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A picturesque, private home with lovely views from every room. Set back from the road in a pastoral setting, it is quiet and tranquil. The moment you enter through the front covered porch, you are greeted by abundant natural light and breathtaking views. The open floor concept is inviting, and the beautiful timbers were milled from the land. The original owner, who has owned the home for 47 years, adores it. The spacious and peaceful living room features a soothing fireplace. The first floor has a large primary bedroom, a full bath, a laundry room, and another room perfect for an office or bonus room. Upstairs are two spacious bedrooms and another full bathroom. The full basement is ideal for a workshop, featuring additional heat with a wood boiler and a walk-out exit. The 10 x 27 screened-in porch is ideal for family gatherings, and the expansive Trex decks, along with the alluring pool and hot tub, will create lasting memories. The location offers seclusion and accessibility, situated minutes from the historic Guilford Country store and Interstate 91. You will love coming home and never want to leave. Additional 2.8 +/- acreage available for $89,000 only with house purchase.

3 Beds ⋅ 2 Baths ⋅ 5087831 MLS

A picturesque, private home with lovely views from every room. Set back from the road in a pastoral setting, it is quiet and tranquil. The moment you enter through the front covered porch, you are greeted by abundant natural light and breathtaking views. The open floor concept is inviting, and the beautiful timbers were milled from the land. The original owner, who has owned the home for 47 years, adores it. The spacious and peaceful living room features a soothing fireplace. The first floor has a large primary bedroom, a full bath, a laundry room, and another room perfect for an office or bonus room. Upstairs are two spacious bedrooms and another full bathroom. The full basement is ideal for a workshop, featuring additional heat with a wood boiler and a walk-out exit. The 10 x 27 screened-in porch is ideal for family gatherings, and the expansive Trex decks, along with the alluring pool and hot tub, will create lasting memories. The location offers seclusion and accessibility, situated minutes from the historic Guilford Country store and Interstate 91. You will love coming home and never want to leave. Additional 2.8 +/- acreage available for $89,000 only with house purchase.

49 Oles Dr, Guilford

$609,000

SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and public water and sewer. Many units have private entrances – wow! On-site laundry, too! It’s time to diversify, and acquiring a steady income stream is the best way forward!!! Excellent investment with superb ROI potential. LOCATION & OPPORTUNITY. This is THE ONE for you. Do NOT miss out! Private showings on request.

5102102 MLS

SUPERB OPPORTUNITY to acquire one of Brattleboro’s nicest multi-family, investment properties!! Situated in one of THE BEST neighborhoods in Brattleboro, Vermont, this sweet, money-maker offers 7 units on a quiet street that is SOOO close to downtown Brattleboro. What every investor dreams of!!! Location, quality condition and build, spacious unit size, superb level, off-street parking, and public water and sewer. Many units have private entrances – wow! On-site laundry, too! It’s time to diversify, and acquiring a steady income stream is the best way forward!!! Excellent investment with superb ROI potential. LOCATION & OPPORTUNITY. This is THE ONE for you. Do NOT miss out! Private showings on request.

50 Terrace St, Brattleboro

$606,400

Beautifully maintained and updated expanded chalet in the Dover Hills, just a short drive from the Mount Snow ski resort. The current owners have taken care to keep the original charm of this home while adding rustic features and recent beautiful updates to allow for turn key enjoyment. Off the side of a private cul-de-sac, this home sits on a level double lot with ample parking and pull through drive, detached three car, three story radiant heated garage with extra storage space, stone walkway leading to the beautiful stone patio and fire pit, perennial gardens, and a lovely lawn space without having too much to maintain. Inside you are treated to a gorgeous vaulted great room with rustic exposed woodwork, a gas stove and brick hearth, wood floors, a gorgeous updated kitchen, and extensive new windows for great natural light, large mudroom entry and laundry on the main floor. There is also a full bath and spacious bedroom. Upstairs are three more bedrooms and another full bath with private commode. The finished walkout lower level has a large family room, wood stove for great dry heat, another bedroom and full bath, as well as workshop utility room. There is a convenient storage shed for gear, covered wood storage, a large wraparound deck for entertaining, and tremendous closets for potential owner storage and rental potential.

5 Beds ⋅ 3 Baths ⋅ 5097158 MLS

Beautifully maintained and updated expanded chalet in the Dover Hills, just a short drive from the Mount Snow ski resort. The current owners have taken care to keep the original charm of this home while adding rustic features and recent beautiful updates to allow for turn key enjoyment. Off the side of a private cul-de-sac, this home sits on a level double lot with ample parking and pull through drive, detached three car, three story radiant heated garage with extra storage space, stone walkway leading to the beautiful stone patio and fire pit, perennial gardens, and a lovely lawn space without having too much to maintain. Inside you are treated to a gorgeous vaulted great room with rustic exposed woodwork, a gas stove and brick hearth, wood floors, a gorgeous updated kitchen, and extensive new windows for great natural light, large mudroom entry and laundry on the main floor. There is also a full bath and spacious bedroom. Upstairs are three more bedrooms and another full bath with private commode. The finished walkout lower level has a large family room, wood stove for great dry heat, another bedroom and full bath, as well as workshop utility room. There is a convenient storage shed for gear, covered wood storage, a large wraparound deck for entertaining, and tremendous closets for potential owner storage and rental potential.

7 Tapping Tree Ln, Dover

$600,000

SIGNIFICANT PRICE DROP! Located in the heart of central square, this handsome, historic building is one of the anchors of downtown Bellows Falls VT. Bellows Falls is an incorporated village within the town of Rockingham that features a very walkable and thriving downtown that overlooks the Connecticut River and Fall Mountain in NH. Within yards of the building are a number of notable restaurants, shops and the BF Opera House. Measuring 22,420 sq ft the building consists of professional offices on the 2nd and 3rd floors and mostly retail on the ground floor. The higher floors are serviced by an elevator and a unique 3rd floor bridge that is accessed from an upper town street with free parking. A very desirable spot in downtown makes this a perfect home for your business or nice investment with a healthy return and room for growth. MOTIVATED SELLER!

5018856 MLS

SIGNIFICANT PRICE DROP! Located in the heart of central square, this handsome, historic building is one of the anchors of downtown Bellows Falls VT. Bellows Falls is an incorporated village within the town of Rockingham that features a very walkable and thriving downtown that overlooks the Connecticut River and Fall Mountain in NH. Within yards of the building are a number of notable restaurants, shops and the BF Opera House. Measuring 22,420 sq ft the building consists of professional offices on the 2nd and 3rd floors and mostly retail on the ground floor. The higher floors are serviced by an elevator and a unique 3rd floor bridge that is accessed from an upper town street with free parking. A very desirable spot in downtown makes this a perfect home for your business or nice investment with a healthy return and room for growth. MOTIVATED SELLER!

39-41 The Sq, Rockingham

$599,000

Experience the best Vermont has to offer from this one of a kind spot just outside the country village of Wilmington, and a short drive to the Mount Snow Ski Resort, Hermitage Club, and nearby Lakes Whitingham and Raponda. This beautiful 16.2 acre property features rolling field, woodlands, vintage stone walls, mountain trailside views of Mount Snow, and complete privacy. The home has a large open concept floor plan with vaulted great room and floor to ceiling brick chimney, wood burning fireplace and wood stove, sunroom dining area with tremendous natural light, exposed post and beam woodwork throughout as well as wood floors, a unique custom kitchen with built in breakfast table, natural wood counters, farm sink, and stainless appliances, a main floor half bath for guests, a main floor bedroom currently used as a den, as well as a full bath with tiled shower and soaking tub, and mudroom entry for your gear, as well as large owner closet if you choose to rent, with laundry. The second floor has a loft open to below, and has 4 spacious bedrooms, including a lofted bunk room, tremendous views, and another full bath with soaking tub and stand up shower. The home has been lovingly updated by the current owners to feel turn key for immediate enjoyment. Less obvious features include a new stove in 2023, new ductless HW heater in 2021, upgraded electric 2021, new stove top 2024, new w/d 2021, recently added large front stone patio for enjoying the scenery and sunsets, rear dining patio overlooking perennial gardens, fenced in area ideal for pets, detached two car garage, direct snowmobile trail access, ample parking for guests and toys, and more. This is a perfect home away from home for anyone who wants Vermont at its best.

