$319,000 $118 per sq.ft. Chester VT Home »

Price Change! Reduced by $160,000 down 50% on March 11th 2025
4 Beds | 2 Baths |   Total Sq. Ft. 2702  |  Acres: 0.89
Wednesday May 8, 2024
Description: Fully furnished! Thoughtfully upgraded home on .89 acres located in the beautiful area of Gassetts in Chester, Vermont. Easy access to I-91, 10 minutes to Okemo, 20 minutes to Magic Mountain, 30 minutes to Bromley, 40 minutes to Killington and under an hour drive to Stratton ski resort. This three bedroom, two bathroom home has an open concept. Two bedrooms on the second floor and one bedroom on the third floor. One bedroom on the second floor is a primary bedroom with a full bathroom. Large open area kitchen and dining room with plenty of room for storage, cooking and entertaining. Recent upgrades to the home include a brand new roof, siding, all new flooring, new kitchen cabinets and quartz countertops, new sheetrock and paint throughout, new sub flooring in the living room, laundry area, and mudroom, new window sills, new mini split, removal of all previous knob and tube wiring, replaced windows, new french door in the living room, new patio and fire pit area, freshly leveled and graveled driveway, two-car carport, refinished front deck, and freshly leveled backyard. Hiking, mountain biking, and snowmobiling trails surround the town, making this home ideal for anyone who enjoys the natural beauty of Vermont. High speed internet is available (currently VTEL). See MLS Property & Listing Details & 26 images.

$329,000 $113 per sq.ft. Chester VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2904  |  Acres: 0.25
Thursday Apr 3, 2025
Description: Imagine a home so inviting and comfortable, you'd never want to leave. Welcome to this practical and low-maintenance ranch-style home, perfectly designed for both relaxation and entertainment. Step inside and be greeted by the beautifully updated living room, bathed in natural light and warmed by a cozy wood stove--a haven during those chilly Vermont winters.This house isn't just a place to live; it's a space to thrive. The open concept kitchen and dining area, complete with a breakfast bar and ample cabinet space, serves as the heart of the home. Whether you're whipping up a family meal or hosting a casual brunch, this kitchen handles it all with ease.The practicality continues with three comfortable bedrooms on the main level alongside a full bathroom and primary ensuite. Venture downstairs to the fully finished basement, a dynamic space featuring an additional bedroom, a 1/2 bathroom, a media room, and a sizable office space currently set up as a gym.  There is so much space you imagination can run wild with ideas for new uses.Maintenance is a breeze both inside and out, letting you spend more time enjoying your home and less on upkeep. The yard is just as manageable, ideal for those who appreciate outdoor space without the hassle.This clean, streamlined home is ready for you to make it your own. Don't miss out on this charming, expansive ranch--call today to schedule your viewing and start imagining your life here, where every day feels like a retreat. See MLS Property & Listing Details & 29 images.

$425,000 $144 per sq.ft. Chester VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2960  |  Acres: 0.7
Wednesday Dec 4, 2024
Description: The Simeon Sherwin House, built in 1844, is one of three look-alike houses known as "Three Sisters". The house was owned by Olivia Goldsmith in the 1990's who wrote The First Wives Club. Her worldly, vibrant imprint is still evident in many of the home's unique features. Architecturally, the stone exterior is unique with large blocks (quoins) of schist and mica at the corners. Inside, there is a delightful three season sunroom and formal dining room with woodstove insert, chandelier and an array of full light doors which open to the large, bright kitchen and first floor full bath. A sitting room with a double-sided fireplace connects to the spacious living room. The inviting foyer leads to the second floor which features 3 bedrooms, 2 baths and a sitting room. An addition added by the author and named the Queen's Room during the current owners bnb tenure features built-ins, a partition wall with transom window and a wood stove insert flanked by cozy built-in seats. The primary bath features gold-plated fixtures, a skylight and soaking tub. The first floor also has a heated, retail space for a home business with a separate entrance and office above that has served as an antique shop. The two-car attached, garage has unfinished, overhead space. The exterior needs some sprucing up and a new owner will want to add cosmetic upgrades. The property on .70 acres has a lovely yard with a hydrangea bush, charming bridge, small pond and stone bench overlooking the picturesque village. See MLS Property & Listing Details & 60 images.

$450,000 $157 per sq.ft. Chester VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2868  |  Acres: 3.21
Monday Apr 21, 2025
Description: This charming multi-level home provides 4 bedrooms and a variety of places to find private space for quiet. Also a large open recreation room which includes a full size pool table/table tennis table and dry bar. Located just 3 miles from the charming Town of Chester. An easy drive to Bromley Mt, Magic Mt and Okemo, this makes a great home for an active family. Beautiful views from the deck provide a great place for morning coffee and an evening watching the stars. There is plenty of space for gardens and outdoor activities as well as wooded land to spend relaxing time in. House has automatic whole house propane generator. There are two firemen that live on the road, so it is always well plowed and maintained. See MLS Property & Listing Details & 44 images.

