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177 Alwin Ln, Jamaica
$615,000
3 Beds ⋅ 4 Baths ⋅ 5094046 MLS
Nestled in a peaceful and private mountain setting, this beautifully maintained home offers a seamless blend of comfort, functionality, and timeless Vermont charm. Thoughtfully updated and designed for easy living. The main level features a spacious primary suite with custom built-in cabinetry, a convenient mudroom, and an updated kitchen highlighted by Vermont Verde marble countertops and warm hardwood floors. At the heart of the home, the inviting living room is anchored by a wood-burning fireplace and a dramatic wall of glass that fills the space with natural light while framing the surrounding landscape. Upstairs, two additional bedrooms and an open loft provide flexible space for family & guests, a home office, or a cozy reading nook. The finished lower level expands the living area with a full bathroom and a versatile bonus room ideal for movie nights, a fitness studio, playroom, or workspace. Storage is exceptional, with an oversized detached garage, loft space above, along with an expansive attached storage area perfect for outdoor equipment, seasonal gear, and recreational toys. Numerous recent upgrades, including a whole-house generator, further reflect the care and attention invested in the property. Located less than two miles from Stratton Mountain Access Road, this home offers easy access to skiing, hiking, golf, and the area's many amenities, while maintaining a peaceful sense of privacy and seclusion. Whether as a full-time residence or a seasonal mountain retreat, this inviting property is perfectly suited for year-round enjoyment.

177 Alwin Ln, Jamaica

98 Gleason Farm Ln, Jamaica
$586,750
3 Beds ⋅ 3 Baths ⋅ 5078425 MLS
Nestled within a peaceful pine grove on 11.5 private acres between Stratton Mountain Resort and Mount Snow, this renovated 3-bedroom, 3-bathroom residence offers the perfect blend of secluded Vermont beauty and modern design. The heart of the home is a dramatic great room featuring 20+ foot soaring ceilings, skylights, and expansive windows that flood the space with natural light. On chilly winter days, enjoy the warmth and ambiance of the gas fireplace with its floor-to-ceiling brick chimney. The home was thoughtfully updated in 2024 with new sliding glass doors and new flooring throughout the kitchen, dining area, and great room. The kitchen was tastefully renovated in 2024, boasting sleek shaker cabinetry, a farmhouse apron sink, premium quartz countertops, and stainless appliances. All three bathrooms were updated in 2019. The home features three spacious bedrooms, including two ensuite retreats. The primary suite serves as a true sanctuary, anchored by a gas fireplace for ultimate relaxation. In addition to the open-concept living, the home includes a flexible bonus room and a lower-level walk-out family room—perfect for guests, entertaining, or a home office. Step outside to the large wrap-around deck, which features a modern wire railing system (updated in 2024) and covered portions for year-round enjoyment. With an attached garage, a covered side entrance for easy grocery unloading, a garden shed, and direct backyard access for hiking through your own private woods, this serene property delivers on every level. Credit for new heating system available.

98 Gleason Farm Ln, Jamaica

9 Beaver Pond Ln, Jamaica
$560,000
4 Beds ⋅ 4 Baths ⋅ 5094302 MLS
Rare Multi-Dwelling Retreat with Endless Possibilities A truly exceptional and meticulously maintained property featuring three separate residences on one beautifully landscaped lot, a setup buyers often dream about but rarely find. The main residence is a stylish 2-bedroom, 2-bath contemporary home thoughtfully designed for comfortable living. Built with sustainability in mind, the home features an environmentally friendly geothermal system that provides efficient heating and cooling year-round. Complementing the main home are two charming tiny houses, each with its own unique character and appeal. Whether used for guests, rental income, extended family, or creative workspace opportunities, these versatile structures offer tremendous flexibility. The grounds are nothing short of spectacular. A beautiful pond with a sandy beach and cascading waterfall creates a private oasis right outside your door. Mature landscaping throughout the property provides beauty, tranquility, and a clear sense of pride of ownership. Adding to the property's appeal is a septic system permitted for three two-bedroom residences. This substantial infrastructure provides valuable flexibility for future use. Subject to applicable permits and approvals, the existing tiny houses could potentially be replaced with larger two-bedroom cabins, or bedroom capacity could potentially be reallocated to an expanded main residence. Properties offering multiple residences, income potential, privacy, natural beauty, and convenient access to Stratton are exceptionally rare. Here, much of the groundwork has already been completed: the infrastructure is installed, the homes are in place, and significant future potential remains. Don't miss this unique opportunity to own a one-of-a-kind Vermont retreat offering flexibility for today and possibilities for tomorrow.

