Bennington County VT Homes for Sale with Fireplace

/60
$239,000
- 2 Beds
- 2 Baths
- 2,004 Sq Ft
322 Burgess Rd, Bennington, VT 05201

2BR/2BA Mid Century Modern brick ranch is solidly built and cozy! Step into the large living room with hardwood floors and electric fireplace. Eat-in kitchen is bright and nostalgic with corner windows and sink and period appropriate cabinetry. Arched doorways lead throughout the home to the two bedrooms and the full bath with soaking tub. On the lower level, there is a carpeted family room

Vicki Wilson

Maple Leaf Realty

(802) 771-2949

322 Burgess Rd, Bennington, VT 05201
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/60
$2,750,000
- 4 Beds
- 7.5 Baths
- 8,586 Sq Ft
384 Riverbend Dr, Manchestr Ctr, VT 05255

Exceptional Furnished, this residence is a "Stand Out" Ramsey Gourd, architect designed, coveted River Road area Colonial accommodating 4,450 SF main level (8,585 SF on three floors) drenched in south facing light tying indoor - outdoor living to ideal mountain view perspectives. The East Mountains create the back drop for the elegantly laid out open concept that seamlessly transitions from area

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 300-3969

384 Riverbend Dr, Manchestr Ctr, VT 05255
/54
$1,500,000
- 5 Beds
- 2 Baths
- 4,911 Sq Ft
5055 Vt Route 7a, Shaftsbury, VT 05262

RARE Vermont Live & Work opportunity to become the third owner in nearly 50 years of the chocolate barn, a local landmark known for its commitment to high-quality ingredients and exceptional customer service. Fully turnkey with proven track records of success and growth provides fantastic opportunities for new ownership stepping in to continue the momentum. Strategically positioned along

Kristin Comeau

TPW Real Estate

(802) 424-8598

5055 Vt Route 7a, Shaftsbury, VT 05262
/40
$1,450,000
- 4 Beds
- 6 Baths
- 4,272 Sq Ft
1016 West Rd, Manchester Center, VT 05255

Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 357-7462

1016 West Rd, Manchester Center, VT 05255
/32
$189,900
- 3 Beds
- 1 Bath
- 1,576 Sq Ft
7 Scarey Ln, North Bennington, VT 05257

Walking distance to Bennington College! Perfect for college housing. The property has a scenic path alongside the river so students can walk or bike to school without having to be on the road. Currently used as a single family home or can easily be converted to a duplex. This 3 bedroom North Bennington home is set in a quiet location with only ten homes in the little neighborhood with dead end

Lisa Friedman

Great American Dream Realty

(802) 523-3998

7 Scarey Ln, North Bennington, VT 05257
/60
$2,475,000
- 4 Beds
- 4.5 Baths
- 4,975 Sq Ft
341 Danby Mountain Rd, Dorset, VT 05251

Spectacular Dorset 24 acre Architect Designed Estate conveniently located 1.3 miles from the Dorset Green boasting level stone walled perennial gardens, meadows and woodlands, water ways and pond with established walking paths meandering throughout this compound creating ideal indoor - outdoor transitions to be embraced quietly amongst song birds and completely away from all hustle and bustle!

Laura Beckwith

Josiah Allen Real Estate, Inc.

(802) 255-8663

341 Danby Mountain Rd, Dorset, VT 05251
/43
$1,525,000
- 5 Beds
- 4.5 Baths
- 4,219 Sq Ft
7 Timberbrook N, Dorset, VT 05251

Modern Elegance Surrounded by Mountain Serenity. Stunning 5-bedroom, 4.5-bath home nestled on nearly 2 acres, just minutes from Dorset Green and Manchester Village. Blending modern design with traditional warmth, the property boasts energy efficient geothermal heating & cooling and solar power. Expansive windows and French doors frame mountain views, while the deck is perfect for entertaining.

Margretta Fischer Wohler Realty Group

7 Timberbrook N, Dorset, VT 05251
/37
$895,000
- 3 Beds
- 2 Baths
- 2,089 Sq Ft
505 Powderhorn Rd, Manchester Center, VT 05255

THE SECRET IS OUT..... STORY BOOK CHARM ON POWDERHORN ROAD!!Timeless, cozy and elegant mixed with a touch of Vintage allure and just minutes from town/village.Nestled in on over two acres, this stunning home is move-in ready and full of thoughtful updates. Designed by award-winning interior designer Joshua Smith, this home built in the seventies was reimagined to evoke country cottage charm that

Sunny Breen Josiah Allen Real Estate, Inc.

