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$395,000
5092107 MLS
Rare opportunity to own 8 +/- acres of land in South Woodstock Village with easy access off of Rt. 106. This parcel is being divided off of a 10.87 acre lot. There is a wonderful , open site ideal for building your dream home offering privacy , trails and a short walk to the South Woodstock Country Store, Kedron Valley Inn , dining at the Ransom Tavern and a swim in the Kedron pond ! 5 miles into Woodstock Village , skiing available at multiple resorts including Okemo and Killington as well as local Saskadena Six. Green Mt. Horse Association is around the corner . The year round access to outdoor activities is endless. Call today for more information and a viewing . Subject to completion of the subdivision of the parcel.

Rte 106, Woodstock

$149,000
2 Beds 1 Baths 5091984 MLS
Welcome to 235 Eastside Road in Woodstock, NH a well-maintained 1994 Skyline Claridge mobile home situated on its own .36-acre lot in the heart of the White Mountains. Lovingly owned and lightly used as a summer retreat for the past 30 years, this 2-bedroom home is in good condition and ready for its next owner. The bright and comfortable interior offers an efficient floor plan with inviting living spaces, abundant natural light, and easy one-level living. Outside, enjoy your private yard featuring a fire pit for relaxing evenings under the stars and a fenced dog enclosure, providing a safe space for your four-legged companions. Whether you're looking for a year-round residence or a vacation getaway this home offers an affordable opportunity to enjoy all that the White Mountains have to offer. Conveniently located just minutes from downtown Woodstock and Lincoln, you'll have easy access to Loon Mountain, hiking and biking trails, golf, restaurants, shopping, and countless outdoor adventures. Rarely does a property with such careful ownership and its own land become available at this price point. Come see why this charming Woodstock home is the perfect basecamp for your New Hampshire lifestyle.

235 Eastside Rd, Woodstock

$2,900,000
5 Beds 4 Baths 5091062 MLS
CURTIS HOLLOW FARM, Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef’s kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead—with its native timbers and stone fireplace—creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House—a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.

66 Hollow Farm Rd, Woodstock

$850,000
5091005 MLS
The justifiably proud owner of this property points out these features: Potential "Barnominium." Conveniently located just 1/4 mile from Woodstock Village town line and just 40 minutes from Killington Ski area. Built for an auto collection. Full bathroom, blown in insulation in ceiling, foam spray insulation in walls (with bug mesh in walls.) 3/4" sheet rock! All electrical is done in 3/4' conduit with many 4 plug in outlets. No electrical behind sheetrock. Extra LED lighting in ceiling. Office area in entrance. All inside doors are pocket doors. Epoxy colored floors. 2 ceiling Modine brand 100K heaters. 200 AMP electrical service with outlet for welder or power washer. The building has town sewer AND has sewer outlet port for RV septic dump. There is a high producing artesian well with a 3 phase VFD well pump for constant high pressure! There are 3 12' overhead doors and high ceilings! This well designed building is on 1.47 acres. There is also the potential for building a residence on the property. This high quality building is in a small quiet development in Woodstock!

97 Valley View Rd, Woodstock

$510,000
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

$695,000
3 Beds 2 Baths 5089949 MLS
Excellent opportunity for residential or office/commercial space with easy access and high visibility on Rt 4 coming into town, Currently configured as office space downstairs (which previously has been living spacce), combined with a separate two-bedroom apartment (with its own access) upstairs. The 1,335 sf lower level (Unit C) is currently a chiropractor's office space and was previously used as natural food store and barber shop. The 950 sf upstairs two-bedroom apartment (Unit D) has been leased out by the month for approx $2,000 per month, and has two separate bedrooms, a kitchen, sitting area, balcony and full bath. Or you could re-combine the two units into a larger 2,285 sf in-town residence or office space. There are 4 dedicated parking spaces for the two units, plus other parking in the rear that is shared with the other two units (A & B) of this commercial condo complex. This is a great opporunity to own a highly visible, move-in-ready building right on Route 4.

47 Pleasant St, Woodstock

$1,395,000
5 Beds 4 Baths 5089552 MLS
Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add warmth and character throughout the home. The flexible floor plan includes 3–4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage—ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America’s first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay—offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England’s most iconic villages.

