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luxury houses with terrace for sale Woodstock, United States

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50

House with garden and terrace Woodstock (United States)

This wonderful Vermont Cape-style home has overlooked the Ottauquechee River and the former Woodstock woolen mill (now the 'new' mill and community pools and recreation center) since 1890. On long summer days, the sounds of children enjoying the swimming holes and tubing in the rapid runs below float up. The floor plan has been adapted to modern lifestyles across three levels. The main level, entered from the garden walkway or garage, connects to an open country kitchen via a mudroom, which flows into the dining area and living room, offering extraordinary upriver views west toward Killington. A spacious main-floor primary bedroom with an en suite bath opens to a riverside deck, and an expanse of lawn and gardens surrounds the residence. Upstairs are two large bedrooms with a shared bath and a reading loft overlooking the living room below. The walkout lower level includes another bedroom, a bath, a recreation room, and a laundry. The soothing music of the water rose to a crescendo in August 2011 as Hurricane Irene swept into Vermont as a tropical storm, resulting in a FEMA-designated 500-year flood event that inundated basements, as it did many homes in Woodstock and other river towns. Subsequently, the owners have replaced the lower-level sheetrock and boiler and have invested in an engineered barrier wall. The home is within walking distance of Village shops, restaurants, and resort amenities. A peaceful hideaway close to everything.

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$1,195,000
370
4bedrooms
2bathrooms
land 0.2ha

By Williamson Group Sotheby's International Realty

50

House with garden and terrace Woodstock (United States)

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter.

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$1,395,000
307
4bedrooms
1bathroom
land 1.4ha

By Williamson Group Sotheby's International Realty

50

House with garden and terrace Woodstock (United States)

Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx. 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered with stone walls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first-floor primary suite with private bath, vaulted ceilings and new large walk-in closet. Kitchen features Thermador appliances and quartz counters anchored by a large dining room with stunning wood floors. An expansive cozy living room centered by a handsome brick fireplace to curl up with a book on a snowy day. The rooms are spacious and inviting with an abundance of light, exposed original hand-hewn beams and easy access for outdoor entertainment on the brick patio or the new east terrace. Enjoy a separate 3-bedroom Guest House for friends/family with good rental income history. New Tesla Tower for backup power. Located in the heart of horse country and the village of South Woodstock. Enjoy skiing, championship golf and fly fishing on the Black River. Easy access to shopping, restaurants and Upper Valley. Only 8 minutes to Woodstock, 2.5 hours to Boston and 5 hours to NYC. Kedron Valley Farm is a stunning, quintessential farm in the heart of GMHA.

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$2,950,000
576
5bedrooms
6bathrooms
land 13ha

By Williamson Group Sotheby's International Realty

17 listings near Woodstock

Nearby
38

House with terrace Hartland (United States)

A magical Vermont setting, complete with a private pond and visits from a great blue heron. A tree-lined approach welcomes you to this wonderfully open and beautifully proportioned three-bedroom, two-bath log home with desirable southerly exposure.The main level features an expansive open kitchen and a spacious dining room that flows naturally into the family room, where exceptional natural light creates a bright and inviting atmosphere. The cathedral ceiling living room features a lovely bay window. A deck spanning the length of the home provides generous outdoor space from which to enjoy the peaceful surroundings.The lofted upper level includes a bedroom, full bath, and open workspace. The lower level offers a wonderfully private bedroom with direct exterior access. An expansive mudroom entry features a soapstone wood stove and laundry area, along with access to ample storage.Bright, updated baths with tile surrounds, a whole-house dehumidifier, a new roof, excellent stonework, lovely grounds, and an exceptional level of care further distinguish the property. A charming sugarhouse offers flexible space for garden equipment, a workshop, or a childrens playhouse, completing this truly special Vermont retreat.

