Southern Vermont, VT Homes for Sale

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  /26

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,327 Sq Ft

  160 Depot St, Chester, VT 05143

  Don’t miss this incredible opportunity to own a lovingly maintained turn-key Victorian home nestled in the heart of charming Chester, Vermont. Whether you're seeking a warm and welcoming ski retreat or a comfortable year-round residence, this timeless property offers the perfect blend of historic character and modern convenience. Step inside and you are immediately welcomed by the large foyer,

  Joshua Lemieux Remax Summit

  160 Depot St, Chester, VT 05143
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  /8

  $65,000

  • Land
  • 2 Acres
  • $32,500 per Acre

  585 Sawmill Rd, Stratton, VT 05360

  Ready to build! Nestled in the picturesque Snow Mountain Farms development, this prime 2 acre property offers the perfect canvas for your dream home. Situated in a great neighborhood with a convenient location, it provides easy access to both Mount Snow and Stratton. The property is equipped with a wastewater permit, septic design, an already cleared building envelope, and a driveway. Association

  Carrie Mathews Winhall Real Estate

  585 Sawmill Rd, Stratton, VT 05360
• 

  

  

  /19

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,147 Sq Ft

  8 Belmont Ave, Rutland, VT 05701

  Price Improvement! Welcome home to this beautifully refreshed three-bedroom gem nestled in one of Rutland's most desirable neighborhoods. This move-in ready house has been lovingly updated from top to bottom, making it the perfect opportunity for buyers looking for quality without the renovation headaches. Step inside and you'll immediately notice the freshly painted interior, giving every room a

  Brian Hill Remax Summit

  8 Belmont Ave, Rutland, VT 05701
• 

  

  

  /47

  $470,000

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  400 E Lake Rd, Ludlow, VT 05149

  Versatile Ludlow retreat on 9 acres with proven short-term rental history, offering flexible living options ideal for owner-occupants or investors seeking income near Okemo Mountain. This property is configured as a single-family residence with two distinct living levels, each featuring private entrances and amenities that allow for multiple use scenarios. The ground floor living area includes a

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  400 E Lake Rd, Ludlow, VT 05149
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  /59

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,071 Sq Ft

  329 Village Cir Unit V8, Killington, VT 05751

  Welcome to The Woods V8. This top floor, updated 2-bedroom 2-bath village condo is being sold fully furnished and is turnkey. Relax in this multi level unit that allows for seperation. Cozy up in the living room by the wood burning fireplace. Unwind on the deck overlooking the tennis courts while soaking in the afternoon sun. Sing along to the LED bluetooth speakers in either bathroom. Cook with

  Michelle Lord Ski Country Real Estate

  329 Village Cir Unit V8, Killington, VT 05751
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  /42

  $499,990

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  555 Vermont 9, Wilmington, VT 05363

  MOTIVATED SELLER WITH A NEW PRICE IMPROVEMENT! This brand-new construction, three-bedroom, two-bath residence blends modern comfort with classic Vermont charm and sits on a desirable double lot, offering both space and privacy. Designed for year-round living or a weekend retreat, the home features a bright, open-concept layout filled with natural light from high-quality Anderson windows and

  Colt Hazell Flex Realty

  555 Vermont 9, Wilmington, VT 05363
• 

  

  /27

  $199,000

  • 1 Bed
  • 1 Bath
  • 675 Sq Ft

  2940 Route 103 Unit 158, Cavendish, VT 05142

  A Rare Find...1 bedroom condominium at Castle Point, only 3 miles to Okemo Mountain Resort.This condo can be rented out or used whenever you like, it is a full ownership property and fully furnished. It is located in the back away from the hotel lobbies, but has access to the pool and gym facilities. On the first floor the condo has an open living room with a gas fireplace, dining room, and a

  Elissa Scully Mary W. Davis Realtor & Assoc., Inc.

  2940 Route 103 Unit 158, Cavendish, VT 05142
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  /10

  $199,000

  • Land
  • 23.1 Acres
  • $8,615 per Acre

  184 Dupre Dr, Guilford, VT 05301

  Here's a large 23.10 +/- acre parcel that's mostly wooded but with a little bit of open field and possible short range local views. Conveniently located within a few minutes of town, here's an opportunity to enjoy country living while having access to modern amenities. There's a lot of potential for the right buyer! Please respect the privacy of the other houses on the road past this land.

