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$1,100,000
4 Beds ⋅ 3 Baths ⋅ 5106838 MLS
Lovely cottage nestled on the Ottauquechee River in the heart of historic Woodstock. Incredible river frontage with sprawling lawn for entertaining or just sitting enjoying the river tranquility in adirondack chairs. This charming cottage boasts 4 bedrooms with an open plan. An abundance of light, antique characteristics with wide pine floors, large fireplace in the living room and surrounded by lots of windows and French doors leading out to a large deck overlooking the river. The first floor consists of a large living room, dining room, eat-in kitchen and small bedroom/office. Second floor consists of primary suite with private bathroom and 2 more guest bedrooms with bath. The basement has a family room that has direct access to the back lawn adjacent to a good size storage room with ample space for bikes, kayaks and toys. A short walk into the village to all amenities, theatre, shops and restaurants. Just 3 miles to skiing and golf. Mt Tom trail access is across the street with miles of trails for hiking or cross country skiing. Incredible location!

2 River St, Woodstock
$412,000
3 Beds ⋅ 2 Baths ⋅ 5106266 MLS
Location is everything! Come experience this centrally located townhouse in downtown Woodstock where you are just 10 minutes from the slopes at Loon Mountain, 5 minutes from the vibrant restaurants and brewery in Woodstock, and a manageable 2-hour drive from Boston via I-93. This 3 bedroom 2 bath condo has the mountain charm lifestyle everyone is looking for. The main floor features a bright, open-concept layout anchored by a cozy wood-burning fireplace-the ideal spot to unwind after a day of adventure. The fully equipped kitchen, complete with modern stainless steel appliances, flows seamlessly into the living space, making it perfect for entertaining. Upstairs, the second level hosts two spacious bedrooms, while the third floor offers a large, versatile sleeping loft, providing plenty of room for family and guests. Step outside to your private, wooded back deck to enjoy the peaceful surroundings. Whether you are looking for a weekend retreat or a permanent mountain home, this condo delivers on every front.

8 Hayes Dr Unit 40, Woodstock
$225,000
2 Beds ⋅ 2 Baths ⋅ 5105576 MLS
Perched upon .83 acres in North Woodstock, this fantastic retreat offers the perfect balance of peaceful living and modern convenience. An open floor plan welcomes you inside to this 924-square-foot manufactured home offering two bedrooms and two full bathrooms lovingly maintained by the same family for 25 years. Step outside to a custom 31 foot back deck ideal for quiet mornings or lively gatherings overlooking a spacious, tree-lined backyard that feels like your own private escape. Also enjoy the wonderful screened in front porch and take advantage of the shade on those super sunny, summer days. All of this, just a 2 minute drive from downtown North Woodstock, major ski areas, rivers and the White Mountains make this home a rare blend of serenity and accessibility.

228 Daniel Webster Hwy, Woodstock
$1,040,000
3 Beds ⋅ 2 Baths ⋅ 5105489 MLS
Woodstock Village Home~ A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautifully updated 3-bedroom, 2-bath home, once the town's blacksmith shop. Just steps from the heart of the village, you can leave the car at home and walk to shops, restaurants, galleries, cafés, and everything that makes Woodstock one of Vermont's most beloved destinations. Inside, an open-concept floor plan, beautiful wood floors, and abundant natural light create a warm and inviting atmosphere. Recent improvements include a new heat pump providing efficient heating and air conditioning, electrical upgrades, interior painting, and extensive basement work, enhancing both comfort and functionality. Outside is where this village property becomes truly special. The spacious fenced yard borders the Kedron Brook, creating a surprisingly peaceful setting in the heart of town. Relax on the deck and listen to the water, enjoy the newly planted fruit trees, or step through the yard to the nearby village footbridge spanning the brook--a picturesque connection to the surrounding neighborhood. Historic character, thoughtful improvements, a wonderful yard, and an exceptional walkable location come together in a home that captures the charm and ease of life in Woodstock Village.