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$595,000
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
39

House with garden and terrace Windsor County (United States)

Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality finishes, including granite highlights, shine throughout.Enjoy outdoor living from the screened porch, covered porch, or open upper deck, ideal for entertaining or quiet moments. Each bedroom offers the privacy of an ensuite bath, including a serene suite located separately above the garage, perfect for guests, remote work, or added flexibility. A convenient powder room and strong rental history add further appeal.The Post and Beam barn/studio offers inspiring space for creative pursuits, a home business, or potential conversion to guest quarters or an accessory dwelling. Mature perennial gardens, open grounds, and ample parking enhance the charm. Steps from the Appalachian Trail and nestled along a scenic route, this unique offering blends Vermont tranquility with exceptional versatility.

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$845,000
3bedrooms
4bathrooms

By Four Seasons Sotheby's International Realty

Nearby
27

House with garden and terrace Windsor (United States)

Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-level living with plenty of potential. The open-concept living, dining, and kitchen area creates a functional layout, while the attached direct-entry garage and unfinished attached space provide excellent storage or future expansion possibilities. Outside, the property features a circular driveway, a partially level yard, a small, fenced area off the garage, a larger split-rail fenced paddock with a run-in, a storage shed, and a dedicated chicken coop area, offering flexibility for gardening, hobbies, small animals, or outdoor enjoyment. Conveniently located with easy access to area amenities, this property presents a wonderful opportunity to make it your own. Easy access to I-91, 23 min to DHMC, 15 min from West Lebanon, 22 min to Woodstock, 40 min to Okemo.Open house Saturday, August 8th, 10am-12pm

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$279,000
2bedrooms
1bathroom

By Four Seasons Sotheby's International Realty

Nearby
34

House with pool and terrace Bridgewater (United States)

This 1885 antique story and a half cape have been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional Livingroom and dining room with the more casual lifestyle of today. The open concept Vermont country kitchen-dining and family room flow into a south facing sunroom overlooking the Ottauquechee River with a terraced yard providing direct access to the water. The home is midway between the resort communities of Woodstock and Killington 5 and 9 miles away. A public park and the Bridgewater Mill showcasing nationally and internationally recognized handmade furniture and pottery of Charles Shackelton and Miranda Thomas, respectively, in addition to a popular restaurant with live entertainment all within walking distance. Ideally sited offering an array of amenities at an attractive price.

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$449,000
138
3bedrooms
land 0.1ha

By Williamson Group Sotheby's International Realty

Nearby
29

House with garden and terrace Barnard (United States)

Great opportunity to own a small cape in "The Grove" with the ability to expand. This is a 2 bedroom, 2-bath cottage all on one level with the second floor open and unfinished for the next owner to create their own personal space with endless possibilities. This is a low maintenance home with mini split air conditioning, a generator and perennial gardens. Open floor concept for ideal entertaining with an abundance of light throughout. Primary bedroom has an en-suite bathroom with soaking tub. Another guest bedroom with 3/4 bath also on the first floor. Quick walk to the Barnard General Store for breakfast or to Silver Lake for swimming and canoeing. This property does not have direct access to Silver Lake. Just 12 minutes to historic Woodstock for all amenities, shopping, dining, golf and skiing. This is a turn-key affordable home the premiere village of Barnard. Building inspection available.

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$399,000
104
2bedrooms
1bathroom
land 0.1ha

By Williamson Group Sotheby's International Realty

Nearby
48

House with garden and terrace Barnard (United States)

This gracious 1796 Brick Federal homestead was transformed into a popular gathering spot more than 60 years ago. The Barnard Inn has long been considered among the finest dining and hospitality venues in Vermont. It is currently operated as an event destination by the chef-owner and his family. Now, with children grown and off on their own paths, it is time to pass stewardship of the historic property to others, who can return it to private use or continue serving the community as a center of hospitality, helping to cover the costs of ownership. The Inn features original fireside dining rooms, complemented by a rustic tavern serving both classic and inventive 'pub' cuisine. The professional kitchen has undergone a thorough renovation, increased efficiency and enabling flexibility of culinary styles. Marketing opportunities are limited only by imagination, including the use of expansive lawns for weddings and events in both indoor and outdoor settings among flowering shrubs, mature shade trees, and natural landscaping. The main floor of the Inn features the professional kitchen, tavern, and dining areas. The second and third floors offer private residential accommodation, including 5 bedrooms, 2 bathrooms, and a beautifully designed open-concept country kitchen that leads to a spacious deck with views of the surrounding hills and fields. The post-and-beam barn has been repurposed as an event venue and short-term rental, with a yoga studio. The main level of the former working barn is open to a height of 36’, overlooked by the expansive hay loft. The barn is large enough to host up to 60 guests for dinner and 100 for casual events. A 2-bedroom building site beside the spring-fed pond has been approved, with additional sites potentially available by reallocating the existing septic system. The location is ideal for ‘glamping’ with nearby Silver Lake, miles of trails, and outdoor recreational activities drawing tourists throughout the year.