1522 Barnard Rd, Woodstock

$235,000
1 Beds 1 Baths 5089181 MLS
This beautifully updated 1-bed, 1-bath condo offers the perfect combination of modern comfort and an unbeatable mountain-town location. Outdoor enthusiasts will appreciate the prime location between Loon & Cannon Mountains, with hiking, skiing, and recreational trails accessible right from your doorstep. Summertime activities include mountain biking cycling, camping, and opportunities to explore local swimming holes along the Pemigewassett River and beyond!. Ideally situated on Main Street in downtown North Woodstock, you’ll enjoy being just steps from local restaurants, breweries, coffee shops, & charming boutiques, while also being minutes from amenities in vibrant downtown Lincoln. Fully renovated at the end of 2024, this unit showcases an open concept layout with lots of natural light, brand-new flooring, a completely redesigned kitchen & full bathroom, updated plumbing, a newly installed water heater, and is being offered almost fully furnished—delivering a truly turnkey, move-in-ready experience. The bedroom is spacious and large enough for a king-sized bed and dressers, and has a walk-in closet. As a desirable 1st-floor unit, the condo features dual entry points for added convenience and easy accessibility. Additional highlights include low HOA fees, a private porch with outdoor storage closet, and convenient on-site laundry within the building. There is also a separate closet in the building for bike storage if desired. The association is pet friendly & allows rentals with a 30-day minimum, offering excellent flexibility for extended stays or investment potential while maintaining a welcoming residential atmosphere. Whether you’re searching for a full-time residence, weekend retreat, or investment opportunity in one of New Hampshire’s most sought-after destinations, this turnkey condo offers the very best of mountain living with downtown convenience.

193 Main St Unit 115, Woodstock

$6,673,000
5 Beds 4 Baths 5089158 MLS
Framed by groves of mature birch trees, a winding drive descends into a private valley surrounded by pastures, apple orchards, a spring-fed pond, and sweeping mountain views, arriving at Birch Tree Farm. Spanning more than 465 acres, this extraordinary Vermont retreat offers an immersive four-season lifestyle -- from pressing fresh cider from the orchard and tapping maple trees for syrup to harvesting honey and gathering fresh eggs for breakfast. Miles of trails traverse varied terrain, including the summit of Old Baldy Mountain (2,409 feet). The retreat includes a lodge-style residence, a modern barn, and several ancillary farm buildings. The wood and stone lodge-style home carries a relaxed mountain vibe. Thoughtfully renovated in 2026, the interiors balance scale and warmth: exposed beams, a cathedral ceiling in the great room, and a substantial wood-burning stone fireplace anchor the space, while floor-to-ceiling windows draw in sweeping views of the mountains. The wrap-around deck takes in an infinity pool, hot tub, and stocked pond. In spring, wild lupine carpet the meadow; in autumn, the apple orchard comes into its own. Landscape design by Shep Butler includes 10’ hydrangea bushes, perennials gardens, stone walls and a walled vegetable garden. The three-level bank barn, designed by award winning Boston architect John MacDonald and built by Housewright Construction, offers one of the finest barns in area with 7 box stalls, a farm manager’s office/tack room, and a versatile upper level for entertaining, recreation, and movie night as well as accommodating an overflow of guests. Nine fenced pastures, run-in sheds, chicken coop, apiary, and direct access to GMHA’s trail network support an exceptional equestrian and recreational lifestyle. 157 acres conserved by VLT. 3.1 miles from GMHA, 3.8 miles from South Woodstock Country Store and Post Office, Less than a half hour from Killington, 2.5 hours from Boston.

2358 Long Hill Rd, Woodstock

$785,000
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

$529,000
5088279 MLS
Incredible location! 60+ acres situated on the corner of South Rd. (106) and Noah Wood Rd. in beautiful South Woodstock. The land rises from the roads to the crest of the hilltop with amazing view potential looking to the Northeast. Multiple building sites can be found throughout the property which offers great recreational opportunities including direct access to the VAST trail on the lower corner. Parcel is mostly wooded with a large Maple Grove currently tapped by a local syrup producer. Green Mountain Horse Assoc. is just around the bend and the South Woodstock Country Store and Kedron Valley Inn are just a few minutes away. Woodstock Village is 6 miles down the road. Amazing spot to build your primary residence or second home getaway.

