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Start your Vermont dream with this affordable 3-bedroom, 2-bath mobile home just minutes from downtown Woodstock, VT. Located in a quiet, private community with stunning mountain views and direct river frontage on the Ottauquechee, this home is a rare opportunity to enjoy scenic living at a budget-friendly price. Perfect as a first home, vacation getaway, or investment, this property is also located close to major ski areas, making it ideal for outdoor enthusiasts. With a lovely level lot for the kids to play and wooden ramp addition for single level living this mobile home has it all. This mobile home is in a park and there is a monthly rent of $521 which includes trash removal, water and wastewater and plowing of the road (not driveway). The park is managed by the Vermont Housing Authority and an application is to be approved before purchase. Best suited for a cash purchase because flood insurance would be required for financing.

3 Beds ⋅ 2 Baths ⋅ 5052385 MLS

Start your Vermont dream with this affordable 3-bedroom, 2-bath mobile home just minutes from downtown Woodstock, VT. Located in a quiet, private community with stunning mountain views and direct river frontage on the Ottauquechee, this home is a rare opportunity to enjoy scenic living at a budget-friendly price. Perfect as a first home, vacation getaway, or investment, this property is also located close to major ski areas, making it ideal for outdoor enthusiasts. With a lovely level lot for the kids to play and wooden ramp addition for single level living this mobile home has it all. This mobile home is in a park and there is a monthly rent of $521 which includes trash removal, water and wastewater and plowing of the road (not driveway). The park is managed by the Vermont Housing Authority and an application is to be approved before purchase. Best suited for a cash purchase because flood insurance would be required for financing.

185 Riverbend Way, Woodstock

1646 Daniel Webster Hwy Unit Unit 42, Woodstock

$390,000

Here is an opportunity for you! Conveniently located off Exit 30 at the Jack O’Lantern Resort, this 3-bedroom, 3-bathroom condo with a loft and lock-off suite option offers plenty of flexibility. There’s also a 3-season screened-in porch off the living room, perfect for relaxing after a day on the slopes, trails, or golf course. The unit has been very well cared for, is exceptionally clean, and sits in a quiet location within the resort. For buyers interested in renting, this condo could begin generating income right away. Ask about the local rental management company that partners with the Jack Golf Course to offer popular “Stay and Play” packages. Ownership includes access to resort amenities like the indoor heated pool, hot tub, outdoor pool, rec room, basketball hoop, brand-new playground, and pickleball/tennis court. With direct access to Corridor 11, you can snowmobile right from the unit, and owners are eligible for trailer storage in the overflow lot. Located next to the newly renovated Jack Golf Course and its restaurant and bar, this is a perfect year-round getaway or investment opportunity.

3 Beds ⋅ 3 Baths ⋅ 5078772 MLS

Here is an opportunity for you! Conveniently located off Exit 30 at the Jack O’Lantern Resort, this 3-bedroom, 3-bathroom condo with a loft and lock-off suite option offers plenty of flexibility. There’s also a 3-season screened-in porch off the living room, perfect for relaxing after a day on the slopes, trails, or golf course. The unit has been very well cared for, is exceptionally clean, and sits in a quiet location within the resort. For buyers interested in renting, this condo could begin generating income right away. Ask about the local rental management company that partners with the Jack Golf Course to offer popular “Stay and Play” packages. Ownership includes access to resort amenities like the indoor heated pool, hot tub, outdoor pool, rec room, basketball hoop, brand-new playground, and pickleball/tennis court. With direct access to Corridor 11, you can snowmobile right from the unit, and owners are eligible for trailer storage in the overflow lot. Located next to the newly renovated Jack Golf Course and its restaurant and bar, this is a perfect year-round getaway or investment opportunity.

1646 Daniel Webster Hwy Unit Unit 42, Woodstock

$737,500

This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright living room equipped with a Woodstock soapstone woodstove, brick hearth, and built-in bookshelves. A three-season porch offers additional space for entertaining. Showings to start May 18, 2026. Open House on May 23, 2026 from 11am to 1pm. The first-floor master suite includes a private full bathroom, two large closets, and a deck. Upstairs, you will find three additional bedrooms, an office/study, and a full bathroom. The separate one-bedroom apartment provides an excellent opportunity for rental income or private guest accommodations. Additional features include a two-car garage and a dog fence/kennel. Located near Mount Tom trails, the home is just five minutes from Woodstock, two minutes from the high school, and twenty minutes from Killington, making it a perfect primary residence or vacation getaway.

5 Beds ⋅ 4 Baths ⋅ 5088406 MLS

This lovely four-bedroom, 2.5-bath cape features a two-car attached garage and a separate 700+/- sq. ft. one-bedroom apartment. The property also includes a separate outbuilding ideal for a workshop or additional storage. The primary living space boasts a modern kitchen with updated cabinetry, granite countertops, and cherry floors. The open-concept family and dining rooms flow into a bright living room equipped with a Woodstock soapstone woodstove, brick hearth, and built-in bookshelves. A three-season porch offers additional space for entertaining. Showings to start May 18, 2026. Open House on May 23, 2026 from 11am to 1pm. The first-floor master suite includes a private full bathroom, two large closets, and a deck. Upstairs, you will find three additional bedrooms, an office/study, and a full bathroom. The separate one-bedroom apartment provides an excellent opportunity for rental income or private guest accommodations. Additional features include a two-car garage and a dog fence/kennel. Located near Mount Tom trails, the home is just five minutes from Woodstock, two minutes from the high school, and twenty minutes from Killington, making it a perfect primary residence or vacation getaway.

2605 Cox District Rd, Woodstock

$495,000

Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely landscaped grounds . The bright living room complete with wood burning fireplace steps down to a lovely kitchen with dining area .Walk out through double sliding doors onto a private deck for one of two outdoor living spaces. There is an office/den as well as a powder room on the first floor . Upstairs there are two generous sized bedrooms and a full bath. The lower room is finished into a very large family room with a woodstove, bathroom and laundry. Open the sliding doors to a patio for the second outdoor space perfect for entertaining friends or a quiet space to relax. The location is only a few minutes to the center of Woodstock and a short drive to Killington. Call for a private viewing.