505 Powderhorn Rd, Manchester Center, VT 05255
/58
$1,790,000
- 5 Beds
- 5.5 Baths
- 6,165 Sq Ft
75 Church St, Arlington, VT 05250

Picture Postcard Perfect! Built in harmony with nature, filled with color and warmth, spectacular floor plan including a very impressive great room, gorgeous first floor primary bedroom, great finished lower level. Not to mention within walking distance to the Dorset Inn, Dorset Field Club, and all the amenities of lovely Church Street! The future owner will certainly be lucky to take stewardship

Sunny Breen Josiah Allen Real Estate, Inc.

75 Church St, Arlington, VT 05250
/40
$1,549,000
- 4 Beds
- 4 Baths
- 4,266 Sq Ft
693 Longview Dr, Manchester, VT 05255

Tucked away in one of Manchesters most scenic neighborhoods, this 4-bedroom, 4-bathroom home offers peace, privacy, and thoughtful updates on three beautifully landscaped acres. Mature trees, immaculate masonry stone walls, a flowing brook, and a manicured lawn create a true Vermont retreat. Centrally located near the heart of Manchester and 1.5 miles from Burr and Burton Academy, you get the

Tara van de Velde Four Seasons Sotheby's Int'l Realty

693 Longview Dr, Manchester, VT 05255
/22
$995,000
- 4 Beds
- 5.5 Baths
- 4,213 Sq Ft
262 Powderhorn Rd, Manchester Center, VT 05255

Stunning Contemporary Retreat with Indoor Pool on Nearly 2 AcresWelcome to this beautiful 5-bedroom, 5-bath contemporary home nestled on a sunny 1.9± acre lot. Designed for both comfort and style, this expansive residence features a 16’ x 32’ heated indoor swimming pool—perfect for year-round enjoyment.Originally built in 1973 and extensively renovated in 2000, the home blends timeless

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

262 Powderhorn Rd, Manchester Center, VT 05255
/40
$1,800,000
- 5 Beds
- 4.5 Baths
- 3,436 Sq Ft
59 Church St, Dorset, VT 05251

Exceptional Dorset Church St. offering. Spacious c 1850s Federal in remarkable condition with new roof, windows, refinished floors, large dining room, parlor and living room with fireplace. First floor master suite, bright well-appointed eat-in kitchen and updated bathrooms. 4-5 bedrooms, Large level yard, stone walled terraces front and back, attached garage. New mini split AC on second

R. Diedrich August Wohler Realty Group

59 Church St, Dorset, VT 05251
/58
$1,550,000
- 5 Beds
- 3 Baths
- 4,342 Sq Ft
93 Hard Farm Rd, Manchester Center, VT 05255

EARTH WIND AND SHIREHaving caught your breath from the view in the approach, and treading the elegant slate path into the home, you probably won't want to get past the "basking parlor", a room designed for sheer joy in the present moment, made compelling by the wall of windows and the perfectly proportioned design and vaulted ceiling. However, the delights in every room beckon: next is the eat-in

Lawrence Zupan EXP Realty

93 Hard Farm Rd, Manchester Center, VT 05255
/51
$970,000
- 6 Beds
- 8 Baths
- 5,764 Sq Ft
24 Vt Route 11, Londonderry, VT 05148

Step into a world of potential with this beautiful country retreat, set on the edge of pristine Green Mountain National Forest. Adventure truly begins here — with nearby access to the Catamount Trail and four renowned ski areas just minutes away. Once home to the beloved Nordic Inn, this versatile property carries a rich legacy of hospitality, having once hosted a restaurant and cross-country ski

Nancy Jensen Four Seasons Sotheby's Int'l Realty

24 Vt Route 11, Londonderry, VT 05148
/34
$975,000
- 4 Beds
- 4.5 Baths
- 2,658 Sq Ft
73 Cranberry Hill Rd, Winhall, VT 05340

Nestled at the end of a quiet road in the highly sought-after Strattonwald community, 73 Cranberry Hill Road is the quintessential European-style ski house, offering the perfect Vermont retreat. This impeccably upgraded home has never been rented and is turn-key, ready for immediate enjoyment. It combines timeless charm with modern conveniences, featuring air conditioning for year-round comfort.