9 Beaver Pond Ln, Jamaica

155 Pratt Bridge Rd, Jamaica
$550,000
4 Beds ⋅ 3 Baths ⋅ 5094845 MLS
You may wake up to the singing of Cole Pond resident loons at your next VT home awaiting you just minutes from the Stratton Access road. Tucked away on a quiet country road this inviting 4 bedroom, 2.5 bath home offers the perfect balance of comfort, convenience and charm. Designed for gathering with friends and family, entry level offers a family room with woodstove , open concept on main level with attractive fieldstone wood burning fireplace, appealing kitchen with Jenn air stove. Updated baths and pretty wood floors complete this move in residence, set on a nice level lot, the property provides plenty of space for outdoor enjoyment year round. No HOA fees to worry about, just lock and leave at the end of your stay. Don't miss the opportunity to own a well-maintained and appointed escape in a highly desirable area. Schedule your showing today.

155 Pratt Bridge Rd, Jamaica

4138 W Hill Rd S, Jamaica
$530,000
3 Beds ⋅ 3 Baths ⋅ 5077783 MLS
Nestled on 2.37 private acres in a serene mountain setting just minutes from skiing, this custom-built three-bedroom, three-bath log home offers the perfect blend of rustic charm and comfort. Constructed with double tongue-and-groove logs, the home showcases the rich wood interior and craftsmanship you would expect in a classic mountain retreat. The open-concept main level centers around a stunning fieldstone hearth and cozy wood stove, complemented by beautiful oak flooring throughout. A covered front porch overlooks the peaceful wooded landscape, while the back deck enjoys long hours of sunshine—ideal for relaxing or entertaining. The main level includes a spacious primary bedroom with an ensuite bath, a bunk room, an additional full bathroom, and a versatile bonus room perfect for a den, home office, or extra sleeping space. Downstairs, the walkout lower level features a generous mudroom designed for all your outdoor gear, a large bedroom, a full bathroom, and another flexible bonus room ideal for recreation or entertaining. Set well back from a quiet country road yet conveniently located near the quaint village of Jamaica, the property is accented by classic stone walls and gladed woods, enhancing its Vermont charm. A two-car garage, storage shed for recreational equipment, and a timber shed complete this exceptional offering. Whether you're seeking a full-time residence or a mountain getaway, this inviting log home delivers privacy, character, and convenience in one beautiful package.

4138 W Hill Rd S, Jamaica

3996 Rte 30, Jamaica
$510,000
4 Beds ⋅ 3 Baths ⋅ 5076624 MLS
Village charm meets mountain lifestyle in this beautifully updated home in the heart of Jamaica. Set above the road for added privacy, the property captures lovely winter views of the surrounding mountains and river while remaining just a short stroll to local shops and village conveniences. Inside, you’ll find generous living space with warm wood floors and a flowing, open layout designed for gathering. The inviting great room features a wood-burning stove and sliders that lead to a private deck and sunny yard—perfect for summer barbecues or peaceful mornings with coffee. The renovated kitchen offers an island, large pantry, and easy access to a bright dining area lined with windows. Minimum of 24 hours notice for showings during the month of March. Upstairs are four comfortable bedrooms, including a spacious primary suite with its own bath. With three bathrooms, a dedicated laundry area, office, mudroom, and abundant storage throughout, this home blends classic character with everyday functionality. Adventure is always within reach—just minutes to Stratton Mountain Resort, Jamaica State Park, and Pikes Falls—with hiking, biking, skiing, and kayaking right at your fingertips. A sunny lot with garden potential and storage for bikes and kayaks complete the picture. Extensive updates over the past three years—including new windows, siding, flooring, a new furnace, and much more—offer peace of mind and modern efficiency while preserving the home’s timeless appeal. A true four-season retreat at an exceptional value—come experience the best of Vermont living.

