15 houses for sale in Chiselville

Completely renovated from top to bottom, this move-in-ready home perfectly blends modern updates with classic Vermont charm. 3 bedrooms and 1 bathroom with a layout that includes multiple practical options for adding a second bathroom. The layout also includes a unique, unfinished bonus area off the primary bedroom with its own private staircase to the backyard, a blank canvas ideal for an expanded suite, home office, or studio, and a back enclosed porch continues to present many options to suit your own living needs. Tucked away in a desirable neighborhood setting, the thoughtfully positioned lot offers a surprising level of peace and privacy. Nestled between the Green Mountains and the Taconic Range, Arlington is famed for its scenic beauty, historic covered bridges, and world-class recreation on the Batten Kill River, putting hiking, biking, and fly-fishing right at your doorstep. The location is hard to beat with the quick access to Historic Route 7A and Route 7 to get to several s

If privacy is what you're looking for, you'll find it in abundance. Tucked away on over five acres of mostly wooded land, this beautifully renovated ranch is anything but ordinary! Step inside and be pleasantly surprised by the thoughtful updates, modern finishes, and unique features that make this home truly special. A beautifully updated kitchen flows seamlessly into the dining and living areas, creating a bright and welcoming space perfect for everyday living and entertaining. With three bedrooms, including a spacious primary suite featuring a private bath and walk-in closet, plus two additional bathrooms, there's plenty of room to spread out. A spiral staircase adds character and charm, leading to a finished lower-level media room that's ideal for movie nights, entertaining, or simply relaxing. There's also additional unfinished but clean and dry basement space for your workshop or storage needs. Step outside to the covered back deck, where you can enjoy your morning coffee, unwind

Discover quintessential Vermont along this idyllic country road embodying peace and serenity. The property features mature trees and a peaceful, quiet location. Close to Lake Shaftsbury State Park and Lake Paran as well as many hiking trails and ski areas. This would make a perfect weekend getaway, vacation rental, or full-time home. New vinyl siding, a recent metal roof, and newer furnace. Enjoy the convenience of a drive through garage and circular driveway which can easily fit five or six cars when hosting picnics in the large backyard. With high speed internet, working from home is a breeze. The flexible bonus room would make an ideal home office, playroom, guest room, or a future bedroom by adding insulation and a heat source. Wonderful neighborhood full of friendly folk. The tree lined road is perfect for walking, running, biking, and dog walking. Conveniently located halfway between Manchester and Bennington for food, friends, and shopping. It may be small, but it's full of pote

Open House September 6 Sunday Noon to 2 Welcome to 1111 Old Depot Road in Shaftsbury, Vermont, where country living and natural beauty come together on approximately four scenic acres. This inviting four-bedroom, two-full-bath ranch-style home offers a rare opportunity to enjoy privacy, natural beauty, and convenient access to one of Southern Vermont's most beloved recreational destinations. Set on a spacious parcel with room to relax, garden, and explore, the property provides a peaceful setting surrounded by mature trees and open space. The home's comfortable layout offers easy single-level living, making it ideal as a primary residence, vacation getaway, or investment property. A true highlight of the property is its proximity to the Lake Shaftsbury area, where residents can enjoy swimming, fishing, kayaking, paddleboarding, hiking, and year-round outdoor recreation just moments away. Whether you're enjoying a quiet morning surrounded by nature, spending the afternoon on the water,

Nestled in a peaceful five acre setting just minutes from the shopping and dining in both Bennington and Manchester this beautifully maintained home offers privacy, comfort, and accessibility. Four ski areas within 45 minutes for winter sports! Thoughtfully updated, this home offers a timeless, inviting style designed to feel welcoming. The newly renovated high end kitchen is both beautiful and functional, while two spacious primary en-suites provide exceptional flexibility and privacy. The first floor primary suite wing is a true retreat, featuring a luxurious bathroom with marble tile, frameless glass shower, double vanity and walk in closet. Upstairs, the brand new second primary ensuite offers an impressive private living area, spa like full bath, and generous closet space, perfect for guests, extended family, or a luxurious personal retreat. The inviting living room features a gas fireplace, creating a warm and comfortable space for relaxing and entertaining. The kitchen and dinin