Noah Wood Road, Woodstock

$649,000
4 Beds 2 Baths 5088170 MLS
A rare Woodstock Village opportunity! A Victorian style home located in Woodstock's much desired Maple Street neighborhood! Popular Vail Field recreation area is conveniently nearby! For children in Maple Street's Neighborhood, Woodstock Elementary School is just a short walk away. Currently the residence is configured as home to 2 generations of occupants. A ground floor apartment conveniently accessed from 3 sides of the home comfortably provides accommodation for practical single level living. The main entrance is through a spacious 12'x10' mudroom. A great attribute in Vermont winters! On 1 end of a well thought out floor plan is a generously sized bedroom with a nearby bathroom. Midway in the apartment is a nicely appointed kitchen that then leads to an appealing dining area. Through a door off the dining area several steps lead to a laundry room that conveniently has an exit leading out to the rear of the property. A living room off the dining area completes the attractive apartment. Well placed windows throughout this ground floor provide pleasant views and natural light. A spacious 2nd floor apartment, with 2 levels of living space, is accessed through a private doorway on the front exterior of the residence. A flight of stairs leads up to the primary apartment area consisting of a bedroom, a dining room, a living room, a kitchen and a bath. Off the kitchen is a partially finished laundry area and then stairs leading down to a ground level workshop. Above the primary apartment is a useful 2 room attic area and a potential bath. Although this 2nd floor apartment has been a full time residence, a new owner will certainly choose to renovate some components of the apartment. The landscaped lot has much appeal with space for gardens and for relaxing outside. Residents in this neighborhood can enjoy walking to village amenities of shopping, dining and cultural events. A Victorian style home full of enormous potential! Location, location!

11 Maple St, Woodstock

$2,500,000
4 Beds 4 Baths 5087228 MLS
See the property specific website with video, 3-D tour and more. Set against the timeless beauty of Woodstock’s rolling countryside, this exceptional estate offers a rare blend of refined luxury and pastoral charm. Thoughtfully designed for both elegant entertaining and everyday comfort, the four-bedroom, four-bath residence centers around a stunning gourmet kitchen—complete with a Sub-Zero refrigerator, Wolf range, dual dishwashers, prep sink, and a generous granite island perfect for gathering. Beyond the kitchen, a gracious butler’s pantry, inviting den, game room, and large living room create a home that is as functional as it is inviting. Expansive windows frame unobstructed views, bringing the surrounding landscape into every room, while modern efficiencies—including a whole-house generator and rooftop solar—offer peace of mind and sustainability. Equestrians and hobby enthusiasts alike will appreciate the impeccably maintained grounds: a four-stall barn with heated tack room, double run-in shed within the six-acre pasture, a greenhouse, and an additional five-bay garage/shop provide endless flexibility for pursuits and storage. The primary three-car garage ensures convenience close to home. With two wells servicing the property and an included separate, buildable lot with a four-bedroom septic design, the estate presents a unique opportunity for expansion or multigenerational living. All of this, just seven minutes from the charm of Woodstock Village and under twenty minutes to world-class skiing, creates a lifestyle defined by privacy, beauty, and effortless access to Vermont’s finest amenities.

114 Oak Ridge Way, Woodstock

$345,000
5085318 MLS
Your dream home starts right here — with a blank canvas in one of Vermont's most coveted communities. This exceptional buildable lot on Oak Ridge Way presents a rare opportunity to design and construct your ideal residence on a quiet side road in Woodstock. Nestled within a highly sought-after neighborhood, surrounded by million dollar homes, this property offers the kind of setting that inspires architects and homeowners alike. Picture your morning coffee on a wraparound porch, overlooking the existing neighboring pond and seasonal splendor that make this corner of New England absolutely legendary. The generous lot size provides ample outdoor space for landscaping, gardens, recreational areas, or whatever your imagination conjures. A septic permit is already in place and a house site has been cleared removing two of the biggest hurdles in the building process and letting you move forward with confidence and momentum. The surrounding community adds tremendous value to daily life here. Outdoor enthusiasts will appreciate nearby Aqueduct Trails for recreation and exploration, while the breathtaking Quechee Gorge is just a short drive away. The beloved Woodstock Farmers'Market keeps your kitchen stocked with fresh, local goodness all season long or spend the day downtown shopping in the unique shops and restaurants plus it's just a short drive to I89. Opportunities like this in Woodstock don't sit around waiting. Contact us today to learn more about this remarkable lot and start turning your vision into reality.

