125

Windham County VT Homes for Sale with Hardwood Floors

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

    $359,000

    • 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
  • 89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
    /33

    $1,760,000

    • 4 Beds
    • 3.5 Baths
    • 2,698 Sq Ft

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360

    Trailside!!! Ski in, ski out!! The very best Ski Direct Access at Stratton!! Most popular of luxury townhomes---offering an enlarged patio with Hot Tub, Open and Sunny, Four Bedrooms plus a Den Floorplan, Single Car Garage! Fully Furnished. Hardwood Flooring, floor to ceiling stone, wood burning fireplace! Enjoy this outstanding trailside location. And as an added benefit, the Stratton Training

    Edwin Kevil Stratton Real Estate

    89 Sunbowl Ridge Rd Unit 89A, Stratton, VT 05360
  • 42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    42 Blackberry Ln, Jamaica, VT 05343
    /60

    $849,000

    • 5 Beds
    • 4.5 Baths
    • 3,840 Sq Ft

    42 Blackberry Ln, Jamaica, VT 05343

    Welcome to "Sweet Berry Farm", a charming Vermont homestead blending 1850s character with a spacious modern addition. Set on 5.7 private acres in Jamaica, this property offers abundant natural beauty—mature apple trees, blueberry and blackberry bushes and vibrant seasonal gardens. The expanded farmhouse provides exceptional space for living and entertaining. The main floor features an open living

    MaryKate Grey Stratton Real Estate

    42 Blackberry Ln, Jamaica, VT 05343
  • 556 Sawmill Rd, Wardsboro, VT 05355
    556 Sawmill Rd, Wardsboro, VT 05355
    556 Sawmill Rd, Wardsboro, VT 05355
    /31

    $619,000

    • 4 Beds
    • 4 Baths
    • 3,354 Sq Ft

    556 Sawmill Rd, Wardsboro, VT 05355

    Set on a private one-acre lot in Wardsboro, this well-designed 4-bedroom, 4-bathroom home with an attached garage offers over 3,000 square feet of living space and the perfect blend of comfort, style, and refined Vermont living. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property is perfectly positioned for year-round enjoyment — from winter

    Kim Meeker Southern Vermont Realty Group

    556 Sawmill Rd, Wardsboro, VT 05355
  • 6D White Oaks Loop Unit 7, Dover, VT 05356
    6D White Oaks Loop Unit 7, Dover, VT 05356
    6D White Oaks Loop Unit 7, Dover, VT 05356
    /23

    $470,000

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    6D White Oaks Loop Unit 7, Dover, VT 05356

    Welcome to this spacious end-unit Timber Creek condominium, ideally located directly across from Mount Snow. This highly desirable community offers the perfect blend of mountain convenience and resort-style amenities, making it an exceptional year-round getaway. The main level features a welcoming mudroom entry with built-in bench and cubbies, opening into the dining area that flows seamlessly

    Monique White Deerfield Valley Real Estate

    6D White Oaks Loop Unit 7, Dover, VT 05356
  • 587 Vermont 121, Grafton, VT 05146
    587 Vermont 121, Grafton, VT 05146
    587 Vermont 121, Grafton, VT 05146
    /58

    $720,000

    • 4 Beds
    • 3 Baths
    • 4,379 Sq Ft

    587 Vermont 121, Grafton, VT 05146

    The Woolley House, located at 587 Route 121 East and built around 1818, is a rare and remarkably preserved 2.5 story brick residence in the Federal style. This home, originally constructed for early woolen mill owner John Woolley, features a side-hall layout, blind-arch entryway, and fanlight transom.Original details are beautifully preserved throughout, including four elegant Regency

    Mendi Michael Engel & Völkers Okemo

    587 Vermont 121, Grafton, VT 05146
  • 5 Hillwinds N, Brattleboro, VT 05301
    5 Hillwinds N, Brattleboro, VT 05301
    5 Hillwinds N, Brattleboro, VT 05301
    /37

