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266 Handle Rd Unit I, Dover
$259,000
1 Beds ⋅ 1 Baths ⋅ 5112712 MLS
An easy Mount Snow getaway in an incredibly convenient location. This charming one-bedroom condo in the Mountaineer development sits across the street from the Magic Carpet, with mountain views that include the summit and the top of the Bluebird Express. The efficient layout makes great use of the space and gives you everything you need for a low-maintenance Vermont escape, including a wood burning fireplace that adds classic ski condo warmth and a bathroom with a Jacuzzi tub for relaxing after a day on the mountain. The bedroom opens through a large sliding glass door to a private patio, where you can take in the mountain view and enjoy being right in the middle of the Mount Snow action. The unit entry is tucked around the side of the building and includes a dedicated ski locker, making it easy to come and go with gear. Whether you are heading across the street to ski, grabbing dinner nearby, or settling in by the fire, the location is hard to beat. Offered furnished and ready to go, this is an easy option for anyone looking for an efficient second home, ski base, rental or Mount Snow retreat with exceptional access to everything the resort area has to offer.

266 Handle Rd Unit I, Dover

Forrester Road, Jamaica
$250,000
5110757 MLS
Lot 4 IS 4 acres! This private setting is less than 3 miles to Stratton Mountain Resort with easy access in the no zoning town of Jamaica. Five Bedroom Existing State Issued Wastewater Permit WW-2-2200 along with survey already in place for this lot. Being subdivided off a larger 200+ acre parcel. Power existing on current right of way and is also access to this wooded lot. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 4 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 130 acres at $995k, 67 acres at $799k and this 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion.

Forrester Road, Jamaica

000 Fort Dummer Hts, Brattleboro
$250,000
4934983 MLS
Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation. See documents for permit comments from zoning. There is a shared maintenance agreement spelled out in the deed. Can be purchased with lot 2 for a very special homestead... two is always better for one...buy them both and preserve the wonderfully special setting. Finally, a lovely spot, just waiting for the right owner to become a neighbor.

000 Fort Dummer Hts, Brattleboro

5362 Us Route 5, Westminster
$250,000
3 Beds ⋅ 1 Baths ⋅ 5060360 MLS
BRAND NEW SEPTIC SYSTEM!! Move-in ready home, ideally situated in the heart of picturesque Westminster. This 3-bedroom, 1-bath home offers the perfect blend of charm, comfort and convenience. Step inside from the sunny, porch into a bright and functional kitchen featuring new countertops and easy access to the first-floor laundry area and recently renovated full bath. The layout flows seamlessly into the cozy living room and dedicated dining room, perfect for entertaining or flexible enough to serve as a first-floor bedroom or home office. Upstairs, you’ll find three bedrooms, each filled with natural light. Updated flooring runs throughout the main living areas, complementing the home’s warm, welcoming feel. This home has seen several important updates, including a new roof, newer first-floor windows, updated electrical, a newer oil tank, and fresh exterior paint (just two years ago). Some appliances have also been recently replaced, offering added peace of mind. Outside, the large, level yard is a true highlight, bathed in sunshine and thoughtfully planted, it’s perfect for gardening enthusiasts. Enjoy evenings by the fire pit while taking in stunning views of Fall Mountain. A spacious outbuilding offers great storage or potential for a chicken coop or hobby space. Solid, sweet, and affordably priced, this home is a fantastic opportunity in a desirable Vermont location.

5362 Us Route 5, Westminster

39 Pikes Falls Rd, Jamaica
$249,000
3 Beds ⋅ 2 Baths ⋅ 5114286 MLS
Step into a piece of Jamaica Village history. Once home to the F.E. Smith Dry Goods, Ready-Made Clothing, and Grocery Store, this distinctive red-and-white building blends Greek Revival presence with Vermont farmhouse character and now serves as a year-round residence filled with history and personality. The classic façade features full-width double-decker porches, white picket railing, and bold corner pilasters. Inside, this C. 1860 building’s commercial past lives on in a dramatic great room with original built-in storefront shelving and drawer banks once used to display dry goods. Now a unique library, studio and sitting area, the space features wide-plank wood floors, exposed beams, and natural light from the original storefront windows and door. A vintage interior sash window adds another unexpected architectural detail. The kitchen features sage cabinetry, granite tile counters, a pot rack, sunny breakfast area, and walk-in pantry. A cozy living and dining room offers a comfortable gathering space, while upstairs bedrooms retain original wide pine floors and vintage details. Both bathrooms have been updated, and the oil tank, on-demand hot water heater, pressure tank, and well pump have all been recently replaced. Garden beds and a painted harlequin porch floor add personality outside, while the covered porch invite you to enjoy morning coffee and the rhythm of village life. A rare opportunity to own a property with a story to tell and the potential to make it your own. Buyers who appreciate historic homes and are comfortable with a project will find opportunities to build on its existing character.