$469,000 $121 per sq.ft. Chester VT Home »

4 Beds | 5 Baths |   Total Sq. Ft. 3888  |  Acres: 0.53
Saturday Dec 14, 2024
Description: This spacious 1800's home is filled with Vermont charm and located in the heart of Chester. Filled with natural light from newly installed windows, the home boasts beautiful wood floors throughout and antique door handles that capture the essence of the era. Spacious bedrooms provide ample comfort, while smart thermostats ensure modern convenience. A newly built, covered front porch welcomes you into the home, and a deck off the kitchen leads to an open, level backyard--perfect for gardening or outdoor activities. One of the standout features of this property is the versatile studio space. Accessible via its own entrance from Main Street, this expansive area features vaulted ceilings and two half baths, offering endless possibilities. Whether you're looking to create a storefront, set up an at-home business, or convert the space into a private apartment, the potential is limitless. This property offers a unique opportunity to live in a quintessential Vermont town while having the flexibility to tailor the space to your needs. It's a must-see for anyone seeking a charming, functional home with potential for growth! See MLS Property & Listing Details & 53 images.

$489,000 $375 per sq.ft. Chester VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1304  |  Acres: 1
Saturday Apr 26, 2025
Description: Experience the warmth of history with the ease of modern living at 663 Depot Street. This fully renovated 3-bedroom, 2-bath home offers historic charm with today's updates. Since 2022, insulation, drywall, electrical, plumbing, HVAC, furnace, water heater, fixtures, countertops, cabinets, and appliances have all been replaced. The home's original wood flooring has been carefully refinished to honor its roots. Period-appropriate paint colors and thoughtful details like exposed beams and original woodwork add to the timeless feel. The attached 2-story post-and-beam barn--larger than the house--offers incredible potential to expand your living space or create a dream workshop. Set on 1 acre with a sprawling lawn, fire pit, and a prime location near Chester's Stone Village, Grist Mill, Smitty's Market, and more. Just 15 min to Okemo and the lakes, 30 min to Bromley, and under an hour to Killington, Stratton, and Mount Snow, it's ideal for year-round fun. Currently enjoyed as both a family getaway and a successful Airbnb, it offers strong income potential. Whether you're looking for a primary home or investment, this timeless property is not to be missed. See MLS Property & Listing Details & 44 images.

$500,000 $289 per sq.ft. Chester VT Home »

Price Change! Reduced by $175,000 down 35% on March 22nd 2025
4 Beds | 2 Baths |   Total Sq. Ft. 1728  |  Acres: 1.12
Friday Mar 1, 2024
Description: Looking for the perfect ready to move in home in Vermont? Look no further than this spacious French Provincial meets Vermont cabin centrally located in the quiet town of Chester, Vermont on Route 103. Within an hour drive to 5+ great ski mountains, within 10 minutes to Okemo mountain. House features so many great amenities and improvements--new black/grey roof just installed June 2024, new egress windows, beautiful indoor and outdoor fireplace, outside hot tub, beautiful stone patio, large private deck, 2 car garage, 4 bedrooms (but lots of room for more people), 2 bathrooms, a bonus bunk room, 2 extra lofts for an office or library, extra recreation room, and paved driveway. The house is a short distance to several beautiful lakes and state parks, mountains to hike, near the VAST trails, and interstate 91. Very spacious and also currently a great short term rental income property. Was used in the past as a ski home shared by two families due to how much room it has! And if you happen to lose power there is a 20kw stand-by propane generator ready to go. Call for a showing today! See MLS Property & Listing Details & 44 images.

$589,000 $250 per sq.ft. Chester VT Home »

Price Change! Reduced by $110,000 down 19% on April 25th 2025
4 Beds | 4 Baths |   Total Sq. Ft. 2356  |  Acres: 1.3
Saturday May 18, 2024
Description: Luxurious contemporary home in a naturalized setting. Beautiful mountain views from family room and expansive deck. This home is a unique blend of country charm and modern convenience. Everyone will gather round the large center island in this amazing kitchen designed for cooking and entertaining. Open concept floor plan flows from kitchen to dining area and into the family room where you can set and take in the mountain views beyond. Slider leads to the deck combining indoor and outdoor living space. A private den is connected to the family room with French doors and can be opened up for addition living space or closed off for a quiet retreat. Second floor has three generous sized bedrooms, two of which are en suites. There is also a bonus room on the second floor that can be used for crafts, or additional den, home office or playroom. Wired for generator as well. Currently used as a family getaway and Airbnb. Home is located within minutes from year-round outdoor fun. Chester Recreation Center has a beautiful pool and lots of play area too. There are also local swimming holes, lots of hiking trails with lots to do. Just 18 minutes to the ski lifts at Okemo. See MLS Property & Listing Details & 27 images.