2 Beds ⋅ 3 Baths ⋅ 5090924 MLS

Enjoy the ease of townhouse living in this beautiful fully furnished end unit filled with natural light throughout. The setting is surrounded by woodlands and lovely landscaped grounds . The bright living room complete with wood burning fireplace steps down to a lovely kitchen with dining area .Walk out through double sliding doors onto a private deck for one of two outdoor living spaces. There is an office/den as well as a powder room on the first floor . Upstairs there are two generous sized bedrooms and a full bath. The lower room is finished into a very large family room with a woodstove, bathroom and laundry. Open the sliding doors to a patio for the second outdoor space perfect for entertaining friends or a quiet space to relax. The location is only a few minutes to the center of Woodstock and a short drive to Killington. Call for a private viewing.

85 Town House Way Unit 18, Woodstock

$1,080,000

Beautifully Restored all the way down to the studs, c. 1890 Village Home in the Heart of downtown Woodstock! Extensively renovated while preserving its historic charm, this 3-bedroom, 3-bathroom residence offers the perfect blend of character and modern convenience right in the center of EVERYTHING. Major renovations and improvements include updated spray foam insulation, walls, windows, wiring, flooring, appliances, even structural supports, and dual new heating systems with Central AC. Abundant natural light highlight the home’s timeless appeal and the new deck over the garage insures you won't miss any of the action in town. The main level features a sun-filled living room with fireplace, private study with adjoining 3/4 bath, and an open-concept kitchen and dining area with quartz countertops, stainless appliances, and direct access to a welcoming covered porch overlooking the quaint New England charm of downtown Woodstock. Upstairs are three bedrooms, including a spacious primary suite with private bath and double closets. A second full bath features a tiled shower, soaking tub, and new Washer & Dryer. The finished third floor provides an exceptional bonus space ideal for a family room, office, studio, playroom, or guest accommodations, along with a separate storage room. Additional amenities include a paved driveway, lower-level garage/storage area, town water and sewer, dual Bosch propane boilers, propane 75G hot water, central air conditioning, and low-maintenance village living. Enjoy being just steps from Woodstock’s renowned restaurants, shops, galleries, recreation, and community events. A rare opportunity to own a move-in-ready historic home in one of Vermont’s most desirable village locations.

3 Beds ⋅ 3 Baths ⋅ 5094456 MLS

Beautifully Restored all the way down to the studs, c. 1890 Village Home in the Heart of downtown Woodstock! Extensively renovated while preserving its historic charm, this 3-bedroom, 3-bathroom residence offers the perfect blend of character and modern convenience right in the center of EVERYTHING. Major renovations and improvements include updated spray foam insulation, walls, windows, wiring, flooring, appliances, even structural supports, and dual new heating systems with Central AC. Abundant natural light highlight the home’s timeless appeal and the new deck over the garage insures you won't miss any of the action in town. The main level features a sun-filled living room with fireplace, private study with adjoining 3/4 bath, and an open-concept kitchen and dining area with quartz countertops, stainless appliances, and direct access to a welcoming covered porch overlooking the quaint New England charm of downtown Woodstock. Upstairs are three bedrooms, including a spacious primary suite with private bath and double closets. A second full bath features a tiled shower, soaking tub, and new Washer & Dryer. The finished third floor provides an exceptional bonus space ideal for a family room, office, studio, playroom, or guest accommodations, along with a separate storage room. Additional amenities include a paved driveway, lower-level garage/storage area, town water and sewer, dual Bosch propane boilers, propane 75G hot water, central air conditioning, and low-maintenance village living. Enjoy being just steps from Woodstock’s renowned restaurants, shops, galleries, recreation, and community events. A rare opportunity to own a move-in-ready historic home in one of Vermont’s most desirable village locations.

2 High St, Woodstock

$12,000

In the heartbeat of New Hampshire's White Mountains you’ll find this charming Vacation Quarter Share in North Woodstock. Quarter share defined is, you have use of the condo 1 week each month, 13 weeks per year. Please note, this is NOT a time share unit but actual real estate ownership, only shared. Fantastic location, 1 bedroom, 2 full bath, waterfront condo in Deer Park. Open concept floor plan with kitchen, dining and living areas featuring a gas fireplace and room to stretch. The master bedroom has a private bath and also a deck overlooking the Pemi River cascading by. This perfectly appointed, 100% maintenance free condo is a short walk to the clubhouse with an indoor pool, hot tub, game and exercise rooms, indoor racquetball/pickleball and more. On warm summer days, the spring-fed swimming pond with its sandy beach becomes the ultimate gathering spot. All utilities are included in the fee plus a shuttle to Loon during the winter. An on-site rental program with worldwide RCI Exchange adds flexibility and value to your investment.

1 Beds ⋅ 2 Baths ⋅ 5082460 MLS

In the heartbeat of New Hampshire's White Mountains you’ll find this charming Vacation Quarter Share in North Woodstock. Quarter share defined is, you have use of the condo 1 week each month, 13 weeks per year. Please note, this is NOT a time share unit but actual real estate ownership, only shared. Fantastic location, 1 bedroom, 2 full bath, waterfront condo in Deer Park. Open concept floor plan with kitchen, dining and living areas featuring a gas fireplace and room to stretch. The master bedroom has a private bath and also a deck overlooking the Pemi River cascading by. This perfectly appointed, 100% maintenance free condo is a short walk to the clubhouse with an indoor pool, hot tub, game and exercise rooms, indoor racquetball/pickleball and more. On warm summer days, the spring-fed swimming pond with its sandy beach becomes the ultimate gathering spot. All utilities are included in the fee plus a shuttle to Loon during the winter. An on-site rental program with worldwide RCI Exchange adds flexibility and value to your investment.

164 Deer Park Dr Unit 172 C, Woodstock

$385,000

Peacefully located, in the heart of equestrian oriented South Woodstock, is this prime 6.6 acre portion of a classic Vermont hill farm. This idyllic parcel of land, with many often sought features, could be the setting for a memorable Vermont weekend retreat! Construction of a substantial year round home would be equally justified in this truly pastoral setting! Even though it is very privately located the parcel has excellent frontage on a year round town maintained road. It would be a fair statement to say that hours could go by without a vehicle passing. If a vehicle would drive by, it would most likely be one of just several neighbors. When initially entering the property a large open pasture rises up from the road. On the left and to the east the open pasture is bounded by a cascading stream and outcroppings of an old stone wall. Walking up through the sloping pasture, while facing to the South, obvious building sites are suggested. At the height of the pasture a good size pond comes into view, as you face West. That pond is entirely within the property! Turning back to look in the direction from where you entered the property are long views of distant hills. From the height of the pasture the views in every direction are pastoral and pleasing. Beyond the pasture are mature woodlands that invite exploration. This particular area within South Woodstock is tremendously appealing! Neighbors have made quality maple syrup for decades! At the end of Arthur Morgan Road is a trail network of incomparable equestrian and walking trails! An uninhabitable old farmhouse is near the front of the property and will most certainly be removed by a new owner. Many local contractors could manage such a demolition. The obvious appeal of the land, with a large sunlit open pasture, a private pond, ancient stonewalls, and nearby miles of woodland trails could suggest securing the land for immediate recreational enjoyment while planning for a future use. Location! location! location!