3996 Rte 30, Jamaica

1905 Turkey Mountain Rd, Jamaica
$500,000
3 Beds ⋅ 3 Baths ⋅ 5103908 MLS
Welcome to Cloister Falls, a truly special offering in the Green Mountains! Tucked among extensive grounds with mature gardens, a pond, and thoughtfully landscaped outdoor spaces, this 3+ bed plus den and office, 3 bath log home offers a setting that feels connected to the surrounding Vermont landscape. The property's signature feature is its swimming hole and waterfall , a natural gathering place for relaxing, entertaining, or enjoying the sound of moving water right outside your door. Inside, the home has both comfortable and impressive gathering spaces and a flexible floor plan. The formal living room is centered around a stone wood-burning fireplace and framed by natural wood details and rich textures throughout. The country kitchen features cherry cabinetry, granite countertops, and a vintage-inspired Glenwood propane and wood cookstove with plenty of workspace, counter and storage. The main level also includes a library or office space, spacious den, and solarium, creating multiple options for work, hobbies, or quiet retreat spaces.The second floor offers two inviting guest bedrooms one with a view of the pond and gardens and the either with its own balcony. A generously sized guest bath is also on this level along with a primary suite featuring a private bath and dual walk-in closets. An attached two-car garage with 2nd floor adds convenience while the surrounding grounds provide room to garden, explore, and enjoy the outdoors through every season. The walk to the screen house past the pond gives a secret garden feel. From there, take the foot bridge into your 25 acres for exploration. This is a property where the landscape and home come together to create a special experience and offering that doesn’t come along often.

1905 Turkey Mountain Rd, Jamaica

1905 Turkey Mountain Rd, Jamaica
$484,000
3 Beds ⋅ 3 Baths ⋅ 5090336 MLS
BEST AND FINAL OFFERS DUE BY WEDNESDAY, MAY 27TH AT 5PM Welcome to Cloister Falls, a truly special offering in the Green Mountains! Tucked among extensive grounds with mature gardens, a pond, and thoughtfully landscaped outdoor spaces, this 3+ bed 3 bath log home offers a setting that feels connected to the surrounding Vermont landscape. The property's signature feature is its swimming hole and waterfall — a natural gathering place for relaxing, entertaining, or enjoying the sound of moving water right outside your door. Inside, the home has both comfortable and impressive gathering spaces and a flexible floor plan. The formal living room is centered around a stone wood-burning fireplace and framed by natural wood details and rich textures throughout. The country kitchen features cherry cabinetry, granite countertops, and a vintage-inspired Glenwood propane and wood cookstove with plenty of workspace, counter and storage. The main level also includes a library or office space, spacious den, and solarium, creating multiple options for work, hobbies, or quiet retreat spaces.The second floor offers two inviting guest bedrooms one with a view of the pond and gardens and the either with its own balcony. A generously sized guest bath is also on this level along with a primary suite featuring a private bath and dual walk-in closets. An attached two-car garage with 2nd floor adds convenience while the surrounding grounds provide room to garden, explore, and enjoy the outdoors through every season. The walk to the screen house past the pond gives a secret garden feel. From there, take the foot bridge into your 25 acres for exploration. This is a property where the landscape and home come together to create a special experience and offering that doesn’t come along often. .

