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Riverside Retreat Tucked beside the gentle current of the Poultney River, this property offers the rare combination of natural beauty, functional space, and total flexibility. Three levels of thoughtfully designed living space invite you to spread out, settle in, and make it entirely your own. Step outside onto the expansive back deck - your front-row seat to the river's ever-changing scenery perfect for morning coffee, evening gatherings, or simply soaking in the tranquility that surrounds you. The animal barn and open pastures speak to a life lived closer to the land. Dream of horses, goats, or a hobby farm? The infrastructure is already in place. Prefer lush gardens, native meadows, or private green space? The land is yours to reimagine. Inside and out, this property rewards the visionary. Whether you're drawn to the riverfront setting, the multi-level floor plan, the agricultural possibilities, or simply the sheer breathing room, options abound at every turn. Room to live, grow, and dream - right on the Poultney River

3 Beds ⋅ 4 Baths ⋅ 5091332 MLS

Riverside Retreat Tucked beside the gentle current of the Poultney River, this property offers the rare combination of natural beauty, functional space, and total flexibility. Three levels of thoughtfully designed living space invite you to spread out, settle in, and make it entirely your own. Step outside onto the expansive back deck - your front-row seat to the river's ever-changing scenery perfect for morning coffee, evening gatherings, or simply soaking in the tranquility that surrounds you. The animal barn and open pastures speak to a life lived closer to the land. Dream of horses, goats, or a hobby farm? The infrastructure is already in place. Prefer lush gardens, native meadows, or private green space? The land is yours to reimagine. Inside and out, this property rewards the visionary. Whether you're drawn to the riverfront setting, the multi-level floor plan, the agricultural possibilities, or simply the sheer breathing room, options abound at every turn. Room to live, grow, and dream - right on the Poultney River

416 East St, Middletown Springs

$460,000

Breathtaking mountain views set the stage for this classic Gambrel-style home, offering the perfect blend of comfort, space, and natural beauty. Whether you're looking for a peaceful retreat or a place to gather with family and friends, this 2,700-square-foot home provides plenty of room to relax and entertain, both inside and out on its beautifully landscaped 1.5-acre property surrounded by meadows and forest. Inside, you'll find three spacious bedrooms plus a versatile bonus room that can serve as a first-floor bedroom, home office, or cozy den. The expansive eat-in kitchen is designed for hosting, with abundant workspace for preparing holiday meals and everyday favorites. It flows seamlessly into the open dining and living areas, where a warm gas stove creates an inviting focal point. Enjoy the outdoors from the screened porch or sunny open deck, perfect for taking in the peaceful setting and stunning mountain vistas. The partially finished basement offers additional living space for movie nights, games, or a recreation room, while the walk-out lower level includes a utility sink and gardening workspace ideal for plant enthusiasts and hobbyists. An attached two-car garage adds everyday convenience and makes Vermont winters a little easier. With its scenic setting, flexible floor plan, and welcoming spaces for every season, this home is a wonderful opportunity to enjoy mountain living at its best. Close to Lakes, biking/hiking trails, snowmobile trails, skiing, golf course and more. Back on the market due to buyer's inability to secure financing.

3 Beds ⋅ 3 Baths ⋅ 5086350 MLS

Breathtaking mountain views set the stage for this classic Gambrel-style home, offering the perfect blend of comfort, space, and natural beauty. Whether you're looking for a peaceful retreat or a place to gather with family and friends, this 2,700-square-foot home provides plenty of room to relax and entertain, both inside and out on its beautifully landscaped 1.5-acre property surrounded by meadows and forest. Inside, you'll find three spacious bedrooms plus a versatile bonus room that can serve as a first-floor bedroom, home office, or cozy den. The expansive eat-in kitchen is designed for hosting, with abundant workspace for preparing holiday meals and everyday favorites. It flows seamlessly into the open dining and living areas, where a warm gas stove creates an inviting focal point. Enjoy the outdoors from the screened porch or sunny open deck, perfect for taking in the peaceful setting and stunning mountain vistas. The partially finished basement offers additional living space for movie nights, games, or a recreation room, while the walk-out lower level includes a utility sink and gardening workspace ideal for plant enthusiasts and hobbyists. An attached two-car garage adds everyday convenience and makes Vermont winters a little easier. With its scenic setting, flexible floor plan, and welcoming spaces for every season, this home is a wonderful opportunity to enjoy mountain living at its best. Close to Lakes, biking/hiking trails, snowmobile trails, skiing, golf course and more. Back on the market due to buyer's inability to secure financing.

