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443 East Rd, Whitingham
$349,000
2 Beds ⋅ 1 Baths ⋅ 5102973 MLS
Utter privacy from this 10 acre log home retreat, with easy access to nearby lakes, skiing, and trails. This charming 2 bedroom log home has been lovingly maintained by the current owners and is a perfect manageable getaway. The level woodlands features extensive trails ideal for atvs, hunting, or exploration. The property includes a portion of a large pond at the rear currently with Blue Heron nests and abundant wildlife. Just down the road is access to Lake Whitingham for nearby public access large lake enjoyment, and a public boat launch is not far either. Drive up into the country village of Wilmington for shopping and dining, and 10 mins further for skiing at the Mount Snow ski resort. The home itself features a wraparound porch including a large screened in section for three season enjoyment. There is a vaulted living room space which also includes the dining area, and basic kitchen which could easily be upgrades. The main floor also features a large bedroom with great light, as well as a full bathroom. The second floor is a large sleeping loft. Natural woodwork abounds to ensure you know you are in Vermont. There is also a full unfinished basement for great storage or further finishing potential. Add to this a three bay storage building for toys, a log play fort, and fiber internet, and you have everything you need to enjoy your new home away from home.

443 East Rd, Whitingham

23 Cornell Way, Wilmington
$349,000
4 Beds ⋅ 2 Baths ⋅ 5089260 MLS
Tucked away on two private acres in a peaceful wooded setting, this four bedroom two bath chalet offers the perfect balance of seclusion and convenience. The lower level welcomes you with a practical mudroom/laundry area, three comfortable bedrooms, and a full bath. Upstairs, the main living space features vaulted ceilings, a striking wall of windows, and a cozy wood-burning fireplace that creates a warm, inviting atmosphere. The open dining area flows into a fully equipped kitchen with new stainless steel appliances, making it perfect for entertaining. This level also includes a spacious fourth bedroom and a full bath. Step outside to enjoy the beautiful wraparound front deck with built-in bench seating which is perfect for relaxing or gathering with friends. The carport below adds convenience and protection from the elements. Additional home upgrades include new lighting fixtures and dimmer switches, updated blinds throughout, kitchen faucet set and cabinet handles, main living space programmable thermostat, sliding door screens and locksets, and bathroom vanities, cabinets and fixtures. Located just around the corner from Lake Raponda’s public beach and only minutes to Mount Snow for year-round recreation. Only a short drive to the shops and restaurants of downtown Wilmington, and Brattleboro is 20 minutes away. Whether you’re seeking a full-time residence or a weekend retreat, this property captures the best of Vermont lake and mountain living.

23 Cornell Way, Wilmington

11 Green St, Rockingham
$349,000
5073675 MLS
Extremely well-maintained four-unit (tri-plex) investment property with strong income potential, owner-occupied and meticulously cared for since the 1970s. Units 1 and 3 are owner-occupied and each occupy an entire floor, while Units 2A and 2B are located on the second level. The property offers four well-maintained units, each with separate utilities and individual heating systems. Two units feature electric hot water heaters located in the basement, and two have in-unit electric hot water heaters. The first-floor unit is heated by an oil furnace in the basement, 2A is electric heat, while the remaining units are primarily heated by efficient in-unit Rinnai heaters. Additional features include tall ceilings, vinyl windows, and bright, clean living spaces throughout. The property also offers ample off-street parking for approximately six vehicles, a full basement, outbuildings for additional storage, and an enclosed porch—adding both functionality and long-term value. Unit 2A is clean and well maintained; interior photos are not included to respect tenant privacy. A rare opportunity to acquire a well-cared-for, low-maintenance multi-unit property in the Village of Rockingham. Conveniently located near local amenities. Two units are currently tenant-occupied so a minimum 48 hours’ notice is required for showings and buyers must be prequalified for a 4+ unit.

