Bennington County VT Houses for Sale

• 

  

  

  /56

  $2,999,000

  • 6 Beds
  • 6.5 Baths
  • 6,650 Sq Ft

  25 Mountain Haunts Rd, Winhall, VT 05340

  Attend the PUBLIC OPEN HOUSE Monday February 17 from 10:00-2:00. Exceptional 40.8 acre newly expanded and renovated Stratton Mountain estate with unrivaled views of Stratton just minutes from the Base Lodge or Sun Bowl. This is your own personal winter playground where you can hit the slopes or snowmobile and hike on your own land with additional acreage available.This Grand Lodge NOW BOASTS 4

  Kim Morgan-Wohler Wohler Realty Group

  25 Mountain Haunts Rd, Winhall, VT 05340
• 

  

  

  /52

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,368 Sq Ft

  263 Elm St, North Bennington, VT 05257

  New Price! Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light graces this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining

  Margretta Fischer Wohler Realty Group

  263 Elm St, North Bennington, VT 05257
• 

  

  

  /40

  $479,000

  • 4 Beds
  • 3.5 Baths
  • 3,861 Sq Ft

  120 Village St, East Dorset, VT 05253

  Antique charmer in the village of East Dorset was originally built in the 1850s by famous lumberman, F.G. Harwood. An addition was added in 1900, followed by several improvements over time the colonial farmhouse boasts approximately 3,861 sq. ft. including an oversized two car garage all on 1.1 acres. With a sprawling footprint that features a primary bedroom suite with oversized closet, 4

  Jill Simon Josiah Allen Real Estate, Manchester Branch Office

  120 Village St, East Dorset, VT 05253
• 

  

  

  /50

  $1,050,000

  • 5 Beds
  • 5.5 Baths
  • 4,729 Sq Ft

  83 Benson Fuller Dr, Bondville, VT 05340

  Just an 8-minute drive to Stratton, 83 Benson Fuller Drive sits atop the beautiful Forest Farms neighborhood, offering both serenity and convenience. This meticulously updated home is ready for you to move in and enjoy the best of Vermont living. Nestled on a quiet dirt road, it’s perfect for morning and evening strolls with the dog before or after a day on the slopes.Inside, this

  Christiane Carroccio TPW Real Estate

  83 Benson Fuller Dr, Bondville, VT 05340
• 

  

  

  /40

  $1,450,000

  • 5 Beds
  • 3.5 Baths
  • 4,017 Sq Ft

  11 Founders Hill Rd, Winhall, VT 05360

  Stratton Mountain location for full time or vacation style living! Spacious home that you can walk to Village, gondola, golf and Sports center. Corner lot justdown the street from the Stratton Mountain Club and the Base Lodge. Home has five bedrooms with a chefs kitchen that has Viking Stove, ice-maker and three dishwashers for entertaining guests. Living room and dining room are graced with

  Bob Maisey Berkshire Hathaway HomeServices Stratton Home

  11 Founders Hill Rd, Winhall, VT 05360
• 

  

  /37

  $569,999

  • 4 Beds
  • 3 Baths
  • 3,504 Sq Ft

  636 Tunnel St, Readsboro, VT 05350

  Almost there! This owner has taken a traditional farmhouse and transformed it into an amazing home full of style and grace. There are many ways to consider this home...over 3500 square feet of single family living with 4 bedrooms (or even 5) and 3 baths...live on one floor, AIR B&B all or part of the other floor....rent both levels and use as a vacation home on off seasons. The kitchen is

  Christine Lewis Brattleboro Area Realty

  636 Tunnel St, Readsboro, VT 05350
• 

  

  /30

  $1,250,000

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  77 Fuller Rd W, Bennington, VT 05201

  Experience the quintessential Vermont lifestyle at the historic Nickerson-Jewett farm. Only 5 minutes to Bennington attractions and amenities and 15 minutes to Williamstown, MA. This appealing country home is located on a town maintained dead-end road. Privately nestled on 134.46 acres of scenic beauty, the charming 4 bedroom, 2.5 bath mid nineteenth century farmstead includes a well-preserved

