VT Connecticut River Valley VT
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$800,000 | $169 per sq.ft.
107-109 Baker Road
7 Beds | 5 Baths | Total Sq. Ft. 4733 | Acres: 9.55
Welcome to this spacious and beautifully expanded Gambrel-style home, nestled on a breathtaking 9.55-acre property with sweeping mountain views in the heart of Springfield, Vermont. Combining classic New England charm with thoughtful modern upgrades, this property is more than just a home; it's a vibrant lifestyle. The main house, built in 1955, was thoughtfully enhanced with a large addition in 2009, including an upstairs luxurious primary suite with a private bath and a generous walk-in closet that opens to balconies on either side of the oversized loft, which features panoramic 2 floors of windows that flood the living room and kitchen below with sunlight. Soaring ceilings and expansive glass invite you in, showcasing views of the Mt. Ascutney. At the heart of the home is the chef-inspired kitchen, perfect for cooking, entertaining, and making memories; with abundant counter space, cabinetry, and an immense island for everyone to gather around. The land itself is a paradise for nature lovers and hobby farmers, close to VAST trails. Killington, Bromley, and Okemo are close by! Imagine summertime adventures in your own pick-your-own blueberry patch, one full acre bursting with berries, ready for family fun or a unique small business opportunity. The property also features a second modular home with a full foundation and basement, currently rented (no photos available), plus hookups for a whole-house generator and a charming barn for equipment or creative projects. See
MLS Property & Listing Details & 60 images.
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$825,000 | $375 per sq.ft.
1928 VT. Route 131
4 Beds | 2 Baths | Total Sq. Ft. 2200 | Acres: 118
COUNTRY LIVING ON 118 ACRES WITH FULLY APPLIANCED, 4 BR's, 1.5 BATH HOME WITH ATTACHED GARAGE WITH 2ND FLOOR, A STATE-OF-THE ART PELLET BOILER, ROOF TOP SOLAR SYSTEM, SMALL POND, BARN AND STORAGE BUILDINGS. THE LAND BOAST ONE OF THE MOST BEAUTIFUL AND PLENTIFUL SUGAR BUSH IN THE STATE THAT EASILY ACCOMADATES OVER 4500 TAPS. SEVERAL WELL-MAINTAINED WOOD-LAND TRAILS TRAVERSE THE ACREAGE AND THE MATURE STATELY MAPLES. SPECTACULAR MT. ASCUTNEY VIEWS WITH CLEARING. JUST 1 MILE WEST OF EXIT 8. 30 MINUTE DRIVE TO OKEMO OR MT. SUNAPEE. See
MLS Property & Listing Details & 17 images.
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$845,000 | $204 per sq.ft.
Price Change! reduced by $50,000 down 6% on April 7th 2026
1607 Massey Road
4 Beds | 2 Baths | Total Sq. Ft. 4144 | Acres: 48.94
MOTIVATED SELLER!!! Nestled in the rolling countryside of Springfield, this 1810 Federal-style brick farmhouse stands proudly on 44 breathtaking acres--an offering rich in history, character, and Vermont lifestyle. Open fields stretch out from the home, ideal for gardens, small-scale farming, or simply soaking in the pastoral beauty. Wooded acreage invites exploration, wildlife watching, and the opportunity to tap your own maple trees. Seavers Brook meanders gently through the property, creating a peaceful water feature. A picturesque spring fed pond with a dock adds yet another layer of tranquility. An old town highway crosses the land and is now used as a snowmobile trail, providing direct access to Vermont's renowned VAST trail system--an exceptional recreational amenity right from your doorstep. The main residence is soaked in historic charm. High ceilings, beautifully maintained wood floors, and exposed barn beams speak to its early 19th-century heritage. Deep-set windowsills and original intricate crown molding frame each room, while six fireplaces grace the living spaces. The rooms are spacious and inviting, and in the colder months, the wood stove in the kitchen and breakfast nook creates a cozy gathering space. Perched up the hill with sweeping mountain views, a rustic cabin provides a charming retreat. Currently enjoyed as an Airbnb by the owners, the cabin features a cozy wood-burning stove, outhouse, and an unplugged simplicity that guests adore. A true legacy property offering history, recreation, self-sustainability, and serenity in one extraordinary Vermont setting. A must see! See
MLS Property & Listing Details & 58 images. Includes a Virtual Tour
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$849,000 | $212 per sq.ft.
New Listing!
