Southern Vermont, VT Homes for Sale

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  /58

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  1192 Chapel Hill Rd, Whitingham, VT 05361

  Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level,

  Cliff Leinonen Four Seasons Sotheby's Int'l Realty

  1192 Chapel Hill Rd, Whitingham, VT 05361
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  /55

  $2,950,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,762 Sq Ft

  59 Garden Loop Rd, Winhall, VT 05340

  Move into this brand new stunning custom contemporary set on over 3 acres in coveted Stratton ski country. This exceptional modern design offers elevated living with superior craftsmanship and sweeping endless views. Featuring four well appointed ensuites with polished baths boasting radiant heated floors, half bath, family room and dual laundry areas. The well designed kitchen with Italian

  Terry Hill Berkshire Hathaway HomeServices Stratton Home

  59 Garden Loop Rd, Winhall, VT 05340
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  /16

  $26,000

  • 1 Bed
  • 2 Baths
  • 771 Sq Ft

  163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356

  Use it, Rent it, Trade it! Does 13 weeks of vacation a year sound nice? This sleep 8 unit consists of two adjoining units. Studio unit (unit 163) Queen murphy bed and queen sleeper sofa, kitchenette and full bathroom. Hotel unit (165) Two queen beds, Full bathroom and a deck. Units are located the valley side of the hotel. Benefits of Grand Summit ownership include the best ski in/out mountain

  Kelly Agrillo Southern Vermont Realty Group

  163/65 Qtr.1,89 Grand Summit Way, Dover, VT 05356
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  /59

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  358 Birch Grove, Arlington, VT 05250

  Have you dreamed of a home on a quiet cul-de-sac with over an acre of land and seasonal mountain views? Look no further! Situated on a wooded lot in a very desirable neighborhood, this spacious home has all you need. Flooded with natural light, the large living room includes a gas fireplace, cozy reading nook, and cute sunroom that is perfect for plants. It leads to a wraparound deck, also

  Justine Curry Maple Leaf Realty

  358 Birch Grove, Arlington, VT 05250
• 

  

  

  /16

  $96,232 New Construction

  • 2 Beds
  • 2 Baths
  • 777 Sq Ft

  517 Back Mountain Rd, Windsor, VT 05089

  Welcome to 517 Back Mountain Rd., Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  517 Back Mountain Rd, Windsor, VT 05089
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  /6

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  2 Hamlin Ave, Bennington, VT 05201

  2-Unit Multi-Family with Professional-Grade Workshop!Versatile property with high-yield setup, perfect for a contractor, carpenter, or owner-occupant. The standout feature is a professional-grade workshop fully optimized for year-round productivity with radiant heat, bright lighting, and the added convenience of an existing sink and toilet. Whether utilized for a trade, automotive enthusiast,

  Lori Hurley Four Corner Properties LLC

  2 Hamlin Ave, Bennington, VT 05201
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  /44

  $815,000

  • 4 Beds
  • 4.5 Baths
  • 2,980 Sq Ft

  74 Pond View Rd, Winhall, VT 05340

  This spacious and well-maintained 4-bedroom, 4.5-bathroom condo in Stratton’s desirable Intervale community offers nearly 3,000 square feet of comfortable mountain living, just minutes from the Base Lodge with winter shuttle service. Nestled among the trees for added privacy, the home features an open-concept main level with cathedral ceilings, abundant natural light, a wood-burning fireplace,

  Christine Chovan

  74 Pond View Rd, Winhall, VT 05340
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  /16

  $3,150,000

  • Land
  • 506 Acres
  • $6,225 per Acre

  00 Marsh Cross Rd, Andover, VT 05143

  Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence. This land's historical roots run deep, originally belonging to the Marsh

  Story Jenks LandVest, Inc/Woodstock

  00 Marsh Cross Rd, Andover, VT 05143
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  /14

  $69,000

  • Land
  • 1.05 Acres
  • $65,714 per Acre

  Lot 49 Spring St, Stockbridge, VT 05772

  Attractive building lot in the desirable Highwood community. This lot offers potential long-range views and includes sewer rights in the Highwood community sewer system, sufficient for a three-bedroom residence. Architectural review and protective covenants ensure that the quality of life in this small community is always preserved. Highwood is adjacent to the Green Mountain Trail network for

