You are viewing all VT listings NH Homes with 4 or more Bedrooms between $0 and $30000000 dollars.
$525,000 $228 per sq.ft. Cavendish VT Home »
6 Beds | 2 Baths | Total Sq. Ft. 2304 | Acres: 0.37Listed on Thursday May 1, 2025
Description: This 1850s renovated property located right in the heart of the village adapts perfectly to your lifestyle or investment goals. This home functions seamlessly as a spacious 5-bedroom, 2-bathroom home or is ready to operate as two separate income-generating rental units. The unfinished third floor can easily be converted into additional living space, a master suite, or a bonus room. The spacious attached barn offers incredible storage. This property is just steps away from the local post office and village park and is located just minutes from Okemo Mountain Resort, making it a perfect Winter getaway or a lucrative Airbnb. Quick, direct access to Interstate 91 simplifies travel. See Listing Details & 27 images.
$589,000 $277 per sq.ft. Village of Proctorsville in Town of Cavendish VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2528 | Acres: 1.2Listed on Thursday Jun 11, 2026
Description: This beautiful, spacious country home is just four miles from Okemo Mountain. Privately sited on more than an acre, it's perfect for primary or vacation living. Sleeps 12+, close to town but a world away. The open meadow is a safe place for dogs and everyone to play. Enjoy the 8ft deep x 40ft farmers porch, deck, patio and fire ring. The private setting includes only two other homes and two other parcels that share the road. This well insulated home has vinyl siding, high quality windows, a propane Buderus boiler, and it's well insulated. You will love the open floor plan, hardwood floors, expansive windows, and gas fireplace. The newly updated kitchen has fantastic workspace and lots of cabinets, stainless appliances, granite countertops and movable island. The 1st floor bedroom is generous in size. The bath has the washer and dryer tucked away and includes a laundry chute! The 2nd floor has three large bedrooms, and a large bath featuring a stall shower and Jacuzzi jetted tub. All four bedrooms have large closets, and the primary has a lockable walk-in closet. The lower level is bone dry with several egress windows. The plumbing is roughed in to easily add another bathroom. There is ping pong, a futon and bunk beds set up. Other updates include the 10' wide stairs and railings to the porch, stone gardens ,a patio below the side deck for extra eating or a hot tub! The driveway is newly refreshed, a shed and back-up generator added. Attached & enclosed parking for 2 cars. See Listing Details & 46 images.
$599,000 $193 per sq.ft. Cavendish VT Home »
Price Change! Reduced by $125,000 down 21% on July 10th 2026
Waterfront on Pond _Unnamed
4 Beds | 3 Baths | Total Sq. Ft. 3100 | Acres: 44.9
Listed on Thursday May 8, 2025
Description: Seller relocating....price reduced. Their loss is your find! Winter, Spring, Summer or Fall, this is a bit of heaven for the nature lover! Located on the corner of two quiet, town maintained, gravel roads, one of which is a dead end, is the handsome 1800 traditional Cape with two additions! This classic home includes 40+ acres. Only one other house can be seen from the property & you have to know where to look! The back yard has lawn area with room for games, gardens or pets. When you are peering out any of the windows toward the back of the house you overlook a giant pond and wetland, home to a terrific assortment of wildlife. Head out to paddle & bring your binoculars! The home offers so much. You will enjoy the family room with high ceilings & great shelving for your collections. There is a more formal living room & dining room along with a very nice L-shaped kitchen. There are 2 bedrooms down & 2 bedrooms up. 2 full baths & 1 three quarter. Above the garage there is a large bonus room & a huge studio...currently a music studio, but it could be a great for exercise, artwork, craft space, play space, or even your office. Just about everything you see in the pictures is included in the sale...furnished & ready for you. Super location with Okemo in one direction passing by Singleton's store, Knapp Pond State Wildlife Area or Ascutney Outdoors for hiking, biking, skiing or tubing in another. Walk, run or bike to your heart's content on the backroads. This home and property is absolutely perfect for those seeking peace and tranquility! See Listing Details & 51 images.
