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8365 Vt Route 30, Jamaica
$245,000
2 Beds ⋅ 1 Baths ⋅ 5062694 MLS
Quintessential Vermont Log Cabin Seeks New Relationship. I'm an adorable 2 bedroom, 1 bath home, located just 2 short miles from Stratton Mountain. I'm open to a variety of possibilities, including a full-time or seasonal resident. I'd also be a great fit for an investor. What I lack in size, I make up for in character. My open kitchen and living room layout is where I shine, and my cathedral ceiling makes me feel open and airy. I've even got a spacious loft for additional space. I like to take good care of myself, so I just put in a new septic system, and waterproofed my foundation. A full, walk-out basement provides even more potential! I'm a supportive partner, so I've got your back with a Tesla Powerwall, in case the lights go out. Oh, and I've even got a cozy deck, perfect for relaxing with your morning coffee or an evening beverage. I know I'm a catch, so come for a visit and let's see if we're a match! Floor plan measurements are approximate.

8365 Vt Route 30, Jamaica

2277 Vt Rt 30, Jamaica
$245,000
3 Beds ⋅ 1 Baths ⋅ 5045300 MLS
Meander down the winding private drive and “LO AND BEHOLD” an enchanting country cottage nestled on a serene 4.8 acres awaits you! This quaint 3-bedroom, 1-bath home is brimming with potential. Inside, you'll find wideboard pine flooring in the dining and living rooms, 2 woodstoves, and an additional den area. In 2024, SEVCA conducted an energy service, enhancing the home with spray foam insulation in key basement areas, a new water heater and more. The property features several outbuildings, including a carpenter's workshop with power, a woodshed and a gardening shed. This will be a dream home for someone who cherishes both privacy and accessibility in the beautiful setting of Jamaica, Vermont. Outdoor enthusiasts will appreciate the proximity to a variety of activities, skiing, mtn biking, hiking with an easy drive to cultural and recreational spots: just 20 min. to Stratton Mountain, 23 min. to Mount Snow and 30 minutes to Manchester. New York City is 4.5 hours away, Boston is 2.75 hours, from your doorstep. While this home does require some work, including the installation of a new kitchen, we have consulted a local mortgage broker who has a financing option that allows you to borrow up to 10% of the purchase price to complete the kitchen renovation. This then can be incorporated into a single loan upon completion. For further details, it is recommended to reach out to a home loan specialist to explore your options. Measurements are approximate.

2277 Vt Rt 30, 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

533 Pratt Bridge Rd, Jamaica
$200,000
3 Beds ⋅ 2 Baths ⋅ 5057617 MLS
Nestled in the peaceful and desirable Cole Pond neighborhood, while being merely minutes away from: Stratton Mountain Resort, renowned for its skiing and year-round recreational activities The picturesque landscapes of Southern Vermont – offering hiking, fishing, and various outdoor pursuits Seclusion and serenity on your own 1.6-acre sanctuary. This contemporary 3 bedroom with loft 2 bath, shed-roof treasure is situated on an impressive 1.6-acre plot in the highly sought-after Cole Pond area of Jamaica. THE OPPORTUNITY This handyman's dream is attractively priced for the contractor or investor willing to get their hands dirty. The structure is robust; the location is exceptional. All buyers should be pre-qualified. This property is being offered "AS IS" for the buyer who recognizes opportunity.

533 Pratt Bridge Rd, 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

1372 Vtrt 100 S, Jamaica
$85,000
3 Beds ⋅ 2 Baths ⋅ 5101991 MLS
This chalet, situated conveniently by the river, is ideally located midway between the renowned Stratton and Mount Snow Resorts, making it a perfect retreat for skiing, hiking, and golfing enthusiasts. Just a brief 20-minute drive from both resorts, this three-bedroom, two-bath property presents an excellent opportunity for those looking to invest in a home that requires some updating and renovation. The surrounding area boasts the picturesque southern Vermont villages, including the quaint town of Jamaica, and is in close proximity to Dover/ Wilmington, which offers a variety of hiking trails and golf courses. The ski resorts are easily accessible, providing year-round recreational activities. The asking price of the property has been set to reflect its current condition, making it an attractive option for buyers seeking a project that can be transformed into a personal haven in this beautiful region.

