Windham, VT Homes

• 

  

  

  /60

  $279,000 Sold Jun 20, 2025

  • 1,040 Sq Ft
  • $268/SF
  • 10 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1971

  260 Depot Rd, Williamsville, VT 05362

  What a sweet spot! This one-story ranch house faces south on over an acre of flat open land surrounded by stone walls. On a paved road just minutes from Brattleboro and the village of Williamsville, the house offers easy access and easy one floor living. The sunroom off the garage doubles as a mudroom. The room along the back of the garage provides convenient workshop and/or storage space. Enjoy

  Sally Fegley BHG Masiello Brattleboro

  260 Depot Rd, Williamsville, VT 05362
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• 

  

  

  /40

  Est $124,504 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 595 Sq Ft

  335 Depot Rd Unit 2, Williamsville, VT 05362

  335 Depot Rd Unit 2, Williamsville, VT 05362
• 

  

  

  /19

  $249,000

  • Land
  • 30 Acres
  • $8,275 per Acre

  189 North St, Dover, VT 05356

  Discover the perfect Vermont retreat on this 30.09 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  189 North St, Dover, VT 05356
• 

  

  

  /42

  $499,900 Sold Jun 16, 2025

  • 2,100 Sq Ft
  • $238/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  38 Yeaw Rd, Dover, VT 05341

  Enjoy the beauty and serenity of Vermont from this lovely 3 bedroom, 2 bath secluded country home set back off the road on 1.93 acres with a circular drive. The home features: a Primary Suite on the second level with a sitting room/office area, spa tub, oversized walk-in closet and an additional finished storage space. There are two bedrooms and a guest bathroom on the first floor along with an

  Lisa Mirando Deerfield Valley Real Estate

  38 Yeaw Rd, Dover, VT 05341
• 

  

  

  /36

  Est $304,085 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  80 Vt Route 30, Newfane, VT 05345

  80 Vt Route 30, Newfane, VT 05345
• 

  

  /10

  $95,000

  • Land
  • 10 Acres
  • $9,453 per Acre

  Lot 3 North St, Dover, VT 05431

  Discover the perfect Vermont retreat on this 10.15 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 3 North St, Dover, VT 05431
• 

  

  /40

  $520,000 Sold Jun 03, 2025

  • 2,800 Sq Ft
  • $186/SF
  • 40 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  27 Grimes Hill Rd, Newfane, VT 05345

  This may be the perfect house for you! Hidden from the road on 3.6+/ delightfully private acres of lawn and woods, you'll discover this truly enchanting New England home, fusing cape style with modern day convenience. The front door welcomes you from a delightful porch, offering shelter from the rain and snow. Once inside, you're greeted by a tiled mudroom entryway. Ahead is your three season

  John Mcpherson Berkley & Veller Greenwood Country

  27 Grimes Hill Rd, Newfane, VT 05345
• 

  

  /20

  Est $386,600 Not Listed For Sale

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

  107 Vt Route 30, Newfane, VT 05345

  107 Vt Route 30, Newfane, VT 05345
• 

  

  /9

  $125,000

  • Land
  • 10 Acres
  • $12,450 per Acre

  Lot 2 North St, Dover, VT 05431

  Discover the perfect Vermont retreat on this 10.48 acre wooded parcel, ideally located in the heart of ski country. Tucked away in East Dover, this private lot offers a serene, natural setting just minutes from Mount Snow and The Hermitage Club. Towering hardwoods and softwoods provide a peaceful forest backdrop ideal for building your dream mountain home or cabin escape.Whether you

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  Lot 2 North St, Dover, VT 05431
• 

  

  /26

  $320,000 Sold May 30, 2025

  • 1,921 Sq Ft
  • $167/SF
  • 172 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  231 Sawdust Alley, Townshend, VT 05353

  There's room to expand, inside and out, on this lovely property with 3 bedrooms, 2 full baths, a large basement, and an attached two-car garage. The yard is flat and open, with a brook running along the back boundary, a screen house, and a shed. Lots of space to add a vegetable garden, a chicken coop, some fruit trees, a horse stable, several solar panels, or a new outbuilding, in a town with no

  Victoria Woods Brattleboro Area Realty

  231 Sawdust Alley, Townshend, VT 05353
• 

  