$1,300,000 $681 per sq.ft. Cavendish VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1908 | Acres: 172.26Listed on Wednesday Apr 29, 2026
Description: Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while the other ~41 are in Reading. Enjoy apples straight from the backyard. Listen and watch the brook babble down by the road and enjoy the peace that comes from this lovely home. All new Marvin Elevate windows, all new appliances, new plumbing, new boiler, new electrical panel, new lighting, new paint, new spray foam insulation, new concrete poured in the basement. No detail was too small. All the work has been done so you can simply move in and enjoy. With 4 bedrooms plus an office there is plenty of space for everyone to feel comfortable. With one bedroom downstairs, it is possible to age in place and have single level living should one want to! Along with the house is an oversized two car two story garage and separate barn. ~15 minutes to the South Woodstock general store, this is the perfect spot to stay nearby but still experience vast amounts of privacy through the land. More exterior photos coming soon. Schedule a private showing. See Listing Details & 60 images. Includes a Virtual Tour
$1,300,000 $667 per sq.ft. Cavendish VT Home »
5 Beds | 4 Baths | Total Sq. Ft. 2893 | Acres: 23.13Listed on Tuesday Jun 30, 2026
Description: Exceptional Vermont Log Home on 23.13 Acres with Horse Property & Mountain Living Appeal. Meticulously maintained and beautifully landscaped, this stunning five-bedroom, four-bath log home offers the perfect blend of rustic charm, modern comfort, and exceptional amenities. Set on 23+ private acres, the property features covered porches, a relaxing hot tub deck, stone patio, and expansive outdoor spaces designed for enjoying every season. Inside, the main level welcomes you with a spacious kitchen that flows seamlessly into the large dining area and cozy office nook. The impressive 29' x 16' family room showcases a dramatic floor-to-ceiling wood-burning fireplace, creating a warm and inviting gathering space. Oversized windows throughout fill the home with natural light and frame the beautiful views. The upper level features a private primary bedroom with en-suite bath, two additional guest bedrooms, and a ¾ bath. The lower level offers flexible living space with both interior stairs and walkout access, including a generous mudroom, entertainment area with built-ins, two additional bedrooms, a ¾ bath, laundry area, second oven, and mechanical room. Equestrian enthusiasts will appreciate the three-stall barn with tack room, hay loft and paddock, run-in, plus generous fenced pastures. You can navigate the developed trail system on foot or four wheeler, snow-shoe across rolling pastures; or snowmobile with direct VAST Trail access.The heated garage/workshop has a concrete floor, forced hot air furnace and plenty of storage--ideal for projects or recreational equipment. Recent updates include a new Buderus boiler, water heater, and well pump in 2023. All three buildings feature durable standing seam metal roofs. With its exceptional craftsmanship, equestrian amenities, and peaceful acreage setting, this remarkable log home is a rare opportunity to enjoy the best of Vermont living. Less than 15 minutes to Okemo!!! This turn-key property is offered "mostly" furnished. See Listing Details & 54 images. Includes a Virtual Tour
Under Contract New Listing!
$285,000 $147 per sq.ft. Chelsea VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1940 | Acres: 1.28Listed on Thursday Jul 23, 2026
Description: Built in 1875, this classic Vermont home offers something that's becoming increasingly difficult to find, a beautifully preserved village property with original character, generous outdoor space, and a three stall barn. Whether you envision a workshop, hobby farm, antique car storage, creative studio, or simply a place to spread out, this property offers possibilities that extend well beyond the walls of the home. Inside, you'll discover wide pine floors, original built-ins, tall ceilings, spacious rooms, classic woodwork, and an inviting enclosed front porch perfect for morning coffee or watching the seasons change. Outside, a spacious covered porch, perennial gardens bloom throughout the property while the deep backyard and barn create an ideal setting for gardening, entertaining, or pursuing your favorite hobbies. Located in the heart of Chelsea, you'll enjoy the charm of village living while owning a true piece of Vermont history. See Listing Details & 41 images.
