302 properties for sale in Jacksonville village, Whitingham town Windham County Vermont

Oberdorf Ave, Readsboro, Home For Sale
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House · for sale
USD 199,900
USD 161/sq.ft
Oberdorf Ave, Readsboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 1,238 sq.ft · 3 Bedrooms · 2 Baths · House
Jacksonville village, Whitingham town Windham County Vermont · 1,238 sq.ft · 3 Bedrooms · 2 Baths · House
Bring your vision and transform this 3-bedroom, 2-bathroom home into the Vermont getaway you've always wanted. Located in the private Alpenwald Village community, this fixer-upper offers a fantastic opportunity for investors, vacation home buyers, or anyone looking to build equity in a scenic mountain setting. Surrounded by the Green Mountain National Forest, the property provides direct access to outdoor recreation in every season. Year-round adventure is right outside. Alpenwald Village is nestled near the former Dutch Hill Ski Area and offers convenient access to the Vast snowmobile trail, Mount Snow, North Adams, Massachusetts, and other Southern Vermont attractions
Bring your vision and transform this 3-bedroom, 2-bathroom home into the Vermont getaway you've always wanted. Located in the private Alpenwald Village community, this fixer-upper offers a fantastic opportunity for investors, vacation home buyers, or anyone looking to build equity in a scenic mountain setting. Surrounded by the Green Mountain National Forest, the property provides direct access to outdoor recreation in every season. Year-round adventure is right outside. Alpenwald Village is nestled near the former Dutch Hill Ski Area and offers convenient access to the Vast snowmobile trail, Mount Snow, North Adams, Massachusetts, and other Southern Vermont attractions
USD 199,900
Bailey Hill Rd, Readsboro, Home For Sale
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House · for sale
USD 88,800
USD 152/sq.ft
Bailey Hill Rd, Readsboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 581 sq.ft · 1 Bedroom · House
Jacksonville village, Whitingham town Windham County Vermont · 581 sq.ft · 1 Bedroom · House
Wonderful little getaway for some 'EZ' living-be one with nature with all the essentials in place! It's common to see wildlife in this rural setting, making it perfect to create your ideal Vermont retreat. Nestled among the trees, you'll relish the peaceful ambiance and natural beauty that surrounds you, offering a true sense of escape from the everyday hustle. A tidy, compact getaway with a propane stove and lighting adds both convenience and comfort, letting you unwind in rustic charm. The solar system provides extra illumination and powers a ceiling fan, ensuring the cabin stays bright and comfortable even on warmer days. The wood stove heats the cabin, you have everything you need for a comfortable stay, and there's an outhouse out back for added convenience. This property is perfectly positioned for Vermont country enjoyment. The shed has enough storage for those toys, making it easy to bring along your favorite outdoor gear. The queen-size Murphy bed in the front nook offers a co
Wonderful little getaway for some 'EZ' living-be one with nature with all the essentials in place! It's common to see wildlife in this rural setting, making it perfect to create your ideal Vermont retreat. Nestled among the trees, you'll relish the peaceful ambiance and natural beauty that surrounds you, offering a true sense of escape from the everyday hustle. A tidy, compact getaway with a propane stove and lighting adds both convenience and comfort, letting you unwind in rustic charm. The solar system provides extra illumination and powers a ceiling fan, ensuring the cabin stays bright and comfortable even on warmer days. The wood stove heats the cabin, you have everything you need for a comfortable stay, and there's an outhouse out back for added convenience. This property is perfectly positioned for Vermont country enjoyment. The shed has enough storage for those toys, making it easy to bring along your favorite outdoor gear. The queen-size Murphy bed in the front nook offers a co
USD 88,800
Oak Grove Ave, Brattleboro, Home For Sale
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House · for sale
USD 295,000
USD 219/sq.ft
Oak Grove Ave, Brattleboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 1,345 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Office room · Fireplace · Parking
Jacksonville village, Whitingham town Windham County Vermont · 1,345 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Office room · Fireplace · Parking
Timeless Character on Coveted Oak Grove Avenue! There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship. Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases beautiful hardwood floors, rich natural woodwork, and a cozy fireplace that anchors the inviting living room. The screened front porch is the perfect place to enjoy your morning coffee, greet neighbors, or unwind on warm summer evenings. Upstairs, you'll find three comfortable bedrooms and a full bath, while the unfinished attic offers exciting possibilities - whether you envision a studio, home office, playroom, or additional living space. Outside, there's room to garden, entertain, or simply enjoy the yard, along with the convenience of a one-car garage. Combining timeless character with everyday
Timeless Character on Coveted Oak Grove Avenue! There's something special about an American Foursquare. Built for comfort and designed to stand the test of time, this quintessential early 20th-century home welcomes you with classic architecture, generous room sizes, and the warmth of original craftsmanship. Set on a desirable in-town lot along Oak Grove Avenue, this 3-bedroom home showcases beautiful hardwood floors, rich natural woodwork, and a cozy fireplace that anchors the inviting living room. The screened front porch is the perfect place to enjoy your morning coffee, greet neighbors, or unwind on warm summer evenings. Upstairs, you'll find three comfortable bedrooms and a full bath, while the unfinished attic offers exciting possibilities - whether you envision a studio, home office, playroom, or additional living space. Outside, there's room to garden, entertain, or simply enjoy the yard, along with the convenience of a one-car garage. Combining timeless character with everyday
