT 05301
      /21

      Est $393,382 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,638 Sq Ft

      409 Hillwinds Rd, Brattleboro, VT 05301

      409 Hillwinds Rd, Brattleboro, VT 05301
    • 1154 W River Rd, Brattleboro, VT 05301
      1154 W River Rd, Brattleboro, VT 05301
      1154 W River Rd, Brattleboro, VT 05301
      /20

      Est $311,923 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft

      1154 W River Rd, Brattleboro, VT 05301

      1154 W River Rd, Brattleboro, VT 05301
    • 1256 W River Rd, Brattleboro, VT 05301
      1256 W River Rd, Brattleboro, VT 05301
      1256 W River Rd, Brattleboro, VT 05301
      /29

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,717 Sq Ft

      1256 W River Rd, Brattleboro, VT 05301

      1256 W River Rd, Brattleboro, VT 05301
    • 1251 Upper Dummerston Rd, Brattleboro, VT 05301
      1251 Upper Dummerston Rd, Brattleboro, VT 05301
      1251 Upper Dummerston Rd, Brattleboro, VT 05301
      /20

      Est $329,948 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,568 Sq Ft

      1251 Upper Dummerston Rd, Brattleboro, VT 05301

      1251 Upper Dummerston Rd, Brattleboro, VT 05301
    • 213 Sherwood Cir, Brattleboro, VT 05301
      213 Sherwood Cir, Brattleboro, VT 05301
      213 Sherwood Cir, Brattleboro, VT 05301
      /23

      Est $339,738 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,176 Sq Ft

      213 Sherwood Cir, Brattleboro, VT 05301

      213 Sherwood Cir, Brattleboro, VT 05301
    • 21 Sherwood Cir, Brattleboro, VT 05301
      21 Sherwood Cir, Brattleboro, VT 05301
      21 Sherwood Cir, Brattleboro, VT 05301
      /22

      Est $290,306 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,700 Sq Ft

      21 Sherwood Cir, Brattleboro, VT 05301

      21 Sherwood Cir, Brattleboro, VT 05301
    • 224 Sherwood Cir, Brattleboro, VT 05301
      224 Sherwood Cir, Brattleboro, VT 05301
      224 Sherwood Cir, Brattleboro, VT 05301
      /19

      Est $319,275 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      224 Sherwood Cir, Brattleboro, VT 05301

      224 Sherwood Cir, Brattleboro, VT 05301
    • 206 Sherwood Cir, Brattleboro, VT 05301
      206 Sherwood Cir, Brattleboro, VT 05301
      206 Sherwood Cir, Brattleboro, VT 05301
      /27

      Est $359,867 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft

      206 Sherwood Cir, Brattleboro, VT 05301

      206 Sherwood Cir, Brattleboro, VT 05301
    • 194 Sherwood Cir, Brattleboro, VT 05301
      194 Sherwood Cir, Brattleboro, VT 05301
      194 Sherwood Cir, Brattleboro, VT 05301
      /19

      Est $370,187 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,180 Sq Ft

      194 Sherwood Cir, Brattleboro, VT 05301

      194 Sherwood Cir, Brattleboro, VT 05301
    • 132 Sherwood Cir, Brattleboro, VT 05301
      132 Sherwood Cir, Brattleboro, VT 05301
      132 Sherwood Cir, Brattleboro, VT 05301
      /21

      Est $362,005 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,934 Sq Ft

      132 Sherwood Cir, Brattleboro, VT 05301

      132 Sherwood Cir, Brattleboro, VT 05301
    • 104 Sherwood Cir, Brattleboro, VT 05301
      104 Sherwood Cir, Brattleboro, VT 05301
      104 Sherwood Cir, Brattleboro, VT 05301
      /25

      Est $331,729 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,152 Sq Ft

      104 Sherwood Cir, Brattleboro, VT 05301

      104 Sherwood Cir, Brattleboro, VT 05301
    • 78 Sherwood Cir, Brattleboro, VT 05301
      78 Sherwood Cir, Brattleboro, VT 05301
      78 Sherwood Cir, Brattleboro, VT 05301
      /28

      Est $355,398 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,005 Sq Ft

      78 Sherwood Cir, Brattleboro, VT 05301

      78 Sherwood Cir, Brattleboro, VT 05301
    • 312 Halladay Brook Rd, Brattleboro, VT 05301
      312 Halladay Brook Rd, Brattleboro, VT 05301
      312 Halladay Brook Rd, Brattleboro, VT 05301
      /32