120 Dudley Rd, Middletown Springs

$360,000

Discover your own private getaway surrounded by 15 acres of forest, hills, cornfields and meadows. This log home has a 600+ square foot wrap around deck perfect for morning coffee or lazy afternoons. This home offers an open floor plan with two bedrooms and a loft. The basement offers a garage and storage space, or could be finished for more living space. Plenty of room to add on. The existing septic is permitted and installed for a 3 bedroom home. There is second septic location with water hookup and electric hookup that is used for a camper. Great for summer guests. Towards the back of the property there is a hunting camp and a sugar shack (no equipment). A true country paradise!

3 Beds ⋅ 1 Baths ⋅ 5090298 MLS

Discover your own private getaway surrounded by 15 acres of forest, hills, cornfields and meadows. This log home has a 600+ square foot wrap around deck perfect for morning coffee or lazy afternoons. This home offers an open floor plan with two bedrooms and a loft. The basement offers a garage and storage space, or could be finished for more living space. Plenty of room to add on. The existing septic is permitted and installed for a 3 bedroom home. There is second septic location with water hookup and electric hookup that is used for a camper. Great for summer guests. Towards the back of the property there is a hunting camp and a sugar shack (no equipment). A true country paradise!

227 Norton Rd, Middletown Springs

$339,000

Completely rebuilt and thoughtfully upgraded from top to bottom, this beautifully renovated 3-bedroom, 2-bath home in Middletown Springs offers the perfect blend of modern comfort and small-town Vermont charm. Taken down to the studs during an extensive 2020–2021 renovation, nearly every aspect of the home was replaced or improved, creating a truly move-in ready property with quality craftsmanship throughout. Inside, an inviting open-concept layout features gorgeous tongue-and-groove pickle pine ceilings, abundant natural light, and maple flooring throughout the kitchen, living, and dining areas. The beautifully updated kitchen includes granite countertops, custom cabinetry, and newer appliances, flowing seamlessly into the main living space centered around a custom oak gas fireplace surround with granite top. Both bathrooms were fully renovated with stylish tile work and updated fixtures. Major improvements include new plumbing, electrical service and wiring, insulation, drywall, windows, doors, siding, roofing, propane furnace, hot water heater, ducted heat pump with central A/C, water softener, and mineral remover. Outside, the property has been equally transformed with a widened and regraded driveway, expanded yard space, updated porches, underground dog fence, winterized dog kennel, and site preparation for a potential two-car garage. Recent 2025 improvements include spray foam insulation in the basement and crawl space, along with finished basement stairway walls, adding even more efficiency and functionality to this extensively improved home. A must see. Open House this Saturday May 16th from 10:30 to Noon

3 Beds ⋅ 2 Baths ⋅ 5088355 MLS

Completely rebuilt and thoughtfully upgraded from top to bottom, this beautifully renovated 3-bedroom, 2-bath home in Middletown Springs offers the perfect blend of modern comfort and small-town Vermont charm. Taken down to the studs during an extensive 2020–2021 renovation, nearly every aspect of the home was replaced or improved, creating a truly move-in ready property with quality craftsmanship throughout. Inside, an inviting open-concept layout features gorgeous tongue-and-groove pickle pine ceilings, abundant natural light, and maple flooring throughout the kitchen, living, and dining areas. The beautifully updated kitchen includes granite countertops, custom cabinetry, and newer appliances, flowing seamlessly into the main living space centered around a custom oak gas fireplace surround with granite top. Both bathrooms were fully renovated with stylish tile work and updated fixtures. Major improvements include new plumbing, electrical service and wiring, insulation, drywall, windows, doors, siding, roofing, propane furnace, hot water heater, ducted heat pump with central A/C, water softener, and mineral remover. Outside, the property has been equally transformed with a widened and regraded driveway, expanded yard space, updated porches, underground dog fence, winterized dog kennel, and site preparation for a potential two-car garage. Recent 2025 improvements include spray foam insulation in the basement and crawl space, along with finished basement stairway walls, adding even more efficiency and functionality to this extensively improved home. A must see. Open House this Saturday May 16th from 10:30 to Noon

