Properties Near 39 Elm Street Woodstock, VT

INVESTMENT & RESIDENTIAL OPPORTUNITY - Rare historic building (The Taftsville Country Store - Woodstock VT) available for owner occupancy with multiple additional income units in the village of Taftsville. Just five minutes to the quintessential downtown New England Village of Woodstock! Property includes storefront space (approved for restaurant, café, or retail store), Post Office (with current lease), smaller Apartment 1 (with excellent AIRBNB rental history), larger Apartment 2 (The owner’s unit- 3 bedroom, 2 bath), and plans/space for an additional studio unit. Perfect opportunity for an investor to offset living expenses with this multi-unit property, or just have a super fancy home office downstairs. Potential diversified income streams with hospitality, residential rental, and retail/ food service all in one property. Current owners have redesigned, paved, and expanded the parking lot to include 21 parking spaces to the south side with four (4) 19Kw Electric Vehicle Charging stations, ADA access to building, and ADA accessible restrooms. Property boasts pretty patio views of the Ottauquechee River and Taftsville Covered Bridge.

The Richmond House – Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a distinguished brick Federal with a softly weathered, rose-hued patina and elegant architectural details. Set on over an acre behind a classic white picket fence, this historic property—reimagined under the direction of Laurence Rockefeller—comprises three luxurious residences in the heart of the Village. Unit B spans 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 a gracious living and dining room with wood-burning fireplace, a spacious family room, and an en-suite study or guest bedroom—also with a fireplace. The kitchen opens to the family room and enjoys abundant southern light. Just beyond the dining area, a built-in bar leads to a private balcony overlooking the Village and landscaped grounds, a perfect setting for your morning coffee or evening entertaining. The second level opens on a charming landing with built-in bookcases and continues to a serene primary suite and an en-suite guest bedroom. The Carriage House at the rear of the property affords covered garage and storage space for the owner of this unit. With timeless character, refined interiors, and the ease of Village living, The Richmond House offers a rare opportunity to own a truly iconic piece of Woodstock’s history in an unmatched location.

Stunning Renovated Antique Cape in the Heart of Woodstock Village! Tucked away on over an acre of beautifully landscaped land directly abutting the Marsh-Billings-Rockefeller National Park, this fully renovated antique Cape offers the rare combination of historic charm, modern efficiency, and unbeatable walkability. Located in the heart of Woodstock Village, you can stroll to the village green, shops, restaurants, schools, and trailheads—leave the car behind and enjoy the best of village living. Every system in the home has been thoughtfully updated: all new wiring, plumbing, windows, roof, and high-performance heating and cooling. Geothermal and solar systems power the home efficiently and sustainably, while central air conditioning and radiant floor heating ensure year-round comfort. The floor plan is both flexible and inviting, with two spacious bedrooms—including a primary suite—located on the first floor and easily adaptable to accommodate a third bedroom. Upstairs, a bright, open-concept kitchen and living/dining area lead directly to a glass-covered deck that offers a birds-eye view of the surrounding gardens, village homes, and the conserved forest of Mt. Tom. Outside, extensive perennial beds, raised gardens, and mature plantings create a lush, private oasis. This is a home that lives lightly on the land while offering the walkable, in-town lifestyle so many seek—an exceptional opportunity in one of Vermont’s most desirable villages.

A rare opportunity! This private, tranquil 6.7 AC farm is just a short stroll to the Quechee Club and all amenities. Built in 1975 to the highest standard, and sited to take advantage of a lovely valley view overlooking pastures, rolling fields and your very own spring fed swimming pond. The home is beautifully composed with bright open spaces flowing seamlessly for entertaining and everyday living. Through the covered front porch enter a spacious foyer with sweeping staircase and French doors connecting to the formal dining room and living room both with fireplaces, gleaming hardwood floors and custom built-ins. The roomy, updated kitchen brings you to a tiled sunroom stepping out to a brick terrace. Main level primary bedroom ensuite, and home office, or guest bedroom complete the first level. Moving upstairs you’ll find four more bedrooms, two bathrooms, laundry and extra storage space over the garage. Central AC, attached two-car garage, barn structure, Spectacular established perennial gardens, peach and pear trees. Showings begin with a Public Open House on Saturday Aug 23 from 10:30-12:30.

441 SPRUCE WAY - Easily accessible to the village, yet tucked away on over 24 acres is this unique, modern/contemporary residence designed by Boston architect Ken McKinzie and sited perfectly to take in south-facing long range mountain views. The house was designed to be perfect for two, with the primary bedroom suite on the main living level, yet with two bedrooms and a bath at the other end of the house upstairs, it works well as a children or grandchildren’s area or for visiting guests and family. Plus a separate garage structure was added nearby on the property, a third of which is finished space with a full bathroom that is perfect as a guest or bunk bedroom, private office or recreation/workout room. The other two-thirds is a garage-workshop area with one garage bay. The main house has a beautifully open floorplan with vaulted ceilings and lots of glass. The gourmet kitchen features a commercial Garland stove and Subzero fridge. The dining area is open to the kitchen and living area and has a large picture window to dine with a view! The living part of the great room has a unique rounded brick fireplace created by Travis Chronsey. The primary bedroom suite has the same fantastic mountain view. The ensuite bath features Rojo Alicante marble on the countertops, bath and shower. Spruce Way is in a great location in Woodstock and is a dead-end private road. Fiber optic internet, automatic backup generator and 4 mini-splits for AC.