112 houses for sale in South Dorset

Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond and Mountain Views Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space, privacy, and flexibility in one memorable setting. The main home welcomes you with a light-filled sunroom, a wonderful place to relax and enjoy the surrounding scenery. The renovated eat in kitchen with a fireplace features beautiful, leathered granite countertops, stainless steel appliances while the spacious living room offers a propane stove, creating a warm and inviting atmosphere on cozy Vermont winter evenings. A comfortable den on the first floor provides additional living or office space. Upstairs, the home features three charming bedrooms and two additional bathrooms, offering plenty of room for f

Nestled in one of Vermont's most coveted villages, this three-bedroom, two-bathroom home is a canvas waiting for your creative vision. Priced well below assessed value, this property represents a rare opportunity to build equity from day one while enjoying the charm of quintessential New England living. The generous lot gives you room to breathe, garden, or simply watch the seasons paint the Green Mountains in ever-changing color. A massive barn stands ready for transformation - imagine your dream workshop, art studio, or even a small business headquarters tucked into this idyllic setting. The property also includes an accessory dwelling unit, offering flexible options for guests, rental income, or additional living space that makes financial sense. The barn and ADU ready for your touches all cleaned out and ready for your toys and guests. The home itself invites renovation-minded buyers to roll up their sleeves and craft something truly special. Whether you envision a modern farmhouse

Village Mixed Use zoned Residence and Separate cottage located in the Hamlett of South Dorset. nearby Dorset's elementary School and Sheldon's Market. Conveniently located 3 miles from Manchester Ctr to the South or Dorset Village to the North. The main house offers 1350 SF, 2 bedrooms with overflow room, large closet, and sunroom entrance. The cottage is 675 SF with one bedroom and a great-room with 3/4 bath. The Hot Air furnace is a couple years old. there's also a wood stove. The Cottage is heated by propane. The cook's kitchens in both residences enjoy open great-room style living and have all appliances including gas ranges, refrigerators and dishwashers. there's laundry as well in both dwellings. See the Dorset Village Mixed Use zoning documents attached allowing retail, hospitality, home office services. etc. Please also note Dorset Short Term rental regulations. There are tenants and appts required with 24-48 hour notice

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas and a more park-like relationship between house and land. Inside, the home is substantial and highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, and a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, and longer Vermont stays. A enormous mudroom provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, and outdoor equipment. The full basement adds exceptional stora

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you've been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout

Charming Raised Ranch on 2 Acres - Dorset, VT Welcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space. 3 Bedrooms | 2 Full Baths | 2-Car Attached Garage Step inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday living and entertaining. Enjoy the outdoors on your private deck, overlooking a fenced-in backyard ideal for kids, pets, or gardening. The lower level features a cozy family room with fireplace, creating a warm retreat for Vermont winters, plus a separate den/office - perfect for working from home or additional guest space. Additional Features: - Corner lot offering extra space and privacy - Attached two-car garage for convenience - Quiet, desirable Dorset location - Close to schools, shopping, and outdoor recreation This home is a perfect blend of function and charm - a must-see for anyone seeking space

Privacy. Design. Nature. Possibility.* Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room. Wrapped in beautiful clear cedar siding, the residence is modern without feeling stark-warm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space. The open-concept main level is designed for *effortless single-level living*, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feel

Nestled in a picturesque Dorset, Vermont setting, this classic 1850 farmhouse offers an affordable opportunity to create the home of your dreams. Situated on a manageable quarter-acre lot, the property features a detached two-car garage, two additional outbuildings, screened in porch, enclosed three season porch and established perennial plantings with classic New England character throughout. Don't miss the new windows, fresh paint and new carpeting.Filled with warmth and historic charm, this 2 bed, 1 bath, home is ready for its next chapter. Whether you're seeking a full-time residence, weekend retreat, or investment opportunity, you'll appreciate the convenient location close to shopping, dining, outdoor recreation, and all the amenities of the Dorset and Manchester area. Bring your vision and unlock the potential of this charming farmhouse, where timeless appeal and a desirable Vermont location come together to create a truly special offering. Don't let this affordable options get

Spring Meadow is textured with history and offers 10 acres of idyllic landscaping featuring the Ethan Allen Spring, a refreshing brook, perennial and vegetable gardens, wild flower meadow, orchard trees, trails throughout 10 acres, and a house that was moved to the site in the 1920's and lovingly added onto creating 2457 SF of one floor living with a separate guest cottage that is privately set back off of the Dorset West Road! The property has not been on the open real estate market in generations. Spring Meadow is pure complimentary indoor-outdoor living at its best. Character and architectural detail at every turn brings tremendous warmth and interest to the numerous living areas offering quiet nooks or open gathering spaces. The main house offers two comfortable bedrooms with potential overflow loft area which is now the office. The guest cottage is a one bedroom retreat with 2/3 bath and wet bar-sitting area. The residence's vaulted living room, kitchen and sunroom are to the back

Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities of Southern Vermont. Offering four bedrooms, three baths, and a welcoming three-season sunroom, the home reflects the craftsmanship and charm of a bygone era while awaiting its next steward to bring fresh vision and thoughtful updates. The level grounds feature mature trees, established landscaping, a quaint shed, a flagpole, and a distinctive outdoor stone wood-fired grill-creating a peaceful backdrop for gatherings and everyday enjoyment. Located in the Village Mixed Use district there are various commercial possibilities that are available to the next owner. Rich in history and lovingly liv

Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities of Southern Vermont. Offering four bedrooms, three baths, and a welcoming three-season sunroom, the home reflects the craftsmanship and charm of a bygone era while awaiting its next steward to bring fresh vision and thoughtful updates. The level grounds feature mature trees, established landscaping, a quaint shed, a flagpole, and a distinctive outdoor stone wood-fired grill-creating a peaceful backdrop for gatherings and everyday enjoyment. Located in the Village Mixed Use district there are various commercial possibilities that are available to the next owner. Rich in history and lovingly liv

Village Mixed Use zoned Residence and Separate cottage located in the Hamlett of South Dorset. nearby Dorset's elementary School and Sheldon's Market. Conveniently located 3 miles from Manchester Ctr to the South or Dorset Village to the North. The main house offers 1350 SF, 2 bedrooms with overflow room, large closet, and sunroom entrance. The cottage is 675 SF with one bedroom and a great-room with 3/4 bath. The Hot Air furnace is a couple years old. there's also a wood stove. The Cottage is heated by propane. The cook's kitchens in both residences enjoy open great-room style living and have all appliances including gas ranges, refrigerators and dishwashers. there's laundry as well in both dwellings. See the Dorset Village Mixed Use zoning documents attached allowing retail, hospitality, home office services. etc. Please also note Dorset Short Term rental regulations. There are tenants and appts required with 24-48 hour notice

Spring Meadow is textured with history and offers 10 acres of idyllic landscaping featuring the Ethan Allen Spring, a refreshing brook, perennial and vegetable gardens, wild flower meadow, orchard trees, trails throughout 10 acres, and a house that was moved to the site in the 1920's and lovingly added onto creating 2457 SF of one floor living with a separate guest cottage that is privately set back off of the Dorset West Road! The property has not been on the open real estate market in generations. Spring Meadow is pure complimentary indoor-outdoor living at its best. Character and architectural detail at every turn brings tremendous warmth and interest to the numerous living areas offering quiet nooks or open gathering spaces. The main house offers two comfortable bedrooms with potential overflow loft area which is now the office. The guest cottage is a one bedroom retreat with 2/3 bath and wet bar-sitting area. The residence's vaulted living room, kitchen and sunroom are to the back

Making its first appearance on the market in generations, this beloved circa-1850 New Englander is filled with warmth, character, and endless potential. Situated on 1.5 picturesque acres along Route 30, midway between the charming villages of Dorset and Manchester, the property offers an exceptional setting with easy access to local shops, restaurants, hiking trails, skiing, and all the amenities of Southern Vermont. Offering four bedrooms, three baths, and a welcoming three-season sunroom, the home reflects the craftsmanship and charm of a bygone era while awaiting its next steward to bring fresh vision and thoughtful updates. The level grounds feature mature trees, established landscaping, a quaint shed, a flagpole, and a distinctive outdoor stone wood-fired grill-creating a peaceful backdrop for gatherings and everyday enjoyment. Located in the Village Mixed Use district there are various commercial possibilities that are available to the next owner. Rich in history and lovingly liv

Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond and Mountain Views Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space, privacy, and flexibility in one memorable setting. The main home welcomes you with a light-filled sunroom, a wonderful place to relax and enjoy the surrounding scenery. The renovated eat in kitchen with a fireplace features beautiful, leathered granite countertops, stainless steel appliances while the spacious living room offers a propane stove, creating a warm and inviting atmosphere on cozy Vermont winter evenings. A comfortable den on the first floor provides additional living or office space. Upstairs, the home features three charming bedrooms and two additional bathrooms, offering plenty of room for f

