42 properties for sale in East Jamaica

Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retreat, privately set on a secluded 1-acre lot surrounded by woods and nature. Tucked away in a peaceful setting, this inviting home offers warmth, character, and the simple beauty of country living. The first floor features an open floor plan with hardwood floors and natural woodwork throughout, a cozy livingroom with a beautiful fireplace, a small den leading to a bedroom with a knotty pine ceiling, plus a spacious rebuilt (2018) 400 sqft. Primary bedroom with wide pine floors, laundry, ample closet/storage space, and a wood stove perfect for snowy Vermont evenings. Upstairs, you'll find a third bedroom and an additional bonus room for guests, office space, or hobbies. Step outside onto the large deck, built in 2022, and take in the summer breezes and colorful fall foliage while surrounded by the peaceful beauty of rural Vermont. A loose-laid stone wall elegantly frames the garden and established pl

Ready for its next stewards, this cozy home has been cherished by the same family for many years and is set on 10 acres of open land and woodlands. Enjoy a peaceful rural setting conveniently located between two of southern Vermont's premier ski destinations: Stratton Mountain Resort and Mount Snow. At the heart of the house is an inviting kitchen featuring updated cabinets, soapstone countertops, and wood cookstove. The first floor includes a small bedroom, and living room, with two additional bedrooms and a full bath upstairs. A spacious family room leads to large deck overlooking the serene surroundings. An oversized garage provides generous workspace and storage above. Whether you are an outdoor enthusiast seeking a primary residence or a vacation retreat, this welcoming property offers comfort, character, and access to year-round recreation. Sale is subject to final subdivision approval; the family will retain the surrounding land

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

Discover the quintessential Vermont country lifestyle on your own 80 acres in Townshend where timeless farmhouse charm meets exceptional versatility and beautifully maintained grounds. This inviting four-bedroom post and beam farmhouse has been impeccably cared for with many updates throughout, offering a wonderful blend of historic character, comfort, and modern convenience. Inside, warm and welcoming living spaces provide the perfect setting for gathering with family and friends, while the sunroom offers a peaceful place to relax and enjoy the beauty of the surrounding landscape in every season. The space provides endless possibilities, whether you envision a yoga or fitness studio, creative retreat, home office, or additional space for visiting guests, there is ample space to bring your own vision to life. After a day enjoying the outdoors you can unwind in your own private sauna. The property's remarkable outdoor amenities are equally appealing. A classic Vermont barn with four sta

This four-bedroom, three-bathroom home with additional office or bonus room space can be yours! Offering a spacious family room with fireplace, a cozy den off the garage entry. A formal dining room in addition to kitchen that allows for another sitting area with plenty of wall space to decorate. The location is set back off Route 100, so very minimal road noise yet the highway is always maintained well by the state. Private pond with a sprawling yard. The two-car attached garage with access to both the basement and storage space above is very convenient for the colder months! Cedar exterior siding with a Brazilian rosewood oil finish, lovely hardwood flooring throughout most of the home with a walnut finish. Only two smaller rooms have carpeting. Wonderful mudroom entryway to hang your coats and boots. A surround sound system both inside and out for your enjoyment during our warmer months here in southern Vermont. This home has been lovingly cared for and enjoyed for many years! Nice c

Charming cabin 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 rustic retreat, overlooking a river and short range mountain view across the way. The home has a large open concept living space with the exposed log joinery throughout, an updated kitchen and spacious dining area, stone fireplace and hearth, full bath and laundry, 4 upstairs woodsy guest bedrooms, a large covered porch as well as a screened in porch area, walkway to a private gazebo for further outdoor enjoyment, additional owners storage shed, 2 car detached garage with workshop, wood shed, and more. The septic was recently updated. A tremendous opportunity for someone looking for a home with easy access but not a lot of space to maintain

A great, affordable starter! Mostly open concept with L/D/FM and kitchen all flowing one to the other with lots of windows for light and air, bringing the outside in. There is also a bedroom and full bath on the first floor for aging in place. Attached is a huge shed for a workshop. The big surprise and great treat is the lot across the street that borders the Wardsboro Brook and could be a playground, garden, extra parking or so many other things.