  A.J. Bellville Bellville Realty

  184 Dupre Dr, Guilford, VT 05301
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  /3

  $79,900

  • Land
  • 10.1 Acres
  • $7,911 per Acre

  0 Old County Ln, Readsboro, VT 05350

  Escape to the tranquil countryside of Readsboro with this stunning 10.10-acre parcel offering exceptional privacy and natural beauty. The property showcases a picturesque mix of open level areas and gentle rolling hills, complemented by mature apple and cherry trees, thriving blueberry bushes, and a charming brook that winds its way through the land.Whether you envision a full-time residence,

  Raelene Robinson-Garrow Real Broker LLC

  0 Old County Ln, Readsboro, VT 05350
• 

  

  /22

  $189,000

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft

  2122 Vt Route 140, Poultney, VT 05764

  Quaint and cozy river cottage located in historic East Poultney. Fish or cool off in the beautiful Poultney River! River frontage could be landscaped to include a gazebo and fire pit. Spacious two bedroom home with converted porch/family room. Ample storage in walk out basement area. Just a step to the East Poultney Green, Lake St. Catherine, VAST trails, and the Slate Valley Bike Trails. Easy

  Mark Riley Sr Vermont Forest and Field, Inc.

  2122 Vt Route 140, Poultney, VT 05764
• 

  

  /4

  $400,000

  • Land
  • 8.01 Acres
  • $49,938 per Acre

  248 French Hollow Rd, Winhall, VT 05340

  Legacy family property, held until now for its premier location and extraordinary views of Stratton Mountain. Acreage offers a building site that is privately situated off the road with a 4 bedroom state septic permit and ready for the mountain home you have been hoping to create! A beautiful parcel with level plateau for building and a moderate slope down to its lower boundary. Surrounded by a

  Kim Morgan-Wohler Wohler Realty Group

  248 French Hollow Rd, Winhall, VT 05340
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  /26

  $180,000

  • Land
  • 3.1 Acres
  • $58,065 per Acre

  00 Finbar's Forest Rd, Manchester, VT 05255

  Set on a knoll. Stunning mountain view of Mt Aeolus. This private 3.1 acre lot is ready to be built on with the driveway installed and lot cleared. Vt State Wastewater permit WW-8-2024 for a 3 bedroom home. Owner has staked the land to show the well and septic location. Added topsoil and seeded. Short drive to the center of Manchester and just around the corner to the Manchester Country Club.

  Patti Trudel RE/MAX Four Seasons

  00 Finbar's Forest Rd, Manchester, VT 05255
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  /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
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  /43

  $1,895,000

  • 6 Beds
  • 5.5 Baths
  • 5,178 Sq Ft

  144 Taconic Rd, Manchester, VT 05255

  “The Colonial” – Queen of Taconic Avenue One of the original summer “cottages” gracing historic Taconic Avenue, The Colonial is a crown jewel of Manchester Village. Painstakingly renovated, this stately home perfectly balances old-world charm with modern sophistication. The heart of the home is a stunning new chef’s kitchen, seamlessly blending timeless design with today’s comforts. All-new

  Sara Buckley Josiah Allen Real Estate, Inc.

  144 Taconic Rd, Manchester, VT 05255
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  /13

  $120,000

  • Land
  • 4.68 Acres
  • $25,641 per Acre

  8559 Vt Route 30, Jamaica, VT 05343

  Double the Lots, Half the Drama.Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their

  TG Glazer Winhall Real Estate

  8559 Vt Route 30, Jamaica, VT 05343
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  /6

  $56,900

  • Land
  • 4.2 Acres
  • $13,548 per Acre

  00 Heartwellville View Rd, Readsboro, VT 05350

  Nestled in the desirable Heartwelleview Road section of Alpenwald, this beautiful 4-acre lot offers the perfect blend of privacy and convenience. The property is partially cleared, making it easy to envision your dream home while still enjoying the natural beauty and tranquility of the surrounding forest. With power already available at the road and septic plans in place, much of the groundwork

  Flex Realty Group Flex Realty

  00 Heartwellville View Rd, Readsboro, VT 05350
• 

  

  /40

  $64,000

  • 1 Bath
  • 418 Sq Ft

  228 E Mountain Rd Unit A HCP GRAND HOTEL 16, Killington, VT 05751

  Studio unit at the Killington Grand Resort Hotel, Killington's premeire slope-side fractional ownership property! Unit 161 Interval Use Period I is a studio unit that sleeps 2 guests on a full queen sized-bed (no murphy bed or sofa bed like most sleep two studio units). This unit meets the ADA requirements for handicapped accessibility. Ownership entitles the owner to 13 weeks of use per year.

