Windham, VT Homes in ZIP Code 05301

• 

  

  

  /51

  $300,000 Sold Mar 18, 2025

  • 1,784 Sq Ft
  • $168/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1910

  1855 Vermont 9, Marlboro, VT 05301

  Sunny, bright, and open! This home features three spacious bedrooms and three bathrooms, with two of the bedrooms offering ensuite layouts. The second-floor ensuite includes a lofted space and a private balcony with backyard access. Custom kitchen with handmade cabinetry, large center island and cathedral ceiling. Cozy living room, 2 mudrooms ( one from the back yard and one from the driveway) 2

  Jacki Murano Southern Vermont Realty Group

  1855 Vermont 9, Marlboro, VT 05301
• 

  

  

  /17

  Est $268,432 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,320 Sq Ft

  155 Maple St, Brattleboro, VT 05301

  155 Maple St, Brattleboro, VT 05301
• 

  

  

  /25

  $269,000 Pending

  • 5 Beds
  • 4 Baths
  • 2,376 Sq Ft

  50 Grove St, Brattleboro, VT 05301

  New to the market, this well-maintained 3-unit property is a fantastic opportunity for both investors and owner-occupants. Located just minutes from downtown, it offers convenience, value, and flexibility. One unit is currently on a month to month and move-in ready, making it ideal for someone looking to live on-site or set their own rental terms. The other two units are occupied by long-term,

  Kate Barry EXP Realty

  50 Grove St, Brattleboro, VT 05301
• 

  

  

  /11

  $195,000 Sold Mar 14, 2025

  • 1,056 Sq Ft
  • $185/SF
  • 281 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  99 Morningside Common, Brattleboro, VT 05301

  Easy living with a great location, you can walk downtown or even the train station! There's good space inside with nice sized bedrooms, second floor laundry as well as patio space out back looking out on the woods. Association amenities include a tennis court and in ground pool as well as trash removal, plowing and landscaping. This "almost an end unit" includes a carport to keep the snow and sun

  A.J. Bellville Bellville Realty

  99 Morningside Common, Brattleboro, VT 05301
• 

  

  

  /35

  Est $361,170 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,560 Sq Ft

  31 Pleasant St, Brattleboro, VT 05301

  31 Pleasant St, Brattleboro, VT 05301
• 

  

  /13

  $80,000 Pending

  • 2 Beds
  • 1 Bath
  • 949 Sq Ft

  7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301

  This is a well cared for and improved affordable home. The airy open concept of the main space makes for a feeling of spaciousness. The primary bedroom has direct access to the full bath and laundry. The attached enclosed porch offers additional seasonal living space, The large corner lot offers good garden space and storage in the good sized storage shed.

  David Brown Berkley & Veller Greenwood Country

  7 Stonewall Dr Unit 60159.s07, Brattleboro, VT 05301
• 

  

  /35

  $385,000 Sold Mar 07, 2025

  • 3,232 Sq Ft
  • $119/SF
  • 108 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1830

  49 West St, Newfane, VT 05301

  For the first time in over six decades, a rare opportunity awaits! This charming property on West Street in Newfane Village has a rich history. Acquired by the sellers' grandparents in 1950, it served as the iconic West Valley Inn for many years before transforming into the residence and workspace of the world-renowned British clockmaker. Imagine the possibility of converting this historical

  Thomas Dahlin Berkley & Veller Greenwood Country

  49 West St, Newfane, VT 05301
• 

  

  /32

  Est $355,045 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,614 Sq Ft

  36 Chestnut St, Brattleboro, VT 05301

  36 Chestnut St, Brattleboro, VT 05301
• 

  

  /28

  $200,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,531 Sq Ft

  316 Putney Rd, Brattleboro, VT 05301

  Convenient Location & Low Maintenance Living! Enjoy easy access to shopping, public transportation and waterfront with scenic trails. The backyard is just the right size for enjoying nature and a little fresh air. This charming home combines classic character with practical updates featuring a standing seam roof, vinyl windows and aluminum siding. Inside, the home radiates its original charm

  Kerry Mulverhill Brattleboro Area Realty

  316 Putney Rd, Brattleboro, VT 05301
• 

  

  /4

  $32,500 Sold Mar 07, 2025

  • Land
  • 0.28 Acre
  • $116,071 per Acre

  • 156 Days On Market

  963 Western Ave, Brattleboro, VT 05301

  A unique opportunity in West Brattleboro Village: this level building lot features a spacious paved parking area and has frontage on both Western Ave and Glen St. The Village Center Zoning allows for various potential uses, making it ideal for a mixed-use development such as multi-family housing, professional offices, or a business. It can also be purchased alongside the neighboring 2-apartment

