30,889

Windham County, VT Homes

Section Image Section Image
  • 1829 W Jamaica Rd, Jamaica, VT 05343
    1829 W Jamaica Rd, Jamaica, VT 05343
    1829 W Jamaica Rd, Jamaica, VT 05343
    /33

    $319,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,310 Sq Ft

    1829 W Jamaica Rd, Jamaica, VT 05343

    Vermont Charming! Tucked away along a peaceful river in Jamaica, Vermont this charming cape offers the perfect blend of privacy, character and convenience just 4 miles from Stratton Mountain Resort. With three bedrooms and one and three quarters baths, the home has been thoughtfully maintained and updated while preserving its classic New England charm. Recent upgrades to the kitchen and bathrooms

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 471-3958

    1829 W Jamaica Rd, Jamaica, VT 05343
  • 426 Landgrove Rd, Londonderry, VT 05148
    426 Landgrove Rd, Londonderry, VT 05148
    426 Landgrove Rd, Londonderry, VT 05148
    /18

    $2,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,344 Sq Ft
    • House for Rent

    426 Landgrove Rd, Londonderry, VT 05148

    Lovely country cottage on Landgrove Road, close to Weston and Londonderry, in a peaceful country setting. Renovated in 2023-24, with new kitchen, fresh paint, and fast fiberoptic internet. All utilities included; mini splits for heat and A/C, plus baseboard and propane wall heater. Three bedrooms, with flexibility to use one on upper or lower level for office/storage. One bathroom with full tiled

    Agent Photo

    Beth Vickers

    Vermont Real Estate Company

    (802) 348-2659

    426 Landgrove Rd, Londonderry, VT 05148
  • 6 Longest Dr Unit 1, Wilmington, VT 05363
    6 Longest Dr Unit 1, Wilmington, VT 05363
    6 Longest Dr Unit 1, Wilmington, VT 05363
    /21

    $319,000

    Sold May 14, 2026

    6 Longest Dr Unit 1, Wilmington, VT 05363

    • 3 Beds
    • 2.5 Baths
    • 1,510 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $211/SF
    • 50 Days On Market

    Last Listing Agent Adam Palmiter Berkley & Veller Greenwood/Dover

    6 Longest Dr Unit 1, Wilmington, VT 05363
    • 27 Grimes Hill Rd, Newfane, VT 05345
      27 Grimes Hill Rd, Newfane, VT 05345
      27 Grimes Hill Rd, Newfane, VT 05345
      /40

      Est $518,758

      Not Listed For Sale

      27 Grimes Hill Rd, Newfane, VT 05345

      • 3 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 1975
      27 Grimes Hill Rd, Newfane, VT 05345

      Last Sold Summary

      • 40 Days On Market

  • 124 Forrester Rd, Stratton, VT 05360
    124 Forrester Rd, Stratton, VT 05360
    124 Forrester Rd, Stratton, VT 05360
    /57

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    124 Forrester Rd, Stratton, VT 05360

    Bucolic Mountain Retreat. 6 Minutes to Stratton Sun Bowl.Escape to your own private 43.7-acre Vermont paradise, offering a perfect blend of serene country living and resort convenience. Situated just six minutes from the Stratton Mountain Sun Bowl, this impeccably maintained 3-bedroom, 2-bath Cape is enveloped by beautifully landscaped grounds featuring mature lilacs, historic apple trees,

    Agent Photo

    Lauren Behm

    Berkshire Hathaway HomeServices Stratton Home

    (802) 727-7489

    124 Forrester Rd, Stratton, VT 05360
  • 4A Dover Green Loop Unit A, Dover, VT 05356
    4A Dover Green Loop Unit A, Dover, VT 05356
    4A Dover Green Loop Unit A, Dover, VT 05356
    /9

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    4A Dover Green Loop Unit A, Dover, VT 05356

    Property Id: 2565403This filly furnished end unit condo in Dover Green Loop is fully furnished and ready to enjoy. Dover Green is well situated for easy access to Mount Snow only three miles up route 100, and around the corner from a MOOver stop, Dover's free public transport system. 2 BR plus sleeping loft means room for family and friends. Cathedral ceilings make this townhouse bright

