$190,000 $86 per sq.ft. Bennington VT Home »


Price Change! Reduced by $20,000 down 11% on August 24th 2026
5 Beds | 2 Baths |   Total Sq. Ft. 2200  |  Acres: 5.54
Friday Jul 3, 2026
Description: Invest in the potential with this unique split-level ranch and guest house. This property presents an exceptional opportunity for anyone looking to roll up their sleeves and bring a property back to life. Set on expansive acreage surrounded by peaceful woodlands, the property offers a tranquil rural setting while remaining just a short drive from town amenities. The main residence features three bedrooms and one bathroom, with a practical layout flowing from the kitchen into the dining area and living room. A rear deck overlooks the wooded landscape, providing a peaceful spot to enjoy the surrounding natural setting. The detached guest house offers two bedrooms, one bathroom, and a kitchen area, creating potential for a separate living space, guest quarters, multi-generational living, or rental income. The property offers flexibility and plenty of possibilities for those willing to put in the work. With its acreage, privacy, two separate living structures, and versatile layout, this property offers tremendous potential for the right buyer. Bring your vision, tools, and imagination and transform this property into something truly special. See MLS Property & Listing Details & 59 images.

Under Contract New Listing! Village of Bennington in Town of Bennington VT Home for sale $$199,900 $177 per sq.ft.

$199,900 $177 per sq.ft. Village of Bennington in Town of Bennington VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1132  |  Acres: 2.17
Monday Aug 24, 2026
Description: Discover the potential of this charming 3-bedroom, 1-bath cabin situated on 2.17 private acres. Offering a peaceful and secluded setting while still conveniently located close to town, this property provides the best of both worlds. The property also includes a barn, providing additional space for storage, hobbies, or other possibilities. The home is served by an existing well and septic system, and all contents currently in the house and garage will remain with the property. Whether you're looking for a year-round home, a quiet getaway, or a property to make your own, this cabin offers plenty of potential in a private setting. See MLS Property & Listing Details & 59 images.

$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.

$209,000 $185 per sq.ft. Village of North Bennington in Town of Bennington VT Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1127  |  Acres: 0.23
Tuesday Apr 14, 2026
Description: Charming home in the heart of the Village of North Bennington, set on a beautiful village lot and offering solid bones with great potential. This well-maintained property features 4 bedrooms and a 3/4 bath, along with a first-floor bonus room. Wood floors lie beneath the carpet, ready to be revealed. Laundry hookups are in place for added convenience. Some updates are needed, providing an excellent opportunity to add your own finishing touches and build equity in a highly desirable location. Enjoy true village living with walkable access to cafés, restaurants, and trails, plus close proximity to Lake Paran and the Park-McCullough House. School choice at the elementary level adds flexibility. Just minutes to downtown Bennington for additional shopping, dining, and amenities, with easy access to multiple ski destinations. Conveniently located approximately one hour to Albany International Airport and about three hours to NYC and Boston. A rare opportunity to own in one of North Bennington's most sought-after settings. See MLS Property & Listing Details & 30 images.

$209,900 $195 per sq.ft. Bennington VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1075  |  Acres: 0.08
Wednesday Apr 29, 2026
Description: Charming two-bedroom, one-bath bungalow located just outside of Bennington. This inviting home features beautiful hardwood floors throughout, a spacious kitchen with a dedicated dining area, a comfortable living room, and a versatile office or study perfect for a variety of needs. Enjoy the convenience of main-level laundry and relax in the cozy three-season porch. Additional highlights include a large garage with an attached storage shed and ample paved parking. See MLS Property & Listing Details & 27 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.

Under Contract 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.

Under Contract Bennington VT Home for sale $$232,500 $147 per sq.ft.

$232,500 $147 per sq.ft. Bennington VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1582  |  Acres: 0.29
Thursday Jul 23, 2026
Description: You can make this home your own! With a little TLC, this charming 3 bedroom, 2 bath, Cape has the potential to become the perfect home. Featuring a large, level yard, a two-car, detached garage, with attached outdoor room, mudroom to the kitchen, wood floors, fireplace (condition unknown) and with this central location, it offers endless possibilities. Whether you are looking to renovate, personalize, or invest, this is a fantastic opportunity to create your vision. Close to downtown, schools, skiing, shopping and a short ride to Albany NY and Williamstown, MA. Next to most everything you will need. See MLS Property & Listing Details & 22 images.