Oak Ridge Way, Woodstock

$502,000
4 Beds 3 Baths 5085202 MLS
Step into a rare offering where timeless New England charm meets contemporary comfort. Originally built in 1846 and thoughtfully reimagined, this exceptional Taftsville, Vermont residence is set along Happy Valley Brook, creating a private sanctuary defined by peace, beauty, and understated elegance. Historic character is beautifully complemented by carefully curated upgrades, including energy-efficient heat pumps, enhanced electrical systems, basement insulation, and newer windows—ensuring comfort and efficiency in every season. Recent capital improvements, such as updated siding, a newer drilled well, and new oil and propane tanks, underscore the home’s turnkey reliability, while generator-ready capability provides an added layer of confidence. Enjoy a kitchen built for making memories anchored by a newly installed and sleek granite island perfect for connection and celebration. Outdoors, the revitalized grounds invite both quiet relaxation and effortless entertaining, all framed by the natural splendor of this picturesque village setting. Positioned on coveted Happy Valley Road, the property offers a lifestyle as desirable as the home itself—where morning strolls and evening bike rides become part of your daily rhythm. Just minutes from the boutiques, dining, and charm of Woodstock, as well as convenient access to Interstate 89, this location perfectly balances a charming, village-like setting with accessibility. Imagine summer evenings spent beside the gently flowing stream, gathered around a glowing fire under the stars—an experience that captures the very essence of elevated Vermont living.

88 Happy Valley Rd, Woodstock

$1,895,000
2 Beds 3 Baths 5084536 MLS
Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE.

2394 Fletcher Hill Rd, Woodstock

$718,500
3 Beds 2 Baths 5081166 MLS
Great new price! Nestled in the vibrant heart of Woodstock Village, this beautifully renovated residence offers the ultimate "walk-to-all" lifestyle. Stepping inside, newly installed pine flooring guides you through an inviting main level designed for both daily living and effortless entertaining. The cozy living room anchors the home with its warm gas fireplace, while the spacious dining area flows seamlessly into a stunning, expanded kitchen equipped with sleek quartz countertops, and elegant cabinetry. Upstairs, three comfortable bedrooms provide peaceful retreats, highlighted by a versatile sitting room off the primary bedroom that easily transforms into a private study or playroom. Modern peace of mind is built right in, thanks to a new second-floor bath, new energy efficient propane furnace, upgraded 200 AMP electrical wiring, and many more upgrades. Outside, the classic covered porch serves as your front-row seat to the serene village surroundings. Directly across the street, the open green spaces of Vail Field invite you to enjoy playgrounds, ball fields, pickleball/tennis courts or simply walk the dog. Just a short, picturesque stroll away, the very best of Woodstock awaits—from the historic Woodstock Inn and the iconic Village Green to the local elementary school and an array of charming artisan shops, bakeries, and restaurants. For the athlete, this home puts you in the heart of the premier Vermont cycling communities and world class skiing. Complete with a two-car garage with plenty of room to store your outdoor gear, featuring a customizable, partially finished space above, this move-in-ready gem perfectly blends timeless New England charm with modern sophistication.

37 South St, Woodstock

$215,000
1 Beds 2 Baths 5081100 MLS
Waterfront condo with beautiful views of the Pemigewasset River in desirable Deer Park Resort. This well-maintained first-floor, handicap-accessible 1-bedroom unit features an open-concept layout, renovated kitchen, and recently updated heating and cooling system. The spacious primary bedroom offers a private full bath, with a second full bathroom for guests. Open Concept kitchen with maple cabinetry and quartz counter tops. Enjoy a private balcony overlooking the serene mountain river. High energy efficiency AC installed in 2024. A private locker for skies and gear, and washer/drier area in the basement. Direct access to the pond and the beach. Parking right next to the building. Conveniently located near the clubhouse with access to premium amenities including an indoor pool, hot tub, fitness center, game room, racquetball/pickleball courts, and a 5-acre spring-fed pond with sandy beach. Just minutes to Loon Mountain and close to Cannon Mountain, Lost River Gorge, Clark’s Trading Post, Whale’s Tale Water Park, and Flume Gorge, as well as downtown Lincoln and Woodstock. Short-term rentals allowed; unit has rental history. Offered fully furnished and equipped, ideal for personal use or investment.

