New Listing! Bennington VT Home for sale $$549,900 $444 per sq.ft.

$549,900 $444 per sq.ft. Bennington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2376  |  Acres: 1.94
Tuesday Jun 30, 2026
Description: Thoughtfully crafted with a distinctive European-inspired character and beautifully updated throughout, this custom-built 4-bedroom, 3-bath home offers the perfect blend of quality craftsmanship, privacy, and convenience on a picturesque, landscaped lot just minutes from downtown Bennington. The bright and inviting interior features a beautifully renovated kitchen, spacious living areas with hardwood floors, and a stunning primary suite featuring a custom walk-in closet and a spa-inspired bath with heated tile floors. Offering exceptional flexibility, two of the four bedrooms are currently configured as home offices, while the versatile floor plan easily adapts to a variety of lifestyles. The bonus room includes plumbing for a future kitchenette, creating excellent potential for an in-law suite or multi-generational living. Step outside to enjoy the expansive deck, impressive stone patio, terraced gardens, and peaceful outdoor spaces designed for relaxing or entertaining. The detached two-car garage offers additional storage along with a heated workshop complete with water and electricity, making it ideal for hobbies, projects, or extra workspace. Additional highlights include an updated heating system, updated septic system, pull-down attic access with generous storage, and a whole-house fan for added comfort. This exceptional property combines timeless character, thoughtful updates, and remarkable versatility in a peaceful country setting. See MLS Property & Listing Details & 37 images.

$550,000 $279 per sq.ft. Village of Bennington in Town of Bennington VT Home »

5 Beds | 2 Baths |   Total Sq. Ft. 1974  |  Acres: 17.62
Tuesday May 12, 2026
Description: Have you been searching for the Vermont farmhouse that truly feels like home? The one with the land, the barns, the mountain views, the wraparound driveway, the screened in porch, and the beautiful front porch where you can sit and enjoy quiet mornings and peaceful evenings? This is that home. Situated on over 17 acres, this property offers not one but two barns, established fenced pastures, and the kind of setting that feels like a Vermont dream. Listen to the breeze move through the grass, watch the leaves change color in the fall, and enjoy the privacy and beauty that surround you. Inside, you'll find five bedrooms and two full bathrooms, with space that invites family dinners, holiday gatherings, and everyday moments that make a house feel special. The usable basement offers excellent storage, workshop potential, tool space, or room for tack and farm equipment. Whether you have horses, farm animals, or simply want the charm and comfort of country living, this property offers the Vermont lifestyle so many people dream about. This is more than a house it's the feeling of finally coming home. See MLS Property & Listing Details & 41 images. Includes a Virtual Tour

New Listing! Bennington VT Home for sale $$619,000 $230 per sq.ft.

$619,000 $230 per sq.ft. Bennington VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2692  |  Acres: 1
Friday Jul 10, 2026
Description: Set along tree-lined Monument Avenue in prestigious and historic Old Bennington, the Spargo House offers a rare opportunity to own a distinctive piece of Vermont history. Dating to circa 1800, this remarkable home was once the longtime residence of noted author, historian and collector John Spargo, founder and longtime director of the Bennington Museum. Just below the Bennington Battle Monument, the home blends historic character with thoughtful updates throughout its 2,692 square feet of living space. The bright kitchen features abundant cabinetry, generous counter space, stainless appliances and a center island, while exposed brick, arched openings and period details preserve the character of the home. Four bedrooms include an expansive primary suite with an exposed beam, sitting area, recently renovated bath and convenient in-suite laundry, while mini-split cooling adds modern comfort throughout the home. Outside, the deep one-acre lot stretches from Monument Avenue to Catamount Lane, offering access from both ends and exceptional space for gardens, recreation and outdoor living. A spacious back deck with a powered retractable awning provides a comfortable place to relax or entertain, while mature trees and established landscaping complement the home's historic setting. A distinctive stone-lined approach leads from the driveway to the home, adding to the character of the property. Enjoy the convenience of nearby golf at Mt. Anthony Country Club, Southwestern Vermont Medical Center, the William H. Morse State Airport, downtown Bennington and the cultural and historic landmarks that make Old Bennington one of Vermont's most distinctive communities. A home with history, character, space and an extraordinary setting that's ready for its next chapter. See MLS Property & Listing Details & 43 images.

