$539,900 $436 per sq.ft. Bennington VT Home »

Price Change! Reduced by $10,000 down 2% on July 19th 2026
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

$595,000 $108 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

Price Change! Reduced by $55,000 down 9% on August 21st 2026
5 Beds | 3 Baths |   Total Sq. Ft. 5524  |  Acres: 9.89
Tuesday Jun 9, 2026
Description: Step into this beautifully built post-and-beam house by well-known local builders Blue Heron Construction. Built in 1989 in classic Blue Heron style with an earthy exterior and a warm, glowing, golden interior, the house retains its original features, just waiting to be embraced by its next occupant. The location of the home couldn't be better, nestled on 9+ secluded acres in North Bennington. Create your own walking trails or explore the lovely rural roads in the neighborhood. Practical and cultural amenities are just minutes away by foot, car, bike or snowshoes. Entering the home through the brick-floored mudroom, you arrive in a large, open living/kitchen area with high ceilings, exposed beams and a cozy wood stove. Surrounding this inviting space, you will find a master bedroom with bathroom annex, a dining room, an office/library, and a second ground floor bedroom. Up the bespoke wooden staircase are 3 more rooms with bathroom and separate entrance, perfect for extended family or multi-generational living. Back downstairs, you will be stunned by the size of the huge, heated workshop, with plenty of room for a woodworker, potter, jeweler, painter or sculptor to work their magic. Above this workspace is a large second-floor studio apartment with private entrance and a spacious screened porch. A substantial barn/garage with a loft area provides even more space for vehicles, equipment, storage, or future expansion. If you're looking for multi-generational living, short or long term rental opportunities, or room for home-based business, this house could be perfect for you. The property is accessible from College Road but also has approximately 100 feet of road frontage on Matteson Road which could present future building opportunities, subject to local approvals. This house is a spacious North Bennington jewel. Move in right away, or take your time with a retrofit, as this house offers the versatility and flexibility to be whatever you want it to be. See MLS Property & Listing Details & 32 images. Includes a Virtual Tour

$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

$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 »

Waterfront on Pond
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

$750,000 $434 per sq.ft. Benson VT Home »

Price Change! Reduced by $249,000 down 33% on August 25th 2026
4 Beds | 4 Baths |   Total Sq. Ft. 1727  |  Acres: 231
Friday Apr 24, 2026
Description: Discover a rare opportunity to own a breathtaking 231-acre farm offering a blend of natural beauty, agricultural functionality, and future development potential. This pristine property features sweeping pastoral views, diverse terrain, and well-designed infrastructure suited for a variety of uses. The land includes approximately 93.1 acres of tillable fields and pasture, 103 acres of mature woodland, 3.8 acres of wetland/open water, and a 6.4 acre farmstead complex. Livestock operations are supported by electric fenced paddocks, a classic dairy barn, and a large equipment barn. The dairy barn offers excellent versatility continue agricultural, or conversion to other options. The main residence offers four spacious bedrooms, including three with ensuite bathrooms, plus a half bath on the main level. A large eat-in kitchen and comfortable living spaces make the home ideal for everyday living or hosting. Additional features include a chicken coop and established farm infrastructure, making this property ready for immediate use. The property is enrolled in a land trust, with approximately 212 acres protected to preserve its natural beauty. The area of land across the street offers a designated site for a potential new home. Located just 30 minutes from Middlebury, VT, and just down the road from Lake Horntonia, this property combines privacy with accessibility. Whether for farming, livestock, or a private retreat, this is an exceptional opportunity with endless potential. See MLS Property & Listing Details & 46 images. Includes a Virtual Tour

$959,000 $199 per sq.ft. Benson VT Home »

Price Change! Reduced by $336,000 down 35% on August 25th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 4809  |  Acres: 90.75
Tuesday May 19, 2026
Description: Motivated sellers offer major price reduction!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. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$549,000 $209 per sq.ft. Berlin VT Home »

Price Change! Reduced by $201,000 down 37% on August 27th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2624  |  Acres: 10
Wednesday Jun 10, 2026
Description: Motivated Sellers - All Reasonable Offers Will be Considered. 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.

$625,000 $221 per sq.ft. Bethel VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2830  |  Acres: 10.4
Tuesday Jul 7, 2026
Description: Located at the end of a private road, this tranquil oasis is the perfect escape suitable for full or part time living. The Classic Cape home imbues the idyllic Vermont vernacular farmhouse with a spacious wrap around porch seamlessly connecting interior with exterior spaces. The main level has the ideal footprint for entertaining or daily life. The country kitchen is well appointed, and spacious with plenty of workspace and cabinetry. The living room is centered by a beautiful antique cast iron woodstove, with separate spaces to gather. The heated sun porch has windows overlooking the fruit trees and berry patches. A 3/4 bath completes the main level. Moving upstairs there are three bedrooms and a shared bath. The bonus separate 2 bedroom in law suite is perfect for extended family, or as an income producing rental (with excellent tenant in place-currently leased through October).One car garage, and a great old barn for hobbies or equipment storage, or to house farm animals. The 10 AC parcel is laced with trails for adventure. New standing seam roof, and significant upgrades and improvements throughout. See MLS Property & Listing Details & 49 images. Includes a Virtual Tour

