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$4,850,000

SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of cascading waterfalls flowing year-round. Serena Lodge combines the privacy and scale of a standalone mountain estate with the convenience of being part of the established Hawk Mountain Resort community. Through the association, owners benefit from road maintenance, snow removal, emergency services, and property management, making ownership easier and more turnkey, particularly for those enjoying Serena Lodge as a second home. Perfectly positioned for four-season recreation, Serena Lodge is approximately 20 minutes from both Killington and Okemo Resorts, about 30 minutes from the quintessential New England village of Woodstock, and just minutes from championship golf, pristine lakes for swimming, kayaking, scenic trails and fishing. Designed by Daniel Pratt of Robert Carl Williams Architects as a multigenerational retreat, Serena Lodge offers six en-suite bedrooms, including a private primary wing with fireplace, sitting room, and balcony. The spectacular Great Hall forms the heart of the home, with soaring timber beams, a monumental stone fireplace, walls of windows that fill the home with natural light and an open kitchen created for effortless entertaining. Beyond the Great Hall, a loft studio, expansive Adirondack room, family room, workshop, and multiple living spaces provide abundant room for family and friends to relax, connect and enjoy the home in comfort and privacy.

5 Beds ⋅ 6 Baths ⋅ 5105346 MLS

SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of cascading waterfalls flowing year-round. Serena Lodge combines the privacy and scale of a standalone mountain estate with the convenience of being part of the established Hawk Mountain Resort community. Through the association, owners benefit from road maintenance, snow removal, emergency services, and property management, making ownership easier and more turnkey, particularly for those enjoying Serena Lodge as a second home. Perfectly positioned for four-season recreation, Serena Lodge is approximately 20 minutes from both Killington and Okemo Resorts, about 30 minutes from the quintessential New England village of Woodstock, and just minutes from championship golf, pristine lakes for swimming, kayaking, scenic trails and fishing. Designed by Daniel Pratt of Robert Carl Williams Architects as a multigenerational retreat, Serena Lodge offers six en-suite bedrooms, including a private primary wing with fireplace, sitting room, and balcony. The spectacular Great Hall forms the heart of the home, with soaring timber beams, a monumental stone fireplace, walls of windows that fill the home with natural light and an open kitchen created for effortless entertaining. Beyond the Great Hall, a loft studio, expansive Adirondack room, family room, workshop, and multiple living spaces provide abundant room for family and friends to relax, connect and enjoy the home in comfort and privacy.

476 Salt Ash Rd, Plymouth

$950,000

Set high in Vermont’s green hills, this contemporary estate blends architectural sophistication with complete privacy on 20 pristine acres. Southern-facing glass, 18-foot timber-beamed ceilings, and frame-worthy views fill the home with natural light year-round. The sun-drenched great room features cathedral ceilings, rich wood accents, and a sleek Rais wood stove set on slate floors that store passive solar warmth. The open living and dining areas flow to a fully appointed kitchen with down-draft cooktop and direct deck access for effortless indoor-outdoor entertaining. The main-level primary suite offers vaulted ceilings, a dedicated wood stove, and a spa-like bath with whirlpool tub. Above, a dramatic loft walkway under skylights and a 32-foot illuminated cupola connects two serene bedrooms and a full bath. The finished lower level adds a flexible media lounge, office or 5th bedroom, half bath, laundry, and mudroom. Outdoor living shines with a 40-foot screened porch and sundeck overlooking wildflower fields, mature trees, walking trails, and natural streams. The property includes a separate 10-acre section previously perked for a 3-bedroom home - ideal for a guest house or future development. An oversized heated garage accommodates vehicles plus all your mountain gear. Located minutes from Okemo, Killington’s Skyeship Gondola, VAST trails, lakes, golf, and the amenities of Ludlow and Woodstock.