Nestled in one of Vermont's most coveted villages, this three-bedroom, two-bathroom home is a canvas waiting for your creative vision. Priced well below assessed value, this property represents a rare opportunity to build equity from day one while enjoying the charm of quintessential New England living. The generous lot gives you room to breathe, garden, or simply watch the seasons paint the Green Mountains in ever-changing color. A massive barn stands ready for transformation - imagine your dream workshop, art studio, or even a small business headquarters tucked into this idyllic setting. The property also includes an accessory dwelling unit, offering flexible options for guests, rental income, or additional living space that makes financial sense. The barn and ADU ready for your touches all cleaned out and ready for your toys and guests. The home itself invites renovation-minded buyers to roll up their sleeves and craft something truly special. Whether you envision a modern farmhouse

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas and a more park-like relationship between house and land. Inside, the home is substantial and highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, and a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, and longer Vermont stays. A enormous mudroom provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, and outdoor equipment. The full basement adds exceptional stora

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you've been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout

Beautiful Dorset Contemporary Offering Privacy, Comfort, and Easy Living. If you've been looking for a private Vermont retreat with room to relax, entertain, and enjoy the beauty of every season, this exceptional custom home may be the perfect fit. Built in 1996 by respected Dorset builder Keith Dodson, this thoughtfully designed 5,731 sq. ft. contemporary sits on 12.15 peaceful acres with a pond and detached four-car garage. Inside, the home offers a welcoming and comfortable layout with 9 rooms, hardwood floors, radiant heat, central air with four zones, and a partial-house generator for added peace of mind. The kitchen features cherry cabinets, Corian countertops, a large island, cathedral ceiling, and easy access to the screened porch, an ideal spot for morning coffee or quiet summer evenings. The dramatic great room creates a wonderful gathering space, with its soaring two-story cathedral ceiling, skylights, exposed beams, built-ins, window seats, and balcony overlook. Throughout

Where Vermont Living Feels Effortless Dorset Home, Guest Cottage, Pond and Mountain Views Settle into the beauty of Dorset with a property that feels like a true Vermont retreat. This lovingly maintained offering pairs a welcoming main residence with a separate one-bedroom cottage, 4.5 acres of open land, a private pond, and beautiful views creating a rare opportunity to enjoy space, privacy, and flexibility in one memorable setting. The main home welcomes you with a light-filled sunroom, a wonderful place to relax and enjoy the surrounding scenery. The renovated eat in kitchen with a fireplace features beautiful, leathered granite countertops, stainless steel appliances while the spacious living room offers a propane stove, creating a warm and inviting atmosphere on cozy Vermont winter evenings. A comfortable den on the first floor provides additional living or office space. Upstairs, the home features three charming bedrooms and two additional bathrooms, offering plenty of room for f

Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas and a more park-like relationship between house and land. Inside, the home is substantial and highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, and a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, and longer Vermont stays. A enormous mudroom provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, and outdoor equipment. The full basement adds exceptional stora

Spring Meadow is textured with history and offers 10 acres of idyllic landscaping featuring the Ethan Allen Spring, a refreshing brook, perennial and vegetable gardens, wild flower meadow, orchard trees, trails throughout 10 acres, and a house that was moved to the site in the 1920's and lovingly added onto creating 2457 SF of one floor living with a separate guest cottage that is privately set back off of the Dorset West Road! The property has not been on the open real estate market in generations. Spring Meadow is pure complimentary indoor-outdoor living at its best. Character and architectural detail at every turn brings tremendous warmth and interest to the numerous living areas offering quiet nooks or open gathering spaces. The main house offers two comfortable bedrooms with potential overflow loft area which is now the office. The guest cottage is a one bedroom retreat with 2/3 bath and wet bar-sitting area. The residence's vaulted living room, kitchen and sunroom are to the back

Privacy. Design. Nature. Possibility.* Tucked away on 12.3 acres, this exceptional contemporary retreat is the kind of property that makes you slow down the moment you arrive. A peaceful pond, mature woodlands, and complete privacy create an extraordinary setting, while the home's thoughtful architecture brings the beauty of the outdoors into every room. Wrapped in beautiful clear cedar siding, the residence is modern without feeling stark-warm, inviting, and incredibly livable. Expansive windows flood the home with natural light and capture tranquil views in every season. Rich ash floors add warmth and texture, while the dramatic circular fireplace provides a striking architectural focal point and an unforgettable gathering space. The open-concept main level is designed for *effortless single-level living*, with an easy flow from the kitchen to dining and living spaces and directly outdoors. Whether you're hosting a crowd or enjoying a quiet morning overlooking the pond, the home feel