11 Green St, Rockingham

861 Rte 100, Wardsboro
$349,000
5062238 MLS
OPPORTUNITY to own a rental property in the heart of Wardsboro Village which includes, the Post Office, two apartments and a tax office. The 23x36green barn is also included with many upgrades including foundation and groundwork with nice, insulated overhead doors. The main building has been painted within the last couple of years. There is currently one open apartment at this time, so the owner felt this was the perfect opportunity for a new owner to take over or possibly live on premise. Within walking distance to the Library, Town Offices, MacMichael Park, Elementary School or to the store directly across the street! Easy open parking area for multiple vehicles and even trail access in the winter to the local snowmobile trails. Showings will need to be scheduled in advance with notice as we have tenants. Thankyou in advance for your cooperation. Also listed as residential via MLS#5062229

861 Rte 100, Wardsboro

801 Newton Rd, Vernon
$345,000
4 Beds ⋅ 2 Baths ⋅ 5068085 MLS
Charming renovated split level chalet located conveniently in the heart of Vernon. This lovely spot has a large yard space with ample privacy, and easy nearby access to the Vernon community park. Inside you are treated to a vaulted great room with exposed beams and brick hearth for wood stove, with great natural light. There is a new kitchen with the same vaulted ceilings and slider out to the spacious deck, as well as a full upgraded bath. A half flight down are two nice size bedrooms with large windows and closets. Another half flight down are two more bedrooms which lead out to the back yard, one of which is en suite with another upgraded bathroom. Finally another half flight down is a basement space with laundry and great storage. The home also has a metal roof, two car garage, garden shed, and tremendous further potential.

801 Newton Rd, Vernon

468 Park Laughton Rd, Dummerston
$345,000
5066590 MLS
Welcome to 468 Park Laughton Road in Dummerston, VT, a truly special opportunity to own 19 picturesque acres of classic Vermont countryside, complete with open fields, wooded privacy, and a peaceful brook running through the property. This beautiful parcel offers the perfect blend of natural beauty and functionality, featuring a rustic cabin ideal for weekend getaways, a future homestead, or a basecamp while you build your dream home. The serene Salmon Brook meanders through the land, and an engineered bridge strong enough for a vehicle ensures easy access across. With two established driveways, the layout provides flexibility for multiple uses, whether you’re envisioning gardens, pasture, or simply enjoying the tranquility of nature. The property boasts a mix of sunny open meadows and shady woodland, offering diverse scenery and abundant wildlife. Enjoy the soothing sound of the brook, the privacy of the forest, and the panoramic views across your own slice of Vermont paradise. Conveniently located just minutes from Brattleboro yet tucked away in the peaceful town of Dummerston, this property is perfect for anyone seeking space, beauty, and a genuine connection to the outdoors.

468 Park Laughton Rd, Dummerston

5 Vancor Dr, Rockingham
$345,000
3 Beds ⋅ 3 Baths ⋅ 5063161 MLS
Excellent! Light, Bright, Tidy! This home has it all rolled up in one nice package. Located on the outskirts (strolling distance) of the very cool village of Saxton's River, with Vermont Academy, dining, village market and, of course, the Saxton's river! Besides, the very special, level lot with a sweet view, you have curb appeal you will want to come home to! The hang out, living area is wonderful with a nice big kitchen open concept with either an eat in affair or family room for relaxing while someone else cooks! Formal dining is big enough for the family heirlooms or movie den. And there is a just the right size office on the first floor! The living room boasts a brand new wood stove where the pictures show the electric fireplace. Drive-bys are fine, but no poking around the yard please! Showings need to be on Wednesdays and weekends. All buyers must be qualified for list price.

5 Vancor Dr, Rockingham

34j Snow Tree Ln Unit Meadows J, Dover
$342,100
2 Beds ⋅ 2 Baths ⋅ 5106008 MLS
Welcome to this bright and spacious two bedroom, two-bathroom end unit condo in the desirable upper Snow Tree community. Ideally located near Mount Snow, this home offers beautiful winter mountain views and easy access to all the area has to offer. The inviting interior features a primary suite on the main floor, new windows, a cozy wood-burning fireplace, and a stunning cathedral ceiling that creates an open, spacious feel. Step outside onto the private deck and enjoy beautiful mountain views and a perfect spot to relax after a day on the slopes or enjoy morning coffee. Enjoy the convenience of walking to the local shuttle to and from Mount Snow, along with a private ski locker in the building for easy storage of your gear. After a day outdoors, relax at the Snow Tree amenity center, complete with a fitness room, hot tub, sauna, and in-ground pool for summer enjoyment. This home is rental ready with recent improvements to meet current fire code requirements, this condo also comes with the added benefit of the seller having paid the special assessment for windows and exterior work in full, providing a significant savings for the new owner. A wonderful opportunity to enjoy the comfort, convenience, and quintessential mountain lifestyle of Snow Tree!