5088839 MLS

Peacefully located, in the heart of equestrian oriented South Woodstock, is this prime 6.6 acre portion of a classic Vermont hill farm. This idyllic parcel of land, with many often sought features, could be the setting for a memorable Vermont weekend retreat! Construction of a substantial year round home would be equally justified in this truly pastoral setting! Even though it is very privately located the parcel has excellent frontage on a year round town maintained road. It would be a fair statement to say that hours could go by without a vehicle passing. If a vehicle would drive by, it would most likely be one of just several neighbors. When initially entering the property a large open pasture rises up from the road. On the left and to the east the open pasture is bounded by a cascading stream and outcroppings of an old stone wall. Walking up through the sloping pasture, while facing to the South, obvious building sites are suggested. At the height of the pasture a good size pond comes into view, as you face West. That pond is entirely within the property! Turning back to look in the direction from where you entered the property are long views of distant hills. From the height of the pasture the views in every direction are pastoral and pleasing. Beyond the pasture are mature woodlands that invite exploration. This particular area within South Woodstock is tremendously appealing! Neighbors have made quality maple syrup for decades! At the end of Arthur Morgan Road is a trail network of incomparable equestrian and walking trails! An uninhabitable old farmhouse is near the front of the property and will most certainly be removed by a new owner. Many local contractors could manage such a demolition. The obvious appeal of the land, with a large sunlit open pasture, a private pond, ancient stonewalls, and nearby miles of woodland trails could suggest securing the land for immediate recreational enjoyment while planning for a future use. Location! location! location!

199 Arthur Morgan Rd, Woodstock

$449,900

Well-maintained ranch-style home in the heart of North Woodstock offering easy one-level living with 3 bedrooms, 2 baths, and first-floor laundry. The level yard provides plenty of space for gardening, entertaining, or relaxing outdoors. Detached one-car garage offers additional storage for tools and outdoor equipment. Recent updates include a radon mitigation system and reverse osmosis water filtration add peace of mind. The full, nearly finished basement provides excellent storage and potential to nearly double the finished living space. Conveniently located near Loon Mountain Resort, hiking, snowmobiling, restaurants, and shopping, this home is ideal as a primary residence, vacation getaway, or investment property in the White Mountains.

3 Beds ⋅ 2 Baths ⋅ 5089555 MLS

Well-maintained ranch-style home in the heart of North Woodstock offering easy one-level living with 3 bedrooms, 2 baths, and first-floor laundry. The level yard provides plenty of space for gardening, entertaining, or relaxing outdoors. Detached one-car garage offers additional storage for tools and outdoor equipment. Recent updates include a radon mitigation system and reverse osmosis water filtration add peace of mind. The full, nearly finished basement provides excellent storage and potential to nearly double the finished living space. Conveniently located near Loon Mountain Resort, hiking, snowmobiling, restaurants, and shopping, this home is ideal as a primary residence, vacation getaway, or investment property in the White Mountains.

25 Sargent St, Woodstock

$775,000

This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment.

3 Beds ⋅ 2 Baths ⋅ 5049901 MLS

This is a rare opportunity to own 10.1 acres of land in a coveted area of Woodstock that includes a 1988 Frizzell Builders house and a detached oversized garage with a second floor for storage . The property was part of the King Farm which is now in Vt. Land Trust as conserved land , until it was split off in the late 1980's when the Colby family came into ownership and built the existing house .The dwelling has a wrap around deck overlooking the meadows and pond with views to the south. Antique stone walls are reminiscent of days gone by .If privacy but convenience to Woodstock village is your goal you need not look further. Some of the features include hardwood floors , open floorplan that includes dining and living room , large downstairs game room. Easy access to Killington, Okemo Mountain and of course Woodstock's own Saskadena Six for Skiing . Golf, tennis . biking and fishing are just a few of the many outdoor activities in the area . Pentangle Arts provides music and theater throughout the year. Woodstock was named the prettiest small town in America . Come make it your home in this amazing property. Call today for an appointment.

616 Rose Hill Rd, Woodstock

$870,000

Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns.

4 Beds ⋅ 2 Baths ⋅ 5084320 MLS

Beautiful residence with newer renovations...located in the heart of historic Woodstock. Sunlit rooms, open floor concept with handsome refinished original pine floors. Stunning kitchen with stainless appliances, oversized island and soapstone counters accent the new cabinetry. Large dining room for entertaining with lovely screened in porch with double doors that lead out to a privately enclosed courtyard. First floor also features a mudroom, new 1/2 bath, family room and gracious formal living room accented with bookshelves. Second floor consists of a large primary bedroom, a guest bedroom and newly renovated full bathroom and laundry room. Third level has another 2 bedrooms or could be used as offices. This residence is the south side (left side) of the building and includes new mini split a/c units, a storage shed and perennials gardens. Walk to all of towns amenities, shops and restaurants. Mt. Tom National park and hiking behind the house for those nature enthusiasts, championship golf, skiing and fly fishing near by. 20 minutes to the Upper Valley and Dartmouth. Wonderful opportunity to own this charming home in one of Vermonts prettiest towns.

51 River St, Woodstock

217 Maxham Meadow Way Unit 41BN, Woodstock

$290,000

A highly flexible and truly "turn key" commercial condominium, in a convenient Woodstock location! While it has recently been utilized as a beautifully equipped child care center, the well conceived open floor plan could certainly allow easy transition into becoming a stylish retail space or perhaps a contemporary office! An unexpected amenity is two separate half bathrooms! A practical and complete kitchen/break area includes a full size stainless steel refrigerator, a kitchen sink, a dishwasher, a microwave oven and a full size washer and dryer! Further complimenting the attractive 39'x24' open interior space are 2 water fountains, a storage loft, a ten foot high ceiling, clean hard flooring, a mini split for heating and cooling and a ten foot high garage style door! The flexibility of the interior is unlimited! This commercial condominium unit on the ground floor of the well known commercial landmark "The Mill." could easily transition to a new enterprise without requiring changes in the infrastructure. It is truly "turn key!" Valuable amenities for commercial condominiums in the well known Mill Building include connection to the municipal sewer, Woodstock Aqueduct municipal water, and extensive free parking on a paved lot! Woodstock's recently completed Ottauquechee River Trail passes nearby providing a scenic walking path leading into Woodstock Village along the picturesque river and through East End Park. An opportunity to acquire a contemporary clear span space, in "turn key" condition, in Woodstock! A commercial gem awaits an entrepreneur! (Note: Child care furnishings and an assumable mortgage specific only to a qualified child care enterprise are available!)

