Under Contract New Listing! Bennington VT Home for sale $$180,000 $110 per sq.ft.

$180,000 $110 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1640  |  Acres: 0.84
Tuesday Jun 23, 2026
Description: Opportunity awaits at this unique property with an exceptional setting along the Walloomsac River. A true Vermont farmhouse offering three bedrooms and two bathrooms, situated on a flat, park-like lot with mature landscaping, open green space, and beautiful river frontage. The serene setting creates a peaceful atmosphere rarely found in properties with such versatile potential. A large barn provides abundant storage, workshop space, or the opportunity for a variety of future uses. Inside, the home is ready for renovation and updates, making it an ideal project for investors, entrepreneurs, or buyers looking to bring their own vision to life. The main level features a well designed layout, highlighted by a spacious eat-in kitchen, a full bathroom, and a cozy living room with a pellet stove. The front door leads to a covered porch overlooking the scenic golf course at Mount Anthony Country Club. A separate dining room and a versatile room that can serve as a bedroom, den, or home office complete the first floor. Upstairs, a generous landing provides additional living space as a family room, along with two bedrooms and a shared three-quarter bathroom. With commercial zoning already in place, the property offers flexibility for a wide range of permitted uses beyond residential living (subject to local approvals). Whether you're seeking a live/work opportunity, business location, investment property, or a charming riverside renovation project, this property combines a peaceful natural setting with outstanding potential. Bring your ideas and unlock the possibilities of this rare offering. Conveniently located near the local country club and golf course, with easy access to nearby walking trails, the property offers an appealing blend of recreation, nature, and opportunity. See MLS Property & Listing Details & 42 images.

New Listing! Bennington VT Home for sale $$205,000 $154 per sq.ft.

$205,000 $154 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1632  |  Acres: 0.08
Friday Jul 3, 2026
Description: Experience refined living in this beautifully appointed tri-level townhouse-style condominium, ideally situated just moments from downtown, the hospital, shopping, and dining. Rich in vintage character while thoughtfully updated for modern living, this exceptional residence showcases elegant quartz and butcher block countertops, a designer tile backsplash, and striking marble flooring that create a sophisticated culinary space. An updated powder room and engineered hardwood flooring throughout further enhance the home's timeless appeal. The second level offers three well-appointed bedrooms and a tastefully renovated full bath designed with both style and comfort in mind. A walk-up attic provides abundant storage, while the partially finished lower level expands the living space with a dedicated laundry area, a versatile bonus room ideal for a home office, fitness studio, or media room, and a utility room featuring a newer heating system (2020), oil tank (2022), and upgraded 200-amp electrical service. Relax and unwind on the covered front and rear porches, and enjoy the convenience of a detached shared garage. Blending classic architectural charm with carefully curated updates, this distinguished home offers an exceptional opportunity to enjoy low-maintenance living in one of the area's most desirable and convenient locations. See MLS Property & Listing Details & 53 images.

Under Contract Bennington VT Home for sale $$219,000 $209 per sq.ft.

$219,000 $209 per sq.ft. Bennington VT Home »


Price Change! Reduced by $6,000 down 3% on June 12th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1047  |  Acres: 0.19
Sunday May 10, 2026
Description: This cute 3-bedroom, 1-bath cape offers comfortable in-town living with a fully fenced yard and recently renovated kitchen and bath. The laundry hookups are on the first floor which adds everyday convenience. Enjoy morning coffee or evening relaxation in the enclosed 3-season porch with outdoor fenced space perfect for pets, play, or gardening. The upstairs bedroom features unique built-ins that add both charm and storage. Conveniently located close to shopping, dining, recreation, and just minutes to the Bennington Recreation Center, this home combines comfort, character, and accessibility in a desirable neighborhood. See MLS Property & Listing Details & 53 images.

Under Contract New Listing! Bennington VT Home for sale $$219,900 $189 per sq.ft.