1372 Vtrt 100 S, Jamaica

0000 Wonder Ln, Jamaica
$84,900
5058633 MLS
Prime 1.78-Acre Wooded Lot near Stratton Mountain Ski Resort and Golf Course---Nestled down a serene and private dirt road, this magnificent 1.78-acre wooded lot offers an unparalleled opportunity to build your dream home amidst Vermont's natural beauty. Located conveniently close to the renowned Stratton Mountain Ski Resort and Golf Course, this property promises year-round recreation and adventure. Imagine waking up to views of lush, mature trees, and the soothing sounds of nature. Whether you're an avid skier, golfer, or simply seeking a tranquil retreat, this lot provides the perfect canvas for creating a lifetime of cherished memories. With its picturesque setting, abundant privacy, and prime location, this property is a rare gem waiting to be discovered. Don't miss out on the chance to own a piece of Vermont's enchanting landscape—schedule a visit today and envision the endless possibilities that await! Adjoining 2.06 acres LOT 15 for sale as well! Realtor sign strategically placed on the upper corner pin of the lot off of roughed-in road.

0000 Wonder Ln, Jamaica

000 Wonder Ln, Jamaica
$65,000
5058629 MLS
Prime 2.06-Acre Wooded Lot near Stratton Mountain Ski Resort and Golf Course---Nestled down a serene and private dirt road, this magnificent 2.08-acre wooded lot offers an unparalleled opportunity to build your dream home amidst Vermont's natural beauty. Located conveniently close to the renowned Stratton Mountain Ski Resort and Golf Course, this property promises year-round recreation and adventure. Imagine waking up to views of lush, mature trees, and the soothing sounds of nature. Whether you're an avid skier, golfer, or simply seeking a tranquil retreat, this lot provides the perfect canvas for creating a lifetime of cherished memories. With its picturesque setting, abundant privacy, and prime location, this property is a rare gem waiting to be discovered. Don't miss out on the chance to own a piece of Vermont's enchanting landscape—schedule a visit today and envision the endless possibilities that await! Adjoining 1.78 acres LOT 18 for sale as well! Realtor sign strategically placed on the upper corner pin of the lot off of roughed-in road.

000 Wonder Ln, Jamaica

Rte 30, Jamaica
$45,500
5048856 MLS
Tucked along a quiet, town-maintained road in Jamaica, Vermont, this beautifully wooded parcel places you right in the heart of southern Vermont’s legendary ski country. Stratton, Magic, and Bromley Mountains are each only minutes away, giving you three distinct downhill experiences—plus miles of lift-served mountain-bike trails—at your fingertips. Yet winter fun is just the beginning: the West River offers blue-ribbon fly-fishing, miles of VAST snow-mobile corridors weave past the property line, and nearby state forests deliver hiking, gravel-riding, and foliage-season color that’s hard to beat. The lot itself is a gently rolling canvas of mature hardwoods and evergreens, with several natural plateaus that lend themselves to a dream cabin site—think sunrise views through the maples and crackling fires under starry skies. A roughed-in driveway and power close to the road help fast-track your build, while solid cell coverage and fiber-optic options keep you connected when you need to be. When you crave a change of pace, the boutiques and restaurants of Manchester—home to the historic Equinox Hotel—are an easy 15-mile ride over scenic mountain roads. Whether you envision ski-packed weekends, summer swimming holes, or a quiet, four-season retreat, this Jamaica lot is a launchpad for everything that makes Vermont irresistible. Come stake your claim and start sketching the cabin you’ve always imagined.

Rte 30, Jamaica

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