Woodstock Vermont MLS Listings Homes For Sale

town and country realty associates

You are viewing Woodstock VT Homes between $250000 and $500000 dollars.

You can change listings price from to do not use $ or , in amounts
Switch to Land in Woodstock VT    Condos in Woodstock VT    Multi Family in Woodstock VT    Commercial Listigs in Woodstock VT  
1 Showing Results 1 to 3 of 3 Page 1 of 1 Results per-page:   5 | 10 | 20 | 50
WOODSTOCK VT Home for sale $$395,000 | $244 per sq.ft.

$395,000 | $244 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $44,000 down 11% on March 1st 2026

5798 West Woodstock Road 4 Beds | 2 Baths |   Total Sq. Ft. 1617  |  Acres: 0.65

Classic Vermont farmhouse just minutes from the heart of Woodstock. This charming 4 bedroom , 2 bath home offers the character of a traditional New England property with comfortable , move in ready living spaces. The home features a bright eat-in kitchen, spacious dining room, and a welcoming living room with a wood-burning fireplace--perfect for cozy Vermont evenings. Freshly painted interiors and updated flooring provide a clean , inviting feel while preserving the home's classic farmhouse charm. An attached barn/ garage offers excellent storage and flexible space for outdoor gear , a workshop, or hobby area--ideal for those who enjoy Vermont's year-round outdoor lifestyle. Located just a short drive to the Village Green in Woodstock, the property also provides convenient access to hiking, biking, and skiing at nearby Killington Resort. Whether you are seeking a full time residence or a Vermont getaway , this property offers an excellent opportunity to enjoy one of Vermont's most desirable areas at an attractive price point. Call today for a private viewing. See MLS Property & Listing Details & 47 images.


Under Contract WOODSTOCK VT Home for sale $$400,000 | $302 per sq.ft.

$400,000 | $302 per sq.ft. WOODSTOCK VT HOME FOR SALE

2556 Church Hill Road 2 Beds | 1 Baths |   Total Sq. Ft. 1324  |  Acres: 0.51

Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with stairs to the basement, a full bath with laundry, and a mudroom. The 2nd floor attic, with a large dormer, offers many possibilities for additional space but requires installing stairs and building out the open area. The basement houses utilities and allows for significant storage. The house needs a few updates but has lots of potential and is a wonderful investment opportunity or a great way to get into a starter home in the Woodstock area. It is conveniently located just minutes from Woodstock Village and only a few miles from the Kedron Valley Inn, the South Woodstock Store, and the Green Mountain Horse Association. See MLS Property & Listing Details & 32 images.


WOODSTOCK VT Home for sale $$449,000 | $198 per sq.ft.

$449,000 | $198 per sq.ft. WOODSTOCK VT HOME FOR SALE
Price Change! reduced by $16,000 down 4% on July 30th 2026

121 Townhouse Way 3 Beds | 3 Baths |   Total Sq. Ft. 2268  |  Acres: 15

Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America's most beautiful small towns. Three finished levels, the larger size residence of 24 homes. Surrounded by mature woods, perennial gardens, & maple trees. A peaceful setting just minutes from Woodstock Village. The Woodstock Farmers' Market is located at the end of the street. Outdoor enthusiasts will appreciate being less than one mile from trailheads leading into Marsh-Billings-Rockefeller National Historical Park, as well as nearby aqueduct and cycling trails. Killington Resort is approximately 20 minutes away. Leave message. Gorgeous hardwood floors. The first level features a flexible room with pocket doors that can be used as guest bedroom, home office, studio, den, providing exceptional versatility for today's lifestyle. The spacious floor plan lives more like a single-family home, with generous room sizes, abundant natural light, and a deluxe wood-burning fireplace. Additional features include: Full bathroom on each level Oversized private deck Covered bridge in town Brand new dryer Updated electrical and plumbing 2019 furnace This Property is conveyed subject to the Woodstock Community Trust Local Deeds covenant, a copy of which is attached to this listing. Leave message See MLS Property & Listing Details & 31 images.


1