13 High St, Woodstock
$26,000
2 Beds ⋅ 2 Baths ⋅ 5105461 MLS
Two bedroom, 2 bathroom, gas fireplace, fully furnished and ready to be enjoyed! Gas fireplace for ambience and A/C. Enjoy 13 weeks of ownership on a rotating basis at the highly sought-after Deer Park resort with all the amenities you could ever need. 5 acre spring fed swimming pond with beach, multi-million dollar clubhouse with indoor pool, racquetball courts, tennis, fitness room, etc. Enjoy the skating rink by the club house. Use this quarter share one week of every month, or exchange for a different location for a small fee through RCI or Intervale International. Showings from 11-1 on Fridays only.

164 Deer Park Dr Unit 178C, Woodstock
$415,000
2 Beds ⋅ 3 Baths ⋅ 5105357 MLS
QUINTESSENTIAL WOODSTOCK VILLAGE WORKFORCE HOUSING OPPORTUNITY: Offered at $415,000 through a local workforce housing covenant, providing qualifying buyers a rare opportunity to purchase in Woodstock Village at a price below comparable unrestricted-market properties. Enjoy premium Village living while preserving quality housing for qualifying members of our local and Upper Valley workforce. THE HOME: The largest layout in a peaceful 24 home community, this immaculate Federal-style brick townhouse offers 2,268 sq ft of living space across three fully finished levels. It functions seamlessly like a single-family home, boasting an open floor plan, bright natural light, a wood burning fireplace, and stunning hardwood floors. The layout features 2 spacious upstairs bedrooms and a highly versatile 1st-floor flex room with pocket doors, perfect as a 3rd bedroom, home office, or guest suite. KEY HIGHLIGHTS: Baths on every level. Private, oversized outdoor deck surrounded by mature woods and perennial gardens. Walking distance to the Woodstock Farmers’ Market and National Park trailheads. Updated electrical, plumbing, 2019 furnace, and a brand-new dryer. ELIGIBILITY: One occupant of your household works or will work locally at least 25 hours per week for a business or organization located within a 16 mile radius of the Woodstock Town Hall. The occupant can be either the homeowner or a long term tenant. Short term rentals (i.e., less than 30 days) are strictly prohibited. Covenants and Woodstock Trust eligibility documents are attached.

121 Townhouse Way Unit 20, Woodstock
$400,000
2 Beds ⋅ 3 Baths ⋅ 5104834 MLS
Welcome to your new home or home away from home located in beautiful Woodstock NH. This unique townhome offers a versatile floor plan that is warm and inviting. Cozy up by the fireplace on those cold blister days or read a book in your bright sun room that has two levels of enjoyment. Need an extra space for guest? Utilize the loft for additional sleeping space, privacy, or quiet time. This home has 2 bedrooms and an office that could be used as an additional sleeping space, office, den, or bonus space. The primary bedroom has its own on suite bathroom and two large closets for storage. It opens up to the bright sunrooms lower level making this primary suite the perfect sanctuary. Every inch of this homes space has been utilized for efficiency and functionality. Take advantage of the community amenities that include inground pool, basketball court, and tennis court. This home unlike many townhomes also has a dry functional basement that can be accessed from the interior and exterior. The current owners are using for a workout area. To top it all of this unit comes with a 2 car garage. Home is listed $15,000 below appraised value. Get instant equity! The back deck is brand new. It has been replaced by the HOA since the photos have been taken.

7 Sundance Rd Unit 4, Woodstock
$205,000
2 Beds ⋅ 2 Baths ⋅ 5104613 MLS
property being sold by trustee, seller has no knowledge of age, or systems within the home. There is no Zoning in the town Woodstock. This property will need work to make it livable.

