6,641

Windham, VT Homes in ZIP Code 05301

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  • /18

    $420,000 Sold Jun 30, 2025

    • 2,880 Sq Ft
    • $146/SF
    • 88 Days On Market
    • 6 Beds
    • Built 1970

    238 Marlboro Rd, Brattleboro, VT 05301

    This 6-unit fully-leased and cashflowing property is in great condition. With gross rents of $66,000, expenses (including property taxes) of $14,538, and net income of $51,462, this investment property shows a 12.1% cap rate. With stable, long-term tenants on annual leases and fully-separated utilities in 5 of the 6 units, just about everything is taken care of. Built in 1970, the property is

    Steve Schoppmeyer BHG Masiello Brattleboro

    238 Marlboro Rd, Brattleboro, VT 05301
    • /40

      Est $397,263 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,190 Sq Ft

      98 Jelly Mill Rd, Guilford, VT 05301

      98 Jelly Mill Rd, Guilford, VT 05301
  • /10

    $175,000

    • Land
    • 8 Acres
    • $21,875 per Acre

    680 W River Rd, Brattleboro, VT 05301

    8 acres only 2 miles from Brattleboro situated across the road from the West River. Existing gated gravel driveway is in. Gravel on site and road roughed into a high plateau with designs for SIX 1-2 bedroom cottages. Topographical survey, septic design plans and other existing engineering are complete which make this an attractive option for someone looking to develop a parcel into a cottage

    Chris Long BHG Masiello Brattleboro

    680 W River Rd, Brattleboro, VT 05301
  • /35

    $322,280 Sold Jun 27, 2025

    • 1,544 Sq Ft
    • $209/SF
    • 7 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1871

    108 Chestnut St, Brattleboro, VT 05301

    Charming Traditional New England cape built in 1871 with many upgrades. Located on a lovely cul-de-sac street. Enter through your classic mudroom, with a newly replaced floor, into a fabulous renovated kitchen that has a retro flare with lively yellow tile, & framed black & white tile backsplash. The kitchen is impressive with a nook & granite table & a combination of closed cabinets & open oak

    Kristen Ziter Taylor Brattleboro Area Realty

    108 Chestnut St, Brattleboro, VT 05301
    • /19

      Est $245,043 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,148 Sq Ft

      1352 Stage Rd, Guilford, VT 05301

      1352 Stage Rd, Guilford, VT 05301
  • /18

    $176,500

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    15 Lynwood Dr, Brattleboro, VT 05301

    This is absolutely NOT your ordinary Mobile Home! The original steel frame is the only remaining component of the mobile home. Completely rebuilt from the floor up with wood framing, windows, doors and insulation. This fully fenced leased lot has two sheds, a 1 car garage building with tons of storage and a workshop building with its own mini-split for heat and AC. The tastefully renovated

    Chris Long BHG Masiello Brattleboro

    15 Lynwood Dr, Brattleboro, VT 05301
  • /36

    $317,000 Sold Jun 27, 2025

    • 1,300 Sq Ft
    • $244/SF
    • 59 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1943

    51 Parkside Ave, Brattleboro, VT 05301

    Remodeled adorable Cape in a very sweet neighborhood! Since 2022 the current owner has made so many impressive improvements. The new kitchen is bight and contemporary. Tastefully done with new counter-tops, cabinets, flooring, sink and appliances. The dining room has new floors, paint and a propane heater that opens to the deck and a level yard. The labor of love continues throughout the first

    Kristen Ziter Taylor Brattleboro Area Realty

    51 Parkside Ave, Brattleboro, VT 05301
    • /25

      Est $236,968 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 900 Sq Ft

      2857 Coolidge Hwy, Guilford, VT 05301

      2857 Coolidge Hwy, Guilford, VT 05301
  • /9

    $80,250

    • Land
    • 3.10 Acres
    • $25,887 per Acre

    0 E Orchard St Unit 5047716, Brattleboro, VT 05301

    A rare opportunity to purchase a lot in a highly desirable Brattleboro neighborhood. This 3+ acre wooded parcel features a mature pine forest with additional hardwoods intermixed, stonewalls and even a small stream. It's the location that makes this property unique. Just up the road from the Brattleboro Country Club on a quiet street that gives quick access to all that Brattleboro and the

    Bill Hickok Berkley & Veller Greenwood Country

    0 E Orchard St Unit 5047716, Brattleboro, VT 05301
  • /40

    $312,000 Sold Jun 27, 2025

    • 960 Sq Ft
    • $325/SF
    • 59 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2006