Carrie Mathews Winhall Real Estate

73 Cranberry Hill Rd, Winhall, VT 05340
/23
$1,195,000
- 5 Beds
- 5 Baths
- 4,321 Sq Ft
708 Prospect St, Manchester, VT 05254

Location, Setting, Views! It's All Here! Step into the timeless elegance of this exquisite 1850's Cape-style farmhouse, gracefully nestled on 2.5 acres of picturesque village land in the heart of Manchester. With 5 spacious bedrooms and 5 bathrooms, this exceptional home seamlessly blends historic charm with modern comforts. The property boasts breathtaking easterly views, visible from the cozy

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

708 Prospect St, Manchester, VT 05254
/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
/60
$309,000
- 3 Beds
- 2 Baths
- 1,794 Sq Ft
313 Tunnel St, Readsboro, VT 05350

Step into the timeless charm of this lovingly maintained 1900s home, nestled on a peaceful .88-acre lot with river frontage. Located in the in the heart of Readsboro, this 3-bedroom, 2-bathroom residence effortlessly blends historic character with modern updates, offering the perfect retreat for full-time living or a seasonal getaway. Inside, you'll find spacious rooms filled with natural light,

Flex Realty Group Flex Realty

313 Tunnel St, Readsboro, VT 05350
/54
$1,995,000
- 3 Beds
- 3 Baths
- 5,228 Sq Ft
2167 Myers Rd, Shaftsbury, VT 05262

Welcome to Hidden Ponds Farm!!! Nestled amidst 40 sprawling acres, this historic early 1800's post and beam converted barn is a rare gem combining rustic charm with modern comforts. The property is highlighted by a stunning 1,000-foot hand-placed stone wall, two picturesque ponds, and two orchards offering seasonal beauty and fresh fruit. The expansive outdoor space also features a hot tub,

Kelley Mccarthy Mahar McCarthy Real Estate

2167 Myers Rd, Shaftsbury, VT 05262
/47
$299,900
- 4 Beds
- 2.5 Baths
- 2,404 Sq Ft
120 Imperial Ave, Bennington, VT 05201

Nestled in the charming village of Bennington, Vermont, this stately 4-bedroom, 2.5-bath home blends timeless elegance with thoughtful updates. Built in 1895 and set on 0.41 acres, the property offers a rare combination of historic character and modern livability. A large Trex front deck with handicap accessible ramp to the front and kitchen doors welcomes you to the home, where you'll find

Kelley Mccarthy Mahar McCarthy Real Estate

120 Imperial Ave, Bennington, VT 05201
/27
$795,000
- 2 Beds
- 2 Baths
- 3,478 Sq Ft
142 Mount Aeolus Rd, Manchester, VT 05255

A Rare Investment Opportunity in Manchester! This versatile property offers the perfect blend of commercial and residential potential, making it an ideal choice for savvy investors or those seeking a live-work setup. The upstairs features a spacious residential rental, while the lower level was recently leased to a local daycare, providing immediate rental income.This well-maintained property

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

142 Mount Aeolus Rd, Manchester, VT 05255
/46
$269,000
- 4 Beds
- 1 Bath
- 1,875 Sq Ft
4 Pine Rd, Bennington, VT 05201

Motivated seller of this beautifully ranch home on a dead-end road boasts 4 Bedroom. Enjoy the warmth of the sunroom during the day. The living room centered in the middle of the house has plenty of space to spread out and enjoy the pellet stove insert with a brick hearth on those cool nights. Locally crafted Cushman Style cabinet in the dining area with delightful wood cabinets in the kitchen.