31 West St, Middletown Springs

$325,000

Tucked away near the end of historic Montvert Road in the charming town of Middletown Springs and just a short walk from the renowned Mineral Springs Park, this peaceful Vermont property offers a true storybook setting. Situated on a picturesque one-acre lot, you'll enjoy the tranquility of nature from the comfort of your own backyard. Relax on the side deck with your morning coffee or unwind in the evening while listening to the river, watching deer, birds, and other wildlife wander through the neighboring meadow. Lovingly cared for by the same family for many years, this spacious ranch is ready for its next chapter. Designed for easy one-level living, the home offers generous living space for family and guests, with additional partially finished space in the lower-level featuring a cozy fireplace, half bath, and bar, perfect for entertaining, hobbies, or a recreation room. The main level fireplace creates a warm and inviting atmosphere, while both a wood furnace and an oil furnace provide flexible heating options for Vermont's changing seasons. An attached two-car garage offers ample space for vehicles and outdoor gear, and the well-maintained two-story barn, dating back to the 1850s, presents endless possibilities for storage, a workshop, studio, or recreational space. Whether you're drawn to its timeless character or envision updating it with your own personal style, this property offers an exceptional opportunity to create your dream home in an idyllic country setting. Conveniently located less than a mile from Middletown Springs Elementary School, with school choice beginning in seventh grade, and under 30 minutes from Rutland, this home provides the perfect balance of peaceful rural living and everyday convenience. If you've been dreaming of a place where you can slow down, embrace Vermont's natural beauty, and fall asleep to the calming sounds of the Poultney River, this special property is ready to welcome you home.

4 Beds ⋅ 3 Baths ⋅ 5098845 MLS

Tucked away near the end of historic Montvert Road in the charming town of Middletown Springs and just a short walk from the renowned Mineral Springs Park, this peaceful Vermont property offers a true storybook setting. Situated on a picturesque one-acre lot, you'll enjoy the tranquility of nature from the comfort of your own backyard. Relax on the side deck with your morning coffee or unwind in the evening while listening to the river, watching deer, birds, and other wildlife wander through the neighboring meadow. Lovingly cared for by the same family for many years, this spacious ranch is ready for its next chapter. Designed for easy one-level living, the home offers generous living space for family and guests, with additional partially finished space in the lower-level featuring a cozy fireplace, half bath, and bar, perfect for entertaining, hobbies, or a recreation room. The main level fireplace creates a warm and inviting atmosphere, while both a wood furnace and an oil furnace provide flexible heating options for Vermont's changing seasons. An attached two-car garage offers ample space for vehicles and outdoor gear, and the well-maintained two-story barn, dating back to the 1850s, presents endless possibilities for storage, a workshop, studio, or recreational space. Whether you're drawn to its timeless character or envision updating it with your own personal style, this property offers an exceptional opportunity to create your dream home in an idyllic country setting. Conveniently located less than a mile from Middletown Springs Elementary School, with school choice beginning in seventh grade, and under 30 minutes from Rutland, this home provides the perfect balance of peaceful rural living and everyday convenience. If you've been dreaming of a place where you can slow down, embrace Vermont's natural beauty, and fall asleep to the calming sounds of the Poultney River, this special property is ready to welcome you home.

18 Montvert Rd, Middletown Springs

$317,000

Step into history and comfort with this 3+ bedroom, 2.5-bath Colonial nestled in the heart of Middletown Springs. This beautiful home boasts timeless character with original moldings, natural pine floors, and a durable slate roof that speaks to its enduring quality. Two inviting brick fireplaces add warmth and charm to the spacious living areas, making this home as cozy as it is elegant. The property’s outdoor spaces are equally impressive. Surround yourself with extensive perennial gardens, raised vegetable beds, and established blueberry and raspberry bushes—perfect for the gardening enthusiast, just needing a little TLC. A garden shed/wood shed provides additional convenience, while the attached garage offers functionality and storage. Modern updates complement the home’s historic character, including fiber optic internet for seamless connectivity. Outdoor lovers will enjoy easy access to skiing at Okemo, Pico, and Killington, swimming and boating on nearby Lake St. Catherine and Lake Bomoseen, and just minutes from the extensive biking network of Slate Valley Trails. This is more than just a home—it’s a lifestyle, offering a rare blend of history, beauty, and modern amenities in a picturesque Vermont setting. School choice for grades 7–12.

4 Beds ⋅ 3 Baths ⋅ 5058137 MLS

Step into history and comfort with this 3+ bedroom, 2.5-bath Colonial nestled in the heart of Middletown Springs. This beautiful home boasts timeless character with original moldings, natural pine floors, and a durable slate roof that speaks to its enduring quality. Two inviting brick fireplaces add warmth and charm to the spacious living areas, making this home as cozy as it is elegant. The property’s outdoor spaces are equally impressive. Surround yourself with extensive perennial gardens, raised vegetable beds, and established blueberry and raspberry bushes—perfect for the gardening enthusiast, just needing a little TLC. A garden shed/wood shed provides additional convenience, while the attached garage offers functionality and storage. Modern updates complement the home’s historic character, including fiber optic internet for seamless connectivity. Outdoor lovers will enjoy easy access to skiing at Okemo, Pico, and Killington, swimming and boating on nearby Lake St. Catherine and Lake Bomoseen, and just minutes from the extensive biking network of Slate Valley Trails. This is more than just a home—it’s a lifestyle, offering a rare blend of history, beauty, and modern amenities in a picturesque Vermont setting. School choice for grades 7–12.