      Est $568,370 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,481 Sq Ft

      312 Halladay Brook Rd, Brattleboro, VT 05301

      312 Halladay Brook Rd, Brattleboro, VT 05301
    • 290 Meadowbrook Rd, Brattleboro, VT 05301
      290 Meadowbrook Rd, Brattleboro, VT 05301
      290 Meadowbrook Rd, Brattleboro, VT 05301
      /32

      Est $386,516 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,304 Sq Ft

      290 Meadowbrook Rd, Brattleboro, VT 05301

      290 Meadowbrook Rd, Brattleboro, VT 05301
    • 122 Pleasant Valley Rd, Brattleboro, VT 05301
      122 Pleasant Valley Rd, Brattleboro, VT 05301
      122 Pleasant Valley Rd, Brattleboro, VT 05301
      /40

      Est $858,304 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,902 Sq Ft

      122 Pleasant Valley Rd, Brattleboro, VT 05301

      122 Pleasant Valley Rd, Brattleboro, VT 05301
    • 480 Pleasant Valley Rd, Brattleboro, VT 05301
      480 Pleasant Valley Rd, Brattleboro, VT 05301
      480 Pleasant Valley Rd, Brattleboro, VT 05301
      /40

      Est $352,324 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,164 Sq Ft

      480 Pleasant Valley Rd, Brattleboro, VT 05301

      480 Pleasant Valley Rd, Brattleboro, VT 05301
    • 1610 Marlboro Rd, Brattleboro, VT 05301
      1610 Marlboro Rd, Brattleboro, VT 05301
      1610 Marlboro Rd, Brattleboro, VT 05301
      /16

      Est $233,249 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,352 Sq Ft

      1610 Marlboro Rd, Brattleboro, VT 05301

      1610 Marlboro Rd, Brattleboro, VT 05301
    • 210 Olson Dr, Brattleboro, VT 05301
      210 Olson Dr, Brattleboro, VT 05301
      210 Olson Dr, Brattleboro, VT 05301
      /40

      Est $724,806 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,202 Sq Ft

      210 Olson Dr, Brattleboro, VT 05301

      210 Olson Dr, Brattleboro, VT 05301
    • 233 Elliot St, Brattleboro, VT 05301
      233 Elliot St, Brattleboro, VT 05301
      233 Elliot St, Brattleboro, VT 05301
      /25

      Est $209,874 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,800 Sq Ft

      233 Elliot St, Brattleboro, VT 05301

      233 Elliot St, Brattleboro, VT 05301
    • 23 S Main St, Brattleboro, VT 05301
      23 S Main St, Brattleboro, VT 05301
      23 S Main St, Brattleboro, VT 05301
      /5

      Not Listed For Sale

      • 13 Beds
      • 10 Baths
      • 7,556 Sq Ft

      23 S Main St, Brattleboro, VT 05301

      23 S Main St, Brattleboro, VT 05301
    • 168 Elliot St, Brattleboro, VT 05301
      168 Elliot St, Brattleboro, VT 05301
      168 Elliot St, Brattleboro, VT 05301
      /22

      Est $208,086 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,870 Sq Ft

      168 Elliot St, Brattleboro, VT 05301

      168 Elliot St, Brattleboro, VT 05301
    • 111 Central St, Brattleboro, VT 05301
      111 Central St, Brattleboro, VT 05301
      111 Central St, Brattleboro, VT 05301
      /11

      Est $206,607 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      111 Central St, Brattleboro, VT 05301

      111 Central St, Brattleboro, VT 05301
    • 59 Brookside Dr Unit 1, Brattleboro, VT 05301
      59 Brookside Dr Unit 1, Brattleboro, VT 05301
      59 Brookside Dr Unit 1, Brattleboro, VT 05301
      /14

      Est $143,838 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 700 Sq Ft

      59 Brookside Dr Unit 1, Brattleboro, VT 05301

      59 Brookside Dr Unit 1, Brattleboro, VT 05301
    • 585 Upper Dummerston Rd, Brattleboro, VT 05301
      585 Upper Dummerston Rd, Brattleboro, VT 05301
      585 Upper Dummerston Rd, Brattleboro, VT 05301
      /34

      Est $577,692 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 5,844 Sq Ft

      585 Upper Dummerston Rd, Brattleboro, VT 05301

      585 Upper Dummerston Rd, Brattleboro, VT 05301
    • 63 Green Meadow, West Brattleboro, VT 05301
      63 Green Meadow, West Brattleboro, VT 05301
      63 Green Meadow, West Brattleboro, VT 05301
      /39

      Est $433,437 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,281 Sq Ft

      63 Green Meadow, West Brattleboro, VT 05301

      63 Green Meadow, West Brattleboro, VT 05301
    • 491 S Main St, Brattleboro, VT 05301
      491 S Main St, Brattleboro, VT 05301
      491 S Main St, Brattleboro, VT 05301
      /21

