$359,900 $308 per sq.ft. Barre Town VT Condo »


Price Change! Reduced by $15,000 down 4% on July 9th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 1168 
Listed on Tuesday Jun 16, 2026
Description: Prime location in Wildersburg Common!! A move-in ready, well-maintained 2-bedroom, 2-bath condo offering the ease and convenience of single-level living in a desirable setting. Perfectly positioned as an end unit on the outside of the circle, this home provides added privacy and a peaceful atmosphere. Inside, you'll find a comfortable and functional layout designed for effortless living. The home has been well cared for and thoughtfully maintained, making it truly ready for its next owner to move right in. Step outside to your private back deck, where you can relax and enjoy the piece and quiet, creating the perfect backdrop for morning coffee or evening meal. Need extra space? The full basement offers abundant storage and excellent potential for future expanded living space, giving you flexibility to grow or customize to fit your needs. See Listing Details & 30 images.

Under Contract Barre Town VT Condo for sale $374,900 $288 per sq.ft.

$374,900 $288 per sq.ft. Barre Town VT Condo »

3 Beds | 2 Baths |   Total Sq. Ft. 1300 
Listed on Tuesday Jul 7, 2026
Description: Welcome to the convenience and comfort of single-level living in a desirable Barre Town location, high above the flood zone. This move-in ready home offers 1,300 SF featuring 3 bedrooms and 2 bathrooms, including a spacious primary suite with a walk-in closet. The open-concept living, dining, and kitchen area creates the perfect space for everyday living and entertaining, while first-floor laundry adds to the home's practicality. A large attached garage provides ample room for vehicles, storage, and hobbies. Whether you're looking for your first home, downsizing, or simply seeking the ease of one-level living in a convenient location close to shopping, schools, and local amenities, this well-maintained home is ready for you to move right in and enjoy. See Listing Details & 32 images.

$435,000 $318 per sq.ft. Barre Town VT Condo »

3 Beds | 2 Baths |   Total Sq. Ft. 1369 
Listed on Friday Jul 17, 2026
Description: Welcome to 75 Ivan Drive in Barre Town, an inviting home offering comfortable everyday living with the convenience of being close to local amenities, schools, and commuter routes. Inside, you'll find a functional layout with bright living spaces, a practical kitchen/dining area, and flexible rooms that can adapt to your needs (home office, guest space, hobby room, etc.). Enjoy outdoor living with a yard that's ideal for relaxing, gardening, or entertaining. Whether you're looking for your first home, a place to downsize, or a smart move into Barre Town, 75 Ivan Drive is worth a closer look. Schedule your showing today and see how easily this home can fit your lifestyle. Broker interest in property. See Listing Details & 34 images.

$135,000 $142 per sq.ft. Bennington VT Condo »


Price Change! Reduced by $4,900 down 4% on July 29th 2026
2 Beds | 2 Baths |   Total Sq. Ft. 948 
Listed on Wednesday Jun 24, 2026
Description: Townhouse style condo on the north side of Nathaniel court. Living room, kitchen, and half bath downstairs. Upstairs is the full bath with laundry and 2 bedrooms. No pets allowed. See Listing Details & 14 images.

New Listing! Bennington VT Condo for sale $169,900 $207 per sq.ft.

$169,900 $207 per sq.ft. Bennington VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 819 
Listed on Tuesday Jul 28, 2026
Description: Enjoy easy first-floor, one-level living in this two-bedroom, one-and-a-half-bath condominium in Bennington's Nathaniel Court community. The comfortable layout features an open living and dining area, a functional brand-new stainless steel kitchen appliances, laminate flooring, and plenty of natural light throughout. Both bedrooms offer inviting spaces, while the in-unit washer and dryer add everyday convenience. Association services include landscaping, snow removal, and trash removal, providing a low-maintenance lifestyle. Sidewalks and a location close to downtown Bennington make it easy to access local shops, restaurants, cultural attractions, and other area amenities. Whether you are purchasing your first home, downsizing, or looking for a convenient Vermont getaway, this well-located condo is ready to welcome its next owner. See Listing Details & 15 images.