USD 295,000
S Main St, Brattleboro, Home For Sale
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House · for sale
USD 250,000
USD 118/sq.ft
S Main St, Brattleboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 2,110 sq.ft · 6 Bedrooms · 2 Baths · House
· Garden · Parking
Jacksonville village, Whitingham town Windham County Vermont · 2,110 sq.ft · 6 Bedrooms · 2 Baths · House · Garden · Parking
New beginnings! Just right to live in one side, fix the other and have the tenant pay for your new lifestyle or have a family duplex and lie with extended family. the north side is vacant, needs renovation, and the south side has a tenant that will transfer with the building. Corner lot, yard, off street parking. Easy to see north unit, but otherwise a 48 hour notice to show
New beginnings! Just right to live in one side, fix the other and have the tenant pay for your new lifestyle or have a family duplex and lie with extended family. the north side is vacant, needs renovation, and the south side has a tenant that will transfer with the building. Corner lot, yard, off street parking. Easy to see north unit, but otherwise a 48 hour notice to show
USD 250,000
Carriage Hill Rd, Brattleboro, Home For Sale
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House · for sale
USD 300,000
USD 197/sq.ft
Carriage Hill Rd, Brattleboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 1,518 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Deck · Equipped kitchen
Jacksonville village, Whitingham town Windham County Vermont · 1,518 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Deck · Equipped kitchen
Welcome to this lovingly maintained 3-bedroom, 1-bath ranch located in the sought-after Carriage Hill neighborhood of West Brattleboro. Where affordability and opportunity come together in this move-in ready home. Whether you're taking the exciting step into homeownership or searching for a home that lets you spend less time on upkeep and more time enjoying life. The open-concept, light filled living room and eat-in kitchen create a comfortable, welcoming space that feels like home the moment you walk in. South facing windows fill the living room with an abundance of natural light, creating a bright and inviting atmosphere throughout the day. Just off the kitchen, step onto the back deck overlooking the spacious, fenced-in backyard. Mature trees provide natural shade and privacy, while the property extends well into the woods with established walking trails, offering a setting to explore and enjoy nature right from your own backyard. Back inside, you'll find three comfortable bedrooms
Welcome to this lovingly maintained 3-bedroom, 1-bath ranch located in the sought-after Carriage Hill neighborhood of West Brattleboro. Where affordability and opportunity come together in this move-in ready home. Whether you're taking the exciting step into homeownership or searching for a home that lets you spend less time on upkeep and more time enjoying life. The open-concept, light filled living room and eat-in kitchen create a comfortable, welcoming space that feels like home the moment you walk in. South facing windows fill the living room with an abundance of natural light, creating a bright and inviting atmosphere throughout the day. Just off the kitchen, step onto the back deck overlooking the spacious, fenced-in backyard. Mature trees provide natural shade and privacy, while the property extends well into the woods with established walking trails, offering a setting to explore and enjoy nature right from your own backyard. Back inside, you'll find three comfortable bedrooms
USD 300,000
S Main St, Brattleboro, Home For Sale
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House · for sale
USD 350,000
USD 105/sq.ft
S Main St, Brattleboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 3,305 sq.ft · 2 Bedrooms · 1 Bath · House
Jacksonville village, Whitingham town Windham County Vermont · 3,305 sq.ft · 2 Bedrooms · 1 Bath · House
Just around the corner! From the middle and high school, Oak grove elementary! Pop around the corner for all the high school games, exercise at the track. Interstate is minutes away for easy access to work or play! One apartment is over 1,000 square feet so tons of room for owner occupancy! 2 nice front porches. Worth looking at for either your own home or as an investment. Masks please. Owner is a licensed appraiser and is doing a 1031 exchange. 48 hour notice to show
Just around the corner! From the middle and high school, Oak grove elementary! Pop around the corner for all the high school games, exercise at the track. Interstate is minutes away for easy access to work or play! One apartment is over 1,000 square feet so tons of room for owner occupancy! 2 nice front porches. Worth looking at for either your own home or as an investment. Masks please. Owner is a licensed appraiser and is doing a 1031 exchange. 48 hour notice to show
USD 350,000
King Hill Rd, Readsboro, Home For Sale
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House · for sale
USD 349,000
USD 193/sq.ft
New
King Hill Rd, Readsboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 1,808 sq.ft · 4 Bedrooms · 2 Baths · House
· Office room · Equipped kitchen
Jacksonville village, Whitingham town Windham County Vermont · 1,808 sq.ft · 4 Bedrooms · 2 Baths · House · Office room · Equipped kitchen
This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO spacious living rooms! One living room showcases exposed beams, a vaulted wood ceiling, a cozy wood stove, and loft space above which could be perfect for a reading nook, office, or additional guest area. Updates in this home are tasteful, modern and add substantial rustic character. Furnishings are included in the sale. With two convenient points of entry, the home easily accommodates a dedicated mudroom or simple access directly through the kitchen. This versatile layout allows for one floor living with the expansive space of two bedrooms on the second floor! The property includes a spacious 52' x 3