A perfect example of the ideal Vermont home. Beautiful natural woodwork abounds in this post and beam/log home hybrid built in 2005. Conveniently located on a corner lot with tremendous privacy and a spacious cul-de-sac driveway, is this perfect home with perennial gardens, a natural wood facade, stone chimney, stone walkway, large entertaining deck, patio with hot tub, and an exterior elevator for easy access to both levels of the home. Never worry about moving your cars for the plow thanks to the 2 car garage. Inside you are treated to a majestic great room with beautiful open concept living space, high ceilings, a large kitchen and dining area, fireplace with stone hearth, and amazing exposed woodwork, all looking out over the private landscaped lot. The main floor also has a large mudroom entry for gear storage, 2 large bedrooms, and a full bathroom. The upper floor has a woodsy primary suite with upscale full bathroom and an overflow sleeping loft or office nook. The finished walk

Attention Buyers looking for a Turn Key property and or business location: Proven Short Term Rental Income, 142k gross over the past 8 years with 2 of those years virtually closed due to COVID. 135k net. Being on Route 100 gives you easy access to everything including Commercial and Mixed Use prime location. Welcome to Your Vermont Retreat on scenic Route 100 in Wardsboro. Beautifully maintained and thoughtfully designed, this turnkey 3-bedroom, 2-bath home is ready to enjoy from day one whether as your full time residence, vacation getaway, or a highly successful short-term rental that guests absolutely love. Walking in through the covered entry you'll find soaring cathedral ceilings in the living room, abundant natural light, a cozy brick hearth with wood stove, and an inviting open kitchen and dining area perfect for gathering with family and friends. This main floor also has a full bathroom. The 3 bedrooms and another full bath are upstairs. Step back outside to a spacious deck fea

Looking for a project? Featuring a drilled well, existing septic, electric, and driveway, you have a good start for a new build, renovation or a combination of the two. The cabin has been added onto many times, making room for a growing family. The land is mostly level, with some nice plantings and the house sits back a little distance from the neighbors. The well is being shared, electric is run from this property to the neighbor. There is some clean up on this property, but more around the neighborhood. Fix it up for a great ski crash pad, or do more and enjoy an affordable primary. This is an estate so no SPIR is available. The rooms beyond the staircase should not be walked on for safety. But, includes 2 bedrooms and a partially finished 3/4 bath. Power is not on, plumbing is not working

Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist's eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature

Discover this renovated timber frame home nestled on 366 acres of private land. Offering a seamless blend of historic character and modern comfort, this 4 bedroom plus office, 4 and a half bathroom home showcases attention to detail. The gourmet kitchen, inviting living spaces, bonus game room and home gym are complemented by a sunlit dining space with a greenhouse sunroom, adding a touch of nature to your daily life. Multiple bedrooms give everyone in your party a private space to relax after a long day exploring the outdoors. Step outside to witness dramatic views of the rolling hills that surround the property. A tranquil pond with gazebo graces the landscape. A well-appointed barn with 5 stalls and a paddock caters to equestrian enthusiasts. Miles of trails crisscross the property, providing endless opportunities for outdoor activities. This property is subject to an Act 250 permit and enrolled in Vermont Current Use Program, securing its natural beauty for the future. Whether you

A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont's rugged natural beauty, allowing you to live on the sun's rhythm while enjoying refined comfort, complete privacy, and breathtaking surroundings. The cedar and metal exterior complements the landscape, while expansive living room windows provide nearly 180-degree views across your own nature preserve-like setting. Inside, a simple and sleek design creates an airy living space filled with natural light, warm bamboo floors, and clean modern lines. Indoor and outdoor wood-burning fireplaces add warmth and ambiance throughout every season. An additional family room offers flexible living space, perfect for gathering with friends and family, a media room, home office, or quiet retrea

Less scrolling. More Vermont. Pick a mountain. Pack the snacks. Forget what day it is. Here in Jamaica's Mountain Acres neighborhood, your Vermont routine comes with considerably better scenery. Set on a skosh (It's a word! Look it up!) over 1 acre, this three-bedroom home offers a skosh (It's growing on you, isn't it?) over 1,500 square feet, two baths (one of which has been beautifully updated), and room to gather without spending your weekend cleaning it. Vaulted ceilings, skylights, and woodland views bring the outside in. the brick fireplace makes a strong case for staying put. The kitchen serves up wood cabinetry, granite counters, stainless appliances, and a hammered-metal apron-front sink with a little extra personality. A generous peninsula keeps the cook in the conversation. and the snacks within reach. Slide outside for dinner on the deck, stash your gear in the shed, and put the large, unfinished basement to work for laundry and storage. Or let your imagination run wild and

Already operating as a successful short-term rental, 24 Mowrey Road offers the space, setting, and amenities buyers are looking for in a Southern Vermont getaway. Set on 2.3 acres along a town-maintained dead-end road, this spacious 4-bedroom, 4-bath home is positioned between Stratton and Mount Snow, with easy access to year-round recreation. Inside, the open great room creates an inviting gathering space, complete with a wood stove, propane stove, double sliders to the rear deck, and a fun ski-lift chair feature that gives the home unmistakable Vermont ski-house character. The layout works especially well for groups, with a first-floor primary suite with king bed, three additional bedrooms upstairs, 2 with king beds and one with 2 triple bunks, multiple baths, and a mostly finished lower level offering additional family, recreation, and bonus space. A covered front porch and expansive rear deck extend the living outdoors, while the detached garage provides welcome storage for skis, b

