VT Connecticut River Valley VT
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Under Contract
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$225,000 | $205 per sq.ft.
24 Cherry Street
3 Beds | 1 Baths | Total Sq. Ft. 1095 | Acres: 0.14
Looking for an affordable way into homeownership? This ranch features 3 bedrooms and 1 full bath, this single-level home is perfect for first-time buyers or downsizers. Cozy up in the living room next to the fireplace or relax on the covered porch with your morning coffee. The easy, one-floor layout means low-maintenance living at a price that's hard to beat. Located just minutes from downtown Windsor's shops, restaurants, K-12 school, and Kennedys Pond, this home offers small-town charm with everyday convenience. Priced to sell at $225,000: Schedule your showing today. See
MLS Property & Listing Details & 14 images.
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$235,000 | $240 per sq.ft.
Price Change! reduced by $15,000 down 6% on May 31st 2026
64 County Road
3 Beds | 1 Baths | Total Sq. Ft. 980 | Acres: 2.5
Enjoy the ease of single-level living in this 2008 single-wide home set on 2.5 peaceful Vermont acres. The open-concept kitchen and living area is filled with natural light, creating a warm and inviting atmosphere. Offering three bedrooms, one full bath, and a convenient laundry area. Recent improvements include new carpeting and fresh interior paint, making this home truly move-in ready. The level 2.5-acre lot provides plenty of space for gardening, outdoor recreation, or simply enjoying the beauty of Vermont's seasons. Two outbuildings offer great storage for tools, equipment, or outdoor gear. Conveniently located near several Southern Vermont ski destinations -- including Okemo Mountain Resort, Magic Mountain, Bromley Mountain, and Stratton Mountain Resort -- as well as Mount Sunapee in New Hampshire -- making this an excellent year-round home base. Immediate occupancy available. See
MLS Property & Listing Details & 36 images.
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$249,000 | $207 per sq.ft.
42 Mark Street
3 Beds | 1 Baths | Total Sq. Ft. 1203 | Acres: 0.17
Delightful cape style home in a family friendly neighborhood. Large lot with detached single car garage, additional building for storage, lots of level space for a garden or to fence in. Home features a covered entry. This home has seen lots of updates thru its life including a newer roof, new wooden siding that has been freshly painted, interior of the home has also been freshly painted. Lots of natural light, home has a large open living/dining area, two bedrooms down and one large bedroom upstairs. This is a perfect home for buyers just starting, empty nesters and plenty in between. More photos are coming, please stay tuned and add this one to your list of must sees. See
MLS Property & Listing Details & 29 images.
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Under Contract
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$249,900 | $166 per sq.ft.
Price Change! reduced by $20,100 down 8% on June 15th 2026
95 Clinton Street
3 Beds | 2 Baths | Total Sq. Ft. 1510 | Acres: 0.25
Back on the market with an impressive list of recent improvements! Major updates include a new roof, new sewer line, upgraded electrical wiring, and a new hot water heater. The first floor has been extensively remodeled with fresh paint, high-end click-lock flooring, new kitchen cabinets, a dishwasher, bathroom vanity, toilet, and more. In addition to the oversized 1-car garage, the home features two enclosed porches as well as a deck overlooking the Black River. Formerly a single-family home, the property is currently configured as a duplex, featuring a 2-bedroom apartment on the first floor and a 1-bedroom apartment on the second floor. It could easily be converted back into a spacious 3-bedroom, 2-bathroom single-family residence. If you're looking for a home with with rental income potential or a property to accommodate multi-generational living, this versatile home offers plenty of possibilities. Come see if it's the right fit for you! This home is also being sold as a multi-family residence, please see MLS#: 5092652 See
MLS Property & Listing Details & 26 images.
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$259,000 | $174 per sq.ft.
32 Mark Street
3 Beds | 1 Baths | Total Sq. Ft. 1489 | Acres: 0.23
More photos are coming! This home has been loved and cared for 50 plus years by the same family and now it is ready for a new chapter. Located in a nice family friendly neighborhood that is perfect for evening strolls around the block. Home features newer windows, hardwood floors, a heated sunroom, and a large dining room. The living room flows nicely into the heated sunroom for lots of entertaining space. The basement has built in storage and is a great spot for hobbies or workshop. The large open yard has garden space, but the sweet spot is the patio over the garage where one could easily enlarge the home. You won't want to miss taking a look at this one. See
MLS Property & Listing Details & 43 images.
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$273,000 | $187 per sq.ft.
194 Union Street
3 Beds | 1 Baths | Total Sq. Ft. 1459 | Acres: 0.17
This recently refreshed property features a new roof, siding, electrical panel, furnace and oil tank as well as fresh paint, updated kitchen and bathroom. The convenient corner lot location is open and level for great lawn space and opportunities for maybe some gardens or play space. The detached 2 car garage provides additional storage space and a great place to get your vehicles out of the weather. Overall this is a great opportunity for the right buyer! See
MLS Property & Listing Details & 30 images.
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$275,000 | $177 per sq.ft.
