$230,000 $269 per sq.ft. Woodstock VT Home »

1 Beds | 1 Baths |   Total Sq. Ft. 856  |  Acres: 7
Thursday Nov 6, 2025
Description: Welcome to your Woodstock affordable retreat! This inviting, end-unit, two-level townhouse in the sought-after Heritage Condominium community is nestled on a dead-end road just minutes west of the historic village of Woodstock. This bright 856 sq/ft two-level home offers an open-concept first floor with a carpeted living/dining area warmed by Empire gas heat (plus electric backup). From this space, step through a newer sliding door to a private deck overlooking landscaped, level grounds on 7 acres of shared land. The kitchen is light-filled and efficient, ideal for everyday living. Hardwood hallway and stairs with dual handrails lead to the second-floor loft, a versatile space with a newer skylight - perfect for an office, studio, or reading nook. The spacious bedroom features newer double-hung windows for an easy-insert air conditioner, Empire gas heat, carpet, and an extra-large closet. The full shower/bath is fully appointed and has electric heating. Additional highlights include; attic storage and a large red barn on the property offering shared storage for bikes, plus an individual security stall for each condominium. Conveniently located near golf, skiing, schools, and shopping, this home blends efficiency and comfort in a serene Woodstock setting--ideal as a year-round residence or weekend retreat. See MLS Property & Listing Details & 60 images.

$420,000 $547 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $60,000 down 14% on November 11th 2025
2 Beds | 1 Baths |   Total Sq. Ft. 768  |  Acres: 0.15
Tuesday Jul 15, 2025
Description: 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.

$425,000 $295 per sq.ft. Woodstock VT Home »

2 Beds | 2 Baths |   Total Sq. Ft. 1440  |  Acres: 0.79
Sunday Oct 5, 2025
Description: 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.

$439,000 $271 per sq.ft. Woodstock VT Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1617  |  Acres: 0.65
Wednesday Oct 1, 2025
Description: 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.

$525,000 $205 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $225,000 down 43% on October 10th 2025
4 Beds | 3 Baths |   Total Sq. Ft. 2557  |  Acres: 0.75
Monday May 5, 2025
Description: 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.

$525,000 $493 per sq.ft. Woodstock VT Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1064  |  Acres: 0.4
Friday Oct 31, 2025
Description: Situated on a lovely .4 acre parcel in the heart of Woodstock Village, this newer construction open-concept home offers modern conveniences combined with superb access to all that Woodstock has to offer. The main floor opens to a vaulted-ceiling living room, dining area, and well-appointed kitchen. Down the hall are two nicely sized bedrooms, and a full bath and laundry/utility room. A 3rd bedroom upstairs rounds out the beautifully functional floor plan. Adding to the comfort of this home is an efficient, on-demand hot water heating system, plus air conditioning via mini-splits in almost every room. There is ample storage throughout the main home and an easily accessible crawl space. Enjoy a cup of coffee in the backyard while listening to the stream that runs along the edge of the property, or take a short stroll and enjoy a meal at one of the many restaurants just minutes away. Walking and biking trails are right out the door, and skiing at Killington is less than 25 minutes away. Don't miss out on this incredible opportunity. Open House Saturday, November 1 from 2 - 4 PM. See MLS Property & Listing Details & 33 images.

$549,000 $222 per sq.ft. Woodstock VT Home »

Waterfront on River Ottauquechee River
4 Beds | 3 Baths |   Total Sq. Ft. 2470  |  Acres: 1.96
Tuesday Aug 19, 2025
Description: 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

$595,000 $383 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $80,000 down 13% on October 28th 2025
3 Beds | 3 Baths |   Total Sq. Ft. 1555  |  Acres: 0.34
Saturday Sep 6, 2025
Description: 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.

$595,000 $310 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $100,000 down 17% on October 24th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1920  |  Acres: 6.88
Friday Sep 12, 2025
Description: 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.