There is something special about a home that feels comfortable, welcoming, and full of possibility, and this Arlington property offers just that. Set in a wonderful neighborhood, this well-built 3-bedroom, 2-bath home provides easy one-level living along with the opportunity to add your own style and personality through a few cosmetic updates. Inside, the layout is practical and inviting, with a spacious living room that enjoys beautiful mountain views, a comfortable dining area, and a kitchen that connects naturally to the heart of the home. The primary bedroom includes its own private full bath, while two additional bedrooms offer flexibility for family, guests, a home office, or hobbies.Step outside and you'll find a backyard designed for enjoying Vermont's warmer months, complete with an in-ground pool, storage shed, and room for gatherings, gardening, or simply relaxing. The property becomes even more appealing with the backyard bordering approximately 45 acres of wooded land, cre

Tucked at the end of a private, town-maintained road at the base of Red Mountain, this exceptional property offers privacy and flexibility: two fully independent residences, beautiful grounds and a peaceful setting just minutes from the heart of Arlington and an easy drive to Manchester. Surrounded by gardens, orchards, terraces, and forest, this is a true Vermont retreat. The 2,676-square-foot main residence is warm, light-filled, and thoughtfully designed. River-reclaimed heart pine floors, new Andersen windows, a wood-burning fireplace, and screened porches add character throughout. The main level offers a living room, kitchen, dining area, laundry and walk-in pantry, powder room, library/office, and comfortable primary suite. Upstairs are two bedrooms plus a flexible fourth room ideal for an office or nursery. A walk-in attic offers additional potential. The 1,152-square-foot guest house is a substantial second residence with a dramatic great room, cast-iron wood stove, charming ki

Enjoy beautiful Green Mountain views from this exceptionally well-maintained home offering the perfect blend of comfort, space, and Vermont country living. The bright, inviting floor plan features a spacious living room with a gas fireplace, a well-appointed kitchen with abundant cabinetry, center island, gas range, stainless steel appliances, and direct access to the expansive rear deck overlooking the mountains. Central air conditioning and a newer heating system provide year-round comfort, while the finished lower level offers flexible space for a home office, recreation room, guests, or hobbies. The primary suite features a generous cedar-lined walk-in closet, with abundant storage found throughout the home. Outside, enjoy the covered front porch, level two-acre setting, oversized detached two-car garage/workshop, additional storage shed, and peaceful location just minutes from Arlington, Bennington, and Manchester, offering convenient access to shopping, dining, skiing, hiking, an

At the end of the road in Benedict Hollow, where privacy and the beauty of the Vermont woods take center stage, this completely renovated two-bedroom cabin is the perfect escape. Set within 32,000 acres of National Forest, the setting is remarkably peaceful and private, with a cascading stream visible from every window, extensive perennial gardens, stacked stone walls, and a beautifully restored stream-fed trout pond that creates a truly special retreat. A short walk to the historic Battenkill River, drop a line and hook a trout or take a float and relax in the waters of the Battenkill River. The cabin is completely renovated, offering easy, comfortable living with nothing left to do but arrive, unpack, and unwind. The kitchen is smartly designed with brand-new stainless steel appliances and granite countertops. A welcoming mudroom entry provides storage. Cathedral ceilings, tons of natural light, and many windows open to the surroundings, while the 3/4 bath, dining/sitting room overlo

The historic Arlington Inn and Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant and event destination for weddings and parties. And it would make a wonderful family compound or corporate retreat. In addition to three guest suites, the c. 1848 Main Inn offers a commercial kitchen serving formal and informal dining spaces and the fully renovated Deming Tavern. The romantic Tavern features an antique bar front crafted from a pulpit from the Old First Church in Bennington and Pullman Railcar lighting in a nod to Martin Chester Deming, the original owner of the property and a railroad magnate. While respecting historical detail, the current owners have added modern conveniences

The historic Arlington Inn and Spa is the centerpiece of scenic Arlington, Vermont. It features a tavern, restaurant and massage spa room. There are 15 guest rooms in 3 buildings, and an antique event barn on over 3.5 beautifully landscaped acres. This unique property can easily be configured in many creative ways. It could remain as an inn with a restaurant and bar. It could become a restaurant and event destination for weddings and parties. And it would make a wonderful family compound or corporate retreat. In addition to three guest suites, the c. 1848 Main Inn offers a commercial kitchen serving formal and informal dining spaces and the fully renovated Deming Tavern. The romantic Tavern features an antique bar front crafted from a pulpit from the Old First Church in Bennington and Pullman Railcar lighting in a nod to Martin Chester Deming, the original owner of the property and a railroad magnate. While respecting historical detail, the current owners have added modern conveniences

