Woodstock VT
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Under Contract
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$210,000 | $245 per sq.ft.
33D Heritage Condo Way
1 Beds | 1 Baths | Total Sq. Ft. 856
This condominium is an end unit in a sought-after condo community, located within walking distance of the high school and the Thompson Center, and a five-minute drive to the center of Woodstock. In the other direction, you are 20 minutes from Killington's skyship parking lot. The first floor features a foyer/mudroom, a sunny kitchen, and a living and dining area with access to the deck. Upstairs, you'll find a studio/office with a washer/dryer, a three-quarter bath, and the primary bedroom. The unit has a designated storage unit in the red barn and a smaller storage closet just outside the front door, perfect for sports equipment. No short-term rentals allowed. Certain dog breeds are prohibited. Rules apply for rental tenants. See
MLS Property & Listing Details & 26 images.
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$239,000 | $201 per sq.ft.
442 E Woodstock Road
2 Beds | 1 Baths | Total Sq. Ft. 1190
Airy, tranquil and quiet, this former yoga studio space has been converted into a two bedroom condo. Sweeping views through the Palladian window, large living area with soaring vaulted ceiling, newer kitchen with granite counters and newer bath with walk in shower. Spacious entry can accommodate bikes, skis and more. Walking distance to shops, restaurants, entertainment and recreation in the beautiful historic village of Woodstock. This unit is part of Twin Pines Housing Trust's affordable housing program. Full price is $399,000. Twin Pines will pay the downpayment, so price to buyer is $239,000. An application to Twin Pines Housing Trust Homeownership Program is required to purchase this condo. Household income limits are based on 120% AMI for Vermont Nonmetro. See
MLS Property & Listing Details & 6 images.
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$242,500 | $297 per sq.ft.
Price Change! reduced by $2,500 down 1% on October 20th 2025
42 Heritage Condo Way
1 Beds | 1 Baths | Total Sq. Ft. 816
Bright and efficient 1-bedroom ground-level condo in the sought-after Heritage Way association, just one mile from Woodstock Village. This move-in-ready coveted end unit offers comfort, privacy, and numerous recent updates. Features include a new Rinnai furnace (2023), new Anderson sliding glass door and bedroom windows (2024), drop ceiling with added sound insulation, and full-size washer and dryer. The kitchen is equipped with a double oven, and the living area opens to a full slate patio overlooking an expansive yard. Enjoy two outdoor storage areas, a quiet setting, and easy access to the Thompson Senior Center next door. Perfect as a year-round home or a low-maintenance Woodstock retreat close to all village amenities. See
MLS Property & Listing Details & 23 images.
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Under Contract
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$300,000 | $288 per sq.ft.
17 High Street
2 Beds | 1 Baths | Total Sq. Ft. 1040
Charming Woodstock Condo in Prime Location Located in the highly desirable High Street neighborhood of Woodstock, this 2-bedroom condo offers the perfect blend of convenience and charm. Just steps from cafes, restaurants, and village amenities, the property provides easy access to everything the village has to offer. A highlight of the home is the inviting screened porch, perched above the Kedron Brook, where you can relax to the soothing sounds of the water. Inside, the condo features comfortable living spaces filled with natural light, well-proportioned bedrooms, and a layout ideal for full-time residence or a weekend retreat. With its walkable location, peaceful setting, and classic Woodstock character, this condo is a rare opportunity to enjoy village living with the beauty of the brook right outside your door. See
MLS Property & Listing Details & 18 images.
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Under Contract
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$499,000 | $226 per sq.ft.
85 Townhouse Way
2 Beds | 3 Baths | Total Sq. Ft. 2209
Handsome condo nestled in a small quiet community just 5 minutes from historic Woodstock. This is an end unit in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy, lots of bookshelves - an adjacent 3/4 bath with updated tile floors and soapstone countertop. Spacious living room anchored by a wood burning fireplace, nicely crafted mantle and hardwood cherry floors. A couple of steps down takes you into a renovated kitchen with newer stainless appliances and cherry butcher block counters... a small eating area overlooking the back deck with privacy facing East. Tall ceilings allow this space to feel spacious with extra windows and an abundance of natural light. Second floor consisted of a very large primary bedroom with 2 walk-in closets and sitting area. Second bedroom is spacious with lots of sunlight and new carpet. Good size full bathroom with tiled floors. Lower level has a walk out patio, large family room with lots of option for use, renovated 3/4 bathroom, storage and laundry. Pets are allowed! Come take a look as this END UNIT -its turn key. See
MLS Property & Listing Details & 35 images.
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Under Contract
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$500,000 | $404 per sq.ft.
New Listing!
51 Terrace Street
2 Beds | 2 Baths | Total Sq. Ft. 1237
Idyllic Village condo located a short distance from the Woodstock Country Club, the elementary school, and downtown restaurants and shopping. Perched at the top of Terrace St., there are lovely views across to Mt. Peg, the golf course and Vail Field. Around back, the sunlit deck welcomes you for a morning coffee or dinner on the grill. Tiered gardens and wood steps rise to an upper level grass yard and common area. Inside, beautiful wide pine floors run throughout the condo on both floors. On the main level there are two large bedrooms, both of which share a full bath and there is a spacious foyer with open stairs to the second floor. Upstairs, the floor plan is open and bright. The living room, which has high vaulted ceilings and views across South Road, connects to the dining area, which opens to the kitchen. There are sliding glass doors to the back deck and warm afternoon sun shines in. Across the top of the stairs is an office/den, ideal for a pullout couch, with a 3/4 bath attached. Convenient in town living either as a primary residence or second home getaway. See
MLS Property & Listing Details & 24 images.
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Under Contract
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$598,000 | $285 per sq.ft.
93 Blake Hill Road
3 Beds | 3 Baths | Total Sq. Ft. 2100
Stunning Views overlooking beautiful pastoral meadows as you gaze to the Pomfret Hills. This handsome condo has been completely renovated with cathedral ceilings accented with fireplace and tall bookshelves. Open floor concept ideal for entertaining guests and family with doors to a balcony for outdoor relaxing. An abundance of light fills this home with warm hardwood floors. Second level features a renovated 3/4 bathroom and expansive bedroom with large closets. Lower lever consists of 2 more generous size guest bedrooms with shared bathroom, storage and office. Both bedrooms are walkout overlooking the meadow below. Detached one bay garage, in-ground swimming pool, new skylights with remote control screens and new deck. Just minutes from historic Woodstock Village with access to all of towns amenities, championship golf, skiing, shopping and hiking. Come take a look at this lovely turn-key property with extraordinary views. See
MLS Property & Listing Details & 42 images.
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$995,000 | $385 per sq.ft.
26 Mt Peg Road
3 Beds | 4 Baths | Total Sq. Ft. 2584
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
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$995,000 | $385 per sq.ft.
26 Mt Peg Road
3 Beds | 4 Baths | Total Sq. Ft. 2584
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 & 34 images. Includes a Virtual Tour
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$1,195,000 | $501 per sq.ft.
26 Mt Peg Road
3 Beds | 4 Baths | Total Sq. Ft. 2385
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 & 34 images. Includes a Virtual Tour
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