Under Contract Bennington VT Home for sale $$250,000 $171 per sq.ft.

$250,000 $171 per sq.ft. Bennington VT Home »


Price Change! Reduced by $10,000 down 4% on August 5th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1458  |  Acres: 0.25
Tuesday Jul 21, 2026
Description: Set on a 0.25-acre corner lot, this classic 4-bedroom home offers the space, character, and friendly atmosphere that make Elm Street so appealing. Sidewalks invite evening strolls and dog walks, neighbors gather on their porches, and it's a favorite destination for trick-or-treaters each Halloween. Next to the Elm Street Market, one block from Southwestern Vermont Medical Center, and close to downtown restaurants, theater, and parks, the location is exceptionally convenient while still feeling like a true residential neighborhood. Inside, generous rooms, abundant natural light, hardwood floors, wide moldings, and original architectural details give the home warmth and personality. The spacious living room offers flexibility for gathering, relaxing, or creating multiple seating areas, while the adjoining dining room provides an inviting setting for everyday meals and entertaining. The bright kitchen features abundant wood cabinetry, generous counter space, a farmhouse-style sink, gas range, and direct access to the rear deck. Upstairs are four bedrooms and a full bath, offering ample flexibility for household needs, guests, a home office, or creative space. The primary bedroom includes two closets, and each bedroom has a ceiling fan and overhead light. The full basement houses the laundry and utilities, provides useful storage, and includes an additional toilet. There's a hot air furnace, Rinnai water heater, 100-amp panel, and town water/sewer. Outside, the rear deck overlooks the lawn, established garden beds, and a partially fenced area. A detached one-car garage adds convenient parking, storage, or workshop potential. The home is comfortable and offers a strong foundation. Exterior painting and porch restoration will be up to the next owner, creating an opportunity to refresh the property, make it their own, and build equity over time. With its gracious proportions, original charm, outdoor space, and exceptional location, 301 Elm St is ready for its next chapter. See MLS Property & Listing Details & 39 images.

$150,000 $110 per sq.ft. Bethel VT Home »


Price Change! Reduced by $22,900 down 15% on July 29th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1359  |  Acres: 1.6
Wednesday Apr 15, 2026
Description: Property being sold "AS IS". New State approved septic system is scheduled to be installed within the next month. Located in quaint E. Bethel Village, this 1825 farmhouse offers an opportunity to finish to your taste. See MLS Property & Listing Details & 16 images.

Under Contract Bethel VT Home for sale $$190,000 $184 per sq.ft.

$190,000 $184 per sq.ft. Bethel VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 1032  |  Acres: 6.8
Tuesday Jul 14, 2026
Description: Escape to your own private Vermont retreat! Nestled on approximately 6.8± acres in the scenic hills of Bethel, this charming 2-bedroom A-frame offers the perfect opportunity for those dreaming of a homestead or peaceful country getaway. The yard provides plenty of space for gardens, animals, and outdoor living, while the existing barn is ready to be transformed into a home for goats, chickens, or other small livestock. A major improvement has already been completed with a brand-new well installed in 2024, producing an impressive up to 12 gallons per minute. Inside, the home is ready for your finishing touches, giving you the chance to renovate and customize it into the Vermont home you've always envisioned. Whether you're looking to create a self-sufficient homestead, a weekend escape, or a full-time residence surrounded by nature, this property is full of potential and waiting for your vision to bring it to life. See MLS Property & Listing Details & 26 images.

Under Contract Brandon VT Home for sale $$170,000 $117 per sq.ft.

