Weybridge Vermont Real Estate

Located at the end of the road, an affordable home with a welcoming front porch and garage awaits. Wood floors in the living areas and a propane stove in the living room for chilly nights. A first-floor office could serve as a bedroom, and a bath with laundry is convenient. Upstairs are four bedrooms and two bathrooms. The one-car garage is extra deep, with a back space for great storage. Located just 4.5 miles from downtown Middlebury for all of the conveniences of town. Close to the trail around Middlebury for great walking and biking trails. Being sold as is. Offer deadline is Friday, July 17th at 3pm.

Charming and full of rich, Vermont character - a place you'll be proud to call home! According to local legend, in it's early years, this was the office for the Pulp Mill. Fast forward a few years and a local family decided to make it their home. Then for the next 50+ years this home has been continually expanded, improved and updated by the people who have loved living here! Today's home offers gleaming hardwood floors, antique and functional fixtures alongside modern amenities like heat pumps and power for an electric car charging hookup. The first floor spaces include a welcoming mudroom - adjacent to the laundry room which is key when you come in from the garden or the pool - an updated kitchen with newer appliances including an induction stovetop and tons of cabinet/counter space, a spacious living room with a woodstove insert (the Winter Warmer from VT castings), a dedicated dining room, cozy den and storage room with custom shelving to keep things neat and tidy. On the second floor you'll find two guest rooms sharing a full bath and a primary suite with a private full bathroom and a heat pump. If entertaining is in your future, the backyard patio, gardens and in-ground pool with the sweetest pool house, is likely where you'll find yourself surrounded by friends and family. Weybridge is a sweet community with Chicken Pie Suppers and home to the Monument Farms Dairy all while being so close to Middlebury that you can easily walk across the road, onto a sidewalk all the way into town!

Set on 5.25 picturesque acres offering access to 1,200 acres of Snake Mountain Wildlife Management Area, this beautifully restored farmhouse offers exceptional privacy, timeless character, and breathtaking Green Mountain views. Extensively renovated while preserving its historic charm, the home seamlessly blends classic Vermont architecture with modern comfort. The welcoming foyer opens to sun-filled living spaces featuring hardwood floors, exposed beams, original woodwork, and oversized windows framing spectacular vistas. The updated kitchen is designed for everyday living and entertaining with granite countertops, stainless steel appliances, abundant cabinetry, and an adjoining breakfast area. Multiple gathering spaces provide flexibility for formal entertaining, relaxed evenings, or working from home. The spacious primary suite is a peaceful retreat, while four additional bedrooms offer room for family and guests. Updated baths combine fresh finishes with farmhouse style. A finished lower-level recreation room with wood stove creates the perfect place to gather after hiking, skiing, or exploring the surrounding countryside. Outside, enjoy expansive lawns, mature trees, gardens, and direct access to miles of nearby trails. Whether relaxing on the porch with morning coffee or taking in unforgettable sunsets over the Adirondacks and Green Mountains, every season offers a stunning backdrop. Located just minutes from Middlebury, this remarkable property provides convenient access to shopping, dining, Middlebury College, and area recreation while maintaining the serenity of a private country setting. Rarely does a home offer this combination of acreage, restored character, modern updates, extraordinary views, and immediate access to Vermont's natural beauty. Experience the best of country living in one unforgettable property. Greenhouse included. 1,300 sq ft in-law apartment vaulted ceiling, separate entrance, rentable for income. This is Vermont living at its finest.

Set gracefully along a quiet ridgeline in the picturesque village of Weybridge, Vermont—just minutes from Middlebury College and the vibrant charm of downtown Middlebury—this exceptional custom residence offers a rare balance of seclusion, intention, and refined simplicity. Designed and built by its current owners with extraordinary care, this one-bedroom home with a separate studio is a true sanctuary for those seeking privacy, creativity, and connection to the natural landscape. Every detail reflects a thoughtful commitment to quality and timeless design. Black-framed Marvin Integrity windows create a striking contrast against the crisp white interior and exterior, while wide-plank French oak floors bring warmth and continuity throughout the living spaces. Tumbled quartzite tile underfoot in the kitchen and bath adds subtle texture and enduring elegance. Drawing inspiration from classic English design, the home is enriched with carefully curated elements sourced abroad—from elegant fixtures and bespoke hardware to understated, timeless lighting—creating a quiet sense of character and authenticity. Radiant heat ensures comfort in every season, while a wood stove offers a welcoming focal point on snowy Vermont evenings and crisp autumn days. Guided by a “less is more” philosophy, the layout is both efficient and inspiring. The lofted bedroom provides a peaceful retreat, while the open-concept living and dining areas are designed for connection and ease. A custom 10-foot dining table anchors the space—perfect for intimate gatherings, study sessions, or creative pursuits. Just across the drive, a detached studio offers exceptional flexibility—ideal as a private office, artist’s studio, wellness space, or guest accommodations. The property is comprised of three parcels, two of which offer the potential to be sold separately. Creating a unique opportunity for future investment. Set in complete privacy, for those seeking a tranquil Vermont lifestyle.

The Drake House is a rare Vermont landmark, nearly two centuries in the making and thoughtfully carried forward by generations of careful stewards. Built in 1825 by Asaph Drake and his wife, this distinguished brick Federal home has long held an important place in the Middlebury area, with later connections to the Morgan Horse Farm, ownership by a Middlebury College president, and listing on the National Register of Historic Places. Most recently purchased in 2023, the 5,030-square-foot home has been meticulously modernized for contemporary living while preserving the character, craftsmanship, and soul that make it irreplaceable. Light-drenched interiors feature original pumpkin pine floors, historic brickwork, marble accents, reclaimed oak flooring, a restored archway, and elevated updates throughout, including a custom kitchen with coffered ceilings, walnut island, Fisher & Paykel dishwasher, and black enamel AGA propane range. Surrounded by approximately 650 acres of conserved land just five minutes from Middlebury village, the property feels deeply private while remaining closely connected to the landscape, with gardens, a pond, outdoor living spaces, and access to the MALT system’s 18-mile trail network. Inside, gracious gathering spaces, a parlor with fireplace and beehive/pizza oven, a serene primary wing with office and cedar sauna, and a wine cellar create a home that is both historic and deeply livable. A post-and-beam barn/garage with guest apartment, additional barn, and second driveway complete this beautifully renewed Federal-era retreat, ready for its next chapter.