Under Contract
$349,000 $163 per sq.ft. Chelsea VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2142 | Acres: 0.6Listed on Monday Jun 1, 2026
Description: Rich in character and timeless appeal, this classic home offers the perfect blend of historic charm, flexible living space, and modern convenience. Situated on a level 0.60-acre in-town lot, the property provides a spacious setting with easy access to local amenities, schools, and community services. A welcoming covered front porch invites you inside, where you'll find bright, comfortable living spaces filled with natural light and classic architectural charm. The home's thoughtful layout offers inviting gathering areas, including a spacious living room and dining area ideal for everyday living and entertaining. The flexible floor plan includes three bedrooms on the second level, along with a main-level bedroom and full bath. A thoughtfully designed first-floor addition features a spacious bonus room and handicap-accessible ¾ bath, offering excellent options for guests, multi-generational living, or convenient single-level living. A lovely rear deck extends the living space outdoors and offers the perfect spot for morning coffee, summer cookouts, or relaxing while overlooking the backyard. Adding to the property's appeal is an impressive three-bay garage with an attached workshop, offering abundant space for vehicles, equipment, hobbies, storage, or projects. Whether you're a craftsman, collector, or simply need extra room to spread out, this versatile space is sure to impress. A true piece of American architectural history, this home was originally built as a Sears Roebuck kit home known as "The Kilbourne." Celebrated for their quality craftsmanship and innovative design, Sears homes remain highly sought after today. Distinctive architectural features--including dormer windows, built-in cabinetry, wide overhangs, and classic bungalow detailing - enhance the home's character while providing lasting curb appeal. Rich in charm and full of potential, this property offers the perfect opportunity to enjoy historic style with modern possibilities. See Listing Details & 43 images.
$249,500 $130 per sq.ft. Chester VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 1922 | Acres: 2Listed on Wednesday Jul 1, 2026
Description: Entrepreneurs and investors take note! This commercially zoned property offers exceptional potential for a home-based business, investment opportunity, or live/work lifestyle. The property features an oversized barn, multiple outbuildings, and ample space to support a wide variety of business ventures, workshops, storage, or hobby pursuits. The home is currently configured as two charming apartments, each showcasing timeless character with features such as stained-glass windows, soaring ceilings, and abundant natural light. The first-floor apartment boasts a beautiful brick fireplace with a classic hearth in the kitchen and opens directly onto a private patio, creating a warm and inviting living space. The impressive barn includes a heated workshop area, making it ideal for artisans, contractors, mechanics, or anyone needing year-round workspace. Whether you're looking to establish a small business, expand your existing operation, or simply enjoy the flexibility of extensive storage and workspace, this property offers endless possibilities. Conveniently located on Route 103 between Chester, Springfield, and Ludlow, the property provides excellent visibility, easy access, and ample parking for customers, clients, and guests. See Listing Details & 38 images.
Under Contract
$325,000 $98 per sq.ft. Chester VT Home »
Price Change! Reduced by $24,000 down 7% on June 14th 2026
4 Beds | 3 Baths | Total Sq. Ft. 3332 | Acres: 2
Listed on Friday May 8, 2026
Description: Some properties just radiate a certain warmth, charm and magic and this home is definitely one of them. Imagine sitting on the front porch and listening the soft rustle of the willow tree leaves and the babbling brook trickling by, then you step inside and feel that you have walked into a home that was truly loved. The large kitchen offers nice upgrades including tile floor, granite countertops and appliances. The main level offers a bedroom, dining room, office space and living room. All of the windows have been replaced (except in the attic), updated electric panel, insulation done by Efficiency VT, new stoves in the barn room and living room (see MLS docs for the complete list). This property is perfect for anyone looking for a TRUE Vermont home with loads of potential. Great natural light, large bedrooms, hardwood floors and attached garage. One of the features I personally love is the screened stone patio (barn room) off the back of the house. The rustic beams and barn boards with wood stove is a wonderful space to relax and entertain. Above is unfinished space ready for your ideas, work out space? yoga studio? game room? There are pretty perennials and gardens surrounding the home. The back yard is private with attached shed space and back deck. Chester is a wonderful community and this home is perfectly situated for easy access to I91, Grafton, ski resorts, shopping and walking to the village green. The sellers have loved owning this home and have created many many memories here. Don't miss your chance to be the next stewards of this truly special property. See Listing Details & 41 images.
