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West Hill Road, Jamaica
$204,344
5021414 MLS
The Cotswold Hill Parcels are five separate surveyed house sites located off West Hill Road in Jamaica, VT. These high elevation properties have some views toward Bromley Mountain to the west and toward Magic Mountain to the east. The views from these sites could be expanded with some tree thinning. Lot 3 is 34.53 acres, and is mostly forested near the access road. A driveway would need to be built to get into the interior of the forest. There is long frontage along West Hill Road, and it might be possible to build a driveway from that side of the parcel with access directly from West Hill Road. Alternatively, a house could be built closer to the access road where there are some nice views of the mountains to the north and west. The views from the West Hill Road side of this lot would be to the east, and those views could be made better with tree clearing.

West Hill Road, Jamaica

106 Coolidge Highway Unit 6-276, Guilford
$200,000
4 Beds ⋅ 3 Baths ⋅ 5101087 MLS
Beautiful 1925 stucco Craftsman home needing TLC. Narrow strip oak flooring throughout, brick fireplace with original oak trim, original windows, beautiful oak staircase, arched doorways, dining room with enclosed porch, and a big country kitchen. There are many original features that make this property a great investment. The main house offers 2 sunny bedrooms; the adjacent finished apartment has another two. You could live in the apartment while you work on updating the house. You'll need to budget for insulating the walls, possible rewiring, renovating 2 bathrooms, plus cosmetics. If you have a business or need storage, there is a 24' x 34' barn with electricity and a large concrete parking lot. Once you see all that's here, you'll quickly realize your investment will yield a spacious and comfortable home with reliable income potential in a convenient Guilford location.

106 Coolidge Highway Unit 6-276, Guilford

77 Griswold Dr, Rockingham
$197,000
3 Beds ⋅ 1 Baths ⋅ 5050441 MLS
Nestled on a dead-end street in a sought-after neighborhood, this charming split-level ranch offers both comfort and potential. Featuring three spacious bedrooms and a full bath, the home boasts an inviting layout perfect for modern living. The kitchen opens to a lovely porch—ideal for enjoying your morning coffee or evening relaxation. Set on a generous 0.37-acre lot, there’s plenty of outdoor space for gardening, play, or entertaining. The unfinished basement presents a unique opportunity to customize additional living space to suit your needs. Plus, you’ll appreciate the convenience of walking into the thriving downtown Bellows Falls—complete with shops, dining, a historic opera house, and riverfront trails—and effortless access to I-91 via Exits?5 and?6. With its prime location and versatile layout, this property is a rare find awaiting your personal touch. IS BEING SOLD AS IS.

77 Griswold Dr, Rockingham

1499 Josh Rd, Halifax
$195,000
5081816 MLS
Looking for true peace and tranquility? This 46.2-acre parcel faces South/SW and is located in a gorgeous remote valley with no road noise or any sound other than the sound of the crystal-clear brook crashing down the valley and the wind in the trees! The parcel does have some improvements including a modified camper with a 1000 gallon holding tank, existing gravel driveway off Josh Road (class 4), a beautiful pond with dock, some open land around the camper site and pond and is surrounded by over 2,000 acres of private land mostly open to recreation with miles of trails and old town roads offering fantastic year-round recreational opportunities. Josh Brook is a major trout stream and has waterfalls and deep pools for cooling off in the hot months. The land has not been logged in many years and has significant hardwood timber and is enrolled in UVA (Current Use). Towering Red Oak, Maple, Yellow Birch, Ash, Cherry and stands of big pine and hemlock are common throughout the parcel have a park like feel. The camper is in good shape for its age and has had some modifications like a proper pitched roof with soffit vents, replacement windows and some other upgrades. The site is level and very private and situated in a small clearing on a hillside facing south/SW & West with valley views and gorgeous sunsets over the neighboring 1,300 plus acre tract of preserved land. The pond/dock area is frequented by the all the local animals as a drinking source and also has a duck house and comes with a small boat to float! The topography is diverse and has high hardwood ridges, plateaus, low lying valleys and hemlock hillsides. All of which have wonderful woodland trails for hiking, biking, snowshoeing or ATV use. Josh Road is approx. 3 miles through and offers great hiking and mountain biking. Those who visit this place inevitably leave more relaxed. If you are looking for a VT getaway in a magical setting this is a good one. Owner holds a VT RE Sales License.