5 Beds ⋅ 3 Baths ⋅ 5103360 MLS

Experience the best Vermont has to offer from this one of a kind spot just outside the country village of Wilmington, and a short drive to the Mount Snow Ski Resort, Hermitage Club, and nearby Lakes Whitingham and Raponda. This beautiful 16.2 acre property features rolling field, woodlands, vintage stone walls, mountain trailside views of Mount Snow, and complete privacy. The home has a large open concept floor plan with vaulted great room and floor to ceiling brick chimney, wood burning fireplace and wood stove, sunroom dining area with tremendous natural light, exposed post and beam woodwork throughout as well as wood floors, a unique custom kitchen with built in breakfast table, natural wood counters, farm sink, and stainless appliances, a main floor half bath for guests, a main floor bedroom currently used as a den, as well as a full bath with tiled shower and soaking tub, and mudroom entry for your gear, as well as large owner closet if you choose to rent, with laundry. The second floor has a loft open to below, and has 4 spacious bedrooms, including a lofted bunk room, tremendous views, and another full bath with soaking tub and stand up shower. The home has been lovingly updated by the current owners to feel turn key for immediate enjoyment. Less obvious features include a new stove in 2023, new ductless HW heater in 2021, upgraded electric 2021, new stove top 2024, new w/d 2021, recently added large front stone patio for enjoying the scenery and sunsets, rear dining patio overlooking perennial gardens, fenced in area ideal for pets, detached two car garage, direct snowmobile trail access, ample parking for guests and toys, and more. This is a perfect home away from home for anyone who wants Vermont at its best.

146 Minor Rd, Wilmington

$595,000

Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and oversized wavy glass windows that bathe the interior in natural light. The 1st floor is bright and inviting, with a sun-filled dining room and a living room featuring a propane insert for warmth and ambiance. For accessibility, there is a 1st floor full bathroom and bedroom with historic curved wall. The gracious staircase brings you to a reading nook on the landing, 3 bedrooms, and a full bath with a clawfoot tub. The large laundry room offers flexibility to double as a studio, craft, or hobby space. The property also features two accessory apartments, offering excellent income potential or space for guests or extended family. A detached barn has storage above, and plenty off-street parking. The yard has been extensively and thoughtfully landscaped with lush, low-maintenance perennials, stone patios, and garden pathways. A private sauna nestled among the gardens creates a peaceful retreat a after a busy day. This exceptional property is a rare find—gracefully blending history, function, and opportunity in one of Brattleboro’s most coveted locations. Being offered as a single family home.

5 Beds ⋅ 4 Baths ⋅ 5103977 MLS

Come experience the elegance and charm of this stunning in-town retreat! Close to the town common and vibrant downtown Brattleboro home to fine dining, galleries, quaint shops, and live music venues. Step inside the main house and be welcomed by a country kitchen featuring a large island, ideal for gatherings. The home exudes Victorian character with soaring ceilings, hardwood floors, and oversized wavy glass windows that bathe the interior in natural light. The 1st floor is bright and inviting, with a sun-filled dining room and a living room featuring a propane insert for warmth and ambiance. For accessibility, there is a 1st floor full bathroom and bedroom with historic curved wall. The gracious staircase brings you to a reading nook on the landing, 3 bedrooms, and a full bath with a clawfoot tub. The large laundry room offers flexibility to double as a studio, craft, or hobby space. The property also features two accessory apartments, offering excellent income potential or space for guests or extended family. A detached barn has storage above, and plenty off-street parking. The yard has been extensively and thoughtfully landscaped with lush, low-maintenance perennials, stone patios, and garden pathways. A private sauna nestled among the gardens creates a peaceful retreat a after a busy day. This exceptional property is a rare find—gracefully blending history, function, and opportunity in one of Brattleboro’s most coveted locations. Being offered as a single family home.

58 Oak St, Brattleboro

$595,000

Built in 1962, this inviting home perfectly balances peaceful country living with convenient access to local amenities, including excellent public and private schools. Near to an extensive network of hiking, cross country skiing and mountain bike trails offering spectacular views. Whether seeking a peaceful retreat or an outdoorsy lifestyle, this property in a welcoming community has it all. Home Highlights: The main level can be accessed through a breezeway connected to the garage; along a paved pathway; or via an accessible ramp. This level hosts a wing with two bedrooms and a full bath. A recently renovated kitchen with hardwood cabinetry, granite countertops and stainless steel appliances opens to a large living and dining room with hardwood flooring and pellet stove. A picture window captures the flora and fauna of the backyard. Through French doors a large screened-in porch provides easy access to the beautifully landscaped backyard and pond. Nearby, a 12' x 18' powered outbuilding holds potential as a studio or guest cottage. The upstairs level has two bedrooms with dormer windows, a full bath, an additional room with skylights, and a sizable attic. The extensive basement holds plenty of project, storage and workspace, as well as laundry hookups. A workroom is attached to the two-car garage, which opens onto a paved, sweeping driveway and 3-5 extra parking spaces. Flowering trees, a perennial bed and a spacious front yard complete this graceful setting. Prime Location: Putney offers well-regarded public and private schools, a thriving arts and culture scene, orchards, farmer's markets, shops and thriving businesses. 12 mins to Brattleboro, 1.5 hrs to Bradley International Airport, 2.25 hours to Boston.

4 Beds ⋅ 3 Baths ⋅ 5103937 MLS

Built in 1962, this inviting home perfectly balances peaceful country living with convenient access to local amenities, including excellent public and private schools. Near to an extensive network of hiking, cross country skiing and mountain bike trails offering spectacular views. Whether seeking a peaceful retreat or an outdoorsy lifestyle, this property in a welcoming community has it all. Home Highlights: The main level can be accessed through a breezeway connected to the garage; along a paved pathway; or via an accessible ramp. This level hosts a wing with two bedrooms and a full bath. A recently renovated kitchen with hardwood cabinetry, granite countertops and stainless steel appliances opens to a large living and dining room with hardwood flooring and pellet stove. A picture window captures the flora and fauna of the backyard. Through French doors a large screened-in porch provides easy access to the beautifully landscaped backyard and pond. Nearby, a 12' x 18' powered outbuilding holds potential as a studio or guest cottage. The upstairs level has two bedrooms with dormer windows, a full bath, an additional room with skylights, and a sizable attic. The extensive basement holds plenty of project, storage and workspace, as well as laundry hookups. A workroom is attached to the two-car garage, which opens onto a paved, sweeping driveway and 3-5 extra parking spaces. Flowering trees, a perennial bed and a spacious front yard complete this graceful setting. Prime Location: Putney offers well-regarded public and private schools, a thriving arts and culture scene, orchards, farmer's markets, shops and thriving businesses. 12 mins to Brattleboro, 1.5 hrs to Bradley International Airport, 2.25 hours to Boston.

279 Westminster Rd, Putney

$590,000

50 Mowing Way, a beautifully updated Vermont retreat adjacent to the Haystack Golf Course in Wilmington. This stylish, move-in-ready home blends modern comfort with warm mountain character, making it perfect as a year-round residence or weekend getaway. The open concept living space features brand-new floors, vaulted ceilings, exposed beams, and a cozy fireplace with a striking wood-accent wall. The updated kitchen offers crisp cabinetry, stainless steel appliances, and great flow to the dining and living area ideal for entertaining. The home includes comfortable sleeping spaces plus a bright bonus sitting area. Enjoy practical upgrades including air conditioning, a whole-house generator, and a separate driveway with direct access to the mudroom. Outside, you’ll find a fenced in yard for dogs, a small storage shed, and a private wooded setting. Electric Car Charger Included Located just minutes to Mount Snow, trails, snowmobiling, lakes, and downtown Wilmington and right next to Haystack Golf this low maintenance home is a fantastic Vermont escape in every season.

4 Beds ⋅ 3 Baths ⋅ 5074233 MLS

50 Mowing Way, a beautifully updated Vermont retreat adjacent to the Haystack Golf Course in Wilmington. This stylish, move-in-ready home blends modern comfort with warm mountain character, making it perfect as a year-round residence or weekend getaway. The open concept living space features brand-new floors, vaulted ceilings, exposed beams, and a cozy fireplace with a striking wood-accent wall. The updated kitchen offers crisp cabinetry, stainless steel appliances, and great flow to the dining and living area ideal for entertaining. The home includes comfortable sleeping spaces plus a bright bonus sitting area. Enjoy practical upgrades including air conditioning, a whole-house generator, and a separate driveway with direct access to the mudroom. Outside, you’ll find a fenced in yard for dogs, a small storage shed, and a private wooded setting. Electric Car Charger Included Located just minutes to Mount Snow, trails, snowmobiling, lakes, and downtown Wilmington and right next to Haystack Golf this low maintenance home is a fantastic Vermont escape in every season.