  Kate Barry EXP Realty

  963 Western Ave, Brattleboro, VT 05301
• 

  

  /36

  Est $292,497 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,388 Sq Ft

  122 Frost St, Brattleboro, VT 05301

  122 Frost St, Brattleboro, VT 05301
• 

  

  /56

  $235,000 Pending

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

  67 Morningside Commons, Guilford, VT 05301

  From the rhododendron, orange day lily and morning glories in front of this condo to the herb and flower garden in the rear and with everything in between, this condo speaks "lovely". Completely updated and immaculately maintained. Kitchen features stylish cabinets, Corian counter tops, all Whirlpool stainless steel appliances and a double oven. The hanging wrought iron pot holder and fruit

  Sally Fegley BHG Masiello Brattleboro

  67 Morningside Commons, Guilford, VT 05301
• 

  

  /39

  $945,000 Sold Feb 21, 2025

  • 7,291 Sq Ft
  • $130/SF
  • 4 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2010

  615 Beaver Pond Rd, Dummerston, VT 05301

  Panoramic views await at this extraordinary Contemporary home nestled on 31 acres. The custom-built, post-and-beam home showcases a wide-array of wood harvested from the land and skillfully crafted into the home’s impressive timber framing, flooring and wood finishes. At 7,300 sq. ft., the home’s thoughtful design strikes a perfect balance between grandeur and cozy comfort. Ideal as a private

  Laura D'Angelo Berkley & Veller Greenwood Country

  615 Beaver Pond Rd, Dummerston, VT 05301
• 

  

  /23

  Est $296,376 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,611 Sq Ft

  204 Williams St, Brattleboro, VT 05301

  204 Williams St, Brattleboro, VT 05301
• 

  

  /42

  $849,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,550 Sq Ft

  65 Hillwinds N, Brattleboro, VT 05301

  This beautiful Colonial blends timeless design with contemporary enhancements. Set on over 2 acres of landscaped grounds, the property offers a country setting just minutes from Brattleboro. Inside, the floor plan has been expanded with large, light-filled rooms & custom features. The gourmet kitchen is a showstopper, w/Quartz counters, custom cabinetry, top-tier appliances, glass tile backsplash

  Robert Doyle Berkley & Veller Greenwood Country

  65 Hillwinds N, Brattleboro, VT 05301
• 

  

  /37

  $464,500 Sold Feb 20, 2025

  • 2,884 Sq Ft
  • $161/SF
  • 101 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1930

  56 Linden St, Brattleboro, VT 05301

  Majestic, in-town, brick colonial. Tastefully renovated - ALL (3) BR’s, offering en-suite BA’s. Elegant 18’x13’ kitchen w/island, S.S. appliances, & tons of cabinetry w/etched glass faces. Primary level w/9-ft ceilings. Nicely landscaped yard w/ priv. fenced-in terrace & parking areas. Enter via enclosed porch, into spacious foyer, where access flows gracefully to every corner of the home.

  David Brown Berkley & Veller Greenwood Country

  56 Linden St, Brattleboro, VT 05301
• 

  

  /35

  Est $371,037 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  25 Strand Ave, Brattleboro, VT 05301

  25 Strand Ave, Brattleboro, VT 05301
• 

  

  /20

  $420,000 Pending

  • Land
  • 106 Acres
  • $3,962 per Acre

  2745 Bonnyvale Rd, Guilford, VT 05301

  This property is arguably one of the most extraordinary pieces of land of its size in southeastern Vermont. With 106+- acres; The view from the top of the 6-acre field is nothing short of spectacular with sweeping extensive views & beautiful sunsets. Peace and tranquility abound. Nature abounds here, with the northern property line marked by an ancient, magnificent stone wall that separates

  Mary M. Wallace Berkley & Veller Greenwood Country

  2745 Bonnyvale Rd, Guilford, VT 05301
• 

  

  /12

  $331,000 Sold Feb 12, 2025

  • 1,152 Sq Ft
  • $287/SF
  • 36 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2008

  2812 River Rd, Brattleboro, VT 05301

  This 2-bedroom house was built in 2008 on a level, open 3 acres, with 90 feet of beautiful frontage on the Green River in Guilford. This sits midway between Greenfield MA and downtown Brattleboro, 20 minutes to each one. Trees surround this lovely property, making each fall a colorful event. You’ll love looking out the bedroom windows at the beautiful Green River! The house has had lots of

  John Hatton Berkley & Veller Greenwood Country

  2812 River Rd, Brattleboro, VT 05301
• 

  

  /29

  Est $528,574 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 3,913 Sq Ft

  300 Western Ave, Brattleboro, VT 05301

  300 Western Ave, Brattleboro, VT 05301
• 

  

  /5

  $100,000 Pending

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  39 Brookside Dr Unit 7, Brattleboro, VT 05301

  Ready for a redo, this home is priced right for anyone who is handy with freshening, light carpentry (flooring) and other minor skills. Worth the effort to find an affordable option to renting or living with Mom! 48 hour a must for notice. This condo is located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park.

