New Listing! Jamaica VT Home for sale $1,450,000 $753 per sq.ft.

$1,450,000 $753 per sq.ft. Jamaica VT Home »

Waterfront on River Winhall River
5 Beds | 4 Baths |   Total Sq. Ft. 2974  |  Acres: 2.96
Listed on Thursday Jul 23, 2026
Description: OPEN HOUSE SATURDAY 8/1 FROM 3PM-5PM |10 MINUTES TO STRATTON RESORT | 4BR main house, 1BR barn apartment, and separate restored vintage barn | Just minutes from Stratton Mountain Resort, this beautifully restored Vermont farmhouse blends authentic character, exceptional craftsmanship, and modern comfort. Once the summer residence of renowned art historian Meyer Schapiro, the property retains the riverside beauty and creative spirit that have long defined it. Thoughtfully renovated by Vermont Country Builders, the home preserves its historic soul while providing quality and efficiency suited for each season. The main house spans three finished levels. An expanded kitchen with soapstone countertops opens to a spacious dining room and cozy sitting area with gas fireplace. Original wide-plank floors, antique doors, and a classic clawfoot tub celebrate the home's heritage. Extensive improvements include modern insulation, electrical, plumbing, a new foundation, sheetrock, high-efficiency propane boiler, HRV ventilation, mini-splits, Marvin windows, and an improved floor plan. Additional upgrades include standing-seam roofs on all three buildings, custom gutters and snow guards, updated baths, custom built-ins, new appliances, and AZEK decks. A separate guest house, originally Schapiro's art studio, offers a self-contained one-bedroom apartment with SMEG appliances, in-unit laundry and private hot tub. Below is a large heated storage area and screened porch. The vintage barn has been stabilized and restored with parking and EV charger. Extensive stonework, thoughtful landscaping, gardens, decks, a stone patio, and welcoming front porch complement the setting along the Winhall River. Direct access to the West River Rail Trail makes it easy to walk, bike, swim, and explore right from home. Less than a mile from Honeypie and Rawsonville Market and only minutes from Stratton Mountain Resort. Listing agent is related to seller. See neighboring property MLS # 5101689. See Listing Details & 47 images.

$1,500,000 $264 per sq.ft. Jamaica VT Home »

7 Beds | 8 Baths |   Total Sq. Ft. 8364  |  Acres: 16.05
Listed on Wednesday Jul 1, 2026
Description: Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & 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 B&B. 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 & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers! Listing agent is an owner of this property. See Listing Details & 40 images.

$2,399,000 $723 per sq.ft. Jamaica VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3569  |  Acres: 366.1
Listed on Saturday Sep 30, 2023
Description: 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 are relaxing on the porch or hosting gatherings in the spacious bonus room, this estate balances seclusion and convenience. Situated in bucolic Jamaica, it is 20 minutes from Stratton and 25 minutes from Mount Snow. Let this be your four season retreat, close to the mountains in the winter, swimming holes in the summer, and stunning views all year round! See Listing Details & 35 images. Includes a Virtual Tour

$3,995,000 $726 per sq.ft. Jamaica VT Home »

4 Beds | 6 Baths |   Total Sq. Ft. 5500  |  Acres: 44.47
Listed on Friday Jun 26, 2026
Description: 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-cochère 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 illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the home's entertainment offerings. The seamless connection between indoor and outdoor living is one of the home's greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens. See Listing Details & 60 images.

$8,200,000 $762 per sq.ft. Jamaica VT Home »