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$1,950,000
652
6bedrooms
2bathrooms
land 4.1ha

By Williamson Group Sotheby's International Realty

Nearby
42

Property Reading (United States)

Rare opportunity to own one of the most unique compound properties in West Windsor. "The Dome" and The "Silo House" share a lovely 13.9 AC secluded and tranquil parcel fronting the Willow Brook in the desirable Rush Meadow region of West Windsor with rear access to the extensive local trail system. Beautiful established gardens, and mature plantings. Excellent rental investment potential. Both homes have been extensively renovated. Proximity to Woodstock, Hanover NH, Interstate, skiing and all recreation. "Silo House" is being offered for sale independently with two acres. See MLS #5109223

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$950,000
3bedrooms
land 4.8ha

By Williamson Group Sotheby's International Realty

Nearby
13

House with terrace Windsor (United States)

Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features an updated kitchen and a spacious living and dining area with plenty of natural light, creating a warm and inviting space for everyday living and entertaining. A metal roof and updated heating system add to the home's practicality and ease of ownership. A one-car garage provides convenient parking along with additional storage space. Outside, the level yard with mature trees offers plenty of room for gardening, recreation, or simply enjoying the Vermont surroundings. Located along the eastern slopes of Mount Ascutney, with its hiking trails and recreational activities. This property offers a wonderful balance of rural living and convenience, with easy access to downtown Windsor, I-91, and the area's abundant recreational opportunities. Whether you're looking for a primary residence, Vermont getaway, or a home to make your own, 319 Back Mountain Road offers an appealing opportunity in a desirable Upper Valley location.

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$299,000
2bedrooms
1bathroom

By Four Seasons Sotheby's International Realty

Nearby
36

House with pool and terrace Hanover (United States)

Bright, beautiful, DOMUS-built gem less than 10 minutes from downtown Hanover, features with one of the most picturesque, panoramic views in the Upper Valley. Enjoy a 50-mile vista of green mountains clear across to Killington and Pico from nearly every room. 1st flr master has en suite bath and walk-in closet, as well as adjacent office with closet. Formal living, dining and foyer boast high ceilings with soaring glass in addition to oversized westerly windows highlighting the mountain views and breathtaking sunsets, providing an elegant dance of light throughout the 4 bed, 3 bath home. Inviting front porch, private deck off the master, entertaining deck and screened-in porch off the open kitchen/family room, and lushly landscaped private pool oasis compliment nearly 4000 sq ft of indoor living space. Attached 2-car plus detached single. Experience all that Hanover has to offer from the country quiet of this 7.9 acre retreat. Agent is related to the Seller. No drive-bys, please.

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$999,000
4bedrooms
land 3.2ha

By Four Seasons Sotheby's International Realty

Nearby
50
Video

House with terrace Plymouth (United States)

Nestled on a 3-acre private lot at Hawk Resort in Vermonts 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.

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$850,000
6bedrooms
8bathrooms
land 1.3ha

By Four Seasons Sotheby's International Realty

Nearby
16

House with terrace Plymouth (United States)

Conveniently located between Okemo Mountain and Killington Resort, this comfortable home and property offers an appealing combination of location, space, and privacy. Both resorts are just a short drive away, making this a practical home base for enjoying the slopes and all that the area has to offer.The main level features a spacious open floor plan with plenty of room for gathering, dining, and relaxing after a day outdoors. Downstairs, you'll find three bedrooms, two bathrooms, and a bonus room offering flexible space for guests, recreation, or a home office.Set on just over an acre, the property enjoys a private and peaceful setting while remaining conveniently located. Lake Amherst access near Hawk Resort is also a short distance away, adding another option for enjoying the area during the warmer months.With an established rental history, this property offers an opportunity for those looking for a Vermont getaway with the potential for continued rental use. A straightforward, well located home with room to enjoy in every season.