    $795,000

    • 4 Beds
    • 4 Baths
    • 3,600 Sq Ft

    5 Hillwinds N, Brattleboro, VT 05301

    Elegant Post-and-Beam!!! Tucked along a birch-lined drive, this exceptional home is set on 11 acres of landscaped grounds with lawns, stone walls, gardens, and woodland in the desirable Hillwinds community. Enjoy direct trail access and easy proximity to downtown and the Country Club. Step inside the striking custom-designed interior through a covered porch that opens into a marble floored foyer

    Robert Doyle Berkley & Veller Greenwood Country

    5 Hillwinds N, Brattleboro, VT 05301
  • 116 Birge St Unit 2, Brattleboro, VT 05301
    116 Birge St Unit 2, Brattleboro, VT 05301
    116 Birge St Unit 2, Brattleboro, VT 05301
    /17

    $285,000

    • 1 Bed
    • 1 Bath
    • 1,320 Sq Ft

    116 Birge St Unit 2, Brattleboro, VT 05301

    Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors—magical in combination and truly beautiful. A home, an artist loft...so many uses, so unique, so

    Christine Lewis Brattleboro Area Realty

    116 Birge St Unit 2, Brattleboro, VT 05301
  • 77 Buttonwood Dr, Brattleboro, VT 05301
    77 Buttonwood Dr, Brattleboro, VT 05301
    77 Buttonwood Dr, Brattleboro, VT 05301
    /32

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    77 Buttonwood Dr, Brattleboro, VT 05301

    BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1

    Dan Normandeau Berkley & Veller Greenwood Country

    77 Buttonwood Dr, Brattleboro, VT 05301
  • 313 S Pine Banks Rd, Putney, VT 05346
    313 S Pine Banks Rd, Putney, VT 05346
    313 S Pine Banks Rd, Putney, VT 05346
    /30

    $495,000 Open Sat 10AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    313 S Pine Banks Rd, Putney, VT 05346

    Experience the Magic of Putney, Vermont. Discover a private sanctuary in the heart of Vermont’s "Craft Capital." This meticulously maintained ranch offers the perfect blend of secluded country living and proximity to Putney’s vibrant cultural hub. Known for its world-class arts scene, organic farms, Yellow Barn Music, Next Stage Arts, Putney COOP, and iconic institutions like Sandglass Theater

    Thomas Dahlin Berkley & Veller Greenwood Country

    313 S Pine Banks Rd, Putney, VT 05346
  • 5 William Mundell Rd, South Newfane, VT 05351
    5 William Mundell Rd, South Newfane, VT 05351
    5 William Mundell Rd, South Newfane, VT 05351
    /60

    $725,000

    • 6 Beds
    • 3 Baths
    • 3,630 Sq Ft

    5 William Mundell Rd, South Newfane, VT 05351

    Just a short drive from the slopes of Mount Snow, this beautifully renovated 1800s Vermont farmhouse seamlessly blends historic charm with modern comfort. Situated on 7.5 picturesque acres just beyond the Dover town line in South Newfane, the property offers rolling pasture, classic stone walls, established gardens, and multiple outbuildings, all with easy access to nearby villages, lakes, and

    The Malley Group KW Vermont

    5 William Mundell Rd, South Newfane, VT 05351
  • 177 Vermont 121, Grafton, VT 05146
    177 Vermont 121, Grafton, VT 05146
    177 Vermont 121, Grafton, VT 05146
    /60

    $825,000

    • 2 Beds
    • 2 Baths
    • 2,220 Sq Ft

    177 Vermont 121, Grafton, VT 05146

    Get your own Corner of the Sky! Experience an extraordinary 17-acre hilltop retreat offering absolute seclusion, yet situated just a short walk from the heart of historic Grafton Village. Enjoy morning pastries at the general store or a cocktail at the Inn, then retreat to your private sanctuary. The sun-drenched 2-bedroom, 2-bathroom residence has been meticulously renovated for the modern

    Heidi Bernier Berkley & Veller Greenwood Country

    177 Vermont 121, Grafton, VT 05146
  • 31 Poplar Ln, Vernon, VT 05354
    31 Poplar Ln, Vernon, VT 05354
    31 Poplar Ln, Vernon, VT 05354
    /43