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,162 Sq Ft

      491 S Main St, Brattleboro, VT 05301

      491 S Main St, Brattleboro, VT 05301
    • 22 Crescent Dr, Brattleboro, VT 05301
      22 Crescent Dr, Brattleboro, VT 05301
      22 Crescent Dr, Brattleboro, VT 05301
      /35

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 784 Sq Ft

      22 Crescent Dr, Brattleboro, VT 05301

      22 Crescent Dr, Brattleboro, VT 05301
    • 15 Shadow Lawn, Brattleboro, VT 05301
      15 Shadow Lawn, Brattleboro, VT 05301
      15 Shadow Lawn, Brattleboro, VT 05301
      /13

      Est $382,642 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,050 Sq Ft

      15 Shadow Lawn, Brattleboro, VT 05301

      15 Shadow Lawn, Brattleboro, VT 05301
    • 460 Black Mountain Rd, Brattleboro, VT 05301
      460 Black Mountain Rd, Brattleboro, VT 05301
      460 Black Mountain Rd, Brattleboro, VT 05301
      /26

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,250 Sq Ft

      460 Black Mountain Rd, Brattleboro, VT 05301

      460 Black Mountain Rd, Brattleboro, VT 05301
    • 1264 Hanson Rd, Brattleboro, VT 05301
      1264 Hanson Rd, Brattleboro, VT 05301
      1264 Hanson Rd, Brattleboro, VT 05301
      /18

      Est $664,521 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,562 Sq Ft

      1264 Hanson Rd, Brattleboro, VT 05301

      1264 Hanson Rd, Brattleboro, VT 05301
    • 21 Lawrence St, Brattleboro, VT 05301
      21 Lawrence St, Brattleboro, VT 05301
      21 Lawrence St, Brattleboro, VT 05301
      /18

      Est $237,166 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 990 Sq Ft

      21 Lawrence St, Brattleboro, VT 05301

      21 Lawrence St, Brattleboro, VT 05301
    • 52 Valley Rd, West Brattleboro, VT 05301
      52 Valley Rd, West Brattleboro, VT 05301
      52 Valley Rd, West Brattleboro, VT 05301
      /21

      Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 858 Sq Ft

      52 Valley Rd, West Brattleboro, VT 05301

      52 Valley Rd, West Brattleboro, VT 05301
    • 91 Morningside Common, Brattleboro, VT 05301
      91 Morningside Common, Brattleboro, VT 05301
      91 Morningside Common, Brattleboro, VT 05301
      /10

      Est $231,241 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      91 Morningside Common, Brattleboro, VT 05301

      91 Morningside Common, Brattleboro, VT 05301
    • 15 Robin Way Unit 2D, Brattleboro, VT 05301
      15 Robin Way Unit 2D, Brattleboro, VT 05301
      15 Robin Way Unit 2D, Brattleboro, VT 05301
      /24

      Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,280 Sq Ft

      15 Robin Way Unit 2D, Brattleboro, VT 05301

      15 Robin Way Unit 2D, Brattleboro, VT 05301
    • 40 Brookside Dr Unit 5, Brattleboro, VT 05301
      40 Brookside Dr Unit 5, Brattleboro, VT 05301
      40 Brookside Dr Unit 5, Brattleboro, VT 05301
      /10

      Est $174,641 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 930 Sq Ft

      40 Brookside Dr Unit 5, Brattleboro, VT 05301

      40 Brookside Dr Unit 5, Brattleboro, VT 05301
    • 21 Evergreen Ln, Brattleboro, VT 05301
      21 Evergreen Ln, Brattleboro, VT 05301
      21 Evergreen Ln, Brattleboro, VT 05301
      /28

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,836 Sq Ft

      21 Evergreen Ln, Brattleboro, VT 05301

      21 Evergreen Ln, Brattleboro, VT 05301
    • 5 Record Dr, Brattleboro, VT 05301
      5 Record Dr, Brattleboro, VT 05301
      5 Record Dr, Brattleboro, VT 05301
      /26

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft

      5 Record Dr, Brattleboro, VT 05301

      5 Record Dr, Brattleboro, VT 05301
    • 85 Evergreen Ln, Brattleboro, VT 05301
      85 Evergreen Ln, Brattleboro, VT 05301
      85 Evergreen Ln, Brattleboro, VT 05301
      /40

      Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 2,057 Sq Ft

      85 Evergreen Ln, Brattleboro, VT 05301

      85 Evergreen Ln, Brattleboro, VT 05301

Showing Results 521 - 560, Page 14 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 2025 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 © 2025 CoStar Group