5087873 MLS ⋅ The Mill BLDG.

A highly flexible and truly "turn key" commercial condominium, in a convenient Woodstock location! While it has recently been utilized as a beautifully equipped child care center, the well conceived open floor plan could certainly allow easy transition into becoming a stylish retail space or perhaps a contemporary office! An unexpected amenity is two separate half bathrooms! A practical and complete kitchen/break area includes a full size stainless steel refrigerator, a kitchen sink, a dishwasher, a microwave oven and a full size washer and dryer! Further complimenting the attractive 39'x24' open interior space are 2 water fountains, a storage loft, a ten foot high ceiling, clean hard flooring, a mini split for heating and cooling and a ten foot high garage style door! The flexibility of the interior is unlimited! This commercial condominium unit on the ground floor of the well known commercial landmark "The Mill." could easily transition to a new enterprise without requiring changes in the infrastructure. It is truly "turn key!" Valuable amenities for commercial condominiums in the well known Mill Building include connection to the municipal sewer, Woodstock Aqueduct municipal water, and extensive free parking on a paved lot! Woodstock's recently completed Ottauquechee River Trail passes nearby providing a scenic walking path leading into Woodstock Village along the picturesque river and through East End Park. An opportunity to acquire a contemporary clear span space, in "turn key" condition, in Woodstock! A commercial gem awaits an entrepreneur! (Note: Child care furnishings and an assumable mortgage specific only to a qualified child care enterprise are available!)

217 Maxham Meadow Way Unit 41BN, Woodstock

$365,000

Bathed in natural light from soaring skylights and perched above the rooftops of one of New England's most beloved villages, this charming one-bedroom condominium puts the very best of Woodstock, Vermont, at your doorstep. Just steps from the Woodstock Inn, the Village Green, and the town's finest restaurants and shops, this bright second-floor retreat offers a rare combination of walkable village living and genuine privacy—the kind of place people spend years looking for. Whether you're seeking a full-time residence or the perfect pied-à-terre, this is it. The open-concept living area features multiple skylights, soaring angled ceilings, and large windows framing picturesque views of Woodstock's signature red rooftops. The renovated kitchen is crisp and well-appointed with its own skylight, while the generous bedroom enjoys dramatic natural light throughout the day and striking moonlight at night. The property is surrounded by award-winning gardens—a past recipient of the Woodstock Garden Club's prize for "Best Garden in the Village"—situated beautifully along the river. Beyond the village itself, the location is unmatched for four-season recreation. World-class skiing at Saskadena Six is minutes away, and the Woodstock Country Club's renowned Robert Trent Jones golf course is practically on your doorstep. Hiking, cycling, and the natural beauty of the Upper Connecticut River Valley round out a lifestyle that is hard to replicate anywhere else in New England. Dedicated parking, lower-level storage, and generous knee-wall storage complete the package. Simply arrive, uncork something good, and let the village do the rest.

1 Beds ⋅ 1 Baths ⋅ 5088124 MLS

Bathed in natural light from soaring skylights and perched above the rooftops of one of New England's most beloved villages, this charming one-bedroom condominium puts the very best of Woodstock, Vermont, at your doorstep. Just steps from the Woodstock Inn, the Village Green, and the town's finest restaurants and shops, this bright second-floor retreat offers a rare combination of walkable village living and genuine privacy—the kind of place people spend years looking for. Whether you're seeking a full-time residence or the perfect pied-à-terre, this is it. The open-concept living area features multiple skylights, soaring angled ceilings, and large windows framing picturesque views of Woodstock's signature red rooftops. The renovated kitchen is crisp and well-appointed with its own skylight, while the generous bedroom enjoys dramatic natural light throughout the day and striking moonlight at night. The property is surrounded by award-winning gardens—a past recipient of the Woodstock Garden Club's prize for "Best Garden in the Village"—situated beautifully along the river. Beyond the village itself, the location is unmatched for four-season recreation. World-class skiing at Saskadena Six is minutes away, and the Woodstock Country Club's renowned Robert Trent Jones golf course is practically on your doorstep. Hiking, cycling, and the natural beauty of the Upper Connecticut River Valley round out a lifestyle that is hard to replicate anywhere else in New England. Dedicated parking, lower-level storage, and generous knee-wall storage complete the package. Simply arrive, uncork something good, and let the village do the rest.

17 High St Unit 5, Woodstock

$24,000

This first floor Quarter Share (you have use 1 week per month) is an end unit located in the Mountain View building. Enjoy great views of Franconia Notch, South Peak slopes and just a short stroll to the club house. Inside you'll find 2 bedrooms, 2 full baths you can either use one large unit or lock out into two separate units. One side features a living room with gas fireplace to warm you on cold winter evenings, a full size kitchen to cook for the entire family, a bedroom and full bath. The other side is a studio with Queen Murphy bed, living area, kitchenette and full bath. Living areas on both sides have pull out sofas with queen beds to sleep 8 in all. Owning a quarter share is an affordable alternative to whole ownership. It is NOT a time share; you own the actual real estate. Deer Park has a fantastic amenities package which includes and indoor pool, Jacuzzi, racquetball, weight room, cardio room outdoor tennis courts, ice skating and shuttle bus to Loon Mountain during the ski season.

2 Beds ⋅ 2 Baths ⋅ 5078490 MLS

This first floor Quarter Share (you have use 1 week per month) is an end unit located in the Mountain View building. Enjoy great views of Franconia Notch, South Peak slopes and just a short stroll to the club house. Inside you'll find 2 bedrooms, 2 full baths you can either use one large unit or lock out into two separate units. One side features a living room with gas fireplace to warm you on cold winter evenings, a full size kitchen to cook for the entire family, a bedroom and full bath. The other side is a studio with Queen Murphy bed, living area, kitchenette and full bath. Living areas on both sides have pull out sofas with queen beds to sleep 8 in all. Owning a quarter share is an affordable alternative to whole ownership. It is NOT a time share; you own the actual real estate. Deer Park has a fantastic amenities package which includes and indoor pool, Jacuzzi, racquetball, weight room, cardio room outdoor tennis courts, ice skating and shuttle bus to Loon Mountain during the ski season.