1905 Turkey Mountain Rd, Jamaica

West Hill Road, Jamaica
$482,972
5021448 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 5 is 51.93 acres and is located at the top of the subdivision. This parcel is very unique, and rarely do pieces of land like this come onto the market. Lot 5 has a private driveway that begins at Lot 4. The parcel encompasses the entire north side of the subdivision, from the bottom of the hill all the way up the access road. The views from the clearing at the top of the driveway are to the west toward Bromley Mountain, but there are also big views in the other direction looking southeast. There would be several spots to build on this parcel, but the top of the hill seems like the place to be with the ability to have unobstructed views from your new home.

West Hill Road, Jamaica

199 Turkey Mountain Rd, Jamaica
$480,000
3 Beds ⋅ 3 Baths ⋅ 5079024 MLS
Welcome to country living with room to breathe. This expanded and renovated 1985 ranch sits on nearly 8 rolling acres offering the perfect blend of privacy, open space and modern comfort. Step outside and enjoy country side living suited for gardening, recreation, snowmobiling or simply relaxing. Inside, thoughtful updates and expanded layout create bright, inviting living areas for everyday living or entertaining. Primary suite and additional two bedrooms with sleek bath on main level. Bumped out addition of den for your office/reading area with access to outdoors. Well equipped kitchen with pantry open to dining area and mornings you can enjoy all the sun beaming through. Owner created a wonderful family room on the lower level walk out with half bath and a bonus room. Two car attached garage. The well maintained John Deer tractor is available for purchase to keep your meadow preserved. Enlarged deck for all your bbques and entertaining. Plus, outdoor storage shed/lean -to for your ATVS , snowmobiles etc . We invite you to take a tour. This home will not last on the market.

199 Turkey Mountain Rd, Jamaica

163 Howe Farm Rd, Jamaica
$450,000
3 Beds ⋅ 3 Baths ⋅ 5094647 MLS
***BEST AND HIGHEST DUE BY 6/23/2026 AT 5PM*** Let the sunshine in! This beautifully maintained 3-bedroom, 3-bath home features an open-concept kitchen, living, and dining area centered around a stunning floor-to-ceiling brick fireplace. Cathedral ceilings and abundant windows fill the space with natural light, creating a warm and inviting atmosphere. The spacious primary suite offers a private full bath, while two additional bedrooms and another full bath are conveniently located on the main level. A charming loft overlooks the entryway, providing flexible space for a home office, reading nook, or additional sleeping area. The finished lower level is perfect for entertaining and accommodating guests, featuring a second fireplace, movie projector with surround sound, heated radiant entryway, bonus bunk room, full bath, laundry room, and ample storage space. The kitchen is equipped with stainless steel appliances, and numerous upgrades that were completed to home in 2019. Outside, enjoy every season from the expansive deck, complete with grill, fire pit area and hot tub at ground level. Additional highlights include a durable standing-seam roof, circular driveway, and a private setting tucked back from a town-maintained road. A beautiful stone retaining wall provides excellent curb appeal and a welcoming first impression. Located in a town with no zoning restrictions and just minutes from Stratton Mountain, this property offers the perfect combination of comfort, convenience, and year-round recreation.

