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$439,000 | $194 per sq.ft.
264 Elm Hill
4 Beds | 2 Baths | Total Sq. Ft. 2264 | Acres: 1.2
No words describe this property better than a peaceful, bright, historic gentleman farm. This classic post and beam home, the third oldest in Springfield was built in the early 1790's by James Litchfield when he settled in Springfield to farm 64 acres atop of Elm Hill. Although the land was farmed, currently, the site has been reduced to a manageable 1.2 acres. The original axe-cut posts and sturdy beams exposed on the main floor dining room, living room and office attest to its structure and history. The rugged stone walls, lower barn, tool shed, and upper barn reveal its agricultural past. The upper barn has been converted to a garage and workshop. Enjoy the 5-tree orchard of, Macs, Honey Crisp and Delicious apples and a garden plot to plant a full array of vegetables. Sunshine and natural light define the yards, the views and interior. Plantings of Astilbe, Hostas and other plantings thrive in the morning sun. During foliage, the hills across the valley blaze in the sunset. Every room in the house enjoys multiple windows to enjoy vistas. With all this, peace is the best. A mere mile from the town central square, 1.1 miles from the shopping plaza and 1.5 miles from the hospital. From the back deck, but also from the kitchen, office and all four bedrooms, yellow finches, robins, blue birds and a cardinal family sing. In the early morning and evening deer and turkeys come from the back hill across the brook to feed. Check out this historic, convenient spot for your next home. See
MLS Property & Listing Details & 59 images.
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$449,500 | $105 per sq.ft.
Price Change! reduced by $119,500 down 27% on September 7th 2025
114 Monument Hill Road
4 Beds | 3 Baths | Total Sq. Ft. 4289 | Acres: 5
HUGE PRICE REDUCTION! OWNER HAS MOVED SO THE PROPERTY MUST BE SOLD. POSSIBLE OWNER FINANCING!! This Hilltop Homestead/Mini farm boasts 5 acres of mostly open land and a sprawling 4,000 plus sq. ft. ranch style home with a full finished walkout basement with attached 2 car garage and numerous barns and outbuildings. Easy access to Springfield or Chester and I-91. The home features a huge primary bedroom suite, two other bedrooms and another full bath on the main level, modern kitchen that flows into a living/dining open concept area with access to the back decks and views of the private back yard and mountain tops beyond. There is a combination of Bamboo, vinyl plank, slate and tile floors throughout the main level, two fireplaces, a second living/family room and 1st floor laundry with breezeway to the attached garage. The basement offers a small kitchenette, the 3rd bath, an additional bedroom, recreation/exercise room, workshop and much more. Outside you'll find plenty of outdoor space for gardening, animals, family time, cookouts/events or outdoor recreation. The back and side yards are completely fenced with gates to allow mowers and other equipment but also creates an ideal situation for animals and pets. The current owners have cleared additional forested land to add to the open/level land and also have trails through the remaining wooded acreage. There is an old gambrel timber frame barn plus a new heated Jamaica Cottage barn for animals. This is a DEAL! See
MLS Property & Listing Details & 45 images.
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Under Contract
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$535,000 | $187 per sq.ft.
1016 Cherry Hill
4 Beds | 4 Baths | Total Sq. Ft. 2865 | Acres: 7.7
Enjoy the best of both worlds with this special property: that top of the world feeling yet only 3 minutes to town! Perched on 7.7 acres over open meadows and mountain views, this spacious Colonial offers exceptional interior and exterior living space, ideal for comfort, flexibility, and entertaining. At one end of the home, a bright and open kitchen/living/dining area maximizes daily living while taking in the view. Several bright, inviting front rooms serve perfectly as formal dining or office, and second living room. With bedrooms and bathrooms spread across all three floors, this home adapts easily to your lifestyle needs. A standout feature is the first-floor suite--accessible via its own private entry under the covered porch--featuring a large room (or two), full bath, and potential as a guest retreat, primary suite, home office, or income-producing space. Additional highlights include beautiful wood flooring throughout with two fireplaces for added charm and warmth. Mudroom entry from the attached 2 car garage plus a lower-level garage/workshop space. Back deck off living space to take in the vista or enjoy the inground pool. Basement offers generous storage space plus more workshop space. A whole house generator and newer roof offer peace of mind. This property is move-in ready with opportunity to add your personal touches--this is a rare find with location, land, and lifestyle all in one! See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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Under Contract
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$549,000 | $129 per sq.ft.
