Springfield VT
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Under Contract
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$350,000 | $159 per sq.ft.
New Listing!
74 Dutton District Road
4 Beds | 3 Baths | Total Sq. Ft. 2200 | Acres: 2.6
This 4 bedroom 3 bathroom home with 2200 sq ft is ready for new owners! Walking up the stone steps under the covered entrance into the living room, the first floor includes a kitchen with sliding doors to a deck that wraps around part of the house. There are two other bedrooms and a full bathroom on this floor as well as a family room/bar area with a propane fireplace and its own entrance. The second floor has a large bedroom with a balcony, a 3/4 bathroom and a large walk-in closet that could be turned into a large primary bedroom suite. The basement has another bedroom and 3/4 bathroom with an updated shower and an area that walks out to the back yard. There is a 3-car garage with a partially finished second floor to ignite your imagination. There is a shed for tools and even the portable generator is staying. And just imagine relaxing in the side yard on the deck this summer! Tucked on a pretty and private 2.6 acre lot just 3 miles from downtown Springfield, VT, this house is in a great location: 15 minutes from the VT Country Store in Rockingham, 25 mins from Okemo Mtn, 25 mins from Harpoon Brewery/Simon Pearce in Windsor, 30 minutes from WRJ/West Leb shopping and restaurants, and 45 minutes from DHMC. Open house Saturday, April 18, 2026 1-3pm. See
MLS Property & Listing Details & 58 images.
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Under Contract
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$389,900 | $140 per sq.ft.
Price Change! reduced by $35,000 down 9% on November 11th 2025
64 Summer Hill Street
3 Beds | 2 Baths | Total Sq. Ft. 2776 | Acres: 0.28
Tucked in one of Springfield's most sought-after neighborhoods, 64 Summer Hill St offers the perfect blend of comfort, charm, and convenience. This beautifully maintained 3-bedroom, 2-bath home nestled in one of Springfield's most desirable neighborhoods. Located on a peaceful .28acre lot in the Cherry Hill district, this inviting property offers the perfect balance of comfort and convenience. Step inside to discover a warm and functional layout, with light-filled living spaces and thoughtful updates throughout. The main floor features a bright living room, an eat-in kitchen with attached dining area, and 3/4bath, perfect for everyday living and entertaining alike. Upstairs, you'll find 3 spacious bedrooms, a 2nd full bath, and an extra finished bonus room, all with a cozy, well-kept feel that makes this house feel like home. The backyard offers just the right amount of green space, ideal for gardening, play, or simply relaxing outdoors, while the front yard and charming curb appeal create a welcoming first impression. Located in a quiet, established neighborhood known for its community feel and scenic surroundings, this home is minutes from I-91, downtown Springfield, and some of the region's best skiing, hiking trails, and mountain adventures. Whether you're commuting, working remotely, or exploring all that southern Vermont has to offer, this location truly has it all. Don't miss your chance to own this move-in-ready gem in one of Springfield's most sought-after locations. See
MLS Property & Listing Details & 42 images.
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$399,500 | $176 per sq.ft.
Price Change! reduced by $39,500 down 10% on April 11th 2026
264 Elm Hill
4 Beds | 2 Baths | Total Sq. Ft. 2264 | Acres: 1.2
No words describe this property better than peaceful, rural, convenient and historic. Throughout its long life, the top of Elm Hill exudes country. The rugged stone walls, lower barn, tool shed and upper barn reveal an agricultural past. The upper barn has been converted to a 2-car garage and workshop, complete with a half-ton hoist. The upstairs hayloft (attic type storage) is easily accessible by stairs in the back and double doors on the front. The carriage port has been enclosed to store wood for the Defiant woodstove in the sitting room, adjoining the kitchen. On the south side are a five-tree apple orchard and a garden plot each producing for residents and neighbors alike. Sunshine and natural light define the yard, the views and interior, Foundation plantings thrive in the morning sun. The back hills and fields light up in midday and evening sun. During foliage, the hills across the valley blaze in the sunset. Multiple windows flood the house interior with natural light. Convenience doesn't negate peace. A mere mile from the town central square, where one will find a variety of unique shops, restaurants and even a movie theatre. The house is but a 1.1 mile from the shopping plaza and 1.5 miles from the hospital and with a golf course, ski areas and multiple hiking venues nearby, one can easily get back to nature. In the early morning and evening turkey and deer come from the back hill to feed in the adjoining meadows as well as a variety of colorful songbirds to enjoy. A classic post and beam 4 bedroom, 2 bath home on 1.2 acres was built by James Litchfield when he settled the top of Elm Hill. The original axe-cut post and sturdy beams exposed on the main floor living room, dining room and office attest to its structure and history. Since the first family made this their home in the early 1790s, it has sheltered and nurtured eight families of several generations each. Yours can be the next family to make history here. Come experience the peaceful setting. See
MLS Property & Listing Details & 54 images.
