$799,000 $352 per sq.ft. Shaftsbury VT Home »

Price Change! Reduced by $76,000 down 10% on June 20th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 2462  |  Acres: 40
Friday Apr 10, 2026
Description: The Dexter Road Farmhouse, Circa 1800 In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic nearby backroads to write "Stopping by the Woods on a Snowy Evening." Dating back more than 225 years, this charming farmhouse offers a rare opportunity to own a piece of Vermont history while embracing the slower pace and natural beauty that define the region. Tucked away at the end of a peaceful, tree-lined town road, the property is ideally suited as a second home, creative retreat, or year-round residence. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship. Wide pine floors, original moldings, classic woodwork, traditional wall and ceiling boards, and a gracious entrance hall create a warm and authentic farmhouse atmosphere. Set on approximately 40 acres with a picturesque skating pond, the property offers abundant space to explore, garden, walk, and enjoy the pastoral surroundings. Writers, artists, and those seeking respite from city life will appreciate the quiet setting, changing seasonal views, and inspiring natural landscape. Whether painting, writing, working remotely, or simply unwinding, the setting encourages creativity and reflection. The spacious floor plan includes four bedrooms, three bathrooms, an inviting country kitchen, formal dining room, living room with wood-burning fireplace, library, and bonus room. A bright office overlooking the pond includes a Murphy bed, providing flexible space for guests, a studio, or a private workspace. Offering exceptional privacy while remaining convenient to the cultural, recreational, and dining attractions of Vermont's Northshire region, this remarkable property presents a rare opportunity to own a true Vermont retreat. See MLS Property & Listing Details & 60 images.

$1,450,000 $298 per sq.ft. Shaftsbury VT Home »

Price Change! Reduced by $45,000 down 3% on June 12th 2026
6 Beds | 6 Baths |   Total Sq. Ft. 4864  |  Acres: 17.83
Friday Feb 27, 2026
Description: Gorgeous, renovated Colonial offering exceptional flexibility, thoughtful design, and timeless charm. This beautifully updated property features a spacious main residence along with a stunning addition that includes a full in-law suite and a private studio above ideal for guests, extended family, a home office, or potential rental income. Solar panels installed above the garage power efficient mini-split systems, and a Tesla Powerwall provides added energy independence and peace of mind. The main house offers four bedrooms, a fabulous chef's kitchen with quality finishes and generous workspace, and warm, inviting living areas filled with abundant natural light. Magnificent views of Mount Anthony and the sweeping five-acre meadow below can be enjoyed from the kitchen, dining room, living room, and screened porch--where wildlife is often part of the daily landscape. A new large enclosed porch further expands the living space, creating the perfect setting to relax or entertain year-round. Set on 17+ picturesque acres framed by classic stone walls, the property offers lovely views, open meadow, and wooded privacy with ample outdoor space to explore and enjoy. A three-car detached garage provides excellent space for vehicles, storage, or hobby use, while a workshop and spacious woodshed add exceptional functionality. Equestrian enthusiasts will appreciate the charming pony barn and paddock, completing this truly special setting. A rare opportunity to own a beautifully expanded home with multiple living options, sustainable features, and breathtaking views in a serene and private landscape. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$1,495,000 $449 per sq.ft. Shaftsbury VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 4023  |  Acres: 30.54
Tuesday May 19, 2026
Description: Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, an oversized 2 car garage, top notch equestrian facilities, a trout pond, playhouse and the list goes on and on. The winding driveway leads one to an enchanting compound, as it opens to overlook the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF home boasts 10 foot ceilings, with reclaimed antique oak pocket doors from a nearby mansion, inlaid floors, stained glass windows, arches and a custom cherry and granite eat in island kitchen. The foyer, gracious leads to the expansive living room and kitchen overlooking the fantastic spring fed pond... there is a main level primary suite, and second floor gathering space with pond-side balcony and 2 bedrooms. The finished basement hosts a family recreation room and a sauna. Equestrian facilities are comprised of a recently built barn with 4, 12 X 12 stalls boasting ThuroBed Matress Systems, as well as a 12 X 18 foaling stall, leaving room for additional stalls. Paddocks and pastures with Ramm Flex Fencing and a USDF regulation 20m X 60m dressage arena with sand and fiber footing. There's a large shed and a 5 acre pasture. There's so much room for storage or lifestyle expansion within the main house or the building hosting the detached garage and guest house as there is a full unfinished second floor that could expand studio, exercise and office needs. This special location is convenient to area amenities yet a total feel of being away from it all! Whether you are an equestrian, or you are looking for an idyllic homestead, a place to enjoy nature and peace, and/or a property that demonstrates Vermont beauty, one shall adore this property. It is conveniently 3 hours from NYC, 1 hour from the Albany airport, and 25 minutes from Manchester, all while still feeling a world away! West Mountain Views are engaged wherever one is on the property! See MLS Property & Listing Details & 60 images.