50 Mowing Way, Wilmington

$590,000

This exceptional 3-bedroom residence offers refined rural living with space, comfort, and stunning natural surroundings. The home features expansive open living areas, anchored by a large living room with a fireplace, creating a warm yet elegant gathering space. A newly redesigned kitchen serves as the heart of the home, perfectly suited for entertaining family and guests. Enjoy seamless indoor-outdoor living from the wrap-around deck, where sweeping views provide a peaceful backdrop for morning coffee or evening relaxation. The property also includes a separate apartment space, ideal for hosting extended family or guests while maintaining privacy. The 10.01 acres include a greenhouse, established garden space, and acres of usable land offering tranquility, privacy, and endless possibilities. A rare opportunity to own a luxury rural retreat with views, versatility, and timeless appeal.

3 Beds ⋅ 3 Baths ⋅ 5074103 MLS

This exceptional 3-bedroom residence offers refined rural living with space, comfort, and stunning natural surroundings. The home features expansive open living areas, anchored by a large living room with a fireplace, creating a warm yet elegant gathering space. A newly redesigned kitchen serves as the heart of the home, perfectly suited for entertaining family and guests. Enjoy seamless indoor-outdoor living from the wrap-around deck, where sweeping views provide a peaceful backdrop for morning coffee or evening relaxation. The property also includes a separate apartment space, ideal for hosting extended family or guests while maintaining privacy. The 10.01 acres include a greenhouse, established garden space, and acres of usable land offering tranquility, privacy, and endless possibilities. A rare opportunity to own a luxury rural retreat with views, versatility, and timeless appeal.

299 Sunset Lake Rd, Brattleboro

$586,750

Nestled within a peaceful pine grove on 11.5 private acres between Stratton Mountain Resort and Mount Snow, this renovated 3-bedroom, 3-bathroom residence offers the perfect blend of secluded Vermont beauty and modern design. The heart of the home is a dramatic great room featuring 20+ foot soaring ceilings, skylights, and expansive windows that flood the space with natural light. On chilly winter days, enjoy the warmth and ambiance of the gas fireplace with its floor-to-ceiling brick chimney. The home was thoughtfully updated in 2024 with new sliding glass doors and new flooring throughout the kitchen, dining area, and great room. The kitchen was tastefully renovated in 2024, boasting sleek shaker cabinetry, a farmhouse apron sink, premium quartz countertops, and stainless appliances. All three bathrooms were updated in 2019. The home features three spacious bedrooms, including two ensuite retreats. The primary suite serves as a true sanctuary, anchored by a gas fireplace for ultimate relaxation. In addition to the open-concept living, the home includes a flexible bonus room and a lower-level walk-out family room—perfect for guests, entertaining, or a home office. Step outside to the large wrap-around deck, which features a modern wire railing system (updated in 2024) and covered portions for year-round enjoyment. With an attached garage, a covered side entrance for easy grocery unloading, a garden shed, and direct backyard access for hiking through your own private woods, this serene property delivers on every level. Credit for new heating system available.

3 Beds ⋅ 3 Baths ⋅ 5078425 MLS

Nestled within a peaceful pine grove on 11.5 private acres between Stratton Mountain Resort and Mount Snow, this renovated 3-bedroom, 3-bathroom residence offers the perfect blend of secluded Vermont beauty and modern design. The heart of the home is a dramatic great room featuring 20+ foot soaring ceilings, skylights, and expansive windows that flood the space with natural light. On chilly winter days, enjoy the warmth and ambiance of the gas fireplace with its floor-to-ceiling brick chimney. The home was thoughtfully updated in 2024 with new sliding glass doors and new flooring throughout the kitchen, dining area, and great room. The kitchen was tastefully renovated in 2024, boasting sleek shaker cabinetry, a farmhouse apron sink, premium quartz countertops, and stainless appliances. All three bathrooms were updated in 2019. The home features three spacious bedrooms, including two ensuite retreats. The primary suite serves as a true sanctuary, anchored by a gas fireplace for ultimate relaxation. In addition to the open-concept living, the home includes a flexible bonus room and a lower-level walk-out family room—perfect for guests, entertaining, or a home office. Step outside to the large wrap-around deck, which features a modern wire railing system (updated in 2024) and covered portions for year-round enjoyment. With an attached garage, a covered side entrance for easy grocery unloading, a garden shed, and direct backyard access for hiking through your own private woods, this serene property delivers on every level. Credit for new heating system available.

98 Gleason Farm Ln, Jamaica

$586,500

Experience the perfect blend of contemporary design and natural warmth in this stunning 2-story hybrid post & beam set on 5 landscaped acres. Thoughtfully designed with soaring ceilings, exposed beams and lots of glass, this light filled retreat brings the outdoors in while offering comfort and style in every season. Inside rich hardwood floors flow throughout the open concept living spaces, anchored by a lovely fireplace and complemented by radiant heat for year-round comfort. The chef's kitchen is designed for both entertaining and everyday living, featuring a beautiful cherry island with sink, soapstone counters and a commercial range with stainless steel hood with heat lamps. Offering 3 bedrooms, 3 baths along with a versatile loft ideal for a home office or studio. Skylights fill the interior with natural light, while screened porches and decks create inviting spaces to relax, dine and enjoy the surrounding landscape. The incredible 2002 addition encompasses and seamlessly elevates the original home. The property backs up to conserved land owned by the Ames Hill-Marlboro Community Center, an entity that has conserved much of the land surrounding South Pond. Take time to enjoy the Marlboro Music Festival and all that Marlboro offers while being accessible to the artsy town of Brattleboro or 4-season recreation options in the resort areas of Wilmington and Dover. This is a rare opportunity to own a distinctive modern country retreat that combines craftsmanship, comfort & serene outdoor living.

3 Beds ⋅ 3 Baths ⋅ 5091535 MLS

Experience the perfect blend of contemporary design and natural warmth in this stunning 2-story hybrid post & beam set on 5 landscaped acres. Thoughtfully designed with soaring ceilings, exposed beams and lots of glass, this light filled retreat brings the outdoors in while offering comfort and style in every season. Inside rich hardwood floors flow throughout the open concept living spaces, anchored by a lovely fireplace and complemented by radiant heat for year-round comfort. The chef's kitchen is designed for both entertaining and everyday living, featuring a beautiful cherry island with sink, soapstone counters and a commercial range with stainless steel hood with heat lamps. Offering 3 bedrooms, 3 baths along with a versatile loft ideal for a home office or studio. Skylights fill the interior with natural light, while screened porches and decks create inviting spaces to relax, dine and enjoy the surrounding landscape. The incredible 2002 addition encompasses and seamlessly elevates the original home. The property backs up to conserved land owned by the Ames Hill-Marlboro Community Center, an entity that has conserved much of the land surrounding South Pond. Take time to enjoy the Marlboro Music Festival and all that Marlboro offers while being accessible to the artsy town of Brattleboro or 4-season recreation options in the resort areas of Wilmington and Dover. This is a rare opportunity to own a distinctive modern country retreat that combines craftsmanship, comfort & serene outdoor living.

2079 Ames Hill Rd, Marlboro

$580,000

Tucked between Mount Snow and Stratton, this charming mountain retreat offers the perfect blend of adventure, comfort, and classic Vermont living. Set in the heart of Wardsboro, this property provides easy access to both year-round recreation and peaceful natural surroundings. After a day on the slopes or exploring the nearby Green Mountain National Forest, cozy up beside the inviting wood burning fireplace or unwind on the private balcony surrounded by the beauty of the Green Mountains before rejuvenating with a soak in the hot tub. A lovely screened-in porch creates the perfect space for morning coffee, summer evenings, or taking in the crisp mountain air. With an open kitchen/dining/living space and a large family/game room, this home has plenty of space to make new memories. Outdoor enthusiasts will appreciate access to nearby snowmobile trails, endless hiking opportunities, and all the recreation Southern Vermont is known for. Whether you’re seeking a full-time residence, weekend getaway, or investment property, this home captures the warmth, charm, and lifestyle that make Vermont living so special.

4 Beds ⋅ 3 Baths ⋅ 5090511 MLS

Tucked between Mount Snow and Stratton, this charming mountain retreat offers the perfect blend of adventure, comfort, and classic Vermont living. Set in the heart of Wardsboro, this property provides easy access to both year-round recreation and peaceful natural surroundings. After a day on the slopes or exploring the nearby Green Mountain National Forest, cozy up beside the inviting wood burning fireplace or unwind on the private balcony surrounded by the beauty of the Green Mountains before rejuvenating with a soak in the hot tub. A lovely screened-in porch creates the perfect space for morning coffee, summer evenings, or taking in the crisp mountain air. With an open kitchen/dining/living space and a large family/game room, this home has plenty of space to make new memories. Outdoor enthusiasts will appreciate access to nearby snowmobile trails, endless hiking opportunities, and all the recreation Southern Vermont is known for. Whether you’re seeking a full-time residence, weekend getaway, or investment property, this home captures the warmth, charm, and lifestyle that make Vermont living so special.