$179,000 $121 per sq.ft. Bennington VT Condo »


Price Change! Reduced by $20,000 down 11% on July 19th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 1485 
Listed on Wednesday May 20, 2026
Description: Welcome to easy living at Nathaniel Court! This spacious and light-filled tri-level condo offers the perfect blend of comfort, flexibility, and convenience in the heart of Bennington. Privately situated in a standalone building at the edge of the development, this well-maintained 3BR, 3BA home features generous living spaces, abundant natural light, and dedicated parking. A rare opportunity to own a large condo unit with the space and versatility of a single-family home, paired with the ease of low-maintenance living. The main living level boasts an open-concept kitchen, dining, and living area ideal for entertaining, along with a half bath with laundry, a spacious bedroom with en-suite bath, and an additional bedroom. The third floor serves as a stunning private retreat featuring a second primary en-suite, skylights, and flexible bonus space perfect for a home office, library, exercise area, or cozy reading nook. Just minutes from downtown Bennington's shops, restaurants, recreation, and cultural attractions, this move-in ready condo offers low-maintenance living without sacrificing space or style. A truly unique offering in a highly convenient location! See Listing Details & 27 images.

Under Contract Bennington VT Condo for sale $179,000 $170 per sq.ft.

$179,000 $170 per sq.ft. Bennington VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1056 
Listed on Thursday Jun 18, 2026
Description: Looking for easy, low maintenance living in a location that puts everything within reach? This inviting first floor condo offers comfort, convenience, and affordability all in one package. Featuring two bedrooms, a bright and welcoming living room filled with natural light, a spacious kitchen with generous counter space, ample storage, and the convenience of having your kitchen, bathroom, laundry, bedrooms, and living areas all on one level. Step outside to the additional sitting area, perfect for a reading nook, or cozy retreat, and enjoy the peaceful sounds of the nearby brook just outside. The beautifully maintained grounds add to the appeal, and the condo association takes care of the work for you. Landscaping, snow removal, and trash service are all included, allowing you more time to enjoy life and less time worrying about maintenance. Whether you're searching for your first home, looking to simplify your lifestyle, seeking a weekend getaway close to skiing and outdoor recreation, or wanting the ease of first-floor living, this condo offers endless possibilities. Enjoy being just minutes from downtown restaurants, coffee shops, the library, shopping, and local amenities while still having a peaceful place to call home. Affordable opportunities like this don't come along often. Move in, make it your own, and start enjoying all the benefits of convenient condo living. Schedule your showing today! See Listing Details & 19 images.

$250,000 $137 per sq.ft. Bennington VT Condo »


Price Change! Reduced by $49,900 down 20% on June 16th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1824 
Listed on Monday May 11, 2026
Description: Located in the desirable Jennings Brook community, this condominium offers a wonderful opportunity to add your own personal touches while enjoying a convenient Bennington location. The spacious living room features a cozy fireplace, beautiful built-ins, and abundant natural light, while the large dining room provides an ideal setting for gatherings and entertaining. The foyer is currently used as a home office, adding flexible living space to fit today's lifestyle. The main level includes a first-floor bedroom and ¾ bath, along with a sunroom perfect for relaxing and enjoying the surroundings. Upstairs are two additional bedrooms, including the primary suite, plus a large storage area. This home does need a little TLC, including some carpet and paint updates, but offers tremendous potential and great bones. Additional features include an attached one-car garage and a large back deck for outdoor enjoyment. Conveniently located within walking distance to downtown, the hospital, and the monument, this condo is a fantastic opportunity to make it your own. See Listing Details & 29 images.

Under Contract Bennington VT Condo for sale $350,000 $294 per sq.ft.

$350,000 $294 per sq.ft. Bennington VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1190 
Listed on Thursday May 21, 2026
Description: Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck--perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner. See Listing Details & 4 images.

$379,000 $318 per sq.ft. Bennington VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 1190 
Listed on Thursday Mar 26, 2026
Description: Brand new 2026 construction offering the ease of single-level living with thoughtful, ADA-compliant design throughout. This energy-efficient home features 2 bedrooms and 2 full bathrooms, including a well-designed primary suite, plus convenient in-unit laundry. Custom Kitchen with granite countertops, custom tile shower unit. The open-concept layout is highlighted by a spacious kitchen and a cathedral ceiling that brings in abundant natural light and an airy feel. Enjoy year-round comfort with radiant heat throughout and efficient mini-split heat pumps. Step outside to a private back deck: perfect for relaxing or entertaining. A one-car attached garage adds convenience and additional storage. Located in a well-maintained and welcoming HOA, this property offers excellent walkability to nearby amenities, making it ideal for a variety of lifestyles. Listing agent is owner. See Listing Details & 4 images.

Under Contract Brattleboro VT Condo for sale $139,000 $235 per sq.ft.