156 Deer Park Dr Unit 131 A, Woodstock

10 Lakeside West Dr Unit 56 B, Woodstock

$55,100

Lake views and mountain panoramas from this stunning top-floor end unit in the sought-after Greenleaf building at Deer Park.

3 Beds ⋅ 3 Baths ⋅ 5087962 MLS

Lake views and mountain panoramas from this stunning top-floor end unit in the sought-after Greenleaf building at Deer Park.

10 Lakeside West Dr Unit 56 B, Woodstock

42 Heritage Condo Way Unit 23 D, Woodstock

$230,000

Amazing opportunity to own a property that is perfect as a full time home or a vacation get away, in the highly desired Heritage Condo community. The setting is serene in a low density area. This condo has had many updates and is ready for new owners to add their personal touch. The charming living room complete with wood floors , a stone accent wall and double glass doors leading to a private deck looking out to woodlands and lawn. The bright , sunny kitchen is a pleasure to work in . Upstairs the den with skylight offers an opportunity for many uses. There is private storage space in the historic red barn. Woodstock Middle and High Schools are across the road. It is a short distance to all of the amenities historic Woodstock Village offers including dining , shopping and entertainment. Ski at Woodstock's own Saskadena Six and world acclaimed Killington Mountain. Pentangle Arts Center brings year round entertainment . Please make an appointment to see this beautiful home today as it will not last long on the market!

1 Beds ⋅ 1 Baths ⋅ 5079996 MLS

Amazing opportunity to own a property that is perfect as a full time home or a vacation get away, in the highly desired Heritage Condo community. The setting is serene in a low density area. This condo has had many updates and is ready for new owners to add their personal touch. The charming living room complete with wood floors , a stone accent wall and double glass doors leading to a private deck looking out to woodlands and lawn. The bright , sunny kitchen is a pleasure to work in . Upstairs the den with skylight offers an opportunity for many uses. There is private storage space in the historic red barn. Woodstock Middle and High Schools are across the road. It is a short distance to all of the amenities historic Woodstock Village offers including dining , shopping and entertainment. Ski at Woodstock's own Saskadena Six and world acclaimed Killington Mountain. Pentangle Arts Center brings year round entertainment . Please make an appointment to see this beautiful home today as it will not last long on the market!

42 Heritage Condo Way Unit 23 D, Woodstock

$560,000

Price Improvement to $599,900 — Don’t Miss This Opportunity in North Woodstock! Welcome to 69 Grandview — a beautifully renovated mountain retreat set on 1.2 acres in one of North Woodstock’s most desirable neighborhoods. With 4 bedrooms, 2 full baths, and over 1,500 square feet, this home offers the perfect balance of comfort, charm, and modern updates. Step inside to find a thoughtfully updated interior with upgraded plumbing, electrical, and finishes throughout — giving you the feel of a newer home while maintaining its classic character. Natural light fills the living spaces, and the layout offers flexibility for full-time living, a vacation getaway, or a high-demand rental. Outside is where this property really shines. Take in peaceful mountain views from the expansive wrap-around deck — partially covered so you can grill, relax, or entertain in any weather. The generous lot offers privacy, space to expand, and even potential for a garage or future additions. Located just a short drive to Loon and Cannon Mountain, and close to hiking, biking, and everything the White Mountains have to offer, this home puts four-season recreation right at your doorstep. The Grandview neighborhood also takes care of water, roads, and common areas—making ownership that much easier. Whether you're looking for a primary home, second home, or investment property, this is a smart move at a newly improved price.

4 Beds ⋅ 2 Baths ⋅ 5074112 MLS

Price Improvement to $599,900 — Don’t Miss This Opportunity in North Woodstock! Welcome to 69 Grandview — a beautifully renovated mountain retreat set on 1.2 acres in one of North Woodstock’s most desirable neighborhoods. With 4 bedrooms, 2 full baths, and over 1,500 square feet, this home offers the perfect balance of comfort, charm, and modern updates. Step inside to find a thoughtfully updated interior with upgraded plumbing, electrical, and finishes throughout — giving you the feel of a newer home while maintaining its classic character. Natural light fills the living spaces, and the layout offers flexibility for full-time living, a vacation getaway, or a high-demand rental. Outside is where this property really shines. Take in peaceful mountain views from the expansive wrap-around deck — partially covered so you can grill, relax, or entertain in any weather. The generous lot offers privacy, space to expand, and even potential for a garage or future additions. Located just a short drive to Loon and Cannon Mountain, and close to hiking, biking, and everything the White Mountains have to offer, this home puts four-season recreation right at your doorstep. The Grandview neighborhood also takes care of water, roads, and common areas—making ownership that much easier. Whether you're looking for a primary home, second home, or investment property, this is a smart move at a newly improved price.

69 Grandview Dr, Woodstock

$390,000

Don't miss this great fully furnished condo! It is a 3 bedroom end unit in Alpine Village and has an updated hearthstone insert fireplace in the living room, it looks great and keeps the condo cozy on chilly days and nights. Open concept first level is great for entertaining. There is a 3/4 bath on the first floor and upstairs there are three sunny bedrooms and full bath. The large deck off the kitchen is perfect for grilling and the yard is great for games. Great rental history. HOA fee includes cable and internet. Enjoy the beauty of the four seasons in the White Mountains! This condo is walking distance to town with shops and restaurants and the Pemi River too. Just a quick ride to Loon and Cannon and all of the White Mountain area attractions

3 Beds ⋅ 2 Baths ⋅ 5034834 MLS

Don't miss this great fully furnished condo! It is a 3 bedroom end unit in Alpine Village and has an updated hearthstone insert fireplace in the living room, it looks great and keeps the condo cozy on chilly days and nights. Open concept first level is great for entertaining. There is a 3/4 bath on the first floor and upstairs there are three sunny bedrooms and full bath. The large deck off the kitchen is perfect for grilling and the yard is great for games. Great rental history. HOA fee includes cable and internet. Enjoy the beauty of the four seasons in the White Mountains! This condo is walking distance to town with shops and restaurants and the Pemi River too. Just a quick ride to Loon and Cannon and all of the White Mountain area attractions