$399,000 $186 per sq.ft. Chester VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2148 | Acres: 1.5Listed on Tuesday Jan 6, 2026
Description: This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom. See Listing Details & 37 images.
$419,900 $212 per sq.ft. Chester VT Home »
Price Change! Reduced by $5,100 down 1% on July 31st 2026
5 Beds | 2 Baths | Total Sq. Ft. 1982 | Acres: 0.27
Listed on Friday Apr 10, 2026
Description: Welcome to this beautifully updated raised ranch, thoughtfully designed for both relaxed day-to-day living and effortless entertaining. Step inside to an open-concept main level bathed in natural light, anchored by rich hickory hardwood floors that flow throughout. At the heart of the home, the renovated kitchen shines with modern finishes, a classic apron-front farmhouse sink, and stainless steel appliances. Relax by the gas fireplace in the inviting living room, highlighted by soaring vaulted ceilings and rustic exposed wood beams. Accommodating family and guests with ease, the layout features 5 generous bedrooms and 2 updated baths. The primary suite acts as your own private sanctuary, complete with an ensuite bath featuring a double vanity, and a private balcony. The flexible lower-level bonus space easily adapts to your lifestyle - ideal for a home gym, media room, or private office. Outdoor living is a breeze while you're relaxing bug-free on the screened porch! Tucked away on a quiet dead-end street, this turn-key residence pairs privacy with convenience with an easy walk to the vibrant Chester Green. Additional highlights include the boiler replaced in 2021, the freshly painted interior in 2022, new windows installed throughout the house in 2021 and 2025, a new sump pump installed in 2023, and a newly paved driveway in 2024. Electrical updates and a full foundation restoration have been completed in 2026 for long-term structural integrity (inquire for more information or see under Attached Documents), providing peace of mind for years to come. Don't miss your chance to own this move-in ready gem in a prime Chester location! See Listing Details & 43 images.
$450,000 $116 per sq.ft. Chester VT Home »
Price Change! Reduced by $25,000 down 6% on July 20th 2026
5 Beds | 4 Baths | Total Sq. Ft. 3865 | Acres: 0.44
Listed on Thursday Jun 18, 2026
Description: Step into a piece of Chester's history with this sprawling Folk Victorian offering over 3,800 square feet of living space, five bedrooms, and four bathrooms. Rich in character and architectural detail, this home offers the space and flexibility to accommodate a variety of lifestyles. Inside, you'll find generously sized rooms throughout, including a spacious living room anchored by a wood-burning fireplace and a large entertainment room complete with a wet bar, creating an ideal setting for gatherings, celebrations, or relaxing at home. The thoughtfully designed primary suite features a beautiful en-suite bathroom, while first-floor laundry adds everyday convenience. The flexible floor plan provides abundant space for family, guests, remote work, hobbies, or multi-generational living. Outside, a paved driveway leads to a detached one-car garage, and the level backyard offers plenty of room for recreation, gardening, pets, or outdoor entertaining. Mature trees and established landscaping create a natural buffer from the road, providing a sense of privacy while remaining just moments from Chester's village amenities, shops, restaurants, and community events. Combining historic character, generous living space, and a highly desirable location, this is a rare opportunity to own one of Chester's classic homes. Conveniently located just minutes from I-91 and within easy reach of Okemo Mountain Resort, Magic Mountain, Bromley Mountain, Stratton Mountain, and other Southern Vermont outdoor destinations, this property offers year-round access to skiing, hiking, recreation, and travel throughout the region. See Listing Details & 58 images. Includes a Virtual Tour
Under Contract
$549,000 $223 per sq.ft. Chester VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2464 | Acres: 2.13Listed on Wednesday Apr 29, 2026
Description: Set along a quiet country road, this inviting 4-bedroom, 2.5-bath home offers the perfect blend of comfort, space, and Vermont charm. The open-concept layout features high ceilings and abundant natural light, creating a warm, airy feel throughout. A spacious primary suite includes a jetted tub and walk-in closet, providing a true retreat at day's end. Step outside to a sunny, open lot with a peaceful pond, expansive deck ideal for entertaining, and a handsome shed for storage or hobbies. A recent fresh coat of interior paint and a newer high-efficiency boiler add modern reliability and make this home move-in ready. The large unfinished basement offers excellent potential for additional living space, a home gym, or a workshop. Ideally located near Okemo, Magic, and Stratton Mountains, with easy access to local dining, shops, and year-round recreation. This in a truly special location that is both private and practical. See Listing Details & 47 images.