  Doug Quatchak Killington Valley Real Estate

  228 E Mountain Rd Unit A HCP GRAND HOTEL 16, Killington, VT 05751
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  /60

  $549,000

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft

  794 White Rd, Windham, VT 05359

  Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out—new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam

  Erica Reynolds Southern Vermont Realty Group

  794 White Rd, Windham, VT 05359
• 

  

  /12

  $325,000

  • 6 Beds
  • 3 Baths
  • 2,476 Sq Ft

  343 Safford St, Bennington, VT 05201

  An investment gem or owner-occupied standout in the heart of Bennington, this renovated property features three distinct units, each offering the privacy and feel of a single-family home. Unlike traditional stacked apartments, all three units boast a two-story layout with 2 bedrooms and 1 full bath, ensuring no neighbors above or below. Each features modern finishes, bright living spaces, and a

  Lori Hurley Four Corner Properties LLC

  343 Safford St, Bennington, VT 05201
• 

  

  /55

  $259,900

  • 4 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  22 Coolidge Rd, Springfield, VT 05156

  Room for everyone with 4 bedrooms and 2 and 1/4 baths! A large primary bedroom, a bathroom with walk in shower, full laundry and a 2nd 1/4 bath ALL on the 1st level! Affordable too! Comfort, Convenience & Timeless Functionality are All Here in One Address.This well-maintained 4-bedroom, 2 full bath home delivers. Includes a first-floor bedroom, full bath, and laundry, ideal for flexible

  Jen Baker Connecticut River Valley Realty

  22 Coolidge Rd, Springfield, VT 05156
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  /35

  $190,000

  • 2 Beds
  • 1 Bath
  • 1,246 Sq Ft

  18 Champlain St, Brandon, VT 05733

  Check out this in-town home on 0.4 level acres, which sits back nicely from the main road with a park like feel. The driveway leads to two separate one-car garages. Enter the home via a bright, enclosed breezeway, then into the spacious dining room. There's a large living room with plenty of natural light and a fireplace. A covered porch overlooks the private backyard. Plenty of room for

  Marty Feldman Rowe Real Estate

  18 Champlain St, Brandon, VT 05733
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  /27

  $2,875,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  68 Vistas Dr Unit 4, Killington, VT 05751

  NEW CONSTRUCTION IN SUNRISE VILLAGE. The Vistas at Sunrise offers the privacy and space of a single family home coupled with the convenience, service, and amenities of a homeowners association. Situated in the center of one of Killington's only ski on/ski off communities, the Vistas enables occupants to access the ski lifts and trails, and return home, without the need for a vehicle. The high

  Kaitlyn Hummel Prestige Real Estate of Killington

  68 Vistas Dr Unit 4, Killington, VT 05751
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  /60

  $1,150,000

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

  764 Upper Sparrow Hawk Rd, Rochester, VT 05767

  Where Mountain Living Meets Modern Design. Set on 7.3± private acres in the heart of Vermont’s premier ski country, this extraordinary retreat offers a rare blend of refined luxury and natural beauty. Thoughtfully renovated and expanded, the home showcases over 2,500 finished square feet of curated living space with sweeping views of Killington and Pico, and seasonal glimpses of Camel’s Hump and

  The Hammond Team KW Vermont

  764 Upper Sparrow Hawk Rd, Rochester, VT 05767
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  /47

  $420,000

  • 3 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  8 Charter Hill Dr, Rutland, VT 05701

  Beautifully Furnished Ranch in Desirable Rutland City Neighborhood. Welcome to this exceptional 3-bedroom, 2.5-bath single-family ranch, set on a generous quarter-acre corner lot in one of Rutland City’s most sought after neighborhoods. Offered fully furnished, this home is truly move-in ready and has been thoughtfully designed for comfort, privacy, and entertaining. The main level features an

  Noel Weeks Welcome Home Real Estate

  8 Charter Hill Dr, Rutland, VT 05701
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  /51

  $1,795,000

  • 3 Beds
  • 3 Baths
  • 5,228 Sq Ft

  2167 Myers Rd, Shaftsbury, VT 05262

  Welcome to Hidden Ponds Farm - a breathtaking retreat set on 40 sprawling acres where history and refined country living meet in perfect harmony. This extraordinary early 1800s post-and-beam converted barn has been thoughtfully reimagined, preserving its authentic character while seamlessly integrating modern comforts. A magnificent 1,000-foot hand-placed stone wall winds gracefully across the