Price Change! reduced by $146,000 down 27% on August 4th 2025
37 Breezy Hill Road
5 Beds | 5 Baths | Total Sq. Ft. 4244 | Acres: 10.3
New Price for this beautifully crafted home. Originally built in 1940, it has enjoyed new additions to the original house, with renovations in 1988 and a new kitchen in 2018. The welcoming foyer, with its beautiful stonework leads to a gracious living room with beautiful built-ins, and a propane fireplace to keep you warm. The wet bar makes for convenient hosting as this home is a delight for entertaining. The family room boasts a stone, wood burning fireplace to create a toasty venue for game day. The generous sized kitchen is ideal for preparing family dinners, entertaining or enjoying a coffee at the island. The dining room is bright and roomy for family dinners or hosting parties. There is room for the little ones in the playroom while you work in the office. The primary bedroom suite with a walk-in closet, an exercise room, a full bath as well as a convenient, near-by laundry room. The additional 3 bedrooms, one of which has a private bath, with 2 more bathrooms to serve 2 additional bedrooms, making hosting company a breeze. This home features so many beautiful built-ins, striking hardwood floors, as well as slate and tile. During the warm summer days enjoy the outdoors on the patio, adjacent to the in-ground pool and let the kids swim and splash. With a convenient pool house, with bathroom, and small kitchenette. Plenty of room for all the pool supplies and toys. With 10 acres, 2-car garage and carport this property is a must see. Call today. Don't miss this one See
MLS Property & Listing Details & 59 images.
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Under Contract
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$549,000 | $297 per sq.ft.
197 Baker Road
3 Beds | 2 Baths | Total Sq. Ft. 1848 | Acres: 82
Tucked along a quiet country road, 197 Baker Road stands as a living piece of Vermont's history. A sturdy 1835 home that has weathered time with grace and care, set on over 80 acres of fields, woods, and pastures, this property opens like a storybook of rural life: a large pond mirrors the changing sky, trails wind toward the hilltop with sweeping views, and smaller ponds shimmer between trees where deer and other wildlife pass. Inside, light pours into the spacious living room and sunlit kitchen, where a center island invites conversation and comfort. The home's craftsmanship endures, strengthened by thoughtful updates, including 200-amp electrical service, a renovated mudroom, and spaces ready to evolve with your vision. Off the basement, a hidden tunnel and fallout shelter whisper of the home's storied past, adding intrigue to its enduring charm. There is room here for homesteading, gardening, hiking, or snowmobiling across your own land. An outbuilding waits to store tools or fuel creative pursuits, and a flex space offers potential for a workshop or studio. Despite its privacy, you are only minutes from town conveniences, the Upper Valley, and world-class ski areas. This is a home where Vermont's beauty and history meet in everyday life. See
MLS Property & Listing Details & 37 images.
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$685,000 | $191 per sq.ft.
152 Parkview Road
3 Beds | 3 Baths | Total Sq. Ft. 3589 | Acres: 31.72
This beautiful Cape offers a wonderful blend of seclusion and privacy with distant mountain views, to include Okemo Mountain 30 minutes away. The property includes 31.72 acres of lovely meadowlands, woods and a private pond. The woods have several walking paths perfect for casual summer strolls and Winter fun for cross-country skiing and snow-shoeing and close to the VAST network of snowmobile trails. Featuring three bedrooms, one full bath and two three quarter baths. Large kitchen with breakfast bar, Dining area and TV room, plus a separate Livingroom with a fireplace and an additional studio or fourth bedroom. The basement is a handyman's delight. All of this on a town-maintained, dead-end road. If there was ever a MUST-SEE, this is it! See
MLS Property & Listing Details & 40 images.
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$825,000 | $174 per sq.ft.