$139,000 $235 per sq.ft. Brattleboro VT Condo »


Price Change! Reduced by $20,000 down 14% on June 3rd 2026
1 Beds | 1 Baths |   Total Sq. Ft. 592 
Listed on Tuesday Mar 31, 2026
Description: Welcome to the effortless existence of condominium life with the rare addition of uniqueness. How nice to own a home while splitting the expenses with two other condo owners. Park in your driveway and follow a pretty stone path to your first-floor sanctuary. This efficient 592 sq ft space offers an open kitchen, dining area with a washer and dryer, living room, one bedroom, and a full bath. Share the lovely gardens and enjoy your spacious covered porch. It is heated and air-conditioned with a highly efficient, state-of-the-art heat pump, ensuring comfort in every season. The location is ideal, offering close proximity to several access points for the retreat trails, including an extensive system of hiking trails, with the closest at the nearby Chestnut Reservoir. Very short walk to downtown. The home owners fee is $170.00/month. See Listing Details & 25 images.

$149,900 $219 per sq.ft. Brattleboro VT Condo »


Price Change! Reduced by $9,600 down 6% on June 2nd 2026
1 Beds | 1 Baths |   Total Sq. Ft. 685 
Listed on Monday Mar 30, 2026
Description: Move right in! This condo has had some updates to include new scratch resistant vinyl plank flooring, new bathroom vanity, new kitchen range and freshly painted interior. Located in a prime location with quick, easy access to I91 and a stones throw to the Whetstone Brook, Farmers Market and Living Memorial Park. Shared basement with assigned storage space. Association fees include heat, water/sewer, landscaping and more. See Listing Details & 15 images.

Under Contract Brattleboro VT Condo for sale $189,000 $196 per sq.ft.

$189,000 $196 per sq.ft. Brattleboro VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 966 
Listed on Thursday Jun 18, 2026
Description: DESIRABLE END UNIT! Why rent when you can buy- giving you peace of mind, an opportunity for stability and building equity. Maybe you are a first-time homebuyer? Or someone who wants to downsize from a bigger house and time-consuming yard chores and projects to a simpler life. An investor? Enjoy easy, affordable, and low-maintenance living in this sweet two-bedroom, 1.5 bath townhouse. Storage space in the attic! Conveniently located 1/2 mile to downtown Brattleboro's Main Street, the food Co-op, the new Brattleboro train station and museum, and lots of fun shops and diverse restaurants. Association amenities: a fabulous in-grown pool, pickleball/tennis court. HOA dues include lovely landscaping, master insurance policy, plowing, snow-removal, and trash. A delightful community of neighbors in a very pretty setting. Sale is contingent on Sellers finding suitable housing/closing within 90 days of contract. See Listing Details & 19 images.

$239,000 $120 per sq.ft. Brattleboro VT Condo »


Price Change! Reduced by $50,000 down 21% on July 11th 2026
1 Beds | 1 Baths |   Total Sq. Ft. 2000 
Listed on Thursday Feb 19, 2026
Description: Price Improvement! Welcome to Esteyville! Here, history, location, and distinctiveness excel. This rare, NYC loft-style condo on the 3rd and 4th floors was formerly home to Estey Organ, the world's largest pipe organ manufacturer, circa 1870. Listed in the National Registry of Historic Places, you will find original pine wide-plank floors, exposed post-and-beam construction, soaring ceilings, cool factory-style windows, slate siding, and 2,000 square feet of sunny living space. The second level has a bedroom and a full bath, and the third level has two spacious private rooms that have been used in the past as bedrooms or office space with a large common/recreation area in between. Beautiful double patio doors open to a private sun-filled deck for outdoor dining. Zoning allows for a multitude of uses. Whether it's a primary residence, an artist studio, or a second home, this is a must-see for those who appreciate in-town offerings with a vibe and the only condo-ized loft on the market. Centrally located you are a stones throw to our lively downtown, Co-op, Kikitta Ahki park, hospital and I91. Look for the building with the Estey clock and prepare to be enraptured. See Listing Details & 35 images.

$250,000 $200 per sq.ft. Brattleboro VT Condo »

2 Beds | 2 Baths |   Total Sq. Ft. 2496 
Listed on Wednesday Jul 8, 2026
Description: This inviting 2 bedroom, 2-bathroom townhouse is located with privacy but close to Brattleboro amenities. Drive into your one car garage, in addition there is a storage area and laundry room. The second floor has a spacious living room and galley kitchen with eating nook which flows into a dining room and outdoor deck. The third level of this cozy condominium has a full sectional bathroom and 2 bedrooms with vaulted ceilings. Just next door is the Living Memorial Park offering swimming, baseball games, pickleball, skiing, skating and annual events, The popular Farmer's Market is also close by. Close to 1-91 this convenient property can be your next ....home sweet home. See Listing Details & 25 images.

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