14 Adams Dr Unit 12, Woodstock

$2,000,000

The prime commercial location in well known Woodstock Village! A corner restaurant, in this landmark building, has historically been the favorite "watering hole" that almost every visitor to Woodstock easily remembers. While this 3 story building is certainly large in size, the scope of the development potential is even greater! Currently, the lower levels of the building are anchored by a 5000 sq. ft. restaurant/bar, a 1900 sq. ft. retail specialty store and a 800 sq. ft. real estate office. Current 2nd floor tenants are a law office, a real estate office and offices for the restaurant enterprise. Additional quality 2nd floor spaces are available, for retail or offices! A 3rd floor, with dramatic views of village life and distant hillsides, is a blank slate awaiting creative repurposing! Woodstock's Central Commercial zoning allows the possibility for mixed use of the property. The existing tenants are enthusiastic about the potential of the property and are advocates for the value of the location! Broad community support exists to encourage the renovation of the property. The acquisition cost is the 1st investment. The renovation expense will be substantial. A phased development approach, nurtured with an influx of cash flow generated by current tenants, could result in creation of a dynamic new anchor for the commercial center of historic Woodstock Village! The location is prime! The enormous potential is obvious! An entrepreneurial opportunity in Woodstock Village awaits!

5045785 MLS

The prime commercial location in well known Woodstock Village! A corner restaurant, in this landmark building, has historically been the favorite "watering hole" that almost every visitor to Woodstock easily remembers. While this 3 story building is certainly large in size, the scope of the development potential is even greater! Currently, the lower levels of the building are anchored by a 5000 sq. ft. restaurant/bar, a 1900 sq. ft. retail specialty store and a 800 sq. ft. real estate office. Current 2nd floor tenants are a law office, a real estate office and offices for the restaurant enterprise. Additional quality 2nd floor spaces are available, for retail or offices! A 3rd floor, with dramatic views of village life and distant hillsides, is a blank slate awaiting creative repurposing! Woodstock's Central Commercial zoning allows the possibility for mixed use of the property. The existing tenants are enthusiastic about the potential of the property and are advocates for the value of the location! Broad community support exists to encourage the renovation of the property. The acquisition cost is the 1st investment. The renovation expense will be substantial. A phased development approach, nurtured with an influx of cash flow generated by current tenants, could result in creation of a dynamic new anchor for the commercial center of historic Woodstock Village! The location is prime! The enormous potential is obvious! An entrepreneurial opportunity in Woodstock Village awaits!

3 Elm St, Woodstock

$199,000

Successful local entrepreneurs have created highly flexible commercial space, in a convenient Woodstock location! Having been most recently used as part of a specialty food production facility, with a high level of sanitation, the interior of this 956 square foot space is bright and inviting! Desirable features of this commercial condominium include ground level access with its own 10'x10' industrial size garage door and also a standard sized entrance door, AC/heat unit, 12 foot high ceiling, emergency floor drain, water and plumbing, being fully fire sprinkled, industrial strength and grade concrete floors, upgraded electric, and extensive natural light. This desirable ground floor end unit of the well known commercial landmark "The Mill" benefits from valuable amenities including connection to the municipal sewer, Woodstock Aqueduct Water and extensive free parking! Woodstock's recently completed Ottauquechee River Trail passes nearby and provides a scenic walking path leading into Woodstock Village along the picturesque river and through East End Park. This unit presents fresh, bright, and flexible space! Well designed contemporary space is waiting!

5068309 MLS ⋅ The Mill BLDG.

Successful local entrepreneurs have created highly flexible commercial space, in a convenient Woodstock location! Having been most recently used as part of a specialty food production facility, with a high level of sanitation, the interior of this 956 square foot space is bright and inviting! Desirable features of this commercial condominium include ground level access with its own 10'x10' industrial size garage door and also a standard sized entrance door, AC/heat unit, 12 foot high ceiling, emergency floor drain, water and plumbing, being fully fire sprinkled, industrial strength and grade concrete floors, upgraded electric, and extensive natural light. This desirable ground floor end unit of the well known commercial landmark "The Mill" benefits from valuable amenities including connection to the municipal sewer, Woodstock Aqueduct Water and extensive free parking! Woodstock's recently completed Ottauquechee River Trail passes nearby and provides a scenic walking path leading into Woodstock Village along the picturesque river and through East End Park. This unit presents fresh, bright, and flexible space! Well designed contemporary space is waiting!

217 Maxham Meadow Way Unit G, Woodstock

21704 Maxham Meadow Way Unit E & F, Woodstock

$415,000

Highly flexible and truly "turn key" commercial space, in a convenient Woodstock location! While it is currently being used as a child care center, the well conceived open floor plan could allow easy transition into becoming a stylish retail space or perhaps a contemporary office! An unexpected amenity is three separate half bathrooms! A practical and complete kitchen area includes two full size stainless steel refrigerators, several water fountains, a full size kitchen sink, a dishwasher, a laundry sink, a microwave oven and a full size washer and dryer! Further complimenting the large 41'x38.5' open interior space are a private office, a utility room and a storage loft. High ceilings, clean hard flooring and two ten foot high garage doors contribute to the flexibility and potential of the interior. Multiple Mini splits for heating and cooling! This combination of two adjacent commercial condominium units is on the ground floor end of the well known commercial landmark "The Mill." Valuable amenities of The Mill include connection to the municipal sewer, Woodstock Aqueduct municipal water, and extensive free parking on a paved lot! Woodstock's recently completed Ottauquechee River Trail passes nearby providing a scenic walking path leading into Woodstock Village along the picturesque river and through East End Park. An opportunity to acquire a large clear span space, in "turn key" condition, in Woodstock! A commercial gem awaits an entrepreneur!

5077939 MLS ⋅ The Mill BLDG.

Highly flexible and truly "turn key" commercial space, in a convenient Woodstock location! While it is currently being used as a child care center, the well conceived open floor plan could allow easy transition into becoming a stylish retail space or perhaps a contemporary office! An unexpected amenity is three separate half bathrooms! A practical and complete kitchen area includes two full size stainless steel refrigerators, several water fountains, a full size kitchen sink, a dishwasher, a laundry sink, a microwave oven and a full size washer and dryer! Further complimenting the large 41'x38.5' open interior space are a private office, a utility room and a storage loft. High ceilings, clean hard flooring and two ten foot high garage doors contribute to the flexibility and potential of the interior. Multiple Mini splits for heating and cooling! This combination of two adjacent commercial condominium units is on the ground floor end of the well known commercial landmark "The Mill." Valuable amenities of The Mill include connection to the municipal sewer, Woodstock Aqueduct municipal water, and extensive free parking on a paved lot! Woodstock's recently completed Ottauquechee River Trail passes nearby providing a scenic walking path leading into Woodstock Village along the picturesque river and through East End Park. An opportunity to acquire a large clear span space, in "turn key" condition, in Woodstock! A commercial gem awaits an entrepreneur!