$650,000 $118 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 5524  |  Acres: 9.89
Tuesday Jun 9, 2026
Description: Nestled on 9.89 secluded acres in North Bennington, this exceptional 4-bedroom, 3-bath home offers the perfect blend of character, comfort, and versatility. The sprawling residence features a beautiful interior highlighted by stunning post-and-beam cathedral ceilings and inviting living spaces designed for both everyday living and entertaining. The heart of the home is the large open space combining a kitchen and spacious living room, where a cozy wood stove creates a warm and welcoming atmosphere. Additional living spaces include a formal dining room, private office, library space and a large mudroom with attractive brick flooring that provides a practical transition from the outdoors. Upstairs, you'll find a wonderful studio space ideal for artists, hobbyists, or anyone seeking a creative retreat. The property also boasts a huge, heated workshop, offering endless possibilities for craftspeople, entrepreneurs, or storage needs. Adding to the home's versatility is a second-floor studio apartment with its own private entrance and screened porch, making it ideal for guests, extended family, rental income, or multi-generational living. A substantial barn/garage with a loft area provides even more space for vehicles, equipment, storage, or future expansion possibilities. Recent updates include a newer boiler and hot water heater, providing peace of mind and modern efficiency. The expansive grounds offer privacy and room to roam, while approximately 100 feet of road frontage on Matteson Road may present future building opportunities, subject to local approvals. A rare North Bennington offering that combines space, charm, flexibility, and potential in a beautiful country setting. See MLS Property & Listing Details & 49 images.

$695,000 $626 per sq.ft. Bennington VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1614  |  Acres: 14.7
Friday May 15, 2026
Description: Peaceful, private, and completely surrounded by nature, this beautifully renovated contemporary home offers the perfect mountain retreat nestled on 14.7 acres on the side of Mt. Anthony with seasonal views and unmatched tranquility. Enjoy direct access to miles of hiking trails, abundant wildlife, and the rare protection of no future development permitted above this elevation, preserving the serenity and natural beauty for years to come. The thoughtfully designed open-concept main level features a bright and inviting living area, ideal for entertaining or relaxing while taking in the surrounding landscape. The primary bedroom and an additional guest bedroom are conveniently located on the main floor, along with a three quarter bath. A versatile loft area provides the perfect space for a home office, study area, or cozy kids' hangout. The finished lower level expands the living space with two additional guest bedrooms, full bath, mechanical room with laundry hookups and ample storage. A one-car garage adds convenience and functionality. Step outside to the expansive deck designed for exceptional three-season living, where you can unwind, entertain, and enjoy amazing views in complete privacy. Fully renovated and move-in ready, including a new roof installed in 2024 as well as new furnace, new skylights, new flooring on the lower level and more, this special property combines modern comfort with the peace and beauty of a protected natural setting. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

Under Contract Village of Old Bennington in Town of Bennington VT Home for sale $$1,495,000 $234 per sq.ft.

$1,495,000 $234 per sq.ft. Village of Old Bennington in Town of Bennington VT Home »

7 Beds | 6 Baths |   Total Sq. Ft. 6392  |  Acres: 4.5
Friday Jan 30, 2026
Description: Elegant and stately, this distinguished 1910 home is beautifully set in the heart of Old Bennington, Vermont. Thoughtful renovations began in 2000, carefully preserving the home's historic character while enhancing comfort and functionality throughout. Offering over 6,000 square feet of gracious living space, the residence features seven bedrooms, six baths, and six fireplaces, with timeless architectural details at every turn. Enter into a large, welcoming foyer highlighted by a grand staircase that sets the tone for the home's classic elegance. Generous living and gathering spaces flow seamlessly, while the chef's kitchen enjoys dramatic eastern views, filling the home with morning light. The primary suite is a true retreat, complete with its own fireplace and a large sunroom perfect for quiet mornings or evening relaxation. A convenient second-floor laundry area enhances everyday living. Outside, the 4.5-acre setting is framed by stacked stone walls, a serene spring-fed pond, and lovely birch trees. A two-story carriage barn with garage space complements the property, completing this rare offering where historic beauty, thoughtful updates, and pastoral Vermont charm come together effortlessly. See MLS Property & Listing Details & 58 images. Includes a Virtual Tour

Under Contract Bennington VT Home for sale $$1,950,000 $280 per sq.ft.