$750,000 $288 per sq.ft. Chester VT Home »

Waterfront on River Williams River
3 Beds | 3 Baths |   Total Sq. Ft. 2605  |  Acres: 22.8
Thursday Feb 13, 2025
Description: Rivers Edge Farm is an absolutely diverse agricultural property which serves bovine, equine and many other farm animals currently and in its past history. 22+ organic acres of rich river bottom land yields a robust crop of haylage, corn or hay or whatever suits your needs. The buildings are mixed use for the owners. Some are animal occupied and feed storage and one is a large garage/workshop that any mechanic would covet. The home is as warm and welcoming as you can get with an updated kitchen, wood floors and a foyer with individual cubbies for occupants to claim as their own. 3 large bedrooms on the second floor and an option for a first floor bedroom vs a playroom exists. Keep the weather and earth outdoors with your covered porches surrounding most sides of the home. Enjoy the river with a seasonal swimming hole under the railroad bridge and there's even a tiny house for those city folk who want a taste of country life. The current owners also sell meats and eggs. Lots of income generation can be gained at Rivers Edge Farm. Come see the potential for yourself! See MLS Property & Listing Details & 51 images.

$1,200,000 $321 per sq.ft. Chester VT Home »

Waterfront on River South Branch Williams River
3 Beds | 4 Baths |   Total Sq. Ft. 3739  |  Acres: 26.4
Monday Mar 31, 2025
Description: Welcome to paradise! Enjoy all four seasons in this handsome colonial-style home with modern amenities. From the covered porch, relax and take in views of the front gardens and your land across the road with apple trees and brook frontage. A large solar array is tucked out of sight producing all the power you would need. Behind the house is a fenced-in garden and greenhouse, a couple of useful sheds and a large, fenced pasture bordered by a brook. Off to the side are two livestock barns and a new 24' x 48' equipment shed. If you have use for a large studio space, you are in luck. Above the 2-car garage is a suite outfitted with a kitchen, ¾ bath, and a large open room with fiber internet, perfect for working, writing, creating art, or exercising. Saving the best for last, the home is just lovely. The dream country kitchen with high end appliances and custom tile is open to the sitting room with fireplace. The dining room enjoys the wall of windows overlooking the back acreage. There is a den with closets and ¾ bath, and second living room with French doors to the porch. There is a large, functional mudroom for all your gear. Upstairs is the primary suite with steam shower and two very generous bedrooms and another renovated bath. Located 3.5 from the town green on a paved road, and close to 3 ski resorts, this unique property provides a wonderful place for living, working, or vacationing. View the video tour and look at the attachments for all the recent improvements. See MLS Property & Listing Details & 58 images. Includes a Virtual Tour

$419,900 $220 per sq.ft. Chesterfield NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1908  |  Acres: 2
Tuesday Apr 15, 2025
Description: Welcome to 129 Farr Road, Chesterfield, NH! Country setting with 2 well landscaped and usable acres in a highly desirable neighborhood. Offering 1,912 sq ft of living space, this home blends charm and country character. Step inside to find hardwood floors and a nicely done kitchen featuring soapstone countertops, a spacious butcher block island. The cozy living room highlighted by a wood stove on a classic hearth -- a perfect alternative heat source -- with direct access to a large, covered front porch ideal for relaxing year-round. The primary suite includes its own half bath, while two additional bedrooms share a full bath. Downstairs, finished basement area offers versatile space perfect for a home office, gym, or recreation room, with additional potential for customization. A spacious mudroom leads to the attached two-car garage, offering convenience and ample storage. Step out back and enjoy a thoughtfully designed back yard area with fire pit, a brick pizza oven, and even a playhouse for the kids -- perfect for entertaining and outdoor enjoyment. The expansive lot includes fruit trees and berry bushes, offering plenty of space for gardening, hobbies, or simply enjoying the outdoors. Need more room for your gear? A detached 3-bay garage provides extra storage for all the tools, toys, and equipment that make country living complete. This warm and welcoming home is awaiting its Future New Owners --Showings Start at Open House on Saturday April 19th 10am - 2pm. See MLS Property & Listing Details & 38 images.

