$679,000 $371 per sq.ft. Village of Bondville in Town of Winhall VT Condo »

3 Beds | 3 Baths |   Total Sq. Ft. 1830 
Listed on Friday Sep 4, 2026
Description: This 3-bedroom,3-bathroom, Tri-level Piper Ridge "Tunbridge" Townhome/Condo has a full facing view of the face of Stratton Mountain. It is basically in original condition. It is completely empty and the interior has just been completely painted. The family is aware that some upgrades will be required to accommodate new owner's taste. The listed price of $679,000-below assessment- {$757,600} - reflects this. The Piper Ridge community is managed by a healthy HOA including: on-site Sports Center, club house, pool, gym, tennis, pickleball, sauna and pick up and drop off Winter shuttle services to the base of Stratton Mountain. It's a great Ski/Snowboard community with 4-season recreational opportunities, High amenities, Stratton Mountain vibes and all that Southern Vermont has to offer! See Listing Details & 12 images.

Under Contract Winhall VT Condo for sale $720,000 $439 per sq.ft.

$720,000 $439 per sq.ft. Winhall VT Condo »

4 Beds | 3 Baths |   Total Sq. Ft. 2317 
Listed on Friday Apr 24, 2026
Description: The Highgate Piper Ridge Townhome is ideally located just a short stroll from the exclusive sports center and provides convenient shuttle service to Stratton's ski lifts during the winter season. This residence is filled with natural light and features a contemporary kitchen and bathrooms, polished hardwood floors, and elegant tile accents throughout. The one-car garage has been ingeniously converted into a spacious ski room, complete with a large storage closet, making it perfect for winter equipment. This turnkey property is ready for immediate occupancy, offering an exceptional mountain retreat in one of Stratton's most desirable communities. With a well-designed layout that includes four bedrooms and three bathrooms, the home is situated in a peaceful cul-de-sac with ample parking. See Listing Details & 40 images.

$825,000 $430 per sq.ft. Village of Bondville in Town of Winhall VT Condo »


Price Change! Reduced by $25,000 down 3% on August 6th 2026
3 Beds | 3 Baths |   Total Sq. Ft. 2598 
Listed on Saturday Jun 13, 2026
Description: Experience four-season Vermont living in this beautifully appointed end-unit townhome in the highly sought-after Highgate neighborhood at Piper Ridge, one of Stratton Mountain's premier resort communities. Ideally located in Winhall, Vermont, just minutes from Stratton Mountain Resort, this spacious 3-bedroom, 3-bath residence offers exceptional privacy, abundant natural light, The thoughtfully designed floor plan features expansive living and entertaining spaces highlighted by a dramatic floor-to-ceiling stone fireplace, vaulted ceilings, and multiple outdoor decks that seamlessly connect indoor and outdoor living. Additional features include a den/family room, private indoor hot tub and sauna, attached garage, and generous storage for ski, golf, and outdoor gear. Piper Ridge residents enjoy one of the area's most comprehensive amenity packages, including a year-round sports and fitness center with indoor pool, hot tub, fitness room, racquetball, tennis and pickleball courts, locker rooms, and owner's lounge. During the winter season, a private shuttle provides convenient transportation to Stratton Village, ski slopes, dining, shopping, and resort activities. This exceptional Stratton-area townhome offers the perfect combination of comfort, privacy, convenience, and resort-style living in the heart of Southern Vermont. See Listing Details & 26 images.

$1,050,000 $465 per sq.ft. Winhall VT Condo »

4 Beds | 4 Baths |   Total Sq. Ft. 2256 
Listed on Saturday Jun 13, 2026
Description: Unique four bedroom three and one half bath townhome, located directly across the street from the Stratton Village and ski area. Built in 1988, Fox Chapel is the second phase of the Village Chalet neighborhood. Only 27 of these properties exist. Although connected by a breezeway to the property next to it, feels very much like a stand alone home. Walking distance to shops, restaurants and all ski amenities. Private, gated parking area. See Listing Details & 16 images. Includes a Virtual Tour

Under Contract Woodstock VT Condo for sale $244,000 $285 per sq.ft.

$244,000 $285 per sq.ft. Woodstock VT Condo »

1 Beds | 1 Baths |   Total Sq. Ft. 856 
Listed on Wednesday Jul 22, 2026
Description: Easy living in this updated condo that is perfect for a primary or secondary residence. Located in a small condo community that is mostly owner occupied the setting offers a private living space. The deck looks out to well maintained grounds and woodlands. The updated kitchen and bathroom are well appointed. The main level has an open floor plan that includes the kitchen, dining area and living room . Upstairs , in addition to the bedroom, bath and laundry there is a wonderful bonus area that can be used in multiple ways and the sliding barn door provides privacy to the area. Located across from Woodstock Middle and Senior High School as well as the Woodstock Senior Center and just minutes from the center of the historic town of Woodstock voted one of the prettiest small towns in America ! Close to skiing at Killington and Woodstock's own Saskadena Six there is access to sports and activities for every season. Call for a private viewing . See Listing Details & 31 images.