  Jason Saphire www.HomeZu.com

  77 Fuller Rd W, Bennington, VT 05201
• 

  

  /46

  $1,350,000

  • 4 Beds
  • 4 Baths
  • 4,640 Sq Ft

  33 Forest Haunts Rd, Winhall, VT 05340

  Discover Your Vermont Retreat Nestled amidst 20.8 private acres of tranquil woods, this French country manor offers an exceptional opportunity to own a piece of Vermont paradise. Situated near the serene North Branch Ball Mountain Brook, enjoy the soothing sounds of cascading water and the breathtaking beauty of nature. Property Highlights: Prime Location: Just minutes from Stratton Resort for

  Timothy Apps Four Seasons Sotheby's Int'l Realty

  33 Forest Haunts Rd, Winhall, VT 05340
• 

  

  /43

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 3,780 Sq Ft

  1228 Skiparee Rd, Pownal, VT 05260

  Welcome to Amara Farm, an equestrian paradise in Southern Vermont. This meticulously planned property offers a 13-stall barn designed with every detail in mind, ensuring comfort and efficiency for both horse and rider. The state-of-the-art indoor arena features GGT footing and a full wall of window providing top-quality conditions for training and performance. Turnout paddocks and outdoor arena

  Christiane Carroccio TPW Real Estate

  1228 Skiparee Rd, Pownal, VT 05260
• 

  

  /27

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  357 Kansas Rd, East Arlington, VT 05252

  Welcome to 357 Kansas Road! This beautiful property seamlessly blends rustic charm with modern amenities. Step onto the inviting covered porch, perfect for relaxing. An expansive great room featuring a massive kitchen island ideal for dining & entertaining. A quiet den flows into a great office space. Enjoy the built-ins of the office that make these spaces both functional & stylish. The main

  Andrea Kaplan Four Seasons Sotheby's Int'l Realty

  357 Kansas Rd, East Arlington, VT 05252
• 

  

  /40

  $1,249,000

  • 4 Beds
  • 6 Baths
  • 5,764 Sq Ft

  842 Dorset Rd W, Dorset, VT 05251

  Spacious luxury contemporary on 15 amazing acres conveniently located on the Dorset West Road. 4 bedrooms including a primary suite on the main floor with adjoining office and huge walk-in closet. Second primary with bath on second floor. Living room with massive stone fireplace and bar area. Well planned and equipped kitchen. Comfortable dining room between living room and kitchen.

  Jill Simon Josiah Allen Real Estate, Manchester Branch Office

  842 Dorset Rd W, Dorset, VT 05251
• 

  

  /25

  $199,000

  • 4 Beds
  • 4 Baths
  • 3,576 Sq Ft

  883 Vt Route 7a, Shaftsbury, VT 05262

  A classic Victorian home in the village of Shaftsbury is waiting for your imagination and perseverance to bring this once charming residence back to its original luster. Each room has its own character from dining room built-ins, shelving throughout the entire house to display your precious treasures, living room fireplace for those cozy winter nights, exposed brick and extra large eat-in

  Monique Geannelis Mahar McCarthy Real Estate

  883 Vt Route 7a, Shaftsbury, VT 05262
• 

  

  /50

  $4,999,000

  • 6 Beds
  • 7.5 Baths
  • 8,720 Sq Ft

  454 Mountain Rd, Stratton, VT 05155

  Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication.A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace.

