$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

$589,000 $195 per sq.ft. Chittenden VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 3022  |  Acres: 4.9
Saturday Apr 26, 2025
Description: Chittenden Custom Cape - 5 Bedrooms, Private 4.9 Acres Nestled at the end of a charming winding driveway, this custom-built Cape offers over 3,000 sq ft of living space in a peaceful, private setting on 4.9 acres. Originally crafted in 1982 by a renowned local master builder known for his exceptional carpentry, the home received a spacious addition in 1987 to accommodate a growing family. This inviting home features five bedrooms, including a private in-law suite, and three full baths--two of which have been stylishly renovated. The heart of the home is the open-concept kitchen, offering stone countertops, upgraded appliances, a center island, and breakfast bar, all warmed by rustic beams and a wood stove that takes the chill off Vermont evenings. The flexible floor plan includes three first-floor bedrooms and a separate home office, plus two charming bedroom suites upstairs. A dramatic great room with exposed beams adds rustic elegance, while hardwood floors run throughout most of the home (except for the in-law suite upstairs). Recent upgrades include updated utilities, remodeled bathrooms, a pellet boiler, and a new well. Located in the highly regarded Barstow School District, and just minutes to the Chittenden Dam for outdoor recreation and the Mountain Top Inn for dining on the patio overlooking the reservoir, this is a true Vermont lifestyle property. Killington is a few miles away and some of Vermont's finest towns. See MLS Property & Listing Details & 11 images.

$650,000 $368 per sq.ft. Chittenden VT Home »

Price Change! Reduced by $49,000 down 8% on March 25th 2025
3 Beds | 3 Baths |   Total Sq. Ft. 1764  |  Acres: 11.5
Friday Feb 14, 2025
Description: Discover a lovely retreat in Chittenden, Vermont, sprawling over 11.5 acres of pastures and barn. This beautifully crafted ranch home, built in 2002 by a single owner, boasts 3 spacious bedrooms and 2 1/2 baths, complemented by a convenient 2-car garage. The inviting layout is designed for comfort and functionality, appealing to a variety of lifestyles. Imagine the possibilities with a large walkout basement, ready to be transformed into a cozy family room, perfect for entertaining guests or enjoying family time. The serene pastures, situated at the top of the property, provide a haven of privacy, making it an ideal escape. Best of all, you're just minutes away from the Mountain Top Inn, where endless adventures and enjoyment await. This property is a true gem, blending tranquility with accessibility in the heart of Vermont's. See MLS Property & Listing Details & 51 images.

$280,000 $267 per sq.ft. Clarendon VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1048  |  Acres: 0.37
Tuesday Apr 22, 2025
Description: Nestled in a fantastic North Clarendon neighborhood, this neat and inviting home offers comfortable living with appealing features both inside and out. You'll appreciate the charm of the hardwood floors that flow throughout the main living areas and into the three well-proportioned bedrooms. Situated towards the end of a peaceful dead-end street, a private back deck connects the house to the detached garage, offering extra storage or workspace. Outside, you'll find a big, flat backyard, perfect for outdoor activities, gardening, or simply enjoying the Vermont seasons. The recent addition of new siding enhances the home's curb appeal and provides added protection. This lovely residence presents a wonderful opportunity to embrace a desirable Vermont lifestyle in a sought-after location. See MLS Property & Listing Details & 17 images.

$289,900 $133 per sq.ft. Clarendon VT Home »

Price Change! Reduced by $83,100 down 29% on April 25th 2025
2 Beds | 2 Baths |   Total Sq. Ft. 2172  |  Acres: 0.71
Tuesday Jul 23, 2024
Description: Come see this newly renovated bilevel home that features 2 bedrooms and 2 full bathrooms on a 0.71 acre lot. The extensive updates include new kitchen cabinets, countertops and appliances. Both bathrooms have new tubs, showers, fixtures, vanities, sinks, faucets, and toilets. All new windows, interior and exterior doors, trim, heat registers, light fixtures. The entire home has been freshly painted in a gray scale and new laminate flooring throughout. The exterior updates include a new roof, soffit, fascia, siding, a new overhead garage door, and the driveway has been refreshed with new stone. A new furnace completes the extensive renovations. This property is in a rural location with a running stream out back but within a short distance to all that Rutland has to offer. See MLS Property & Listing Details & 40 images.

$325,000 $171 per sq.ft. Clarendon VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1901  |  Acres: 1.3
Friday Mar 7, 2025
Description: Nestled on a spacious 1.3 acre lot, this three bedroom, 1 1/2 bath home offers a perfect blend of comfort, convenience, and natural beauty. Boasting mountain views, this property provides a serene retreat while remaining close to local amenities and outdoor activities. As you enter the home, you're greeted by a bright and inviting living area that is perfect for both relaxation and entertaining. The functional kitchen, complete with modern appliances and ample counter space, flows seamlessly into the dining area, offering space for family meals or dinner parties. The finished basement areas add incredible versatility to the home, offering additional living space that can be customized to suit your needs - whether it's a cozy family room, home office or recreation area. The home features three bedrooms with easy access to the full bathroom. An attached 3-car garage provides plenty of storage space for vehicles, tools, or outdoor gear, while the 1.3 acre lot offers room for gardening, play or future expansions. Mountain views provide a tranquil backdrop. Don't miss out on the chance to view this charming home! See MLS Property & Listing Details & 22 images.

$399,900 $221 per sq.ft. Clarendon VT Home »

3 Beds | 2 Baths |   Total Sq. Ft. 1806  |  Acres: 1.04
Wednesday Mar 5, 2025
Description: Location! Location! Location! Nestled in a serene country setting, this updated 3-bedroom 2-bath ranch, with an in-ground pool, offers the perfect retreat for a new home buyer eager to embrace Vermont living and life-style. Enjoy the tranquility of nature while being just minutes from downtown Rutland's work, shopping, entertainment and dining options. Situated less than 30 minutes between Killington/Pico and Okemo Ski Resorts, and 30 to 40 minutes to either Lake Saint Catherine or Bomoseen, outdoor enthusiasts will find skiing, biking, boating, fishing or hiking opportunities almost at their doorstep. Inside, the updated kitchen and baths, complemented by hardwood floors, modern appliances, and central air conditioning, creates a warm, comfortable and inviting atmosphere. There's additional comfort, security, and reliability in the whole house LP gas generator. The spacious 2 car garage and full basement offer ample space for cars, trucks, hobbies, extra storage, or future expansion. The home's maintenance-free vinyl siding and windows ensure easy upkeep, allowing more time to relax by the in-ground pool, gardening, or simply soak in the picturesque mountain views. Here is your opportunity to embrace a lifestyle where convenience meets serenity in this tastefully appointed home, surrounded by Vermont's natural beauty, located only minutes from all the places you care to be. Check out the 3D video provided with this listing information. Call for an appointment. A must see See MLS Property & Listing Details & 46 images. Includes a Virtual Tour