$399,600 $264 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $15,400 down 4% on September 7th 2026
2 Beds | 3 Baths |   Total Sq. Ft. 2268 
Listed on Monday Aug 17, 2026
Description: QUINTESSENTIAL WOODSTOCK VILLAGE LIVING: Offered at $399,600, this beautiful townhouse presents a rare opportunity to own a home in the heart of Woodstock Village at an exceptional value. Enjoy the charm, convenience, and lifestyle of Village living, with easy access to Woodstock's shops, restaurants, recreation, and the greater Upper Valley. THE HOME: The largest layout in a peaceful 24-home community, this immaculate Federal-style brick townhouse offers 2,268 sq. ft. of living space across three fully finished levels. It functions seamlessly like a single-family home, with an open floor plan, abundant natural light, a wood-burning fireplace, and stunning hardwood floors. The flexible layout includes two spacious upstairs bedrooms and a highly versatile first-floor flex room with pocket doors, perfect as a third bedroom, home office, or guest suite. KEY HIGHLIGHTS: Baths on every level. Private, oversized outdoor deck surrounded by mature woods and perennial gardens. Walking distance to the Woodstock Farmers' Market and National Park trailheads. A UNIQUE OWNERSHIP OPPORTUNITY: This home is offered under a local deed program with specific buyer qualifications, allowing eligible buyers the opportunity to own a Woodstock Village home at an exceptional value. Wondering if you qualify? Contact broker for a simple explanation of the requirements and to find out whether this opportunity could be right for you. See Listing Details & 28 images.

$450,000 $323 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $45,000 down 10% on August 7th 2026
2 Beds | 3 Baths |   Total Sq. Ft. 2091 
Listed on Friday Feb 27, 2026
Description: Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a renovated kitchen with small eating area overlooking the back deck. Tall ceilings allow this space to feel spacious with an abundance of natural light. Second floor consisted of a very large primary bedroom with ample closets and sitting area. A full bathroom and the second bedroom is a perfect size for guests. Lower level has a walk out patio with new slider doors, large family room with a small kitchen and eat-in area, spacious laundry and 3/4 bathroom. Newer Buderus boiler. Pets are allowed- Offered furnished with all new custom curtains. Come take a look at this turn key property! See Listing Details & 26 images.

Under Contract Woodstock VT Condo for sale $497,500 $329 per sq.ft.

$497,500 $329 per sq.ft. Woodstock VT Condo »

3 Beds | 3 Baths |   Total Sq. Ft. 2268 
Listed on Wednesday Jul 8, 2026
Description: Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays! This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski Resort and 10 minutes from Saskadena Six. The location and price make this home a truly unique buying opportunity for several types of owners. The very private 24 home community is comprised of retirees, working families, and second home owners who want to enjoy all Vermont has to offer. The neighbors are awesome! This home is the most private in the complex as it is the very end unit surrounded on 3 sides by woods and streams. The unit is in very good condition and move in ready. The first floor is comprised of a den/bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Also on the first floor is a spacious living room anchored by a propane fireplace, nicely crafted mantle and hardwood floors. A couple of steps down takes you into a renovated kitchen with stainless appliances and gleaming soapstone counters. A small eating area is surrounded by windows overlooking the back deck facing east with beautiful woods on 2 sides. Wildlife abounds. Tall ceilings and an abundance of natural light make the kitchen area a favorite space. The second floor consists of a very large primary bedroom with a seating area and three closets for an abundance of storage. The second bedroom is spacious with lots of sunlight. A good size full bathroom with tiled floors completes the second level. The lower level is a large family room with a walk out to a lovely patio. This level also has its own 3/4 bathroom, laundry area and several storage closets. The lower level has lots of options for use given the design. Open House- Saturday July 18th from 11am-1pm See Listing Details & 20 images.