53 Country Ln, Wardsboro

$580,000

Beautifully sited on 1.9 acres just off Greenhill Parkway, this tastefully modernized 1940s cape blends architectural pedigree with thoughtful, high end updates. Designed by noted architect James Britton of Greenfield, MA - a contemporary of Royal Barry Wills and long admired for his classic New England forms - the home retains its classic original character, while offering a fully refreshed interior. The 4 BR, 3 BA layout includes a full width living room with wood burning fireplace, a handsome dining room with built-in corner cabinets and a massive, x-pane window overlooking the backyard. The kitchen is a standout, featuring Crown Point beaded frame cabinetry, heated encaustic tile floors, Zellige tile walls, a Liebherr refrigerator, Miele propane cooktop, KitchenAid double ovens, and a custom Pella hydraulic lift awning window - ideal for outdoor entertaining. Rounding out the first floor is a beautifully executed mudroom/laundry created between the kitchen and attached 2 car garage, a private and comfortable den, a spacious formal entry hall, and updated powder room. All bathrooms have been fully renovated with Waterworks fixtures and Toto washlet toilets; two with custom tile showers, heated tile floors, and Visual Comfort lighting. A spacious suite above the garage offers flexibility for a primary bedroom or in law arrangement, offering new solid oak flooring, a walk-in closet, and a decadent bathroom with soaking tub and separate shower. The location is exceptional, being an easy walk to downtown and the park, and privately tucked into an unusually large lot; and with unique, direct access to over 9 miles of trails via a path along the lower edge of the property. A rare combination of history, craftsmanship, and modern comfort in one of Brattleboro’s most desirable neighborhoods. The home also comes with original 1944 blueprints and historical materials from the Norton family; the property’s first owners.

4 Beds ⋅ 3 Baths ⋅ 5082239 MLS

Beautifully sited on 1.9 acres just off Greenhill Parkway, this tastefully modernized 1940s cape blends architectural pedigree with thoughtful, high end updates. Designed by noted architect James Britton of Greenfield, MA - a contemporary of Royal Barry Wills and long admired for his classic New England forms - the home retains its classic original character, while offering a fully refreshed interior. The 4 BR, 3 BA layout includes a full width living room with wood burning fireplace, a handsome dining room with built-in corner cabinets and a massive, x-pane window overlooking the backyard. The kitchen is a standout, featuring Crown Point beaded frame cabinetry, heated encaustic tile floors, Zellige tile walls, a Liebherr refrigerator, Miele propane cooktop, KitchenAid double ovens, and a custom Pella hydraulic lift awning window - ideal for outdoor entertaining. Rounding out the first floor is a beautifully executed mudroom/laundry created between the kitchen and attached 2 car garage, a private and comfortable den, a spacious formal entry hall, and updated powder room. All bathrooms have been fully renovated with Waterworks fixtures and Toto washlet toilets; two with custom tile showers, heated tile floors, and Visual Comfort lighting. A spacious suite above the garage offers flexibility for a primary bedroom or in law arrangement, offering new solid oak flooring, a walk-in closet, and a decadent bathroom with soaking tub and separate shower. The location is exceptional, being an easy walk to downtown and the park, and privately tucked into an unusually large lot; and with unique, direct access to over 9 miles of trails via a path along the lower edge of the property. A rare combination of history, craftsmanship, and modern comfort in one of Brattleboro’s most desirable neighborhoods. The home also comes with original 1944 blueprints and historical materials from the Norton family; the property’s first owners.

11 Strawberry Hl, Brattleboro

$579,000

Enjoy amazing proximity to the Mount Snow ski resort, with easy access yet total privacy, in this updated contemporary farmhouse. At the end of a quiet loop sits this lovely home on 1.92 acres with nearby access to restaurants, shopping, and shuttle service. The home has been recently renovated and now features an open concept living room with ample living space and spacious kitchen, large deck for entertaining which leads down to the fire pit and level lawn space, a main floor primary suite with private bath and walk in closet, a main floor guest half bath, dual mudroom entry, second floor primary suite with spa like bath including tiled shower, 2 guest bedrooms, third full bath, and a large finished loft which serves as a great family room area as well as overflow sleeping. There is additionally a finished garage bay setup as great game room with hot tub ideal for apres ski, one car garage, and amazing owner storage spaces, which are vital, as this house performs very well as a rental. A unique opportunity to own near the mountain without the typical premium required.

5 Beds ⋅ 4 Baths ⋅ 5089276 MLS

Enjoy amazing proximity to the Mount Snow ski resort, with easy access yet total privacy, in this updated contemporary farmhouse. At the end of a quiet loop sits this lovely home on 1.92 acres with nearby access to restaurants, shopping, and shuttle service. The home has been recently renovated and now features an open concept living room with ample living space and spacious kitchen, large deck for entertaining which leads down to the fire pit and level lawn space, a main floor primary suite with private bath and walk in closet, a main floor guest half bath, dual mudroom entry, second floor primary suite with spa like bath including tiled shower, 2 guest bedrooms, third full bath, and a large finished loft which serves as a great family room area as well as overflow sleeping. There is additionally a finished garage bay setup as great game room with hot tub ideal for apres ski, one car garage, and amazing owner storage spaces, which are vital, as this house performs very well as a rental. A unique opportunity to own near the mountain without the typical premium required.

43 Edwards Village Loop, Dover

$575,000

Welcome to Your Private Vermont Sanctuary. Tucked away from the rush of the everyday world, this exceptional country property offers the ultimate blend of privacy, rustic charm, and modern functionality. Originally built in 2000 and thoughtfully expanded in 2008, the main residence serves as a bright, airy haven designed for both peaceful living and effortless entertaining. At the heart of the home, a classic brick fireplace and hearth anchor a cozy living area. This space flows seamlessly into an impressive, sun-drenched 22’ x 26’ great room featuring ten large windows and dual sliders that open directly to an 11’ x 22’ deck. Enjoy quiet mornings on the spacious three-season enclosed porch, which overlooks handsomely crafted stone retaining walls, stunning perennial flower beds, and a sprawling, always-organic vegetable garden complete with established blueberry bushes and mature asparagus. The home is finished in premium, double-stained cedar-shake siding, features a newer main roof (installed 2015), and includes an attached two-car garage neatly tucked underneath. The detached barn, just across the driveway, offers incredible flexibility for remote work, multi-generational living, or rental income: 1. An additional third garage bay. 2. A private, dedicated office space with a convenient half-bath. 3. A fully independent, legal 1-bedroom, 1-bathroom apartment - perfect for guests, an in-law suite, or a steady income stream. This is an Ideal Location, positioned perfectly to enjoy the best of Southern Vermont. You are just 10 minutes from the historic charm of Newfane, home to local favorites like The Fat Crow and the Newfane Inn, one of the most picturesque villages in the state. 20 Minutes from world-class skiing and riding at Mount Snow. 25 Minutes from the vibrant arts, culture, and dining scene of downtown Brattleboro. This isn't just a home; it's a quintessential Vermont retreat.

3 Beds ⋅ 5 Baths ⋅ 5096050 MLS

Welcome to Your Private Vermont Sanctuary. Tucked away from the rush of the everyday world, this exceptional country property offers the ultimate blend of privacy, rustic charm, and modern functionality. Originally built in 2000 and thoughtfully expanded in 2008, the main residence serves as a bright, airy haven designed for both peaceful living and effortless entertaining. At the heart of the home, a classic brick fireplace and hearth anchor a cozy living area. This space flows seamlessly into an impressive, sun-drenched 22’ x 26’ great room featuring ten large windows and dual sliders that open directly to an 11’ x 22’ deck. Enjoy quiet mornings on the spacious three-season enclosed porch, which overlooks handsomely crafted stone retaining walls, stunning perennial flower beds, and a sprawling, always-organic vegetable garden complete with established blueberry bushes and mature asparagus. The home is finished in premium, double-stained cedar-shake siding, features a newer main roof (installed 2015), and includes an attached two-car garage neatly tucked underneath. The detached barn, just across the driveway, offers incredible flexibility for remote work, multi-generational living, or rental income: 1. An additional third garage bay. 2. A private, dedicated office space with a convenient half-bath. 3. A fully independent, legal 1-bedroom, 1-bathroom apartment - perfect for guests, an in-law suite, or a steady income stream. This is an Ideal Location, positioned perfectly to enjoy the best of Southern Vermont. You are just 10 minutes from the historic charm of Newfane, home to local favorites like The Fat Crow and the Newfane Inn, one of the most picturesque villages in the state. 20 Minutes from world-class skiing and riding at Mount Snow. 25 Minutes from the vibrant arts, culture, and dining scene of downtown Brattleboro. This isn't just a home; it's a quintessential Vermont retreat.