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Under Contract
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$425,000 | $167 per sq.ft.
77 WCFR Drive
4 Beds | 3 Baths | Total Sq. Ft. 2548 | Acres: 18.45
Welcome to a property where Vermont's natural beauty meets a lifestyle of quiet productivity and potential. Situated on 18.45+/- private acres in Springfield, this 1988-built home spans 2,548 square feet of living space designed to celebrate its surroundings. The heart of the residence is defined by its exceptional southern exposure; several sliding glass doors line the south-facing side of the home, flooding the interior with an abundance of natural light and creating a seamless connection to the expansive grounds outside. The thoughtful layout offers long-term versatility, featuring a spacious primary bedroom suite conveniently located on the first floor, while the second story houses three additional bedrooms and a full bathroom, providing plenty of room for guests, a home office, or a growing household. For those who value functional workspace, the extra-tall garage is a standout feature, offering the rare vertical clearance necessary for storing heavy machinery, tractors, or creating a professional-grade workshop for equipment maintenance and creative projects. The land itself is a dream for the outdoor enthusiast, offering prime sun exposure and acreage that is perfect for gardening or establishing a light homestead. Whether you envision sprawling vegetable beds, small-scale agriculture, or simply enjoying the privacy of the acreage, the infrastructure is in place to support your vision. Inside, the home continues to offer room for growth and relaxation; the full basement currently houses a private hot tub--a perfect sanctuary for unwinding after a day spent outdoors--and remains unfinished, providing a straightforward opportunity to easily add significant finished square footage to the home. This property is more than just a house; it is a canvas for a sustainable, light-filled life in southern Vermont, offering the perfect balance of immediate comfort and the space to build your own legacy. See
MLS Property & Listing Details & 44 images.
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$455,000 | $193 per sq.ft.
200 Lambert Road
4 Beds | 3 Baths | Total Sq. Ft. 2352 | Acres: 7.35
Tucked into a peaceful Springfield neighborhood, this spacious 4-bedroom, 3-bathroom home combines comfort, style, and a host of recent upgrades. Set on a serene lot with local views, the property features a brand-new roof on both the house and garage, a newly installed woodstove, and a new chimney liner and masonry, perfect for cozy evenings. The brand-new septic system adds peace of mind, while the large, newly built deck is ideal for entertaining or relaxing outdoors. Inside, you'll find updated bathrooms, new flooring and carpet, and a functional kitchen with new butcher block countertops. The flexible layout includes space for an in-law suite or private guest area, making it ideal for multigenerational living. Efficient heating is ensured with a newly installed boiler, and the 2-car garage adds convenience. Additional recent upgrades include fresh paint throughout and modern lighting, creating a move-in-ready home that blends charm with functionality. Located just minutes from I-91 and downtown Springfield, this property offers the perfect mix of privacy, accessibility, and value. Enjoy quiet evenings on the deck, cozy nights by the woodstove, and the confidence of knowing major systems are new--this home is ready for your next chapter. Join us for an open house Saturday, April 11 from 11 AM to 2 PM. See
MLS Property & Listing Details & 59 images. Includes a Virtual Tour
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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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