Bennington County VT Homes for Sale

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  /17

  $65,000

  • Land
  • 5.6 Acres
  • $11,607 per Acre

  80 Crossover Rd, Bennington, VT 05201

  This 5.6-acre lot is ideally situated at the edge of town, offering a peaceful retreat surrounded by nature. Furnace Brook winds through the backside of the property, providing a soothing sound that lulls you to sleep each night. Observe the abundant wildlife as they visit the stream with the Mountain view as the backdrop, this location is perfect for building your Vermont dream home.

  Dan Mason Perrott Realty

  80 Crossover Rd, Bennington, VT 05201
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  /8

  $65,000

  • Land
  • 1.24 Acres
  • $52,419 per Acre

  2041 East Rd, Bennington, VT 05201

  Partial cleared 1.2 acre lot where you can listen the stream flow as you watch the abundant wild life.

  Dan Mason Perrott Realty

  2041 East Rd, Bennington, VT 05201
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  /60

  $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
• 

  

  

  /41

  $939,000

  • 5 Beds
  • 6 Baths
  • 3,031 Sq Ft

  3191 Vermont 30, Dorset, VT 05251

  Dorset Village Investor's choice! Village Commercial... Currently Presenting a 5 unit, 3030 SF residence that can not be reproduced locally. This building has been lifted and a full (includes a small crawl) poured concrete foundation installed... dry as can be... clean as any basement can be hoped for! There are a mix of one bedrooms and studios... The configuration can be easily altered to

  

  Laura Beckwith

  Josiah Allen Real Estate, Inc.

  (802) 416-3525

  3191 Vermont 30, Dorset, VT 05251
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  /35

  $379,900

  • 4 Beds
  • 2.5 Baths
  • 2,530 Sq Ft

  93 Russett Dr, Bennington, VT 05201

  Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout.At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you’re

  

  Brooke Thomson Drew

  Mahar McCarthy Real Estate

  (802) 416-3661

  93 Russett Dr, Bennington, VT 05201
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  /39

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,814 Sq Ft

  1153 King Hill Rd, Readsboro, VT 05350

  This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO

  Casey Scott Southern Vermont Realty Group

  1153 King Hill Rd, Readsboro, VT 05350
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  /34

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,343 Sq Ft

  760 W Mountain Rd, Shaftsbury, VT 05262

  Tucked away in a private setting in Shaftsbury, this inviting home sits on 2.12 acres, offering both tranquility and convenience-just a short drive to both Manchester and Bennington. With 2,350 square feet of living space, the home features 3 bedrooms and 2.5 baths, thoughtfully designed for comfort and functionality. Many upgrades were completed in 2006, enhancing both efficiency and livability.

  Kelley Mccarthy Mahar McCarthy Real Estate

  760 W Mountain Rd, Shaftsbury, VT 05262
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  /47

  $300,000

  • 5 Beds
  • 2 Baths
  • 2,952 Sq Ft

  569 Buck Hill Rd, Arlington, VT 05250

  Amazing 1850s farmhouse rich in old-world charm and character. Gleaming hardwood floors, large sun-filled rooms, and timeless architectural details throughout. Distinctive features include an elegant arched doorway, a unique library with octagonal bookshelves, and a striking turret that enhances the home’s historic appeal. The spacious primary bedroom stretches 25 feet and offers two separate

  Lisa Friedman Great American Dream Realty

  569 Buck Hill Rd, Arlington, VT 05250
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  /27

  $609,000

  • 4 Beds
  • 3 Baths
  • 1,650 Sq Ft

  60 Hilltop Rd Unit 60, Winhall, VT 05340

  Turn-key Stratton retreat in one of the area’s most desirable year-round communities. This 4-bedroom, 3-bath Intervale townhome offers the perfect blend of comfort and convenience—just minutes to the slopes with seasonal shuttle service right from the community. The open-concept living area is ideal for gathering after a day on the mountain, while five mini-split systems provide efficient heating

