Windham, VT Homes

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  /38

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  793 Grassy Brook Rd, Brookline, VT 05345

  Built in 2000, this beautifully crafted timber frame home rests on 10 acres of idyllic countryside in the historic town of Brookline, VT. The large landscaped yard opens to a small field behind the home, where the Grassy Brook flows through the backyard at the edge of the woods. Surrounded by charming stone walls and views of the sunrise over Putney Mountain from the front porch, you will

  Keith Nowak Four Seasons Sotheby's Int'l Realty

  793 Grassy Brook Rd, Brookline, VT 05345
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  Explore Brookline

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  /40

  $225,000 Sold Jun 27, 2025

  • 1,900 Sq Ft
  • $118/SF
  • 58 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  6 Papoose Ln, Brookline, VT 05345

  Welcome to 6 Papoose Lane, a rare opportunity in beautiful Brookline, VT. This special property offers a stunning setting with breathtaking mountain views, a picturesque pond, and abundant southern exposure for natural light year-round. The land is the true star here — peaceful, open, and ready to be enjoyed. A massive garage provides incredible storage or workshop potential. The home itself is a

  Kate Barry EXP Realty

  6 Papoose Ln, Brookline, VT 05345
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  /28

  Est $325,339 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  31 Harris Hill Rd, Brookline, VT 05345

  31 Harris Hill Rd, Brookline, VT 05345
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  /7

  $110,000 Sold May 28, 2025

  • Land
  • 6 Acres
  • $18,333 per Acre

  • 54 Days On Market

  00 Hill Rd, Brookline, VT 05345

  Beautiful 6-acre piece of rolling meadow. Some open meadow graced with beautiful woodland as well. The survey has been completed. This is a subdivision, the full deed and tax map includes the owner's home and their acreage which is 4.28. This is not being sold it's only the 6 acre parcel. The property deed will be created based on the survey. As of now it's a shared driveway. There is a small

  Monica Sumner BHG Masiello Brattleboro

  00 Hill Rd, Brookline, VT 05345
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  /24

  Est $388,230 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,633 Sq Ft

  7 Grassy Brook Rd, Brookline, VT 05345

  7 Grassy Brook Rd, Brookline, VT 05345
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  /19

  $566,000 Sold Feb 18, 2025

  • 2,155 Sq Ft
  • $263/SF
  • 109 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  99 Ellen Ware Rd, Brookline, VT 05345

  Lovely rural setting , yet easily accessed less than 30 minute to Brattleboro and ski areas and year-round cultural an recereation. The landscaped grounds offer raised beds, garden shed with concrete floor, wood sded, apple trees, and stairs down to the West River for swimming or boating. The beautiful post and beam framing created and open yet cozy environment with many windows and several

  David Brown Berkley & Veller Greenwood Country

  99 Ellen Ware Rd, Brookline, VT 05345
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  /27

  Est $789,769 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft

  192 Hill Rd, Brookline, VT 05345

  192 Hill Rd, Brookline, VT 05345
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  /20

  $335,000 Sold Jan 31, 2025

  • 2,204 Sq Ft
  • $152/SF
  • 63 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  295 Hill Rd, Brookline, VT 05345

  Minutes to RT 30 and all the great play spots, eats and skiing, nestled in a sweet private nook, this home is waiting to welcome new owners. Stay dry when you enter from the oversized 2 car garage, thru the breezeway when you come home. The kitchen has a baking island down the center, flanked by lots of cupboards and storage. Open concept from the dining area thru the kitchen into the living

  Christine Lewis Brattleboro Area Realty

  295 Hill Rd, Brookline, VT 05345
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  /29

  Est $368,128 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  108 Whitney Hill Rd, Brookline, VT 05345

  108 Whitney Hill Rd, Brookline, VT 05345
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  /47

  $300,000 Sold Jan 24, 2025

  • 2,000 Sq Ft
  • $150/SF
  • 16 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  442 Brookline Rd, Newfane, VT 05345

  Charming Rustic Log Cabin in Athens, Vermont. Nestled on 12.8 acres of serene woodland, this 3-bedroom, 2-bathroom log cabin offers a peaceful, private retreat surrounded by lush forests and abundant wildlife. The open-concept design blends rustic charm with modern comfort, featuring two bedrooms and a full bath on the main floor, with a primary suite and bath upstairs. A wood-burning stove

  Rob Weltz Barrett & Valley Assoc. Inc

  442 Brookline Rd, Newfane, VT 05345
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  /21

  Est $264,050 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,922 Sq Ft

  1383 Grassy Brook Rd, Brookline, VT 05345

  1383 Grassy Brook Rd, Brookline, VT 05345
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  /22

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft

  1178 Grassy Brook Rd, Brookline, VT 05345

  1178 Grassy Brook Rd, Brookline, VT 05345
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  /7

  Not Listed For Sale

  00 Murdock Dr, Brookline, VT 05345

  00 Murdock Dr, Brookline, VT 05345
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  /6

  Est $159,341 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  118 Merrill Dr, Brookline, VT 05345