$295,000 $262 per sq.ft. Sharon VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1992  |  Acres: 10.5
Wednesday Apr 1, 2026
Description: Looking to start your investment portfolio? This property is a great place to start, with opportunity to purchase two additional units that share the septic. In a quiet Sharon cul-de-sac, this property has two, two-bedroom units, one on each floor. Newer roof, newer shared septic, poured concrete foundation. Lot includes 10 acres of land that abuts land owned by the VT Dept. of Fish & Wildlife, which abuts the White River. Usability/buildability of the land to be confirmed by purchaser. PRE-INSPECTION AVAILABLE UPON REQUEST - Owner corrected a lot of the issues that were discovered at the inspection. Leaving mostly cosmetic fixes for the new owners. One unit is rented month-to-month, and one has a 12-month lease. Purchaser could potentially buy out lease, or request building vacant at closing. Owner would consider adding right of first refusal on doublewide which abuts the subject property duplex. Putting you in control of the entire septic system, with 4 rental units on one property. So much potential for an investor to build sweat equity in this property. Video tours of each unit available upon request. 48-hours notice required for showings as both units are occupied. See MLS Property & Listing Details & 24 images. Includes a Virtual Tour

$1,800,000 $694 per sq.ft. Sharon VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3718  |  Acres: 72.1
Thursday Jun 18, 2026
Description: At the end of a private road, 72 acres of woodland and meadow create a peaceful setting with sweeping views across the Connecticut River Valley to the mountains of New Hampshire. From the summit ridges of the Franconia Range, the panorama unfolds for miles. By day, the landscape shifts with the changing light and seasons; by night, the stars emerge in remarkable clarity. Completed in 2022, the home was thoughtfully designed to capture the views from nearly every room. The main level features 11-foot ceilings, radiant-heated white oak and tile floors, and a vaulted living room anchored by a stone fireplace. Ten-foot glass doors open to a stone patio, creating a seamless connection between indoor and outdoor living. The kitchen, dining area, and deck are positioned to take full advantage of the scenery, while the primary suite offers a quiet retreat with a soaking tub, walk-in shower, and double vanities. A home office, mudroom with dog wash, and powder room complete the level. The upper floor includes two guest bedrooms, a flexible loft space, and elevated views of the surrounding mountains. The walkout lower level adds a guest suite with a kitchenette for family and friends and a recreation room/gym. Private trails wind through the property, offering opportunities for hiking, snowshoeing, and walking dogs off leash. With approximately five acres of open land and the balance enrolled in Vermont's Current Use forestry program, there is ample room for future additions such as a barn, garage, or guest house. Only a few miles from the village of Strafford and the historic Strafford General Store. Interstate 89 is approximately 15 minutes away, placing Hanover and Lebanon within 30 minutes, as well as skiing in Woodstock. Boston is 2.5 hours away. Showings by appt ONLY, driveway gated. No drive-bys. Owner/Agent See MLS Property & Listing Details & 35 images. Includes a Virtual Tour

$129,000 $52 per sq.ft. Sheffield VT Home »

5 Beds | 3 Baths |   Total Sq. Ft. 2473  |  Acres: 1
Sunday Oct 12, 2025
Description: Two antique houses on one lot seeking a visionary with a strong work ethic and disposable income. This is an opportunity to bring back to life an old country store in the heart of a quaint Vermont village. Original windows and beautiful hardwood floors throughout the houses offer a great start. Both homes have been updated with metal roofs and vinyl siding in recent years. Great opportunity to perfect your plastering skills and perhaps get into fresco art. If you've read this far, here is the deal: many have tried but none have succeeded in this revival. There are real issues here - the well for the front house is bad and the other home that is on town water will need plumbing work. Currently neither home has water. If you have guts, gusto and a drive for glory... this property is ready to challenge you. If you love Hallmark movies set in bucolic Vermont and dream of leaving the city to open a bakery and fall in love with a local lumberjack... keep moving... this property will break you. The property is being offered AS IS. May qualify for financing. See MLS Property & Listing Details & 46 images.

