You are viewing Woodstock VT Condos between $250000 and $500000 dollars.
New Listing! Woodstock VT Condo for sale $$415,000 $274 per sq.ft.

$415,000 $274 per sq.ft. Woodstock VT Condo »

2 Beds | 3 Baths |   Total Sq. Ft. 2268 
Monday Aug 17, 2026
Description: QUINTESSENTIAL WOODSTOCK VILLAGE WORKFORCE HOUSING OPPORTUNITY: Offered at $415,000 through a local workforce housing covenant, providing qualifying buyers a rare opportunity to purchase in Woodstock Village at a price below comparable unrestricted-market properties. Enjoy premium Village living while preserving quality housing for qualifying members of our local and Upper Valley workforce. 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, boasting an open floor plan, bright natural light, a wood burning fireplace, and stunning hardwood floors. The layout features 2 spacious upstairs bedrooms and a highly versatile 1st-floor flex room with pocket doors, perfect as a 3rd 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. Updated electrical, plumbing, 2019 furnace, and a brand-new dryer. ELIGIBILITY: One occupant of your household works or will work locally at least 25 hours per week for a business or organization located within a 16 mile radius of the Woodstock Town Hall. The occupant can be either the homeowner or a long term tenant. Short term rentals (i.e., less than 30 days) are strictly prohibited. Covenants and Woodstock Trust eligibility documents are attached. See MLS Property & 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 
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.

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 
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.

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