    (802) 327-8340

    4A Dover Green Loop Unit A, Dover, VT 05356
  • 75 Mather Rd, Brattleboro, VT 05301
    75 Mather Rd, Brattleboro, VT 05301
    75 Mather Rd, Brattleboro, VT 05301
    /17

    $200,000

    Sold Jan 16, 2026

    75 Mather Rd, Brattleboro, VT 05301

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1959

    Last Sold Summary

    • 4% Below List Price
    • $278/SF
    • 6 Days On Market

    Current Estimated Value $200,857

    Last Listing Agent Kristen Ziter Taylor Brattleboro Area Realty

    75 Mather Rd, Brattleboro, VT 05301
    • 5600 Pikes Falls Rd, Jamaica, VT 05343
      5600 Pikes Falls Rd, Jamaica, VT 05343
      5600 Pikes Falls Rd, Jamaica, VT 05343
      /30

      Est $637,642

      Not Listed For Sale

      5600 Pikes Falls Rd, Jamaica, VT 05343

      • 3 Beds
      • 2 Baths
      • 1,459 Sq Ft
      • Built 1977
      5600 Pikes Falls Rd, Jamaica, VT 05343

      Last Sold Summary

      • 170 Days On Market

  • 410 Tallwood Cir, Londonderry, VT 05148
    410 Tallwood Cir, Londonderry, VT 05148
    410 Tallwood Cir, Londonderry, VT 05148
    /31

    $359,000

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    410 Tallwood Cir, Londonderry, VT 05148

    This cute Sherwood Forest house is ready for the next owners! Nicely renovated over the past several years, this 3 bedroom, 1 and a half bath chalet is located in the heart of Vermont ski country. In between Londonderry and Bromley, minutes from Manchester or Stratton and Magic ,this central location allows for access to all that makes Vermont special! Enjoy the open living area after a day of

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 392-0721

    410 Tallwood Cir, Londonderry, VT 05148
  • 63-73 Main St Unit A, Brattleboro, VT 05301
    63-73 Main St Unit A, Brattleboro, VT 05301
    63-73 Main St Unit A, Brattleboro, VT 05301
    /14

    $4,550 Per Month

    • 3 Beds
    • 2 Baths
    • 3,236 Sq Ft
    • Condo for Rent

    63-73 Main St Unit A, Brattleboro, VT 05301

    Property Id: 2534919This spacious loft is truly one of a kind! It comes fully furnished and has been carefully renovated to preserve the timeless character of the historic building while seamlessly incorporating premium, modern upgrades.You can have the best of both worlds with tranquil views of the Connecticut River and Wantastiquet Mountain while still being conveniently located

    (802) 490-3143

    63-73 Main St Unit A, Brattleboro, VT 05301
  • 321 Leonard Rd, Dummerston, VT 05301
    321 Leonard Rd, Dummerston, VT 05301
    321 Leonard Rd, Dummerston, VT 05301
    /31

    $499,000

    Sold Nov 07, 2025

    321 Leonard Rd, Dummerston, VT 05301

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 2016

    Last Sold Summary

    • $318/SF
    • 67 Days On Market

    Current Estimated Value $481,554

    Last Listing Agent John Hatton Berkley & Veller Greenwood Country

    321 Leonard Rd, Dummerston, VT 05301
    • 70 Greenleaf St, Brattleboro, VT 05301
      70 Greenleaf St, Brattleboro, VT 05301
      70 Greenleaf St, Brattleboro, VT 05301
      /35

      Est $345,376

      Not Listed For Sale

      70 Greenleaf St, Brattleboro, VT 05301

      • 3 Beds
      • 1.5 Baths
      • 1,631 Sq Ft
      • Built 1945
      70 Greenleaf St, Brattleboro, VT 05301

      Last Sold Summary

      • 62 Days On Market

  • 56 Whitetail Dr, Vernon, VT 05354
    56 Whitetail Dr, Vernon, VT 05354
    56 Whitetail Dr, Vernon, VT 05354
    /60