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$370,000
3bedrooms
2bathrooms
land 1

By Four Seasons Sotheby's International Realty

Nearby
50

House with garden and terrace Killington (United States)

This Stunning home has an amazing location on the 4th hole of Killington Golf Course in the heart of Killington Resort! It has an extraordinary combination of golf course frontage and unobstructed vistas of the Killington Mountain range. Enjoy total privacy while being less than a half a mile to the downtown restaurants, and less than 2 miles to the Killington Base lodges. The recent renovations by renowned architectural firm Robert Carl Williams include large round custom windows, wide plank white oak quarter sawn flooring, and natural Vermont granite, which are seen throughout this magnificent home. The open floor plan is ideal for entertaining. The chef’s kitchen and large connected dining room are steps from the sunroom with its floor to ceiling windows that integrate the 1.5-acre landscape. This floor also has a main floor guest bedroom and full bathroom. The generous newly added master bedroom on the top floor, with en-suite bathroom, features breath taking year-round mountain views. This floor also has an additional bedroom and full bathroom. Visit the first floor to discover a family room with a fireplace, kitchenette, two offices, a full bathroom, an additional sunroom, as well as access to the outdoor hot tub. You enter the home via the custom post and beam four vehicle carports. The property has an equally impressive studio apartment located above a heated detached two-car garage. Meticulously designed, constructed, and maintained, this exceptional home will be enjoyed for generations to come.

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$2,675,000
401
3bedrooms
2bathrooms
land 0.6ha

By Williamson Group Sotheby's International Realty

Nearby
30

House with terrace Hanover (United States)

Perfectly positioned along the Connecticut River in Hanover, 32 River Road offers a rare blend of refined living and extraordinary natural beauty. This thoughtfully updated three-bedroom, three-bath residence captures sweeping river views and an effortless indoor-outdoor lifestyle in one of the Upper Valley’s most desirable settings.Renovated in 2021, the kitchen, family room, and baths feature clean, timeless finishes, while hardwood floors and radiant heat throughout the lower level and garage provide year-round comfort. Cathedral ceilings introduce natural light and volume, while loft spaces accessed by custom ladders add charm, flexibility, and a perfect hideaway for younger guests. Clapboard siding and a standing seam metal roof complete the home’s understated New England aesthetic. The home’s 700+ square-foot wraparound deck serves as the centerpiece of the property, offering panoramic river views and exceptional space for entertaining, dining, or quiet retreat. Whether enjoying morning coffee beside the water, evenings in the hot tub, or sunset gatherings with friends, every moment is framed by the rhythm and beauty of the Connecticut River. A private dock provides access to rowing, paddling, boating, and exploration. Included in the offering are a Vespoli racing shell, canoe, kayak, and motorized raft, along with amenities including dedicated gear storage, an outdoor summer shower, and a heated two-car garage. In the early morning hours, Dartmouth crew shells glide quietly along the river, adding to the timeless character of life on the Connecticut. Adding to the property’s appeal is an additional 10-acre parcel across the street, where carved walking trails and several potential building sites offer future possibilities. The river becomes part of daily life in every season, creating a rare sense of privacy and connection to nature just moments from downtown Hanover and Dartmouth College. Offered with tasteful furnishings-this is a turn key opportunity.

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$1,995,000
190
3bedrooms
1bathroom

By Annonceur International

Nearby
40
Video

House with terrace Cavendish (United States)