39 Pikes Falls Rd, Jamaica

1970 S Wardsboro Rd, Wardsboro
$249,000
1 Beds ⋅ 1 Baths ⋅ 5106216 MLS
Charming one bedroom cottage just outside the village of Wardsboro in Southern Vermont. This home away from home is being offered for sale for the first time by the original owners that built it. Up a private drive with easy access off a paved road sits this charming cottage, overlooking a river and short range mountain view across the way. There is a lovely open lawn space which is a small portion of the 3 acre double parcel, as well as ample parking and potential for expansion. The inside features a large open living area with wood floors, galley kitchen, wood stove, full bath with laundry, a screened porch, large deck, and upstairs large loft bedroom. There is also a garden shed and fire pit area. An incredible opportunity for a piece of Vermont without the normal high cost of entry for something larger.

1970 S Wardsboro Rd, Wardsboro

333 Us Route 5, Westminster
$249,000
3 Beds ⋅ 2 Baths ⋅ 5095023 MLS
Nestled on approximately nine plus acres in Westminster, Vermont, this charming three-bedroom, two-bathroom ranch-style home offers the perfect blend of privacy, comfort, and country living. Set back from Route 5, the property provides a peaceful retreat while remaining conveniently accessible. The expansive grounds feature mature fruit trees, open space for recreation or gardening, and breathtaking panoramic views that can be enjoyed throughout the seasons. Animal lovers and farmers will appreciate the three-stall barn, currently home to goats, offering many excellent opportunities. The home's single-level layout provides comfortable and practical living, with three well-sized bedrooms, two bathrooms and a full basement waiting to be finished. Whether you're looking for a serene homestead, a hobby farm, or simply a place to enjoy Vermont's natural beauty, this property offers a rare opportunity to embrace rural living with spectacular scenery and room to grow. Come make it your own!

333 Us Route 5, Westminster

6 Church St, Wilmington
$239,900
2 Beds ⋅ 2 Baths ⋅ 5103642 MLS
Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important.

6 Church St, Wilmington

3153 Vt Route 100, Wardsboro
$235,000
2 Beds ⋅ 1 Baths ⋅ 5076241 MLS
Charming 2-bedroom, 1-bath rustic cottage featuring a versatile 14x9 mudroom and plenty of recent upgrades. The spacious kitchen flows into a generous dining area, while the cozy living room offers a VT Castings woodstove, a side bar with stools, and warm, inviting finishes. Both bedrooms are nicely sized, with one offering sliding doors that open directly to the backyard perfect for easy outdoor access. Recent updates include a new furnace, toilet, updated ceilings and lighting, fresh laminate flooring in the living room and bedrooms, a rebuilt chimney and fireplace, new windows and slider door, exterior paint, and a metal roof. A 8x12 gardening shed provides extra storage for tools and outdoor gear. Unwind in the fenced backyard by the firepit and enjoy the soothing sound of a distant brook. Just 2 miles from downtown Wardsboro, offering a country store with gas station, library, skate park, church, and post office - everything you need within easy reach. House is located 10 minutes from Mount Snow and 20 minutes to Stratton ski areas.

3153 Vt Route 100, Wardsboro

11 Evergreen Ln, Brattleboro
$230,000
2 Beds ⋅ 2 Baths ⋅ 5099302 MLS
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. THE SELLERS WILL CONTRIBUTE 5,000.00 FOR CLOSING COST WITH ACCEPTABLE OFFER,

11 Evergreen Ln, Brattleboro

164 Morningside Commons, Brattleboro
$229,000
2 Beds ⋅ 2 Baths ⋅ 5111836 MLS
In this second floor condo you will not be bothered by steps overhead. You can relax on the back deck overlooking nature. You can spread out in the comfort of a living room, eat-in kitchen, 2 bedrooms and 1.5 bathrooms all on one floor. The seller replaced the double stainless steel refrigerator, the gas range, the dishwasher and the kitchen floor 2 years ago. The washer and dryer are 5 years old. The boiler and hot water heater were replaced 10 years ago. A wall air conditioning unit and 3 ceiling fans add to the ambiance. The Morningside Commons Association takes care of everything outside and provides a swimming pool, tennis/pickleball courts, a basketball area, hiking trails, little libraries and common area gardens for your enjoyment. Downtown Brattleboro is within walking distance. 164 Morningside Commons awaits you.