  Kelley Mccarthy Mahar McCarthy Real Estate

  2167 Myers Rd, Shaftsbury, VT 05262
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  /51

  $1,359,000

  • 4 Beds
  • 3 Baths
  • 2,882 Sq Ft

  1355 Podunk Rd, White River Junction, VT 05001

  Perched in the hills of Norwich, Vermont, this curated "Scandinavian-esk" property offers exceptional contemporary living surrounded by nature's inspiring beauty. Architecturally redesigned by Smith and Vansant in 2010, this home offers an open floor plan with easy gathering spaces bathed in natural light and warmed by the Finnish Tulikivi soapstone stove. The French doors open to a patio, an

  Wynne Washburn Coldwell Banker LIFESTYLES - Hanover

  1355 Podunk Rd, White River Junction, VT 05001
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  /3

  $75,000

  • Land
  • 22,215 Sq Ft
  • $147,059 per Acre

  0 South Ln, West Rutland, VT 05777

  Conforming, approved building lot with city utilities in street in established neighborhood w/recent closed comp at $300+. Sewer Connection Base Fee = $1170. $25 application fee. Water Connection Fee: $1425, add Meter for $540. Both of above + installation costs by licensed Contractors. Do the math: pour a slab, drop a Manufactured/Modular Home (no 'mobile homes' allowed) on your own lot & own a

  Robert Balewicz Evergreen Realty of Vermont

  0 South Ln, West Rutland, VT 05777
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  /37

  $349,000

  • 4 Beds
  • 3 Baths
  • 1,920 Sq Ft

  1226 E Ash Rd Unit L-34, Plymouth, VT 05056

  PRICED TO SELL - Come take a look at these amazing view. There is still plenty of time to enjoy the wood burning Fireplace after some time on the slopes or in the chilly spring nights. This spacious four-bedroom, three-bathroom condo is nestled in the scenic hills of Plymouth, perfectly located between Killington and Okemo for easy access to world-class skiing, snowboarding and year-round

  Katie McFadden RE/MAX North Professionals

  1226 E Ash Rd Unit L-34, Plymouth, VT 05056
• 

  

  /11

  $639,000

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  422 Little Rutland Rd, Castleton, VT 05732

  Rare opportunity to own 50 feet of lakefront on the east side of Lake Bomoseen with two income-producinghomes on one property.Main House• 650 sq ft• 2 Bedrooms• 1 Full Bath• Half walk-out basement• Direct lake access• Ideal as a seasonal getaway, year-round residence, or rental.Separate Cottage• 475 sq ft• 11⁄2 Bedrooms• 1 Bath• Currently

  Derek Greene Derek Greene

  422 Little Rutland Rd, Castleton, VT 05732
• 

  

  /36

  $595,000 Open Sat 10AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,172 Sq Ft

  171 Green Meadow, Brattleboro, VT 05301

  Immaculate! Lovingly reimagined over two decades, this immaculate residence blends thoughtful design with modern sustainability. The heart of the home is a chef’s kitchen featuring a spacious pantry and an integrated dining area—perfect for entertaining. Relax in the stunning living room, anchored by a gas insert fireplace crafted by a very talented local mason. Outdoor living is elevated by a

  Thomas Dahlin Berkley & Veller Greenwood Country

  171 Green Meadow, Brattleboro, VT 05301
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  /28

  $499,000

  • 3 Beds
  • 2 Baths
  • 2,169 Sq Ft

  2114 Lilly Hill Rd, Pawlet, VT 05761

  Priced Reduced Nestled on hill on a secluded road, this cape with 3 bedrooms, two baths overlooks a pond on the property. The almost four acres contains not only a pond, fruit trees, a babbling stream, fenced in area for pets and covered porch to sit and enjoy the view. The house is impeccable, three bedrooms, two up and one down, two baths, hardwood floors with carpeting in the bedrooms. The

  Hurley Cavacas New England Lakeside Realty

  2114 Lilly Hill Rd, Pawlet, VT 05761
• 

  

