Woodstock VT
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$425,000 | $295 per sq.ft.
1079 Fletcher Hill Road
2 Beds | 2 Baths | Total Sq. Ft. 1440 | Acres: 0.79
This charming 2-bedroom ranch house offers a nice layout for main floor living. Features include a sunroom entrance, two bedrooms, a full bath, laundry room, and a main living/dining area with a kitchen, all within a rural setting with ample natural light, local views, and a deck. Recent updates include a primary bedroom ensuite featuring a custom walk-in shower and double sinks, new flooring, a brick accent wall in the living room, fresh paint, and a cleared and seeded backyard. A 3-bedroom septic system installed in 2021, a drilled well replacing the spring water source, and generator wiring for power backup. Situated on a quiet country road between Woodstock and South Woodstock, offering easy access to local amenities and entertainment. See
MLS Property & Listing Details & 42 images.
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$439,000 | $271 per sq.ft.
5798 West Woodstock Road
4 Beds | 2 Baths | Total Sq. Ft. 1617 | Acres: 0.65
Charming 4 bedroom farmhouse with attached barn/garage with lots of overhead storage is located across the road from the scenic Ottauquechee River. Minutes from Woodstock Village Green with all of its amenities and a short distance from Killington with its world renown Ski Resort. Year round activities abound ! The house has a sunny eat in kitchen, spacious dining room and a living room complete with a wood burning fireplace. A bedroom and full bath on the first floor adds to convenience of living . The charming front porch with views of Killington is a lovely place to enjoy relaxing and entertaining friends . Make an appointment today to view this lovely property . See
MLS Property & Listing Details & 45 images.
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$449,500 | $585 per sq.ft.
Price Change! reduced by $30,500 down 7% on October 1st 2025
37 Atwood Avenue
2 Beds | 1 Baths | Total Sq. Ft. 768 | Acres: 0.15
Charming, updated, and perfectly located--this turnkey gem is your ticket to easy living in one of the area's most adorable neighborhoods! With all the major systems recently upgraded - including a new furnace, hot water heater, Tesla Powerwall, and water purification system - this efficient home is move-in ready. Inside, you'll love the fresh renovations: a modern kitchen with solid-surface countertops, gas range, newer appliances, and low-maintenance vinyl plank flooring throughout. Downstairs, the full basement offers excellent finishable space--ideal for a family room, home gym, or guest suite. Outside, take in the mountain views from your sunny deck or tinker in the backyard shed. Best of all? You're just a short stroll to the heart of the village, with its covered bridges, charming shops, and in-coming restaurants like Farmer & the Bell and Ranch Camp. Hiking, skiing, and the Dartmouth/Upper Valley region are all within easy reach. Whether you're looking for a stress-free primary home or a low-maintenance getaway, this one checks all the boxes. Showings begin on 7/21 with an open house from 1:30-3:30pm. See
MLS Property & Listing Details & 30 images.
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$525,000 | $205 per sq.ft.
Price Change! reduced by $225,000 down 43% on October 10th 2025
144 Butternut Lane
4 Beds | 3 Baths | Total Sq. Ft. 2557 | Acres: 0.75
NEW PRICE!! Discover classic Vermont charm at The Harry Emmons House, an antique brick cape located in the village of Taftsville, ideally situated on a level, open lot. A traditional covered farm porch leads to a gathering room with a brick fireplace. The main level features bright, airy living spaces with high ceilings and exposed beams, comfortable rooms, a country kitchen, a sunny dining room, den, and a bedroom with a separate dressing area. The upper-level features two attractive bedrooms, a full bathroom, ample storage space, and room for future expansion. Additional highlights include a separate rental apartment, a two-car barn garage, and a workshop. The Harry Emmons House is conveniently close to the Village of Woodstock, Vermont, and the Upper Valley regions of Vermont and New Hampshire, making it an ideal spot for those seeking both tranquility and accessibility. See
MLS Property & Listing Details & 38 images.
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$549,000 | $222 per sq.ft.
3364 West Woodstock Road
4 Beds | 3 Baths | Total Sq. Ft. 2470 | Acres: 1.96
Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you'll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather around the beautiful wood-burning fireplace after a day on the slopes, or enjoy a game in the pool table room with friends and family. Period details and thoughtful updates create a cozy balance of history and comfort, while natural light and open spaces bring the outdoors in. This home is equally suited as a vacation retreat, an investment property, or a welcoming primary residence. Wide lawns offer plenty of room for play and gardening, and river views provide a peaceful backdrop in every season. Here, relaxation and adventure are always close at hand -- whether it's skiing, hiking, or simply soaking in the Vermont lifestyle. See
MLS Property & Listing Details & 35 images. Includes a Virtual Tour
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$595,000 | $310 per sq.ft.