$789,000 $215 per sq.ft. Chester VT Home »
Price Change! Reduced by $60,000 down 8% on July 24th 2026
5 Beds | 3 Baths | Total Sq. Ft. 4388 | Acres: 11.24
Listed on Wednesday Jul 1, 2026
Description: Exceptional design, enduring craftsmanship, and an unrivaled Vermont setting define this remarkable custom residence on 11± beautifully landscaped acres just a short stroll from the village of Chester. Offering more than 3,600 square feet of thoughtfully designed living space, the home was built to an exacting standard where quality materials, timeless architecture, and exceptional attention to detail create a residence as enduring as it is beautiful. A flexible floor plan offers five bedrooms and three baths, including an elegant first-floor primary suite with ensuite bath, complemented by additional main-level bedroom options ideal for guests, multi-generational living, or a dedicated home office. Upstairs, two spacious bedrooms each feature adjoining bonus rooms perfectly suited as executive offices, dressing rooms, studios, or generous walk-in closets, while additional unfinished space presents exciting opportunities for future expansion. Designed for effortless entertaining and comfortable everyday living, the heart of the home is an open-concept kitchen, dining, and living area filled with natural light. A handsome library offers a quiet retreat, while integrated whole-home audio enhances the experience throughout. An oversized laundry and mudroom connects seamlessly to the attached two-car garage, delivering exceptional convenience without compromising design. Outside, mature gardens, specimen trees, and thoughtfully curated outdoor living spaces create a setting of remarkable beauty and privacy. Relax beneath the covered porch, entertain with family and friends, or simply enjoy the peaceful surroundings. Ideally located just minutes from Okemo, Stratton, Magic, and endless four-season recreation, yet within walking distance of Chester's vibrant village, this exceptional property offers a rare combination of privacy, convenience, and refined Vermont living. A home of lasting quality, exceptional versatility, and unmistakable character! See Listing Details & 44 images.
$925,000 $325 per sq.ft. Chester VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2850 | Acres: 14.1Listed on Tuesday Jul 14, 2026
Description: Escape to the charm of Vermont in this spacious 5-bedroom, 3-bath country home, perfectly set amidst open meadows with a picturesque swim pond and peaceful surroundings. Designed for both everyday living and entertaining, this inviting property offers the perfect balance of rustic character and modern comfort. Step inside through the practical mudroom, where you'll be welcomed by a dramatic family room featuring soaring vaulted ceilings, a cozy wood-burning stove, and a loft overlooking the space. The heart of the original 1860's home is the open-concept living area, complete with a well-appointed kitchen, dining area, and a warm, inviting living room centered around a classic wood-burning fireplace. The main level also features a convenient half bath and a private primary suite with a ¾ bath. From the primary bath, step directly onto the back deck and unwind in the sunken hot tub while taking in the tranquil country setting. Second level, you'll find four additional bedrooms, a full bath, and a comfortable den/loft overlooking the family room, offering flexible space for guests, a home office, or recreation. Outside, enjoy Vermont's beauty from the private covered porch, gather around the expansive yard, or relax by the stone firepit or scenic pond surrounded by open meadows. An attached garage provides ample storage, while the finished game room above creates the perfect space for entertaining, hobbies, or additional guest accommodations. The flat meadows were the perfect setting for the family's recent wedding... What event will you host in this incredible backyard? Ideally located just minutes from the charming village of Chester and within easy reach of Okemo Mountain Resort, this exceptional property offers year-round enjoyment, whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity. Visit the Okemo real estate community today. Taxes are based on town assessment. See Listing Details & 58 images.