$875,000 $339 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $120,000 down 14% on September 1st 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2584 
Listed on Thursday Oct 9, 2025
Description: Introducing the Mt Peg Condos - Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage for the open kitchen/dining/living area. The centrally located kitchen offers copious counter space and a spacious island for dining and food prep all of which are detailed with handsome jet mist granite counter tops. An office/media room and half bath complete the main level. The upper level continues with the white oak flooring and offers two ensuite bedrooms. A third bedroom, full bath, laundry room, and storage room complete the walkout lower level. Take in captivating views of Mt. Tom and the Marsh-Billings-Rockefeller National Park from every level of the condo. Hike, bike, and ski the Mt. Peg trails and enjoy a variety of fine dining options just outside your door. Please note that all interior photos are of the end Unit D, and some photos are virtually staged. Units A and D are end units, and Units B and C are interior units. See Listing Details & 28 images. Includes a Virtual Tour

$875,000 $339 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $120,000 down 14% on September 1st 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2584 
Listed on Thursday Oct 9, 2025
Description: Introducing the Mt Peg Condos - Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage for the open kitchen/dining/living area. The centrally located kitchen offers copious counter space and a spacious island for dining and food prep all of which are detailed with handsome jet mist granite counter tops. An office/media room and half bath complete the main level. The upper level continues with the white oak flooring and offers two ensuite bedrooms. A third bedroom, full bath, laundry room, and storage room complete the walkout lower level. Take in captivating views of Mt. Tom and the Marsh-Billings-Rockefeller National Park from every level of the condo. Hike, bike, and ski the Mt. Peg trails and enjoy a variety of fine dining options just outside your door. Please note that all interior photos are of the end Unit D, and some photos are virtually staged. Units A and D are end units, and Units B and C are interior units. See Listing Details & 31 images. Includes a Virtual Tour

$975,000 $409 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $220,000 down 23% on September 1st 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2385 
Listed on Thursday Oct 9, 2025
Description: Introducing the Mt Peg Condos - Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage for the open kitchen/dining/living area. The centrally located kitchen offers copious counter space and a spacious island for dining and food prep all of which are detailed with handsome jet mist granite counter tops. An office/media room and half bath complete the main level. The upper level continues with the white oak flooring and offers two ensuite bedrooms. A third bedroom, full bath, laundry room, and storage room complete the walkout lower level. Take in captivating views of Mt. Tom and the Marsh-Billings-Rockefeller National Park from every level of the condo. Hike, bike, and ski the Mt. Peg trails and enjoy a variety of fine dining options just outside your door. Please note that all interior photos are of end Unit D, and some photos are virtually staged. Units A and D are end units, and Units B and C are interior units. See Listing Details & 31 images. Includes a Virtual Tour

$975,000 $376 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $220,000 down 23% on September 1st 2026
3 Beds | 4 Baths |   Total Sq. Ft. 2592 
Listed on Thursday Oct 9, 2025
Description: Introducing the Mt Peg Condos - Beautifully situated at the foot of Mt. Peg in the Village of Woodstock! Rare opportunity to enjoy a turn-key, new construction condo in a prime location that offers ease of access to and year-round enjoyment of a plentitude of options for recreating, dining, shopping, theatre, and the arts. A light-filled main level interior with white oak flooring sets the stage for the open kitchen/dining/living area. The centrally located kitchen offers copious counter space and a spacious island for dining and food prep all of which are detailed with handsome jet mist granite counter tops. An office/media room and half bath complete the main level. The upper level continues with the white oak flooring and offers two ensuite bedrooms. A third bedroom, full bath, laundry room, and storage room complete the walkout lower level. Take in captivating views of Mt. Tom and the Marsh-Billings-Rockefeller National Park from every level of the condo. Hike, bike, and ski the Mt. Peg trails and enjoy a variety of fine dining options just outside your door. Please note that all interior photos are of the end Unit D, and some are virtually staged. Units A and D are end units, and Units B and C are interior units. See Listing Details & 32 images. Includes a Virtual Tour

$1,600,000 $486 per sq.ft. Village of Woodstock in Town of Woodstock VT Condo »

3 Beds | 4 Baths |   Total Sq. Ft. 3294 
Listed on Monday Feb 16, 2026
Description: The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three luxurious residences in the heart of the Village. Unit B occupies the top two floors and offers over 3,200 square feet of beautifully appointed living space with the feel of a private home. The main level features gracious living and dining rooms with a wood-burning fireplace, a spacious family room, and an en-suite study or guest bedroom with its own fireplace. The kitchen opens to the family room and is filled with southern light. A built-in bar near the dining area leads to a private balcony overlooking the Village and landscaped grounds, perfect for morning coffee or evening entertaining. The upper level opens to a charming landing with built-in bookcases, a serene primary suite, and an ensuite guest bedroom. A rear Carriage House provides covered garage and storage. With timeless character, refined interiors, and walk-to-everything convenience, this is a rare opportunity to own one of Woodstock's most photographed and cherished historic homes. See Listing Details & 54 images.

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