  Kyle Kershner Killington Pico Realty

  Lot 49 Spring St, Stockbridge, VT 05772
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  /23

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,228 Sq Ft

  113 Plain St, Rutland, VT 05701

  Charming remodeled 3-bedroom home with a large fenced backyard. Recent updates throughout include an upgraded kitchen, modern bathrooms, refreshed bedrooms, and renovated living areas. Main level features a convenient first-floor bedroom, oversized laundry room, and a full bathroom— ideal for single-level living. Open floor plan creates a bright, connected living and dining space. Upstairs offers

  Max Walker Watson Realty & Associates

  113 Plain St, Rutland, VT 05701
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  /36

  $845,000

  • 3 Beds
  • 3.5 Baths
  • 1,840 Sq Ft

  49 Vt Rt 12, Pomfret, VT 05053

  Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality

  Eric Johnston Four Seasons Sotheby's Int'l Realty

  49 Vt Rt 12, Pomfret, VT 05053
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  /7

  $29,000

  • Land
  • 1.2 Acres
  • $24,167 per Acre

  00 Oberdorf Rd, Stamford, VT 05350

  This 1.2 acre rectangular lot is located in Alpenwald Village! The village roads are community-maintained, have electricity service through Green Mountain Power Company and is loaded with recreational perks! 1.4 miles to hiking/ biking trails on the Dutch Hill Backcountry Area of the Green Mountain National Forest. 1.9 miles to an ATV & snowmobile trailhead in Heartwellville. Situated in the town

  Casey Scott Southern Vermont Realty Group

  00 Oberdorf Rd, Stamford, VT 05350
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  /35

  $424,900

  • 1 Bed
  • 1.5 Baths
  • 1,255 Sq Ft

  71 Grouse Ln, Perkinsville, VT 05151

  This beautiful, expanded Cape is set in a quiet, peaceful location and is very well appointed throughout, offering a warm and welcoming place to call home. A charming covered front porch invites you to sit back and relax, while a thoughtfully designed entryway creates an easy and inviting transition into the living space. The interior has been extremely well maintained, blending modern comfort

  Thaddeus Abare Barrett and Valley Associates Inc.

  71 Grouse Ln, Perkinsville, VT 05151
• 

  

  /29

  $469,000

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

  33D White Oaks Loop Unit 38, Dover, VT 05356

  Owners will consider offers. Nicely updated and uniquely private Timber Creek end-unit townhome with easy access and winter ski trail views. Ideally located directly across from the upper entrance to Mount Snow, Timber Creek offers shuttle service from your front door to the base area, along with convenient on-site management, exterior maintenance, snow removal, landscaping, and more. The

  Adam Palmiter Berkley & Veller Greenwood/Dover

  33D White Oaks Loop Unit 38, Dover, VT 05356
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  /49

  $449,000

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  339 Ranney Rd, Stockbridge, VT 05772

  EXTRA ACRE! EXTRA VALUE. PROPERTY NOW INCLUDES one more acre than previously listed. Take a look at this home in central Vermont- close to the premier Killington Mountain Ski Resort. This property is on an open 3 acre lot with plenty of sun and space for renovations, pets, gardens, greenhouses or farm animals. This Stockbridge home has an in-law apartment below- accessible by a separate driveway.

  Risa Mornis Covered Bridge RE

  339 Ranney Rd, Stockbridge, VT 05772
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  /27

  $379,000

  • 4 Beds
  • 3 Baths
  • 1,720 Sq Ft

  292 Tallwood Cir, Londonderry, VT 05148

  Welcome to this charming chalet in the Sherwood Forest neighborhood of Londonderry! Come inside to a bright, open great room featuring living and dining areas, large windows, a cozy wood stove, and a breakfast bar that connects seamlessly to the kitchen. This inviting home is the perfect Vermont getaway for you or your guests. Just off the great room, the classic country kitchen offers an ideal