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 2,295 Sq Ft

    31 Poplar Ln, Vernon, VT 05354

    Is complete privacy important to you? How does this beautiful 3-bedroom, 3 bath home with a two-car garage on 12+ acres sound? This attractive property is located in Vernon's desirable "Central Park Estates" neighborhood amongst other well-kept homes and a mile or so to the beloved Vernon Recreation Center. Just off of a quiet, side-road cul-de-sac, enter the property down the driveway through

    Stephanie Peduzzi-Baker Brattleboro Area Realty

    31 Poplar Ln, Vernon, VT 05354
  • 19 Boulder Ridge Dr Unit 19 B, Dover, VT 05356
    19 Boulder Ridge Dr Unit 19 B, Dover, VT 05356
    19 Boulder Ridge Dr Unit 19 B, Dover, VT 05356
    /36

    $1,590,000

    • 5 Beds
    • 4.5 Baths
    • 4,325 Sq Ft

    19 Boulder Ridge Dr Unit 19 B, Dover, VT 05356

    Once in a while, a property comes along that truly leaves you speechless — and this is one of those rare moments. This 5-bedroom, 4.5-bath Boulder Ridge townhome has been meticulously renovated with precision and style at every turn. This is not the Boulder Ridge you've known before, and it's being offered completely turn-key.This immaculate unit sits in an ideal location with unobstructed

    Adam Palmiter Berkley & Veller Greenwood/Dover

    19 Boulder Ridge Dr Unit 19 B, Dover, VT 05356
  • 274 Vermont Route 100, Dover, VT 05356
    274 Vermont Route 100, Dover, VT 05356
    274 Vermont Route 100, Dover, VT 05356
    /17

    $339,000

    • 2 Beds
    • 1 Bath
    • 728 Sq Ft

    274 Vermont Route 100, Dover, VT 05356

    This storybook log cabin is the kind of place you picture when you think "perfect Vermont getaway." Tucked in the middle of town, everything you want is right here, and Mount Snow resort is just over a mile away. Whether you’re chasing powder days, snowmobile/summer trails, or just a cozy escape, this spot makes it easy to do it ALL. On the MOOver public transportation route to get you around

    Prema Fitzpatrick Real Broker LLC

    274 Vermont Route 100, Dover, VT 05356
  • 15 Bills Rd, West Wardsboro, VT 05360
    15 Bills Rd, West Wardsboro, VT 05360
    15 Bills Rd, West Wardsboro, VT 05360
    /43

    $625,000

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    15 Bills Rd, West Wardsboro, VT 05360

    This spacious five-bedroom, three-bath Cape-style home offers a wonderful Vermont retreat, ideally located just minutes from the Stratton Mountain Resort Sun Bowl and the scenic Grout Pond Recreation Area, and only about 10 minutes from Mount Snow Resort. With immediate access to nearby snowmobile trails, it’s perfectly suited for year-round outdoor enthusiasts. Nicely landscaped yard with

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    15 Bills Rd, West Wardsboro, VT 05360
  • 22 Stags Leap Ln, Wilmington, VT 05363
    22 Stags Leap Ln, Wilmington, VT 05363
    22 Stags Leap Ln, Wilmington, VT 05363
    /40

    $4,087,000

    • 6 Beds
    • 7 Baths
    • 7,090 Sq Ft

    22 Stags Leap Ln, Wilmington, VT 05363

    Spectacular custom home at the base of the Hermitage Club in the Stags Leap community, adjacent to the ski trails at the base of Haystack mountain. This is a rare lot overlooking the trails, with direct ski-on/off and lift access, mountain views, and sunsets beyond, unimpeded by any other homes. Featuring 6 bedrooms, 5 and two half baths, with luxurious high ceiling great room with exposed

    Adam Palmiter Berkley & Veller Greenwood/Dover

    22 Stags Leap Ln, Wilmington, VT 05363
  • 405 Main St, Wardsboro, VT 05355
    405 Main St, Wardsboro, VT 05355
    405 Main St, Wardsboro, VT 05355
    /60