1499 Josh Rd, Halifax

590 Howard Hill Rd, Londonderry
$195,000
5068070 MLS
Discover the perfect blend of privacy, recreation, and natural beauty with this exceptional 48+ acre parcel located in the desirable Powder Mill development. Set at the end of a quiet, dead-end road, this property offers peace and seclusion while being part of a community known for its extensive network of trails, ideal for year-round enjoyment — hike, cross-country ski, snowshoe, or snowmobile right from your doorstep. Test pits will need to be updated, but much of the groundwork has been done to help you envision your possibilities. With some selective clearing, the property opens up to reveal big, breathtaking views— a true Northern New England landscape. Whether you’re looking to build your dream home, create a getaway retreat, or invest in a beautiful piece of land with abundant recreational opportunities, this unique property has it all. Come explore the potential and experience the best of what Powder Mill has to offer!

590 Howard Hill Rd, Londonderry

91 Vt Route 35, Athens
$194,000
5089534 MLS
A little piece of heaven awaits you at this charming camp set on 44 acres. The cabin sits high on a knoll overlooking a beautiful view of the expansive lower field and the distant hills. The wrap-around porch afford a birds-eye view of the changing seasons and the perfect perch to observe wildlife. The land – a great mix of fields, hills and woods – is an oasis for year-round outdoor recreation. The property’s trails are ideal for leisurely strolls, hikes, snowshoeing and ATV fun. Summers are a delight with the winding Bull Creek offering waterside places to spend the day relaxing or take a cool dip. Fully and thoughtfully renovated, the one-room cabin offers enhanced comfort in every corner. The ship-lapped timber interior walls and metal clad ceiling accent the cabin’s rustic charm while the modern kitchen with butcher block counters and a full fridge make meal prep a snap. Enjoy your meals by the picture window with a view of the tranquil landscape or step out onto the wrap-around porch for outdoor dining and relaxation. With the ceilings and walls fully insulated, it’s a snap to heat. Set in a metal clad alcove, the wood stove keeps the whole place super toasty in winter; the custom sliding gate keeps children and pets safe from burn risks. An RV-style water system with on-demand hot water heater allows for seasonal water use for limited kitchen cleaning, hand washing and outdoor showers. A practical, indoor commode toilet is at the ready when nature calls. The cabin/property has 200 amp service and high-speed fiber-optic internet service facilitating connection with the outside world when needed. Sold furnished with exceptions noted in SPIR. Please Note: While the brook area is in a flood zone, the cabin plus three possible build sites all sit high up on a hill and are NOT in a flood zone. Open House Saturday, May 23, 11 am - 1 pm. Showings by appointment. Permission required to walk property.

91 Vt Route 35, Athens

2137 Brockway Mills Rd, Rockingham
$193,500
5059354 MLS
What a great opportunity here for someone to start their own family farm! Consisting of two barns and 13 beautiful acres with a building site which overlooks the open land, the barns, and the mountain view beyond, including 1490 foot Mt Ephraim. Located just up the road from the Brockway Mills Gorge, a very scenic local landmark. The Williams River with swimming holes and even a space for kayaking borders the lower wooded part of the property. The land has been used for agriculture for several years, with loads of berry bushes, lots of fruit trees including peach with some great tasting peaches, and several other varieties of trees! There is a newer drilled well, and the barns could be finished off for living space, or you can build in the afore mentioned scenic and peaceful location overlooking the property with the mountain view beyond. Located on a lightly traveled paved public road just a half mile from Route 103 and only 10 minutes to I-91. Several ski resorts not far away, and it's just minutes from the charming villages of Chester and Bellows Falls, Vermont. Take a look today and let your imagination run wild with the endless possibilities!

2137 Brockway Mills Rd, Rockingham

39 Brookside Dr Unit 4, Brattleboro
$190,000
2 Beds ⋅ 1 Baths ⋅ 5104626 MLS
Move-in ready and easy to maintain, this 2-bedroom, 1-bath townhouse-style condo offers comfortable living in a convenient Brattleboro location. The main level features a bright, open living and dining area with sliding doors that lead to a private patio and a peaceful, wooded backdrop. An inviting spot to relax or enjoy the outdoors. The kitchen offers plenty of cabinetry and workspace and flows easily into the main living area. Upstairs, you’ll find two generously sized bedrooms and a full bath. With 930 square feet of finished living space plus a full 465-square-foot unfinished basement, there’s excellent additional room for storage, hobbies, or everyday necessities. Conveniently located near shopping, public transportation, I-91, the Farmers Market, Living Memorial Park, and all that downtown Brattleboro has to offer. Association fees include heat, water/sewer, landscaping, and more, helping make this an appealing low-maintenance home at an accessible price point.