164 Morningside Commons, Brattleboro

12 River Front Dr, Rockingham
$225,000
2 Beds ⋅ 1 Baths ⋅ 5109971 MLS
Enjoy breathtaking views of the Connecticut River and the New Hampshire mountain range from this well-maintained 2-bedroom, 1-bath home situated on a scenic 0.60-acre lot. Relax with your morning coffee on the front porch overlooking the river or unwind on the second porch while taking in the peaceful surroundings. Inside, you'll find a bright and inviting home featuring two energy-efficient mini-split systems for year-round comfort. The primary bedroom offers beautiful skylights that fill the space with natural light, creating a warm and inviting retreat. Pride of ownership is evident throughout, making this home move-in ready.Whether you're looking for a year-round residence, a weekend getaway, or a place to simply enjoy the beauty of waterfront living, this property offers a rare opportunity to own a home with spectacular river and mountain views in a serene setting. Conveniently located with easy access to local amenities while offering the privacy and tranquility you've been searching for. Improvements: New 50 gallon electric hot water heater 08/21/2026. New 100 amp 30 breaker electrical panel 09/04/2026. New indoor drainage piping throughout the basement for the septic system. New 750 gallon septic tank and leach field system 08/21/2026.

12 River Front Dr, Rockingham

51 Golding Rd, Windham
$225,000
2 Beds ⋅ 1 Baths ⋅ 5085393 MLS
This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham

00 Howe Farm Rd, Jamaica
$219,000
5098094 MLS
Discover the possibilities on this exceptional 16.9-acre Vermont property, where privacy, natural beauty, and year-round recreation come together. With nearly 300 feet of town-maintained road frontage and accessible utilities, this parcel is ready for your vision. Thoughtfully shaped by nature, the land offers three potential building sites, making it ideal for a family compound, multi-generational retreat, or a custom home with guest accommodations. Mature trees, rambling stone walls, a charming pond, a gentle stream, and patches of wild blueberries create a setting rich in character and Vermont tradition. Follow the land to its highest point to enjoy long-range views that provide a spectacular backdrop in every season. Whether you envision morning walks through the woods, listening to the soothing sounds of the stream, evenings around a fire, or creating a legacy property for generations to enjoy, this property offers the space and flexibility to bring your plans to life. Outdoor enthusiasts will appreciate the convenient access to Bromley Mountain, with Stratton, Magic Mountain, Mount Snow, and Okemo all within an easy drive for outstanding skiing, snowboarding, hiking, mountain biking, golf, and endless four-season adventure. The nearby town of Manchester offers excellent shopping, dining, galleries, and everyday conveniences, while the welcoming community of Jamaica provides a classic Vermont village with a local general store, consignment shop, coffee cafe, community events, farmers markets, and a relaxed pace of life. Conveniently located just 2.5 hours from Boston and approximately 3.5 hours from New York City, this is a rare opportunity to enjoy a private Vermont retreat with easy access to world-class recreation and small-town charm.

00 Howe Farm Rd, Jamaica

1892 Us Rt 5, Dummerston
$199,900
2 Beds ⋅ 1 Baths ⋅ 5105255 MLS
Local history suggests this charming Dummerston bungalow may have begun its life as a one-room schoolhouse. Offering 1,017 square feet of living space, the home features two bedrooms, a full bath, a dedicated dining area, and a separate laundry room. Its warm wood details and practical single-level layout provide an inviting starting point for restoration and personalization. Outside, the property offers a spacious yard, detached two-car garage, storage shed, woodshed, and a Jamaica Cottage Shop screened pavilion—an appealing spot for relaxing or entertaining during Vermont’s warmer months. With character, useful outbuildings, and plenty of potential, this property is ready for its next chapter. Property is being sold as-is. The sale is an estate, and all information is provided to the best of the seller’s knowledge. Buyers and buyers’ agents should perform their own due diligence. The property may not qualify for FHA, VA, or other government-backed financing

1892 Us Rt 5, Dummerston

19 Stone Ridge Loop, Dover
$199,595
5073648 MLS
Located within the prestigious Village at Sawmill Farm, this exceptional homesite presents a rare opportunity to own in one of the Mount Snow Valley’s most sought-after communities. The extremely private property enjoys desirable southeasterly exposure with potential views of surrounding ridgelines, beautifully framed by timeless stone walls and majestic pines. A gentle slope makes it ideally suited for a custom-designed residence featuring a walkout lower level and expansive patio—perfect for refined indoor-outdoor living. Residents benefit from a thoughtfully managed association offering private roadways, underground utilities, and sewer connection. This prime location is just minutes from the Mount Snow Golf Course, fine dining at Farm Road Estate, the slopes at Mount Snow, the village of Wilmington, pristine local lakes, and all the year-round recreation and lifestyle Southern Vermont has to offer.

19 Stone Ridge Loop, Dover

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