This recently updated 1920s Vermont farmhouse features 4 bedrooms, 2 full bathrooms, and a versatile loft space on just over 8 acres! Large, updated windows showcase mountain views and allow natural light to fill every room, highlighting the home's charming original details alongside modern updates. The first floor has two bedrooms, both full bathrooms, first floor laundry, as well as TWO spacious living rooms! One living room showcases exposed beams, a vaulted wood ceiling, a cozy wood stove, and loft space above which could be perfect for a reading nook, office, or additional guest area. Updates in this home are tasteful, modern and add substantial rustic character. Furnishings are included in the sale. With two convenient points of entry, the home easily accommodates a dedicated mudroom or simple access directly through the kitchen. This versatile layout allows for one floor living with the expansive space of two bedrooms on the second floor! The property includes a spacious 52' x 3
USD 349,000
Oberdorf Rd, Readsboro, Home For Sale
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House · for sale
USD 490,642
USD 288/sq.ft
Oberdorf Rd, Readsboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 1,701 sq.ft · 4 Bedrooms · 2 Baths · House
Jacksonville village, Whitingham town Windham County Vermont · 1,701 sq.ft · 4 Bedrooms · 2 Baths · House
Welcome to Alpenwald Village, a peaceful mountain community in scenic Readsboro, Vermont. This charming 4-bedroom chalet sits on 2 private acres and offers the perfect blend of comfort, style, and access to Vermont's four-season lifestyle. Whether you're searching for a full-time residence or the ideal vacation getaway, this beautifully updated home delivers. Step inside to discover thoughtful upgrades throughout, including fully renovated bathrooms and a refreshed lower level that's perfect for relaxing, entertaining, or hosting guests. The home's classic chalet-style design features an open-concept living area, warm wood accents, and abundant natural light that creates a cozy yet spacious atmosphere. Outside, enjoy the peace and privacy of your own Vermont retreat. The surrounding property is perfect for morning coffee, evening stargazing, or gathering with friends and family while taking in the natural beauty of the area. Outdoor enthusiasts will love the location - just minutes fro
Welcome to Alpenwald Village, a peaceful mountain community in scenic Readsboro, Vermont. This charming 4-bedroom chalet sits on 2 private acres and offers the perfect blend of comfort, style, and access to Vermont's four-season lifestyle. Whether you're searching for a full-time residence or the ideal vacation getaway, this beautifully updated home delivers. Step inside to discover thoughtful upgrades throughout, including fully renovated bathrooms and a refreshed lower level that's perfect for relaxing, entertaining, or hosting guests. The home's classic chalet-style design features an open-concept living area, warm wood accents, and abundant natural light that creates a cozy yet spacious atmosphere. Outside, enjoy the peace and privacy of your own Vermont retreat. The surrounding property is perfect for morning coffee, evening stargazing, or gathering with friends and family while taking in the natural beauty of the area. Outdoor enthusiasts will love the location - just minutes fro
USD 490,642
Pauls Rd Unit, Guilford, Home For Sale
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House · for sale
USD 330,000
USD 151/sq.ft
Pauls Rd Unit, Guilford, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 2,185 sq.ft · 4 Bedrooms · 1 Bath · House
· Fireplace · Equipped kitchen · Air conditioning
Jacksonville village, Whitingham town Windham County Vermont · 2,185 sq.ft · 4 Bedrooms · 1 Bath · House · Fireplace · Equipped kitchen · Air conditioning
Welcome to a bright, airy home that blends comfort, character, and convenience! Set on 1.26 acres of sunny lawn and wooded privacy, this four-bedroom, two-bath property offers inviting, freshly painted living spaces, central air, and efficient baseboard radiant heat. The living room features a welcoming fireplace, while the kitchen includes a woodstove setup and comes fully applianced with a dishwasher, refrigerator, gas stove, microwave, washer, and dryer. Upstairs, the primary bedroom makes a memorable impression with its vaulted ceiling and exposed brick chimney, adding warmth and architectural charm. Floors are easy to maintain light-toned vinyl planks with carpeted stairs for quiet. Practical features include a drilled well and town sewer, offering ease of ownership in a desirable setting. The location is especially convenient, just a short distance to Exit 1, making it easy to access nearby services, commuting routes, and local amenities. With character-filled details and a 1.26-
Welcome to a bright, airy home that blends comfort, character, and convenience! Set on 1.26 acres of sunny lawn and wooded privacy, this four-bedroom, two-bath property offers inviting, freshly painted living spaces, central air, and efficient baseboard radiant heat. The living room features a welcoming fireplace, while the kitchen includes a woodstove setup and comes fully applianced with a dishwasher, refrigerator, gas stove, microwave, washer, and dryer. Upstairs, the primary bedroom makes a memorable impression with its vaulted ceiling and exposed brick chimney, adding warmth and architectural charm. Floors are easy to maintain light-toned vinyl planks with carpeted stairs for quiet. Practical features include a drilled well and town sewer, offering ease of ownership in a desirable setting. The location is especially convenient, just a short distance to Exit 1, making it easy to access nearby services, commuting routes, and local amenities. With character-filled details and a 1.26-
USD 330,000
Cottage St, Brattleboro, Home For Sale
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House · for sale