$1,950,000 $280 per sq.ft. Bennington VT Home »

9 Beds | 7 Baths |   Total Sq. Ft. 6956  |  Acres: 94.56
Sunday Jan 18, 2026
Description: Built in 1866, this French Provençal-inspired stone estate is a rare and distinguished offering, blending historic grandeur with pastoral beauty on 94.56 acres just outside historic Bennington, Vermont. Commanding sweeping mountain views, the property delivers exceptional privacy while remaining conveniently close to town amenities. The main residence offers 9 bedrooms and 7 bathrooms, distinguished by 11-foot ceilings on the main level, extensive decorative moldings, and eight fireplaces that create warmth, character, and architectural depth throughout. Elegant formal living spaces flow seamlessly into a grand dining room with rich mahogany floors, perfectly suited for entertaining on an intimate or grand scale. Outdoors, the estate is equally captivating. A heated Gunite pool and expansive stone patio overlook rolling grounds that include a barn, artist's studio, three-car garage, and a charming three-bedroom caretaker's cottage-ideal for guests, staff, or extended family. Privately sited yet ideally located on the outskirts of Bennington, the property offers easy access to shopping, fine dining, and live theater, as well as nearby ski mountains and cross-country skiing. Conveniently positioned just 45 minutes from Albany International Airport and approximately three hours from Boston and Manhattan, this extraordinary stone estate presents a rare opportunity to enjoy timeless elegance, exceptional amenities, and an unparalleled Vermont lifestyle. See MLS Property & Listing Details & 58 images. Includes a Virtual Tour

Under Contract Benson VT Home for sale $$255,000 $91 per sq.ft.

$255,000 $91 per sq.ft. Benson VT Home »

7 Beds | 3 Baths |   Total Sq. Ft. 2800  |  Acres: 1
Tuesday Apr 28, 2026
Description: A rare opportunity to own a largely renovated, income-producing multi-family property that blends historic Vermont charm with modern efficiency. Listed for under appraised value! Originally built circa 1865, this classic farmhouse has been thoroughly updated, allowing for immediate ownership without additional capital investment. Improvements include new plumbing, HVAC, electrical, vinyl windows, flooring, appliances, and fresh interior paint. Offering approximately 2,800 square feet, the property includes seven bedrooms and three full bathrooms across two separate living units, creating flexible options for investors, owner-occupants seeking rental income, or multi-generational living. Current rental income is $2,450 per month, providing solid cash-flow potential and long-term value. The home sits on a level, landscaped one-acre lot, offering space for gardens, a garage, or future expansion. The property is within walking distance to the library, local restaurant, church, and school. Outdoor recreation is close at hand with Lake Champlain, nearby ATV and snowmobile trails, and Killington Ski Resort less than an hour away. Zoned residential/mixed-use, the property supports residential living alongside rental income or a home-based business. Separate entrances and utilities add privacy and flexibility. 2830 Stage Road delivers a rare combination of turnkey updates, historic character, and dependable income potential. See MLS Property & Listing Details & 56 images.

$629,000 $229 per sq.ft. Benson VT Home »


Price Change! Reduced by $30,000 down 5% on May 20th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2744  |  Acres: 17
Monday Apr 27, 2026
Description: Seventeen acres. Lake Champlain down the road. A setup that actually delivers on the Vermont lifestyle without the usual compromises. Set along North Lake Road in Benson, just moments from the Benson boat launch, this fully renovated farmhouse sits on a highly usable mix of open pasture and productive land. About five acres are mostly fenced for animals, with the balance level, hayed, and tillable. The home has been completely updated, offering classic farmhouse character without the project list. Inside features four bedrooms, two bathrooms, first-floor laundry, stone countertops, stainless steel appliances, and a large living area with a pellet stove and mini split. Upstairs, the primary suite includes a walk-in closet and private en suite. The basement is dry, and metal roofing adds long-term peace of mind. A covered back porch overlooks your land and pond, perfect for morning coffee or evening sunsets. Outbuildings set this property apart. Attached one-car garage with power, plus a massive metal garage with space for at least six vehicles and ceiling height for lifts. The barn includes power, water, horse stalls, tack room, and hay storage above, and once housed a well-known racehorse. A four-bay pole barn with power adds even more flexibility. The land itself offers more than just usability, it's also a great setting for anyone who enjoys the outdoors, with abundant deer, turkey, and other wildlife regularly passing through the property. Less than a mile to Lake Champlain and an easy drive to Killington. If you've been waiting for usable land, a move-in ready home, and serious infrastructure, this is it. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,150,000 $239 per sq.ft. Benson VT Home »