    63 Winter Bell Dr, Dummerston, VT 05346

    Who hasn't dreamed of owning a sweet log cabin home in beautiful VT with a large covered porch, easterly views and sunsets into the NH mountains? Located right between exit 3 Brattleboro and exit 4 Putney, this property has 3.38 mainly-open acres of land in a country setting, but close to town and a stone's throw to the wonderful Walker Farm stand, You will really appreciate the convenience of

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    63 Winter Bell Dr, Dummerston, VT 05346
    • /35

      Est $295,289 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,120 Sq Ft

      766 Guilford Center Rd, Guilford, VT 05301

      766 Guilford Center Rd, Guilford, VT 05301
  • /38

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,862 Sq Ft

    161 Depot Rd, Williamsville, VT 05362

    Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive219-acre setting, showcasing a harmonious blend of nature and architecture. This

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    161 Depot Rd, Williamsville, VT 05362
  • /24

    $328,000 Sold Jun 23, 2025

    • 1,536 Sq Ft
    • $214/SF
    • 169 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1950

    414 Old Guilford Rd, Brattleboro, VT 05301

    Nestled on a dead end town road, kissing Fort Dummer state park and it's more than 200 acres of forest with trails and campsites, this is a special deal! Minutes to everything Brattleboro but snugged up on almost 4 acres of your own enchanting adventure! With a yard full of flowering bushes, trees and perennials, you will be surrounded by a sweet landscape, with plenty of room for your own

    Christine Lewis Brattleboro Area Realty

    414 Old Guilford Rd, Brattleboro, VT 05301
    • /19

      Est $400,985 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,895 Sq Ft

      742 Coolidge Hwy, Guilford, VT 05301

      742 Coolidge Hwy, Guilford, VT 05301
  • /34

    $265,000

    • 2 Beds
    • 1 Bath
    • 1,137 Sq Ft

    199 Depot Rd, Williamsville, VT 05362

    Nestled on 12.4 acres of wooded privacy, this raised ranch at 199 Depot Road offers the best of Vermont living—peaceful, scenic, and just minutes from the village of Newfane. With 2 bedrooms and 1 full bath across 1,137 square feet, this well-maintained home features warm wood accents, abundant natural light, and an open-concept living and dining area that feels bright and inviting.Large

    Kate Barry EXP Realty

    199 Depot Rd, Williamsville, VT 05362
  • /37

    $375,000 Sold Jun 16, 2025

    • 1,632 Sq Ft
    • $230/SF
    • 66 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1998

    146 Sherwood Cir, Brattleboro, VT 05301

    If you’re looking for privacy, space to roam, and the convenience of being just 3 miles from downtown Brattleboro, this charming Cape-style home is a must-see! Set on a beautifully landscaped 1.16-acre lot in a desirable neighborhood, this 3-bedroom, 1.5 bath home sits slightly elevated above the others, offering stunning mountain views and all-day natural sunlight. The open-concept kitchen and

    Kate Barry EXP Realty

    146 Sherwood Cir, Brattleboro, VT 05301
    • /40

      Est $271,064 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,736 Sq Ft

      46 Buck Hill Dr, Guilford, VT 05301

      46 Buck Hill Dr, Guilford, VT 05301
  • /11

    $250,000

    • Land
    • 18 Acres
    • $13,889 per Acre

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301

    Tucked in the gently rolling hills of Vermont, this is a sweet spot to build your new home. Located on a class 3 privately maintained road, there are power poles the length of the road with fiber optics ready for the streamers or work at home folks. Build on the road for a short drive and utility ease, or take the secluded route and tuck away in the forest. The acreage is an educated guess and

    Christine Lewis Brattleboro Area Realty

    0 Melendy Hill Rd Unit 5046973, Guilford, VT 05301
  • /25

    $315,000 Sold Jun 13, 2025

    • 1,340 Sq Ft
    • $235/SF
    • 50 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1988

    71 Whetstone Dr, Brattleboro, VT 05301

    Tucked in a sweet newer neighborhood, this home is not to be missed. Perfect for one floor living and aging in place, but versatile enough for choosing an upstairs bedroom! There is a one car attached garage and sunny deck with a slider to the dining area. The open concept with a vaulted ceiling gives a spacious, light filled living area. Some tlc needed but well worth a painting party.