34j Snow Tree Ln Unit Meadows J, Dover

7 Union St, Brattleboro
$341,000
4 Beds ⋅ 3 Baths ⋅ 5071411 MLS
Cheerful, comfortable and cozy! Built in 1903 this nine room, three level home has four bedrooms, and a full bathroom on each level. The hilltop setting gives the back deck a treehouse feel! The light filled kitchen has walnut butcher block counters, a maple hardwood floor, a vintage sink, a coffee/tea nook and glass sliding doors to the deck. The kitchen opens to the dining/living room. A walnut bookcase with floor to ceiling shelves, and windows that invite you to sit and enjoy the easterly and southerly woodsy views. The first floor has a bedroom with ensuite bathroom. First floor has maple hard wood floors with radiant heat for cozy warmth. Upstairs there are three bedrooms, a full bathroom, a walk in closet, built in linen cabinets, maple hardwood floors, and stairs to insulated attic storage. The lower level has radiant floor heat, a laundry room, a full bathroom, a storage closet. There is a large pleasant room 15' x 20', perfect for a studio, a family room, a home office, a game room. The walk out access has a pet door that leads to a fenced back yard. Four zone heating for comfort. New Trex deck, plumbing and oil tank give ease of mind. This handy location has Crowell Park across the street, Green Street School just beyond. Downtown Brattleboro is nearby for restaurants, music, movie theater, library, cafes, a hardware store and a soon to be completed Amtrak train station! Interstate 91 is just up the road. Showings begin on 12/7/25 by appointment.

7 Union St, Brattleboro

203 Westminster Rd, Putney
$341,000
3 Beds ⋅ 3 Baths ⋅ 5064526 MLS
What a find! This nicely updated farmhouse combines the perfect blend of historic charm and modern comfort. The first floor offers a spacious, sunlit living/dining area with a classic brick fireplace, a cozy office or den, a primary bedroom suite, both with brand new hardwood floors, and additional bath with laundry. The kitchen is a true heart of the home, complete with a center island and ample space for cooking and gathering. Upstairs, you’ll find two additional bedrooms and a half bath. Enjoy the convenience of an oversized 2 car garage, and attached barn offering excellent potential for a workshop, studio or just tons of additional storage. The yard offers a beautiful garden complete with an irrigation system. Nature lovers will appreciate the direct access to the Putney Central School Forest with its scenic trail network and town pool just across the road. Enjoy the close proximity to local shops, the library, bakery, and restaurants, everything Putney has to offer. A solid home at a great price!!

203 Westminster Rd, Putney

85 Breezy Acres Dr, Vernon
$340,000
3 Beds ⋅ 2 Baths ⋅ 5072243 MLS
This beautifully maintained private home sits on a full walkout basement, complete with a wood stove and framing in place for future bonus space. Designed for true single-level living, the main floor features first-floor laundry, a spacious primary suite on one end of the home, and two additional bedrooms with a 2nd full bath on the other. The open-concept kitchen, dining, and living areas flow seamlessly together, with a walkout deck extending the living space outdoors. A covered front porch spanning the full length of the home offers another inviting place to relax and enjoy the peaceful setting. Set on nearly three private acres at the end of a quiet dead-end road, the property includes a paved driveway, buried power and an impressive four-car garage (24x52), ideal for vehicles, hobbies, or additional storage. Numerous recent updates—such as new appliances, hot water heater, septic pump, water softener, flooring, and fresh paint—make this home truly move-in ready. Vernon offers school choice for grades 7–12 and a variety of community amenities, including a recreation department with a pool, tennis and pickleball courts, basketball, a playground, and more, along with a town library and classic small-town charm. Conveniently located equidistant to Brattleboro and Greenfield, approximately two hours to Boston, one hour and ten minutes to Bradley International Airport, and about one hour to Mount Snow. Sale is subject to the sellers finding and securing suitable housing