39 Brookside Dr Unit 4, Brattleboro

10 Morningside Commons, Brattleboro
$190,000
2 Beds ⋅ 2 Baths ⋅ 5084283 MLS
Why rent when you can own this beautifully updated townhouse in a welcoming multi-generational community, ideally located near shops, restaurants public transportation, and all the conveniences you need? The bright open-concept kitchen, dining living area has been thoughtfully renovated with fresh paint, newer cabinets and appliances. First-floor laundry adds everyday ease, featuring a newer washer and dryer, while upgraded Harvey windows fill the home with natural light. An updated half bath completes the main level. Upstairs offers two comfortable bedrooms and a full bath. Enjoy low-maintenance living along with fantastic condo amenities, including paved walkways, nicely landscaped grounds with a scenic trail around the complex, secure mailbox kiosks, an in-ground pool, tennis and pickleball courts. Whether you're relaxing at home or taking advantage of the community’s recreational options, this home truly has it all!

10 Morningside Commons, Brattleboro

36 Barker St, Rockingham
$190,000
5070526 MLS
This charming three-unit property in the heart of Bellows Falls, VT, offers a rare combination of historic character and modern appeal. With its exterior freshly painted in November 2025, the building exudes curb-appeal and care. Inside, the first-floor unit features three bedrooms and a full bath—perfect for a family or long-term tenant—while the second and third-floor units each offer two bedrooms and one bath, ideal for professionals or roommates. Outside, there is ample off-street parking, a rare find in such a walkable downtown location. A detached garage/work shop area is at end of one of the 2 driveways. The home is just a short stroll from Bellows Falls’ vibrant downtown, where you’ll discover quaint restaurants, local shops, and the iconic Bellows Falls Opera House, with its striking clock tower and rich cultural history. Commuters will appreciate the property’s easy access to Interstate 91 (Exit 5), making travel quick and convenient.

36 Barker St, Rockingham

243 Vt Route 121, Westminster
$187,900
2 Beds ⋅ 1 Baths ⋅ 5101139 MLS
Welcome to this charming 2-bedroom, 1-bath Colonial offering warmth, character, and a convenient location near Bellows Falls and I-91. Inside, you’ll find inviting living spaces filled with natural light, wood flooring, exposed wood accents, and a spacious kitchen featuring an island and plenty of room to gather. The home offers approximately 1,242 square feet of finished living space, first-floor laundry hookups, a wood stove, and two comfortable bedrooms upstairs. Outside, enjoy a covered porch, patio area, landscaped yard, and a wooded backdrop that adds privacy. An attached one-car garage with direct entry and additional driveway parking provides everyday convenience. With public water, high-speed internet availability, and easy access to nearby schools, village amenities, and major travel routes, this character-filled home is ready for its next chapter.

243 Vt Route 121, Westminster

1 Morningside Commons, Brattleboro
$185,000
2 Beds ⋅ 2 Baths ⋅ 5095431 MLS
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.

1 Morningside Commons, Brattleboro

2139 Vt Route 30, Townshend
$185,000
5 Beds ⋅ 4 Baths ⋅ 5003562 MLS
HIGHEST & BEST OFFER BY 10:00 AM 5/20 Great days ahead for the buyer of this stately, manor styled home on close to three (3) acres. You have to see the interior to believe it. Dated? Yes, but solid bones. Crazy nice wood floors, classic built-ins & style. So many 'nooks & crannies. Cavernous, dry & clean basement. Exterior: 'challenged', but I have all the bids to bring it to 'good' condition & the techies are ready to complete exterior reno. With the right investment in R&I, you have a one of kind home in southern Vermont, right off a classic town square, near Middle/Highschool. Perfectly 'livable' to occupy & work on at same time! PLEASE NOTE: power is on but not a ton of bulbs, best to show during daylight hours.