    Christine Lewis Brattleboro Area Realty

    71 Whetstone Dr, Brattleboro, VT 05301
    • /40

      Est $769,069 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,186 Sq Ft

      3137 Bonnyvale Rd, Guilford, VT 05301

      3137 Bonnyvale Rd, Guilford, VT 05301
  • /51

    $949,000

    • 5 Beds
    • 8 Baths
    • 7,430 Sq Ft

    925 Hinesburg Rd, Brattleboro, VT 05301

    Hidden away, this secluded 18 acre rolling landscape of quiet meadow and woodland is minutes to town, easy access to I-91. Skiing, lakes, river/water fun, hiking/biking Or, stay at home in south facing sanctuary designed for easeful living and enjoy the shimmering pool, huge gourmet kitchen with Viking range and 2 walk-in pantries, creating wonderful memories for friends and family. Plenty of

    Christine Lewis Brattleboro Area Realty

    925 Hinesburg Rd, Brattleboro, VT 05301
  • /33

    $386,250 Sold Jun 12, 2025

    • 1,617 Sq Ft
    • $239/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1880

    33 Frost Place, Brattleboro, VT 05301

    Whether you're seeking a smart investment or a beautifully appointed primary residence, this exceptional offering in the heart of Brattleboro, VT, is not to be missed. Fully renovated by the current owners, this charming home offers far more than it's modest exterior suggests.Step onto the inviting screened porch — the perfect spot to unwind during warmer months or transition comfortably from the

    Keith Nowak Four Seasons Sotheby's Int'l Realty

    33 Frost Place, Brattleboro, VT 05301
    • /39

      Est $569,475 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,154 Sq Ft

      2014 Carpenter Hill Rd, Guilford, VT 05301

      2014 Carpenter Hill Rd, Guilford, VT 05301
  • /24

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,183 Sq Ft

    4322 Augur Hole Rd, Brattleboro, VT 05301

    Super location! Easy access to Rt 9 and Rt 30 but tucked into nearly a level acre in a lovely country setting. You can tell the previous occupants loved their gardens and a bit of work would restore the blooms to full glory. The pool is a bonus but is waiting for some care to get up and running...The home has emerged from a fun loving schoolhouse filled with learning and joy to a cozy,

    Christine Lewis Brattleboro Area Realty

    4322 Augur Hole Rd, Brattleboro, VT 05301
  • /15

    $350,000 Sold Jun 12, 2025

    • 1,272 Sq Ft
    • $275/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1872

    187 Maple St, Brattleboro, VT 05301

    This light, airy, two-story, 3-bedroom house was built during the Civil War, around 1864. On .35 acres, there are planted gardens, lawn, and a large, sunny area that can be a good-sized vegetable garden. The house has a large kitchen area w/ a small wood-burning stove, a living room, dining room, a ground-floor WC and study. A screened three-season porch has been added to the house and is a

    John Hatton Berkley & Veller Greenwood Country

    187 Maple St, Brattleboro, VT 05301
    • /34

      Est $196,591 Not Listed For Sale

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

      766 Us Route 5, Dummerston, VT 05301

      766 Us Route 5, Dummerston, VT 05301
  • /59

    $859,000

    • 4 Beds
    • 3.5 Baths
    • 3,212 Sq Ft

    104 Juniper Ridge Rd, Brattleboro, VT 05301

    Welcome to Juniper Ridge! Where you will find superior craftsmanship, a private haven, and neighbors only one can dream of. As you enter the foyer of this custom built home, you'll feel its character & elegance with vaulted ceilings, arched doorways, terracotta tile and balconies lined with bookshelves. The home was built with attention to the flow, energy and natural light. The kitchen has

    Kristen Ziter Taylor Brattleboro Area Realty

    104 Juniper Ridge Rd, Brattleboro, VT 05301
  • /22

    $93,999 Sold Jun 10, 2025

    • 880 Sq Ft
    • $107/SF
    • 90 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    8 Reservoir Rd, Brattleboro, VT 05301

    Welcome to 8 Reservoir Rd, Brattleboro, VT 05301, where modern comfort meets affordability in Deepwood MHP Park! This brand-new Dias model manufactured home offers 3 bedrooms, 2 bathrooms, and 869 sq. ft. (14 x 66 ft.) of thoughtfully designed living space.Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

    Kate Barry EXP Realty

    8 Reservoir Rd, Brattleboro, VT 05301
    • /34

      Est $541,873 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,500 Sq Ft

      1245 Black Mountain Rd, Brattleboro, VT 05301

      1245 Black Mountain Rd, Brattleboro, VT 05301
  • /60

    $895,000

    • 3 Beds
    • 3 Baths
    • 2,258 Sq Ft

    266 Ursa Ridge Rd, Dummerston, VT 05301

    This home is living art, tucked away at the end of the road of lovely homes & hundreds of acres ridgetop, yet only 10 minutes from downtown Brattleboro. Built by a craftsman this home is gracious & energy efficient. Building materials have been harvested from it's 51-1/2 acre woodland. Rooms are thoughtfully designed awash with natural light. Walk up the covered, stone walkway to enter the

    Randi Ziter Brattleboro Area Realty

    266 Ursa Ridge Rd, Dummerston, VT 05301
  • /24

    $325,000 Sold Jun 09, 2025

    • 1,464 Sq Ft
    • $222/SF
    • 7 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1990