439 Dover Rd, Newfane

$575,000

Tucked away near the end of a quiet dead-end country road, this charming vintage rambler offers privacy, natural beauty, and the timeless appeal of rural Vermont living. Set on more than 17 acres of open meadows, woodlands, wildflower fields, aged apple trees and two crystal-clear ponds, the property invites you to reconnect with nature in every season. Summer days are made for exploring the woods, catching fireflies, and wading in the pond, while winter brings opportunities for sledding on your own hillsides or returning home from nearby cross-country ski trails to gather around the woodstove, the heart of the living room. Or travel just a little further for the downhill thrill seeker. Offering comfort and flexibility, this home features three private bedroom suites, each with its own bath—ideal for hosting family and friends. One is located on the first floor, the second-floor center suite enjoys the added bonus of a private den or office space. A practical mudroom with laundry connects the attached two-car garage to the living space, and access to the third suite. A welcoming country kitchen blends beauty and function with soapstone countertops and sink, stainless steel appliances, and views across the back meadow. An eat-in dining area and island seating make it easy to gather while meals are prepared. Additional features include beautiful wood floors, exposed antique beams, replacement windows, a newer roof, fresh exterior paint and a replacement septic design ready should it ever be needed. A true Vermont storybook setting, offering exceptional privacy and natural connection yet located only 8 minutes from the center of historic Grafton Village.

3 Beds ⋅ 3 Baths ⋅ 5095842 MLS

Tucked away near the end of a quiet dead-end country road, this charming vintage rambler offers privacy, natural beauty, and the timeless appeal of rural Vermont living. Set on more than 17 acres of open meadows, woodlands, wildflower fields, aged apple trees and two crystal-clear ponds, the property invites you to reconnect with nature in every season. Summer days are made for exploring the woods, catching fireflies, and wading in the pond, while winter brings opportunities for sledding on your own hillsides or returning home from nearby cross-country ski trails to gather around the woodstove, the heart of the living room. Or travel just a little further for the downhill thrill seeker. Offering comfort and flexibility, this home features three private bedroom suites, each with its own bath—ideal for hosting family and friends. One is located on the first floor, the second-floor center suite enjoys the added bonus of a private den or office space. A practical mudroom with laundry connects the attached two-car garage to the living space, and access to the third suite. A welcoming country kitchen blends beauty and function with soapstone countertops and sink, stainless steel appliances, and views across the back meadow. An eat-in dining area and island seating make it easy to gather while meals are prepared. Additional features include beautiful wood floors, exposed antique beams, replacement windows, a newer roof, fresh exterior paint and a replacement septic design ready should it ever be needed. A true Vermont storybook setting, offering exceptional privacy and natural connection yet located only 8 minutes from the center of historic Grafton Village.

596 Four Chimneys Rd, Grafton

$574,000

Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind that comes with a new heating system installed in 2024. Skylights and oversized windows throughout the home flood the space with natural light and create seamless indoor-outdoor flow, offering beautiful views of the forest and distant mountains from nearly every room. Outside, a circular driveway, 3-car garage, detached shed, and oversized deck make this home as functional as it is inviting—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Also included is a modern, spacious Accessory Dwelling Unit (ADU) featuring 1 bedroom, office space, mini-split system, oversized windows and a private balcony. Whether you use it for rental income, or extra space, the ADU adds exceptional value and versatility. Located just 15 minutes from Brattleboro and Wilmington, and 30 minutes to Mount Snow Ski Resort, this private retreat offers the ideal blend of space, serenity, and year-round access to Southern Vermont's natural beauty.

4 Beds ⋅ 4 Baths ⋅ 5066695 MLS

Set on 12 acres of wooded privacy in desirable Marlboro, this spacious and versatile property offers comfort, flexibility, and stunning natural surroundings. The main home features 3 bedrooms, a large family room and first-floor laundry, offering plenty of room for a growing household, guests, or multi-generational living. Cozy up by the wood stove on chilly evenings, and enjoy the peace of mind that comes with a new heating system installed in 2024. Skylights and oversized windows throughout the home flood the space with natural light and create seamless indoor-outdoor flow, offering beautiful views of the forest and distant mountains from nearly every room. Outside, a circular driveway, 3-car garage, detached shed, and oversized deck make this home as functional as it is inviting—perfect for relaxing, entertaining, or simply enjoying the peaceful surroundings. Also included is a modern, spacious Accessory Dwelling Unit (ADU) featuring 1 bedroom, office space, mini-split system, oversized windows and a private balcony. Whether you use it for rental income, or extra space, the ADU adds exceptional value and versatility. Located just 15 minutes from Brattleboro and Wilmington, and 30 minutes to Mount Snow Ski Resort, this private retreat offers the ideal blend of space, serenity, and year-round access to Southern Vermont's natural beauty.

141 Piney Brook Way, Marlboro

$573,500

Enjoy Vermont living in this bright and inviting 3-bedroom, 4-bathroom home, ideally located 7 minutes from Mount Snow and just under 20 minutes from Stratton. The open-concept kitchen (completely renovated in 2021) and dining area are perfect for gatherings, with natural light enhancing the home’s warm and welcoming feel.A new heating system for efficient year-round comfort is complemented by a new pellet stove to offer cozy warmth on snowy nights. A large heated two-car garage with storage above provides plenty of space for vehicles and gear, and the additional barn offers even more room for convenience and toys. Brand-new decks and a covered outdoor area make it easy to relax or entertain year-round—perfect for a hot tub setup. The property is beautifully landscaped with a spacious yard, garden area, mature fruit trees and a koi pond. Inside, you’ll also find recent updates in addition to the kitchen, including red oak flooring in the upstairs. The full basement features egress windows and offers potential for an apartment or additional living space for bunk beds and games. A full-house generator installed 2021 for peace of mind. Conveniently located near Grout Pond and snowmobile trails, this property is ideal for year-round outdoor enthusiasts or as a vacation retreat. *Seller is a Vermont licensed real estate agent*

3 Beds ⋅ 4 Baths ⋅ 5068504 MLS

Enjoy Vermont living in this bright and inviting 3-bedroom, 4-bathroom home, ideally located 7 minutes from Mount Snow and just under 20 minutes from Stratton. The open-concept kitchen (completely renovated in 2021) and dining area are perfect for gatherings, with natural light enhancing the home’s warm and welcoming feel.A new heating system for efficient year-round comfort is complemented by a new pellet stove to offer cozy warmth on snowy nights. A large heated two-car garage with storage above provides plenty of space for vehicles and gear, and the additional barn offers even more room for convenience and toys. Brand-new decks and a covered outdoor area make it easy to relax or entertain year-round—perfect for a hot tub setup. The property is beautifully landscaped with a spacious yard, garden area, mature fruit trees and a koi pond. Inside, you’ll also find recent updates in addition to the kitchen, including red oak flooring in the upstairs. The full basement features egress windows and offers potential for an apartment or additional living space for bunk beds and games. A full-house generator installed 2021 for peace of mind. Conveniently located near Grout Pond and snowmobile trails, this property is ideal for year-round outdoor enthusiasts or as a vacation retreat. *Seller is a Vermont licensed real estate agent*

883 Smead Rd, Wardsboro

$570,000

BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lounge, fitness center, full kitchen, & outdoor patio w/ fire pit. Outdoor recreational amenities incl. pickleball, bocce, shuffleboard, & horseshoes—perfect for staying active & social. Enjoy the ease of HOA-managed services & a lifestyle designed for freedom & fulfillment. Each home is single-story & ADA-compliant, offering ease, accessibility, & long-term comfort. Designed w/ energy efficiency in mind, these residences feature building materials & floor plans that minimize energy usage-providing a healthier, more affordable way to live. PRICED FROM $475,000 - $585,000. HOMES OFFER at least 5 rooms – kitchen, living, dining, primary BR w/ en-suite BA, & bonus room for office/study or guest BR – 2 BA’s, & a 1-car garage. UPGRADED HOMES OFFER: 2-car garage, sunroom, expanded living & guest rms, & larger yard. Some special touches that make BME homes beautiful & comfortable: finished 1 or 2-car garage; marble & porcelain tile; radiant floor heat; porch, private backyard, patio; marble sunken-floor showers & vanities; multi-zone heat & A/C; cherry cabinetry; granite countertops; walk-in closets; high-efficiency appliances & lighting. DO NOT MISS THIS OPPORTUNITY. Even if you are not quite ready to commit, reach out right away and ask to have your name put on the waiting list!