4 Beds ⋅ 4 Baths ⋅ 5103924 MLS

Set high in Vermont’s green hills, this contemporary estate blends architectural sophistication with complete privacy on 20 pristine acres. Southern-facing glass, 18-foot timber-beamed ceilings, and frame-worthy views fill the home with natural light year-round. The sun-drenched great room features cathedral ceilings, rich wood accents, and a sleek Rais wood stove set on slate floors that store passive solar warmth. The open living and dining areas flow to a fully appointed kitchen with down-draft cooktop and direct deck access for effortless indoor-outdoor entertaining. The main-level primary suite offers vaulted ceilings, a dedicated wood stove, and a spa-like bath with whirlpool tub. Above, a dramatic loft walkway under skylights and a 32-foot illuminated cupola connects two serene bedrooms and a full bath. The finished lower level adds a flexible media lounge, office or 5th bedroom, half bath, laundry, and mudroom. Outdoor living shines with a 40-foot screened porch and sundeck overlooking wildflower fields, mature trees, walking trails, and natural streams. The property includes a separate 10-acre section previously perked for a 3-bedroom home - ideal for a guest house or future development. An oversized heated garage accommodates vehicles plus all your mountain gear. Located minutes from Okemo, Killington’s Skyeship Gondola, VAST trails, lakes, golf, and the amenities of Ludlow and Woodstock.

790 Chapman Rd, Plymouth

$1,034,000

A rare opportunity - The best of both worlds, walk downtown in this quaint New England college Town with a home that has too many upgrades to list here - 3 pages including accessory dwelling unit and possible subdivision. AND as a bonus own a large slip to access pristine Squam Lake. For more information on individual listings check out: The historic updated home on over an acre irrigated gardens MLS##5086844 and the boat slip is MLS#5088448.

4 Beds ⋅ 4 Baths ⋅ 5094984 MLS

A rare opportunity - The best of both worlds, walk downtown in this quaint New England college Town with a home that has too many upgrades to list here - 3 pages including accessory dwelling unit and possible subdivision. AND as a bonus own a large slip to access pristine Squam Lake. For more information on individual listings check out: The historic updated home on over an acre irrigated gardens MLS##5086844 and the boat slip is MLS#5088448.

60 Highland St, Plymouth

$995,000

Welcome to this beautifully updated Hawk home with expansive westerly mountain and valley views. Recent improvements throughout give the home a fresh, inviting feel while keeping its warm Vermont character. The renovated mudroom features custom live-edge maple walnut benches, shiplap walls, new lighting, shelving, and plenty of space for all your gear. The redesigned kitchen has granite counters, cherry cabinetry, stainless appliances including a 6-burner commercial stove and double wall ovens, plus an updated bar area with new sink, fixtures, and shiplap accents. The living room is bright and welcoming with cathedral ceilings, built-ins, refinished floors, and a dramatic stone fireplace. Sliders from both the dining area and living room open to the large covered deck, where recently cleared trees now reveal unobstructed mountain views. Upstairs, the loft has been completely renovated with new flooring, ceiling, and a remodeled staircase, creating a great hangout space to play pool. The mid-level includes the spacious primary suite with private balcony and a large bath with double vanity, jetted tub, and separate shower, along with a bunk room, additional bedroom, and full bath. The lower level offers another bedroom, two more bunk rooms, a fully renovated bath, laundry area, and a family room with wet bar and sliders leading to the hot tub deck. Fresh paint, updated lighting and fixtures, accent walls, and new furnishings throughout complete this move-in ready retreat, ideally located between Killington and Okemo.