Charming Raised Ranch on 2 Acres - Dorset, VT Welcome to your new home in the heart of Dorset! Nestled on a beautifully landscaped 2-acre corner lot, this inviting raised ranch offers privacy, comfort, and versatile living space. 3 Bedrooms 2 Full Baths 2-Car Attached Garage Step inside to find a bright living room that flows seamlessly into the eat-in kitchen, perfect for everyday living and entertaining. Enjoy the outdoors on your private deck, overlooking a fenced-in backyard ideal for kids, pets, or gardening. The lower level features a cozy family room with fireplace, creating a warm retreat for Vermont winters, plus a separate den/office - perfect for working from home or additional guest space. Additional Features: - Corner lot offering extra space and privacy - Attached two-car garage for convenience - Quiet, desirable Dorset location - Close to schools, shopping, and outdoor recreation This home is a perfect blend of function and charm - a must-see for anyone seeking space, co

This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample off street parking behind the building. Each apartment has its own energy efficient propane heater. Backup electric baseboard heat is also available. Each apartment has it's own electric hot water tank which is on the tenant's electric service. Each apartment is separately metered and has a separate service panel. Almost all the windows are energy efficient replacements. The in town location provides tenants with easy access to all the amenities that Manchester has to offer. The listing agent is related to one of the owners of the property

This 4 unit multi family property located in Manchester's Depot district has been owned and managed by the same partnership group for almost 40 years. The property is fully occupied with good tenants and is in excellent condition. There are two apartments on the first floor and two apartments on the second floor. There is ample off street parking behind the building. Each apartment has its own energy efficient propane heater. Backup electric baseboard heat is also available. Each apartment has it's own electric hot water tank which is on the tenant's electric service. Each apartment is separately metered and has a separate service panel. Almost all the windows are energy efficient replacements. The in town location provides tenants with easy access to all the amenities that Manchester has to offer. The listing agent is related to one of the owners of the property

THE PROGRAM: $75K GIFT TO BUYER- USE HOWEVER THEY SEE FIT- CALL FOR FURTHER DETAILS: Purchase Price Assistance/ Mortgage Payment Reduction:Eligibility Requirements: * Vermont Residency or Residency at time of Purchase * First Time Homebuyer * Qualify for a Bank Mortgage * 10% Down Payment. Homes Designed to Strengthen and Enrich the Manchester Community Jamesons Flats was thoughtfully developed to ensure that dedicated, skilled Vermonters have the opportunity to live, grow, and thrive right here in Manchester. A strong community depends on a stable and supported local workforce-and that begins with access to reliable, high-quality housing. Jamesons Flats offers beautifully crafted, energy-efficient homes designed with the full-time resident in mind, featuring garages, basements, and smart, functional storage throughout

Looking for a unique opportunity for equity growth' This is it! Location, location, location. Highly desirable Highland Avenue is one of those rare streets with character homes that is literally only a few walking blocks to town. If you are lucky enough to own this charming 3- bedroom home offering 1,663 sq ft of living space, you will enjoy easy access to the library, local shops, coffee spots, and restaurants right at your doorstep.This home already checks the important boxes; location, size, character, generous living space, and flexible layout. What it has room for is your personal customization and updating. And that is exactly why you should own it. Whether you are a first-time buyer, investor, or someone looking to create your dream home in a prime location, this property offers exceptional potential. Being offered at an entry level price for a high end market, room for growth is there. Here is the best part. When you need a break, you can relax in your charming garden complete

This historic 10-unit inn operation presents a unique opportunity to acquire and reposition a property with deep roots in Manchester Center's hospitality history. Originally known as the 1878 Carriage House, the property has long served as lodging for visitors to one of Southern Vermont's premier four-season destinations. Located on Main Street in Manchester Center, the property offers an excellent foundation for an investor, owner/operator, or hospitality group looking to capitalize on the area's strong tourism demand. With 10 existing units, the property provides immediate scale with significant potential to increase revenue through renovation, modernization, increased room count, and a refreshed lodging concept. Manchester Center's year-round attractions include world-class skiing, golf, shopping, dining, hiking, and outdoor recreation, creating demand across multiple seasons. The property's location and historic identity provide an opportunity to bring the Carriage House back to pr

This historic 10-unit inn operation presents a unique opportunity to acquire and reposition a property with deep roots in Manchester Center's hospitality history. Originally known as the 1878 Carriage House, the property has long served as lodging for visitors to one of Southern Vermont's premier four-season destinations. Located on Main Street in Manchester Center, the property offers an excellent foundation for an investor, owner/operator, or hospitality group looking to capitalize on the area's strong tourism demand. With 10 existing units, the property provides immediate scale with significant potential to increase revenue through renovation, modernization, increased room count, and a refreshed lodging concept. Manchester Center's year-round attractions include world-class skiing, golf, shopping, dining, hiking, and outdoor recreation, creating demand across multiple seasons. The property's location and historic identity provide an opportunity to bring the Carriage House back to pr