21704 Maxham Meadow Way Unit E & F, Woodstock

$190,000

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

2 Beds ⋅ 2 Baths ⋅ 5075468 MLS

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

99-2 Safford Commons Way, Woodstock

$515,000

This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop.

3 Beds ⋅ 2 Baths ⋅ 5061079 MLS

This tidy, well maintained Mid-Century Ranch home is conveniently located just 1.5 miles from the Village Green. Perched on a sunny knoll with a southern valley view, this well maintained home features open concept kitchen/dining, a large, bright living room, three bedrooms all with oak floors, a walk out basement providing opportunity for guest accommodation, or a hobby/play room. The 2 car garage with ample storage above is connected by a breezeway. 3 mini splits for efficiency and comfort. Backup generator, pellet stove, wood stove. Newer heat pump water heater, new windows. Huge shed barn for storage or workshop.

1514 South Rd, Woodstock

$462,000

Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather around the beautiful wood-burning fireplace after a day on the slopes, or enjoy a game in the pool table room with friends and family. Period details and thoughtful updates create a cozy balance of history and comfort, while natural light and open spaces bring the outdoors in. This home is equally suited as a vacation retreat, an investment property, or a welcoming primary residence. Wide lawns offer plenty of room for play and gardening, and river views provide a peaceful backdrop in every season. Here, relaxation and adventure are always close at hand — whether it’s skiing, hiking, or simply soaking in the Vermont lifestyle.

4 Beds ⋅ 3 Baths ⋅ 5057169 MLS

Welcome to this lovingly updated antique Cape, set on two open, level acres across from the sparkling Ottauquechee River. Just five minutes from Woodstock Village and perfectly positioned on the west side for quick trips to Killington and Pico, this home makes the ideal Vermont getaway. Inside, you’ll find four comfortable bedrooms and a warm, inviting layout designed for making memories. Gather around the beautiful wood-burning fireplace after a day on the slopes, or enjoy a game in the pool table room with friends and family. Period details and thoughtful updates create a cozy balance of history and comfort, while natural light and open spaces bring the outdoors in. This home is equally suited as a vacation retreat, an investment property, or a welcoming primary residence. Wide lawns offer plenty of room for play and gardening, and river views provide a peaceful backdrop in every season. Here, relaxation and adventure are always close at hand — whether it’s skiing, hiking, or simply soaking in the Vermont lifestyle.

3364 W Woodstock Rd, Woodstock

$1,100,000

Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler’s pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces — including a fireplaced living room with gas insert and a den warmed by a wood stove — offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock’s celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington’s Skyeship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best.

4 Beds ⋅ 3 Baths ⋅ 5077012 MLS

Set on a sun-bathed hillside between Woodstock Village and the renowned slopes of Killington and Pico, this custom-built Colonial captures what buyers seek most in Vermont: privacy, craftsmanship, and striking mountain views that feel close enough to touch. Thoughtfully designed by the respected Vermont Vernacular Builders, the home reflects classic regional architecture with refined proportions, timeless materials, and an effortless sense of place. The interior is bright, welcoming, and designed for both everyday living and memorable gatherings. Wide board floors run throughout, while exposed beams lend texture and authenticity to the inviting den and spacious eat-in kitchen. A butler’s pantry provides exceptional storage and service flow to the formal dining room, and multiple living spaces — including a fireplaced living room with gas insert and a den warmed by a wood stove — offer comfortable options for relaxing or entertaining in every season. Positioned on more than eight private acres, the setting feels peaceful and secluded, yet remains remarkably convenient: Woodstock’s celebrated restaurants, boutiques, and cultural attractions are just minutes away, and premier skiing at Killington’s Skyeship Base Lodge is under eight miles from your door. Outdoor living is equally compelling, with a large deck perfectly oriented toward the mountains, an in-ground pool for summer enjoyment, and an oversized garage/barn with storage above presenting exciting potential for a guest suite, studio, or party barn. A rare combination of location, quality, and lifestyle flexibility, this property is ideally suited as a full-time residence, seasonal retreat, or investment in Vermont living at its best.

513 Deer Brook Way, Woodstock

$190,000

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

2 Beds ⋅ 2 Baths ⋅ 5075470 MLS

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

111-1 Safford Commons Way, Woodstock

$416,000

Affordable, turn-key, and move-in ready, this Alpine Village Condo in the heart of the White Mountains delivers exceptional value with a competitive price and low condo fees. Inside, you’ll find a fully renovated 3-bedroom, 2-bath layout with warm wood flooring, a cozy gas fireplace, and a stylish kitchen featuring stainless steel appliances and granite countertops. Updated bathrooms with granite finishes complete the home’s polished, cohesive look. Ideally located just minutes from Loon Mountain Ski Resort and Cannon Mountain this property offers easy access to skiing, hiking, mountain biking trails, and tubing in the Kancamagus River, along with all the year-round recreation the White Mountains are known for, making it a perfect primary home, vacation getaway, with rental capabilities.

3 Beds ⋅ 2 Baths ⋅ 5086306 MLS

Affordable, turn-key, and move-in ready, this Alpine Village Condo in the heart of the White Mountains delivers exceptional value with a competitive price and low condo fees. Inside, you’ll find a fully renovated 3-bedroom, 2-bath layout with warm wood flooring, a cozy gas fireplace, and a stylish kitchen featuring stainless steel appliances and granite countertops. Updated bathrooms with granite finishes complete the home’s polished, cohesive look. Ideally located just minutes from Loon Mountain Ski Resort and Cannon Mountain this property offers easy access to skiing, hiking, mountain biking trails, and tubing in the Kancamagus River, along with all the year-round recreation the White Mountains are known for, making it a perfect primary home, vacation getaway, with rental capabilities.