$725,000 $202 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3584  |  Acres: 5.1
Saturday Oct 25, 2025
Description: This South Woodstock contemporary residence was designed by the original architect-owner to showcase Vermont's changing seasons and capture views of the Kedron Brook as it wanders through the property past small meadows tucked in along the banks. The home can be accessed privately at grade level through the heated garage and mudroom, while guests enter via a covered entry to the upper level. The lower walk-out level of the home has two bedrooms, a shared bath, laundry and workshop. The elevated second floor is dedicated to gathering spaces including a great room with cathedral ceilings, eat in kitchen and family room that opens out on to a broad deck with overlooking the brook as it flows to the nearby Woodstock golf course and Athletic Club. The spacious primary bedroom offers an ensuite bathroom and abundant closet space. The main floor guest bedroom with loft is served by an adjacent bathroom. The two-stall multi-purpose barn opens to a small pasture and a fence yard for pets. A home for all seasons and reasons. See MLS Property & Listing Details & 40 images.

$785,000 $473 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $25,000 down 3% on October 24th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 1660  |  Acres: 0.19
Monday Sep 15, 2025
Description: 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.

$795,000 $249 per sq.ft. Woodstock VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 3190  |  Acres: 2.94
Friday Oct 24, 2025
Description: Discover the charm of historic Woodstock, Vermont in this spacious, light-filled home just minutes from the village green. Blending timeless New England character with modern comfort, this property offers an abundance of space and versatility -- ideal as a full-time residence or a relaxing ski-season getaway.This inviting home features hardwood floors, custom cherry built-ins, and two fireplaces, creating warmth and character throughout. The in-law suite provides flexibility for guests, extended family, or potential rental income. A heated porch offers year-round enjoyment, while the private backyard provides a peaceful retreat surrounded by nature. The property also includes a one-car garage and ample additional parking. Located only a few miles from Woodstock Village, you'll enjoy easy access to wonderful restaurants, charming shops, Billings Farm & Museum, and scenic hiking trails. Just a short drive to Killington Ski Resort, this home is perfectly situated for both adventure and tranquility.Experience the best of Vermont living in a home that combines charm, comfort, and convenience in one exceptional property. See MLS Property & Listing Details & 48 images.

$817,000 $296 per sq.ft. Woodstock VT Home »

Price Change! Reduced by $168,000 down 21% on October 30th 2025
3 Beds | 2 Baths |   Total Sq. Ft. 2760  |  Acres: 10.1
Thursday Jul 3, 2025
Description: This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment. See MLS Property & Listing Details & 57 images.

$825,000 $259 per sq.ft. Woodstock VT Home »

4 Beds | 4 Baths |   Total Sq. Ft. 3184  |  Acres: 1.02
Monday Nov 17, 2025
Description: Discover the charm of historic Woodstock in this beautifully maintained late-1800s residence, set on just over an acre of flat, open lawn and ideally located within walking distance to the village. Bordering the scenic Billings Farm & Museum, this 4-bedroom home blends timeless New England character with thoughtful modern updates. Inside, you'll find light-filled living spaces, a well-appointed kitchen, and the convenience of a laundry room on each floor--an uncommon luxury in a home of this era. The flexible layout offers room to gather, work, and unwind, while preserving the warmth and craftsmanship of its 19th-century origins. A standout feature is the spacious studio with its own bathroom above the two-car garage--perfect as a guest suite, home office, creative workspace. The expansive yard provides abundant space for gardens, play, entertaining, or simply enjoying the peaceful surroundings. With its ideal location, historical charm, and extensive updates, this Woodstock property is a rare opportunity to enjoy village life with room to spread out. A classic Vermont home ready for its next chapter. See MLS Property & Listing Details & 58 images.

$845,000 $1,408 per sq.ft. Woodstock VT Home »

2 Beds | 1 Baths |   Total Sq. Ft. 600  |  Acres: 6.07
Monday Jun 6, 2022
Description: Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features that would be hard to replicate. The upper pasture with easy access has great views, privacy and a commanding location. See MLS Property & Listing Details & 14 images.