    $420,000

    • 4 Beds
    • 2 Baths
    • 2,723 Sq Ft

    405 Main St, Wardsboro, VT 05355

    Lovingly shaped over generations of ownership, this is one of those special properties where the setting, charm, and character come together in a way that simply cannot be replicated. Set on 1.10 acres along a woodland creek, this property shines with natural beauty and Vermont charm. A stream-fed pond adds to the tranquil setting, while old stone walls, mature trees, butterfly gardens, and

    Rachel Febbie EXP Realty

    405 Main St, Wardsboro, VT 05355
  • 3185 Higley Hill Rd, West Marlboro, VT 05363
    3185 Higley Hill Rd, West Marlboro, VT 05363
    3185 Higley Hill Rd, West Marlboro, VT 05363
    /60

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    3185 Higley Hill Rd, West Marlboro, VT 05363

    Vermont A-Frame Retreat in Marlboro! Escape to this charming 2-bedroom, 2-bath A-frame set on 2.18 wooded acres in scenic Marlboro, Vermont. With a stream, deck, and peaceful natural setting, this property offers the perfect blend of privacy and character. Inside, you’ll find 1,164 square feet of furnished living space featuring natural light, a wood fireplace, first-floor laundry, and a

    Flex Realty Group Flex Realty

    3185 Higley Hill Rd, West Marlboro, VT 05363
  • 40 Brookside Dr Unit 8, Brattleboro, VT 05301
    40 Brookside Dr Unit 8, Brattleboro, VT 05301
    40 Brookside Dr Unit 8, Brattleboro, VT 05301
    /21

    $179,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    40 Brookside Dr Unit 8, Brattleboro, VT 05301

    Don't wait to come view this newly remodeled, low maintenance, affordable and desirable ground floor end unit. Inviting circular flow, the spacious living room has a brand new slider with a view of the rear yard and the Whetstone brook. Plus, you have a brand new kitchen and appliances. The large bedroom with double closet has direct access to the newly renovated bath. This condo is located in a

    Angela Sherman Brattleboro Area Realty

    40 Brookside Dr Unit 8, Brattleboro, VT 05301
  • 106 Main St Unit 5, Putney, VT 05346
    106 Main St Unit 5, Putney, VT 05346
    106 Main St Unit 5, Putney, VT 05346
    /48

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    106 Main St Unit 5, Putney, VT 05346

    Bright, airy, and full of personality, this charming two-bedroom, one-bathroom condo in the Village of Putney offers comfort, style, and convenience. Ideally located just minutes from I-91 and close to Putney’s vibrant downtown shops, cafés, and everyday amenities, this condo offers easy access to village life. Inside, natural light fills the thoughtfully designed space, highlighting dreamy

    Rebecca Hiam Southern Vermont Realty Group

    106 Main St Unit 5, Putney, VT 05346
  • 156 W Lake Rd, Wilmington, VT 05363
    156 W Lake Rd, Wilmington, VT 05363
    156 W Lake Rd, Wilmington, VT 05363
    /43

    $1,300,000

    • 3 Beds
    • 4 Baths
    • 2,944 Sq Ft

    156 W Lake Rd, Wilmington, VT 05363

    A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an

    Jillian Wimmelman Deerfield Valley Real Estate

    156 W Lake Rd, Wilmington, VT 05363
  • 28 Summit Meadows Cir, Dover, VT 05356
    28 Summit Meadows Cir, Dover, VT 05356
    28 Summit Meadows Cir, Dover, VT 05356
    /21

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,778 Sq Ft

    28 Summit Meadows Cir, Dover, VT 05356

    Lovely updated contemporary chalet nestled at the base of the Dover Hills in the village of Dover, just a short drive from the Mount Snow ski resort. This convenient location affords the privacy of a home, but much easier access, and proximity to amenities, dining, shopping, and more. At the end of a loop, this home sits on a private and quiet parcel with a nice buffer of trees, level lawn, stone

    Adam Palmiter Berkley & Veller Greenwood/Dover

    28 Summit Meadows Cir, Dover, VT 05356
  • 29 Pikes Falls Rd, Jamaica, VT 05343
    29 Pikes Falls Rd, Jamaica, VT 05343
    29 Pikes Falls Rd, Jamaica, VT 05343
    /33