$219,900 $189 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1372  |  Acres: 1
Friday Jun 26, 2026
Description: Welcome home to this charming 3-bedroom, 2-bath split-level home nestled on a beautiful 1-acre lot with stunning mountain views. Offering the perfect blend of comfort and privacy, this home features an attached garage, a spacious layout, and a peaceful backyard ideal for relaxing or entertaining. Enjoy your morning coffee or evening sunsets from one of two decks overlooking the private yard and scenic surroundings. Connected to town sewer, this property combines the convenience of municipal services with the feel of country living. Whether you're looking for space to entertain, room to enjoy the outdoors, or simply a quiet place to call home, this property offers it all. See MLS Property & Listing Details & 18 images.

New Listing! Bennington VT Home for sale $$225,000 $140 per sq.ft.

$225,000 $140 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1608  |  Acres: 0.15
Monday Jun 22, 2026
Description: Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, formal dining room and office/study. Covered porch and patio. Privacy bushes and yard. Property is being sold "as-is". See MLS Property & Listing Details & 28 images.

$230,000 $211 per sq.ft. Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1092  |  Acres: 0.19
Thursday Nov 6, 2025
Description: Charming downtown family home with modern upgrades and timeless appeal. This beautifully updated 3-bedroom home is perfectly situated on a corner lot in the heart of downtown. Thoughtfully designed for both comfort and convenience, the home features a recently added first-floor primary bedroom and a new mudroom entry. Step inside to find gleaming newly upgraded flooring, a warm and inviting layout, and stylish updates throughout, including new kitchen and bathroom cabinetry. The bright kitchen flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. Relax on the covered front porch and enjoy your morning coffee while taking in the neighborhood atmosphere. Outside, the large detached garage offers excellent space for vehicles, hobbies, or additional storage, while solar panels help keep energy costs low. Combining the charm of downtown living with thoughtful modern improvements, this move-in ready home is one you won't want to miss. Schedule your private showing today! See MLS Property & Listing Details & 52 images.

New Listing! Bennington VT Home for sale $$230,000 $204 per sq.ft.

$230,000 $204 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1128  |  Acres: 0.17
Wednesday Jul 1, 2026
Description: Blending vintage charm with modern updates, this beautifully refreshed 3-bedroom, 2-bath home offers comfortable in-town living close to local amenities. Recent improvements include a newer roof installed just three years ago and new flooring throughout, creating a fresh and inviting atmosphere. Other additions include new kitchen appliances, furnace, and heat pump hybrid water heater, making the home incredibly efficient. The bright, open, kitchen is filled with natural light and features a sliding door leading directly to the private brick patio--perfect for outdoor dining, entertaining, or relaxing. A covered front entrance adds welcoming curb appeal, while the enclosed porch provides excellent potential as a practical mudroom entry. Upstairs, you'll find generous attic space offering abundant storage possibilities. Outside, the backyard is enhanced by a charming newly added shed complete with a screened-in section, creating an ideal retreat for hobbies, gardening, or enjoying warm summer evenings. This move-in-ready home combines character, functionality, and modern convenience. See MLS Property & Listing Details & 48 images.

New Listing! Bennington VT Home for sale $$265,000 $157 per sq.ft.

$265,000 $157 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1688  |  Acres: 0.26
Saturday Jul 11, 2026
Description: Welcome to this 3 bedroom, 1.5-bath Cape style home located in a planned commercial zone. Offering 1,688 square feet of well-designed living space on a manageable 0.26-acre lot, this inviting residence is perfect for comfortable family living. Offers beautiful hardwood floors gracing the upstairs bedrooms, as well as the spacious living and dining rooms--ideal for gathering with loved ones. The sunroom provides a bright and tranquil spot to relax or enjoy morning coffee, while the two-car garage ensures plenty of space for vehicles and storage. See MLS Property & Listing Details & 29 images.

Under Contract Bennington VT Home for sale $$269,000 $177 per sq.ft.

$269,000 $177 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1934  |  Acres: 0.82
Saturday Apr 18, 2026
Description: WOW CHECK OUT THIS Country Cutie on the edge of town. The home has been updated while keeping the period Charm. Large level nicely landscaped yard enclosed by hedges. The lager living room has a fireplace with insert and lots of built-ins. The walkout basement has a large room that has been used as a bedroom with a stone fireplace and a half bath in the heated workshop area. The septic was just serviced. See MLS Property & Listing Details & 60 images.