85 Breezy Acres Dr, Vernon

24 South St, Rockingham
$340,000
6 Beds ⋅ 2 Baths ⋅ 5069423 MLS
Unique in-village Victorian home offers so many possibilities: a large 6 bedroom home,  as a primary with a large in-law suite, or as a duplex multifamily with possible 3rd or 4th rental units Both units on the 1st and 2nd floor feature high quality construction and finishes with many  thoughtful touches. Both units are move in ready. Each floor has 3 bedrooms, newer quality kitchens, dining room, loving rooms, laundry room and bonus rooms in the rear. The entire house has been rewired with separate services for the 1st, second and unfinished 3rd floor attic area which is mostly wired. Two newer Thermopride furnaces provide separate heat floors 1 & 2. Full clean dry basement for storage and a workshop. Garage sized outbuilding in the rear yard would make a great man cave/she shed or workshop area. Delayed showings until the Open House to be held on Saturday 11/15  from 11am to 1pm

24 South St, Rockingham

5 Blackberry Ln, Dover
$340,000
4 Beds ⋅ 2 Baths ⋅ 5051234 MLS
Classic Vermont chalet with modern septic and timeless charm! Nestled on a serene one-acre lot, this classic Vermont chalet offers both tranquility and character. A brand-new four-bedroom septic system ensures peace of mind for the fortunate new owners. Step inside to a spacious mudroom entry that leads to a convenient half bath with laundry. The open-concept main level features a beamed ceiling, warm wood walls, and a cozy wood stove—ideal for relaxing after a day on the slopes at nearby Mount Snow. Large windows flood the living space with natural light, enhancing the chalet’s inviting atmosphere. The open kitchen and dining area are perfect for entertaining or enjoying quiet mealtime. Upstairs, you’ll find four charming bedrooms, each with vaulted ceilings, exposed beams, and unique architectural angles, as well as a full bath. Whether you're looking for a weekend retreat or a year-round home, this chalet is a rare find. Ideally located close to all the area’s attractions and activities, it's ready for new owners to create lasting memories.

5 Blackberry Ln, Dover

48 Villager Loop, Dover
$340,000
3 Beds ⋅ 2 Baths ⋅ 5051192 MLS
What a find! This well-maintained 3-bedroom plus den home in the Dover Hills is the perfect year-round Vermont getaway. Just 10 minutes to Mount Snow, you’ll have easy access to world-class skiing and riding in winter and scenic lift-served mountain biking in summer. With a first-floor bedroom and laundry, it’s designed for ease and convenience. Stay cozy with the pellet stove in winter, and cool in the summer with an energy-efficient mini-split system. Relax on the brick patio after a day of exploring nearby hiking trails, swimming holes, or the charming towns filled with antique shops, farmers markets, and covered bridges. Just minutes from the VAST snowmobile network, adventure is always right outside your door. Whether you're looking for peaceful weekends, outdoor thrills, or a bit of both, this low-maintenance home is your ideal base for enjoying the best of Vermont in every season.

48 Villager Loop, Dover

65 Cedar St, Brattleboro
$339,000
4 Beds ⋅ 2 Baths ⋅ 5093467 MLS
Step into a world of artistic whimsy and historic allure at 65 Cedar Street, a property overflowing with character, magic, and boundless potential. Nestled in an ideal location with an entrance to the beloved Retreat Trails, this unique home offers an enchanting escape from the everyday. Outside, the property is embraced by beautiful, mature gardens cultivated over time in a spirit of enchanting "benign neglect" where nature and romance intertwine to create a storybook setting that will capture your heart from the moment you arrive. Inside, you will find a spacious layout featuring 4 bedrooms and 2 full baths spread across 2,250 square feet of versatile living space. The home has been thoroughly cleaned out and deep-cleaned, presenting a pristine, blank canvas with exceptional, rock-solid "bones" ready for its next chapter. Fine historic details anchor the home, from rich wood floors to timeless built-ins. At the heart of the home sits a magnificent centerpiece: a vintage Vermont Iron Stove Works stove, radiating authentic New England warmth and charm. The footprint continues to impress with a bright, beautiful sunroom perfect for morning coffee, a large attached 2-car garage providing excellent storage, and a expansive bonus space tucked away in the finished attic. This property is being offered in "as-is" condition and does not include appliances, making it the ultimate dream project for those looking to invest sweat equity into a truly remarkable historic home. Bring your vision to finish the cosmetic upgrades and unlock the true grandeur of this whimsical masterpiece. OPEN HOUSE SUNDAY, JUNE 14TH | 12:00 PM – 2:00 PM Come experience the magic and explore the incredible potential of this one-of-a-kind home in person!