185 Wall Street
3 Beds | 2 Baths | Total Sq. Ft. 1551 | Acres: 0.13
Charming, cozy and warm, this 1940 cape has a lot to offer you! With 3 comfortable bedrooms with good sized closets and a full bathroom on the second floor, and a large living room, dining room, kitchen and half bathroom with an enclosed porch/sunroom on the first floor, this home has beautiful natural woodwork throughout and hardwood floors through most of the home. There is a 10 year old standing seam roof and a 10 year old hot water heater. A pellet stove in the living room gives you an alternative heat source to the oil fueled forced hot air. The home is on town water and sewer adding to the ease of maintenance. The laundry is in the basement where there is also a workshop area and room for storage. There is a wooden deck off the back porch and a nice back yard with a shed. The 1 car garage needs some TLC. This neighborhood location near downtown Springfield, is just 5 minutes from I-91 getting you to your desired location quickly. Just 35 min to WRJ, 45 min to DHMC, 40 min to Brattleboro, 50 min to Keene. Less than 30 min to Okemo for skiing, 15 min to the VT Country Store in Rockingham, 25 min to Windsor's Harpoon Brewery and Simon Pearce Glass. This one is definitely worth a look! Come by the open house on Sunday, August 16 from 1-3pm! See
MLS Property & Listing Details & 48 images.
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$279,000 | $210 per sq.ft.
139 Pleasant Valley Road
3 Beds | 1 Baths | Total Sq. Ft. 1331 | Acres: 1.6
Original 1800's cape style home situated conveniently between Springfield and Chester. Home has seen updates over the years but continues to show original charm of an 1800's period home, exposed beams in primary bedroom, mixed wood floors, post and beam shed/garage with usable and accessible second floor. The enclosed front porch leads you to the comfortable, sunlit eat in country kitchen which features a large island for cooking, a picture window onto the back deck and access to the garage. Good sized living room runs front to back taking advantage of views of the quiet back yard and the small neighborhood where the home is located. First floor bedroom with exposed beams has a bonus room attached that might be a great spot for a primary bath. Second floor has the standard layout of a bedroom on either side of the stairs one featuring a witch window, somewhat common in New England. The expansive grounds are landscaped with perennials, fruit trees, open and shaded areas and is bordered by a stream. While the home has seen updates over the years for comfort such as newer windows and updated kitchen, drilled well, it has retained its original charm, and the family is ready to move the home on to its new family for the next chapter of its life. This is an estate home and offer "AS IS" See
MLS Property & Listing Details & 30 images.
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Under Contract
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$299,900 | $146 per sq.ft.
Price Change! reduced by $37,000 down 12% on August 13th 2026
20 Church Street
3 Beds | 2 Baths | Total Sq. Ft. 2056 | Acres: 1
A classic Vermont farmhouse with space, flexibility, and possibilities for the future. Currently enjoyed as a spacious single-family home, the layout offers clear potential to adapt for multi-generational living or a two-family configuration with modification. For those with a bigger vision, the substantial rear barn and workshop areas may offer further possibilities, subject to permitting and approvals. Inside, generous rooms and abundant natural light create a warm, comfortable feel throughout. The main level features inviting living and dining spaces and an updated eat-in kitchen. The home has benefited from numerous improvements, including a new roof, new wood and pellet stoves within the past two years, a whole-house dehumidifier, and a long list of cosmetic updates that have refreshed the property while preserving its traditional farmhouse character. Upstairs, additional living space provides flexibility for bedrooms, office space, guest quarters, or a more independent living arrangement. The attached workshop and rear barn spaces offer excellent room for hobbies, storage, a home-based workspace, or future reimagining. Outside, the level one-acre lot is a true highlight, with mature perennial gardens, open lawn, and a picturesque brook running along the property, complete with a small private beach area. Set in the heart of North Springfield, this is a property with room to live, work, create, and evolve. See
MLS Property & Listing Details & 33 images.
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Under Contract
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$309,000 | $142 per sq.ft.
147 Park Street
3 Beds | 3 Baths | Total Sq. Ft. 2174 | Acres: 0.31
Welcome to 147 Park Street! Situated on a 0.31-acre lot with a fully fenced yard, perennial flower gardens, and attractive landscaping, this home offers plenty of space both inside and out. Full of character and style, this spacious home features a thoughtful floor plan designed for everyday living. The large kitchen includes updated appliances, a generous dining area, and plenty of room for meal preparation and gathering. Just off the kitchen, you'll find a walk-in pantry, office, closet, access to the attached barn and basement, and a bonus room currently being used as a bedroom. The unfinished basement provides excellent space for a workshop, hobbies, storage, or future projects. The main level also includes a half bath, formal dining room, and an expansive living room with plenty of space for entertaining family and friends. Upstairs, the primary suite offers a private retreat with its own bathroom. This level also includes a full bath, convenient laundry area, and two additional bedrooms. Recent improvements include two mini-split units providing efficient heating and cooling upstairs, a high-efficiency furnace with tankless hot water, and all new flooring throughout the second floor. An oversized detached garage completes the property, offering ample space for vehicles, equipment, storage, or a workshop. Come see all that this home has to offer! See
MLS Property & Listing Details & 43 images.
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