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  60 Hilltop Rd Unit 60, Winhall, VT 05340
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  /36

  $539,000

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  262 Dwyers Camp Rd, Shaftsbury, VT 05262

  Well designed and newer home on 10.085 acres in Shaftsbury, VT. Offering 3 bedrooms, including main level primary bedroom and 2 full bathrooms. Cathedral ceiling formal dining room and modern kitchen with dining area and breakfast bar. Large living room with vaulted ceiling and lots of light. Main level laundry and rear mudroom finish the first floor. Upstairs there is a wonderful loft area, 2

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  262 Dwyers Camp Rd, Shaftsbury, VT 05262
• 

  

  /15

  $825,000

  • Land
  • 77.6 Acres
  • $10,631 per Acre

  0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340

  Large wooded parcel located in the heart of Southern Vermont’s ski country, just minutes from Stratton Mountain. This undeveloped Winhall property offers a rare opportunity for a variety of potential uses, from a private estate to recreational land or possible future development. The land consists primarily of wooded acreage with a gently rolling landscape and natural Vermont forest. Located on

  Trent Stephens Wohler Realty Group

  0 Winhall Hollow Rd Unit 5079556, Bondville, VT 05340
• 

  

  /17

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,337 Sq Ft

  78 Carbonti Cir, Arlington, VT 05250

  Enjoy effortless one-level living in this wonderful Arlington home, offering 3 bedrooms, 2 bathrooms, and a bright, modern layout. Set in a lovely neighborhood, the home welcomes you with a west-facing living room window that frames beautiful mountain views. Two bedrooms are tucked into the northeast corner of the home, while the spacious primary suite—with its own full bathroom—sits privately on

  Max Squiers KW Vermont - Brenda Jones Real Estate Group

  78 Carbonti Cir, Arlington, VT 05250
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  /32

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,234 Sq Ft

  202 Eagle Rise Rd Unit 16, Manchester Center, VT 05255

  This Eagle Rise Condo with three bedrooms and two & half baths is in an exclusive residential area accessed off scenic Manchester West Road. The Condo offers an open floor plan design, central air, propane baseboard hot water heat, hardwood floors and elevated deck. Recent improvements include new kitchen w/ granite counter tops, hickory cabinets with soft close drawers & doors, stainless steel

  David Halligan Four Seasons Sotheby's Int'l Realty

  202 Eagle Rise Rd Unit 16, Manchester Center, VT 05255
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  /39

  $99,000

  • 1 Bed
  • 586 Sq Ft

  845 Bailey Hill Rd, Readsboro, VT 05350

  Wonderful little getaway for some ''EZ'' living—be one with nature with all the essentials in place! It’s common to see wildlife in this rural setting, making it perfect to create your ideal Vermont retreat. Nestled among the trees, you’ll relish the peaceful ambiance and natural beauty that surrounds you, offering a true sense of escape from the everyday hustle. A tidy, compact getaway with a

  Dan Mason Perrott Realty

  845 Bailey Hill Rd, Readsboro, VT 05350
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  /59

  $780,000

  • 4 Beds
  • 4.5 Baths
  • 3,423 Sq Ft

  85 Limerick Ln Unit A & B, Arlington, VT 05250

  Vermont lifestyle meets income potential! Set in the scenic Taconic and Green Mountain valley along the Battenkill River, this spacious 4-bedroom, 5-bath home, built in 2001, offers peaceful country living with versatile use.The property features three living sections with separate entrances, each with at least one 3⁄4 bath—ideal for multi-generational living, guests, or rental opportunities.

  

  Margretta Fischer

  Wohler Realty Group

  (802) 266-4593

  85 Limerick Ln Unit A & B, Arlington, VT 05250
• 

  /2

  $249,000

  • Land
  • 29.9 Acres
  • $8,328 per Acre

  0 North Rd Unit 5079306, East Arlington, VT 05252

  Once you locate this quiet parcel there is a lovely wooded setting which offers a potential for a family compound or a possible subdivision. See Directions.There utilities along the extensive road frontage of North Road and Bacon Hollow Road which is a dead end... No soils or engineering value completed and must be processed with new zoning and state permitting.