    $674,950

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,386 Sq Ft

    56 Whitetail Dr, Vernon, VT 05354

    Buyer could not obtain financing. Properties of this scale and setting are a rare find. Designed with entertaining in mind, the home’s circulation flows effortlessly through a dramatic great room anchored by a striking two-story fireplace. The space opens seamlessly to the dining and kitchen areas and is framed by a wall of windows that lead to an expansive deck overlooking a tranquil pond. A

    Agent Photo

    Mathew Ghafoori

    RE/Max Heritage

    (802) 278-9432

    56 Whitetail Dr, Vernon, VT 05354
  • 3550 Coolidge Hwy Unit 2, Guilford, VT 05301
    3550 Coolidge Hwy Unit 2, Guilford, VT 05301
    3550 Coolidge Hwy Unit 2, Guilford, VT 05301
    /8

    $1,650 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    3550 Coolidge Hwy Unit 2, Guilford, VT 05301

    Property Id: 1504084Find your peace in this adorable 1 bedroom, 2 bathroom unit in Guilford, VT. This second floor property at 3550 Coolidge Highway offers top amenities including full kitchen w/ gas range, washer/dryer, covered balcony, glass shower, storage, and more. Small dogs allowed, utilities included. Month-to-month lease. Available now!

    (802) 523-2744

    3550 Coolidge Hwy Unit 2, Guilford, VT 05301
  • 2456 Deer Park Rd, West Halifax, VT 05358
    2456 Deer Park Rd, West Halifax, VT 05358
    2456 Deer Park Rd, West Halifax, VT 05358
    /20

    $390,000

    Sold Aug 27, 2025

    2456 Deer Park Rd, West Halifax, VT 05358

    • 2 Beds
    • 3 Baths
    • 2,392 Sq Ft
    • Built 1990

    Last Sold Summary

    • 9% Above List Price
    • $163/SF
    • 14 Days On Market

    Current Estimated Value $385,000

    Last Listing Agent Teddy Kramer Berkley & Veller Greenwood Country

    2456 Deer Park Rd, West Halifax, VT 05358
    • 575 Collins Rd, Halifax, VT 05301
      575 Collins Rd, Halifax, VT 05301
      575 Collins Rd, Halifax, VT 05301
      /11

      Not Listed For Sale

      575 Collins Rd, Halifax, VT 05301

      575 Collins Rd, Halifax, VT 05301

      Last Sold Summary

      • 26 Days On Market

  • 191 Pingree Park Ln, Londonderry, VT 05148
    191 Pingree Park Ln, Londonderry, VT 05148
    191 Pingree Park Ln, Londonderry, VT 05148
    /23

    $122,000

    $5K PRICE DROP
    • Land
    • 2.07 Acres
    • $58,937 per Acre

    191 Pingree Park Ln, Londonderry, VT 05148

    2.07 acres with 140' riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after mountain

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 213-7597

    191 Pingree Park Ln, Londonderry, VT 05148
  • 820 Western Ave Unit 101, West Brattleboro, VT 05301
    820 Western Ave Unit 101, West Brattleboro, VT 05301
    820 Western Ave Unit 101, West Brattleboro, VT 05301
    /16

    $1,450

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    820 Western Ave Unit 101, West Brattleboro, VT 05301

    Loevely 2 bedroom apartment. Apartment is located on the first floor.

    820 Western Ave Unit 101, West Brattleboro, VT 05301
  • 0 Dalewood Rd Unit 4955807, Jamaica, VT 05343
    0 Dalewood Rd Unit 4955807, Jamaica, VT 05343
    0 Dalewood Rd Unit 4955807, Jamaica, VT 05343
    /12

    $125,000

    Sold Dec 11, 2025

    0 Dalewood Rd Unit 4955807, Jamaica, VT 05343

    • Land
    • 1.51 Acres
    • $82,781 per Acre

    Last Sold Summary

    • 880 Days On Market

    Last Listing Agent Mike England Michael England Real Estate

    0 Dalewood Rd Unit 4955807, Jamaica, VT 05343
    • 130 Shady Pines, Westminster, VT 05158
      130 Shady Pines, Westminster, VT 05158
      130 Shady Pines, Westminster, VT 05158
      /22