$295,000 $135 per sq.ft. Sheffield VT Home »

Price Change! Reduced by $30,000 down 10% on July 13th 2026
4 Beds | 1 Baths |   Total Sq. Ft. 2184  |  Acres: 7.21
Thursday Jun 4, 2026
Description: Set on 7.21+/- acres in a peaceful Sheffield setting, this classic Vermont Cape offers the kind of country lifestyle that draws people to the Northeast Kingdom. With beautiful mountain views stretching across the landscape, a small pond, and room to enjoy the outdoors, you'll appreciate the quiet surroundings while still being conveniently located to nearby recreation, including access to the area's renowned snowmobile and ATV trail networks. The mountain view serves as a stunning backdrop and can be enjoyed from many rooms throughout the home, including the inviting screened front porch. Whether you're welcoming guests, enjoying your morning coffee, or settling in with a good book, this is a space you'll find yourself returning to again and again. Inside, the home offers a comfortable and flexible floor plan. A practical mudroom connects the house to the attached three-bay garage, creating a convenient everyday entry. The spacious kitchen features an island, dining area, and windows positioned to take advantage of the view. A large living room provides plenty of gathering space, while the main level also includes several rooms that can be utilized as bedrooms, home offices, hobby spaces, or guest accommodations, along with a full bath and laundry room. Upstairs, a central sitting room creates a cozy retreat and is flanked by a bedroom on each side. With multiple rooms that can serve a variety of purposes, the home offers flexibility to accommodate changing needs and living arrangements. Surrounded by open skies, mountain views, and the natural beauty that makes Sheffield such a special place to call home, this property offers an opportunity to enjoy Vermont living at a comfortable pace. See MLS Property & Listing Details & 57 images. Includes a Virtual Tour

$474,900 $151 per sq.ft. Shoreham VT Home »

Price Change! Reduced by $24,100 down 5% on July 11th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3406  |  Acres: 15.09
Monday Jun 15, 2026
Description: Perched on a hillside with sweeping views of Vermont's Green Mountains, this thoughtfully designed contemporary home offers the space, flexibility, and a setting that many buyers are looking for. With four generously sized bedrooms and several additional rooms that can serve as home offices, guest space, a den, fitness room, or creative studio, the layout adapts easily to a variety of lifestyles. The open-concept main living area is filled with natural light and oriented to capture the mountain views. A spacious kitchen features cherry cabinetry, a chef's favorite Thermador gas range, and plenty of room for gathering, whether you're preparing a weeknight meal or hosting family and friends. Just off the main living space, a large deck provides the perfect spot to enjoy morning coffee, outdoor dining, or simply take in the scenery of the Vermont countryside. The walkout lower level includes partially finished space with abundant natural light, offering opportunities for recreation, work, hobbies, or additional living areas. A two-car attached garage and automatic propane generator add convenience and peace of mind throughout the year. Outside, the detached building provides valuable extra space for storage, a workshop, equipment, or future projects. Whether you're seeking room to spread out, work from home, entertain guests, pursue hobbies, or simply enjoy a beautiful Vermont setting, this property offers the versatility to make it your own. (Some photos virtually staged are watermarked) See MLS Property & Listing Details & 48 images. Includes a Virtual Tour

$629,800 $221 per sq.ft. Shoreham VT Home »

Waterfront on Pond _Unnamed
5 Beds | 2 Baths |   Total Sq. Ft. 2846  |  Acres: 2.7
Tuesday May 12, 2026
Description: Beautifully-maintained 1890's Queen Ann Victorian-style home, where distinctive period architecture, mature landscaping, and pastoral views will evoke an instant sense of place. The striking antique front door opens into a gracious foyer, flanked by original pocket doors that lead into spacious living and family rooms on either side, with a central hall and staircase straight ahead. The living room, with southeastern exposure and an ornate hearth, connects to a charming eat-in kitchen with a second hearth with a wood stove for cozy gatherings. From here, enjoy easy access to outdoor living, including a back-entry porch, a covered porch overlooking a tranquil pond, and a connecting shed ideal for storage or workspace. On the home's western side, discover a versatile family room currently used as an artist's studio alongside a welcoming office or library. A convenient three-quarter bath completes the main level. Upstairs, a bright landing offers clear sight lines down the central hall to five bedrooms and a second three-quarter bath. The northwest bedroom includes a charming staircase that leads to a finished attic bonus space--ideal as a reading nook, playroom, or fun hideaway. Outside, three covered porches invite you to relax and take in the serene, park-like surroundings. Loved and cared for by the same family for 47 years, this exceptional property is ready for its next chapter. Embrace the opportunity to become the next steward of this special property. See MLS Property & Listing Details & 46 images. Includes a Virtual Tour