$445,600 $198 per sq.ft. Village of Spofford in Town of Chesterfield NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2256  |  Acres: 1.47
Tuesday Mar 25, 2025
Description: Located between Keene and Brattleboro in a developed neighborhood tucked in off the road is this three bedroom home. Direct entry from the two car garage into the laundry and entry area. The open kitchen and eating area have views of the back yard with a sliding door to the back deck for grilling. The front entry has great storage and leads you to the dining room, step down living room, half bath or to the family room with glass doors to the covered porch. The extended family room has a hearth and wood stove ready. The second floor has the primary bedroom with large closet and 3/4 bathroom, two additional bedrooms and shared full bath off the hallway. The land is open with trees around the property and paved driveway, extra parking and a wood storage shed. A well cared for home that has been lived in and loved that is waiting for your updates. See MLS Property & Listing Details & 46 images.

$465,000 $253 per sq.ft. Chesterfield NH Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1837  |  Acres: 6
Wednesday Apr 16, 2025
Description: Versatile cape, on a beautiful 6 acre lot w/a greenhouse & south facing 3 season sunroom. Very special land, tended for over 40 years, now filled w/herb gardens, garden beds, blueberry patch & fruit trees. Custom built stone walkways & walls compliment the peaceful setting. New windows & natural woodwork. Livingroom w/hardwood flooring, chair rail, picture window & mini-split. KIT & Dining area are open concept, w/a bow window, laminate flooring & a door to a delightful 20x11 Sunroom. Sunroom has windows on 3 sides & stairway down to the 15x8 greenhouse. The KIT has a double SS sink, Lazy Susan, microwave, Bosch dishwasher & electric flat top stove. The kit/dining area bow window has a view to the side bird feeders, offering all day entertainment for the bird lovers. The 1st FLR bedrooms are spacious & have good closets. The 2nd floor has 2 walk through rooms, one a bedroom and one an office. The garage entrance has is the walk-in for the lower level. You enter into a 14x14 mudroom. Adjacent to the mudroom is a 18x14 Family room. Stairway from Family room goes right up into the kitchen. Nice location & beautiful land. See MLS Property & Listing Details & 56 images.

$1,750,000 $701 per sq.ft. Chesterfield NH Home »

100 Ft. of Waterfront on Lake Spofford
3 Beds | 2 Baths |   Total Sq. Ft. 2498  |  Acres: 0.29
Monday Apr 21, 2025
Description: Ultimate Lakeside Living at Spofford Lake. Experience luxury and comfort in this meticulously renovated, turn-key home on the prestigious Spofford Lake. Professionally Designed for year-round enjoyment, every detail has been carefully considered so you can move in and start making memories from day one. All furnishings, decorative elements, and everyday essentials are included. Full interior and exterior painting delivers a modern, cohesive look. All floors have been professionally refinished to enhance the home's natural beauty. New lighting fixtures throughout create inviting, well-lit spaces. Enjoy the warmth of a brand-new gas fireplace, perfect for cozy evenings. Breathtaking Views A custom-constructed picture window has been installed to frame stunning lakefront vistas. Garage: Completely insulated and heated with epoxy-coated floors for year-round ease. A new ADT alarm system meets insurance requirements, ensuring your peace of mind. Fresh landscaping rounds out the property with a touch of natural elegance. Imagine waking up to panoramic lake views, hosting lively gatherings, or simply unwinding by the water after a long day. This home seamlessly blends style and functionality, offering an unparalleled lakeside retreat. Don't miss your chance to own this exquisite property on Spofford Lake. Seller is a licensed real estate broker in the state of New Hampshire See MLS Property & Listing Details & 49 images.

$459,000 $230 per sq.ft. Chichester NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1998  |  Acres: 0.91
Thursday Apr 3, 2025
Description: Ride along Webster Mills picturesque country road and you'll arrive at this charming Post and Beam Cape located just across the street from the tranquil Suncook River. Enjoy peaceful water views and the soothing sounds of nature right outside your door. With this open concept living space, exposed beams and flexible floor plan, this home offers a perfect blend of history and character that meets modern comforts. This 3 bedroom, 2 bath home has an extra room on the first floor that is now a den, but could be used for an office. You'll be amazed at all the updates including the updated kitchen, full bath with a walk-in tile shower and soaking tub, new gas living room fireplace, new Hickory flooring on the second floor, tilt replacement windows throughout, new exterior doors and much more. The rustic barn has 2 finished rooms with electricity, a large potting shed and a relaxing covered sitting area. Just beyond the barn is a huge fire pit and beautiful garden space with established flower beds. The private side yard has a large patio great for summer entertaining. Whether you're digging in the garden, sitting around the fire pit, taking a swim, fishing or kayaking in the river, experience the beauty of country living while still being within easy reach of local amenities. On demand Generator! Just a short drive to rt 4, I-93 and Concord. Come take a look! This could be the one. Showing to begin at Open house on Saturday 4/5/25 at 11:00 am. See MLS Property & Listing Details & 44 images. Includes a Virtual Tour