Dan Mason Perrott Realty

4 Pine Rd, Bennington, VT 05201
/50
$299,000
- 4 Beds
- 2 Baths
- 1,602 Sq Ft
224 Sycamore Ln, Shaftsbury, VT 05262

This 4 bedroom cape is located on a dead end street in a desirable neighborhood within the village of Shaftsbury. The updated kitchen has a small island and is open to the dining area. The living room has hardwood floors, gas fire place and built-ins along one wall. There is a washer and dryer located on the first floor in the entry hall and a full bath also on this level. There are two

Catherine Cairns Maple Leaf Realty

224 Sycamore Ln, Shaftsbury, VT 05262
/43
$2,375,000
- 4 Beds
- 4.5 Baths
- 5,696 Sq Ft
376 Windward Hill, Dorset, VT 05251

Welcome to 376 Windward Hill, a stunning Southern Vermont estate with breathtaking views of the Taconic and Green Mountain Ranges. Spanning 12 acres, the property features a private trout pond and tranquil waterfall, creating a serene atmosphere.Inside, the home combines timeless elegance with modern comfort. Herringbone brick and hardwood floors lead to the expansive living room, highlighted

Andrea Kaplan Four Seasons Sotheby's Int'l Realty

376 Windward Hill, Dorset, VT 05251
/28
$1,475,000
- 4 Beds
- 2.5 Baths
- 4,634 Sq Ft
1677 Barnumville Rd, Manchester Center, VT 05255

This historic 19th century two-story brick Federal house was originally a popular tavern. It has been completely renovated/updated to serve today's relaxed living while retaining all classic features. A bright kitchen/dining/living great room w/fireplace is the heart of the home. A first-floor master suite includes a spa-like bath w/fireplace. There is an adjacent mudroom entrance with 1/2 bath

R. Diedrich August Wohler Realty Group

1677 Barnumville Rd, Manchester Center, VT 05255
/28
$749,999
- 4 Beds
- 3 Baths
- 3,676 Sq Ft
5 Stratton Ridge Rd, Winhall, VT 05340

Discover the ultimate Vermont ski retreat, just 2 miles from Stratton Mountain. This captivating home offers breathtaking mountain views across three spacious levels. The upper level features a private primary suite with a newly renovated bath and a cozy loft/office space — your peaceful sanctuary. The heart of the home, the main level, is perfect for gathering, with soaring cathedral ceilings,

Carrie Mathews Winhall Real Estate

5 Stratton Ridge Rd, Winhall, VT 05340
/37
$675,000
- 9 Beds
- 8.5 Baths
- 4,995 Sq Ft
722 Main St, Bennington, VT 05201

Imagine owning the oldest home in downtown Bennington full of history and amazing detail. Built by Joseph Safford after opening Bennington's first Grist Mill, then fully renovated during the Italianate Victorian area for much of it's current design. This historic Inn along the Walloomsac River is now being used as an Air BnB rental as well as a separate leased 2 bedroom apartment. The Fully

Lilli West Maple Leaf Realty

722 Main St, Bennington, VT 05201
/52
$629,000
- 3 Beds
- 3 Baths
- 1,650 Sq Ft
11 Pond View Rd, Winhall, VT 05340

Spring skiing & boarding is upon us & you can still close on time to enjoy it! Intervale community has long been popular for affordability and value. This bright and sunny unit boasts an updated kitchen, primary suite on the main level with updated bath. Mini suite on upper level along with a third bedroom and shared bath with the loft area. Heating system replaced with an efficient Buderus

Terry Hill Berkshire Hathaway HomeServices Stratton Home

11 Pond View Rd, Winhall, VT 05340
/52
$799,000
- 3 Beds
- 3 Baths
- 2,118 Sq Ft
A6 Ridge Unit A6, Winhall, VT 05340

It’s the Premier Location and commanding views that set this Piper Ridge townhome apart. The stunning unobstructed views are central to thetownhomes design, while the southern exposure provides all day sunshine and a light and airy atmosphere. You’ll experience the evening’s magic watching stunning sunsets with the resort lights on full display and will have the premier “front row seats” to

Karin Hardy Berkshire Hathaway HomeServices Stratton Home

A6 Ridge Unit A6, Winhall, VT 05340
/26
$425,000
- 4 Beds
- 1.5 Baths
- 1,344 Sq Ft
2 Lower Stratton Valley Rd, Winhall, VT 05340

Welcome to this charming ski chalet situated in close proximity to three major ski resorts and offered fully furnished so you can move right in, unpack, and start enjoying yourself. There's a full bath downstairs to go along with 4 generously sized bedrooms and a 1/2 bath upstairs for guests, creating a cozy and inviting atmosphere that's ideal for après-ski relaxation or a peaceful retreat