2139 Vt Route 30, Townshend

13 Prospect St, Rockingham
$185,000
2 Beds ⋅ 2 Baths ⋅ 5068562 MLS
Charming 2-Bed, 1¾ Bath Home in Vibrant Bellows Falls, Vermont Welcome to this inviting residence nestled in the heart of Bellows Falls. With two comfortable bedrooms, one full bath plus a ¾ bath, and a beautifully open-concept kitchen, dining room and living room flowing seamlessly onto warm wood floors throughout, this home is ready to become your sanctuary. Location is a standout: you’re just steps from downtown’s lively restaurants, historic opera/movie theatre, boutique stores and cozy coffee shops. For easy commuting or weekend getaways, you’re also conveniently located near Interstate 91 exits 5 and 6. Don’t miss your chance to experience comfortable, stylish living in one of Vermont’s most walkable, vibrant small-town communities.

13 Prospect St, Rockingham

34 Williams St, Rockingham
$185,000
5068485 MLS
Discover a superb investment or owner-occupant opportunity in the heart of downtown Bellows Falls, Vermont. This well-maintained two-story multi-family building offers two separate units, each featuring two bedrooms and one full bathroom. The property is dressed in durable vinyl siding for low-maintenance appeal and is fully insulated in the basement, exterior walls, and attic—enhancing energy efficiency and year-round comfort. A vapor-barrier system installed in the basement roughly seven years ago adds long-term protection and value. Just minutes from Interstate 91 (Exit 5 or 6) and within walking distance of the village core—including local restaurants, coffee shops and the historic Opera House—this location combines commuter convenience with walkable, vibrant downtown living. Whether you’re seeking rental income from both units or plan to reside in one and lease the other, this building delivers practical flexibility in a charming New England setting

34 Williams St, Rockingham

4 Gove St, Rockingham
$185,000
2 Beds ⋅ 1 Baths ⋅ 5063522 MLS
This very sweet village home is tucked into a quiet neighborhood, set on a terrace above the village. Bursting with character, it features an open concept flow, hardwood floors, mini split, beadboard accents, and large windows that fill the rooms with light. While the classic charm remains, thoughtful upgrades have been made for comfort and efficiency, including blown-in insulation, a heat pump, and full foam insulation on the basement walls. The kitchen has seen recent updates, and the second floor has expansion capability. Super affordable and full of potential, this property offers an ideal blend of history, charm, and modern efficiency. All of this in a vibrant village setting with shopping, dining, theater, public transportation, and scenic nature trails just moments away. Come take a look—you may have just found your new home!

4 Gove St, Rockingham

8577 Vt Route 30 Unit H, Jamaica
$185,000
2 Beds ⋅ 1 Baths ⋅ 5039041 MLS
Welcome to The Willows. Where convenience, comfort, and value come together in this well-appointed Condo featuring 2 bedrooms, 1 full bathroom with washer and dryer and updated appliances. Set privately back from Route 30, this thoughtfully maintained unit offers peaceful surroundings just two minutes from Stratton Access Road and within easy reach of Jamaica State Park and the West River. Ideal for first-time homebuyers or those looking to purchase their first vacation property, this condo is a rare opportunity to enjoy the Vermont outdoor lifestyle without the burden of high carrying costs or extensive maintenance. It is being offered furnished (excluding personal items) and features a cozy wood stove for added warmth. Enjoy the simplicity of condo living, allowing you to spend more time on the mountain and less time on upkeep. Whether you're planning weekend getaways or looking for an affordable entry into Vermont real estate, this property delivers on both value and location. Ask us about financing options!

8577 Vt Route 30 Unit H, Jamaica

712 Stimpson Hill Rd, Whitingham
$180,000
5103738 MLS
Discover this exceptional and private 12+ acre parcel, nestled along a quiet dead-end road and filled with natural beauty. Sun-drenched and serene, the property features a picturesque open meadow framed by timeless stone walls, creating an idyllic setting for your dream home. Thoughtfully prepared for construction, the property already includes many valuable improvements: a State of Vermont wastewater permit with an approved septic design for a three-bedroom residence, a drilled well producing an impressive 15 gallons per minute, 200-amp electrical service installed on-site, and fiber-optic internet available at the road. With generous road frontage and two access points, the gently sloping landscape offers multiple possibilities for siting a home, garage, and outdoor living spaces. Mostly wooded with mature trees, the land provides an ideal balance of open and private spaces. A charming spillway in the southwest corner adds a unique natural feature and enhances the property's peaceful character. Whether you're ready to build now or looking for the perfect location to create your future Vermont retreat, this remarkable parcel offers the rare combination of privacy, infrastructure, and scenic beauty in a truly tranquil setting.