    $349,000

    • 4 Beds
    • 2 Baths
    • 2,520 Sq Ft

    29 Pikes Falls Rd, Jamaica, VT 05343

    Experience the timeless appeal of this beautifully preserved 1800s Greek Revival residence in the center of Jamaica Village. Offering more than 2,500 square feet of living space, the home pairs classic architectural detail with thoughtful modern updates for effortless year-round living.Ideally situated just 15 minutes from Stratton Mountain and 25 minutes to Mount Snow, the location balances

    Carrie Mathews Winhall Real Estate

    29 Pikes Falls Rd, Jamaica, VT 05343
  • 13 Yodeling Ln, Dover, VT 05356
    13 Yodeling Ln, Dover, VT 05356
    13 Yodeling Ln, Dover, VT 05356
    /32

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,617 Sq Ft

    13 Yodeling Ln, Dover, VT 05356

    Tremendous opportunity to own an updated A-frame chalet at the base of Mount Snow ski resort and the Carinthia Freestyle Terrain Park. This lovely Vermont home sits nestled on a quiet loop just south of the mountain, with direct walking and hiking trail access.The open floor plan features an updated kitchen with stainless appliances, copper counters, and a vent hood, along with a living room

    Adam Palmiter Berkley & Veller Greenwood/Dover

    13 Yodeling Ln, Dover, VT 05356
  • 300 Route 121 E, Grafton, VT 05146
    300 Route 121 E, Grafton, VT 05146
    300 Route 121 E, Grafton, VT 05146
    /49

    $699,900

    • 3 Beds
    • 2 Baths
    • 2,450 Sq Ft

    300 Route 121 E, Grafton, VT 05146

    Nestled in a postcard-perfect setting in the picturesque village of Grafton, this exceptional 2002 contemporary home offers the rare blend of privacy, natural beauty, and convenience. Set on over two park-like acres with frontage along the peaceful Saxtons River, the property delivers a true Vermont dream lifestyle.Inside, you’ll find a spacious eat-in kitchen with abundant counter space and

    Gary Coger Four Seasons Sotheby's Int'l Realty

    300 Route 121 E, Grafton, VT 05146
  • 239 Valley View Rd, Dover, VT 05356
    239 Valley View Rd, Dover, VT 05356
    239 Valley View Rd, Dover, VT 05356
    /37

    $625,000

    • 4 Beds
    • 2 Baths
    • 2,070 Sq Ft

    239 Valley View Rd, Dover, VT 05356

    This contemporary 3-bedroom plus loft, 2-bath home in Dover Hills offers both comfort and convenience. The property features a detached 2-car garage with overhead storage, an additional carport, and a wood shed. The recently remodeled kitchen boasts new cabinets, countertops, and appliances, complemented by wood floors throughout and new skylights that fill the space with natural light. A gas

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    239 Valley View Rd, Dover, VT 05356
  • 7 Grassy Brook Rd, Brookline, VT 05345
    7 Grassy Brook Rd, Brookline, VT 05345
    7 Grassy Brook Rd, Brookline, VT 05345
    /58

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    7 Grassy Brook Rd, Brookline, VT 05345

    Incredible Opportunity! This fully renovated, move-in ready retreat is perfectly situated on the picturesque West River. Enjoy your own private beach and waterfront lifestyle at its finest. Whether you’re seeking a peaceful getaway, a year-round residence, or an investment property with proven short-term rental history, this home checks every box. Inside, the property has been thoughtfully

    Flex Realty Group Flex Realty

    7 Grassy Brook Rd, Brookline, VT 05345
  • 135 Country Hill, Brattleboro, VT 05301
    135 Country Hill, Brattleboro, VT 05301
    135 Country Hill, Brattleboro, VT 05301
    /26