Price Change! reduced by $100,000 down 17% on October 24th 2025
1514 South Road
3 Beds | 2 Baths | Total Sq. Ft. 1920 | Acres: 6.88
This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop. See
MLS Property & Listing Details & 43 images.
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$675,000 | $434 per sq.ft.
35 Mountain Avenue
3 Beds | 3 Baths | Total Sq. Ft. 1555 | Acres: 0.34
Prime In-Village location on Mountain Avenue just steps to Faulkner Park, The Mt Tom trail system and Woodstock Rec Center. This classic New England duplex (eastern side) home serves perfectly as a full time residence, or an easy keep as a second home. Through a classic covered porch enter the foyer with gleaming hardwood floors and high ceilings. The spacious living room has a propane stove, and large six over six windows flooding the room with natural light. The DR has original built-ins, and connects to a roomy farmhouse eat-in kitchen. Rear mudroom steps out to covered porch and detached garage. Office or overflow bedroom with 3/4 bath completes the main level. Moving upstairs there are three bedrooms, a full and a half bath. Opportunity to expand into the attic space above. See
MLS Property & Listing Details & 33 images.
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$785,000 | $473 per sq.ft.
Price Change! reduced by $25,000 down 3% on October 24th 2025
37 South Street
3 Beds | 2 Baths | Total Sq. Ft. 1660 | Acres: 0.19
New price! Welcome to this beautifully renovated residence in the vibrant heart of Woodstock Village. Enjoy unparalleled convenience with a short stroll to the Elementary School, Woodstock Inn, the picturesque Green, and an array of charming shops, restaurants, and bakeries that define village living. Nestled directly across from Vail Field, this home offers easy access to playgrounds, ball fields, and pickleball courts. The homeowners have meticulously updated the property, featuring a stunning new kitchen and a refreshed second-floor bath, blending modern comfort with timeless charm. Unwind on the covered porch with a favorite drink while soaking in the serene surroundings. The inviting living room has a cozy gas fireplace, perfect for cool evenings. The spacious dining area opens to the expanded kitchen, boasting elegant cabinetry, sleek quartz countertops, and top-quality appliances. Newly installed pine flooring adds sophistication throughout. With three spacious bedrooms and two updated bathrooms, each room is designed for comfort. A versatile sitting room off the primary bedroom is perfect as a playroom or quiet study. Additional features include a new boiler, new dining room windows, and upgraded wiring with 200 AMP service. The property also offers a two-stall garage with partially finished space above, presenting endless customization possibilities. Whether you're seeking a forever home or a peaceful retreat, this move-in-ready gem is a must-see! See
MLS Property & Listing Details & 49 images.
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Under Contract
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$798,000 | $610 per sq.ft.
392 Gully Road
2 Beds | 2 Baths | Total Sq. Ft. 1308 | Acres: 5.33
Built in 2019, this charming Cape-style home is nestled on five sunny, private acres just minutes from Woodstock Village. Thoughtfully designed and beautifully constructed, the home offers efficient, low-maintenance living in a coveted location. With excellent solar exposure, stunning sunset views, and lovely hillside scenery, it's bright, warm, and welcoming year-round. The interior features a gorgeous open kitchen with quality finishes, two beautiful bathrooms, and two comfortable bedrooms. With a four-bedroom septic system already in place, the home offers easy potential for future expansion. Outside, the property is equally exceptional. A custom bluestone patio invites outdoor dining and relaxation, while professionally designed raised beds and a high-end greenhouse (high tunnel) provide everything needed for productive gardening. Established perennial gardens surround the home with vibrant seasonal color, and private trails (cut in and ready to enjoy) lead to the top of the property for peaceful walks and sweeping views. Whether you're seeking a full-time residence, a Vermont retreat, or a property to grow into over time, this home offers rare flexibility, natural beauty, and a connection to one of New England's most picturesque villages. Showings begin 7/7/2025. No showings 7/15/2025 - 7/20/2025. See
MLS Property & Listing Details & 53 images. Includes a Virtual Tour
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