Springfield VT
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$525,000 | $196 per sq.ft.
New Listing!
175 Pleasant Valley Road
3 Beds | 3 Baths | Total Sq. Ft. 2680 | Acres: 7.5
Welcome to your own peaceful, private homestead. Set on 7.5 acres of wooded and open land this property is truly a respite from the stresses of the world. This multi-level 3-bedroom, 3 bath home offers convenience and options. The spacious living room with hardwood floors leads to a large eat-in kitchen with ample storage and room for an island if desired. Step into the Family room or a large dining room with access to one of the decks overlooking the pond. The primary bedroom on the third level has a convenient 3/4 bathroom as well as a deck to again enjoy the views of wildlife and the pond. An additional bedroom also enjoys a deck to enjoy the view. A full bathroom is convenient on level 3. On the lower level a large family/game room awaits with a wood stove to keep you warm on those chilly nights and offers full access to the back acreage. In addition, a 3rd bedroom and full bath/laundry room make this a true family home. Wait, there is more, an oversize 2 car garage with an attached work shed for all the woodworking or hobbies one might enjoy. Over the garage an open concept apartment features living room, kitchen, 1 bedroom and bath. It has been used as a rental, which one could continue or use as a guesthouse. The property is located with easy access to Springfield and Chester for all shopping, medical and recreation needs, See
MLS Property & Listing Details & 19 images.
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$789,000 | $351 per sq.ft.
Price Change! reduced by $110,000 down 14% on February 11th 2026
60 Spencer Hollow Road
2 Beds | 3 Baths | Total Sq. Ft. 2250 | Acres: 15
Experience timeless elegance and rural charm at this meticulously crafted country estate, featuring a historical reproduction Shaker-style home designed by renowned architect McKee Wing Roth and built in 1991. Set on 15 deeded acres of rolling pastures, this unique estate blends traditional design with modern sustainability. Conveniently located 6.5 miles from the renowned Crown Point Country Club and under 20 miles from Okemo Mountain Resort. The main residence offers authentic Shaker architectural details and quality craftsmanship and detail throughout. A matching Shaker-style barn includes 2 horse stalls, and ample storage for your needs, while a carriage style garage accommodates 3 vehicles with ease. Outdoors, enjoy over 40 fruit trees, extensive dry-laid stone walls, and wooden horse fences framing the scenic grounds. Expansive open fields and thoughtfully landscaped areas provide both beauty and functionality. Eco-conscious additions include owned solar panels and battery storage that reduce your environmental footprint without sacrificing comfort. A rare offering for those seeking classic design, open space, and modern amenities--all in a pristine, peaceful and private setting. See
MLS Property & Listing Details & 58 images.
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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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$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
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. Outbuildings include a classic barn and a sugarhouse waiting to be revived, both ready to be revived and once again serve as the heart of a working homestead. 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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$847,000 | $416 per sq.ft.
303 Woodbury Road
3 Beds | 2 Baths | Total Sq. Ft. 2034 | Acres: 40
Lovely 1778 center chimney cape, antique charm remains after many thoughtful renovations to allow for comfortable modern living. Enjoy the views from the deck over the 40+- acres of rolling fields and forest. Most recently a horse farm this property offers abundant possibilities. Kitchen, sunroom, dining, living rooms 2 baths, laundry and primary bedroom on the first floor, 2 bedrooms upstairs for family & guests, attached 2 car garage. A 3 story barn currently with 8 full size stalls, tackroom & a grooming area, but if you're not into horses, the space offers many possibilities! There is a large separate run in building & several small run in sheds. This beautiful property has perennials, stone walls and three 400' long turnout paddocks and pasture. Old post & rail fencing exists. Private setting on paved road, convenient to I91, appx. 30 min. to GMHA See
MLS Property & Listing Details & 52 images.
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$3,490,000 | $1,206 per sq.ft.
1726 Skitchewaug Trail
4 Beds | 5 Baths | Total Sq. Ft. 2894 | Acres: 157.41
A circa 1734 Cape, displaying museum quality authentic detailing, in a setting worthy of a Vermont Life Magazine cover! Originally sited in N.H., the Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The interior seamlessly blends early New England architectural features with benefits of contemporary design amenities. Authentic post and beam construction, gunstock corner posts, exposed beams, extraordinary wide board floors, 4 brick fireplaces, wide board sheathing and hand planed surfaces are desirable components! The advantage of contemporary mechanical systems, a full size cement basement and whole house back up generator are unobtrusive nods to present day conveniences! This classic Cape features the traditional Cape floor plan of family oriented rooms and kitchen on the main floor, with luxury bedroom suites above. A 30'x20' wing off the Cape presents desirable practicality of a privately separated ground level primary bedroom suite. With vaulted ceiling and dramatic windows framing views of the pond and distant hills, this bedroom suite easily becomes a favorite room! Completing this expansive 157 acre estate is a detached private guest cottage with a 4 bay garage below, a large swimming pond, an equipment storage barn and walking trails! Within the extensive 157 acres there is a 24 acre field with agricultural potential! An authentic Cape, in an idyllic setting, without antique home worries! See
MLS Property & Listing Details & 58 images.
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