USD 380,000
USD 116/sq.ft
Cottage St, Brattleboro, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 3,261 sq.ft · 6 Bedrooms · 4 Baths · House
· Parking
Jacksonville village, Whitingham town Windham County Vermont · 3,261 sq.ft · 6 Bedrooms · 4 Baths · House · Parking
Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking
Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking
USD 380,000
Reils Ln, Colrain, Home For Sale
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House · for sale
USD 375,000
USD 313/sq.ft
New
Reils Ln, Colrain, Home For Sale
Jacksonville village, Whitingham town Windham County Vermont
· 1,195 sq.ft · 2 Bedrooms · 1 Bath · House
· Equipped kitchen · Cellar
Jacksonville village, Whitingham town Windham County Vermont · 1,195 sq.ft · 2 Bedrooms · 1 Bath · House · Equipped kitchen · Cellar
Encompassing 122+/- acres of pristine forests, rushing streams, and trails, this remarkable property offers exceptional privacy just minutes from the Vermont border. The land has centuries-old stone walls, ancient farm roads, and the foundation of an early homestead. Whether you enjoy hunting, fishing, hiking, snowmobiling, wildlife watching, or simply owning your own private wilderness, this extraordinary property is rare. Tucked deep within the landscape is a rustic Cape-style retreat featuring cathedral ceiling, open kitchen and living area with hand-made cabinets, two bedrooms, spacious bonus room, enclosed porch, breezeway, loft, and full walk-out basement. Ready for your vision, the home provides a wonderful opportunity to create a private getaway, hunting lodge, studio, or year-round residence. Despite its secluded setting, Berkshire East Resort, renowned for skiing and mountain biking, Deerfield River, Shelburne Falls, and I-91 are only 15-20 minutes away
Encompassing 122+/- acres of pristine forests, rushing streams, and trails, this remarkable property offers exceptional privacy just minutes from the Vermont border. The land has centuries-old stone walls, ancient farm roads, and the foundation of an early homestead. Whether you enjoy hunting, fishing, hiking, snowmobiling, wildlife watching, or simply owning your own private wilderness, this extraordinary property is rare. Tucked deep within the landscape is a rustic Cape-style retreat featuring cathedral ceiling, open kitchen and living area with hand-made cabinets, two bedrooms, spacious bonus room, enclosed porch, breezeway, loft, and full walk-out basement. Ready for your vision, the home provides a wonderful opportunity to create a private getaway, hunting lodge, studio, or year-round residence. Despite its secluded setting, Berkshire East Resort, renowned for skiing and mountain biking, Deerfield River, Shelburne Falls, and I-91 are only 15-20 minutes away
USD 375,000
164 Greenfield Road
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House · for sale
USD 575,000
USD 197/sq.ft
New
164 Greenfield Road
Jacksonville village, Whitingham town Windham County Vermont
· 2,906 sq.ft · 3 Bedrooms · 2 Baths · House
· Deck · Fireplace · Equipped kitchen · Swimming pool
Jacksonville village, Whitingham town Windham County Vermont · 2,906 sq.ft · 3 Bedrooms · 2 Baths · House · Deck · Fireplace · Equipped kitchen · Swimming pool
A picturesque hillside setting, 3.35 manicured acres, and more than four decades of exceptional care define this custom-built home, lovingly maintained by two generations of the same family since it was built in 1985. Thoughtfully designed for comfortable everyday living with welcoming spaces for gathering both inside and out, the home's well-designed layout centers around a spacious kitchen with abundant cabinetry, pantry, breakfast bar, and dining area that flows seamlessly into the great room, where a fireplace with a gas-fired stove insert and distinctive indoor barbecue create a warm and inviting gathering space. Pristine hardwood floors, generous closet space, and the care and craftsmanship found throughout the home reflect a remarkable pride of ownership. Filled with natural light, nearly every room enjoys peaceful views of the surrounding landscape. The enclosed porch and expansive deck overlook the heated in-ground pool, sweeping manicured lawn, mature landscaping, and scenic
A picturesque hillside setting, 3.35 manicured acres, and more than four decades of exceptional care define this custom-built home, lovingly maintained by two generations of the same family since it was built in 1985. Thoughtfully designed for comfortable everyday living with welcoming spaces for gathering both inside and out, the home's well-designed layout centers around a spacious kitchen with abundant cabinetry, pantry, breakfast bar, and dining area that flows seamlessly into the great room, where a fireplace with a gas-fired stove insert and distinctive indoor barbecue create a warm and inviting gathering space. Pristine hardwood floors, generous closet space, and the care and craftsmanship found throughout the home reflect a remarkable pride of ownership. Filled with natural light, nearly every room enjoys peaceful views of the surrounding landscape. The enclosed porch and expansive deck overlook the heated in-ground pool, sweeping manicured lawn, mature landscaping, and scenic
USD 575,000
26 Cedar Street
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House · for sale
USD 109,900
USD 104/sq.ft
26 Cedar Street
Jacksonville village, Whitingham town Windham County Vermont
· 1,055 sq.ft · 3 Bedrooms · 2 Baths · House
Jacksonville village, Whitingham town Windham County Vermont · 1,055 sq.ft · 3 Bedrooms · 2 Baths · House
Sweet newer home in a tidy park! Yes, there are rules, but rules to help keep the park looking fresh, clean and desirable! Check with the park to see if your pet fits the criteria. This home is close to Brattleboro, Keene and Greenfield, pick your shopping, medical and play lifestyle. The main bedroom with it's own bath and the 2 secondary bedrooms are at opposite ends of the home, so very little wasted space in hallways and it keeps each end quite. Level lot ripe for planting and decorating. This one is worth seeing!