    110 Arbor Hill Commons Unit 25, Brattleboro, VT 05301

    Sunlight pours into this beautifully maintained home! If you're looking for a low-maintenance lifestyle—no snow shoveling, no exterior upkeep—this is the one for you. Drive directly into your attached garage, which offers extra storage, and enter through a spacious mudroom with even more room to stay organized. The main level features an open-concept kitchen, dining, and living area—perfect for

    Thomas Dahlin Berkley & Veller Greenwood Country

    110 Arbor Hill Commons Unit 25, Brattleboro, VT 05301
    • /23

      Est $544,928 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,294 Sq Ft

      50 Knapp Rd, Dummerston, VT 05301

      50 Knapp Rd, Dummerston, VT 05301
  • /18

    $319,900

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    164 Chestnut St, Brattleboro, VT 05301

    Just right for new beginnings! This raised ranch affords the new home buyer a cozy place to start with a big, level yard with lots of flowering shrubs to look pretty when you drive up, and a perfect spot for ball in the back! The dead end street is a bit safer for bikes and strolls than others and creates a nice comfortable neighborhood for smiling greetings. With an eat in kitchen with

    Christine Lewis Brattleboro Area Realty

    164 Chestnut St, Brattleboro, VT 05301
  • /15

    $160,000 Sold Jun 09, 2025

    • 840 Sq Ft
    • $190/SF
    • 276 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 2003

    12 Culbertson Dr, West Brattleboro, VT 05301

    PRETTY IN PINK! The famous PINK house is back on the market with a huge price reduction and looking for just the right buyer...can it be an investor who takes it to a new level.....it is a sweet rental property... or an affordable great place to park the x generation until they find their way? If you saw it before, come back and check it out...great new price, stackable washer and dryer...and a

    Christine Lewis Brattleboro Area Realty

    12 Culbertson Dr, West Brattleboro, VT 05301
    • /22

      Est $279,379 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft

      1075 Middle Rd, Brattleboro, VT 05301

      1075 Middle Rd, Brattleboro, VT 05301
  • /42

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 2,433 Sq Ft

    183 Bear Hill Rd, Dummerston, VT 05301

    Discover a hidden gem nestled deep in the woods—a rustic retreat that’s entirely off-grid and 100% solar powered. Perfect for nature lovers, creative spirits, or anyone seeking serenity and self-sufficiency.This one-of-a-kind property features a charming main house with a two-bedroom loft attached, currently used for short-term rentals. The main cabin exudes classic Adirondack charm with

    Kate Barry EXP Realty

    183 Bear Hill Rd, Dummerston, VT 05301
  • /11

    $165,000 Sold Jun 06, 2025

    • Land
    • 70 Acres
    • $2,367 per Acre
    • 26 Days On Market

    575 Collins Rd, Halifax, VT 05301

    Tucked away nearly 1,000 feet from the quiet, town-maintained Collins Road, this exceptional 70-acre parcel offers complete privacy and endless potential. 5 Acres have been removed for the house lot from the Current Use Program. A mix of serene woodlands, open space ideal for building, and a peaceful babbling brook at the rear of the property create a picturesque setting for your dream home or

    Monica Sumner BHG Masiello Brattleboro

    575 Collins Rd, Halifax, VT 05301
    • /34

      Est $422,770 Not Listed For Sale

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

      1413 E West Rd, Dummerston, VT 05301

      1413 E West Rd, Dummerston, VT 05301
  • /5

    $139,900

    • Land
    • 1.30 Acres
    • $107,615 per Acre

    00 Creamery Rd, Guilford, VT 05301

    Just in time! Unbelievable! A high rolling meadow of your very own! Build the new home, the one you have been waiting for all your life, on this beautifully cared for sweet spot in the Vermont countryside community of Guilford. The boundaries are easy to find, one being right up to the edge of an old stone wall, the others marked with posts. Pick the high point and have a local view of old

    Christine Lewis Brattleboro Area Realty

    00 Creamery Rd, Guilford, VT 05301
  • /22

    $67,000 Sold Jun 06, 2025

    • 1,224 Sq Ft
    • $55/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    89 Glen St, West Brattleboro, VT 05301

    This single wide has so many added benefits! You can heat entirely with wood should you choose, there's an entryway and a huge heated mudroom, with direct access to the expansive back yard. The corner lot overlooks neighboring grassy fields for additional privacy. This yard has raised beds and over 200 bulbs planted!Being sold with a solar generator that powers the owners' home office.Contingent

    Victoria Woods Brattleboro Area Realty

    89 Glen St, West Brattleboro, VT 05301

Showing Results 81 - 120, Page 3 of 18

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