6 Beds ⋅ 4 Baths ⋅ 5090927 MLS

Welcome to this beautifully updated Hawk home with expansive westerly mountain and valley views. Recent improvements throughout give the home a fresh, inviting feel while keeping its warm Vermont character. The renovated mudroom features custom live-edge maple walnut benches, shiplap walls, new lighting, shelving, and plenty of space for all your gear. The redesigned kitchen has granite counters, cherry cabinetry, stainless appliances including a 6-burner commercial stove and double wall ovens, plus an updated bar area with new sink, fixtures, and shiplap accents. The living room is bright and welcoming with cathedral ceilings, built-ins, refinished floors, and a dramatic stone fireplace. Sliders from both the dining area and living room open to the large covered deck, where recently cleared trees now reveal unobstructed mountain views. Upstairs, the loft has been completely renovated with new flooring, ceiling, and a remodeled staircase, creating a great hangout space to play pool. The mid-level includes the spacious primary suite with private balcony and a large bath with double vanity, jetted tub, and separate shower, along with a bunk room, additional bedroom, and full bath. The lower level offers another bedroom, two more bunk rooms, a fully renovated bath, laundry area, and a family room with wet bar and sliders leading to the hot tub deck. Fresh paint, updated lighting and fixtures, accent walls, and new furnishings throughout complete this move-in ready retreat, ideally located between Killington and Okemo.

181 Harrier Way, Plymouth

$775,000

A rare opportunity The Enoch Ward 1811 house offers almost 4000 sq ft of the perfect blend of historic and modern luxury living, bringing together the best of how things used to be made with today’s modern conveniences. Ideally located within walking distance to town, PSU, schools, and the hospital, this premier property sits on over an acre. Out back feels like a private sanctuary yet you can stroll downtown for a morning coffee. Enjoy quiet evenings soak in a salt water hot tube surrounded by gardens filled with perennials, or host gatherings in a home perfect for entertaining. This vintage home showcases authentic craftsmanship and rich materials throughout, from original fireplaces and warm wood floors to exquisite details that elevate every space. Thoughtfully updated, the home features a superbly appointed cook’s kitchen, a spacious great room, and a spa-like walk-in shower. The heated garage with an electric lift to the second floor will delight a wood worker. The gardener will enjoy the irrigation system with watering stanchions throughout the yard. A newly added in-law apartment provides flexibility and potential financial benefit. The whole house generator will keep everything functioning. The option to purchase furnishings further enhances this property’s appeal. Located near the White Mountains—for hiking, climbing, and skiing, and close to the Lakes Region, including Squam Lake for boating, fishing and swimming. Walk to the restaurants, theaters or just enjoy your cozy wood or gas stoves, sun room, decks and hot tub. This home offers a lifestyle that is as active or relaxed as you want. More than a home, it is a work of art, a place to experience refined living. Please review the photos, 3D virtual tour, disclosures, and 3 pages of upgrades, then schedule your private tour. With over an acre and 187' frontage possible extra lot?

4 Beds ⋅ 4 Baths ⋅ 5086844 MLS

A rare opportunity The Enoch Ward 1811 house offers almost 4000 sq ft of the perfect blend of historic and modern luxury living, bringing together the best of how things used to be made with today’s modern conveniences. Ideally located within walking distance to town, PSU, schools, and the hospital, this premier property sits on over an acre. Out back feels like a private sanctuary yet you can stroll downtown for a morning coffee. Enjoy quiet evenings soak in a salt water hot tube surrounded by gardens filled with perennials, or host gatherings in a home perfect for entertaining. This vintage home showcases authentic craftsmanship and rich materials throughout, from original fireplaces and warm wood floors to exquisite details that elevate every space. Thoughtfully updated, the home features a superbly appointed cook’s kitchen, a spacious great room, and a spa-like walk-in shower. The heated garage with an electric lift to the second floor will delight a wood worker. The gardener will enjoy the irrigation system with watering stanchions throughout the yard. A newly added in-law apartment provides flexibility and potential financial benefit. The whole house generator will keep everything functioning. The option to purchase furnishings further enhances this property’s appeal. Located near the White Mountains—for hiking, climbing, and skiing, and close to the Lakes Region, including Squam Lake for boating, fishing and swimming. Walk to the restaurants, theaters or just enjoy your cozy wood or gas stoves, sun room, decks and hot tub. This home offers a lifestyle that is as active or relaxed as you want. More than a home, it is a work of art, a place to experience refined living. Please review the photos, 3D virtual tour, disclosures, and 3 pages of upgrades, then schedule your private tour. With over an acre and 187' frontage possible extra lot?