$795,000 $318 per sq.ft. Bethel VT Home »

Waterfront on Pond _Unnamed
5 Beds | 2 Baths |   Total Sq. Ft. 2500  |  Acres: 2.74
Wednesday Sep 24, 2025
Description: Now offered at $795,000 - A Vermont farmhouse with a historic orchard, mountain views, and income potential. Set amid rolling hills and breathtaking mountain vistas, this classic Vermont farmhouse sits on one of the first Macintosh apple orchards in the country. Rich with history and surrounded by natural beauty, the property offers a rare blend of character, comfort, and opportunity. A three-story barn provides exceptional versatility, featuring an in-law suite with a hot tub that currently generates $15,000-$20,000 annually in short-term rental income. Ideal for guests or turnkey rental use, the space enhances both lifestyle and value. Enjoy peaceful days by the private pond, wander through the orchard, or take in the expansive views that define Vermont's rural beauty. The setting offers privacy, open space, and a deep sense of connection to the land. Conveniently located minutes from the villages of Bethel and Randolph, and a short drive to Woodstock, and I-89. This home is within commuting distance to Dartmouth College and Dartmouth Health, making it an ideal bedroom community for the Upper Valley. At $795,000, this orchard farmhouse with barn and pond is a rare opportunity to own a piece of Vermont's agricultural heritage, beautifully preserved, income-producing, and ready for its next chapter. See MLS Property & Listing Details & 57 images.

$1,150,000 $341 per sq.ft. Bethel VT Home »

Waterfront on River Third Branch White River
5 Beds | 5 Baths |   Total Sq. Ft. 3370  |  Acres: 92.6
Friday May 29, 2026
Description: Set along the storied banks of the White River, the historic WA Dunham Farm--also known as the Hungerford Farm--offers a rare blend of Vermont heritage, natural beauty, and modern comfort on 92.6 conserved acres. Originally built circa 1867, this extensively restored estate features nearly one mile of private river frontage with a secluded beach, perennial streams, protected woodlands, open meadows, and private walking trails--some well discovered, others waiting to be rediscovered. Along the riverbank, initials carved into the stone across the water stand as a timeless reminder of generations past. The five-bedroom, five-bath residence has been thoughtfully updated with high-efficiency systems, solar power with Tesla Powerwalls, restored wide pine flooring, renovated kitchens and baths, and a dramatic great room with vaulted ceilings and walls of glass overlooking the landscape. Outside, enjoy formal perennial gardens, orchards, a fenced vegetable garden with greenhouses, extensive stone patios and walls, an outdoor Finnish sauna, hot tub, gazebo, and a private retreat adjoining a regulation half basketball court. Protected by Vermont Land Trust, this extraordinary property offers unmatched privacy, recreation, and legacy ownership just minutes from Bethel Village. See MLS Property & Listing Details & 59 images.

$279,000 $162 per sq.ft. Bradford VT Home »

Price Change! Reduced by $10,000 down 4% on August 12th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1726  |  Acres: 0.21
Tuesday Jun 16, 2026
Description: BACK ON THE MARKET DUE TO BUYER FINANCING- NO INSPECTION OR APPRAISAL ISSUES! Welcome to 217 South Pleasant Street--a move-in-ready gem perfectly situated on a quiet side street, just a short walk from downtown Bradford and conveniently close to Route 91. Sellers have meticulously maintained this home, and their care shines throughout. As you arrive, you're greeted by a charming front porch, featuring a screened-in portion that offers an inviting space for outdoor relaxation. Inside, the functional layout is designed for easy first-floor living, featuring a bedroom, a full bath, and a bright living area with hardwood flooring and a cozy pellet stove. The main level also includes a separate dining area and an updated kitchen complete with new appliances. Just off the kitchen, a spacious bonus room provides the perfect footprint for a home office or an additional living room. Large, numerous windows throughout the living spaces flood the home with natural light, creating a warm and vibrant atmosphere. While offering distinct, cozy spaces, the configuration remains ideal for hosting larger gatherings. Upstairs, you will find three additional bedrooms and another full bath. The property includes a large attached barn teeming with potential--whether you envision a workshop, extra storage, or even an accessory apartment. Outside, the substantial yard features mature landscaping and a fenced-in garden area, offering a picturesque backdrop for every season, from spring blooms to the first winter snow. With updates including a two-year-old boiler and a well-kept interior, this truly special property is ready for its next chapter. Set up your showing today! See MLS Property & Listing Details & 44 images.