Sweet newer home in a tidy park! Yes, there are rules, but rules to help keep the park looking fresh, clean and desirable! Check with the park to see if your pet fits the criteria. This home is close to Brattleboro, Keene and Greenfield, pick your shopping, medical and play lifestyle. The main bedroom with it's own bath and the 2 secondary bedrooms are at opposite ends of the home, so very little wasted space in hallways and it keeps each end quite. Level lot ripe for planting and decorating. This one is worth seeing!
USD 109,900
429 Highway 30, Newfane, VT 05345 | MLS #5082
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House · for sale
USD 250,000
USD 249/sq.ft
429 Highway 30, Newfane, VT 05345 | MLS #5082
Jacksonville village, Whitingham town Windham County Vermont
· 1,001 sq.ft · 2 Bedrooms · 1 Bath · House
· Garden · Deck
Jacksonville village, Whitingham town Windham County Vermont · 1,001 sq.ft · 2 Bedrooms · 1 Bath · House · Garden · Deck
Discover the perfect blend of charm and tranquility in this delightful 2-bedroom bungalow nestled in the heart of Newfane Village. Fresh paint throughout, this home is move-in ready and awaiting its next owner. You can sit on the side deck and enjoy a spacious, yard ideal for gardening, entertaining, or simply soaking in the sounds of nature with direct access to a picturesque stream. You can also enjoy small-town charm with Easy access to local amenities, shops, and scenic views. Subject to seller finding suitable housing
Discover the perfect blend of charm and tranquility in this delightful 2-bedroom bungalow nestled in the heart of Newfane Village. Fresh paint throughout, this home is move-in ready and awaiting its next owner. You can sit on the side deck and enjoy a spacious, yard ideal for gardening, entertaining, or simply soaking in the sounds of nature with direct access to a picturesque stream. You can also enjoy small-town charm with Easy access to local amenities, shops, and scenic views. Subject to seller finding suitable housing
USD 250,000
116 Birge St, Unit 2, Brattleboro, VT 05301 | MLS #5081
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Condo · for sale
USD 255,000
USD 194/sq.ft
116 Birge St, Unit 2, Brattleboro, VT 05301 | MLS #5081
Jacksonville village, Whitingham town Windham County Vermont
· 1,313 sq.ft · 1 Bedroom · 1 Bath · Condo
Jacksonville village, Whitingham town Windham County Vermont · 1,313 sq.ft · 1 Bedroom · 1 Bath · Condo
Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors magical in combination and truly beautiful. A home, an artist loft. So many uses, so unique, so inspiring. A Joy to own
Simple but elegant! Historic posts and wonderful beams define the magnificent open concept, giving visual shape and creating traditional options or whimsical uses for your new lifestyle. High ceilings and huge windows create a celebration of light, complementing the glowing antique floors magical in combination and truly beautiful. A home, an artist loft. So many uses, so unique, so inspiring. A Joy to own
USD 255,000
30 E Buckland Rd
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House · for sale
USD 425,000
USD 343/sq.ft
New
30 E Buckland Rd
Jacksonville village, Whitingham town Windham County Vermont
· 1,238 sq.ft · 3 Bedrooms · 1 Bath · House
· Patio · Parking · Fireplace · Equipped kitchen · Cellar
Jacksonville village, Whitingham town Windham County Vermont · 1,238 sq.ft · 3 Bedrooms · 1 Bath · House · Patio · Parking · Fireplace · Equipped kitchen · Cellar
Ready, Set. Move! Waiting for true one level living? It has arrived in this sparkling 3 bedroom, 1.5 bath ranch on 2 acres with a 2 car garage (and you can stay under cover from your car to the house! ). Updated kitchen and baths, 2025t roof, new septic system, front porch, covered patio, whole house generator, efficient propane heat, heated basement, gas fireplace and mini-splits for cooling. All this just a couple minutes from the famous village of Shelburne Falls! So schedule your movers and get ready for easy country living here!
Ready, Set. Move! Waiting for true one level living? It has arrived in this sparkling 3 bedroom, 1.5 bath ranch on 2 acres with a 2 car garage (and you can stay under cover from your car to the house! ). Updated kitchen and baths, 2025t roof, new septic system, front porch, covered patio, whole house generator, efficient propane heat, heated basement, gas fireplace and mini-splits for cooling. All this just a couple minutes from the famous village of Shelburne Falls! So schedule your movers and get ready for easy country living here!