  Charles Mauro Josiah Allen Real Estate, Inc.

  0 North Rd Unit 5079306, East Arlington, VT 05252
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  /59

  $1,050,000

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  10 Middle Ridge Rd Unit 25, Winhall, VT 05155

  A Rare Stratton Resort Opportunity in Fox Chapel Perfectly situated in the heart of Stratton Mountain Resort, this exceptional Fox Chapel townhouse offers the ultimate mountain lifestyle with walkable access to the Gondola, Stratton Village shops, and dining. Designed in classic chalet style, this three-story residence features a dramatic open floor plan highlighted by a floor-to-ceiling grand

  Sandy Laserte Berkshire Hathaway HomeServices Stratton Home

  10 Middle Ridge Rd Unit 25, Winhall, VT 05155
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  /31

  $235,000

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  67 Bourn Brook Rd Unit 53, Manchester Center, VT 05255

  Ideally located in the heart of Manchester Vermont, this 2 Bedroom, 1 Bath townhouse is just minutes from Shopping, Dining, Schools, the Town Recreation area which features Walking Paths, Community Pool, Tennis, Pickle Ball, Basketball, and Athletic Fields. On the main level is a very comfortable living area, dining space, and the kitchen, all with hardwood floors. The kitchen has updated

  Robert Sabol Wohler Realty Group

  67 Bourn Brook Rd Unit 53, Manchester Center, VT 05255
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  /17

  $595,000

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft

  21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255

  THE PROGRAM: Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements: * Vermont Residency or Residency at time of Purchase * First Time Vermont Homebuyer * Household Income at or Below $178,735* * Qualify for a Bank Mortgage * 10% Down Payment The developer will offer Gifted Equity and Paid Points at closing that will reduce the purchase price of the real estate and

  Britt Wohler

  21 Jameson Flats Unit Duplex Unit B, Manchester, VT 05255
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  /25

  $289,000

  • 7 Beds
  • 6 Baths
  • 5,712 Sq Ft

  136 North St, Bennington, VT 05201

  Downtown mixed-use investment opportunity located on North Street near the Four Corners intersection of Routes 7 and 9 in the heart of Bennington. The property features six total units, including four residential apartments (three two-bedroom units and one one-bedroom unit) and two street-level commercial storefronts with direct North Street frontage providing strong visibility for retail,

  Jeffrey Dorman

  136 North St, Bennington, VT 05201
• 

  

  /60

  $979,000

  • 4 Beds
  • 3.5 Baths
  • 5,248 Sq Ft

  41-43 Cranberry Hill Rd, Winhall, VT 05340

  This is the ultimate modern Alpine chalet, fully renovated yet boasting the classic flat-sawn balusters characteristic of mountain homes in the Alps. Three expansive floors offer sunny, well-appointed space, beginning with a roomy mudroom, three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with

  Jamie Luke TPW Real Estate

  41-43 Cranberry Hill Rd, Winhall, VT 05340
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  /37

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,663 Sq Ft

  446 Highland Ave, Manchester Center, VT 05255

  Looking for a unique opportunity for equity growth? This is it! Location, location, location. Highly desirable Highland Avenue is one of those rare streets with character homes that is literally only a few walking blocks to town. If you are lucky enough to own this charming 3- bedroom home offering 1,663 sq ft of living space, you will enjoy easy access to the library, local shops, coffee spots,

  Sunny Breen Josiah Allen Real Estate, Inc.