Open House September 6 Sunday Noon to 2 Welcome to 1111 Old Depot Road in Shaftsbury, Vermont, where country living and natural beauty come together on approximately four scenic acres. This inviting four-bedroom, two-full-bath ranch-style home offers a rare opportunity to enjoy privacy, natural beauty, and convenient access to one of Southern Vermont's most beloved recreational destinations. Set on a spacious parcel with room to relax, garden, and explore, the property provides a peaceful setting surrounded by mature trees and open space. The home's comfortable layout offers easy single-level living, making it ideal as a primary residence, vacation getaway, or investment property. A true highlight of the property is its proximity to the Lake Shaftsbury area, where residents can enjoy swimming, fishing, kayaking, paddleboarding, hiking, and year-round outdoor recreation just moments away. Whether you're enjoying a quiet morning surrounded by nature, spending the afternoon on the water,

Enjoy beautiful Green Mountain views from this exceptionally well-maintained home offering the perfect blend of comfort, space, and Vermont country living. The bright, inviting floor plan features a spacious living room with a gas fireplace, a well-appointed kitchen with abundant cabinetry, center island, gas range, stainless steel appliances, and direct access to the expansive rear deck overlooking the mountains. Central air conditioning and a newer heating system provide year-round comfort, while the finished lower level offers flexible space for a home office, recreation room, guests, or hobbies. The primary suite features a generous cedar-lined walk-in closet, with abundant storage found throughout the home. Outside, enjoy the covered front porch, level two-acre setting, oversized detached two-car garage/workshop, additional storage shed, and peaceful location just minutes from Arlington, Bennington, and Manchester, offering convenient access to shopping, dining, skiing, hiking, an

Set back from a quiet country road in Manchester, Vermont, this spacious Federal farmhouse style home offers a wonderful blend of comfort, privacy and Vermont charm. The classic white exterior with its attached red barn creates a welcoming first impression, while the home's thoughtful design provides plenty of space for everyday living, entertaining and enjoying the peaceful surroundings. Inside, wide-plank wood floors and abundant natural light create a warm and attractive atmosphere throughout. The main living areas are open and comfortable, featuring a modern kitchen, separate dining space and generous living areas with high ceilings and a stone fireplace in the living room, making gathering with family and friends easy. The layout offers both functionality and flexibility, creating spaces that feel connected while still providing room to spread out. The upper level features multiple bedrooms and bathrooms, including a spacious primary suite complete with an en-suite bath with glass

Nestled in a peaceful five acre setting just minutes from the shopping and dining in both Bennington and Manchester this beautifully maintained home offers privacy, comfort, and accessibility. Four ski areas within 45 minutes for winter sports! Thoughtfully updated, this home offers a timeless, inviting style designed to feel welcoming. The newly renovated high end kitchen is both beautiful and functional, while two spacious primary en-suites provide exceptional flexibility and privacy. The first floor primary suite wing is a true retreat, featuring a luxurious bathroom with marble tile, frameless glass shower, double vanity and walk in closet. Upstairs, the brand new second primary ensuite offers an impressive private living area, spa like full bath, and generous closet space, perfect for guests, extended family, or a luxurious personal retreat. The inviting living room features a gas fireplace, creating a warm and comfortable space for relaxing and entertaining. The kitchen and dinin

Expansive Stratton Mountain Resort Residence with exceptional floor plan and renovation! Featuring an upscale redesign of two top floor primary suite bathrooms, updated kitchen and expanded finished lower level, this home is ready for mountain living and endless entertaining! Designed with multiple gathering rooms and fireplaces, you'll enjoy apres ski with and an incredible open floor plan. Game rooms, bar, 2 fireplaces and outdoor patio. Interesting architectural features with curved staircase, high ceilings, and light filled spaces. The gourmet kitchen opens to a grand dining room where you can host large dinners on winter weekends and holidays and during those summer golf and hiking excursions. Well designed for large groups, multiple or extended families with 6 bedrooms, 5.5 baths. Custom ski room, attached garage, and Stratton Resort winter shuttle that picks you up at your driveway and delivers you to the Base and Village. Enjoy the use of the Stratton Sports Center and Stratton