88 Lost River Rd, Woodstock
$899,900
5 Beds ⋅ 4 Baths ⋅ 5104119 MLS
Mountainside Road really leans into the Mountain get-away theme of New Hampshire. This property is currently being used as an Air B & B, featuring a main house with 4 bedrooms that can be combined with or leased separately with a studio apartment that has its own kitchen, bath, porch and private entry. The home offers great White Mountain Views, is directly across the Street from Lost River (swimming and waterfalls) and providing easy access to all the Lincoln / Woodstock attractions and Loon Mountain skiing. This was a primary home for decades, and the apartment was added for a caretaker to live on site. It has been meticulously updated and maintained through the years and a whole house generator provided comfort on those harsh winter nights. The Cottage or shed structure offers a place for projects or additional storage.

5 & 7 Mountainside Rd, Woodstock
$238,000
1 Beds ⋅ 1 Baths ⋅ 5103476 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. Quiet setting in a low density area. This end unit condo has had many updates and is ready for new owners to add their personal touch. A private deck looking out to woodlands and lawn. The bright 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 or head over to Killington Ski Resort.

42 Heritage Condo Way Unit 24, Woodstock
$1,075,000
3 Beds ⋅ 3 Baths ⋅ 5103213 MLS
This superbly cared-for cape-style home has been thoughtfully and comprehensively updated, with all bathrooms tastefully renovated with quality fixtures and finishes. The home features a creative, livable floor plan with a mix of open gathering rooms and comfortable private spaces, accented with crown molding and 8 1/2-foot ceilings on the main level. The main level has two entries, with additional direct access from the spacious 2-car garage. A mudroom connects the front and garage entries, and the back entry near the garden barn is close to the kitchen. The generous living room centers on a wood-burning fireplace with floor-to-ceiling windows spanning the width of the room. A gracious dining room adjoins the living room, den/bedroom, kitchen, and private stairway to the primary bedroom suite. The second level includes the primary bedroom with study/dressing room, walk-in closet, private balcony, and en suite bath with Italian marble vanity, tile, and surfaces. The second bedroom is illuminated by natural light and well-appointed en suite bathroom. A second-floor family/media room is separate from the sleeping areas. The property is within easy walking distance to the Village Green, shopping, entertainment, elementary school, and all resort amenities. A gem waiting to be discovered.

648 Church Hill Rd, Woodstock
$1,695,000
4 Beds ⋅ 3 Baths ⋅ 5102668 MLS
"BLISS HOUSE" Privately nestled on a picturesque hillside just minutes from the Woodstock Village Green, this beautifully renovated residence offers exceptional privacy, sweeping long-range mountain views, open meadows, mature gardens, a swimming pool, hot tub, and the perfect blend of Vermont charm and modern comfort. A thoughtful renovation transformed the kitchen and dining areas into a bright, open gathering space where spectacular mountain views are always on display. The newer gourmet kitchen features a large center island, Thermador appliances, quartz countertops, and abundant custom cabinetry. The spacious living room is centered around a handsome stone fireplace and offers multiple seating areas. French doors open to a newer southwest-facing deck with a large hot tub, creating the perfect setting to enjoy sunsets and panoramic views throughout the year. The main level also includes a generous primary suite with a walk-in closet and an ensuite bath featuring a soaking tub with mountain views and a separate shower. A mudroom with laundry connects directly to the oversized attached two-car garage. A circular staircase leads from the kitchen to a charming renovated tavern and wine room with French doors opening to a private brick patio, ideal for entertaining. Upstairs are a comfortable office, study, or media room, three additional bedrooms (two with long-range views), an updated full bath, and a separate half bath. The full concrete basement provides abundant storage and houses the mechanical systems. Additional amenities include a full-house automatic generator, ample parking for four or more vehicles in addition to the attached garage, and well-maintained grounds. BLISS HOUSE combines privacy, stunning views, quality renovations, and an exceptional location just minutes from Woodstock Village. Walk-through tour, video, drone aerials, and floor plans available online.