  118 Merrill Dr, Brookline, VT 05345
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  /38

  Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  93 Banning Rd, Brookline, VT 05345

  93 Banning Rd, Brookline, VT 05345
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  /21

  Est $412,284 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  376 Grassy Brook Rd, Brookline, VT 05345

  376 Grassy Brook Rd, Brookline, VT 05345
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  /14

  Est $224,794 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  931 Grassy Brook Rd, Brookline, VT 05345

  931 Grassy Brook Rd, Brookline, VT 05345
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  /15

  Est $232,110 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,493 Sq Ft

  227 Hill Rd, Brookline, VT 05345

  227 Hill Rd, Brookline, VT 05345
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  /39

  Est $631,799 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,390 Sq Ft

  38 Sunny Ln, Brookline, VT 05345

  38 Sunny Ln, Brookline, VT 05345
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  /40

  Est $430,317 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,892 Sq Ft

  60 Sunny Ln, Brookline, VT 05345

  60 Sunny Ln, Brookline, VT 05345
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  /39

  Est $335,220 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft

  455 Hill Rd, Brookline, VT 05345

  455 Hill Rd, Brookline, VT 05345
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  /36

  Est $605,760 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,412 Sq Ft

  6 Parker Rd, Brookline, VT 05345

  6 Parker Rd, Brookline, VT 05345
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  /26

  Est $1,013,613 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,763 Sq Ft

  78 Parker Rd, Brookline, VT 05345

  78 Parker Rd, Brookline, VT 05345
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  /15

  Est $300,400 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,025 Sq Ft

  1119 Grassy Brook Rd, Brookline, VT 05345

  1119 Grassy Brook Rd, Brookline, VT 05345
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  /16

  Est $386,244 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft

  1195 Grassy Brook Rd, Brookline, VT 05345

  1195 Grassy Brook Rd, Brookline, VT 05345
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  /40

  Est $427,590 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  14 Harris Hill Rd, Brookline, VT 05345

  14 Harris Hill Rd, Brookline, VT 05345
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  /9

  Est $203,286 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft

  34 Mountain Rd, Brookline, VT 05345

  34 Mountain Rd, Brookline, VT 05345
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  /35

  Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,660 Sq Ft

  191 Banning Rd, Putney, VT 05346

  191 Banning Rd, Putney, VT 05346
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  /9

  Not Listed For Sale

  00 Ellen Ware Rd, Brookline, VT 05345

  00 Ellen Ware Rd, Brookline, VT 05345
• 

  /2

  Est $171,247 Not Listed For Sale

  • 1 Bed

  14 Murdock Dr, Brookline, VT 05345

  14 Murdock Dr, Brookline, VT 05345
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  /8

  Est $92,322 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  96 Putney Mountain Rd, Brookline, VT 05345

  96 Putney Mountain Rd, Brookline, VT 05345
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  /40

  Est $853,974 Not Listed For Sale

  • 9 Beds
  • 6.5 Baths
  • 4,690 Sq Ft

  117 Hill Rd, Brookline, VT 05345

  117 Hill Rd, Brookline, VT 05345
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  /8

  Est $241,610 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  1077 Grassy Brook Rd, Brookline, VT 05345

  1077 Grassy Brook Rd, Brookline, VT 05345
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  /36

  Est $2,071,576 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 9,880 Sq Ft

  1062 Grassy Brook Rd, Brookline, VT 05345

  1062 Grassy Brook Rd, Brookline, VT 05345
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  /9

  Est $306,986 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,525 Sq Ft

  30 Bush Ln, Brookline, VT 05345

  30 Bush Ln, Brookline, VT 05345
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  /17

  Est $242,746 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  258 Grassy Brook Rd, Brookline, VT 05345

  258 Grassy Brook Rd, Brookline, VT 05345
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  /16

  Est $296,482 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  127 Merrill Dr, Brookline, VT 05345

  127 Merrill Dr, Brookline, VT 05345
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  /18

  Est $368,393 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,560 Sq Ft

  295 Grassy Brook Rd, Brookline, VT 05345

  295 Grassy Brook Rd, Brookline, VT 05345
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  /26

  Est $372,478 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  235 Grassy Brook Rd, Brookline, VT 05345

  235 Grassy Brook Rd, Brookline, VT 05345
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  /13

  Est $295,989 Not Listed For Sale

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

  61 Hill Rd, Brookline, VT 05345

  61 Hill Rd, Brookline, VT 05345

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