      Not Listed For Sale

      130 Shady Pines, Westminster, VT 05158

      • 2 Beds
      • 1 Bath
      • 746 Sq Ft
      • Built 2024
      130 Shady Pines, Westminster, VT 05158

      Last Sold Summary

      • 85 Days On Market

  • 1950 Collins Rd, Brattleboro, VT 05301
    1950 Collins Rd, Brattleboro, VT 05301
    1950 Collins Rd, Brattleboro, VT 05301
    /60

    $3,800,000

    $2M PRICE DROP
    • 4 Beds
    • 8 Baths
    • 16,736 Sq Ft

    1950 Collins Rd, Brattleboro, VT 05301

    Exceptional 177+ Acre Estate with Luxury Log Home, Event Venue & Craft Beverage Facilities. Experience unmatched luxury and opportunity on this remarkable 177+ acre estate. Featuring an 8,000+ sq ft timber frame log home, a 7,100 sq ft finished event venue, and on-site winery, craft brewery, and champagne-making facilities, this turn-key property is ideal as a private residence, retreat, or

    Agent Photo

    Margretta Fischer

    Wohler Realty Group

    (802) 317-7158

    1950 Collins Rd, Brattleboro, VT 05301
  • 210 Elliot St Unit 3, Brattleboro, VT 05301
    210 Elliot St Unit 3, Brattleboro, VT 05301
    210 Elliot St Unit 3, Brattleboro, VT 05301
    /30

    $1,300

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    210 Elliot St Unit 3, Brattleboro, VT 05301

    210 Elliot St Unit 3, Brattleboro, VT 05301
  • 4668 Vermont 112, Halifax, VT 05342
    4668 Vermont 112, Halifax, VT 05342
    4668 Vermont 112, Halifax, VT 05342
    /27

    $245,000

    Sold Jan 16, 2026

    4668 Vermont 112, Halifax, VT 05342

    • 2 Beds
    • 1 Bath
    • 1,155 Sq Ft
    • Built 1860

    Last Sold Summary

    • 2% Below List Price
    • $212/SF
    • 30 Days On Market

    Last Listing Agent Chris Long BHG Masiello Brattleboro

    4668 Vermont 112, Halifax, VT 05342
    • 32 Old Terrace, Bellows Falls, VT 05101
      32 Old Terrace, Bellows Falls, VT 05101
      32 Old Terrace, Bellows Falls, VT 05101
      /30

      Est $226,340

      Not Listed For Sale

      32 Old Terrace, Bellows Falls, VT 05101

      • 4 Beds
      • 2 Baths
      • 1,492 Sq Ft
      • Built 1880
      32 Old Terrace, Bellows Falls, VT 05101

      Last Sold Summary

      • 222 Days On Market

  • 192 Pingree Park Ln, Londonderry, VT 05148
    192 Pingree Park Ln, Londonderry, VT 05148
    192 Pingree Park Ln, Londonderry, VT 05148
    /23

    $135,000

    $5K PRICE INCREASE
    • Land
    • 2.19 Acres
    • $61,644 per Acre

    192 Pingree Park Ln, Londonderry, VT 05148

    2.17 acres with 199' of riverfront bordering the west bank of pristine Utley Brook with headwaters flowing from the national forest. This waterfront parcel has is fully engineered with a fully permitted septic for a 4 bedroom home. Set at the end of a quiet, dead-end lane, this is a rare gem in Londonderry. Beautiful riverfront, convenient to everything in one of Vermont's most sought-after

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 471-3006

    192 Pingree Park Ln, Londonderry, VT 05148
  • 18 Henry St Unit Townhouse-like Apartment, Bellows Falls, VT 05101
    18 Henry St Unit Townhouse-like Apartment, Bellows Falls, VT 05101
    18 Henry St Unit Townhouse-like Apartment, Bellows Falls, VT 05101
    /27

    $1,750

    Total Monthly Price

    • 1 Bed
    • 1.5 Baths
    • 835 Sq Ft
    • Condo for Rent

    18 Henry St Unit Townhouse-like Apartment, Bellows Falls, VT 05101

    18 Henry St Unit Townhouse-like Apartment, Bellows Falls, VT 05101
  • 52 Edward's Village Loop, Dover, VT 05356
    52 Edward's Village Loop, Dover, VT 05356
    52 Edward's Village Loop, Dover, VT 05356
    /55