  The Malley Group KW Vermont

  292 Tallwood Cir, Londonderry, VT 05148
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  /41

  $899,000

  • 4 Beds
  • 4 Baths
  • 3,200 Sq Ft

  9 Windham Way, Dover, VT 05356

  This upgraded new style Greenspring townhome has direct views of Mount Snow and door to door shuttle service to and from the unit and the base area. A well updated 4+ bedroom, 4 bath unit with lots of bonus space, many recent updates and unique features. These include an open concept great room with vaulted ceiling, sunny exposure and sunset/ski trail views, wood burning fireplace unique against

  Adam Palmiter Berkley & Veller Greenwood/Dover

  9 Windham Way, Dover, VT 05356
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  /6

  $99,779 New Construction

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  81 Cramton Rd Unit L-8, Castleton, VT 05735

  Welcome to 81 Cramton Rd L-8 Castleton, VT, where modern comfort meets affordability in Fort Warren MHP! This brand-new Redman NWS F25206-66 model manufactured home offers 2 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

  Kate Barry EXP Realty

  81 Cramton Rd Unit L-8, Castleton, VT 05735
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  /11

  $2,425,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,536 Sq Ft

  6 Stone Lodge Rd, Winhall, VT 05340

  SHOWINGS BEGIN at Thursday February 12. Premier New Construction, offering 4500+ SF of luxury living on three levels, perched on 2.5 acres to maximize panoramic mountain and Bromley views. Just minutes to the Stratton Resort Base Lodge, this exceptional 4 bedroom/3.5 bath floor plan combines contemporary design, craftsmanship of the highest caliber and energy efficiency.Thoughtfully designed for

  Kim Morgan-Wohler Wohler Realty Group

  6 Stone Lodge Rd, Winhall, VT 05340
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  /40

  $499,900

  • 5 Beds
  • 2.5 Baths
  • 3,808 Sq Ft

  1186 Route 133, West Rutland, VT 05777

  IRA: Stately Spacious Colonial with 5 bedrooms, including a 1-bedroom in-law suite/apartment (separate propane furnace), which isn't being rented currently as family uses entire house as a single family. Also, there's an attached heated 3-car garage with 11' ceiling and 10' doors, an entry mudroom and utility room. Low maintenance as exterior has vinyl siding and roof is slate and standing seem.

  Melissa Loughan Westside Real Estate

  1186 Route 133, West Rutland, VT 05777
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  /58

  $3,490,000

  • 4 Beds
  • 4.5 Baths
  • 2,894 Sq Ft

  1726 Skitchewaug Trail, Springfield, VT 05156

  A circa 1734 Cape, displaying museum quality authentic detailing, in a setting worthy of a Vermont Life Magazine cover! Originally sited in New Hampshire, the Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The post and beam construction, gunstock corner posts, exposed beams, extraordinarily wide floor boards, 4

  John Wetmore Wetmore Real Estate

  1726 Skitchewaug Trail, Springfield, VT 05156
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  /14

  $289,000

  • 2 Beds
  • 2.5 Baths
  • 1,475 Sq Ft

  106 Contro Rd, Chester, VT 05143

  Sweet! An just in time for the holidays. This cabin has been lived in year round and has a drilled well, septic and electric. The basement has been partially finished with the fixtures of a 3/4 bath but no wall coverings, so the square footage is not counted here. The tenant does not have internet so it is best to check on phone/tv and internet from the providers. The property is being divided

  Christine Lewis Brattleboro Area Realty

  106 Contro Rd, Chester, VT 05143
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  /38

  $949,000

  • 4 Beds
  • 3 Baths
  • 3,252 Sq Ft

  E1 Rock Ridge Rd, Winhall, VT 05155

  Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months.

  Christine Chovan

  E1 Rock Ridge Rd, Winhall, VT 05155
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  /2

  $125,000

  • Land
  • 1.45 Acres
  • $86,207 per Acre

  L/O River Rd, Winhall, VT 05340

  This 1.45+/- acre building lot offers a rare combination of privacy, recreation, and convenience. An approved Vermont wastewater permit for a 3-bedroom single-family home is already in place, streamlining the path toward building a year-round residence or mountain getaway. The property is located just one mile from the base of the Stratton Access Road and only twenty minutes from Manchester’s

  Cheyanne Pugliese

  L/O River Rd, Winhall, VT 05340
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  /11