This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample off street parking behind the building. Each apartment has its own energy efficient propane heater. Backup electric baseboard heat is also available. Each apartment has it's own electric hot water tank which is on the tenant's electric service. Each apartment is separately metered and has a separate service panel. Almost all the windows are energy efficient replacements. The in town location provides tenants with easy access to all the amenities that Manchester has to offer. The listing agent is related to one of the owners of the property

Welcome home to this spectacular, multi-level property in Bromley Village, a private slopeside community in Peru. Conveniently located just a short walk to/from Bromley Mountain's ski slopes, the Village Clubhouse, and across from the Village pond. A well designed layout which features 5 Bedrooms (including two En-suites), a total of 5 Bathrooms, multiple spacious Living areas, and a fabulous 2-story Deck with outdoor shower. This property is the ultimate vacation or year-round residence with no detail overlooked. A Fabulous, grand Main Living area with high ceilings features a wood-burning Fireplace in the Living room which is open to the large Dining room w/ sitting area, wet bar and sliders to the expansive, 2-level Deck with lovely mountain views. The chef's Kitchen has professional appliances (Thermador gas cooktop and dual ovens, Sub-Zero refrigerator, and Bosch dishwasher), custom cabinetry, and gorgeous soapstone counters. The two En-suites are located off the main living area,

Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond and Mountain Views Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space, privacy, and flexibility in one memorable setting. The main home welcomes you with a light-filled sunroom, a wonderful place to relax and enjoy the surrounding scenery. The renovated eat in kitchen with a fireplace features beautiful, leathered granite countertops, stainless steel appliances while the spacious living room offers a propane stove, creating a warm and inviting atmosphere on cozy Vermont winter evenings. A comfortable den on the first floor provides additional living or office space. Upstairs, the home features three charming bedrooms and two additional bathrooms, offering plenty of room for f

Wandering Moose: a rare heated-pool ski house on High Meadow, on the Stratton winter shuttle route. Rebuilt top to bottom in 2024 with a designer interior, then finished with a heated in-ground pool (2025), hot tub, barrel sauna, Level 2 EV charger and rooftop solar. Open great room with stone wood-burning fireplace and indoor swing, open kitchen and dining, walkout lower level with wet bar and arcade, 4 bedrooms and 4.5 baths. One of the only private heated-pool rentals near Stratton, and it earns like it: $155,716 gross in 2025 and $216,999 trailing 12 months; about $102,000 in confirmed future bookings on the books (9 stays). GOLF-COURSE ESTATE OPPORTUNITY: the seller also owns the adjoining Indian Paint Brush building lots (Lots E-13R and E-14R, 2.48+/- ac), which abut the Stratton golf course and are listed separately at $500,000. Buy both: live in or rent the Moose while you build your estate next door. Featured on the Destination Channel's Staycation TV program. Listing broker i

Nestled in one of Vermont's most coveted villages, this three-bedroom, two-bathroom home is a canvas waiting for your creative vision. Priced well below assessed value, this property represents a rare opportunity to build equity from day one while enjoying the charm of quintessential New England living. The generous lot gives you room to breathe, garden, or simply watch the seasons paint the Green Mountains in ever-changing color. A massive barn stands ready for transformation - imagine your dream workshop, art studio, or even a small business headquarters tucked into this idyllic setting. The property also includes an accessory dwelling unit, offering flexible options for guests, rental income, or additional living space that makes financial sense. The barn and ADU ready for your touches all cleaned out and ready for your toys and guests. The home itself invites renovation-minded buyers to roll up their sleeves and craft something truly special. Whether you envision a modern farmhouse

First Chair Lair: a proven, turnkey Stratton rental on High Meadow, on the complimentary winter-weekend Stratton shuttle route and about 5 minutes to the base. Two-story great room with brick wood-burning fireplace and cathedral pine ceilings, renovated 2024-25 kitchen and baths, dining for 12, private hot-tub deck, and a lower-level game room (pool table, arcade, darts, foosball). Five bedrooms including a king suite with soaking tub, a fireplace queen, and a bunk room; 4 full baths; 2-car garage; town water and sewer. INCOME: $158,731 gross in 2025; $147,057 trailing 12 months; about $115,000 in confirmed future bookings on the books (11 stays, including long winter stays). Currently marketed for 8 guests; capacity can increase to 12 with a fire-alarm system upgrade (quote on file). Sold fully furnished with bookings, website presence and optional continued professional management by 42 North. Listing broker is a principal and beneficial owner of the selling entity. Potential tax adv