21 West St, Middletown Springs

$285,000

Circa 1850 farmhouse with detached 2-car garage on 9.9 acre lot on scenic country road. Offering a large mud room before entering the spacious kitchen and walk-in pantry. The well proportioned dining room, living room and porch complete the 1st level of this home. Upstairs you will find three bedrooms and a bath. Upgrades include windows, insulation and heating system. Less than a 30 minute drive to Manchester and most of Rutland county this is the perfect centralized location. Make an appointment today to see this lovely property. Motivated Sellers - Bring your offer!!

4 Beds ⋅ 2 Baths ⋅ 5081575 MLS

Circa 1850 farmhouse with detached 2-car garage on 9.9 acre lot on scenic country road. Offering a large mud room before entering the spacious kitchen and walk-in pantry. The well proportioned dining room, living room and porch complete the 1st level of this home. Upstairs you will find three bedrooms and a bath. Upgrades include windows, insulation and heating system. Less than a 30 minute drive to Manchester and most of Rutland county this is the perfect centralized location. Make an appointment today to see this lovely property. Motivated Sellers - Bring your offer!!

180 North St, Middletown Springs

$252,500

Nestled on 10 peaceful acres in the countryside, this foreclosure property offers a rare opportunity to create your dream rural retreat. The home features three spacious bedrooms and two full bathrooms, with generously sized rooms that invite natural light and promise comfortable living. A charming fireplace anchors the living area, perfect for cozy evenings, while original wood floors throughout add warmth and character. The layout is functional and full of potential, with “good bones” that provide a solid foundation for renovation and personalization. Though the home needs some TLC and updating, its rustic charm and expansive setting make it a worthwhile investment for those with vision. Imagine restoring the wood floors to their former glory, modernizing the kitchen and baths, and transforming the large rooms into inviting spaces tailored to your style. Outside, the 10 acres offer endless possibilities; from gardening and recreation to building out additional amenities. Whether you're looking for a quiet homestead or a fixer-upper with room to grow, this property is a canvas waiting for your touch. Only owner occupant buyers are eligible for first 30 days of listing through First Look Program. Only Owner-occupied offers will be considered for the first 30 days. Investor offers considered after 30 day period.

3 Beds ⋅ 2 Baths ⋅ 5066617 MLS

Nestled on 10 peaceful acres in the countryside, this foreclosure property offers a rare opportunity to create your dream rural retreat. The home features three spacious bedrooms and two full bathrooms, with generously sized rooms that invite natural light and promise comfortable living. A charming fireplace anchors the living area, perfect for cozy evenings, while original wood floors throughout add warmth and character. The layout is functional and full of potential, with “good bones” that provide a solid foundation for renovation and personalization. Though the home needs some TLC and updating, its rustic charm and expansive setting make it a worthwhile investment for those with vision. Imagine restoring the wood floors to their former glory, modernizing the kitchen and baths, and transforming the large rooms into inviting spaces tailored to your style. Outside, the 10 acres offer endless possibilities; from gardening and recreation to building out additional amenities. Whether you're looking for a quiet homestead or a fixer-upper with room to grow, this property is a canvas waiting for your touch. Only owner occupant buyers are eligible for first 30 days of listing through First Look Program. Only Owner-occupied offers will be considered for the first 30 days. Investor offers considered after 30 day period.

429 Coy Hill Rd, Middletown Springs

$244,000

Have you ever wanted to own your own little general store in the middle of a quintessential Vermont town? The only game weighing and reporting station around this area. Superior location in the heart of the town center making this the community hot spot. Offering many unique products, deli- grab n' go, coffee station, local products, beer, wine and general staples. Current owner has made many upgrades with the deer weigh station, deli, new reinforcement of the porch, the addition of the shed for additional storage with still room to expand and porta-potty. Whole house unit central air; forced hot air for year-round comfort. Being in a small close knit rural community feat and boasting civic engagement with not another store around for 10+ miles help to generate a steady flow of business with good revenue. This is truly "a gem in the hills".