353 Cabot Rd, Woodstock
$450,000
3 Beds ⋅ 2 Baths ⋅ 5102664 MLS
Enjoy peace, privacy, and endless possibilities on 2 quiet acres, just 3 miles from downtown Woodstock! This adorable ranch-style double-wide offers a bright, open-concept kitchen, dining, and living area perfect for entertaining or relaxing by the wood-burning fireplace. Vaulted ceilings and abundant natural light enhance the spacious feel. The impressive kitchen features solid hickory cabinetry, stainless steel appliances, a tile backsplash, pot filler, apron-front sink, oversized island with extensive storage, and a charming window seat with additional storage. The primary suite includes a spacious bathroom with double sinks, a stand-up shower, soaking tub, and direct access from both the bedroom and bathroom to a large walk-in closet. The property’s standout feature is the nearly new, never-used, three-story barn measuring approximately 40' x 28'. With 14-foot ceilings and 13-foot entry doors, it is ideal for RV storage, classic cars, animals, a workshop, or other recreational uses. Above the barn is an additional 20' x 40' open space, accessed by interior stairs, offering approximately 800 square feet of storage or potential finished space. The barn may also offer future residential conversion possibilities, subject to all required permits and approvals. Additional features include a 30-amp electrical hookup in the driveway for an RV or hot tub, a lovely brook that feeds a private pond, and a peaceful mountain setting. Perfect for year-round living, a second-home getaway, or a potential Airbnb opportunity!

68 Russell Farm Rd, Woodstock
$129,000
5102599 MLS
This much sought after location in Woodstock features a inground pool for summer fun, close to both Loon and Cannon Mountains for your year round activities to enjoy . Just a few minute walk to downtown Woodstock and most nightlife in the area . Small association with limited restrictions and a very low annual fee of $350.00. Come see your new homesite in the White Mountains and enjoy all this location has to offer .

40 Sundance Rd, Woodstock
$244,000
1 Beds ⋅ 1 Baths ⋅ 5101220 MLS
Easy living in this updated condo that is perfect for a primary or secondary residence. Located in a small condo community that is mostly owner occupied the setting offers a private living space. The deck looks out to well maintained grounds and woodlands. The updated kitchen and bathroom are well appointed. The main level has an open floor plan that includes the kitchen, dining area and living room . Upstairs , in addition to the bedroom, bath and laundry there is a wonderful bonus area that can be used in multiple ways and the sliding barn door provides privacy to the area. Located across from Woodstock Middle and Senior High School as well as the Woodstock Senior Center and just minutes from the center of the historic town of Woodstock voted one of the prettiest small towns in America ! Close to skiing at Killington and Woodstock's own Saskadena Six there is access to sports and activities for every season. Call for a private viewing .

42-18 Heritage Condo Way Unit Unit 18D, Woodstock
$1,375,000
4 Beds ⋅ 3 Baths ⋅ 5100512 MLS
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.

16 Church St, Woodstock
$5,875,000
3 Beds ⋅ 4 Baths ⋅ 5099532 MLS
Sorgenfrei, German for "carefree" captures the spirit of this remarkable 68 acre property in one of South Woodstock's most desirable locations: a place where life slows and the beauty of the Vermont countryside takes center stage. At the end of a quiet road, the property combines sweeping mountain views, and exceptional privacy with a thoughtfully designed hand-crafted, timber frame home. Outside, perennial gardens give way to open pasture suitable for a few horses or sheep, woodland trails for riding, hiking, cross-country skiing, and snowshoeing and direct access to the GMHA trail system. Built in 2015, the three-bedroom residence is defined by soaring spaces, exposed fir beams, walls of glass, and craftsmanship that feels substantial without being formal. Nearly every principal room is oriented toward the eastern views, bringing the surrounding mountains and changing Vermont landscape into daily life. The main level is equally comfortable for quiet everyday living or a houseful of guests, with an open kitchen, dining area, and dramatic great room centered around a floor-to-ceiling double-sided stone fireplace. A more intimate sitting room, screened porch, expansive deck, and primary suite are also located on this floor. Upstairs are a loft office, two en suite guest bedrooms, and a media room. The walk-out lower level adds a gym, infrared sauna, workshop, and temperature-controlled wine room with capacity for approximately 1,000 bottles. An 18.5 kW solar array supports near net-zero living, while a three-bay garage accommodates vehicles, sporting equipment, and the gear that comes with an active Vermont life. Just minutes from Woodstock Village, 16 miles from Killington Resort, and 26 miles from Okemo Mountain Resort.

