$250,000 $118 per sq.ft. Brattleboro VT »

Price Change! Reduced by $20,000 down 8% on June 19th 2026
Number of Units 2   Total Sq. Ft. 2112  |  Acres: 0.15
List Date Thursday Aug 25, 2022
Description: New beginnings! Just right to live in one side, fix the other and have the tenant pay for your new lifestyle or have a family duplex and lie with extended family. the north side is vacant, needs renovation, and the south side has a tenant that will transfer with the building. Corner lot, yard, off street parking. Easy to see north unit, but otherwise a 48 hour notice to show. See MLS Property & Listing Details & 5 images.

$850,000 $129 per sq.ft. Landgrove VT »

Price Change! Reduced by $120,000 down 14% on June 19th 2026
Available Sq.Ft. 5764   Zoned Mixed Use Prop Type
List Date Friday May 9, 2025
Description: Centrally located between 3 popular ski areas and access to the Catamount Trail this property, once home to the beloved Nordic Inn, carries a rich legacy of hospitality, having once hosted a restaurant, bar, lodging and cross-country ski shop with trails. Now, thoughtfully remodeled to feature six ensuite bedrooms, luxurious spa baths, multiple fireplaces, a chef's kitchen, an all-season sunroom, and a cellar tavern/game room- all bursting with character. An additional 1040 square foot two-bedroom, two-bath guesthouse offers even more versatility. From this central location, endless experiences await: professional summer theater in Weston, upscale shopping, golf, art galleries, and dining in Manchester; downhill adventures at Bromley, Stratton, Magic, or Okemo; refreshing swims at Lowell Lake, nearby ponds and hidden swimming holes, hiking and biking trails; plus vibrant music festivals, craft fairs, and the iconic Peru Fair. Easily accessible via a paved main road, this exceptional and substantial property invites you to dream big. Two videos and floor plans are online or available. All measurements approximate. See MLS Property & Listing Details & 52 images. Includes a Virtual Tour

$875,000 $308 per sq.ft. Jamaica VT »

Available Sq.Ft. 0   Zoned R1 Prop Type
Under Contract List Date Monday Aug 25, 2025
Description: Excellent investment opportunity in a high-visibility Jamaica, Vermont location. Situated on 1.54 acres, this well-established commercial real estate location, most recently operating as a nursery and garden center, benefits from a strong customer base and prime exposure on a well-traveled route just minutes from Stratton Mountain. The sale includes the real estate with existing tenants, offering a turnkey investment property with room for future growth. In addition to the retail and nursery space, the property features two income-producing apartments, providing built-in rental revenue or owner/employee housing. With its proven profitability, year-round traffic, and strategic location near one of Vermont's premier resort destinations, this property presents significant upside for investors and entrepreneurs alike. See MLS Property & Listing Details & 20 images.

$20,000 $27 per sq.ft. Dover VT »

1 Beds | 2 Baths |   Total Sq. Ft. 754 
List Date Wednesday Jan 7, 2026
Description: Enjoy the ski-on, ski-off lifestyle, while also experiencing the luxuries of hotel amenities with this spacious valley facing quarter share unit at the beautiful Grand Summit Hotel, directly at the base of Mount Snow! This sleep 6 condo is comprised of a studio unit (unit 252) with a queen murphy bed, kitchenette, sitting area and a full bathroom. This unit adjoins a hotel unit (unit 250) with 2 queen beds and another full bathroom. This sleep 6, lockout unit is perfect for family, guests or great rental options. Enjoy both units combined as a sleep 6, or use one unit, while renting out the other! Use it,Rent it, Trade it with 13 weeks of usage, you'll enjoy plenty of year round time. Benefits of Grand Summit ownership include the best ski in/out mountain location available, use of the Grand Summit amenities including valet parking, owners lounge, private owners library, full service spa with saunas hot tubs and outdoor heated pool, private owners only locker rooms for year round storage of your ski or golf equipment. Discounts on food and retail. A favorite owners perk is "Space A" which gives you the possibility of staying in the hotel even when it is not your ownership time at a discounted rate...just pay house keeping fees! If you'd like to travel the world, utilize the affiliation with RCI and Interval International. See MLS Property & Listing Details & 24 images.