320 Old Bow Road
4 Beds | 5 Baths | Total Sq. Ft. 4009 | Acres: 13.78
Tucked away on a private road in Weathersfield, this property offers nearly 14 acres of open land, big sky, and clear views of Ascutney Mountain. A good portion of the land has already been cleared and is currently home to farm animals, so there is a head start here if that lifestyle appeals to you. You can keep it going as it is, expand into something more, or simply enjoy the open land for the privacy and flexibility it gives you. There is room to make it your own, whether that means gardens, horses, or just wide open space to enjoy. The home is substantial without feeling overwhelming, with over 4,000 square feet on the main levels and additional partially finished space in the basement. The layout works well for everyday living and for entertaining, with a nice balance of open areas and more private rooms. There are four bedrooms and five bathrooms, which gives you plenty of options for guests, work from home space, or whatever fits your needs. The interior space is comfortable, welcoming, and connected to the land around it. Windows bring in natural light and make the most of the mountain views, and the overall flow of the home makes it easy to settle in. If you have been looking for a property that offers real privacy, usable land, and a home with enough space to grow into, schedule your showing today. See
MLS Property & Listing Details & 52 images. Includes a Virtual Tour
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$850,000 | $286 per sq.ft.
Price Change! reduced by $75,000 down 9% on November 14th 2025
1877 Willard Road
4 Beds | 4 Baths | Total Sq. Ft. 2970 | Acres: 1.02
Stunning Deck House perfectly designed for light, views, and easy Vermont living. Soaring floor-to-ceiling glass in the entryway and stairwell connects all levels and creates a warm, treehouse-like feel, drenched in natural light. Honey-colored hardwood floors warm the main level, while wall-to-wall carpet and tile finish the rest of the spaces. The main level also features a striking stone fireplace, the architectural centerpiece of the expansive living room, complemented by a cozy propane stove and an intimate den with an electric fireplace. Step onto the deck, where new Pella sliders capture a framed summer view and expansive seasonal vistas, with a hot tub for year-round enjoyment. The primary suite includes a shower and peaceful outlook, while the superior guest suite showcases floor-to-ceiling glass, an en suite shower, and sunrise views. The lower level offers two spacious bedrooms sharing a double-vanity bath; ideal for family or guests. Thoughtful upgrades include a tidy laundry area, paved drive, and a large carport with space for two+ vehicles. Set at the top of Willard Road, this home embraces its natural setting with timeless use of wood and stone. With four bedrooms, three and one-half baths, and seamless indoor-outdoor living, it balances architectural beauty with everyday function; a fun, easy home to own and enjoy. See
MLS Property & Listing Details & 46 images.
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$930,000 | $395 per sq.ft.
567 Churchill Road
4 Beds | 3 Baths | Total Sq. Ft. 2352 | Acres: 80
Discover a truly rare opportunity to own an extraordinary piece of Vermont countryside. This 4-bedroom, 3-bath home is set on 80 acres of pristine woodland with nearly a full mile of road frontage for exceptional accessibility and future potential. Lovingly held by the same family for over 60 years, the property is rich in history, with classic stone wall boundary lines that echo its past. This charming raised ranch blends comfort and space, perfectly positioned to take in breathtaking views of Mount Ascutney. Surrounded by natural beauty and abundant wildlife, outdoor enthusiasts will appreciate the close proximity to the VAST Trail System and Mount Ascutney Ski Area, offering year-round recreation right at your doorstep. Whether envisioned as a private retreat, a legacy estate, or an investment with room to grow, this remarkable property seamlessly blends heritage, scenery, and endless possibility. See
MLS Property & Listing Details & 59 images. Includes a Virtual Tour
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Under Contract
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$1,100,000 | $417 per sq.ft.
307 Remick Road
4 Beds | 4 Baths | Total Sq. Ft. 2640 | Acres: 68.8
Nestled at the end of a quiet dead-end road, this 68-acre private homestead offers exceptional privacy, timeless New England charm, and direct access to over 560 acres of town-owned land--the Hurricane Forest and Hurricane Wildlife Refuge. With conservation land on two sides, this property is a rare blend of seclusion, natural beauty, and convenience--a one mile drive to the intersection of RT 89 and 91, just 20 minutes from Woodstock and within easy reach of all Upper Valley amenities. The Colonial-style home boasts wide pine floors throughout combining classic craftsmanship with the efficiency and comfort of a 21st-century build. The Rumford fireplace in the living room provides a perfect spot for cozy winter evenings, while the spacious kitchen--complete with a woodstove and sitting area--invites gathering and conversation on crisp Vermont nights. With four bedrooms and four baths (two full, two half), the home is designed for both comfort and flexibility. The primary suite on the second floor includes a private ensuite bath and a large walk-in closet. A first-floor bedroom with a half bath adds convenience for guests or single-level living. The home, attached two car garage, and barn are thoughtfully nestled into the landscape. The partially finished attic and walk-out basement offer expansion potential. This property offers the perfect blend of Vermont serenity and modern livability--a place where nature, privacy, and craftsmanship meet. Also see MLS 5072994 with 14.2 acres. See
MLS Property & Listing Details & 45 images.