    $395,000

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

    135 Country Hill, Brattleboro, VT 05301

    Built in 2004 in this much-loved neighborhood, on a desirable one-way cul-de-sac, beautifully maintained, sits this 3-bedroom, 3-bath home. The first floor has a beautiful, large, eat-in kitchen, dining room, 1/2 bath, and access to a very spacious and inviting 16x16 deck ideal for family gatherings or entertaining, and a real sense of privacy. On the second floor, there is a primary bedroom with

    Neil Goldberg Brattleboro Area Realty

    135 Country Hill, Brattleboro, VT 05301
  • 23 Wilsons Woods Rd, Brattleboro, VT 05301
    23 Wilsons Woods Rd, Brattleboro, VT 05301
    23 Wilsons Woods Rd, Brattleboro, VT 05301
    /60

    $489,000 Open House 4/11

    • 4 Beds
    • 3.5 Baths
    • 2,312 Sq Ft

    23 Wilsons Woods Rd, Brattleboro, VT 05301

    Welcome to 23 Wilsons Woods Road, a meticulously maintained Colonial-style home that offers the perfect Vermont balance: total wooded privacy combined with absolute convenience. Nestled at the end of a quiet road, this property feels like a secluded retreat tucked into the forest, yet you are literally moments away from Brattleboro’s vibrant restaurants, local shops, the hospital, and a thriving

    Kate Barry EXP Realty

    23 Wilsons Woods Rd, Brattleboro, VT 05301
  • 1 Lower Highlands Rd, West Dover, VT 05356
    1 Lower Highlands Rd, West Dover, VT 05356
    1 Lower Highlands Rd, West Dover, VT 05356
    /43

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    1 Lower Highlands Rd, West Dover, VT 05356

    Custom-built 4-bedroom, 2.5-bath home ideally located less than a mile from Mount Snow. The main level welcomes you with an inviting foyer off the covered front porch and offers a well-designed layout featuring a spacious living room, formal dining room, comfortable family room, versatile den, and a well-appointed kitchen. Additional conveniences include a half bath, dedicated laundry area, and a

    Jennifer Hovey-Densmore Deerfield Valley Real Estate

    1 Lower Highlands Rd, West Dover, VT 05356
  • 6795 Vt Route 100, Londonderry, VT 05148
    6795 Vt Route 100, Londonderry, VT 05148
    6795 Vt Route 100, Londonderry, VT 05148
    /35

    $350,000

    • 4 Beds
    • 3 Baths
    • 2,460 Sq Ft

    6795 Vt Route 100, Londonderry, VT 05148

    Charming Property with Endless Possibilities in Southern Vermont Nestled on 5 acres in the heart of Southern Vermont, this unique property offers the perfect blend of history, versatility, and potential. Currently operating as a successful business with fabrics, sewing machines, notions and more. This property presents an exceptional opportunity for a variety of uses –whether you’re looking to

    Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

    6795 Vt Route 100, Londonderry, VT 05148
  • 116 Birge St Unit 3, Brattleboro, VT 05301
    116 Birge St Unit 3, Brattleboro, VT 05301
    116 Birge St Unit 3, Brattleboro, VT 05301
    /36

    $269,000

    • 1 Bed
    • 1 Bath
    • 2,000 Sq Ft

    116 Birge St Unit 3, Brattleboro, VT 05301

    Huge price reduction! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings,

    Liz LaVorgna Brattleboro Area Realty

    116 Birge St Unit 3, Brattleboro, VT 05301
  • 16 Rock Split Way, Wilmington, VT 05363
    16 Rock Split Way, Wilmington, VT 05363
    16 Rock Split Way, Wilmington, VT 05363
    /60

    $749,000

    • 4 Beds
    • 4 Baths
    • 2,964 Sq Ft

    16 Rock Split Way, Wilmington, VT 05363

    Turnkey mountain retreat with style, space, and serious four-season fun—welcome to Chimney Hill living at its best. This beautifully crafted 4 bedroom home offers 4 full tiled baths and approximately 3,000 sq ft of warm, inviting living space on 3 levels designed for gathering, relaxing, and making memories. The open concept main level delivers instant wow factor with soaring cathedral ceilings,