$2,425,000 $741 per sq.ft. Shoreham VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3271  |  Acres: 83
Monday Jun 30, 2025
Description: Set in a quiet valley, Worcester Hill spans 83± acres of gently rolling meadows, woodlands, stonewalls, and perennial gardens--a timeless landscape shaped by history and thoughtful stewardship. At its heart is a beautifully maintained 1804 farmhouse with three fireplaces, wide-planked pumpkin pine floors, and a wraparound porch that opens to a brick terrace and a large screened veranda--ideal for gathering or reflection. The first floor includes a mudroom with heated floors, a chef's kitchen, keeping room, formal living room, guest suite, and an office. Upstairs are three additional bedrooms, including a spacious primary suite with views to the Adirondacks. Also included is a two-bedroom stone guest house, once the Worcester Hill Schoolhouse, built in 1833 of local limestone. One of Vermont's oldest surviving one-room schools, it offers charm and flexibility for guests, work, or creative pursuits. The red English barn--featured in many of Woody Jackson's paintings--includes seven horse stalls and a hayloft. A wildlife pond, trails, maple stand, and 20 solar panels complete this turnkey Champlain Valley retreat, just 10 miles from Middlebury College and 44 miles from Burlington Airport. See MLS Property & Listing Details & 40 images. Includes a Virtual Tour

$699,999 $408 per sq.ft. Village of Cuttingsville in Town of Shrewsbury VT Home »

5 Beds | 4 Baths |   Total Sq. Ft. 2523  |  Acres: 8.58
Tuesday Jun 16, 2026
Description: Set on more than 8 acres in the village of Cuttingsville, this versatile property combines a spacious open-plan home, established evergreen plantings, extensive outbuildings, and a unique Vermont lifestyle opportunity. A standout feature is the substantial solar array paired with Tesla Powerwall battery storage, helping support much of the property's electrical needs while providing backup power capability and greater energy independence. The home features 5 bedrooms and 4 bathrooms, including a main-level bedroom, along with options for a home office, a generous loft area with potential for additional living space, and an open living and dining area designed for gathering with family and friends. A wood stove adds warmth and character throughout the colder months, while large windows and a peaceful rear deck overlook rows of evergreen trees, open lawns, and the surrounding countryside. Mature landscaping, perennial gardens, a small orchard, and a playground area create inviting outdoor spaces for all ages. The oversized attached garage includes substantial workshop space, while the barn, lean-to, and additional outbuildings provide flexibility for hobbies, equipment storage, agricultural pursuits, home-based businesses, or future ventures. For decades, the property has been home to a well-established Christmas tree farm operation, creating a distinctive and picturesque landscape. The fully fenced farm includes approximately 5,000 evergreen trees at various stages of growth, with business equipment associated with the operation conveying with the sale. The scenic grounds have served as a backdrop for wedding and seasonal photography sessions, with open spaces well suited for gatherings and outdoor events. Conveniently located near Rutland, Ludlow, Okemo Mountain Resort, and year-round recreation, this property offers a rare combination of living space, acreage, energy resilience, infrastructure, and opportunity in Southern Vermont. See MLS Property & Listing Details & 58 images.

$1,170,000 $567 per sq.ft. Shrewsbury VT Home »