    $410,000

    Sold Dec 23, 2025

    52 Edward's Village Loop, Dover, VT 05356

    • 4 Beds
    • 2.5 Baths
    • 1,572 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Above List Price
    • $261/SF
    • 3 Days On Market

    Current Estimated Value $397,734

    Last Listing Agent Donna Brown Skihome Realty

    52 Edward's Village Loop, Dover, VT 05356
    • 89 Glen St, West Brattleboro, VT 05301
      89 Glen St, West Brattleboro, VT 05301
      89 Glen St, West Brattleboro, VT 05301
      /22

      Not Listed For Sale

      89 Glen St, West Brattleboro, VT 05301

      • 2 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1978
      89 Glen St, West Brattleboro, VT 05301

      Last Sold Summary

      • 14 Days On Market

  • 51 Golding Rd, Windham, VT 05359
    51 Golding Rd, Windham, VT 05359
    51 Golding Rd, Windham, VT 05359
    /31

    $245,000

    $14K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    51 Golding Rd, Windham, VT 05359

    Tucked away on a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in a clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the

    Agent Photo

    Alison Cummings

    Cummings & Co

    (802) 802-9554

    51 Golding Rd, Windham, VT 05359
  • 3672 Coolidge Hwy, Guilford, VT 05301
    3672 Coolidge Hwy, Guilford, VT 05301
    3672 Coolidge Hwy, Guilford, VT 05301
    /18

    $1,950

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    3672 Coolidge Hwy, Guilford, VT 05301

    We welcome you to enjoy a stay in this newly constructed and modern 700 square foot, one-bedroom apartment! Located only a brief 7-minute drive from the local hospital and downtown Brattleboro, this space provides quick access to amenities, while tucked in a quintessential Vermont landscape.New construction includes detailed finishes, such as butcher-block counter tops & island, fully tiled

    3672 Coolidge Hwy, Guilford, VT 05301
  • 100 Legion Rd, Newfane, VT 05345
    100 Legion Rd, Newfane, VT 05345
    /2

    $80,000

    Sold Aug 01, 2025

    100 Legion Rd, Newfane, VT 05345

    • 2 Beds
    • 1 Bath
    • 1,413 Sq Ft
    • Built 1990

    Last Sold Summary

    • 36% Below List Price
    • $57/SF
    • 245 Days On Market

    Current Estimated Value $80,040

    Last Listing Agent Christine Lewis Brattleboro Area Realty

    100 Legion Rd, Newfane, VT 05345
    • 11 Country Club Rd, Wilmington, VT 05363
      11 Country Club Rd, Wilmington, VT 05363
      11 Country Club Rd, Wilmington, VT 05363
      /28

      Est $755,240

      Not Listed For Sale

      11 Country Club Rd, Wilmington, VT 05363

      • 5 Beds
      • 4.5 Baths
      • 3,876 Sq Ft
      • Built 1925
      11 Country Club Rd, Wilmington, VT 05363

      Last Sold Summary

      • 189 Days On Market

  • 315 Windham Springs Rd, West Townshend, VT 05359
    315 Windham Springs Rd, West Townshend, VT 05359
    315 Windham Springs Rd, West Townshend, VT 05359
    /40

    $395,000

    $10K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    315 Windham Springs Rd, West Townshend, VT 05359

    Discover your perfect Vermont getaway in this well-maintained 3 BR, 2 BA home. Designed for both relaxation and year-round adventure, this property places you minutes from southern Vermont's best skiing and charming village life. The first level offers ultimate convenience, featuring a roomy, tiled mud room for all your gear, two comfortable BRs, full bath and a private primary suite complete

    Agent Photo

    Christopher Cummings

    Cummings & Co

    (802) 882-6898

    315 Windham Springs Rd, West Townshend, VT 05359
  • 113 Trailside Condos Unit 2-3, Londonderry, VT 05148
    113 Trailside Condos Unit 2-3, Londonderry, VT 05148
    113 Trailside Condos Unit 2-3, Londonderry, VT 05148
    /8