60 Highland St, Plymouth

$850,000

Nestled on a 3-acre private lot at Hawk Resort in Vermont’s Lakes Region, this expansive custom residence offers an exceptional mountain retreat. Thoughtfully designed across four levels--each accessible by elevator--the home provides outstanding separation of space, perfect for hosting family and guests. Designed by architect Robert Carl Williams, the home showcases signature craftsmanship, including soaring windows that frame mountain views, a striking stone fireplace, custom built-ins, cedar closets, and classic pine floors. The residence features six generously sized bedrooms, each with its own sitting area. Five bedrooms offer private en-suite baths, while the sixth-designed as a bunk room-as convenient access to a full bath just across the hall. Ideal for entertaining, the home includes a spacious dining room with scenic views, a large living room, game room, and a lower-level family room--providing inviting spaces for relaxation and recreation. Perfect for gatherings and well-suited for rental opportunities, this remarkable property combines privacy, comfort, and timeless Vermont charm in an unbeatable mountain setting. Located halfway between Okemo and Killington in the lakes region. Roof is at end of life and will need replacement. Driveway in need of repair. Sold as is.

6 Beds ⋅ 8 Baths ⋅ 5077431 MLS

Nestled on a 3-acre private lot at Hawk Resort in Vermont’s Lakes Region, this expansive custom residence offers an exceptional mountain retreat. Thoughtfully designed across four levels--each accessible by elevator--the home provides outstanding separation of space, perfect for hosting family and guests. Designed by architect Robert Carl Williams, the home showcases signature craftsmanship, including soaring windows that frame mountain views, a striking stone fireplace, custom built-ins, cedar closets, and classic pine floors. The residence features six generously sized bedrooms, each with its own sitting area. Five bedrooms offer private en-suite baths, while the sixth-designed as a bunk room-as convenient access to a full bath just across the hall. Ideal for entertaining, the home includes a spacious dining room with scenic views, a large living room, game room, and a lower-level family room--providing inviting spaces for relaxation and recreation. Perfect for gatherings and well-suited for rental opportunities, this remarkable property combines privacy, comfort, and timeless Vermont charm in an unbeatable mountain setting. Located halfway between Okemo and Killington in the lakes region. Roof is at end of life and will need replacement. Driveway in need of repair. Sold as is.

726 E Ash Rd, Plymouth

$539,000

Spanning four thoughtfully designed levels, this home features four bedrooms, 3.5 baths, a separate office, living room, dining room and game room-a combination that's hard to find between Okemo and Killington. This is one of the five larger units at The Ledges with its end unit position adding a full living room that the standard units don't have. In 2023 the original greenhouse wall in the living room and primary bedroom were rebuilt: new framing, new windows and electric-opening Velux skylights with automated shades.The deck faces southwest, so the light arrives long and low through mature trees late in the day. The long range views are wooded with glimpses of Salt Ash Mountain through the canopy; the bedroom skylights open onto the trees and the spectacular night sky. An open stone fireplace anchors the living room with new spark screens and glass doors. The kitchen has a breakfast bar & opens to the dining room. The mudroom and half bath sit by the front door with ski locker and firewood storage just outside. The primary suite has its own office and a jetted tub. The lower level, cut into the hillside with windows to the southwest, holds a guest bedroom and game room with new carpet and a three-quarter bath offering great separation of space for additional family or guests. Ledges sits on 60 acres of shared forest with its own trail system-hiking from the door in summer, snowshoeing in winter. Cathedral ceilings, natural woodwork and so much more. Situated on a quiet road. The association covers roofs, exteriors, decks, plowing & shoveling, trash, water, septic and master insurance. Each unit is inspected regularly through the winter. The community artesian well is tested regularly.The community is midway through replacing the original cedar shake roofs with standing seam; this building is scheduled for 2027. Short-term rentals are permitted with a Town of Plymouth permit. Halfway between Okemo and Killington on Scenic Rt 100 with right of way to Lake Amherst.