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$1,325,000 | $315 per sq.ft.
Price Change! reduced by $100,000 down 8% on May 1st 2026
411 Wood Road
4 Beds | 4 Baths | Total Sq. Ft. 4204 | Acres: 35
Open house Sat 5/2 11-1 and 11-1 5/3 11-1. Commanding a spectacular position atop 35 pristine acres, this extraordinary contemporary estate offers sweeping, long-range panoramas of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. Designed as a true sanctuary, the home spans over 4,000 square feet of impeccably curated living space, where architectural elegance and natural beauty exist in perfect harmony. Sliding doors invite the landscape indoors, while custom millwork, tile and wood floors, and radiant heat create a refined yet welcoming atmosphere throughout. The main level is an entertainer's showpiece, anchored by a chef's kitchen and enormous pantry flowing seamlessly into a dramatic great room defined by soaring ceilings and a gas fireplace, ideal for both intimate evenings and elevated gatherings. The primary suite is a private retreat of light and serenity, featuring dual walk-in closets and a spa-inspired ambiance. A beautifully appointed in-law suite, with both interior and private access, offers exceptional flexibility for guests or multi-generational living, all while preserving privacy and independence. In total, the residence includes four bedrooms, three full baths, and a half bath at the entry. The lower level extends the living experience with a generous media room perfect for cinematic evenings or game-day entertaining, accompanied by two additional bedrooms and a full bath. Beyond the home, rolling pastoral meadows transition into timeless Vermont woodland, creating a secluded four-season haven alive with wildlife and tranquility. A 26' x 36' barn offers versatile space for storage, studio, or workshop use, while a two-car garage and ample parking ensure effortless convenience. Ideally situated just minutes from golf courses and fine dining, near Woodstock's shops and trails, and within easy reach of Dartmouth College, DHMC, and Killington, just 20 miles west. A rare offering delivers privacy and prestige - Not in QLLA. See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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$1,325,000 | $519 per sq.ft.
New Listing!
325 Cemetery Road
4 Beds | 2 Baths | Total Sq. Ft. 2554 | Acres: 26.72
Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows--often even double rainbows--across the wide, open sky. This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms--two conveniently located on the first floor. Wide pine and maple floors run throughout, adding classic farmhouse character. The equestrian amenities are outstanding: a 3,024-square-foot stable with seven spacious stalls, a heated tack room, wash stall, bathroom, and laundry area. The 100' x 200' riding arena features a state-of-the-art, eco-friendly footing made from recycled sneakers, offering outstanding drainage, low dust, and excellent footing. Outdoor facilities also included are a round pen, four grass paddocks, and one dirt paddock. Quiet gravel roads invite walking and riding, with access to the Green Mountain Horse Association trail system. A stream winds along the property's West border, while apple and pear trees provide seasonal bounty. High-speed internet ensures fast connectivity. Ascutney Outdoors, with 40 miles of trails for horseback riding, mountain biking, skiing, and hiking, is nearby, and the popular Brownsville Butcher and Pantry is less than two miles away. (Horses not included) See
MLS Property & Listing Details & 46 images. Includes a Virtual Tour
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$1,400,000 | $306 per sq.ft.
505 Deweys Mills Road
Waterfront Shared 216 Ft. of shoreline | 6 Beds | 5 Baths | Total Sq. Ft. 4571 | Acres: 0.9
The Dewey House joins timeless elegance with contemporary convenience. Situated on a quiet road adjacent to the Quechee Gorge waterfall in the charming town of Quechee, this property offers easy access to I-89, I-91, and Route 4. Nearby walking trails and direct water access lend themselves to outdoor pursuits, while the views from the house and its decks over the mill pond and hills create the perfect place to visit with friends, relax to the soothing sounds of the waterfall, or watch for eagles and hot air balloons. Whether you intend to run this as a private home, a short-term rental, or a B&B, you'll love being on this gracious property. Enter through the front door to an expansive foyer. To the left is the double-sized living room, which opens to the dining room. Beyond that, there is a study and a bathroom. To the right of the front door, you'll find a small sitting area, and then the expansive kitchen/breakfast room and deck access. Upstairs are the bedrooms, sitting rooms, and bathrooms. The second floor features an elegant office/sitting room/bedroom and bath on one end, two bedrooms and a bath on the other. The bifurcated third floor features two bedrooms and a bathroom accessible via one staircase, and an en-suite bedroom accessible via the other. All of the rooms enjoy views of the Vermont hills and blue sky, most overlooking the water. Many recent updates bring this antique treasure up to modern standards while preserving the historic integrity of this home. See
MLS Property & Listing Details & 58 images.
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