14 Grant Dr Unit 162, Woodstock

$456,250

This beautiful Woodstock West Townhouse offers effortless, low-maintenance living in one of Vermont’s most charming four-season destinations. The main level welcomes you with a cozy living area centered around a fireplace, creating the perfect space to unwind. A sun-filled kitchen and dining area flow seamlessly onto a private deck—ideal for relaxing or entertaining. Upstairs, two generously sized bedrooms provide comfort and privacy, complemented by a thoughtfully updated bathroom featuring double sinks and a spacious walk-in shower for a touch of everyday luxury. The finished lower level, complete with its own bath, adds valuable flexibility – perfect as a private guest suite, family room, or home office. The open and level exterior is tastefully landscaped. Privacy, quiet, and convenience make this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Woodstock Resort, and Marsh Billings Rockefeller National Park. Fabulous dining /shopping/and the arts are just minutes away in the vibrant village of Woodstock.

3 Beds ⋅ 3 Baths ⋅ 5080108 MLS

This beautiful Woodstock West Townhouse offers effortless, low-maintenance living in one of Vermont’s most charming four-season destinations. The main level welcomes you with a cozy living area centered around a fireplace, creating the perfect space to unwind. A sun-filled kitchen and dining area flow seamlessly onto a private deck—ideal for relaxing or entertaining. Upstairs, two generously sized bedrooms provide comfort and privacy, complemented by a thoughtfully updated bathroom featuring double sinks and a spacious walk-in shower for a touch of everyday luxury. The finished lower level, complete with its own bath, adds valuable flexibility – perfect as a private guest suite, family room, or home office. The open and level exterior is tastefully landscaped. Privacy, quiet, and convenience make this location the perfect fit for a primary or vacation home. Enjoy easy access to a multitude of multi seasonal recreating including Killington, Woodstock Resort, and Marsh Billings Rockefeller National Park. Fabulous dining /shopping/and the arts are just minutes away in the vibrant village of Woodstock.

57 Townhouse Way Unit 9, Woodstock

$190,000

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

2 Beds ⋅ 2 Baths ⋅ 5075472 MLS

These 1200 sq. ft., 2-bedroom, 1.5-bathroom condos are being sold for less than half of their fair market value! Available for immediate move-in, each condo has an open-concept kitchen, dining room, and living room, which are on the airy and light-filled second floor. There is a small deck off the living room. The two cozy bedrooms are on the first floor. Electricity bills will be offset by solar panels installed on the roof. Location is convenient to area amenities. Buyer's must apply to Twin Pines Housing Trust Homeownership Program and be determined to be eligible to purchase (income and asset based.) The sale price of the condo is $395,000, the appraised fair market value. TPH and other funding agencies will provide eligible buyers $205,000 in downpayment assistance (which will be recorded as 0% interest mortgage deeds), thus making the price of the home to the Buyer $190,000.

111-2 Safford Commons Way, Woodstock

$1,175,000

Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor primary suite offers ease and convenience, with generous closet space and a private bath. With three additional bedrooms plus a dedicated office, the home offers plenty of room to spread out. The large finished basement provides flexible bonus space—perfect for a playroom, media room, fitness area, or hobbies. Central air conditioning ensures year-round comfort, while an oversized, heated garage and an in-ground irrigation system make this home convenient in every season. Step outside to a private patio, surrounded by terraced gardens and stonework that add character and curb appeal. Located in a quiet setting yet within easy reach of restaurants, shops, and the village green, this property offers modern convenience in one of Woodstock’s most desirable walk-to-town locations. A rare opportunity to enjoy newer construction in the heart of Vermont’s most charming village.

4 Beds ⋅ 5 Baths ⋅ 5069230 MLS

Beautifully sited just a short walk from Woodstock Village, this 2015 custom-built home blends modern comfort with timeless Vermont charm. Thoughtfully designed for everyday living and entertaining, the main level features an open, light-filled layout, a well-appointed kitchen, and seamless access to a sunny three-season room overlooking the landscaped grounds. The sought-after first-floor primary suite offers ease and convenience, with generous closet space and a private bath. With three additional bedrooms plus a dedicated office, the home offers plenty of room to spread out. The large finished basement provides flexible bonus space—perfect for a playroom, media room, fitness area, or hobbies. Central air conditioning ensures year-round comfort, while an oversized, heated garage and an in-ground irrigation system make this home convenient in every season. Step outside to a private patio, surrounded by terraced gardens and stonework that add character and curb appeal. Located in a quiet setting yet within easy reach of restaurants, shops, and the village green, this property offers modern convenience in one of Woodstock’s most desirable walk-to-town locations. A rare opportunity to enjoy newer construction in the heart of Vermont’s most charming village.

125 Shurtleff Ln, Woodstock

$630,000

You know that feeling when you walk through a door and you can already see future memories being made? That's what you feel as you turn every corner of this gem. This thoughtfully updated raised ranch blends comfort, style, and convenience seamlessly with plenty of natural light filling much of the home. Recent improvements include beautifully renovated bathrooms, gleaming hardwood floors, a new roof and central air for year-round comfort. The kitchen is the heart of the home, perfectly positioned for cooking, gathering and listening to laughter fill the living room just steps away. The exercise room and sitting room offer flexible spaces for hosting family and friends or for escaping to a quiet space to work from home. The expansive deck provides a perfect setting for relaxing or entertaining as it overlooks the front yard while the backyard features a fenced-in space ideal for your four-legged companions to enjoy. Just minutes from Woodstock Union High School and the charming shops, restaurants, and amenities of downtown Woodstock, this home is ready to begin its next chapter with you!

3 Beds ⋅ 2 Baths ⋅ 5080038 MLS

You know that feeling when you walk through a door and you can already see future memories being made? That's what you feel as you turn every corner of this gem. This thoughtfully updated raised ranch blends comfort, style, and convenience seamlessly with plenty of natural light filling much of the home. Recent improvements include beautifully renovated bathrooms, gleaming hardwood floors, a new roof and central air for year-round comfort. The kitchen is the heart of the home, perfectly positioned for cooking, gathering and listening to laughter fill the living room just steps away. The exercise room and sitting room offer flexible spaces for hosting family and friends or for escaping to a quiet space to work from home. The expansive deck provides a perfect setting for relaxing or entertaining as it overlooks the front yard while the backyard features a fenced-in space ideal for your four-legged companions to enjoy. Just minutes from Woodstock Union High School and the charming shops, restaurants, and amenities of downtown Woodstock, this home is ready to begin its next chapter with you!

19 Davry Way, Woodstock

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