  /35

  Est $408,207 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,365 Sq Ft

  143 Vt Route 30, Newfane, VT 05345

  143 Vt Route 30, Newfane, VT 05345
• 

  

  /19

  $597,500

  • Land
  • 48 Acres
  • $12,482 per Acre

  111 Jockey Hollow Rd, East Dover, VT 05341

  Set on 47.87 picturesque acres in East Dover, Vermont, this striking timber-framed barn offers a rare blend of craftsmanship, open land, and mountain lifestyle just minutes from Mount Snow and The Hermitage Club. With open land and sweeping mountain views, the property is ideally suited for a private estate, equestrian retreat, or recreational escape. The custom Timber Framed barn features a

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  111 Jockey Hollow Rd, East Dover, VT 05341
• 

  

  /7

  $110,000 Sold May 28, 2025

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

  • 54 Days On Market

  00 Hill Rd, Brookline, VT 05345

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

  Monica Sumner BHG Masiello Brattleboro

  00 Hill Rd, Brookline, VT 05345
• 

  

  /38

  Est $615,323 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,211 Sq Ft

  6 River Rd, Newfane, VT 05345

  6 River Rd, Newfane, VT 05345
• 

  

  /17

  $159,000

  • Land
  • 14 Acres
  • $11,142 per Acre

  1 Berrie Ln, Townshend, VT 05353

  Over 14 acres of raw land in a private setting with potential local mountain views with clearing. State wastewater permit already on file for a conventional, in-ground septic for a 3-bedroom home. Potential owner financing available. Agent is related to seller.

  Samantha Bartlett Lowe's Real Estate, LLC

  1 Berrie Ln, Townshend, VT 05353
• 

  

  /28

  $90,000 Sold Mar 25, 2025

  • 1,152 Sq Ft
  • $78/SF
  • 43 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  655 E Hill Rd, Wardsboro, VT 05355

  Looking for your next project? Come take a look at this gutted 24x24 project ready for your vision! Drilled well, pressure tank, power, septic all on site. Easy to show!

  Julie Lowe Lowe's Real Estate, LLC

  655 E Hill Rd, Wardsboro, VT 05355
• 

  

  /40

  Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,996 Sq Ft

  141 River Rd, Newfane, VT 05345

  141 River Rd, Newfane, VT 05345
• 

  

  /47

  $999,000

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

  151 Holland Rd, Dover, VT 05341

  An outdoor enthusiast’s dream retreat! This breathtaking 92.6-acre Vermont sanctuary is a paradise for nature lovers, equestrians, and adventurers alike. The property features rambling stone walls, lush gardens, cherry trees, blueberry bushes, rolling pastures, woodlands, babbling brooks, a serene pond, and miles of scenic trails. The charming, open-concept, four-bedroom Cape includes a

  Patrice Schneider Southern Vermont Realty Group

  151 Holland Rd, Dover, VT 05341
• 

  

  /40

  $1,595,000 Sold Mar 24, 2025

  • 3,534 Sq Ft
  • $451/SF
  • 156 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1840

  37 Deer Hill Rd, Newfane, VT 05345

  Tucked away at the end of a serene country lane, the same family has lovingly maintained this treasured property for over fifty years, and it is now ready for a new owner. Spanning 70 secluded acres in the charming town of Newfane, the estate features a spacious 3,500-square-foot farmhouse, a classic red barn, a three-bay workshop/garage, and a professional-sized clay tennis court. Perched on a

  Thomas Dahlin Berkley & Veller Greenwood Country

  37 Deer Hill Rd, Newfane, VT 05345
• 

  

  /6

  Est $132,877 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  449 Vt Route 30, Newfane, VT 05345

  449 Vt Route 30, Newfane, VT 05345
• 

  

  /5

  $34,995

  • Land
  • 1.50 Acres
  • $23,330 per Acre

  0 Upper Oak Hill Rd, Newfane, VT 05345

  1.5 acre level building site in a neighborhood of established homes. Close to Brattleboro and skiing at Stratton. Not far from Rt 30 so easy in and out of the property.