115 Eastman Rd, Woodstock
$400,000
2 Beds ⋅ 1 Baths ⋅ 5099229 MLS
Once an old school house, this home features stone walls, beautiful gardens, and a nice level yard with a stone patio. The year-round brook cascades over rocks and winds along the back side of the property. A covered porch leads inside, where the main floor offers an eat-in kitchen, a large living room and a dining area with French doors to the outside. There are also two bedrooms, an office with stairs to the basement, a full bath with laundry, and a mudroom. The 2nd floor attic, with a large dormer, offers many possibilities for additional space but requires installing stairs and building out the open area. The basement houses utilities and allows for significant storage. The house needs a few updates but has lots of potential and is a wonderful investment opportunity or a great way to get into a starter home in the Woodstock area. It is conveniently located just minutes from Woodstock Village and only a few miles from the Kedron Valley Inn, the South Woodstock Store, and the Green Mountain Horse Association.

2556 Church Hill Rd, Woodstock
$799,999
3 Beds ⋅ 3 Baths ⋅ 5098474 MLS
On a small hill, amongst trees and beautiful gardens, sits this beautifully maintained log cabin with sweeping views of the surrounding mountains and river valley. Just a short drive outside of Woodstock Village, this cabin offers the perfect blend of privacy and convenience. Built in 1996, this thoughtfully crafted home features approximately 2,600 square feet of living space on 2.9 acres. The home offers 3 bedrooms and 2.5 bathrooms, with warm and inviting open living spaces anchored by both a fireplace and a wood stove, perfect for cozy Vermont evenings. A spacious porch takes full advantage of the South Easterly views, providing an ideal spot to relax and take in the natural surroundings. A detached 2-car garage with an accessory dwelling unit studio above, complete with a 3/4 bath; ideal for guests, rental potential, or a private office/studio. A potting shed and a wood shed complete the outdoor spaces, offering ample storage and outdoo hobbies. With its combination of rustic charm, modern utility, and an central location, this property is a rare opportunity to enjoy mountain living without sacrificing accessibility to nearby amenities and recreation.

3036 W Woodstock Rd, Woodstock
$2,300,000
5 Beds ⋅ 6 Baths ⋅ 5098424 MLS
Exceptional Views to Killington! Perched high on a private knoll and surrounded by open lush meadows and surrounded by antique stonewalls. This 5 bedroom, 4 bathroom extended cape styled home was renovated approx 15 years ago with handsome hardwood floors throughout. Large kitchen with Calcutta Marble, Electrolux stainless appliances and ample storage that opens into the dining room- The formal living room also has expansive views beyond the french doors to a covered porch across the back of the house for entertaining family and friends. The living room is anchored by a traditional propane fireplace, custom book shelves, lovely pocket doors... it's easy to want to curl up with a good book in the wintertime. Generous primary suite with custom built-ins, walk in closet and expansive bathroom located on first floor. There is a second guest bedroom with full bath on the first floor as well as a cozy den surrounded by built-in bookcases. Second floor features 3 very large bedrooms and 2.5 bathrooms including a clawfoot tub. A walk out basement for easy access to store patio furniture. Ample storage or potential for a workshop. There is a generator on site, 2 bay attached garage and barn/stables down below the property. The majority of the property is open and mowed to perfection. This estate has been well maintained and in a superior location. Killington/Pico and Okemo a short distance. Easy access to historic Woodstock, championship golf, tennis, cross country skiing and shopping. Come take a look. Not many properties with this exceptional view!