Under Contract Bennington VT Home for sale $$274,900 $227 per sq.ft.

$274,900 $227 per sq.ft. Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1210  |  Acres: 0.15
Sunday May 17, 2026
Description: Beautifully updated Cape-style home nestled in a quiet, sought-after neighborhood with picturesque views of Mount Anthony. Full of charm and character, this move-in-ready home perfectly blends comfort, style, and convenience. Tucked away on a dead-end street, it's ideally located near SVMC hospital, public transportation, scenic hiking trails, and Bennington's vibrant Main Street, which offers shops, restaurants, and year-round community events. The main level features a spacious great room with beautifully refinished hardwood floors (2024), an updated kitchen with new cabinetry, butcher block countertops, and new appliances (refrigerator and dishwasher, 2024), along with a convenient first-floor bedroom and a full bath with a beautifully tiled shower surround. Upstairs, you'll find two additional bedrooms with ample storage, including charming custom hallway built-ins that add both timeless character and functionality. The full basement provides excellent potential for additional living space, with one side open and ready to be finished, while the other is currently configured as a workshop/hobby area along with the laundry and mechanical systems. Step outside onto the expansive 20ft x 15ft back deck and take in the scenic mountain views--the perfect setting for relaxing or entertaining guests while overlooking the backyard. The yard offers ample space to enjoy without being overwhelming to maintain, providing the perfect balance of open outdoor living and easy upkeep. It's a blank canvas ready for new owners to add their own gardens, landscaping, and personal touches to truly make it their own. Additional recent upgrades include a 200-amp electrical panel (2024), a heat pump hot water heater (2024), foam insulation throughout with new sheetrock upstairs following insulation (2023), seamless edge gutters (2024), and a complete interior repaint in 2024.  Truly move in condition and ready for its new owners to start making their own memories. See MLS Property & Listing Details & 31 images.

$275,000 $205 per sq.ft. Village of Bennington in Town of Bennington VT Home »


Price Change! Reduced by $20,000 down 7% on May 18th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1344  |  Acres: 0.25
Thursday Apr 16, 2026
Description: This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, you'll enjoy plenty of room for outdoor activities and relaxation, all while listening to the soothing sounds of a nearby babbling brook. The home is well maintained and located at the edge of town, providing easy access to amenities yet offering a peaceful back deck. Featuring replacement windows for energy efficiency, a paved driveway, and ample yard space, this property is ideal for anyone seeking extra room to play and entertain. Sidewalks and streetlights make evening strolls safe and pleasant, and the proximity to downtown ensures you're close to shopping, dining, and public transportation. For outdoor enthusiasts, the location is unbeatable: just 10 minutes from Prospect Ski Area, 30 minutes to Mt. Snow, 45 minutes to Albany Airport, 3 hours to New York City or Boston, and 2 hours to Hartford. This home is ready for your finishing touches to make it truly your own. See MLS Property & Listing Details & 45 images.

Under Contract Bennington VT Home for sale $$275,000 $205 per sq.ft.

$275,000 $205 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1526  |  Acres: 0.21
Thursday Apr 30, 2026
Description: Welcome to this lovely Colonial home, formerly a charming carriage house, nestled in one of Bennington's most desirable walkable neighborhoods. Offering over 1,500 square feet of inviting living space, this well maintained home features 3 bedrooms, 2 bathrooms, and a versatile bonus room perfect for a home office or potential fourth bedroom. Inside, you'll find beautiful wood floors and trim, rustic beams, and newly installed plush carpeting. The sunny interior is filled with natural light thanks to large windows that flood the home with brightness. The kitchen offers stainless steel appliances direct access to the back deck. Updated bathrooms and ample closet space blend modern convenience with the timeless charm of the home. Step outside to enjoy the beautifully landscaped yard, complete with a newly painted deck ideal for entertaining and gatherings, as well as stunning mountain views. The level, usable yard offers plenty of space for outdoor enjoyment, room for a garden, and a large paved driveway accommodates up to six vehicles. A generously sized shed offers perfect storage for your outdoor items. Additional highlights include low-maintenance vinyl siding, replacement tilt-out windows for easy cleaning, and an updated metal roof. In the basement you will find a finished rec room, laundry area and extra storage with peg wall for your tools and a sump pump. Connected to town water and sewer, this home offers added ease of maintenance. Enjoy the peace and comfort of this quiet neighborhood while being just minutes from the hospital, shopping, and vibrant downtown Bennington. An hour from Albany International Airport, close to all Southern Vermont and the tri-state area has to offer. A true gem in the heart of town--you won't want to miss this one! See MLS Property & Listing Details & 34 images.