65 Cedar St, Brattleboro

144 Belmont Ave, Brattleboro
$339,000
3 Beds ⋅ 2 Baths ⋅ 5064544 MLS
Adorable 4-Square with tons of charm and built-ins in a great location! Welcome to this beautifully cared for 3-bedroom, 2-bath classic 4-square home, full of warmth, character, and timeless details. From the moment you step inside, you’ll fall in love with the original woodwork, custom built-ins, and light-filled spaces that make this home truly special. The inviting front porch leads into a spacious living area with hardwood floors and period charm throughout. The updated kitchen blends modern convenience with historic character and flows easily into the dining room, perfect for entertaining. Upstairs, you’ll find three comfortable bedrooms and a full bath. Enjoy the private backyard, ideal for relaxing or gardening. Located in a highly sought-after neighborhood, just minutes from parks, shops, and restaurants — this home has it all: character, comfort, and convenience. Recent Improvements & Upgrades include, New windows (2016), New back deck (2016), Shed repairs (2016), Paved driveway (2017), Kitchen renovation + new bathroom (2020), Updated front porch with storage benches (2020), Outdoor electrical work and added lamppost (2021), New stone walkway (2023), New toilet and vanity in upstairs bath (2024), New hot water heater (2025) and New oil tank. Delayed showings to begin on 10/11/25 with Open House 1-3. Sale subject to the Sellers securing suitable housing.

144 Belmont Ave, Brattleboro

150 Williams St, Londonderry
$339,000
3 Beds ⋅ 3 Baths ⋅ 5052484 MLS
Welcome to this well-cared-for, one-owner home situated on a quiet, established neighborhood near a highly regarded elementary school. It features 3-4 bedrooms, 2.5 baths, wood burning fireplace, oak wood flooring, 6 burner Bosch cooking stove, two car attached garage and a huge unfinished walk-out basement, offering endless potential for additional living space , storage or customization. Wonderful deck for sunning and evening dinners. Two exterior storage sheds, one with power to it. Solid original condition and clear pride of ownership, this home is a great opportunity in a desirable location on a pretty 1+ acre lot. Offered with all appliances. This is that sweet spot price range seldom available in Londonderry so schedule your appointment now.

150 Williams St, Londonderry

339 Higley Hill Rd, Wilmington
$335,000
3 Beds ⋅ 2 Baths ⋅ 5073844 MLS
One-story ranch living in Southern Vt, perfect for those seeking a cozy retreat or starter home. This 1976 home features an eat-in kitchen with dining area, 3 bedrooms, and 2 baths. The primary bedrooms share a hall bath with laundry facilities. The living room has a wood-burning fireplace and nice hearth. The lower level offers walk-out access and natural light. This area was once used as living space and could easily be renovated to offer more living space. A bathroom and some spaces are roughed in. The property includes 4+ acres of land, a private yard, and an attached 2 car garage with access to the attic space in the garage that encompasses the entire length of the home. Located within an easy drive to the quaint village of Wilmington, with nice dining options and the well know Harriman Reservoir for boating or swimming. In the winter a short drive to Mount Snow allows for some great downhill skiing. The home is being sold as-is offering an opportunity to add your personal touches and updates. There is a wood furnace not hooked up any longer and a rinnai heater in the basement currently not working.