$198,000 | 54 Acres | Price Per Acre $0 Bennington VT LAND FOR SALE ON POND UNNAMED »

Price Change! Reduced by $22,000 down 11% on July 15th 2026
Ft. of Waterfront
Acres 54   
List Date Thursday Mar 26, 2026
Description: Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond, perfect as a future homestead centerpiece, with your home set back just beyond the pond. Good access via a paved, town-maintained road leading to level Class IV gravel frontage (gravel portion is not plowed or maintained by the town - 400+/- ft). A gate is currently in place, but the town will remove or relocate upon request. Essential utilities are highly accessible: town water runs along the frontage with confirmed adequate pressure for development, while power and high-speed cable internet sit just 250 feet west. State mapping indicates favorable conditions for a wastewater system and a previous purchaser performed soils test indicating a 6-bedroom residential mound system but opted not to purchase; they wanted a home much closer to the road, where the State maps indicate a small wetland. This should be easily avoidable. Experience the best of both worlds - a secluded, off-the-beaten-path atmosphere with immediate access to the Route 7 corridor. You are just minutes from historic downtown Bennington's shops, dining, and the iconic Bennington Battle Monument. For outdoor lovers, enjoy proximity to the Green Mountain National Forest and premier skiing at Mount Snow and Stratton. Whether dreaming of an expansive recreational haven or a brilliant investment opportunity, this versatile acreage is ready for your vision. See MLS Property & Listing Details & 60 images.

$224,000 $183 per sq.ft. Village of Bennington in Town of Bennington VT »

Price Change! Reduced by $13,700 down 6% on July 7th 2026
Number of Units 2   Total Sq. Ft. 1222  |  Acres: 0.09
List Date Thursday Apr 30, 2026
Description: This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a variety of living arrangements to suit your needs. Whether you choose to enjoy it as a spacious two-story single family residence with a luxurious upstairs primary suite and kitchenette, use it as an owner-occupied property with a rental unit to help offset your mortgage, or maximize rental income with separate 1-bedroom and 2-bedroom units, this property is designed to adapt to your lifestyle. Each unit is equipped with independent Utilities, ensuring privacy and convenience. The estimated monthly rental income ranges from $2,200 to $2,600, based on current market conditions. Located in a tranquil village neighborhood, within walking distance of downtown Bennington's vibrant shops and restaurants, and just two blocks from Southwestern Vermont Medical Center. The iconic Elm Street Market is close by, while Bennington College is only a short four-mile drive away. Recent renovations include fresh paint and new flooring throughout, creating a modern and inviting atmosphere. The downstairs living room features a passthrough countertop to the eat-in kitchen, enhancing the open-concept design. All kitchen cabinets and appliances are brand new. Upstairs, the apartment boasts a bright and airy open kitchen with kitchen island storage, and a picture window overlooking a deep backyard and a scenic brook, a tributary of the Walloomsac River. The large carpeted bedroom and full bathroom face the front of the house, providing comfort and privacy. Both furnaces have recently received new hot water mixing valves and have been professionally inspected and serviced, ensuring reliable performance. The property also offers two off-street parking spaces in front, with ample additional street parking available for guests. This charming home blends modern amenities with a desirable location, making it an exceptional opportunity for buyers seeking versatility and value. See MLS Property & Listing Details & 14 images.

$245,000 $114 per sq.ft. Brattleboro VT »

Number of Units 2   Total Sq. Ft. 2148  |  Acres: 0.12
List Date Tuesday May 12, 2026
Description: 69 Grove Street is a pleasant 2 unit home just a short walk from vibrant downtown. Each unit features 2 bedrooms, bath, living room and kitchen with wide board flooring and replacement windows. The first floor unit has a covered front porch, pantry and W&D hookups in the basement. The second floor apartment has an additional room (office), W&D hookups, decking and a rear staircase. Recent improvements include a new boiler, full attic insulation and new oil tanks. Tenant pays for Heat, Electric, Water & Sewer. See MLS Property & Listing Details & 2 images.

$695,000 Woodstock VT »

Price Change! Reduced by $55,000 down 8% on June 5th 2026
Available Sq.Ft. 0   Zoned Res/Comm Prop Type
List Date Wednesday May 20, 2026
Description: Excellent opportunity for high visibility retail or office space on Rt 4 coming into town, combined with a separate efficiency/studio apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) in this commercial condo assocation. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4. See MLS Property & Listing Details & 30 images.

$510,000 $366 per sq.ft. Woodstock VT »

2 Beds | 3 Baths |   Total Sq. Ft. 2091 
Under Contract List Date Tuesday May 26, 2026
Description: Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely landscaped grounds . The bright living room complete with wood burning fireplace steps down to a lovely kitchen with dining area .Walk out through double sliding doors onto a private deck for one of two outdoor living spaces. There is an office/den as well as a powder room on the first floor . Upstairs there are two generous sized bedrooms and a full bath. The lower room is finished into a very large family room with a woodstove, bathroom and laundry. Open the sliding doors to a patio for the second outdoor space perfect for entertaining friends or a quiet space to relax. The location is only a few minutes to the center of Woodstock and a short drive to Killington. Call for a private viewing. See MLS Property & Listing Details & 60 images.