$279,000 $198 per sq.ft. Village of North Bennington in Town of Bennington VT Home »


Price Change! Reduced by $20,000 down 7% on June 6th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1408  |  Acres: 0.25
Friday May 8, 2026
Description: Nestled in the heart of the charming North Bennington community, this lovingly maintained 3 bedroom, 1.5 bath home is ready for its next chapter. Recently refreshed with newly painted interiors, rejuvenated floors, updated electrical, a recently repointed foundation, and repointed chimney, this home blends classic character with thoughtful updates throughout. Enjoy the convenience of first floor laundry, a beautiful front porch perfect for morning coffee or evening cocktails, and a private backyard ideal for entertaining, gardening, or simply relaxing while still enjoying the benefits of in town living. Owned and cherished by the same family for many years, this property has been exceptionally cared for and offers too many updates to count. From the inviting turquoise staircase to the unique character and charm found throughout the home, every corner tells a story. Take a stroll to local coffee shops, dinner spots, and community events, or enjoy hearing music drifting from the nearby Park-McCullough concert series on summer evenings. This home offers the perfect balance of neighborhood living, privacy, and small town charm. A true North Bennington gem full of warmth, character, and uniqueness this is a must see property. Call today for your private showing. This one will not last long! See MLS Property & Listing Details & 33 images. Includes a Virtual Tour

Under Contract Bennington VT Home for sale $$295,000 $107 per sq.ft.

$295,000 $107 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 2753  |  Acres: 3.2
Friday May 15, 2026
Description: Discover the charm and potential of this one-of-a-kind mid-century home, offered for sale for the first time. Set on 3.20 private acres with mature, lush landscaping, this spacious property offers a peaceful and serene setting while remaining conveniently close to shopping, schools, restaurants, and the hospital. Originally built in 1964, the home has grown through multiple additions over the years, creating a distinctive layout filled with character and generous living space. Offering 3 bedrooms, 2 full bathrooms, multiple porches, and two sunrooms, this home provides endless possibilities for comfortable living, entertaining, or creating your own private retreat. Additional features include a Buderus furnace and a generator with its own dedicated propane tank, offering comfort and peace of mind year-round. Ready for its next chapter, the property will benefit from some TLC to restore its warmth and beauty. Whether you're looking for a full-time residence or a weekend escape, this special home presents a wonderful opportunity to make it your own. Ideally located just 3 hours from NYC and Boston, and only 45 minutes from Albany International Airport, this rare offering combines privacy, convenience, and timeless appeal. Come explore the possibilities and bring new life to a home ready to be loved again. See MLS Property & Listing Details & 48 images.

Under Contract Bennington VT Home for sale $$299,000 $242 per sq.ft.

$299,000 $242 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1496  |  Acres: 1.95
Thursday May 7, 2026
Description: Set on a spacious lot and move-in ready raised ranch offers major updates, flexible living space, and excellent value. Recent improvements include a brand-new septic system, new roof, beautifully renovated kitchen, and new deck -- giving buyers peace of mind and modern comfort from day one. The versatile lower level provides additional finished space ideal for a home office, family room, guest area, gym, or hobby space, offering flexibility to fit today's lifestyles. The raised ranch layout provides separation between living and recreation spaces while maintaining an open, functional flow upstairs. Solar panels help offset energy costs and are currently leased; the new owner may choose to continue the lease or have the system removed. Conveniently located with easy access to Manchester, this home offers a great balance of country living and accessibility to shopping, dining, recreation, and everyday amenities. Enjoy outdoor living, updated systems, and a location close to downtown Bennington and Southern Vermont attractions. See MLS Property & Listing Details & 15 images.

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