  Eric Scott Barrett & Valley Assoc. Inc

  0 Upper Oak Hill Rd, Newfane, VT 05345
• 

  

  /35

  $770,000 Sold Mar 12, 2025

  • 2,942 Sq Ft
  • $262/SF
  • 212 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  62 Yeaw Rd, Dover, VT 05341

  Idyllic Vermont property on a quiet country road, just a short drive from lakes and skiing. This beautiful level sunny parcel has easy access near a paved road yet affords tremendous privacy. There are natural stone walls and exposed ledge, a split rail fence with apple trees, great wildlife exposure, and a level lawn for year round enjoyment. The meticulous 2005 home was built with care and

  Adam Palmiter Berkley & Veller Greenwood/Dover

  62 Yeaw Rd, Dover, VT 05341
• 

  

  /37

  Est $307,875 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  458 Vt Route 30, Newfane, VT 05345

  458 Vt Route 30, Newfane, VT 05345
• 

  

  /52

  $999,000

  • 4 Beds
  • 2 Baths
  • 2,741 Sq Ft

  20 Finkel Rd, Wardsboro, VT 05355

  Nestled on nearly 260 acres, this exquisite 18th-century solid post & beam 4 bedroom 2 bath cape offers a harmonious blend of historic charm and modern convenience. Boasting original features like fireplaces, wood flooring, and exposed beams, the home is filled with character. Spacious rooms create a perfect setting for gatherings. Recent updates include a new roof, windows, furnace & oil tank;

  Jennifer Hovey-Densmore Deerfield Valley Real Estate

  20 Finkel Rd, Wardsboro, VT 05355
• 

  

  /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
• 

  

  /28

  Est $340,390 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  55 Back St, Newfane, VT 05345

  55 Back St, Newfane, VT 05345
• 

  

  /11

  $259,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,363 Sq Ft

  567 Vt Route 30, Newfane, VT 05345

  Are you looking for a gorgeous Village and a location and building that needs a little bit of TLC and renovation to make a very unique home? Look no further! This is it. This c. 1860 colonial has some very good bones and character. a large covered porch is where you will spend hours watching the world go by. Spacious and sweet, this property has many positives. Four bedrooms and a fireplace,and

  Thomas Dahlin Berkley & Veller Greenwood Country

  567 Vt Route 30, Newfane, VT 05345
• 

  

  /19

  $566,000 Sold Feb 18, 2025

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

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  99 Ellen Ware Rd, Brookline, VT 05345

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

  David Brown Berkley & Veller Greenwood Country

  99 Ellen Ware Rd, Brookline, VT 05345
• 

  

  /40

  Est $487,711 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,109 Sq Ft

  25 Woodlands Ln, Newfane, VT 05345

  25 Woodlands Ln, Newfane, VT 05345
• 

  

  /20

  $259,000 Pending

  • 5 Beds
  • 2 Baths
  • 2,363 Sq Ft

  567 Vermont Route 30, Newfane, VT 05345

  The Eddy House c. 1850 Marking the southwest corner of the Newfane Village Historic District , this two and a half story , wood framed and clapboarded house presents to Main Street a broad four bay east gable front. As in the case of several other houses in the historic district, a Gothic Revival style porch with bracketed slotted posts span the facade in five bays A one -and-a-half story shed

  Thomas Dahlin Berkley & Veller Greenwood Country

  567 Vermont Route 30, Newfane, VT 05345
• 

  

  /40

  $630,000 Sold Jan 31, 2025

  • 2,502 Sq Ft
  • $252/SF
  • 626 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1986

  14 Adams Hill Rd, Newfane, VT 05345

  It all began in 1986...and with the love and care of the owner, has evolved into a 2023 shiny, fun vacation or primary home. Out with the old and in with the new! The kitchen has been expanded with top end appliances, enough counter top space for more than one chef, and a dining nook surrounded by glass. The huge living room with a wall of glass for the view, demands lots of friends and family to

  Christine Lewis Brattleboro Area Realty

  14 Adams Hill Rd, Newfane, VT 05345
• 

  

  /35

  Est $744,218 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,100 Sq Ft

  365 Timson Hill Rd, Newfane, VT 05345

  365 Timson Hill Rd, Newfane, VT 05345
• 

  

  /27

  $263,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 1,440 Sq Ft

  637 Wiswall Hill Rd, Townshend, VT 05353

  Discover your perfect Vermont escape in this cozy two-story cabin nestled on a sweet, level acre. Whether you're looking for a weekend getaway or a full-time residence, this home offers the ideal blend of rustic charm and everyday functionality. The lower level welcomes you into an open-concept guest or living space, with convenient access to utilities and a fenced-in shaded area—perfect for pets

  Jessica Landers Barrett and Valley Associates Inc.