  Christine Lewis Brattleboro Area Realty

  39 Brookside Dr Unit 7, Brattleboro, VT 05301
• 

  

  /22

  $480,000 Sold Jan 24, 2025

  • 2,767 Sq Ft
  • $173/SF
  • 68 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  60 Moonlight Ln, Brattleboro, VT 05301

  Moonlight Lane...could there ever be a better address? Moonlight in Vermont....just what you dream of when you see the big night sky and the full moon rising, such a Vermont attitude that slides right into morning! Only 2 homes claim this address, this cozy corner of the world. Nestled on 10 acres and surrounded by even larger parcels, this home has the perfect setting at the edge of a lovely,

  Christine Lewis Brattleboro Area Realty

  60 Moonlight Ln, Brattleboro, VT 05301
• 

  

  /40

  Est $599,760 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,761 Sq Ft

  160 Guilford St, Brattleboro, VT 05301

  160 Guilford St, Brattleboro, VT 05301
• 

  

  /22

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  62 Lawton Dr, Brattleboro, VT 05301

  Everything deserves a second chance, and this home found the right owner to love and recreate it in a stunning new life. Anyone who has looked at this home in the past few years, has to come back to see the shine....the fresh new look....the simplicity of move right in. Not only is this home refreshed stem to stern, it has new windows, siding, shingles, kitchen, bath.....and on and on! Tuck

  Christine Lewis Brattleboro Area Realty

  62 Lawton Dr, Brattleboro, VT 05301
• 

  /2

  $60,000 Sold Jan 23, 2025

  • Land
  • 0.15 Acre
  • $400,000 per Acre

  • 18 Days On Market

  0 S Main St, Brattleboro, VT 05301

  WOW! In town level, partially fenced, wide open, ready to build! Town water and sewer at the curb. Plenty of room to build and have a sweet yard just right for gardening, play or just a nap in the hammock. In the heart of hospital, grocery stores, schools, and a minute or two from I91 for work or fun travel. Check with the zoning folks for guidance on what you can build, but start now and be

  Christine Lewis Brattleboro Area Realty

  0 S Main St, Brattleboro, VT 05301
• 

  

  /17

  Est $408,616 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,119 Sq Ft

  103 New England Dr, Brattleboro, VT 05301

  103 New England Dr, Brattleboro, VT 05301
• 

  

  /59

  $375,000 Pending

  • 2 Beds
  • 1 Bath
  • 828 Sq Ft

  1171 Wickopee Hill Rd, Dummerston, VT 05301

  Serenity now! Fall in love with this peaceful retreat where every element has been lovingly and artistically designed, nurtured, and enhanced to the utmost of its beautiful and natural potential. The property features TWO inviting houses, a charming barn-style garage, and stunning established gardens overflowing with flowers, fruits, and vegetables—seven fruit trees, six blueberry bushes,

  Stephanie Peduzzi-Baker Brattleboro Area Realty

  1171 Wickopee Hill Rd, Dummerston, VT 05301
• 

  

  /39

  $700,000 Sold Jan 22, 2025

  • 2,660 Sq Ft
  • $263/SF
  • 89 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1940

  30 Crosby St, Brattleboro, VT 05301

  Double the Value! This unique listing includes two deeded properties in a bright and convenient area of town. Available for the first time in over thirty years, this stunning colonial offers a tranquil escape from city life, just minutes from downtown amenities. With its timeless elegance and classic charm, the home is flooded with natural light, particularly on the sun porch, which provides a

  Thomas Dahlin Berkley & Veller Greenwood Country

  30 Crosby St, Brattleboro, VT 05301
• 

  

  /33

  Est $348,029 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  55 Thayer Ridge Rd, Brattleboro, VT 05301

  55 Thayer Ridge Rd, Brattleboro, VT 05301
• 

  

  /59

  $547,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 5,850 Sq Ft

  628 S Main St, Brattleboro, VT 05301

  Absolutely Gorgeous In-Town Home with Exceptional Attention to Detail.This stunning residence offers over 5,000 square feet of meticulously designed living space in the main house, plus a fully separate accessory dwelling with two independent living areas—ideal for extended family, guests, or producing income. Additionally there is a two-car garage with an integrated service pit for

  Kerry Mulverhill Brattleboro Area Realty

  628 S Main St, Brattleboro, VT 05301
• 

  

  /32

  $307,500 Sold Jan 17, 2025

  • 1,388 Sq Ft
  • $222/SF
  • 74 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1941