6 Beds | 10 Baths |   Total Sq. Ft. 10763  |  Acres: 416.27
Listed on Friday Feb 6, 2026
Description: Premier 416 acre Vermont Mountain Sanctuary -Luxury Estate with sweeping mountain views-a rare expression of outdoor and mountain living where nature inspired artistry, master craftsmanship and the environment converge in quiet harmony.. Set within an expansive private landscape, the 10,000+SF residence unfolds as a sanctuary oasis designed to elevate everyday living, remaining deeply rooted in its surroundings while still just a short drive to Stratton Mountain Resort and the Stratton Helipad. Step into an open-concept haven where elegance meets comfort. Framed by soaring timber beam ceilings, the main living area echoes the grandeur of the mountains while preserving the warmth and intimacy of a true retreat. Natural materials, handcrafted details, and thoughtful design choices create a home that feels warm, timeless and deeply personal. The estate preserves uninterrupted views across the landscape--ensuring that natural beauty remains the focal point from every vantage point.The grand stone fireplace anchors the living area, drawing the eye to soaring ceilings and expansive windows that frame breathtaking mountain ridges. Sunlight floods the space, highlighting the harmonious blend of natural textures and refined finishes.The gourmet kitchen blends beauty and function with custom wood cabinetry, hand-carved artistic accents, a welcoming breakfast bar, and an expansive island designed for conversation, connection, and effortless entertaining. Every space in this residence has been intentionally designed with a keen eye to detail. While every room blends effortlessly with the home's elevated rustic feel, each one remains extremely unique. Offering six en-suite bedroom in the main residence and 2 bedroom2.5 bath guest quarters. Main Residence with extraordinary gathering rooms and multiple suites, 5 bay barn, guest quarters, pond, miles of maintained trails for mountain biking and winter activities, See Listing Details & 60 images.

New Listing! Keene NH Home for sale $75,000 $64 per sq.ft.

$75,000 $64 per sq.ft. Keene NH Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1179  |  Acres: 0.29
Listed on Tuesday Jul 28, 2026
Description: Opportunity awaits! This 4-bedroom, 1-bath Cape is situated on a nice level 0.29-acre lot in an established neighborhood with town water and sewer. The property is in need of extensive rehabilitation and may be best suited for redevelopment. Zoning allows for either a single-family home or a two-unit dwelling, offering a variety of possibilities. Conveniently located near shopping, restaurants, and everyday amenities. Property is being sold AS IS. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses, and all aspects of the property. Offers will be reviewed on Monday, Aug. 3rd. See Listing Details & 21 images.

$299,000 $249 per sq.ft. Keene NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1200  |  Acres: 0.17
Listed on Monday Feb 2, 2026
Description: Welcome to this Fabulous 4-bedroom, 1.5-bath home ideally located just steps from downtown, Keene State College, shopping, schools, and parks. Inside, you'll find beautiful hardwood floors, an updated open kitchen, vinyl windows, and a fresh, neutral paint palette throughout. The first floor offers flexible living with a sunny updated kitchen and living room, a convenient half bath(updated), a first-floor bedroom, and a washer/dryer room that can easily be converted back into a formal dining space. Upstairs, you'll find an updated full bath with a tiled shower enclosure and three generously sized bedrooms. Set on a level lot, this well-maintained home is offering excellent flexibility as an ideal owner-occupied residence or a strong investment property. Move-in ready and waiting for its next owner--this is one you won't want to miss! Currently rented until May, 2027. See Listing Details & 24 images.

$299,900 $174 per sq.ft. Keene NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1720  |  Acres: 0.14
Listed on Tuesday Jun 16, 2026
Description: Experience the charm of this delightful home, ideally situated on a quiet dead-end street in a peaceful Keene neighborhood just a short walk from downtown. This character-filled home blends historic appeal with everyday comfort and features numerous recent updates, including a newer boiler, oil tank, roof, new vinyl plank flooring, fresh paint throughout, new blinds, and overhead lighting throughout. Beautiful hardwood floors flow through most of the home, while the bright kitchen-dining area offers abundant natural light. The spacious living room is ideal for relaxing or entertaining, and a versatile first-floor bonus room can serve as a home office, study, guest room, or additional bedroom. The desirable first-floor primary bedroom is located next to a full bath, and first-floor laundry adds convenience. Upstairs, you'll find two generously sized bedrooms, a half bath, and charming built-in hallway drawers for added storage. The spacious basement offers ample room for storage, a workshop, hobby space, or whatever best suits your needs. Outside, enjoy the level landscaped yard and detached two-car garage with plenty of room for vehicles and storage. Relax on the inviting covered front porch, perfect for enjoying your morning coffee, spending a quiet afternoon, or unwinding in the evening. Whether you're searching for a primary residence or an investment opportunity, this home has a proven history as a successful rental property. Combining timeless character, modern updates, and an unbeatable location, this Keene gem is ready to welcome its next owner. Schedule your showing today! See Listing Details & 26 images.

$309,000 $275 per sq.ft. Keene NH Home »


Price Change! Reduced by $90,000 down 29% on July 12th 2026
4 Beds | 1 Baths |   Total Sq. Ft. 1125  |  Acres: 0.11
Listed on Sunday Mar 8, 2026
Description: Cute 4 bedroom 3/4 bathroom cape in walking distance to Wheelock Park, Keene High School, Keene's community garden. Open Concept living room/kitchen area abundant storage with full basement, 1 car garage and garden shed See Listing Details & 39 images.