Mike Masters Four Seasons Sotheby's Int'l Realty

2 Lower Stratton Valley Rd, Winhall, VT 05340
/50
$1,095,000
- 4 Beds
- 3.5 Baths
- 3,134 Sq Ft
D11 Cobble Ridge Rd, Winhall, VT 05340

Luxury Mountain Retreat! Stunning Piper Ridge Transformation, Renovated in 2024!This spectacular 4-bedroom, 4-bath Piper Ridge townhouse offers effortless living with winter shuttle service to Stratton. New windows flood the home with natural light, illuminating the elegant finishes, clean lines, and a sophisticated design that radiates tranquility. A redesigned mudroom with custom

Christine Chovan Wohler Realty Group

D11 Cobble Ridge Rd, Winhall, VT 05340
/35
$649,000
- 8 Beds
- 3.5 Baths
- 2,520 Sq Ft
405 Vermont 30, Winhall, VT 05340

Ski Resort Investment Gem! 2-Family Home Near Stratton & BromleyRare investment opportunity in the heart of Vermont's premier ski region. Located on scenic Vermont Route 30, this property offers unparalleled access to both Stratton Mountain Resort and Bromley Mountain Ski Resort. Whether you're looking to live in one unit and rent the other, or convert it to a single-family home, this property

Robin Apps Four Seasons Sotheby's Int'l Realty

405 Vermont 30, Winhall, VT 05340
/23
$245,000
- 4 Beds
- 1 Bath
- 1,660 Sq Ft
207 West Rd Unit N, Arlington, VT 05250

Charming Antique Farmhouse on 10.9 acres with a large red barn on a quiet town-maintained road needs TLC and finish work. Featuring four bedrooms, one bath, an open kitchen/ dining with solid deck off kitchen. Large fireplace in living room. The current owners have worked hard to make needed updates, including a newer water heater, some new plumbing, removed old plaster and gutted all the

Margretta Fischer Wohler Realty Group

207 West Rd Unit N, Arlington, VT 05250
/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
/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 a

Bob Maisey Berkshire Hathaway HomeServices Stratton Home

11 Founders Hill Rd, Winhall, VT 05360
/60
$575,000
- 3 Beds
- 2 Baths
- 2,031 Sq Ft
2354 Danby Mountain Rd, Dorset, VT 05251

Dorset Mountain retreat offering spectacular mountain views of Taconic Mountain Range featuring 7 acres and proximity to year-round outdoor recreation. Snowshoeing, cross country skiing, hiking and mountain biking right here. Fabulous location minutes from Dorset Green. This 3-bedroom, 2-bathroom home is the perfect mountain getaway or a full-time residence offering peace and privacy.The spacious

Margretta Fischer Wohler Realty Group

2354 Danby Mountain Rd, Dorset, VT 05251
/28
$750,000
- 3 Beds
- 2 Baths
- 2,610 Sq Ft
3622 Dorset West Rd, Dorset, VT 05251

Unique Dorset West Road offering....This rare opportunity beckons creativity, craft, and charm! Begs all those ready, willing and able to renovate, keeping the existing home, whilst enjoying life in an extremely beautiful and desirable location. Enjoy the beautiful framed in mountain views from most interior living spaces and from the back patio/yard. This 6.6 acre rolling property boasts

Sunny Breen Josiah Allen Real Estate, Inc.

3622 Dorset West Rd, Dorset, VT 05251
/41
$575,000
- 3 Beds
- 3 Baths
- 2,212 Sq Ft
1044 Berwall Rd, Arlington, VT 05250

Mountain Views! Encompassing 360 mountain views. Take in the natural surroundings while relaxing on expansive wrap around deck. Beautifully updated three bedroom, three bath home set on 3.70 Acres. The light filled main level features open kitchen, dining and living. The heated sunroom with a wall of new windows just enhances the views. Your choice of three main level bedrooms and two full baths.

Margretta Fischer Wohler Realty Group

1044 Berwall Rd, Arlington, VT 05250
/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
/36
$4,975,000
- 5 Beds
- 4 Baths
- 6,998 Sq Ft
527 Benson Rd, Manchester Center, VT 05255

Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould

Story Jenks LandVest, Inc/Woodstock

527 Benson Rd, Manchester Center, VT 05255

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.