  $149,900

  • Land
  • 12.7 Acres
  • $11,803 per Acre

  360 Dorman Rd, Andover, VT 05143

  Discover the perfect blend of privacy, natural beauty, and convenience on this stunning 12.7-acre parcel nestled in the heart of the Green Mountains in Andover. This mostly wooded property offers a peaceful, secluded setting with a cleared homesite ideally positioned for southern exposure and the potential for breathtaking long-range mountain views with additional clearing.A 5-bedroom

  Gary Coger Four Seasons Sotheby's Int'l Realty

  360 Dorman Rd, Andover, VT 05143
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  /60

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  2451 Camp Brook Rd, Bethel, VT 05032

  This charming log home sits nestled off the main road, above the nearby Camp Brook, which meanders through the property. This home was thoughtfully built and lovingly cared for by it's current owner. The open living/dining room is light filled by skylights and sliding glass doors that lead to the back deck. Cozy up by the brick fireplace with stove insert. Sit and listen to the babbling brook on

  Suzi Lamson Vermont Heritage Real Estate

  2451 Camp Brook Rd, Bethel, VT 05032
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  /7

  $1,250,000

  • Land
  • 14,810 Sq Ft
  • $3,676,471 per Acre

  130 Main St, Ludlow, VT 05149

  For generations, the Pot Belly building was a familiar and beloved part of Ludlow Village—a place where locals and visitors gathered, stories were shared, and the energy of the village came to life. Today, the building may be gone, but the opportunity it created is just beginning.Now offered as a prime, cleared village lot, this property represents a rare chance to be part of Ludlow’s next

  Joseph Karl William Raveis Real Estate Vermont Properties

  130 Main St, Ludlow, VT 05149
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  /35

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,544 Sq Ft

  33 River St, Fair Haven, VT 05743

  Great opportunity for an owner-occupant looking to offset their mortgage! Live in one unit and rent the other, or add a solid multi-family property to your portfolio. This well-maintained 2-unit property in Fair Haven features two 2-bedroom, 1-bath units that have both seen thoughtful renovations.Each unit offers comfortable living space and strong rental income, with tenants currently paying

  Betsy Adamovich Real Broker LLC

  33 River St, Fair Haven, VT 05743
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  /10

  $150,000

  • Land
  • 4 Acres
  • $37,500 per Acre

  0 Rocky Ln Unit 5082777, Dorset, VT 05253

  'THE GROUND BENEATH AN APRIL SNOWSTORM IS NOT DORMANT... IT IS AWAKENING!".... Come discover the perfect opportunity to craft the home of your dreams!! With Spring ready to bloom, this very special lot is vibrant and quite ready for your vision!Fully permitted for a five bedroom residence, this property combines privacy, natural beauty and convenience!Imagine waking up to serene views,

  Sunny Breen Josiah Allen Real Estate, Inc.

  0 Rocky Ln Unit 5082777, Dorset, VT 05253
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  /8

  $480,000

  • Land
  • 5.08 Acres
  • $94,488 per Acre

  10 Overlook Dr, Dover, VT 05356

  A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 5.08 acres of land and features full panoramic mountain and woodland views to the south, including mountain views to undeveloped national forest land. This property is one of the most private lots in The Peaks community, providing a full immersion in the woods

  Patricia Fitzpatrick Skihome Realty

  10 Overlook Dr, Dover, VT 05356
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  /9

  $185,000

  • Land
  • 8 Acres
  • $23,125 per Acre

  4441 Vermont 30, Jamaica, VT 05343

  Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up.A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is

  Helen Nault

  4441 Vermont 30, Jamaica, VT 05343
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  /45

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 2,656 Sq Ft

  2140 Brandon Mountain Rd, Rochester, VT 05767

  Tucked away on a picturesque 3-acre lot, this classic three-bedroom expanded Cape offers privacy, seclusion, and peaceful views in a beautiful Rochester valley setting. Set nearly 700 feet back from the road and bordering the Green Mountain National Forest, the property enjoys a tranquil natural backdrop where a scenic pond at the edge of the land attracts birds and wildlife. The main level

  Kyle Kershner Killington Pico Realty

  2140 Brandon Mountain Rd, Rochester, VT 05767
• 

  