915 Peterkin Hill Rd, Woodstock
$497,500
3 Beds ⋅ 3 Baths ⋅ 5098210 MLS
Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays! This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski Resort and 10 minutes from Saskadena Six. The location and price make this home a truly unique buying opportunity for several types of owners. The very private 24 home community is comprised of retirees, working families, and second home owners who want to enjoy all Vermont has to offer. The neighbors are awesome! This home is the most private in the complex as it is the very end unit surrounded on 3 sides by woods and streams. The unit is in very good condition and move in ready. The first floor is comprised of a den/bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Also on the first floor is a spacious living room anchored by a propane fireplace, nicely crafted mantle and hardwood floors. A couple of steps down takes you into a renovated kitchen with stainless appliances and gleaming soapstone counters. A small eating area is surrounded by windows overlooking the back deck facing east with beautiful woods on 2 sides. Wildlife abounds. Tall ceilings and an abundance of natural light make the kitchen area a favorite space. The second floor consists of a very large primary bedroom with a seating area and three closets for an abundance of storage. The second bedroom is spacious with lots of sunlight. A good size full bathroom with tiled floors completes the second level. The lower level is a large family room with a walk out to a lovely patio. This level also has its own 3/4 bathroom, laundry area and several storage closets. The lower level has lots of options for use given the design. Open House- Saturday July 18th from 11am-1pm

121 Townhouse Way Unit 24, Woodstock
$430,000
3 Beds ⋅ 2 Baths ⋅ 5098036 MLS
Welcome to 5 Downing Drive, where a peaceful setting and convenient location come together in the heart of the White Mountains. Expansive windows fill the home with abundant natural light, creating warm, inviting living spaces that bring the outdoors in. Step outside onto the spacious new wraparound deck, the perfect place to enjoy your morning coffee, entertain family and friends, or simply unwind while taking in the tranquil surroundings. Just minutes from Interstate 93, this property offers exceptional access to year-round recreation and local amenities. Loon Mountain, Cannon Mountain, hiking and biking trails, golf courses, rivers, restaurants, shopping, and the attractions of Lincoln and North Woodstock are all nearby. Whether you're looking for a full-time residence, a weekend getaway, or an investment property, this home offers the ideal combination of comfort, privacy, and accessibility in one of New Hampshire's premier four-season destinations.

5 Downing Dr, Woodstock
$500,000
5098035 MLS
Rare opportunity to own a multi-acre lot within walking distance of downtown North Woodstock. Level parcel with road frontage on Lost River Road and also frontage on Gordon Pond Brook. This would be a perfect location for a home with lots of privacy and still be within walking distance of downtown restaurants, shops and natural attractions. Close to Loon and Cannon Mountains too!

Map 105 Lot 20 Map 105, Woodstock
$1,050,000
5 Beds ⋅ 4 Baths ⋅ 5097556 MLS
Perched high above the valley on 5 private acres, 81 Meadow Lane offers one of the most spectacular panoramic mountain view settings in the White Mountains. With over 90 degrees of unobstructed views stretching across Franconia Notch and the surrounding peaks, this extraordinary property combines exceptional privacy with easy access to Lincoln, Woodstock, Loon Mountain Resort, hiking, golf, and year-round recreation. Blending historic New England character with thoughtful modern updates, the home has been carefully maintained and improved while preserving its timeless appeal. Warm, inviting living spaces, handcrafted details, and expansive windows create the perfect backdrop for gathering with family and friends after a day spent exploring the mountains. A truly rare offering, the property is configured in a unique tri-plex-style layout connected by enclosed breezeways, providing outstanding flexibility for today's buyers. With three full kitchens and accommodations for 18+ guests, it's ideally suited as a luxury vacation home, multi-generational retreat, corporate getaway, or income-producing investment with outstanding short-term rental potential. The thoughtful design allows large groups to enjoy time together while still providing privacy and separate living spaces. Major updates include standing seam metal roofing, updated electrical, plumbing, and heating systems, along with the added security of a whole-home standby propane generator, providing comfort and peace of mind in every season. Whether you're searching for an unforgettable second home, a one-of-a-kind family compound, or a versatile investment property in one of New Hampshire's premier four-season destinations, 81 Meadow Lane is a rare opportunity to own an exceptional mountaintop retreat where breathtaking sunsets, unmatched privacy, and endless mountain adventures await.