USD 425,000
211 Main St
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House · for sale
USD 385,000
USD 305/sq.ft
211 Main St
Jacksonville village, Whitingham town Windham County Vermont
· 1,259 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden · Parking
Jacksonville village, Whitingham town Windham County Vermont · 1,259 sq.ft · 3 Bedrooms · 1 Bath · House · Garden · Parking
You have a rare opportunity to own a piece of history. Built in 1850, this beautifully maintained single-family home seamlessly blends historic charm with modern comfort. Thoughtfully updated over the years, the property features a new roof, new septic system, freshly paved driveway, newer windows, established gardens, productive blueberry bushes, and many additional improvements. The attached carport provides convenient covered parking and complements the one-car garage. Relax on the inviting porch while taking in the peaceful surroundings. Situated on a generous 0.77-acre lot directly across from the scenic Deerfield River, this property provides abundant outdoor space with endless possibilities for gardening, recreation, or simply enjoying nature. Experience the charm and tranquility of Shelburne in this exceptional home, where timeless character meets everyday comfort. Don't miss your chance to own a unique piece of local history—schedule your private showing today!
You have a rare opportunity to own a piece of history. Built in 1850, this beautifully maintained single-family home seamlessly blends historic charm with modern comfort. Thoughtfully updated over the years, the property features a new roof, new septic system, freshly paved driveway, newer windows, established gardens, productive blueberry bushes, and many additional improvements. The attached carport provides convenient covered parking and complements the one-car garage. Relax on the inviting porch while taking in the peaceful surroundings. Situated on a generous 0.77-acre lot directly across from the scenic Deerfield River, this property provides abundant outdoor space with endless possibilities for gardening, recreation, or simply enjoying nature. Experience the charm and tranquility of Shelburne in this exceptional home, where timeless character meets everyday comfort. Don't miss your chance to own a unique piece of local history—schedule your private showing today!
USD 385,000
109 Central St, Brattleboro, VT 05301 | MLS #5054
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House · for sale
USD 350,000
USD 194/sq.ft
109 Central St, Brattleboro, VT 05301 | MLS #5054
Jacksonville village, Whitingham town Windham County Vermont
· 1,798 sq.ft · 4 Bedrooms · 2 Baths · House
Jacksonville village, Whitingham town Windham County Vermont · 1,798 sq.ft · 4 Bedrooms · 2 Baths · House
The current owner is occupying as a single family and therefore there are no filings on lead paint. Should new owner decide to return to rentals, the reports would need to be newly filed. Only 1st floor unit is available to show on first showing. Current owner does not have a rental history. Please have your buyer fully qualified before requesting a showing
The current owner is occupying as a single family and therefore there are no filings on lead paint. Should new owner decide to return to rentals, the reports would need to be newly filed. Only 1st floor unit is available to show on first showing. Current owner does not have a rental history. Please have your buyer fully qualified before requesting a showing
USD 350,000
55 Orcutt Hill Rd
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House · for sale
USD 425,000
USD 266/sq.ft
55 Orcutt Hill Rd
Jacksonville village, Whitingham town Windham County Vermont
· 1,593 sq.ft · 3 Bedrooms · 2 Baths · House
· Patio
Jacksonville village, Whitingham town Windham County Vermont · 1,593 sq.ft · 3 Bedrooms · 2 Baths · House · Patio
Escape to Country Living in Buckland! Looking for views, privacy and some acres of your own to roam? How about a well stewarded 1972 cedar shake Cape with many upgrades completed, and a brook at the edge of the property? Move right in and start enjoying the four seasons. In the summer heat you will escape to the covered back patio, away from the sun. In winter, snuggle up to the soapstone wood stove and watch the snow fall outside. Marvel as the magical fall colors appear on the nearby hills, and then green back up again in spring. Layout allows for a first floor bedroom (currently a den/library). The home is wired for a portable generator, and the one on site stays. New septic tank, well pump, recent high efficiency propane boiler are just a few of the benefits a new owner will enjoy. Terrific shed is both functional storage space and aesthetically pleasing on the landscape. Schedule your appointment today!
Escape to Country Living in Buckland! Looking for views, privacy and some acres of your own to roam? How about a well stewarded 1972 cedar shake Cape with many upgrades completed, and a brook at the edge of the property? Move right in and start enjoying the four seasons. In the summer heat you will escape to the covered back patio, away from the sun. In winter, snuggle up to the soapstone wood stove and watch the snow fall outside. Marvel as the magical fall colors appear on the nearby hills, and then green back up again in spring. Layout allows for a first floor bedroom (currently a den/library). The home is wired for a portable generator, and the one on site stays. New septic tank, well pump, recent high efficiency propane boiler are just a few of the benefits a new owner will enjoy. Terrific shed is both functional storage space and aesthetically pleasing on the landscape. Schedule your appointment today!