    Chad Lackey Deerfield Valley Real Estate

    16 Rock Split Way, Wilmington, VT 05363
  • 34 Main St, Wardsboro, VT 05355
    34 Main St, Wardsboro, VT 05355
    34 Main St, Wardsboro, VT 05355
    /27

    $380,000

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    34 Main St, Wardsboro, VT 05355

    Lovely late 1800s farmhouse conveniently located in the village of Wardsboro, Vermont, just a short drive to both Mount Snow and Stratton ski resorts. Meticulously maintained, the home sits on a well-positioned parcel with ample parking, private lawn space, and direct snowmobile trail access, plus easy walking access to the nearby convenience store for everyday necessities. Inside, the home

    Adam Palmiter Berkley & Veller Greenwood/Dover

    34 Main St, Wardsboro, VT 05355
  • 42 Airport Rd, Shaftsbury, VT 05262
    42 Airport Rd, Shaftsbury, VT 05262
    42 Airport Rd, Shaftsbury, VT 05262
    /36

    $799,000

    • 4 Beds
    • 4 Baths
    • 3,691 Sq Ft

    42 Airport Rd, Shaftsbury, VT 05262

    Set just minutes from world class skiing at Mount Snow, this inviting timber frame home offers comfort, convenience, and year-round adventure right outside your door. Located just off the Mount Snow Golf course and with direct access to VAST snowmobile trails, this property is perfectly positioned for ski weekends, snowmobiling adventures, summer hiking, and everything in between. Inside, you’ll

    Mike Masters Four Seasons Sotheby's Int'l Realty

    42 Airport Rd, Shaftsbury, VT 05262
  • 557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    557 Trager Rd, Jamaica, VT 05343
    /60

    $8,200,000

    • 6 Beds
    • 10 Baths
    • 10,763 Sq Ft

    557 Trager Rd, Jamaica, VT 05343

    Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in

    Kim Morgan-Wohler Wohler Realty Group

    557 Trager Rd, Jamaica, VT 05343
  • 26 Springhill Rd, Dover, VT 05301
    26 Springhill Rd, Dover, VT 05301
    26 Springhill Rd, Dover, VT 05301
    /38

    $1,499,000

    • 5 Beds
    • 4.5 Baths
    • 4,965 Sq Ft

    26 Springhill Rd, Dover, VT 05301

    This spectacular Post & Beam home is located just off the 13th hole of the Mount Snow Golf Course just minutes from the Mount Snow ski area. Nestled in a quiet community, with tremendous curb appeal, enjoy year round enjoyment thanks to the adjacent course, for obvious summer fun, but also snowshoeing and hiking in the winter. The interior of the home is about as good as it gets when looking for

    Adam Palmiter Berkley & Veller Greenwood/Dover

    26 Springhill Rd, Dover, VT 05301
  • 1033 Burrington Hill Rd, Whitingham, VT 05361
    1033 Burrington Hill Rd, Whitingham, VT 05361
    1033 Burrington Hill Rd, Whitingham, VT 05361
    /45

    $380,000

    • 5 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    1033 Burrington Hill Rd, Whitingham, VT 05361

    Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's

    Monique White Deerfield Valley Real Estate

    1033 Burrington Hill Rd, Whitingham, VT 05361
  • 41 Two Brook Dr, Wilmington, VT 05363
    41 Two Brook Dr, Wilmington, VT 05363
    41 Two Brook Dr, Wilmington, VT 05363
    /46

    $898,000

    • 4 Beds
    • 3.5 Baths
    • 3,420 Sq Ft

    41 Two Brook Dr, Wilmington, VT 05363

    Tucked onto .50-acre setting with Two Brook gently flowing through the backyard, this beautifully appointed 4 bedroom, 5 bath home captures everything buyers love about Vermont mountain living privacy, warmth, and year-round recreation just minutes from it all.Ideally located near The Hermitage Club and Mount Snow, with direct access to VAST snowmobile trails and a short drive to the shops

    Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

    41 Two Brook Dr, Wilmington, VT 05363

Showing Results 1 - 40, Page 1 of 4

Vermont Windham County

Homes for Sale with Hardwood Floors in Windham County, VT

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