Properties Near 2706 East Woodstock Road Woodstock, VT

10 College Hill is the perfect in-village residence, off the main road yet walk-to-everything. The original, historic residence was designed in 1916 by renowned architect John Russell Pope whose accomplishments include the Jefferson Memorial, and master plans for Dartmouth and Yale. It also enjoys modern additions and updates including a stunning first-level primary bedroom suite designed in 2012 by the respected local architect David Bielman. The front door welcomes guests with a pair of dutch-doors in a center entrance foyer, flanked by a classic dining room and elegant living room (both with fireplaces). The classic butlers pantry leads to the gourmet kitchen and a wonderful, sunny eat-in breakfast area. There are 4 additional BRs upstairs, 2 have ensuite baths plus a 3rd hall bath. There are also powder baths on the first floor and in the lower (basement) area. All BRs have central air. Mechanicals have been updated and well-maintained. 2 other offices on 1st and 2nd floor, and the basement has living space, a workout room, safe room, and ample storage. Beyond the kitchen is a mud-laundry room that leads to the covered (heated) brick walkway from the garage. The 1.05 acre parcel has professionally designed and executed gardens, patios and stone walls including new stone steps that lead up to a second new stone patio that enjoys sweeping vistas across to Mt Tom and the Marsh-Billings-Rockefeller National park. SEE FULL PROPERTY WEBSITE.

Stunning antique cape! Located in the 'heart' of Woodstock. Originally located on Central Street- this home was moved in the 1960's to this location and had an extensive renovation in 2011. The antique brick section was built in 1826- it boasts a spacious living room anchored with a large wood burning fireplace, original wide pine floors and lots of space for entertaining. Adjacent find a quaint library with fireplace to curl up with a book on a cold winter day. Off the library is a bathroom and den/bedroom/office. Upstairs includes two more guest bedrooms and bathroom. The new back ell has beautiful architectural lines and features a large kitchen open into an informal and formal dining room anchored by an Austrian- Biofire wood stove. Handsome woodwork, immense amount of sunlight overlooking the perennial gardens. The back of the house has a gracious primary suite with an abundance of space including a reading nook, large en suite bathroom, generous walk in-closet and laundry. New foundation with poured concrete floors, ample storage space as well as an oversized 2 bay detached garage- with generator. Walk to all of towns amenities, restaurants and theatre. Easy stroll to Mtn Peg and Mtn Tom for those hiking enthusiasts. Championship golf, skiing and fly-fishing near by. This is truly an idyllic village home in historic Woodstock that is considered one of the 'prettiest towns in America".

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.