USD 425,000
14 Main St
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House · for sale
USD 685,000
USD 307/sq.ft
14 Main St
Jacksonville village, Whitingham town Windham County Vermont
· 2,228 sq.ft · 3 Bedrooms · 3 Baths · House
· Garden · Office room · Deck
Jacksonville village, Whitingham town Windham County Vermont · 2,228 sq.ft · 3 Bedrooms · 3 Baths · House · Garden · Office room · Deck
Right in the heart of Shelburne Falls, this extraordinary Octagon home is a true work of art. Thoughtfully restored by a local master builder, it blends historic architecture with exceptional craftsmanship and modern comfort. Radiant heated tile floors, handcrafted built-ins, custom lighting, and a dramatic spiral staircase lead to a rooftop cupola and mahogany deck with sweeping village views. Zoned for both residential and commercial use, this unique property was once home to a beloved art gallery and offers endless live/work possibilities. The detached studio/guesthouse is a standout feature, complete with its own utilities and bath, making it ideal for guests, an artist's studio, office, gallery, or wellness space. Beautiful gardens, fruit trees, stone walls, and a close location to nearby shops, restaurants, the Bridge of Flowers, library, and farmers market complete this one of a kind offering
Right in the heart of Shelburne Falls, this extraordinary Octagon home is a true work of art. Thoughtfully restored by a local master builder, it blends historic architecture with exceptional craftsmanship and modern comfort. Radiant heated tile floors, handcrafted built-ins, custom lighting, and a dramatic spiral staircase lead to a rooftop cupola and mahogany deck with sweeping village views. Zoned for both residential and commercial use, this unique property was once home to a beloved art gallery and offers endless live/work possibilities. The detached studio/guesthouse is a standout feature, complete with its own utilities and bath, making it ideal for guests, an artist's studio, office, gallery, or wellness space. Beautiful gardens, fruit trees, stone walls, and a close location to nearby shops, restaurants, the Bridge of Flowers, library, and farmers market complete this one of a kind offering
USD 685,000
38 Pine Street
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House · for sale
USD 79,900
USD 103/sq.ft
38 Pine Street
Jacksonville village, Whitingham town Windham County Vermont
· 775 sq.ft · 3 Bedrooms · 1 Bath · House
· Garden
Jacksonville village, Whitingham town Windham County Vermont · 775 sq.ft · 3 Bedrooms · 1 Bath · House · Garden
Sweet! This affordable home is in very nice condition and has been well cared for by the current owner! On the back side of the park, facing the woods, it has a bit of green space to enjoy. Main bedroom is right next to the bath and there is a bedroom there that would make a great home office. Nice, flat, sunny yard with lots of growing possibilities and a paved drive are both great features. Buyer must be park approved and check with the park on your dog breed, please
Sweet! This affordable home is in very nice condition and has been well cared for by the current owner! On the back side of the park, facing the woods, it has a bit of green space to enjoy. Main bedroom is right next to the bath and there is a bedroom there that would make a great home office. Nice, flat, sunny yard with lots of growing possibilities and a paved drive are both great features. Buyer must be park approved and check with the park on your dog breed, please
USD 79,900
18 Pine Street
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House · for sale
USD 119,000
USD 130/sq.ft
18 Pine Street
Jacksonville village, Whitingham town Windham County Vermont
· 915 sq.ft · 3 Bedrooms · 1 Bath · House
· Fireplace · Equipped kitchen
Jacksonville village, Whitingham town Windham County Vermont · 915 sq.ft · 3 Bedrooms · 1 Bath · House · Fireplace · Equipped kitchen
This beautifully maintained mobile home is ready for its new owner. This three-bedroom, one bathroom home, has an open concept Kitchen/Livingroom area great for entertaining. Large primary suite at one end and the two remaining bedrooms are at the other end. This home has the added extra space of a screened in porch where you can enjoy the summer evenings sitting in your favorite chair or its currently ready for the winter months with carpet on the floor and a fireplace to keep you warm while you sit and enjoy this amazing flex space. A new roof was installed last year along with upgrades to the bathroom
This beautifully maintained mobile home is ready for its new owner. This three-bedroom, one bathroom home, has an open concept Kitchen/Livingroom area great for entertaining. Large primary suite at one end and the two remaining bedrooms are at the other end. This home has the added extra space of a screened in porch where you can enjoy the summer evenings sitting in your favorite chair or its currently ready for the winter months with carpet on the floor and a fireplace to keep you warm while you sit and enjoy this amazing flex space. A new roof was installed last year along with upgrades to the bathroom
USD 119,000
85 Browns Rd, Newfane, VT 05345 | MLS #5098
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House · for sale
USD 699,000
USD 421/sq.ft
85 Browns Rd, Newfane, VT 05345 | MLS #5098
Jacksonville village, Whitingham town Windham County Vermont
· 1,658 sq.ft · 3 Bedrooms · 2 Baths · House
· Fireplace · Equipped kitchen
Jacksonville village, Whitingham town Windham County Vermont · 1,658 sq.ft · 3 Bedrooms · 2 Baths · House · Fireplace · Equipped kitchen