  322 Putney Rd, Brattleboro, VT 05301

  Come see this Charming nine-room, three-bedroom, two-bathroom home! This classic Vermont home offers timeless appeal and modern updates. The inviting living room features a cozy fireplace with a glass-tiled brick hearth, perfect for those chilly New England evenings. Throughout the home, you’ll find gleaming hardwood floors, adding warmth and character to each space. The formal dining room boasts

  Sandy Reavill Real Broker LLC

  322 Putney Rd, Brattleboro, VT 05301
• 

  

  /17

  Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,192 Sq Ft

  124 Green St, Brattleboro, VT 05301

  124 Green St, Brattleboro, VT 05301
• 

  

  /8

  $170,000 Pending

  • Land
  • 18 Acres
  • $9,290 per Acre

  0 Gibson Rd, Brattleboro, VT 05301

  This just doesn't happen, a large parcel,18+ acres, in a desirable Brattleboro location. Just up the road the Brattleboro Country Club. Here you'll find stonewalls, small, intriguing streams and mature hard and softwoods. It's the pine trees, however that take center stage, some of them stretching up over 100 feet. If the acreage isn't quite enough there's an adjacent parcel on the market as

  Bill Hickok Berkley & Veller Greenwood Country

  0 Gibson Rd, Brattleboro, VT 05301
• 

  

  /27

  $288,500 Sold Jan 14, 2025

  • 718 Sq Ft
  • $402/SF
  • 21 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  145 Falls Brook Rd, Dummerston, VT 05301

  Your new weekend destination awaits! Come enjoy the bubbling Falls Brook in your front yard as you relax on the wrap around deck or just open your windows and listen to the calming sounds as you unwind at the end of the day. This lovingly tended to open living cottage features 2 bedrooms and vaulted ceilings with plenty of windows to appreciate the surrounding nature. Choose to relax in the main

  A.J. Bellville Bellville Realty

  145 Falls Brook Rd, Dummerston, VT 05301
• 

  

  /20

  Est $267,541 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,150 Sq Ft

  173 Green St, Brattleboro, VT 05301

  173 Green St, Brattleboro, VT 05301
• 

  

  /33

  $235,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,112 Sq Ft

  116 Morningside Commons, Brattleboro, VT 05301

  Yes! A coveted first floor single level unit! And not only that but an end unit, sweetly tucked away for privacy! Just follow the tree and flower lined path right to your door!2 bedrooms, one ensuite, with an additional bedroom, bath, large eat in kitchen, living room, and a stackable washer/dryer, all on the first floor! There are only a few condos here that have finished basement space and

  Rebecca Seymour Brattleboro Area Realty

  116 Morningside Commons, Brattleboro, VT 05301
• 

  

  /40

  $349,000 Sold Jan 13, 2025

  • 1,950 Sq Ft
  • $179/SF
  • 178 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1905

  4521 Augur Hole Rd, Guilford, VT 05301

  This charming, expanded VT farmhouse, with attached finished barn, complete with a kitchen, full bath and two large bedrooms, provides room for extended family and friends. The main house consists of a country kitchen, overlooking pastoral views, mudroom/laundry, full bath and spacious living/dining area, which includes an inviting multipurpose addition, leading to a covered back porch.

  Heidi Bernier Berkley & Veller Greenwood Country

  4521 Augur Hole Rd, Guilford, VT 05301
• 

  

  /18

  Est $314,338 Not Listed For Sale

  • 7 Beds
  • 3 Baths
  • 3,540 Sq Ft

  108 High St, Brattleboro, VT 05301

  108 High St, Brattleboro, VT 05301
• 

  /2

  $69,000 Pending

  • Land
  • 2.30 Acres
  • $30,000 per Acre

  00 Cow Path 40, Marlboro, VT 05301

  Very cool! Very nice, soils tested mixed-woods lot behind stone wall, with preliminary road for access. Not far from pavement, South Pond, or college ski trails. Quiet area, convenient to town or resorts to the west. No “wrinkles”. Super for primary or second home!

  John Hatton Berkley & Veller Greenwood Country

  00 Cow Path 40, Marlboro, VT 05301
• 

  

  /26

  $331,000 Sold Jan 07, 2025

  • 880 Sq Ft
  • $376/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  142 Spruce St, Brattleboro, VT 05301

  This charming home, ordered initially from a Sears catalog and delivered by train to Brattleboro, was assembled at its current location in 1930. It's an ideal residence for a young couple starting or an older couple seeking single-level living. Situated at the corner of Spruce Street and Ginkgo Lane, the neighborhood is perfect for evening strolls and is close to the retreat trailhead. You'll

  Thomas Dahlin Berkley & Veller Greenwood Country

  142 Spruce St, Brattleboro, VT 05301

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