Price Change! Reduced by $145,000 down 13% on July 7th 2026
550 Ft. of Waterfront on Lake Lake Champlain
5 Beds | 4 Baths |   Total Sq. Ft. 4809  |  Acres: 90.75
Tuesday May 19, 2026
Description: Experience the ultimate in country living on this expansive property! This nearly 5,000 sq. ft. home, nestled on over 90 acres, features 500' waterfront on Lake Champlain, two large pastures and a paddock. The home has undergone numerous upgrades along with expanded finished square footage. The open floor plan is a chef's dream, showcasing a gourmet kitchen with a granite counters, stainless-steel appliances, and a convenient butler's pantry. The living room features a striking revolving door that leads to a newly finished bar room, complete with a wet bar and pool table- perfect for entertaining! The primary en-suite bedroom, has a sliding glass door that open to a covered patio deck and hot tub area featuring a generous backyard with fire pit overlooking the mountain views. Recently completed, the upstairs features two spacious bedrooms, a cozy family room, and a full bath. There's also a versatile 1-bedroom/1 bath attached in-law suite, perfect for extended family or guests, complete with its own kitchen and sliders out to a private patio. Recent enhancements include seven additional mini-splits for ideal climate control, a whole-house Generac generator system, high-speed fiber optic internet with a mesh Wi-Fi system, and a new high-efficiency heat pump hot water heater for the main house. For equestrian enthusiasts, a small horse run-in and paddock await your horses. The property's 90.75 acres comprised of 3 surveyed lots; Lot 4 is the house lot at 63.85 acres, adjoining Lot 3 is a 5.97 acre potentially buildable lot with 500' of sloping, wooded lakeshore - with some clearing and subject to permitting, it could make a great house site and potential income opportunity, and Lot 1 is a 20.9-acre lot with existing WW permit for a 3 BR home, another potential income opportunity. This property has it all! Expansive home, recreational land, mountain views and waterfront, additional building lots all in one great location. Come see where home could be! See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$499,999 $166 per sq.ft. Berlin VT Home »


Price Change! Reduced by $75,001 down 15% on July 14th 2026
6 Beds | 4 Baths |   Total Sq. Ft. 4669  |  Acres: 2
Thursday Apr 9, 2026
Description: This expansive home offers space, versatility, and unique features both inside and out. Large windows fill the home with natural light, highlighting the spacious layout and thoughtful design. The primary suite is a true retreat, featuring oversized closets and a large ensuite bathroom with a relaxing hot tub. The lower level includes a two-bedroom mother-in-law suite, ideal for extended family or guests. The property is well suited for hobbyists or specialized needs, with an oversized garage offering RV or boat parking, plus a detached garage with storage above. The garage also features a massive industrial walk-in freezer--perfect for food storage, wild game, or home-based business use. Additional systems include two Tesla backup batteries and a Gentec generator hookup system, allowing selective power and the ability to disconnect from the grid. Entertaining is effortless in the large great room with hardwood floors, a wet bar, jukebox, and a cozy propane fireplace. The kitchen features a large island, abundant cabinetry, an electric range, and newer appliances including a dishwasher, range, and clothes washer (all approx. 1 year old). A bright sunroom offers flexible use as a mudroom or greenhouse. The home is equipped with four heat pumps. Connectivity is supported with Trans Video service and Cat6 plenum wiring throughout for reliable internet and smart home capabilities. Set on a large lot extending to the river, the property includes established gardens with rhubarb, blueberry, wild strawberry, raspberry, and abundant blackberry bushes for enjoying fresh, homegrown harvests. See MLS Property & Listing Details & 49 images.

$579,900 $299 per sq.ft. Berlin VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2196  |  Acres: 0.93
Friday May 29, 2026
Description: Welcome to 33 Valley View Road! This spacious 4-bedroom, 2-bathroom Cape offers the perfect blend of character and comfort in a setting that truly has it all. At the heart of the home, an open island kitchen impresses with a stone backsplash, quartz countertops, and a breakfast bar -- ideal for casual mornings and easy entertaining. The sun-filled living room draws you in with abundant natural light and sweeping mountain views that never get old. The flexible floor plan shines on the main level, where a first-floor bedroom with rich cherry hardwood floors is currently configured as a salon -- easily reimagined to your liking. A dedicated office nook leads to a spa room that could effortlessly become a media room, studio, or whatever your lifestyle calls for. Upstairs, three generously sized bedrooms offer ample storage and space, served by a full bath. The full basement adds even more versatility, with a bonus room ready to become a home gym, playroom, or creative workspace. Outside, a lot with nearly an acre awaits -- Flowers featuring mature peonies, hybrid roses, and lilies just to name a few, make this a true gardener's paradise. Don't forget a 2-car garage with extra storage in the loft and a storage shed out back. All of this just minutes from downtown Montpelier's vibrant shops and restaurants, with quick access to I-89. Don't miss out! Schedule your showing today! See MLS Property & Listing Details & 53 images.