163 Howe Farm Rd, Jamaica

994 W Jamaica Rd, Jamaica
$450,000
3 Beds ⋅ 3 Baths ⋅ 5093205 MLS
A Rare Riverfront Investment & Lifestyle Opportunity Nestled along the banks of a picturesque river, this magical 8.5-acre property offers a unique blend of natural beauty, privacy, and income-producing potential. Surrounded by mature trees, and the soothing sounds of the water, this is a truly special retreat in Southern Vermont. The main residence was thoughtfully updated in 2015 and features 3 bedrooms, 2.5 bathrooms, and a highly efficient split heating and cooling system installed in 2023. Comfortable and well-appointed, the home serves as an ideal primary residence, vacation getaway, or investment property. Adding to the property's appeal are two exceptional off-grid guest cabins designed for the growing glamping market. The first cabin, constructed in 2019 and situated near the river, features a one-bedroom design, kitchen, loft sleeping area, and wood/pellet stove hookup, creating a memorable guest experience. A second off-grid cabin, completed in 2024, offers a one-bedroom layout with loft sleeping space, wood/pellet stove hookup, and a peaceful connection to nature. The property's income potential is substantial, with the guest cabins projected to generate approximately $60,000 annually in gross rental income, while the main home has demonstrated gross rental income of approximately $48,634 annually. Whether you're seeking a Vermont retreat, a hospitality venture, or a combination of both, this property presents a compelling opportunity with multiple revenue streams. Only 10 Min. to Stratton Mountain Resort and 20 Min. to Mount Snow Resort. Bromley and Magic Mountain within 30 min. drive. Rarely does a property combine riverfront beauty, modern improvements, off-grid luxury accommodations, and strong investment potential in such a remarkable setting.

994 W Jamaica Rd, Jamaica

Black Bear Rd, Jamaica
$377,500
5101033 MLS
Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on VAST Trail 710, offering outstanding snowmobile access. A recent F&W Forestry timber inventory (April 2026) documented 1,409 MBF of sawlog volume and 5,449 cords of pulpwood, for a Capital Timber Value of $290,100 ($1,031/commercial acre), a well-stocked, diverse forest managed for decades with excellent regrowth potential. Terrain rises to 2,040' at the property's high point, with a former log landing offering a ready building site. The land will be conveyed subject to a conservation easement held by the Vermont Land Trust, permitting sustainable forestry, agricultural use, and recreation, including rights to build an 800 sq ft off-grid camp, use ATVs, and post against trespassing. Nearby amenities include Jamaica village (5.5 mi), Stratton (6.6 mi), Mount Snow (14 min), and Manchester (24 mi), plus renowned fishing on the West River and Battenkill, swimming at Pikes Falls, and hiking to Hamilton Falls and the Long Trail. Boston is 3 hours away; Albany is 1.75 hours away. A rare blend of recreation, timber investment, and conserved Vermont character.

Black Bear Rd, Jamaica

West Hill Road, Jamaica
$367,802
5021418 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 4 is 68.89 acres and is the largest of the five parcels for sale. This lot has a solid woods road leading from the main access road into the property’s interior. Immediately next to the road is the first clearing where a house could be built. This is a level spot, and by removing some of the trees near the road, views of the mountains would be seen. Continuing up the road there is another large clearing. This site would have great views, possibly in two directions once some tree clearing has been done. As with the rest of the parcels, this land is not in Current Use, so there are no restrictions on where you can build.

West Hill Road, Jamaica

29 Pikes Falls Rd, Jamaica
$315,000
4 Beds ⋅ 2 Baths ⋅ 5078084 MLS
MOTIVATED SELLERS! Bring your offers! Experience the timeless appeal of this beautifully preserved 1800s Greek Revival residence in the center of Jamaica Village. Offering more than 2,500 square feet of living space, the home pairs classic architectural detail with thoughtful modern updates for effortless year-round living. Ideally situated just 15 minutes from Stratton Mountain and 25 minutes to Mount Snow, the location balances village convenience with premier access to Southern Vermont’s ski resorts and outdoor recreation. From the covered porch to the deck and veranda, the property invites relaxed outdoor living amid established gardens and peaceful surroundings. Jamaica State Park, River & Rye, the West River, the village library, and the local general store are all within easy walking distance. Inside, generous proportions define the layout. The expansive primary suite is complemented by three additional well-sized bedrooms, providing flexibility for guests or remote work. A well-appointed kitchen with a center island opens seamlessly to a formal dining room designed for memorable gatherings. The spacious living room offers a warm and welcoming setting, while the back porch and veranda create additional spaces to unwind. Blending historic character, modern comfort, and an exceptional village location, this property represents a rare opportunity to own a quintessential Vermont home—equally suited as a primary residence, seasonal retreat, or investment opportunity.