Village Mixed Use zoned Residence and Separate cottage located in the Hamlett of South Dorset. nearby Dorset's elementary School and Sheldon's Market. Conveniently located 3 miles from Manchester Ctr to the South or Dorset Village to the North. The main house offers 1350 SF, 2 bedrooms with overflow room, large closet, and sunroom entrance. The cottage is 675 SF with one bedroom and a great-room with 3/4 bath. The Hot Air furnace is a couple years old. there's also a wood stove. The Cottage is heated by propane. The cook's kitchens in both residences enjoy open great-room style living and have all appliances including gas ranges, refrigerators and dishwashers. there's laundry as well in both dwellings. See the Dorset Village Mixed Use zoning documents attached allowing retail, hospitality, home office services. etc. Please also note Dorset Short Term rental regulations. There are tenants and appts required with 24-48 hour notice

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas and a more park-like relationship between house and land. Inside, the home is substantial and highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, and a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, and longer Vermont stays. A enormous mudroom provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, and outdoor equipment. The full basement adds exceptional stora

Exceptional Offering and Value Located in Stratton Resort's sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent renovations include updates to the kitchen and carpeting, creating a move-in ready retreat for all seasons. A spacious wraparound deck with hot tub provides the ideal setting to relax after a day on the slopes. The separate family room, complete with an adjacent full bath, offers excellent flexibility and can easily serve as additional sleeping space for guests. Additional highlights include an attached two-car garage and shuttle service access to Stratton's ski slopes, winter activities, Stratton Village, shopping, and dining. Active Stratton Sport Center Bond. Water a

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you've been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout

Charming Raised Ranch on 2 Acres - Dorset, VT Welcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space. 3 Bedrooms | 2 Full Baths | 2-Car Attached Garage Step inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday living and entertaining. Enjoy the outdoors on your private deck, overlooking a fenced-in backyard ideal for kids, pets, or gardening. The lower level features a cozy family room with fireplace, creating a warm retreat for Vermont winters, plus a separate den/office - perfect for working from home or additional guest space. Additional Features: - Corner lot offering extra space and privacy - Attached two-car garage for convenience - Quiet, desirable Dorset location - Close to schools, shopping, and outdoor recreation This home is a perfect blend of function and charm - a must-see for anyone seeking space

Experience Premiere Luxury living in this newly built mountain residence with extraordinary panoramic views. Just minutes to Stratton Mountain'sTrails and move in ready, no detail has been overlooked with superior craftsmanship, energy efficiency and contemporary design. The handcrafted Timber Frame great room, defined by cathedral ceilings, wood burning stone hearth and expansive windows, showcases breathtaking views and the natural beauty of the Green Mountains.Every detail showcases a design with performance and comfort in mind:Premium lighting, hardware and plumbing fixtures, exceptional wood flooring and tile baths. A gourmet kitchen with Bosch appliances and a separate scullery offers a design well suited for entertaining and apres ski gatherings. Three levels, 4 Bedrooms/3.5 Bathswith 2 ensuite primaries, a lower level with a mega bedroom designed with bunks in mind,a spacious game and media room that opens to the outdoors- just ready foryour active lifestyle.With the mountain e

Privacy. Design. Nature. Possibility.* Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room. Wrapped in beautiful clear cedar siding, the residence is modern without feeling stark-warm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space. The open-concept main level is designed for *effortless single-level living*, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feel

Nestled in a picturesque Dorset, Vermont setting, this classic 1850 farmhouse offers an affordable opportunity to create the home of your dreams. Situated on a manageable quarter-acre lot, the property features a detached two-car garage, two additional outbuildings, screened in porch, enclosed three season porch and established perennial plantings with classic New England character throughout. Don't miss the new windows, fresh paint and new carpeting.Filled with warmth and historic charm, this 2 bed, 1 bath, home is ready for its next chapter. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, you'll appreciate the convenient location close to shopping, dining, outdoor recreation, and all the amenities of the Dorset and Manchester area. Bring your vision and unlock the potential of this charming farmhouse, where timeless appeal and a desirable Vermont location come together to create a truly special offering. Don't let this affordable options get