  /4

  $55,000

  • Land
  • 13,503 Sq Ft
  • $177,419 per Acre

  00 Airport Rd Unit 3, Fair Haven, VT 05743

  FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #3 provides a nicely sized building lot set back from the road offering a more private setting while still being in a convenient in-town Fair Haven location. Public water, sewer, and power available at the street. Ideal for a primary residence or investment property. WW permits will need to be obtained by buyer

  Owen Loughan Westside Real Estate

  00 Airport Rd Unit 3, Fair Haven, VT 05743
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  /33

  $495,000

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

  313 S Pine Banks Rd, Putney, VT 05346

  Tucked into the woods of southern Vermont’s most vibrant and artistic village, this thoughtfully updated 25-year-young home offers the perfect blend of modern ease and tranquil privacy amidst natural serenity. Indulge in the pleasures of the region that nourish body and soul – hiking, skiing, dining, local theater and music, and crafts – without the preoccupations and burdens of home renovations

  Thomas Dahlin Berkley & Veller Greenwood Country

  313 S Pine Banks Rd, Putney, VT 05346
• 

  /2

  $350,000

  • 2 Beds
  • 1 Bath
  • 3,312 Sq Ft

  573 S Main St, Brattleboro, VT 05301

  Just around the corner! From the middle and high school, Oak groveelementary! Pop around the corner for all the high school games,exercise at the track. Interstate is minutes away for easy access towork or play! One apartment is over 1,000 square feet so tons of roomfor owner occupancy! 2 nice front porches. Worth looking at for eitheryour own home or as an investment. Masks

  Christine Lewis Brattleboro Area Realty

  573 S Main St, Brattleboro, VT 05301
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  /57

  $875,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  2243 W Lake Rd, Wells, VT 05774

  This property checks so many boxes, and it is ready to go. Looking for Lake Frontage, but want Privacy, and space to grow your own food? Have dogs? A place to hike or hunt (as long as you stay 500'+ or more from any houses) This 2023 Zook Luxury Log Sided Modular Home (stick built off site), set on 23.28 acres, is absolutely beautiful. The surveyed shared lake front lot (owned by 3 lot owners,

  Rebecca Dittmeier Country Horizon Realty

  2243 W Lake Rd, Wells, VT 05774
• 

  /2

  $2,995,000 New Construction

  • 4 Beds
  • 5 Baths
  • 2,800 Sq Ft

  2A Base Camp at Bear Mountain, Killington, VT 05751

  Killington's only new ski-in/ski-out gated community. Base Camp at Bear Mountain offers 24 luxury townhomes positioned directly on Bear Mountain with immediate access to the Bear Mountain Quad and Skye Peak Express lifts — steps from world-class skiing, mountain biking, zip-lining, and four seasons of adventure. Each 4-bedroom, 5-bathroom residence spans 2,800–4,000 sq ft across three

  Brian Hurley

  2A Base Camp at Bear Mountain, Killington, VT 05751
• 

  

  /41

  $2,999,000

  • 6 Beds
  • 3 Baths
  • 3,309 Sq Ft

  36 Woffenden Rd, Wilmington, VT 05363

  Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and

  Melissa Ellis Southern Vermont Realty Group

  36 Woffenden Rd, Wilmington, VT 05363
• 

  

  /34

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,489 Sq Ft

  6852 Us Route 4, Bridgewater, VT 05034

  This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The open concept Vermont

  Laird Bradley Williamson Group Sothebys Intl. Realty

  6852 Us Route 4, Bridgewater, VT 05034
• 

  

  /45

  $739,000

  • 4 Beds
  • 2.5 Baths
  • 2,663 Sq Ft

  490 W Hill Rd, Ludlow, VT 05149

  From mountain views to après-ski soaks in the hot tub, this home delivers the full Vermont lifestyle with ease. Located on one of Ludlow’s most coveted roads, this custom-built mountain retreat offers the perfect blend of quality, comfort, and convenience. Skip the village traffic and drive straight to the base of Okemo in just minutes! Thoughtfully designed and with so much to love, this

  Frank Provance Diamond Realty

  490 W Hill Rd, Ludlow, VT 05149

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