  637 Wiswall Hill Rd, Townshend, VT 05353
• 

  

  /36

  $263,000 Sold Jan 09, 2025

  • 1,434 Sq Ft
  • $183/SF
  • 15 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  670 Vt Route 30, Newfane, VT 05345

  This charming historic Cape, located in the heart of Newfane Village, Vermont, offers the perfect blend of vintage character and modern convenience. This 3-bedroom, 1-bath home features classic white clapboard siding, a sturdy stone foundation, and easy access to town amenities. Set on a 1-acre lot with peaceful riverside frontage, the property provides both privacy and beauty.Inside, the

  Craig Ruggless EXP Realty

  670 Vt Route 30, Newfane, VT 05345
• 

  

  /20

  Est $290,106 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,390 Sq Ft

  7 Copper Head Rd, South Newfane, VT 05351

  7 Copper Head Rd, South Newfane, VT 05351
• 

  

  /40

  $389,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,188 Sq Ft

  18 Hemlock Hill Rd, Newfane, VT 05345

  Tucked away on serene Hemlock Hill Road, a quiet private lane shared by just 4 homes, this lovingly maintained year-round A-frame offers the perfect blend of rustic charm and modern comfort. Built in 1985 and thoughtfully updated since, the home sits on 1.5 acres of manicured woodland, creating a peaceful retreat in the heart of Vermont’s natural beauty. Step inside to discover a bright and open

  Sandy Reavill Real Broker LLC

  18 Hemlock Hill Rd, Newfane, VT 05345
• 

  

  /10

  $63,000 Sold Jan 08, 2025

  • Land
  • 36 Acres
  • $1,750 per Acre

  • 13 Days On Market

  00 Hunter Brook Rd, South Newfane, VT 05351

  Discover 35+acres of potential nestled off Hunter Brook Road in the town of South Newfane, Vermont. If you're seeking privacy and a serene setting, this expansive parcel offers plenty of room to create your vision, whether a secluded retreat, future homestead, or a simple getaway. Listed at just under $1,942 per acre, this property presents an affordable opportunity to own a substantial piece

  Jacki Murano Southern Vermont Realty Group

  00 Hunter Brook Rd, South Newfane, VT 05351
• 

  

  /33

  Est $325,551 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,479 Sq Ft

  12 Clark Farm Rd Unit 12, Newfane, VT 05345

  12 Clark Farm Rd Unit 12, Newfane, VT 05345
• 

  

  /40

  $399,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,894 Sq Ft

  34 Wiswall Hill Rd, Newfane, VT 05345

  BEST AND FINAL OFFERS DUE BY THURSDAY JULY 3rd at 9:00 AMThis country charmer blends the warmth and character of an antique cottage with tasteful modern updates for the perfect balance. Rich in personality, the home features exposed beams, brick hearths, wood floors, high ceilings, built-in bookshelves and dresser drawers, cozy corners, and spacious gathering areas. Just a few steps up from

  Jacki Murano Southern Vermont Realty Group

  34 Wiswall Hill Rd, Newfane, VT 05345
• 

  

  /42

  $275,000 Sold Jan 01, 2025

  • 2,008 Sq Ft
  • $137/SF
  • 73 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1860

  104 Main St, Wardsboro, VT 05355

  Nestled on the charming "Main" street in Wardsboro, this stately Federal-style home offers over 2,000+ square feet of timeless character with a modern twist. Featuring 4 spacious bedrooms and large bonus spaces perfect for creating additional bathrooms, walk-in closets, or home offices, this property boasts an adaptable floor plan to suit your needs. The classic center hall design and wide plank

  Jacki Murano Southern Vermont Realty Group

  104 Main St, Wardsboro, VT 05355

Showing Results 41 - 80, Page 2 of 18