Price Change! Reduced by $130,000 down 11% on June 11th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 2065  |  Acres: 137.04
Monday Feb 9, 2026
Description: Snowlight Farm spans 137 acres along the western slopes of the Green Mountains, with sweeping views across the Green Mountains to the Taconic Range. The offering includes a 2,692 square foot Federal-style farmhouse, built in 1812, with four bedrooms and 1.5 baths, complemented by a circa-1850 repurposed barn with 2,065 square feet of living space including four bedrooms and 3.25 baths. The early 19th-century main house has the kind of proportion and presence that only time can give, elegant, grounded, and deeply Vermont, while benefiting from extensive renovations completed in 2025. Original doors, period hardware, and wide-plank pine floors remain throughout. The kitchen features slate countertops, a six-burner BlueStar gas range with dual ovens, a Sub-Zero four-drawer refrigerator, and a Galley farm sink. The mid-19th-century barn was thoughtfully reimagined into two residences: a three-bedroom residence on the upper levels and a one-bedroom residence below, each with a full kitchen and private entrance--ideal for extended family or guests. A cold, clear spring provides water for both homes. Two branches of a brook wind through the land. Approximately 27 acres of open meadow, currently in active agriculture, along with managed woodland, are enrolled in Current Use and protected by a conservation easement held by the Vermont Land Trust. This is a property that invites stewardship, whether for farming, conservation, recreation, or simply living well. Within Shrewsbury, enjoy access to the Long Trail and the 1,850-acre Plymsbury Wildlife Management Area, with miles of trails for walking and cross-country skiing. Killington and Okemo are close by, and Rutland Regional Airport is less than five miles away. See MLS Property & Listing Details & 45 images. Includes a Virtual Tour

$1,650,000 $350 per sq.ft. Shrewsbury VT Home »

Price Change! Reduced by $300,000 down 18% on July 13th 2026
6 Beds | 5 Baths |   Total Sq. Ft. 4719  |  Acres: 97
Saturday Aug 30, 2025
Description: Exceptional Shrewsbury Estate: 97-Acre Legacy Property Offered for the discerning buyer, 1204 Bailey Road presents a unique opportunity to acquire a substantial 97-acre parcel in the heart of Shrewsbury. This 5-bedroom, 4-bath, 2-story colonial boasts 4,719 sq. ft. of well-maintained living space, characterized by quality craftsmanship and timeless design. The property distinguishes itself with significant infrastructure, including 82 acres under current use (agricultural and forest), ensuring lower tax implications. Notable upgrades to the property include a fully permitted tiny house conversion (septic, well, kitchen, and bath) providing versatile additional living quarters. Featuring 5 bedrooms, 4 bathrooms, 2 fireplaces, and expansive acreage, this property is a standout for those valuing privacy, land stewardship, and substantial square footage in a premier Vermont location. Schedule your private showing to explore the potential of this impressive land holding. See MLS Property & Listing Details & 60 images. Includes a Virtual Tour

$195,000 $146 per sq.ft. Springfield VT Home »

Price Change! Reduced by $20,000 down 10% on June 15th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1338  |  Acres: 0.13
Friday May 22, 2026
Description: Perfect location, nice neighborhood, near the hospital, downtown and minutes to the interstate! Featuring a first floor bed and 3/4 bath, it is perfect for aging in place. Eat in kitchen/dining convenient for those who love to cook. And, the living room is huge. Sporting a front porch, a bit of a yard and extra parking in the back, there is plenty of room for gatherings. This home still has some items to finish, so bring the tool belt. Sellers are actively searching for housing and must find suitable housing before closing. See MLS Property & Listing Details & 19 images.

$249,900 $141 per sq.ft. Springfield VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 1776  |  Acres: 0.13
Thursday Apr 23, 2026
Description: Room for everyone with 4 bedrooms and 2 and 1/4 baths! A large primary bedroom, a bathroom with walk in shower, full laundry and a 2nd 1/4 bath ALL on the 1st level! Affordable too! Comfort, Convenience & Timeless Functionality are All Here in One Address. This well-maintained 4-bedroom, 2 full bath home delivers. Includes a first-floor bedroom, full bath, and laundry, ideal for flexible living, guests, or long-term convenience. Step inside to a welcoming flow. The living room features a classic fireplace creating a warm, functional centerpiece. The dining room offers the perfect setting for gatherings, while the kitchen with pantry provides everyday practicality with room to grow. Upstairs, you'll find three bedrooms and a second full bath, clean, move-in ready, and designed for immediate comfort. Outside there is an inviting front porch for morning coffee or evening unwinding The backyard is ideal for pets, play, or privacy. There is plenty of off street parking with a driveway on both sides of the home! The oversized, heated & attached single car garage offers space for woodworking, hobbies, or serious storage Additional highlights include vinyl windows, an asphalt shingle roof, and a full, dry basement offering excellent storage or future expansion potential. Location? Ruthlessly efficient: 1 minute to the hospital, minutes to the plaza, Springfield Medical Center, and nearby schools. Close to the town central square with shops, restaurants & movie theatre. Public water and sewer complete the package. Bottom line: A solid, versatile home in a quiet neighborhood that checks both lifestyle and practical boxes without compromise. Ready to view now! See MLS Property & Listing Details & 55 images.