  Lisa Sullivan Four Seasons Sotheby's Int'l Realty

  454 Mountain Rd, Stratton, VT 05155
• 

  

  /40

  $1,975,000

  • 4 Beds
  • 4 Baths
  • 4,270 Sq Ft

  14 Old Ridge Rd, Winhall, VT 05155

  This mountain home is beautifully furnished with a refined design that perfectly balances comfort and style, offering a seamless move-in ready experience. Located in the sought-after High Meadow neighborhood, this four bedroom, four bathroom property sits high on a perch, with clear views of Stratton’s trails, and a view of Bromley from the front of the house. Rebuilt in 2023/2024, the home is

  Christiane Carroccio TPW Real Estate

  14 Old Ridge Rd, Winhall, VT 05155
• 

  

  /57

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 4,483 Sq Ft

  743 Green Peak Orchard, Manchester Center, VT 05255

  Exceptional Main Residence and Guest House in a premier quintessential Vermont setting, beautifully designed to capture spectacular views of mountains and sunsets. Situated on 7.9 acres in an exceptional estate-style setting, the forward-thinking floor plan is prime for entertaining in multiple spaces, while still maintaining a welcoming New England character.With views from every gathering

  Kim Morgan-Wohler Wohler Realty Group

  743 Green Peak Orchard, Manchester Center, VT 05255
• 

  

  /20

  $139,000

  • 1 Bed
  • 704 Sq Ft

  5412, Bennington, VT 05201

  Escape to your own private retreat on the side of Mount Anthony! This classic A-frame camp sits on 25 acres of secluded land, offering the perfect setting for hunting, outdoor adventure, or a peaceful off-grid getaway. Accessed by a gated, well-maintained gravel road, the property provides both privacy and convenience—tucked away in nature yet only about 10 minutes to downtown Bennington. While

  Jeffrey Dorman

  5412, Bennington, VT 05201
• 

  

  /32

  $1,695,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,688 Sq Ft

  143 Stratton Mountain Access Rd, Winhall, VT 05340

  Welcome to 143 Stratton Mountain Access Road, a newly completed 5-bedroom, 5 bath residence by DG Builders, located just minutes from Stratton Mountain Resort and all the year round activities it has to offer. Blending modern mountain style with timeless Vermont charm, this home is move-in ready and waiting for its first owners.The light filled open floor plan showcases wide-plank oak floors,

  Betsy Wadsworth Four Seasons Sotheby's Int'l Realty

  143 Stratton Mountain Access Rd, Winhall, VT 05340
• 

  

  /55

  $10,300,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,993 Sq Ft

  551 West Fields, Manchester, VT 05254

  Discover "the pinnacle of luxury living" in the heart of Manchester Village! Crafted by Breen Builders and Ramsay Gourd Architect, every detail reflects superior craftsmanship and timeless elegance! From the very foundation to the finishing touches, attention to detail and commitment to quality shine through! Experience the perfect blend of luxury and convenience in this stunning 10,000 sq.ft

  Sunny Breen Josiah Allen Real Estate, Inc.

  551 West Fields, Manchester, VT 05254
• 

  

  /9

  $575,000 New Construction

  • 2 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  18 Jameson Flats Rd Unit 18, Manchester, VT 05255

  THE PROGRAM: Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements:* Vermont Residency or Residency at time ofPurchase* First Time Vermont Homebuyer* Household Income at or Below $178,735** Qualify for a Bank Mortgage* 10% Down PaymentThe developer will offer Gifted Equity andPaid Points at closing that will reduce thepurchase

  Britt Wohler Wohler Realty Group

  18 Jameson Flats Rd Unit 18, Manchester, VT 05255
• 

  

  /28

  $849,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  40 Jameson Flats Unit D, Manchester, VT 05255

  New Construction in the Heart of Manchester – Showings Begin April 15This beautifully designed 3-bedroom, 2.5-bath freestanding home (with potential for a 4th bedroom) offers modern comfort, energy efficiency, and fine craftsmanship just steps from downtown Manchester. The open-concept main level features a chef’s kitchen with an eat-in island, ample storage, stainless steel appliances,

  Britt Wohler Wohler Realty Group

  40 Jameson Flats Unit D, Manchester, VT 05255

Showing Results 121 - 140, Page 4 of 4