Under Contract Keene NH Home for sale $315,000 $175 per sq.ft.

$315,000 $175 per sq.ft. Keene NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1798  |  Acres: 0.23
Listed on Wednesday Jul 1, 2026
Description: Wonderful West Keene Opportunity! Spacious 4-bedroom, 1½-bath New Englander located in one of West Keene's most desirable neighborhoods. Enjoy the convenience of being within walking distance to Wheelock Park, schools, the YMCA, and scenic bike paths. The exterior features low-maintenance vinyl siding, a newer roof, and a lovely, level backyard with plenty of room for gardens, pets, or outdoor entertaining. Inside, you'll find generously sized rooms, including a large family room, comfortable living room, and formal dining room, offering endless possibilities for renovation and personalization. While the home could benefit from cosmetic updates, it has great bones and tremendous potential. Being sold "as is" and priced accordingly, this is a rare opportunity to purchase a home in a highly sought-after neighborhood and make it your own. Bring your ideas and create the home you've always wanted while building instant equity! See Listing Details & 24 images.

$375,000 $258 per sq.ft. Keene NH Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1451  |  Acres: 0.22
Listed on Wednesday Jul 22, 2026
Description: .This talented owner and family have been involved in updating most of this lovely home for you to enjoy and appreciate. It is an oversized cape. Most of the friendly neighbors have been in this area for many years as has these owners. The pretty landscaping and special private areas where you can sit and relax have been structured to work with this home and the garage. Enter from the garage area into the house mudroom which is so important for hanging coats, leaving boots and school books keeping the rest of the house neat. Most everyone wants a spacious room for their dining room table and a living area and here it is. There is also a den and two other first floor rooms which could be bedrooms. LIVING on the FIRST FLOOR is possible here. There are also 2 bedrooms upstairs and some plumbing has been extended to the second floor so that a half bath could be added. The boiler and the oil tank are nearly new.. There are 2 sheds. So convenient to medical facilities, schools, the YMCA, pickleball, trails and just a few miles to shopping and downtown Keene. What a pleasure! See Listing Details & 32 images.

New Listing! Keene NH Home for sale $439,000 $176 per sq.ft.

$439,000 $176 per sq.ft. Keene NH Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2499  |  Acres: 0.22
Listed on Friday Jul 24, 2026
Description: There's more than meets the eye at this spacious Greenwood Avenue home! Nestled in Keene's established and highly desirable Edgewood neighborhood, this inviting 5 bedroom, 2 bath home offers the perfect blend of classic character, modern updates, and exceptional versatility. Enjoy this beautifully renovated kitchen, featuring elegant quartz countertops, abundant cabinetry, and plenty of workspace for everyday living and entertaining. Just beyond, the bright four-season sunroom expands your living space with both heat and air conditioning, making it the perfect place to relax, work, or gather year round. Timeless architectural details add warmth and charm throughout, including graceful arched doorways, built-in shelving, and a fireplace that is being enhanced with new flue liners and a wood-burning insert. Hardwood floors run through most of the home, with professional refinishing already scheduled to begin in August, giving the next owner beautifully refreshed living spaces. In addition, the home's major systems are receiving their annual maintenance, providing added peace of mind. With five generously sized bedrooms, including two conveniently located on the first floor, this home easily adapts to your lifestyle, whether you need space for multigenerational living, a home office, guests, or creative hobbies. Additional highlights include central air conditioning, an attached garage, a fully fenced backyard, and the added security of a portable generator. Ideally located just minutes from downtown Keene, you'll enjoy easy access to shopping, restaurants, parks, walking trails, and recreation. If you've been looking for a home with generous space, thoughtful updates, enduring character, and the opportunity to make it your own, this Greenwood Avenue gem is one you won't want to miss. See Listing Details & 38 images.

Under Contract Keene NH Home for sale $479,000 $206 per sq.ft.