Tucked into a tree-lined one-acre lot in Wardsboro, Vermont, this special property offers just the right amount of privacy while keeping you close to everything Southern Vermont has to offer. Ideally located just 12 minutes from Mount Snow and 20 minutes from Stratton Mountain Resort, the property offers easy access to year-round recreation. Start the morning on the large front porch or settle onto the oversized back deck and take in the peaceful surroundings. Inside, this 4-bedroom, 4-bath home offers more than 3,000 square feet of living space across three finished levels, providing plenty of room to gather while still giving everyone space of their own. The home features a bright open floor plan with 10-foot ceilings on every level and wood flooring throughout. The main living area flows effortlessly from the kitchen to the dining space and into a warm, inviting sitting area anchored by a wood stove. A first-floor bedroom with Jack-and-Jill ensuite bath provides flexible space for g

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 facade 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 comfortab

Village living with room for possibilities! Just steps from Jamaica State Park and downtown Jamaica, this versatile home offers a wonderful opportunity to enjoy Vermont living with the added benefit of separate living spaces and potential rental income. Abutting the river, the property is currently configured as three spacious two-bedroom apartments-two with one bath and a third with two baths. Make one apartment your full-time residence or Vermont getaway while renting the others, or explore options for bringing extended family together while maintaining privacy and independence. Two apartments are currently vacant and ready for immediate occupancy. The third is home to long-term tenants who hope to stay, offering potential ongoing income. Recent improvements include a new furnace, new well pump, freshly painted exterior, and replacement windows where needed. The hot water heaters are approximately five years old. One apartment features a new refrigerator and stove, while another incl

Tucked into a quiet, sunny setting just steps from Jamaica State Park and the heart of Jamaica Village, this charming two-bedroom plus loft Cape offers the perfect blend of Vermont character, comfort, and convenience. Filled with natural light and warm wood accents, the home has an inviting feel from the moment you step inside. A spacious mudroom provides a practical entry for every season and opens into the kitchen, where a center island and gas cooktop make it easy to gather, cook, and entertain. The open floor plan flows naturally into the main living area, where a cathedral ceiling adds a wonderful sense of space and a wood-burning stove creates a cozy focal point for winter evenings. The home offers two bedrooms plus a versatile loft, ideal for additional sleeping space, a home office, or a quiet retreat. The primary bedroom features its own ensuite bath, and with two full baths and one half bath, there is plenty of room for family and guests. Adding to the property's future poten

This charming saltbox home, built in 1980, features three bedrooms and two bathrooms, complemented by a dining room that invites abundant sunlight. The spacious living room and family room, equipped with a wood stove, create a warm and inviting atmosphere. The large kitchen offers ample space for culinary endeavors, while the full unfinished basement presents opportunities for customization. Set on 5.65 acres of bright, sunny land, the property includes a greenhouse and is bordered by a picturesque stone wall along a private road. Nestled in the country village of Jamaica, it is surrounded by wooded areas teeming with wildlife, yet conveniently located just 20 minutes from four major ski resorts and close to Jamaica State Park, which offers excellent hiking and camping options. While the home requires some updating, it provides a perfect blend of rural tranquility and accessibility to Vermont's attractions

This beautiful home in the traditional village of Wardsboro offers sweeping mountaintop views and spectacular sunsets, along with convenient access to nearby ski resorts, cross-country ski trails, VAST trails, and the town center - all just minutes away. Great for the outdoor enthusiast, this home is also well-suited for remote work, streaming, and staying connected with dedicated reliable high-speed internet for uninterrupted service. Recent improvements include an expansive kitchen with updated appliances, a new roof, windows, flooring, well pump, mini-split systems, and high-efficiency propane heating and hot water. In winter, relax by the warmth of the woodstove; during warmer months, entertain guests on the deck or around the fire pit. A finished walkout basement provides flexible space for a game room, additional living space or bedrooms. The property features a three-car garage with loft storage, a notable 16 by 20 foot antique barn, an 18 by 10 foot open shelter, and a 14 by 12

Avoid the high cost of heating oil with this this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat. Recent energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, and Daikin heat pumps and mini splits. Located just 20 minutes from Stratton Mountain and Mount Snow, this home sits on 14.4 acres bordering the beautiful Green Mountain National Forest and offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property can be used as a fully-equipped, turn-key vacation rental or exceptional full-time residence. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a 3/4 bath, and a sun-filled mudroom/su

Completely renovated and move-in ready, this stunning mountain home offers the perfect blend of comfort and convenience. The full interior renovation includes a brand-new kitchen and bathroom (as well as an updated second bath), updated bedrooms, new doors, fresh paint, and beautiful new flooring throughout. A propane fireplace adds warmth and charm, while a newly installed mini-split system provides efficient heating and air conditioning year-round. In 2024, the basement underwent major upgrades, including mitigation with an improved support and drainage system, along with the installation of two new water tanks-providing long-term confidence and reassurance for the next owner. Ideally located near Stratton Mountain, Ball Mountain Dam, and Jamaica State Park, this home is a perfect base for four-season recreation-from skiing and snowboarding to hiking, swimming, and exploring nature. A true turnkey retreat in an unbeatable location!