Price Change! reduced by $325,000 down 39% on September 9th 2025
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, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including an upstairs luxurious primary suite featuring a private bath and a generous walk-in closet that walks out to balconies on either side of the oversized loft with wall to wall windows to capture every bit of natural light into the livingroom and kitchen space below. The vaulted ceilings and oversized windows welcome you, showcasing beautiful views of the surrounding mountains and area. The heart of the home is the comprehensive kitchen--perfect for cooking, entertaining, and everyday living--with expansive counter space, abundant cabinetry, and an immense island; there's room for everyone! The land itself is a dream for nature lovers and hobby farmers alike. A full 1-acre section is dedicated to a pick-your-own blueberry patch, offering a charming seasonal activity and potential for small-scale agricultural income. The property includes a second modular home with a full foundation and a basement, adding even more value. Currently rented, no photos at this time. Other things to note are the hook-ups for a whole-house generator and a quaint barn for storing farming equipment. See
MLS Property & Listing Details & 60 images.
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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, electric and water. If plumbed, the top level would like to be an office or apartment. 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 & 48 images.
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$899,000 | $400 per sq.ft.
60 Spencer Hollow Road
2 Beds | 3 Baths | Total Sq. Ft. 2250 | Acres: 15
*****OPEN HOUSE November 1st from 11am-1pm***** 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. 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 & 60 images.
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$995,000 | $240 per sq.ft.
1607 Massey Road
4 Beds | 2 Baths | Total Sq. Ft. 4144 | Acres: 48.94
Once a tavern for travelers and a stagecoach stop in the early 1800s, 1607 Massey Road stands as a testament to Vermont's enduring spirit. This distinguished 1810 Federal style home rests gracefully on over 48 acres of rolling meadow, woodland, and quiet pasture, offering a rare blend of seclusion, scale, and story. With more than 4,100 square feet of living space, the home welcomes you with generous rooms, wide fireplaces in the living room and bedrooms, and a sense of history in every beam and board. A classic kitchen with a center island opens to a breakfast nook bathed in morning light. Upstairs, a vast attic space invites conversion into a workshop, studio, or retreat beneath the eaves. Outside, a wide entertaining deck overlooks a tranquil pond and dock, where summer reflections stretch long into the evening. Beyond the main home, an old sugar house and barn wait patiently for revival and a return to their maple-making roots or transformation into event or creative spaces. A cabin at the summit offers income potential as a short-term rental or a quiet guest escape. From the hilltop, the views roll endlessly across the Vermont valleys below, a scene unchanged for generations. Private. Peaceful. Poised between past and possibility, this is a property that doesn't just hold land and history, but the promise of legacy. See
MLS Property & Listing Details & 35 images.
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$3,350,000 | $592 per sq.ft.
Price Change! reduced by $900,000 down 27% on June 28th 2025
400 Ruusunen Road
6 Beds | 5 Baths | Total Sq. Ft. 5657 | Acres: 436.4
Wild Trails Farm offers unparalleled privacy, encompassing 436 acres of natural splendor. At the heart of this retreat is a 5,600+ sq ft lodge that is both luxurious and eco-friendly, powered by solar and geothermal. It features 6 spacious bedrooms, 4.5 bathrooms, a gourmet kitchen with dual dining areas, common rooms, and sauna. The 2-car garage is currently utilized as a yoga studio, but could be easily converted back. Whether you are relaxing on the stone patio with sweeping southern views or enjoying the cozy screened-in rear porch, you will find the perfect spot to savor the tranquil surroundings. The magical grounds include manicured lawns, two ponds, colorful gardens, and seasonal fruit and berry patches. A 20+ km trail network winds through the property, perfect for hiking, biking, snowshoeing, and cross-country skiing. The land includes many natural and historic features, including inspiring, long-range vistas and also connects directly to numerous trails, backroads and features off site. The property comprises several additional structures: a restored circa 1800 barn with a 2-bedroom apartment and renovated farm manager's room with bath; the Cider House, a delightful 1-bedroom post and beam residence; post-and-beam stable; and equipment barn. Other features include a greenhouse, raised garden beds, pretty stone walls, a remote 2-bedroom off-grid cabin with septic and well, and a treehouse with wood stove and views. A rare opportunity to own a truly majestic property See
MLS Property & Listing Details & 60 images. Includes a Virtual Tour
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