Steeped in Vermont history and surrounded by more than 80 acres of fields, woods, and walking trails, this beautifully preserved Newfane farmhouse offers the rare opportunity to own a property where timeless character and modern comfort come together. Whether you're looking for a full-time residence, country retreat, or recreational property, this is a place to slow down and enjoy the beauty of every season. The home features 3 bedrooms, 2 bathrooms, wide plank wood floors, exposed hand-hewn beams, and thoughtfully updated living spaces that remain true to the home's historic roots. The renovated kitchen offers granite countertops, custom cabinetry, stainless steel appliances, and a spacious center island that naturally becomes the gathering place for family and friends. Three original working fireplaces create warmth and character throughout the home. One of the home's most remarkable features is its fully functional beehive oven, a rare piece of early New England craftsmanship that c
Steeped in Vermont history and surrounded by more than 80 acres of fields, woods, and walking trails, this beautifully preserved Newfane farmhouse offers the rare opportunity to own a property where timeless character and modern comfort come together. Whether you're looking for a full-time residence, country retreat, or recreational property, this is a place to slow down and enjoy the beauty of every season. The home features 3 bedrooms, 2 bathrooms, wide plank wood floors, exposed hand-hewn beams, and thoughtfully updated living spaces that remain true to the home's historic roots. The renovated kitchen offers granite countertops, custom cabinetry, stainless steel appliances, and a spacious center island that naturally becomes the gathering place for family and friends. Three original working fireplaces create warmth and character throughout the home. One of the home's most remarkable features is its fully functional beehive oven, a rare piece of early New England craftsmanship that c
USD 699,000
10 Deerfield Ave # 9
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Condo · for sale
USD 485,000
USD 556/sq.ft
10 Deerfield Ave # 9
Jacksonville village, Whitingham town Windham County Vermont
· 872 sq.ft · 2 Bedrooms · 2 Baths · Condo
· Patio · Office room · Equipped kitchen
Jacksonville village, Whitingham town Windham County Vermont · 872 sq.ft · 2 Bedrooms · 2 Baths · Condo · Patio · Office room · Equipped kitchen
Experience easy village living in this beautiful first-floor condominium in the heart of picturesque Shelburne Falls, one of Massachusetts' most desirable places to live. Blending historic mill charm with modern comfort, this inviting home features high ceilings, hardwood floors, and an open floor plan. The spacious layout offers seamless flow between the kitchen, dining area, and living room, perfect for entertaining, remote work, or relaxed everyday living. The primary bedroom features an ensuite bath and pocket doors open to a flexible space ideal as a second bedroom, sitting area, or home office. A second full bath with laundry adds convenience. Patio doors lead to a large enclosed sitting area, perfect for morning coffee, container gardening, or a place for your pet to relax. Overlooking the stunning glacial potholes, this unique mill is a short walk to the Bridge of Flowers, artisan shops, restaurants, and everything that makes this a special place to call home
Experience easy village living in this beautiful first-floor condominium in the heart of picturesque Shelburne Falls, one of Massachusetts' most desirable places to live. Blending historic mill charm with modern comfort, this inviting home features high ceilings, hardwood floors, and an open floor plan. The spacious layout offers seamless flow between the kitchen, dining area, and living room, perfect for entertaining, remote work, or relaxed everyday living. The primary bedroom features an ensuite bath and pocket doors open to a flexible space ideal as a second bedroom, sitting area, or home office. A second full bath with laundry adds convenience. Patio doors lead to a large enclosed sitting area, perfect for morning coffee, container gardening, or a place for your pet to relax. Overlooking the stunning glacial potholes, this unique mill is a short walk to the Bridge of Flowers, artisan shops, restaurants, and everything that makes this a special place to call home
USD 485,000
2 Cross Street
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House · for sale
USD 120,000
USD 48/sq.ft
2 Cross Street
Jacksonville village, Whitingham town Windham County Vermont
· 2,486 sq.ft · 4 Bedrooms · 2 Baths · House
Jacksonville village, Whitingham town Windham County Vermont · 2,486 sq.ft · 4 Bedrooms · 2 Baths · House
Bring your vision and creativity to this rustic farmhouse. Built with the craftsmanship and character, this home offers an opportunity to restore and customize a classic property to suit your needs and style. An ideal project for investors, contractors, or anyone looking to create their dream country home. Nestled in the scenic hills of Upper Buckland, the property enjoys a peaceful rural setting while remaining conveniently close to the vibrant village of Shelburne Falls, with its charming shops, restaurants, and local attractions. Outdoor enthusiasts will appreciate the proximity to Berkshire East Mountain Resort, the Deerfield River, hiking trails, and countless year-round recreational opportunities. Whether you're seeking a full-time residence, a weekend retreat, or a rewarding restoration project, this property is ready for its next chapter
Bring your vision and creativity to this rustic farmhouse. Built with the craftsmanship and character, this home offers an opportunity to restore and customize a classic property to suit your needs and style. An ideal project for investors, contractors, or anyone looking to create their dream country home. Nestled in the scenic hills of Upper Buckland, the property enjoys a peaceful rural setting while remaining conveniently close to the vibrant village of Shelburne Falls, with its charming shops, restaurants, and local attractions. Outdoor enthusiasts will appreciate the proximity to Berkshire East Mountain Resort, the Deerfield River, hiking trails, and countless year-round recreational opportunities. Whether you're seeking a full-time residence, a weekend retreat, or a rewarding restoration project, this property is ready for its next chapter
USD 120,000

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