2 Beds ⋅ 2 Baths ⋅ 5086838 MLS

BLACK MOUNTAIN ESTATES - where your next chapter begins! Welcome to Brattleboro’s premier 55+ active lifestyle community, where nature, connection, & comfort converge. For the first time, a limited number of homes are available for purchase as we transition to a Planned Community. Surrounded by majestic pines, a private nature trail, & open green space, residents enjoy a serene setting just 1 mile from I-91, with ease of access to cultural & recreational opportunities, shopping, dining, & medical care. Nestled on 33 acres of pristine Vermont landscape, this premier neighborhood is thoughtfully designed, offering a vibrant community center w/ library, fireplace lounge, fitness center, full kitchen, & outdoor patio w/ fire pit. Outdoor recreational amenities incl. pickleball, bocce, shuffleboard, & horseshoes—perfect for staying active & social. Enjoy the ease of HOA-managed services & a lifestyle designed for freedom & fulfillment. Each home is single-story & ADA-compliant, offering ease, accessibility, & long-term comfort. Designed w/ energy efficiency in mind, these residences feature building materials & floor plans that minimize energy usage-providing a healthier, more affordable way to live. PRICED FROM $475,000 - $585,000. HOMES OFFER at least 5 rooms – kitchen, living, dining, primary BR w/ en-suite BA, & bonus room for office/study or guest BR – 2 BA’s, & a 1-car garage. UPGRADED HOMES OFFER: 2-car garage, sunroom, expanded living & guest rms, & larger yard. Some special touches that make BME homes beautiful & comfortable: finished 1 or 2-car garage; marble & porcelain tile; radiant floor heat; porch, private backyard, patio; marble sunken-floor showers & vanities; multi-zone heat & A/C; cherry cabinetry; granite countertops; walk-in closets; high-efficiency appliances & lighting. DO NOT MISS THIS OPPORTUNITY. Even if you are not quite ready to commit, reach out right away and ask to have your name put on the waiting list!

84 Magnolia Dr, Brattleboro

$568,000

Timeless 1855 classic with historic charm just minutes to downtown Brattleboro. Step back in time with this beautifully preserved home, offering a rare blend of vintage character and modern comfort. Featuring three bedrooms and two bathrooms, this home is perfect for those who appreciate craftsmanship and history. Thoughtful updates complement the historic features without compromising authenticity. Bonus: the home includes generous unfinished space—brimming with potential for additional living area, studio, or guest suite. This property is a true gem with room to make it your own.

3 Beds ⋅ 2 Baths ⋅ 5084454 MLS

Timeless 1855 classic with historic charm just minutes to downtown Brattleboro. Step back in time with this beautifully preserved home, offering a rare blend of vintage character and modern comfort. Featuring three bedrooms and two bathrooms, this home is perfect for those who appreciate craftsmanship and history. Thoughtful updates complement the historic features without compromising authenticity. Bonus: the home includes generous unfinished space—brimming with potential for additional living area, studio, or guest suite. This property is a true gem with room to make it your own.

192 Western Ave, Brattleboro

$565,000

Gorgeous 2003 post and beam with mountain views and great privacy. This home is located at the end of a quiet road conveniently in the lower section of the Chimney Hill community with a double lot, easy access to Wilmington and Lake Whitingham, and just a short drive to the Mount Snow ski resort and Haystack Golf Club. Inside you are treated to exposed natural woodwork and joinery throughout the true post and beam frame. The main level features a large open concept living room with vaulted ceilings, stone fireplace, large dining and kitchen areas, a main floor master bedroom suite, and half bath, with beautiful mountain views out the rear over the protected community land behind the property. The upstairs has two large vaulted rooms that share a jack and jill bathroom, as well as a sleeping loft. The walkout lower level has a 4th bedroom and full bath, large family room, game room area, laundry, and a walkout entry to the back yard. There is nice stone work outside, a large deck for entertaining, and covered front porch to enter the spacious mudroom out of the snow. This comes with the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, game room, theater, tot lot, basketball court, tennis courts, fishing ponds, winter ice skating, direct snowmobile trail access, winter snowmobile trailer parking, summer boat parking, and a la carte services such as trash pickup, plowing, etc. A must see!

4 Beds ⋅ 4 Baths ⋅ 5079561 MLS

Gorgeous 2003 post and beam with mountain views and great privacy. This home is located at the end of a quiet road conveniently in the lower section of the Chimney Hill community with a double lot, easy access to Wilmington and Lake Whitingham, and just a short drive to the Mount Snow ski resort and Haystack Golf Club. Inside you are treated to exposed natural woodwork and joinery throughout the true post and beam frame. The main level features a large open concept living room with vaulted ceilings, stone fireplace, large dining and kitchen areas, a main floor master bedroom suite, and half bath, with beautiful mountain views out the rear over the protected community land behind the property. The upstairs has two large vaulted rooms that share a jack and jill bathroom, as well as a sleeping loft. The walkout lower level has a 4th bedroom and full bath, large family room, game room area, laundry, and a walkout entry to the back yard. There is nice stone work outside, a large deck for entertaining, and covered front porch to enter the spacious mudroom out of the snow. This comes with the amazing Chimney Hill amenities including club house with indoor and outdoor pools, hot tub, gym, game room, theater, tot lot, basketball court, tennis courts, fishing ponds, winter ice skating, direct snowmobile trail access, winter snowmobile trailer parking, summer boat parking, and a la carte services such as trash pickup, plowing, etc. A must see!

52 View Rd, Wilmington

$563,300

This one won't last long! Beautifully maintained and updated chalet in the Dover Hills, just a short drive from the Mount Snow ski resort. The current owners have taken care to keep the original charm of this home while adding rustic features and recent updates to allow for turn key enjoyment. Off the side of a private paved loop, this home sits on a level parcel with ample parking, spacious yard, fire pit, and winter views, without having too much to maintain. Inside you are treated to a gorgeous vaulted great room with rustic wood paneling, updated gas fireplace with brick hearth, large open kitchen with breakfast bar, efficient direct vent heating system, bay windows for great natural light, main floor bedroom currently used as a second dining area, and lovely tv area. This leads out to the spacious deck for entertaining. The upper level has a large primary suite with partially updated jack and jill bathroom, as well as a large second bedroom. The finished walkout lower level has a full family room space, ping pong table and ample room to spread out, two more bedrooms and a third full bath, as well as a dining space under the deck leading out to the yard. Other less obvious updates include an updated metal roof and appliances. One bedroom in the lower level does not have legal rental egress. Septic is grandfathered as of 2007 for 5 bedrooms.

5 Beds ⋅ 3 Baths ⋅ 5106287 MLS

This one won't last long! Beautifully maintained and updated chalet in the Dover Hills, just a short drive from the Mount Snow ski resort. The current owners have taken care to keep the original charm of this home while adding rustic features and recent updates to allow for turn key enjoyment. Off the side of a private paved loop, this home sits on a level parcel with ample parking, spacious yard, fire pit, and winter views, without having too much to maintain. Inside you are treated to a gorgeous vaulted great room with rustic wood paneling, updated gas fireplace with brick hearth, large open kitchen with breakfast bar, efficient direct vent heating system, bay windows for great natural light, main floor bedroom currently used as a second dining area, and lovely tv area. This leads out to the spacious deck for entertaining. The upper level has a large primary suite with partially updated jack and jill bathroom, as well as a large second bedroom. The finished walkout lower level has a full family room space, ping pong table and ample room to spread out, two more bedrooms and a third full bath, as well as a dining space under the deck leading out to the yard. Other less obvious updates include an updated metal roof and appliances. One bedroom in the lower level does not have legal rental egress. Septic is grandfathered as of 2007 for 5 bedrooms.

77 Villager Loop, Dover

$562,500

Nestled on Historic Parker Hill, this charming residence sits on a generous 10-acre lot that blends open spaces with woodlands, offering both privacy and natural beauty. The home features classic post and beam construction, highlighted by a cathedral ceiling and hardwood floors that create a warm and welcoming atmosphere. Large windows provide captivating views of the surrounding landscape, making every room feel connected to nature. The spacious layout allows for easy flow between the open concept living and dining areas, complemented by a country kitchen with hardwood floors. A loft, complete with built-in bookcases, offers additional living space and overlooks the main area. The handsome brick chimney with a wood stove not only provides warmth but also adds a touch of rustic ambiance. On the first floor, the luxurious primary bedroom includes an ensuite bathroom and a soaking tub, as well as a bank of large windows that frame the picturesque views. Upstairs, a cozy bedroom is equipped with a half bath and built-in storage, providing comfort and functionality. Additional Spaces and Amenities: An attached 2-car garage offers convenient workshop space, along with a heated 18x13 room on the second floor that is perfect for a home office, or studio. The property also includes an equipment shed and wood storage cribs, catering to practical needs. Ideally located less than ten minutes from I-91 exit 6, the home is within easy driving distance of Okemo (30 minutes away) and the nearby towns of Chester, Springfield, and Bellows Falls. This location combines tranquility with accessibility to regional amenities and attractions.