$479,000 $206 per sq.ft. Keene NH Home »

5 Beds | 2 Baths |   Total Sq. Ft. 2320  |  Acres: 0.17
Listed on Wednesday Jun 10, 2026
Description: This charming 5 bedroom, 2 bath colonial style home is situated in an extremely desirable in town location within walking distance to parks, recreational areas, and all that wonderful downtown Keene has to offer! This spacious property offers a grand, light filled living area with hardwood floors, formal dining room with period built ins, as well as a chef's kitchen with granite island, custom cabinetry, and stainless steel appliances. A large bedroom, 3/4 bath, laundry area, plus screened in porch complete this 1st level. Upstairs you will find the expansive primary bedroom, 3 additional light filled bedrooms, and a renovated 3/4 bath. Add in the large 3rd floor attic for storage, paved driveway with 1 car garage, plus the fully fenced side yard and you have the total package! Showings start at the open house Saturday 6/13 from 11am-1pm. See Listing Details & 33 images.

$624,900 $235 per sq.ft. Keene NH Home »


Price Change! Reduced by $25,000 down 4% on July 6th 2026
5 Beds | 3 Baths |   Total Sq. Ft. 2660  |  Acres: 0.62
Listed on Monday Jun 15, 2026
Description: This expansive Victorian on an oversized Lot has been lovingly restored, improved and maintained. Convenient to Downtown Keene, hospitals and shopping, this amazing home blends classic elegance and workmanship with modern convenience. Vinyl Harvey windows throughout, updated kitchen with Granite and nearly new appliances, and a First Floor Primary added by the current owner, with French Door entrance at grade, and a new Primary bath combined with laundry room. The original First floor full bath has been fully remodeled, and all floors professionally refinished. A unique offering with two First Floor bedrooms. All the classic Victorian features remain, with a lovely fireplace and hearth and the stunning woodwork attendant to the homes of this era. Lovely stained glass greets you as you go upstairs to three additional bedrooms, full bath, and a generous family room. This home is truly perfect for multi-generational living. In just the last three years, a new Owens-Corning roof and ridge vent, structural repairs, both first floor baths remodeled, chimney repointed, aluminum wrap on exterior windows, new fencing for pets/kids in back yard, electrical upgrades and more. Please see attached list of upgrades. The basement is full and dry for tons of storage, and there is an unfinished walk-up attic for further storage or additional future finished space. Two lovely porches, on front and on the right side entry, and a private, fenced, paver patio on the left rear is perfect for outside meals and gatherings. Truly turn-key. All the heavy lifting has been done, and this home is ready for it's next chapter and family to enjoy. See Listing Details & 52 images. Includes a Virtual Tour

$675,000 $253 per sq.ft. Keene NH Home »


Price Change! Reduced by $25,000 down 4% on July 20th 2026
5 Beds | 4 Baths |   Total Sq. Ft. 2671  |  Acres: 0.63
Listed on Friday Jul 10, 2026
Description: Nestled at the end of a quiet cul-de-sac in one of Keene's most desirable neighborhoods, this charming 5-bedroom home offers an ideal blend of comfort, flexibility, and modern updates. The main level features an open floor plan that seamlessly connects the updated kitchen, complete with granite countertops, to the dining and living rooms, creating an inviting space perfect for everyday living and entertaining. Upstairs, you'll find four well-appointed bedrooms and a full bath. Enjoy morning coffee or evening relaxation on the screened-in porch overlooking the backyard. A standout feature of this property is the legal ADU, offering exceptional versatility for extended family, guests, or rental income. The two-car garage provides ample storage and convenience. With its prime location, modern upgrades, and flexible living spaces, this home delivers the lifestyle buyers are searching for. Seller is a licensed NH Realtor. See Listing Details & 59 images. Includes a Virtual Tour

© 2000-2026 Clerkin Agency Real Estate
NEREN Logo
565 Maple Street, White River Junction, Vermont. 05001 802-295-1355
Copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated August 1st, 2026

PLEASE NOTE: Both New Hampshire and Vermont law require brokers and agents to disclose at the “time of first business meeting, prior to any discussion of confidential information”, in New Hampshire’s case, and “first reasonable opportunity”, in Vermont’s case, the nature of the relationships brokers have or may have with customers and clients. Each state requires that a disclosure form be presented to consumers for their review and acknowledgment at the appropriate time. These forms can be accessed here:
VT: VERMONT REAL ESTATE COMMISSION MANDATORY CONSUMER DISCLOSURE FORM
NH: NEW HAMPSHIRE REAL ESTATE COMMISSION BROKERAGE RELATIONSHIP DISCLOSURE FORM