$170,000 $117 per sq.ft. Brandon VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1450  |  Acres: 0.77
Monday Nov 3, 2025
Description: Classic Vermont Farmhouse with Room to Grow! Bring your vision to this solidly built 3-bedroom, 1-bath farmhouse on a 0.77-acre sloping lot just minutes from downtown Brandon. Built circa 1900, this home has great bones and is just waiting for a full cosmetic and systems update, perfect for a handy buyer looking to create equity and charm. A long-lasting metal roof, and propane hot water baseboard heat provide a solid foundation for your improvements. The two upstairs bedrooms have new sheetrock and there's a new floor in the hallway. The property includes a small barn ideal for storage, workshop, or hobby space, and there's room for gardens or outdoor living. Tucked on a quiet, wooded lot that feels private and rural, yet only five minutes to Brandon's restaurants, shops, and art galleries. Enjoy nearby recreation including skiing, biking, snowmobiling, hiking, golf, and swimming all within easy reach. A wonderful opportunity to restore a true Vermont farmhouse. See MLS Property & Listing Details & 22 images.

Under Contract Brandon VT Home for sale $$199,000 $183 per sq.ft.

$199,000 $183 per sq.ft. Brandon VT Home »


Price Change! Reduced by $31,000 down 16% on July 27th 2026
3 Beds | 1 Baths |   Total Sq. Ft. 1568  |  Acres: 0.19
Thursday Jun 4, 2026
Description: Welcome to the heart of Brandon, one of Vermont's most charming and picturesque small towns. Perfectly situated within walking distance to local dining, breweries, unique shops, and the vibrant scene, this property offers the ideal blend of convenience and community. Brandon's family-friendly atmosphere truly comes alive throughout the year, especially during the popular summer concert series and community events. Outdoor enthusiasts will appreciate the abundance of nearby recreation, including hiking, biking, golf, fishing, skiing, and other winter activities, all just a short drive away. Inside, you'll find thoughtful updates that enhance both comfort and style, including updated flooring, new windows, and a recently renovated bathroom. The home offers excellent storage options with an additional room at the rear of the property as well as a spacious barn, providing plenty of room for hobbies, equipment, or seasonal items. Whether you're looking for a primary residence, or a Vermont getaway, this property is ready to welcome its next owner. Easy to show and ready for immediate enjoyment! See MLS Property & Listing Details & 26 images.

Under Contract Brandon VT Home for sale $$230,000 $141 per sq.ft.

$230,000 $141 per sq.ft. Brandon VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1630  |  Acres: 0.8
Wednesday Jul 22, 2026
Description: Nestled on a spacious 0.8-acre lot in the heart of Brandon, Vermont, this 3-bedroom, 2-bath home is full of character and ready for its next chapter. While the property could benefit from some TLC, it offers timeless charm with beautiful original details throughout, including stunning built-in cabinetry that showcases the home's craftsmanship and history. On the first floor, in addition to a large eat in kitchen, pantry, separate dining room and living room, are two more bonus rooms! One could easily be used as a 4th bedroom and other could be used as a large home office, kids play room or craft room. Outside, you'll find a partially fenced yard offering space for pets, gardening, or outdoor entertaining. The rustic barn is a standout feature, complete with two attached carports and a full standing second floor, providing endless possibilities for storage, a workshop, hobbies, or future creative use. Conveniently located just minutes from shopping, restaurants, and public transportation, this property combines small-town charm with everyday convenience. Whether you're looking to restore a classic Vermont home or invest in a property with incredible potential, this is an opportunity you won't want to miss. See MLS Property & Listing Details & 29 images.

New Listing! Brattleboro VT Home for sale $$182,000 $163 per sq.ft.

$182,000 $163 per sq.ft. Brattleboro VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1114  |  Acres: 0.27
Wednesday Aug 5, 2026
Description: Cute as a button! Everyone knows this home painted as pretty as a picture, on the corner lot at the foot of Union Hill. The owners over the years have landscaped and created a magical setting........walk to downtown, coop and the MOOVER! Previous owners did a amazing renovation after Irene. An intown, affordable, vintage home with lots of character. 48 hour notice please in respect of the tenants. No interior photos to respect tenants privacy. See MLS Property & Listing Details & 4 images.

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