  /21

  $110,000

  • Land
  • 1.13 Acres
  • $97,345 per Acre

  00 Evergreen Acres, Ludlow, VT 05149

  Located just 3.5 miles from Okemo Mountain, this prime parcel offers endless potential for your dream home. With selective clearing, enjoy breathtaking views of Okemo Mountain. The property comes with an existing Vermont Wastewater permit for a 3-bedroom residence, making it ready for your plans. Whether you're looking to build your perfect retreat or a year-round residence, this location is

  Kevin Barnes William Raveis Real Estate Vermont Properties

  00 Evergreen Acres, Ludlow, VT 05149
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  /40

  $2,950,000

  • 6 Beds
  • 6 Baths
  • 5,433 Sq Ft

  61 Academy Cir, Woodstock, VT 05071

  Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The

  Carol Wood Williamson Group Sothebys Intl. Realty

  61 Academy Cir, Woodstock, VT 05071
• 

  

  /40

  $795,000

  • 6 Beds
  • 5 Baths
  • 3,500 Sq Ft

  2677 Route 30, Dorset, VT 05251

  Step into the timeless charm of this beautifully preserved Dorset farmhouse, where historic character meets the ease of modern living. Set on 1.79 scenic acres with sweeping mountain views, this inviting six-bedroom home with additional apartment offers space, flexibility, and classic Vermont appeal.A bright and welcoming mudroom greets you upon entry, featuring wide-plank original flooring,

  Tatsiana Clark Four Seasons Sotheby's Int'l Realty

  2677 Route 30, Dorset, VT 05251
• 

  

  /3

  $125,000

  • Land
  • 1.75 Acres
  • $71,429 per Acre

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301

  Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what morecould you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor

  Christine Lewis Brattleboro Area Realty

  0 Fort Dummer Heights Unit 4934976, Brattleboro, VT 05301
• 

  

  /60

  $449,000

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  8 Little Bend Unit M-175, Wilmington, VT 05363

  Time to start living the dream with your very own getaway in Chimney Hill! Little Bend Haven is a short walk to the Clubhouse, at the end of the road, with a wood burning fireplace, family room, open concept living, dining and kitchen, with deck, and three levels of living and sleeping spaces. Main level has a mudroom for gear, bedroom and full bath, kitchen/dining, deck with a babbling brook

  Sigrid Pickering Chimney Hill Realty

  8 Little Bend Unit M-175, Wilmington, VT 05363
• 

  

  /60

  $995,000

  • 6 Beds
  • 7 Baths
  • 5,400 Sq Ft

  2001 Depot St, Manchester Center, VT 05255

  LOCATION, LOCATION: Just 8 minutes to Bromley and 20 minutes to Stratton, yet close to Manchester’s dining, shopping, fishing, golf, and the Horse Show. Built as a bed & breakfast, this fully furnished and impeccably maintained 6-bedroom, 7-bath retreat offers over 5,400 sq ft on 3.2 private acres—ideal as a primary home, vacation getaway, or rental investment. With a strong history as a

  Steven Bryant TPW Real Estate

  2001 Depot St, Manchester Center, VT 05255
• 

  

  /36

  $749,000

  • 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
• 

  

  /45

  $995,000

  • 13 Beds
  • 12 Baths
  • 8,594 Sq Ft

  2759 Vt Route 11, Peru, VT 05152

  Your private Vermont resort awaits! Perfect for multi-generational living or a co-ownership vacation compound, this 9.5-acre estate offers historic charm with massive capacity. Located minutes from premier skiing at Bromley, Stratton, and Magic. Highlights include, Main Residence: Beautifully renovated 1835 farmhouse with 4 beds, 3 baths, modern kitchen, and deck.Guest Wings: Two additions

  Gregory Cutler Four Seasons Sotheby's Int'l Realty

  2759 Vt Route 11, Peru, VT 05152
• 

  

  /37

  $435,000

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft

  143 Okemo Acres, Ludlow, VT 05149

  Charming Fixer-Upper in a Dream Location – Your Canvas Awaits! Step into a world of endless possibilities with this house, nestled in the heart of a picturesque neighborhood just a mere 0.8 miles from the magnificent Okemo Mountain. This property is not just a house; it’s a golden opportunity for those with a vision, a passion for design, and a desire to create a home that reflects their unique

  Matthew Bellantoni Mary W. Davis Realtor & Assoc., Inc.

  143 Okemo Acres, Ludlow, VT 05149

Showing Results 361 - 400, Page 10 of 18