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the home's striking presence is undeniable. A porte-cochere welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef's kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the home's most captivating features is its silo with a winding staircase illumina

Nestled in the picturesque countryside of Jamaica, Vermont, this charming residence offers an idyllic retreat just a stone's throw away from renowned ski areas such as Stratton Mountain, Bromley, Magic Mountain, and Mount Snow. The property is situated on a private road, ensuring tranquility and seclusion, while boasting four bedrooms, bonus room on the 3rd floor and two and a half baths, complemented by a cozy fireplace that enhances the home's inviting atmosphere. The mountain view across the valley serve as a stunning backdrop, making it an ideal setting for nature enthusiasts. The proximity to Jamaica State Park provides ample opportunities for hiking and camping, while the West River Trail and the river's celebrated whitewater release weekends cater to adventure seekers. During the winter months, the nearby ski resorts offer exhilarating skiing and snowboarding experiences, while the surrounding area features Townshend State Park, Townshend Lake, and various outdoor activities suc

Nestled on 1.25 flat and beautifully maintained acres and just 1/2 mile from the village, this spacious 5-bedroom home offers the perfect blend of charm, convenience, and Vermont lifestyle. The lovely yard features a mature raspberry patch, ample space for gardens, outdoor entertaining, or simply enjoying the peaceful setting. Ideally located just 1/2 mile from the heart of Jamaica Village and only 3/4 mile to Jamaica State Park, outdoor recreation, dining, and local shops are all close by. Stratton Mountain and Mount Snow are both just 20-25 minutes away, making this an excellent four-season retreat or full-time residence. Inside, the home offers hardwood floors throughout, generous living space, and a wonderful sunroom with a woodstove hookup perfect for cozy evenings year-round. Additional highlights include a paved driveway, easy access to Route 30, an attached garage and workshop space. For added transparency and peace of mind, the seller has completed a pre-listing property inspe

Only 8 miles from Stratton Mountain, this extra-large expanded farmhouse provides ample space, quiet, and tons of classic Vermont charm. Set in a lush garden landscape surrounded by meadows, a stone wall, perennial gardens, an apple orchard, a barn, and multiple outbuildings, the home feels like old Vermont while being close to major amenities. The original home is from the 19th century but contains a new addition from the 21st allowing you and your family to have space. The home has high ceilings, hand-hewn beams, classic woodwork, a wood-burning stove, and walls of windows that bring in warmth and light. The addition includes a grand primary suite with soaring ceilings, views over the land, walk-in closet, large tiled bathroom with a tiled shower, powerful jet tub, and double vanity. With 5 total bedrooms, 4.5 baths, 2 living spaces, and 3 bonus rooms, there is space to host or work from this 3,840SqFt home. The expansive kitchen contains large countertops with space for seating as w

Tucked into the beautiful hills of Townshend, Vermont is a truly special property, offered to the market for the first time. Beautifully crafted in the timeless tradition of timber-frame construction, this exceptional 3 bedroom, 2.5-bath home showcases classic mortise-and-tenon craftsmanship, warm natural materials, and expansive views south down the West River Valley. At the heart of the home, a magnificent Finnish Tulikivi soapstone fireplace anchors the great room, creating a warm and inviting gathering space beneath soaring cathedral ceilings. A dramatic wall of windows fills the room with natural light and brings the surrounding Vermont landscape indoors. Thoughtfully positioned throughout the home, the windows allow the beautiful valley views to be enjoyed from nearly every room. The home's distinctive timber frame construction creates an atmosphere that is both grand and welcoming, with exposed beams and carefully considered details throughout. The home has a great flow through

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas and the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated BandB. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck and savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, and billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currentl

A true Vermont lodge in every sense-warm, welcoming, beautifully appointed, and designed to bring people together. This exceptional mountain retreat combines the character and comfort buyers dream about in a Vermont home with the space, amenities, and proven rental history that make it equally appealing as an investment. The property has enjoyed a strong rental history with repeat guests who return to experience this special home year after year. Inside, the expansive open-concept living areas were made for gathering after a day on the mountain, while thoughtfully designed private spaces allow everyone room to relax and recharge. Curl up beside one of two fireplaces as the snow falls outside, host movie nights in the impressive 11-foot home theater, or gather in the great room around the 90-inch TV for game day. The lodge experience continues outdoors, where four-season entertaining takes center stage. Grill and dine beneath the stars, soak in the six-person hot tub, unwind in the eigh