  446 Highland Ave, Manchester Center, VT 05255
• 

  

  /49

  $625,000

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  94 Murray Hill Woods Rd Unit 64, Manchester, VT 05255

  "The Maisonette of Murray Hill"...if you are searching for elements such as unique layouts, high ceilings, move in ready and to unwind in luxury...then come discover a one-of-a kind completely and luxuriously renovated Murray Hill Woods Rd condo! This stunning condo features breathtaking views, and is the only one with an extended deck and private stairs leading to a spacious patio for Al Fresco

  Sunny Breen Josiah Allen Real Estate, Inc.

  94 Murray Hill Woods Rd Unit 64, Manchester, VT 05255
• 

  

  /15

  $169,000

  • 2 Beds
  • 1 Bath
  • 748 Sq Ft

  415 County St, Bennington, VT 05201

  The transformation inside this home is nothing short of spectacular. This move-in-ready, one-floor living bungalow has been thoughtfully designed to maximize every square foot, including a brand-new bathroom and updated finishes. From the moment you step into the entrance that was converted from a front porch into a versatile mudroom or home office—you’ll feel the quality. The layout is a

  Lori Hurley Four Corner Properties LLC

  415 County St, Bennington, VT 05201
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  /21

  $215,000

  • 2 Beds
  • 1 Bath
  • 938 Sq Ft

  55 Eden Way Unit 3, Bennington, VT 05201

  Move right in to this immaculate 2-bedroom condo in the highly desirable Apple Ridge community! Meticulously maintained and thoughtfully cared for, this home offers effortless one-level living with nothing left to do but unpack. Step inside to discover a freshly painted interior complemented by new flooring and carpeting throughout. The bright and inviting kitchen features beautiful cabinetry and

  Angela Bevin Maple Leaf Realty

  55 Eden Way Unit 3, Bennington, VT 05201
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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
• 

  

  /13

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  10 Byington Unit F1, Winhall, VT 05340

  The first showings will be at the open house 3/8/26 from 2-4 pm.Welcome to your Vermont mountain retreat in the sought-after Winhall Acres community. This charming 3-bedroom plus loft, 2-bath condominium chalet offers the perfect blend of comfort, convenience, and year-round adventure.The home features a smart and inviting layout designed for both relaxing and entertaining. Three

  Carrie Mathews Winhall Real Estate

  10 Byington Unit F1, Winhall, VT 05340
• 

  

  /26

  $199,000

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  210 Division St, Bennington, VT 05201

  Turnkey Two-Unit Investment Opportunity in a Prime Downtown Location!This beautifully renovated duplex is perfect for a first-time investor or owner-occupant looking to build equity while generating income. The property features a two-bedroom unit and a one-bedroom unit, both thoughtfully updated and well maintained.The first-floor unit has been fully renovated, including an updated

  Lilli West Maple Leaf Realty

  210 Division St, Bennington, VT 05201
• 

  

  /57

  $1,495,000

  • 6 Beds
  • 5.5 Baths
  • 4,864 Sq Ft

  557 Bennett Hill Rd, Shaftsbury, VT 05262

  Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient

  Kelley Mccarthy Mahar McCarthy Real Estate

  557 Bennett Hill Rd, Shaftsbury, VT 05262
• 

  

  /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
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  /14

  $649,000

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155

  Maximize your time on the snow in this coveted two-bedroom village watch condo. Featuring a spacious, open layout, the interior boasts a classic wood-burning fireplace and a full kitchen perfect for entertaining. Forget the shuttle; enjoy the seamless convenience of a private ski locker and immediate access to both the lifts and the vibrant resort village. A perfect blend of convenience,

  Margaret Mcmahon Four Seasons Sotheby's Int'l Realty

  792 Stratton Mtn Access Rd Unit 4310, Stratton, VT 05155
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  /8

  $1,900,000

  • Land
  • 199 Acres
  • $9,548 per Acre

  00 Vermont 11, Peru, VT 05152

  199 +/- acre parcel in Peru Vermont bordering Green Mountain National Forest with southern exposure and views of Stratton Mountain and the surrounding Green Mountains. The scale of the land, elevation and orientation provide exceptional privacy, consistent natural light and expansive long range mountain vistas. The property offers a rare combination of direct forest access and proximity to