81 Meadow Ln, Woodstock
$299,900
3 Beds ⋅ 2 Baths ⋅ 5097289 MLS
Nestled in a peaceful, natural setting overlooking scenic Mirror Lake, this small and charming cabin offers a true retreat for those seeking simplicity and a connection to nature. With its rustic appeal, the property could be a cozy year-round residence, vacation rental or getaway escape, with three private rooms as well as a shared kitchen and common space. Located on 2.30 conserved acres with its own driveway, adjacent to the Hubbard Brook Research Foundation's Likens Conservation Campus, the home offers tranquil lake views and the soothing sounds of bird song and breezes through the trees. The cozy interior provides a comfortable space to unwind, while the compact footprint ensures easy maintenance and a low-impact lifestyle. Please note: although there is a friendly relationship with the neighbors, there is no legal right to access the nearby lakeshore, and access is subject to revocable permission. This property is priced to reflect the need for a new septic system installation (a septic system has already been designed) which may limit some loan types. This unique offering is perfect for buyers who value privacy, conservation, and a quiet lakeside ambiance.

19 Hamlet Dr, Woodstock
$774,000
3 Beds ⋅ 3 Baths ⋅ 5097258 MLS
If you've been dreaming of the quintessential Vermont lifestyle, this exceptional property delivers the perfect blend of privacy, charm, and convenience. Nestled on over 30 acres in Woodstock, this classic farmhouse is surrounded by beautiful open fields, mature trees, and peaceful natural beauty. Inside, you'll find a spacious eat-in kitchen that's perfect for gathering with family and friends, while the inviting living room features exposed beams and a cozy wood stove that adds warmth and character. The first floor also offers a primary bedroom with an ensuite bath and the convenience of first-floor laundry. Upstairs are two additional bedrooms, a bonus room, and a separate office or flex space ideal for working from home. Outside, relax on the covered front porch, unwind on the patio, or soak in the hot tub while taking in the scenic surroundings. The classic Vermont barn offers abundant storage, space for vehicles or equipment, and includes an attached chicken coop. The land is truly the highlight, with a picturesque pond, perennial gardens, open pasture, and a mix of wooded acreage offering endless opportunities for recreation, gardening, or simply enjoying the outdoors. All of this is just minutes from Woodstock Village, world-class skiing, shopping, dining, and everything this sought-after region has to offer.