2 Beds ⋅ 3 Baths ⋅ 5087641 MLS

Nestled on Historic Parker Hill, this charming residence sits on a generous 10-acre lot that blends open spaces with woodlands, offering both privacy and natural beauty. The home features classic post and beam construction, highlighted by a cathedral ceiling and hardwood floors that create a warm and welcoming atmosphere. Large windows provide captivating views of the surrounding landscape, making every room feel connected to nature. The spacious layout allows for easy flow between the open concept living and dining areas, complemented by a country kitchen with hardwood floors. A loft, complete with built-in bookcases, offers additional living space and overlooks the main area. The handsome brick chimney with a wood stove not only provides warmth but also adds a touch of rustic ambiance. On the first floor, the luxurious primary bedroom includes an ensuite bathroom and a soaking tub, as well as a bank of large windows that frame the picturesque views. Upstairs, a cozy bedroom is equipped with a half bath and built-in storage, providing comfort and functionality. Additional Spaces and Amenities: An attached 2-car garage offers convenient workshop space, along with a heated 18x13 room on the second floor that is perfect for a home office, or studio. The property also includes an equipment shed and wood storage cribs, catering to practical needs. Ideally located less than ten minutes from I-91 exit 6, the home is within easy driving distance of Okemo (30 minutes away) and the nearby towns of Chester, Springfield, and Bellows Falls. This location combines tranquility with accessibility to regional amenities and attractions.

559 Parker Hill Rd, Rockingham

$560,000

Rare Multi-Dwelling Retreat with Endless Possibilities A truly exceptional and meticulously maintained property featuring three separate residences on one beautifully landscaped lot, a setup buyers often dream about but rarely find. The main residence is a stylish 2-bedroom, 2-bath contemporary home thoughtfully designed for comfortable living. Built with sustainability in mind, the home features an environmentally friendly geothermal system that provides efficient heating and cooling year-round. Complementing the main home are two charming tiny houses, each with its own unique character and appeal. Whether used for guests, rental income, extended family, or creative workspace opportunities, these versatile structures offer tremendous flexibility. The grounds are nothing short of spectacular. A beautiful pond with a sandy beach and cascading waterfall creates a private oasis right outside your door. Mature landscaping throughout the property provides beauty, tranquility, and a clear sense of pride of ownership. Adding to the property's appeal is a septic system permitted for three two-bedroom residences. This substantial infrastructure provides valuable flexibility for future use. Subject to applicable permits and approvals, the existing tiny houses could potentially be replaced with larger two-bedroom cabins, or bedroom capacity could potentially be reallocated to an expanded main residence. Properties offering multiple residences, income potential, privacy, natural beauty, and convenient access to Stratton are exceptionally rare. Here, much of the groundwork has already been completed: the infrastructure is installed, the homes are in place, and significant future potential remains. Don't miss this unique opportunity to own a one-of-a-kind Vermont retreat offering flexibility for today and possibilities for tomorrow.

4 Beds ⋅ 4 Baths ⋅ 5094302 MLS

Rare Multi-Dwelling Retreat with Endless Possibilities A truly exceptional and meticulously maintained property featuring three separate residences on one beautifully landscaped lot, a setup buyers often dream about but rarely find. The main residence is a stylish 2-bedroom, 2-bath contemporary home thoughtfully designed for comfortable living. Built with sustainability in mind, the home features an environmentally friendly geothermal system that provides efficient heating and cooling year-round. Complementing the main home are two charming tiny houses, each with its own unique character and appeal. Whether used for guests, rental income, extended family, or creative workspace opportunities, these versatile structures offer tremendous flexibility. The grounds are nothing short of spectacular. A beautiful pond with a sandy beach and cascading waterfall creates a private oasis right outside your door. Mature landscaping throughout the property provides beauty, tranquility, and a clear sense of pride of ownership. Adding to the property's appeal is a septic system permitted for three two-bedroom residences. This substantial infrastructure provides valuable flexibility for future use. Subject to applicable permits and approvals, the existing tiny houses could potentially be replaced with larger two-bedroom cabins, or bedroom capacity could potentially be reallocated to an expanded main residence. Properties offering multiple residences, income potential, privacy, natural beauty, and convenient access to Stratton are exceptionally rare. Here, much of the groundwork has already been completed: the infrastructure is installed, the homes are in place, and significant future potential remains. Don't miss this unique opportunity to own a one-of-a-kind Vermont retreat offering flexibility for today and possibilities for tomorrow.

9 Beaver Pond Ln, Jamaica

$560,000

Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm and inviting atmosphere after a day spent exploring Southern Vermont. The spacious kitchen opens to the main living area, making entertaining effortless, while expansive windows bring the outdoors in. Step outside to the large deck, ideal for summer barbecues, morning coffee, or simply enjoying the wooded surroundings. A direct-entry garage provides convenience in every season, and the finished lower level offers additional space for recreation, fitness, guests, or a media room. With four bedrooms and four baths, there is plenty of room for family and friends to gather comfortably. As a homeowner in Chimney Hill, you'll enjoy access to exceptional community amenities, including indoor and outdoor swimming pools, pickleball and tennis courts, a fitness center, clubhouse, skating rink, playground, and access to hiking and snowmobile trails. Ideally located just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this property places the very best of Southern Vermont recreation right at your doorstep. Whether you're seeking a full-time residence, weekend getaway, or investment property, 8 Deer Run Lane offers an outstanding opportunity to enjoy Vermont's four-season lifestyle in one of the area's most sought-after communities.

4 Beds ⋅ 4 Baths ⋅ 5093915 MLS

Located in the desirable Chimney Hill community, this beautifully maintained 4 bedroom, 4 bath home offers the perfect combination of comfort, convenience, and year-round recreation. Designed for gathering and relaxing, the open-concept floor plan features vaulted ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas. A cozy gas fireplace creates a warm and inviting atmosphere after a day spent exploring Southern Vermont. The spacious kitchen opens to the main living area, making entertaining effortless, while expansive windows bring the outdoors in. Step outside to the large deck, ideal for summer barbecues, morning coffee, or simply enjoying the wooded surroundings. A direct-entry garage provides convenience in every season, and the finished lower level offers additional space for recreation, fitness, guests, or a media room. With four bedrooms and four baths, there is plenty of room for family and friends to gather comfortably. As a homeowner in Chimney Hill, you'll enjoy access to exceptional community amenities, including indoor and outdoor swimming pools, pickleball and tennis courts, a fitness center, clubhouse, skating rink, playground, and access to hiking and snowmobile trails. Ideally located just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this property places the very best of Southern Vermont recreation right at your doorstep. Whether you're seeking a full-time residence, weekend getaway, or investment property, 8 Deer Run Lane offers an outstanding opportunity to enjoy Vermont's four-season lifestyle in one of the area's most sought-after communities.

8 Deer Run, Wilmington

$560,000

Warm and Inviting Home in Snow Mountain Farms. Nestled in the peaceful far side of Snow Mountain Farms, this warm and inviting home offers access to an indoor swimming pool, outdoor tennis courts, and a recreation center all for just $450 annually. Featuring beautiful cathedral ceilings and a wood-burning fireplace, the open-concept living area seamlessly connects the kitchen and dining spaces, creating the perfect setting for gatherings with family and friends. This home is ideally located near many of southern Vermont’s best seasonal attractions, with Mount Snow and Stratton just a short drive away. In winter, enjoy easy access to nearby snowmobile trails; in the warmer months, explore the area by mountain bike or on scenic hikes. The main floor includes three bedrooms and two full baths, while the primary suite occupies the second floor, offering extra privacy. The large recreation room downstairs provides space for games, movies, or simply relaxing with loved ones. Recent updates include a newer propane furnace, hot water heater, and a fully renovated kitchen featuring granite countertops and stainless-steel appliances. Enjoy panoramic views through floor-to-ceiling windows or unwind on the wrap-around deck, perfect for soaking in Vermont’s natural beauty.