5018377 MLS

Have you ever wanted to own your own little general store in the middle of a quintessential Vermont town? The only game weighing and reporting station around this area. Superior location in the heart of the town center making this the community hot spot. Offering many unique products, deli- grab n' go, coffee station, local products, beer, wine and general staples. Current owner has made many upgrades with the deer weigh station, deli, new reinforcement of the porch, the addition of the shed for additional storage with still room to expand and porta-potty. Whole house unit central air; forced hot air for year-round comfort. Being in a small close knit rural community feat and boasting civic engagement with not another store around for 10+ miles help to generate a steady flow of business with good revenue. This is truly "a gem in the hills".

8 East St, Middletown Springs

$235,000

5095710 MLS

Spruce Knob Rd, Middletown Springs

$225,000

Spacious 4 bedroom, 2 bath contemporary located on a quiet country road. The house has over 3,500 sg.ft. of living space with plenty of natural light. There is a large 28'x48' three bay garage/workshop with walk up storage area. The 12.7 acre parcel offers western views of the mountains beyond. There are two ponds, brook and meadows surrounded by mature forestland that provide ideal habitat for deer and wild turkey that roam the property. Also, close proximity to Lake St. Catherine Park & Country Club, Slate Valley Biking Trails and the Dorset- Manchester area.

4 Beds ⋅ 2 Baths ⋅ 5056090 MLS

Spacious 4 bedroom, 2 bath contemporary located on a quiet country road. The house has over 3,500 sg.ft. of living space with plenty of natural light. There is a large 28'x48' three bay garage/workshop with walk up storage area. The 12.7 acre parcel offers western views of the mountains beyond. There are two ponds, brook and meadows surrounded by mature forestland that provide ideal habitat for deer and wild turkey that roam the property. Also, close proximity to Lake St. Catherine Park & Country Club, Slate Valley Biking Trails and the Dorset- Manchester area.

164 Garron Rd, Middletown Springs

$144,000

Calling All Homesteaders! This 13 acre hillside homestead is a rare opportunity to get in on the ground level. The property is a house, not a seasonal camp, with a one room bedroom/kitchen/living area and a private bath. The year-round space is attached to an unfinished gambrel-roof structure with a wood stove and loft. The house features a pumped spring water system, has a design and permit in place to expand the current septic system for a 3 bedroom home, and is equipped with several coops, lofts, and shelters for raising poultry. At the higher elevation the land levels out into a beautiful hardwood forest with abundant wildlife. So roll up your sleeves and get going on this “As Is” opportunity with fiber optic internet and school choice for grades 7-12. No drive-bys please.

1 Beds ⋅ 1 Baths ⋅ 5088151 MLS

Calling All Homesteaders! This 13 acre hillside homestead is a rare opportunity to get in on the ground level. The property is a house, not a seasonal camp, with a one room bedroom/kitchen/living area and a private bath. The year-round space is attached to an unfinished gambrel-roof structure with a wood stove and loft. The house features a pumped spring water system, has a design and permit in place to expand the current septic system for a 3 bedroom home, and is equipped with several coops, lofts, and shelters for raising poultry. At the higher elevation the land levels out into a beautiful hardwood forest with abundant wildlife. So roll up your sleeves and get going on this “As Is” opportunity with fiber optic internet and school choice for grades 7-12. No drive-bys please.

307 South St, Middletown Springs

$115,000

Welcome home to this beautiful 4.5 acre lot featuring rolling meadows, stone walls, and southern exposure! Stunning views await through the fringe of mature maple trees. This desirable location, on the market for the first time in almost 50 years, boasts fiber optic cable, school choice for grades 7-12, and soil tests confirming suitability for a 3 bedroom mound septic system. The charming village of Middletown Springs is near Lake St Catherine and Lake Bomoseen, the extensive Slate Valley Trail System, and less than an hour to Killington. Okemeo, and Bromley ski areas. Whether you are wanting to relocate, retire, or simple revel in a beautiful piece of Vermont, this is it!

5088132 MLS

Welcome home to this beautiful 4.5 acre lot featuring rolling meadows, stone walls, and southern exposure! Stunning views await through the fringe of mature maple trees. This desirable location, on the market for the first time in almost 50 years, boasts fiber optic cable, school choice for grades 7-12, and soil tests confirming suitability for a 3 bedroom mound septic system. The charming village of Middletown Springs is near Lake St Catherine and Lake Bomoseen, the extensive Slate Valley Trail System, and less than an hour to Killington. Okemeo, and Bromley ski areas. Whether you are wanting to relocate, retire, or simple revel in a beautiful piece of Vermont, this is it!

00 Spruce Knob Rd, Middletown Springs

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