1326 Curtis Hollow Rd, Woodstock
$1,695,000
4 Beds ⋅ 4 Baths ⋅ 5096963 MLS
Gracious Single Family home and Investment Opportunity - This 3 bedroom, 2 bath brick colonial is approx. 2,300+/- sq/ft with beautiful old wood flooring, newer kitchen, upgraded systems, and fully furnished. Also included, is an additional 2,500+/- sq/ft (total) of an AirBNB rental/In-Law apartment, along with an active US Postal Service rental space, and generous storefront space in the former Taftsville Country Store. Expand your living space and use the large, open storefront as a home office or as an entertaining TV /Theatre room (we will even throw in two rows of reclining Theater seats)! The current owners use the place as a second home getaway. The rental offsets would be the Post Office lease (can be cancelled if the space is needed for other ventures) and whatever you choose to do with the smaller Airbnb one bedroom rental. Perfect opportunity for a vacation getaway/combo investment to offset living expenses with this small scale multi-unit property. Just five minutes to the quintessential downtown Village of Woodstock! Property consists of a spacious 3Brm/2Bth two story Owners quarters, storefront space with bath (approved for restaurant, café, or retail store), Post Office (with current lease), smaller one bedroom Apartment/In-Law rental (former AIRBNB rental), and additional storage space for second home toys. Current owners have redesigned, paved, and expanded the parking lot to include 21 parking spaces to the south side with four (4) 19Kw Electric Vehicle Charging stations, ADA access to building, and ADA accessible restrooms. Property boasts pretty patio views of the Ottauquechee River and Taftsville Covered Bridge. The historic village of Taftsville is known to be a wonderful community and is a desirable location for home ownership. Must see to appreciate!

2706 E Woodstock Rd, Woodstock
$174,999
5096885 MLS
Opportunities like this don’t come along often! Nestled in one of Woodstock’s most sought-after neighborhoods, this beautiful south-facing lot is the last available parcel in the development and is ready for your vision. The lot has already been cleared, saving you time and expense, and public water, public sewer, and electric are available at the street. Whether you’re dreaming of a year-round residence or the perfect mountain getaway, this property offers an incredible setting with beautiful mountain views in both directions. Enjoy the convenience of being just a short walk to the river and only minutes from the shops, restaurants, and attractions of both downtown Woodstock and downtown Lincoln. Outdoor enthusiasts will love the location, with Loon Mountain just minutes away and Cannon Mountain nearby, providing year-round recreation including skiing, hiking, biking, and more. Spend your days exploring everything the White Mountains have to offer and then easily return home! With a prime location, stunning surroundings, and utilities readily available, this is a rare opportunity to build exactly what you’ve been looking for in the heart of the White Mountains. Don’t miss your chance to own the final lot in this desirable neighborhood and create the home you’ve always imagined.

3 Profile Dr, Woodstock
$169,000
5095630 MLS
Instant equity in Woodstock! Bring your vision to life on this exceptional parcel of raw land, nestled in one of Vermont’s most coveted and quintessential communities. Offered below its current town-assessed value and backed by a recent independent appraisal valuation, this property delivers significant instant equity from day one. Whether you envision a private, tucked-away country estate or a seasonal retreat surrounded by classic Vermont scenery, this blank canvas is entirely ready for whatever you wish. Enjoy total autonomy and peaceful seclusion, all while remaining just minutes from the historic charm of Woodstock Village, local dining, and premier outdoor recreation. A rare, high-value investment opportunity where financial strategy meets local beauty. Bring your architect, your builder, and your dreams!

Iver Johnson Way, Woodstock
$26,500
2 Beds ⋅ 2 Baths ⋅ 5095563 MLS
This Quarter Share ownership, two bedroom condo (you have use 1 week per month) is a nicely updated unit located in the Notchbrook building. Step out your door to The Pemi River and just a short stroll to the club house. Inside you'll find 2 bedrooms, 2 full baths plus a Jaccuzi tub. Also features a gas fireplace to warm you on cold winter evenings and a full-size kitchen to cook for the entire family. Owning a quarter share is an affordable alternative to whole ownership. This is NOT a time share, you own the actual real estate. Condo fees include all utilities, maintenance and full use of all facilities. Deer Park has a fantastic amenities package which includes a beautiful spring fed pond with beach for swimming, indoor pool, hot tub, racquetball, weight & cardio rooms, tennis courts, ice skating, shuttle bus to Loon Mountain during the ski season and more. There is also an on-site rental program with worldwide RCI Exchange. Sorry, no pets allowed in the quarter share buildings.

164 Deer Park Dr Unit 177D, Woodstock

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