4 Beds ⋅ 4 Baths ⋅ 5086516 MLS

Warm and Inviting Home in Snow Mountain Farms. Nestled in the peaceful far side of Snow Mountain Farms, this warm and inviting home offers access to an indoor swimming pool, outdoor tennis courts, and a recreation center all for just $450 annually. Featuring beautiful cathedral ceilings and a wood-burning fireplace, the open-concept living area seamlessly connects the kitchen and dining spaces, creating the perfect setting for gatherings with family and friends. This home is ideally located near many of southern Vermont’s best seasonal attractions, with Mount Snow and Stratton just a short drive away. In winter, enjoy easy access to nearby snowmobile trails; in the warmer months, explore the area by mountain bike or on scenic hikes. The main floor includes three bedrooms and two full baths, while the primary suite occupies the second floor, offering extra privacy. The large recreation room downstairs provides space for games, movies, or simply relaxing with loved ones. Recent updates include a newer propane furnace, hot water heater, and a fully renovated kitchen featuring granite countertops and stainless-steel appliances. Enjoy panoramic views through floor-to-ceiling windows or unwind on the wrap-around deck, perfect for soaking in Vermont’s natural beauty.

509 Silver Ln, Wardsboro

$550,000

You may wake up to the singing of Cole Pond resident loons at your next VT home awaiting you just minutes from the Stratton Access road. Tucked away on a quiet country road this inviting 4 bedroom, 2.5 bath home offers the perfect balance of comfort, convenience and charm. Designed for gathering with friends and family, entry level offers a family room with woodstove , open concept on main level with attractive fieldstone wood burning fireplace, appealing kitchen with Jenn air stove. Updated baths and pretty wood floors complete this move in residence, set on a nice level lot, the property provides plenty of space for outdoor enjoyment year round. No HOA fees to worry about, just lock and leave at the end of your stay. Don't miss the opportunity to own a well-maintained and appointed escape in a highly desirable area. Schedule your showing today.

4 Beds ⋅ 3 Baths ⋅ 5094845 MLS

You may wake up to the singing of Cole Pond resident loons at your next VT home awaiting you just minutes from the Stratton Access road. Tucked away on a quiet country road this inviting 4 bedroom, 2.5 bath home offers the perfect balance of comfort, convenience and charm. Designed for gathering with friends and family, entry level offers a family room with woodstove , open concept on main level with attractive fieldstone wood burning fireplace, appealing kitchen with Jenn air stove. Updated baths and pretty wood floors complete this move in residence, set on a nice level lot, the property provides plenty of space for outdoor enjoyment year round. No HOA fees to worry about, just lock and leave at the end of your stay. Don't miss the opportunity to own a well-maintained and appointed escape in a highly desirable area. Schedule your showing today.

155 Pratt Bridge Rd, Jamaica

$550,000

Step into a piece of Wilmington history with this captivating 3+ bedroom, 2-bath Cape set on a picturesque 1-acre parcel just beyond Wilmington Village. Built in 1920 by Martin Brown, this former “Playhouse” of Beaver Brook Farm (AKA White House of Wilmington) blends timeless character with thoughtful modern updates. The heart of the home is a magnificent open-concept kitchen, living, and dining area, where a brick fireplace creates a warm focal point amid rich hardwood floors, custom built-ins and natural woodwork. Generous windows capture sweeping views of Haystack Mountain and stunning sunsets. The primary suite is a true sanctuary, featuring vaulted ceilings, abundant natural light, a walk-in closet, private exterior access, and a spa-like bath with radiant heat and a sliding barn door. Two additional large bedrooms and a full bath complete the main level. Enjoy the outdoors from the covered front porch or relax on the back deck overlooking a fenced yard with a firepit. Recent improvements include a stylish new kitchen (2023), new drilled well (w/ a new water softener system) and furnace (2025), and fresh interior paint throughout. A custom staircase built by local Ken Frano leads to a loft and office retreat. Close to village amenities, Harriman Reservoir, and Mount Snow. Rental zoning permit in place adds income potential, making this a rare blend of history, character, and charm.

3 Beds ⋅ 2 Baths ⋅ 5088885 MLS

Step into a piece of Wilmington history with this captivating 3+ bedroom, 2-bath Cape set on a picturesque 1-acre parcel just beyond Wilmington Village. Built in 1920 by Martin Brown, this former “Playhouse” of Beaver Brook Farm (AKA White House of Wilmington) blends timeless character with thoughtful modern updates. The heart of the home is a magnificent open-concept kitchen, living, and dining area, where a brick fireplace creates a warm focal point amid rich hardwood floors, custom built-ins and natural woodwork. Generous windows capture sweeping views of Haystack Mountain and stunning sunsets. The primary suite is a true sanctuary, featuring vaulted ceilings, abundant natural light, a walk-in closet, private exterior access, and a spa-like bath with radiant heat and a sliding barn door. Two additional large bedrooms and a full bath complete the main level. Enjoy the outdoors from the covered front porch or relax on the back deck overlooking a fenced yard with a firepit. Recent improvements include a stylish new kitchen (2023), new drilled well (w/ a new water softener system) and furnace (2025), and fresh interior paint throughout. A custom staircase built by local Ken Frano leads to a loft and office retreat. Close to village amenities, Harriman Reservoir, and Mount Snow. Rental zoning permit in place adds income potential, making this a rare blend of history, character, and charm.

193 Rt.9 E, Wilmington

$550,000

Owners willing to consider offers. Gorgeous updated chalet on a private 2-acre parcel with mountain views and easy access to Mount Snow. Nestled in the desirable Dover Hills, this charming country retreat offers privacy befitting a year-round getaway, yet is just a short drive to the Mount Snow ski resort. Ample parking off a paved road, generous lawn space for play or pets, a garden shed, and excellent sun exposure complete the exterior setting. Inside, the updated interior showcases warm woodsy design with a vaulted living room and natural woodwork throughout. Large updated windows provide abundant natural light, complemented by a cozy wood-burning stove. The upscale kitchen features stainless appliances and flows into a spacious dining area and large deck — ideal for entertaining. The main level includes a bedroom and full bath. Upstairs offers a generous guest bedroom and loft sleeping area sharing a full bath with tiled shower and soaking tub. The fully finished lower level provides a family room perfect for overflow sleeping, games, or media space. Functional mudroom entries on both the main and lower levels make four-season living easy, with the lower level leading to a covered porch and outdoor hot tub — the perfect place to relax and take in the scenery. Beautiful furnishings are included for true turnkey enjoyment. Nearby snowmobile trails, hiking, biking, lakes, shopping, dining, and multiple ski options make this an ideal four-season retreat with tremendous rental potential.

3 Beds ⋅ 2 Baths ⋅ 5076580 MLS

Owners willing to consider offers. Gorgeous updated chalet on a private 2-acre parcel with mountain views and easy access to Mount Snow. Nestled in the desirable Dover Hills, this charming country retreat offers privacy befitting a year-round getaway, yet is just a short drive to the Mount Snow ski resort. Ample parking off a paved road, generous lawn space for play or pets, a garden shed, and excellent sun exposure complete the exterior setting. Inside, the updated interior showcases warm woodsy design with a vaulted living room and natural woodwork throughout. Large updated windows provide abundant natural light, complemented by a cozy wood-burning stove. The upscale kitchen features stainless appliances and flows into a spacious dining area and large deck — ideal for entertaining. The main level includes a bedroom and full bath. Upstairs offers a generous guest bedroom and loft sleeping area sharing a full bath with tiled shower and soaking tub. The fully finished lower level provides a family room perfect for overflow sleeping, games, or media space. Functional mudroom entries on both the main and lower levels make four-season living easy, with the lower level leading to a covered porch and outdoor hot tub — the perfect place to relax and take in the scenery. Beautiful furnishings are included for true turnkey enjoyment. Nearby snowmobile trails, hiking, biking, lakes, shopping, dining, and multiple ski options make this an ideal four-season retreat with tremendous rental potential.

68 Ellis Brook Rd, Dover

$550,000

What will the next life be for this iconic property? From popular and innovative hair salon to successful dental practice to a 4 unit family complex….pick your use!!! Owner occupied business…roomy apartments…small business complex…this multi use property has been renovated in the last few years with nice kitchens and baths..and has been used essentially as a single family with a huge yard, paved parking and easy access. Some permits may be required but it is a great base to start a new investment

5076291 MLS

What will the next life be for this iconic property? From popular and innovative hair salon to successful dental practice to a 4 unit family complex….pick your use!!! Owner occupied business…roomy apartments…small business complex…this multi use property has been renovated in the last few years with nice kitchens and baths..and has been used essentially as a single family with a huge yard, paved parking and easy access. Some permits may be required but it is a great base to start a new investment

72 Landmark Hill Dr, Brattleboro