339 Higley Hill Rd, Wilmington

290 Guilford St, Brattleboro
$335,000
3 Beds ⋅ 2 Baths ⋅ 5065553 MLS
This meticulously maintained 3-bedroom, 2-bath ranch surprises with its spacious layout and thoughtfully designed interior. The kitchen is a dream for those who love to cook, featuring quartz countertops, slate flooring, solid hardwood soft-close cabinetry, a dedicated baking station, and access to the nearly 700 sq. ft. back deck—perfect for entertaining. The open main living area features beautiful Red Oak flooring throughout. The expansive primary suite offers a peaceful retreat with a large slider to the deck and an oversized en suite bath with a custom tile shower. Downstairs, enjoy a large family or recreation room with a built-in bar and separate laundry area. Recent upgrades include energy-efficient mini split heating and cooling units and a Tesla Powerwall, adding year-round comfort and energy independence to the home’s already impressive sustainable features. A 3.5 kW roof-mounted solar array and two PV hot water panels provide domestic hot water, backed by grid power and an electric water heater. Two pellet stoves offer additional efficient heating options. Outside, you’ll find mature perennial and vegetable gardens, a tranquil brook, and a cozy fire pit. With access to conserved hiking trails and located just 0.4 miles from Living Memorial Park, this move-in-ready home blends modern efficiency with the best of Vermont living. Delayed showings until the Open House Saturday Oct 18th 10am-12pm

290 Guilford St, Brattleboro

977 Rte 121, Windham
$335,000
4 Beds ⋅ 4 Baths ⋅ 5062516 MLS
Classic 1875 colonial home located on 5 acres in beautiful Windham VT. Home sits well off the road for privacy. Large first floor with kitchen, two living rooms, dining room and half bath with laundry. Second floor has 3 bedrooms and 2 full baths. Detached 2 car garage has a first floor bonus room with 1 bedroom 1 bathroom ADU on the second floor with separate utilities. Great rental history/potential. There is a nice barn with lots of storage for your equipment, wood or animals. The house sits high above a beautiful stream with a bridge over it to a small island which has another shed/summer animal barn. Beautiful perennial gardens could be brought back to life with a bit of weeding. The house needs a bit of TLC but could be a wonderful country escape for the right buyer.

977 Rte 121, Windham

75 Moreland Ave, Brattleboro
$330,000
5106434 MLS
On offer is this tidy, three-unit multi-family home, located in a tranquil residential neighborhood on Moreland Avenue. Originally designed as a multi-family, the three units have identical floor plans with good layout flow. Each 2-bedroom unit has a large eat-in kitchen with pantry, a dining room with French doors opening to the living room and the bonus of a generous, three-season, enclosed front-porch. Each unit features the original handsome wood trim and doors, gleaming hard wood floors, good closet space, and many huge windows filling the place with glorious natural light. There are separate electric meters and boilers for each unit. Additional bonuses are the two-car garage, a small but sweet yard with trees including two pear trees, and a good basement. Great investment opportunity or owner occupied income property. Currently, the first floor is rented with a lease while the second and third floor units are vacant. Great location near high school, hospital, shopping and I-91. Property is being sold "as is". Sale is subject to license to sell. Please Note: Unit 3's pantry is unfinished. Showings begin Saturday 8/29. OPEN HOUSES Saturday 12pm-2pm and Sunday 10am-12pm.

75 Moreland Ave, Brattleboro

120 Green Mountain Trl, Londonderry
$330,000
4 Beds ⋅ 2 Baths ⋅ 5096890 MLS
Set on 3.9 level acres in a quiet neighborhood just minutes from the village of Londonderry, this four-bedroom, two-bath chalet offers comfortable year-round living or an ideal Vermont getaway. The home features a functional floor plan with four bedrooms, generous living space, and family room Recent improvements include a brand-new roof (2026) and the added peace of mind of a fully operational Generac whole-house generator. While some cosmetic updates would enhance the home, it is move-in ready and offers an excellent opportunity to personalize over time. The open, usable lot provides space for outdoor recreation, gardening, or simply enjoying the surrounding natural setting. Bordering more than 100 acres of town-owned, non-developable land, the property enjoys exceptional privacy and direct access to the beauty of Vermont's landscape. Conveniently located near Londonderry's shops and restaurants, with easy access to Stratton, Bromley, and Magic Mountain ski areas, this property is well suited as a primary residence, vacation home, or investment opportunity. Offered with appliances included, including washer and dryer, and being sold as is.

120 Green Mountain Trl, Londonderry

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