29 Pikes Falls Rd, Jamaica

9047 Vt Route 30, Jamaica
$315,000
2 Beds ⋅ 2 Baths ⋅ 5075664 MLS
“The Yellow Sweetie” offers a rare blend of charm, convenience, and proven income potential. This stylish country-meets-shabby-chic retreat has been a high-income producing rental for many years, making it an excellent opportunity for investment, year-round living, or a Vermont vacation retreat. Ideally located near the base of Stratton Mountain, the property sits just one minute from the Stratton Access road and only eight minutes to the slopes. Enjoy easy access to beloved local destinations including Gale Meadows Pond for kayaking and hiking, Honey Pie and Family Kitchen for lunch or dinner, and the Stratton Village shops. The home features two bedrooms and two baths, including one with a classic clawfoot tub. Thoughtfully updated while preserving its inviting character, the home features comfortable living spaces and a large cook stove, creating a warm and welcoming atmosphere. Filled with warmth and personality, this turnkey property presents an outstanding opportunity for personal use, rental income, or a combination of both in a highly desirable Stratton location.

9047 Vt Route 30, Jamaica

1829 W Jamaica Rd, Jamaica
$308,500
3 Beds ⋅ 2 Baths ⋅ 5082108 MLS
Vermont Charming! Tucked away along a peaceful river in Jamaica, Vermont this charming cape offers the perfect blend of privacy, character and convenience just 4 miles from Stratton Mountain Resort. With three bedrooms and one and three quarters baths, the home has been thoughtfully maintained and updated while preserving its classic New England charm. Recent upgrades to the kitchen and bathrooms provide modern comfort, new windows throughout make it energy efficient. A cozy wood stove creates the perfect atmosphere after a day on the slopes while the deck overlooking the river offers a relaxing spot to unwind and enjoy the natural setting. Outside, a fire pit area adds to the appeal, creating a wonderful gathering space for evenings under the stars. Private and secluded, yet minutes from skiing, dining, golf and year round recreation, this property is an ideal retreat or full time residence. Great price and location- sold furnished and move in ready - make an appointment to see it today!

1829 W Jamaica Rd, Jamaica

270 Castle Hill Rd, Jamaica
$302,500
3 Beds ⋅ 2 Baths ⋅ 5103863 MLS
OFFER DEADLINE, MONDAY AUGUST 9TH 2026 5PM. Escape to this charming turnkey cabin nestled in the hills of Southern Vermont, just a short drive from Stratton Mountain. Being sold fully furnished and as is, what you see is what you get, simply bring your personal belongings and start enjoying your mountain retreat! Privately situated on 9.7 wooded acres, this cozy getaway offers the perfect blend of seclusion and convenience. A paved driveway leads you to your own peaceful slice of Vermont paradise. The open-concept interior features a warm post-and-beam design with locally harvested wood countertops that add rustic character to the kitchen and living space. The main level offers two bedrooms, one with its own three-quarter bathroom, providing privacy and convenience for family or guests. Upstairs, a spacious open area offers endless possibilities, use it as additional sleeping space, a game room, home office, or cozy lounge area. The cabin is comfortably heated year-round by a Rinnai direct vent propane heater, with electric baseboard heat available for backup. Annual propane usage was 365 gallons total heating the cabin year-round, and the average annual electric bill was $670 total for the current owner. Whether you're looking for a four-season getaway, or a peaceful place to unwind, this inviting cabin is ready for its next owners to enjoy.