712 Stimpson Hill Rd, Whitingham

2053 Pikes Falls Rd, Jamaica
$178,000
1 Beds ⋅ 1 Baths ⋅ 5065126 MLS
A unique tiny house offering contemporary, Vermont farmhouse luxury in the Green Mountains. Featured on A & E's Living Smaller! This is tiny house vacation living at its finest. The house offers a full kitchen with four-burner gas stove and oven, farmhouse sink, butcher-block countertops, electric fireplace, AC, 40” Smart TV, Starlink WiFi, small soaking bathtub with shower. The bedroom loft with queen bed is accessible by a full set of stairs. A wooded outdoor area with deck, patio, Solo stove, Weber grill, picnic table, and Adirondack chairs name a few features of your outdoor space. Love to hike? Just step out your door ! Come enjoy Vermont in a whole new way! This house lies in a wooded setting across the road from the Ball Mountain Brook. While outside, you can usually hear the brook flowing, which provides nice ambiance! You are just minutes away from some of the best attractions in Southern Vermont. The two nearby state parks, Townshend and Jamaica, have numerous overlook trails and the West River offers kayaking, rafting and tubing. Gourmet dining and designer outlets are a close drive to Manchester, Vermont. Spend a day on the slopes at one of the nearby ski resorts: Stratton, Bromley, Mount Snow, or Magic Mountain. This is the perfect get away to come to on a weekend or overnight. The house has great rental history. Property being sold "turn key". Sellers offering to continue as property managers. Limited showings due to rentals.

2053 Pikes Falls Rd, Jamaica

116 Buck Hl, Jamaica
$175,000
2 Beds ⋅ 2 Baths ⋅ 5089868 MLS
Tucked away at the end of a shared driveway, this charming cottage chalet offers a wonderful sense of privacy on nearly three acres of picturesque land. The setting is a perfect blend of open lawn surrounding the home and peaceful mixed woodlands beyond, creating a serene retreat in every season. A storage shed provides added convenience, while both front and rear decks invite you to relax, entertain, and take in the natural beauty. The main level features a spacious living room anchored by a cozy fireplace, ideal for gathering on cooler Vermont evenings. The kitchen and entry area offer a functional flow, complemented by a three-quarter bath on this level. Upstairs, you’ll find two bedrooms. The lower level expands the living space with a den and family room, perfect for hobbies, or additional lounging areas. A utility room and an additional three-quarter bath enhance the home’s practicality. This is an affordable property in a quiet, tucked-away location. Conveniently located just twenty minutes from Stratton Mountain Resort, it’s an ideal getaway for enjoying all that southern Vermont has to offer. Showings begin 5/23/26.

116 Buck Hl, Jamaica

Stoney Brook Rd, Londonderry
$175,000
5081155 MLS
Long-range views of Stratton and Bromley define this 4.86 +/- acre offering in Londonderry, where elevation, privacy, and natural beauty come together in a compelling Southern Vermont setting. The access road and future building site are already roughed in, creating a strong foundation for a thoughtfully designed Vermont retreat. Supported by a State of Vermont wastewater permit for a five-bedroom single-family residence, the property offers the flexibility to create a private home connected to the region’s four-season lifestyle. Mountain views, surrounding woodland, and the quiet of the Green Mountains create a setting that feels both peaceful and connected to outdoor recreation throughout the year. Picture mornings with changing mountain light in the distance, winter days spent skiing nearby, and evenings returning to the calm of your own Vermont retreat. The property is positioned just minutes from Magic Mountain Ski Area and the Londonderry Marketplace, with convenient access to Stratton, Bromley, and Okemo Mountain Resorts. Whether envisioned as a modern mountain residence or a timeless Vermont escape, this is an opportunity to create a home shaped by privacy, landscape, and connection to one of Southern Vermont’s most desirable year-round destinations.

Stoney Brook Rd, Londonderry

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