4 Beds ⋅ 4 Baths ⋅ 5076451 MLS

Spanning four thoughtfully designed levels, this home features four bedrooms, 3.5 baths, a separate office, living room, dining room and game room-a combination that's hard to find between Okemo and Killington. This is one of the five larger units at The Ledges with its end unit position adding a full living room that the standard units don't have. In 2023 the original greenhouse wall in the living room and primary bedroom were rebuilt: new framing, new windows and electric-opening Velux skylights with automated shades.The deck faces southwest, so the light arrives long and low through mature trees late in the day. The long range views are wooded with glimpses of Salt Ash Mountain through the canopy; the bedroom skylights open onto the trees and the spectacular night sky. An open stone fireplace anchors the living room with new spark screens and glass doors. The kitchen has a breakfast bar & opens to the dining room. The mudroom and half bath sit by the front door with ski locker and firewood storage just outside. The primary suite has its own office and a jetted tub. The lower level, cut into the hillside with windows to the southwest, holds a guest bedroom and game room with new carpet and a three-quarter bath offering great separation of space for additional family or guests. Ledges sits on 60 acres of shared forest with its own trail system-hiking from the door in summer, snowshoeing in winter. Cathedral ceilings, natural woodwork and so much more. Situated on a quiet road. The association covers roofs, exteriors, decks, plowing & shoveling, trash, water, septic and master insurance. Each unit is inspected regularly through the winter. The community artesian well is tested regularly.The community is midway through replacing the original cedar shake roofs with standing seam; this building is scheduled for 2027. Short-term rentals are permitted with a Town of Plymouth permit. Halfway between Okemo and Killington on Scenic Rt 100 with right of way to Lake Amherst.

879 E Ash Rd Unit 5, Plymouth

$2,750,000

Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed with beautiful stonework, patios, gardens, and a gently babbling stream. Exceptional craftsmanship coupled with the very finest materials makes this one of the nicest homes in the Hawk Resort community. Need to work remotely - the generous office suite provides what is needed to stay connected and affords some very nice views too. Game time is easy with a 2nd living room with billiards, an arcade game on the lower level, and a gaming/puzzle space on the top level. There's even a fun bunk room with a kid-sized bathroom. The carriage house is perfect for a private guest house or caretaker. The home has recently undergone system and mechanical upgrades to bring it up to date for easy living. Being sold fully finished makes it a true turn-key residence. Okemo Ski Resort is about 10 minutes away, Rutland Regional Airport is about 30 minutes away, and lots of hiking, biking, shopping, and fly fishing are close by. You must see it in person to appreciate this quality home in the Okemo Valley. Visit the Okemo real estate community today. Taxes are based on current town assessment.

7 Beds ⋅ 10 Baths ⋅ 5025237 MLS

Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed with beautiful stonework, patios, gardens, and a gently babbling stream. Exceptional craftsmanship coupled with the very finest materials makes this one of the nicest homes in the Hawk Resort community. Need to work remotely - the generous office suite provides what is needed to stay connected and affords some very nice views too. Game time is easy with a 2nd living room with billiards, an arcade game on the lower level, and a gaming/puzzle space on the top level. There's even a fun bunk room with a kid-sized bathroom. The carriage house is perfect for a private guest house or caretaker. The home has recently undergone system and mechanical upgrades to bring it up to date for easy living. Being sold fully finished makes it a true turn-key residence. Okemo Ski Resort is about 10 minutes away, Rutland Regional Airport is about 30 minutes away, and lots of hiking, biking, shopping, and fly fishing are close by. You must see it in person to appreciate this quality home in the Okemo Valley. Visit the Okemo real estate community today. Taxes are based on current town assessment.

51 E Ash Rd, Plymouth