270 Castle Hill Rd, Jamaica

1018 S Hill Rd, Jamaica
$275,000
2 Beds ⋅ 1 Baths ⋅ 5102407 MLS
OPEN HOUSE - Sunday 8/2, 1-3 ** BEST AND FINAL DEADLINE - Monday, August 3rd, 5pm. This charming A-frame offers a woodsy Vermont retreat on 2.8 acres on quiet and scenic South Hill Road. Set at the end of a long driveway and perched on a hill, surrounded by mature woods, this 2 bedroom, 1 bath home blends rustic character with a warm, inviting atmosphere. Natural wood flooring and wood features throughout complement the distinctive A-frame design, while a wall of windows fills the home with natural light and brings in the surrounding woodland setting. The main level offers an open living, kitchen and dining space that walks out to a deck in the trees. Also on this main level is a bedroom and bath and access to an additional deck on the front side of the home. Stairs off the living room take you up to the loft bedroom overlooking the living space on one side and large windows to the outside on the other. The lower level offers an opportunity to finish additional space for expanded living, recreation, or guest accommodations. Enjoy the peace and privacy of your own wooded retreat while remaining just a short drive to both Mount Snow and Stratton ski areas. Adding to the country setting is a local general store only four minutes away. Whether you’re looking for a weekend escape, vacation home, or year-round residence, this property offers a wonderful opportunity to create your own Vermont getaway. Property is being sold as is.

1018 S Hill Rd, Jamaica

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

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

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

West Hill Road, Jamaica
$144,892
5021411 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 2 is 15.27 acres and is the first parcel found on the left side of the newly built 20 foot wide road. Lot 2 is slightly sloped to level, and there are two woods roads that lead into the parcel’s interior. One of these roads could be made into a driveway and a homesite could be established in the forest. You could also build closer to the access road where there are good views of the mountains to the northwest. From one of the woods roads you can see the back side of Glebe Mountain which is more commonly known as Magic Mountain Ski Area. With some tree thinning you could open up a larger viewshed to the east.

West Hill Road, Jamaica

14 Sugar, Jamaica
$130,000
5092583 MLS
Nestled in the heart of Jamaica, this pristine wooded lot offers a quintessential Vermont building canvas where privacy meets accessibility. As you pull off the quiet road onto the roughed-in driveway, you are immediately enveloped by a mature hardwoods that leads directly to a cleared homesite. This dedicated building envelope allows you to drive your car right to the center of your future footprint, offering a clear vision for your home's placement without the immediate worry of heavy site clearing. With underground power already on-site and a septic permit in place and professionally flagged, the land sits at the intersection of rugged nature and refined convenience. Whether you are seeking a basecamp for the four nearby ski resorts or a quiet retreat near Jamaica State Park, you can stand in your private clearing today and start planning for tomorrow.

14 Sugar, Jamaica

Worden Road, Jamaica
$110,000
5101763 MLS
Discover the perfect blend of privacy, natural beauty, and convenience with this exceptional 6.4-acre parcel featuring river frontage in the heart of Southern Vermont. Tucked away in a peaceful setting, this unique property offers a rare opportunity to enjoy the serenity of nature while being just a short walk to both Jamaica State Park and the charming Village of Jamaica. Spend your days hiking, biking, kayaking, fishing, or simply relaxing by the river. Jamaica State Park is just steps away, while the village offers a restaurant, local market, and year-round community events. The property also enjoys easy access to Stratton, Bromley, Magic, and Mount Snow, making it an ideal base for four-season recreation. Surrounded by mature trees and abundant wildlife, this parcel offers the privacy and tranquility that make Vermont so special. Whether you're looking for a peaceful retreat, recreational property, or a long-term investment, opportunities like this are increasingly hard to find. Riverfront acreage within walking distance of both a quintessential Vermont village and one of the state's most beloved parks is truly a rare offering. No engineering or permitting has been completed on the property. Buyers are encouraged to perform their own due diligence regarding potential development and suitability for their intended use. If you've been dreaming of owning a piece of Vermont where privacy, recreation, and small-town charm come together, this remarkable property is ready to inspire your next adventure. The Seller's estate is in the process of obtaining the required License to Sell, which is expected to be issued within 30 days.

Worden Road, Jamaica

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