$850,000 $443 per sq.ft. Village of Bondville in Town of Winhall VT Condo »

3 Beds | 3 Baths |   Total Sq. Ft. 2598 
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 MLS Property & Listing Details & 26 images.

Under Contract Winhall VT Condo for sale $$899,000 $387 per sq.ft.

$899,000 $387 per sq.ft. Winhall VT Condo »


Price Change! Reduced by $301,000 down 33% on May 18th 2026
4 Beds | 3 Baths |   Total Sq. Ft. 3252 
Tuesday Feb 3, 2026
Description: Ideally situated near the renowned Stratton Mountain Resort and offering convenient shuttle service to the slopes, this spacious four-bedroom, three-bath ski condo is thoughtfully designed for year-round enjoyment. A true retreat for outdoor enthusiasts, the home provides effortless access to world-class skiing in the winter and outstanding hiking and mountain biking throughout the warmer months. Step inside to a bright, open-concept living area where expansive windows showcase stunning views of Stratton Mountain. Warm wood accents throughout reflect classic Vermont style, creating a welcoming yet refined atmosphere. The generous kitchen, living, and dining spaces are perfectly suited for both everyday living and entertaining, offering an ideal place to gather after a day on the trails or slopes. Unwind in the private hot tub, or recharge by the wood-burning fireplace for another day of adventure. A finished lower level adds valuable additional space, perfect for guests to relax, gather, or be entertained. Nestled within a pristine natural setting, this condo offers a rare balance of privacy and convenience just minutes from premier resort amenities while surrounded by scenic beauty. Whether you're seeking adventure, relaxation, or both, this exceptional mountain retreat delivers comfort, charm, and the best of alpine living. Unit is being sold Furnished with AC units. See MLS Property & Listing Details & 41 images.

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

4 Beds | 4 Baths |   Total Sq. Ft. 2256 
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 MLS Property & Listing Details & 16 images. Includes a Virtual Tour

$465,000 $334 per sq.ft. Woodstock VT Condo »


Price Change! Reduced by $30,000 down 6% on July 1st 2026
2 Beds | 3 Baths |   Total Sq. Ft. 2091 
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 MLS Property & Listing Details & 26 images.

New Listing! 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 
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 MLS Property & Listing Details & 20 images.

Under Contract Woodstock VT Condo for sale $$510,000 $366 per sq.ft.

$510,000 $366 per sq.ft. Woodstock VT Condo »

2 Beds | 3 Baths |   Total Sq. Ft. 2091 
Tuesday May 26, 2026
Description: Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely landscaped grounds . The bright living room complete with wood burning fireplace steps down to a lovely kitchen with dining area .Walk out through double sliding doors onto a private deck for one of two outdoor living spaces. There is an office/den as well as a powder room on the first floor . Upstairs there are two generous sized bedrooms and a full bath. The lower room is finished into a very large family room with a woodstove, bathroom and laundry. Open the sliding doors to a patio for the second outdoor space perfect for entertaining friends or a quiet space to relax. The location is only a few minutes to the center of Woodstock and a short drive to Killington. Call for a private viewing. See MLS Property & Listing Details & 60 images.

Under Contract Woodstock VT Condo for sale $$995,000 $385 per sq.ft.

$995,000 $385 per sq.ft. Woodstock VT Condo »

3 Beds | 4 Baths |   Total Sq. Ft. 2584 
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 MLS Property & Listing Details & 28 images. Includes a Virtual Tour

$995,000 $385 per sq.ft. Woodstock VT Condo »

3 Beds | 4 Baths |   Total Sq. Ft. 2584 
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 MLS Property & Listing Details & 31 images. Includes a Virtual Tour

$1,195,000 $501 per sq.ft. Woodstock VT Condo »

3 Beds | 4 Baths |   Total Sq. Ft. 2385 
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 MLS Property & Listing Details & 31 images. Includes a Virtual Tour

$1,195,000 $461 per sq.ft. Woodstock VT Condo »

3 Beds | 4 Baths |   Total Sq. Ft. 2592 
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 MLS Property & 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 
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 MLS Property & Listing Details & 54 images.

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