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  00 Vermont 11, Peru, VT 05152
• 

  

  /20

  $600,000

  • Land
  • 28 Acres
  • $21,429 per Acre

  00 Vermont 11, Peru, VT 05152

  28 +/- acre parcel in Peru Vermont with views of Stratton Mountain, Bromley Mountain and Magic Mountain. Rare east, south and westerly exposure provides consistent natural light and excellent solar orientation throughout the day. Positioned across from Johnny Seesaw’s and minutes to Bromley Market and Bromley Mountain Ski Resort, the property offers privacy with immediate access to dining, skiing

  Kevin Moran Four Seasons Sotheby's Int'l Realty

  00 Vermont 11, Peru, VT 05152
• 

  

  /13

  $649,900

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

  23 Stonewall Ln, Dorset, VT 05251

  Charming Colonial home set on 1.79 acres in the Vintage Village of Dorset. The home offers two bedrooms and one and three-quarters baths, a large living room, a fireplace, and centrally located kitchen. Property is surrounded on three sides with a beautiful stonewall. A renovated shed adds convenience to storage or ADU. Easy access to downtown Manchester and surrounding ski areas and hiking

  Diana Lynn Harvey Alison McCullough Real Estate

  23 Stonewall Ln, Dorset, VT 05251
• 

  

  /46

  $1,550,000

  • 5 Beds
  • 5 Baths
  • 6,129 Sq Ft

  1035 Holy Smoke Rd, Shaftsbury, VT 05262

  Experience the quintessential Vermont lifestyle in this masterfully renovated (2021) contemporary farmhouse, offering 6,100 sq. ft. of finished living space. Tucked at the end of a breathtaking maple-lined driveway, this 17± acre property offers panoramic mountain views and a private sanctuary for hiking, cross-country skiing, snowshoeing, and snowmobiling right from your door.The heart of

  Lori Hurley Four Corner Properties LLC

  1035 Holy Smoke Rd, Shaftsbury, VT 05262
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  /41

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  4991 Vt Route 313 W, Arlington, VT 05250

  Nestled in the heart of Vermont’s picturesque Battenkill Valley, this charming three-bedroom, two-bath Cape offers the perfect blend of natural beauty and timeless New England character. Framed by sweeping views of the Green Mountains and just a stone’s throw from the renowned fly-fishing waters of the Battenkill River, this property is an idyllic retreat for outdoor enthusiasts and

  

  Margretta Fischer

  Wohler Realty Group

  (802) 416-4131

  4991 Vt Route 313 W, Arlington, VT 05250
• 

  

  /16

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  14 Vaughn Farm Rd Unit 1, Manchester Center, VT 05255

  Breathtaking views of Mount Equinox await from the privacy of this three-bedroom, 2.5-bath end unit condominium, ideally located just minutes from town and the ski mountains. The top floor features a bright loft filled with natural light and a convenient half bath. The spacious living room opens to a private deck with stunning mountain views and includes a cozy wood-burning fireplace.The

  Northshire Sales Group Real Broker LLC

  14 Vaughn Farm Rd Unit 1, Manchester Center, VT 05255
• 

  

  /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
• 

  

  /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
• 

  

  /52

  $1,550,000

  • 5 Beds
  • 5 Baths
  • 4,650 Sq Ft

  20 Blackberry Ln, Peru, VT 05152

  Welcome to Bromley Village. This spacious 5 bedroom, 5 bath house offers everything you need to ensure the comfort of your group whether it’s large or small. The heart of this home is the magnificent great room with 20 foot ceilings, wood burning fireplace, slate floors, dining area and corner bar. The gourmet kitchen with red cabinets, soapstone counters, and top of the line appliances (Sub

  David Citron RE/MAX Four Seasons

  20 Blackberry Ln, Peru, VT 05152

Showing Results 41 - 80, Page 2 of 5