    $1,850

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    113 Trailside Condos Unit 2-3, Londonderry, VT 05148

    Cozy Mountain Getaway at Trailside Condos 113 – Magic Mountain, VT?5-Month Maximum Stay | Available NowEscape to this beautifully updated 1-bedroom, 1-bath condo at Trailside Condos 113, perfectly nestled at Magic Mountain in Londonderry, Vermont. Whether you’re seeking a seasonal rental, work-from-mountain retreat, or extended ski-season stay, this peaceful unit offers the perfect blend of

    113 Trailside Condos Unit 2-3, Londonderry, VT 05148
  • 1909 Davidson Hill Rd, Westminster, VT 05158
    1909 Davidson Hill Rd, Westminster, VT 05158
    1909 Davidson Hill Rd, Westminster, VT 05158
    /44

    $425,000

    Sold May 06, 2026

    1909 Davidson Hill Rd, Westminster, VT 05158

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft
    • Built 1950

    Last Sold Summary

    • 1% Below List Price
    • $252/SF
    • 103 Days On Market

    Current Estimated Value $408,944

    Last Listing Agent Steve Schoppmeyer BHG Masiello Brattleboro

    1909 Davidson Hill Rd, Westminster, VT 05158
    • 48 Loop Rd, Newfane, VT 05345
      48 Loop Rd, Newfane, VT 05345
      48 Loop Rd, Newfane, VT 05345
      /11

      Est $317,851

      Not Listed For Sale

      48 Loop Rd, Newfane, VT 05345

      • 3 Beds
      • 2 Baths
      • 1,992 Sq Ft
      • Built 1973
      48 Loop Rd, Newfane, VT 05345

      Last Sold Summary

      • 15 Days On Market

  • 1035 Vermont 121, Windham, VT 05359
    1035 Vermont 121, Windham, VT 05359
    1035 Vermont 121, Windham, VT 05359
    /51

    $799,000

    • 4 Beds
    • 5 Baths
    • 3,992 Sq Ft

    1035 Vermont 121, Windham, VT 05359

    Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A

    Jamie Wylie Stratton Real Estate

    1035 Vermont 121, Windham, VT 05359
  • 11 Chestnut St Unit Second Floor, Brattleboro, VT 05301
    11 Chestnut St Unit Second Floor, Brattleboro, VT 05301
    11 Chestnut St Unit Second Floor, Brattleboro, VT 05301
    /26

    $1,500

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    11 Chestnut St Unit Second Floor, Brattleboro, VT 05301

    ? Spacious 1 Bedroom + Office Apartment – $1,500/month ?Don’t miss this bright and generously sized second-floor apartment offering 1 bedroom plus a separate office space.Perfectly situated in a desirable neighborhood close to the hospital and within walking distance to downtown, this location offers both convenience and easy access to local amenities.1 off-street parking

    11 Chestnut St Unit Second Floor, Brattleboro, VT 05301
  • 9047 Vermont 30, Jamaica, VT 05155
    9047 Vermont 30, Jamaica, VT 05155
    9047 Vermont 30, Jamaica, VT 05155
    /26

    $315,000

    Sold Apr 14, 2026

    9047 Vermont 30, Jamaica, VT 05155

    • 2 Beds
    • 2 Baths
    • 976 Sq Ft
    • Built 1940

    Last Sold Summary

    • 3% Below List Price
    • $323/SF
    • 20 Days On Market

    Last Listing Agent Carrie Mathews Winhall Real Estate

    9047 Vermont 30, Jamaica, VT 05155
    • 849 Mcmillan Rd, Halifax, VT 05342
      849 Mcmillan Rd, Halifax, VT 05342
      849 Mcmillan Rd, Halifax, VT 05342
      /33

      Est $256,585

      Not Listed For Sale

      849 Mcmillan Rd, Halifax, VT 05342

      • 1 Bed
      • 1 Bath
      • 856 Sq Ft
      • Built 2020
      849 Mcmillan Rd, Halifax, VT 05342

      Last Sold Summary

      • 13 Days On Market

Showing Results 1 - 40, Page 1 of 18

Vermont Windham County

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