$699,000 $266 per sq.ft. Berlin VT Home »


Price Change! Reduced by $51,000 down 7% on July 8th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2624  |  Acres: 10
Wednesday Jun 10, 2026
Description: Watch the weather come from the west from this top-of-the-world location with sweeping mountain views - including Camel's Hump! Amazing views in front and a private backyard which abuts town forest with beautiful woods laced with trails. This home sits above the road and the location is super sunny and breezy! This spacious home has the perfect orientation with all the main living spaces full of big windows facing the glorious views. A two-car garage with extra space has heat and room for a work bench. Above the garage is the newer (2004) living space with a primary en suite bathroom and a huge living space which currently houses a pool table, dining table, and bar. From the upstairs, the original house (1986) is entered through lovely arched doors to the kitchen which is open to a cozy den area with wood stove. The original section has its own entry, another 3 bedrooms, plus a lower room perfect for an office or craft room and the second full bath. Some people refer to Crosstown Road as the Doctor's Road because it is so close to Central Vermont Hospital. Shopping, I-89, Norwich University, downtown Montpelier, and downtown Northfield are also just minutes away. Location, location, location, and this home is ready for the next owner to add their own sense of style to this gem! See MLS Property & Listing Details & 56 images.

$859,000 $382 per sq.ft. Berlin VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 2250  |  Acres: 28.3
Monday May 11, 2026
Description: Charming 1914 farmhouse on a private horse farm with scenic views including a trout filled pond. Enjoy the privacy of Widow Moses Horse farm, a secluded 28 acre farm only two miles from downtown Montpelier and Exit 8 (I-89). The Montpelier Amtrak station is only one mile away, Central Vermont Medical Center is four miles away (Exit 7) and a 40 minute drive to Burlington International Airport. Berlin is part of the Washington Central Unified School District (Berlin Elementary / U32 Middle - High School). Scenic views include the foothills of the Worcester Range as well as Mt. Mansfield. The property includes 2 barns, a horse run in, an equipment shed and a trout stocked one acre pond. Upgraded appliances include stove, dishwasher, refrigerator, clothes washer and water heater. The Jotel wood stove was rebuilt 18 months ago along with its associated chimney. The house and main barn had seamless gutters along with drainage and roof snow guards for the metal roof. Mature pastures have secure Ramm Fencing with 600 feet of French drains to ensure hoof health. Underground outdoor outlets provide an ample power source for outdoor water tubs in winter. The surrounding area has walking trails including the class 4 section of Widow Moses road. The farm is a perfect spot for an equestrian lover or homesteader looking for a safe and secure place for animals. Or someone who simply loves the privacy of the natural world. See MLS Property & Listing Details & 56 images.

$1,099,000 $298 per sq.ft. Berlin VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 5002  |  Acres: 10.39
Thursday Jun 4, 2026
Description: Discover an extraordinary Vermont retreat offering over 5,000 square feet of living space on more than 10 private acres. This fully furnished 5-bedroom, 4-bathroom property combines luxury amenities, exceptional income potential, and a peaceful setting, all just 30 minutes from Stowe. Designed to accommodate large groups while maintaining comfort and privacy, the home features expansive gathering spaces and an impressive lineup of resort-style amenities. Enjoy year round recreation with the indoor pool, relax in the hot tub after a day of adventure, or unwind in one of two private saunas. Being offered fully furnished, this turnkey property is ready for immediate enjoyment or continued rental operation. In addition to its appeal as a private residence or vacation home, the property has been a highly successful short term rental, making it an exceptional investment opportunity. Guests are drawn to the home's unique amenities, spacious accommodations, and convenient location near some of Vermont's most popular attractions. Set on over 10 acres, the property offers the perfect balance of privacy and accessibility. Enjoy the tranquility of a secluded Vermont setting while remaining just 30 minutes from Stowe's renowned skiing, hiking, dining, and year round recreation. Whether you're looking for a luxury mountain retreat, an income producing investment property, or both, this rare offering delivers space, privacy, and an unmatched collection of amenities in one remarkable package. See MLS Property & Listing Details & 55 images.

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