Historic Rowen Farm offers a rare blend of authentic Vermont character, privacy and turnkey ease. Set on 77+ acres of meadow and woodland, the circa-1812 Federal farmhouse has been extensively restored while preserving its soul: original wide-plank floors and exposed beams, original doors and period details, and four wood-burning fireplaces.Inside, approx 3,860 square feet of light-filled living space unfolds with an easy, welcoming flow. The renovated kitchen opens to breakfast, dining and living spaces where abundant windows frame the surrounding landscape. Covered porches and open decks invite you to enjoy the meadows and mountain ridgeline views in every season. A generous mudroom with built-in storage, ski and gear room, adjoining laundry and outdoor shower make returning from the mountain or trail effortless.The four-bedroom, five-bath layout is equally suited to quiet weekends or a full house. A first-floor ensuite guest room offers privacy, while a library/office with built-ins and fireplace leads to a separate wing with bonus room, 3/4 bath and exterior entrance, offering exceptional flexibility with potential to evolve into a private first-floor suite. Upstairs, the primary suite includes a fireplace, built-in storage and private bath, joined by two additional bedrooms and a shared full bath.Outside, open meadows, woodland trails, restored stone walls and brooks create a private four-season playground. The meadows are maintained by a local farmer, allowing the pastoral setting to remain remarkably easy to enjoy. A classic barn/garage with loft and lean-to adds character and practical storage.Major systems restored in 2003 with a full basement added. Four-bedroom wastewater system permitted in 2022 and new shingle roof completed in 2026. High-speed fiber internet supports remote work. Offered largely furnished with limited personal exclusions. Approximately 8 miles to Okemo, with convenient access to Woodstock, Killington and the Upper Valley.

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$2,250,000
4bedrooms
5bathrooms
land 31.4ha

By Four Seasons Sotheby's International Realty

Nearby
32
Video

House with terrace Strafford (United States)

Set high above the rolling hills of South Strafford, this charming multi-level New Englander offers the perfect blend of privacy, character, and breathtaking Vermont beauty. Situated on 40.87 acres with sweeping mountain views, this three-bedroom, two-bath home invites you to slow down and embrace four-season living.A welcoming wraparound porch overlooks open meadows and mature trees, creating the ideal setting for morning coffee, evening sunsets, or gathering with friends after a day on the trails or slopes. Inside, warm wood floors, exposed beams, and abundant natural light create a cozy yet spacious atmosphere. The thoughtfully updated kitchen features custom cabinetry, open shelving, and a functional center island, while the inviting living room offers oversized windows framing the surrounding landscape.The homes multi-level layout provides comfortable separation of space, including serene bedrooms with peaceful woodland views and flexible work-from-home potential. Outside, a classic barn adds versatility for storage, hobbies, animals, or future creative use.Located in a wonderful community close to skiing, hiking trails, and a highly regarded school system, this property is ideal for those seeking a Vermont mountain retreat with privacy, charm, and year-round recreation. Whether you are searching for a full-time residence, country getaway, or homestead lifestyle property, this special offering captures the essence of Vermont living.

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$669,900
3bedrooms
2bathrooms

By Four Seasons Sotheby's International Realty

Nearby
26

House with garden and terrace Strafford (United States)

Tucked back from Kibling Hill Road in Strafford, VT, this charming single level split-entry home sits with a magnificent pond and running stream adjoining the dwelling and creating the setting for the property. The driveway pulls down into the yard of the dwelling, proving access either to to the fields in front of the home and next to the pond. The home has four town-recognized bedroom spaces with a full bathroom central to the living space and open kitchen. The covered porch walks down into the front yard and alongside the pond. A large sitting room with a fireplace has access to the side yard with raised beds and a chicken coop structure. The basement has potential to be finished, and also walks out into the side yard adjacent the pond. With proximity to local offerings but enough distance to heighten privacy, this dwelling is ready for a new chapter. Come see how your vision could apply to this property!

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$300,000
4bedrooms
1bathroom

By Four Seasons Sotheby's International Realty

Nearby
18

House with garden and terrace Ludlow (United States)

This Lake Pauline residence offers an inviting, easygoing retreat in a convenient yet quiet location close to Okemo Mountain Resort. The cottage-style home features an open living and dining area with a cozy gas stove and access to a deck overlooking the water. The lakeside yard provides plenty of room for relaxing, lawn games, swimming, kayaking, and gathering around the firepit. Improvements completed within the past two years include Andersen windows, an updated kitchen and bath, and a new furnace. A delightful four-season getaway where lake and mountain living come together.

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$479,999
2bedrooms
1bathroom

By Four Seasons Sotheby's International Realty

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