10 Lakeside W Dr Unit 53, Woodstock

$499,500
2 Beds 3 Baths 5080430 MLS
Major Price Reduction of $35K!!! Welcome to the White Mountains of New Hampshire! This beautifully maintained 2-bedroom, 3-bath townhome is located in Deer Park, one of the most sought-after communities in the Loon Mountain area. Recent updates include fresh interior paint, new carpeting throughout, new kitchen supplies, and a refurbished firebox in the cozy wood-burning fireplace. Each of the two upstairs bedrooms serves as a private master suite, complete with its own attached bath—offering comfort and convenience for residents and guests alike. Deer Park is known for its exceptional amenities, including an indoor pool, hot tub, racquetball court, fitness rooms, game room, basketball and tennis courts, and a beautiful 5-acre spring-fed pond with a sandy beach—perfect for summer relaxation. During ski season, enjoy the added convenience of a shuttle service to Loon Mountain. This property is being offered fully furnished, making it truly move-in ready.

11 Cascade Dr Unit 288, Woodstock

$410,000
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

$465,000
2 Beds 3 Baths 5077683 MLS
Fully furnished condo nestled in a small quiet community just 5 minutes from "Historic Woodstock". Super location! This unit is in very good condition- first floor comprised of a den//bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Spacious living room anchored by a newer propane fireplace to curl up with a book on a cold winter day. A couple of steps down takes you into a renovated kitchen with small eating area overlooking the back deck. Tall ceilings allow this space to feel spacious with an abundance of natural light. Second floor consisted of a very large primary bedroom with ample closets and sitting area. A full bathroom and the second bedroom is a perfect size for guests. Lower level has a walk out patio with new slider doors, large family room with a small kitchen and eat-in area, spacious laundry and 3/4 bathroom. Newer Buderus boiler. Pets are allowed- Offered furnished with all new custom curtains. Come take a look at this turn key property!

85 Townhouse Way Unit 14, Woodstock

$659,000
4 Beds 3 Baths 5077210 MLS
Historic Woodstock, Vermont - Spacious Home on Nearly 3 Acres. Welcome to a rare opportunity in the heart of Woodstock, one of Vermont’s most picturesque and sought-after villages. This expansive home offers generous living space with many rooms, providing flexibility for a large household, home offices, guest quarters, or the potential to create multiple apartments (buyer to verify local regulations). Inside, you’ll find two charming fireplaces that add warmth and character, perfect for cozy Vermont evenings. The home’s classic architecture blends timeless appeal with endless possibilities for customization. Set on over 2 acres, the property features a fenced yard ideal for pets, gardening, or outdoor entertaining. A one-car garage adds convenience, while the separate potting shed - complete with electricity and a heater - offers wonderful space for gardening enthusiasts, creative projects, or additional storage. Located just minutes from Woodstock Village, you’ll enjoy easy access to boutique shopping, dining, and the renowned Woodstock Inn & Resort and its spa amenities. Vermont’s natural beauty surrounds you - world-class skiing, hiking, biking, and year-round recreation make this an exceptional place to unwind, recharge, and truly enjoy life. A unique property with space, charm, and opportunity in historic Woodstock.

598 E Woodstock Rd, Woodstock

$1,600,000
3 Beds 4 Baths 5076786 MLS
The Richmond House Unit B | Woodstock Village. An enduring Woodstock landmark, the iconic Richmond House (c.1826) is a proud brick Federal distinguished by its softly weathered rose-hued patina and refined architectural detail. Set on more than an acre behind a classic white picket fence and thoughtfully reimagined under the direction of Laurence Rockefeller, the property comprises three luxurious residences in the heart of the Village. Unit B occupies the top two floors and offers over 3,200 square feet of beautifully appointed living space with the feel of a private home. The main level features gracious living and dining rooms with a wood-burning fireplace, a spacious family room, and an en-suite study or guest bedroom with its own fireplace. The kitchen opens to the family room and is filled with southern light. A built-in bar near the dining area leads to a private balcony overlooking the Village and landscaped grounds, perfect for morning coffee or evening entertaining. The upper level opens to a charming landing with built-in bookcases, a serene primary suite, and an ensuite guest bedroom. A rear Carriage House provides covered garage and storage. With timeless character, refined interiors, and walk-to-everything convenience, this is a rare opportunity to own one of Woodstock’s most photographed and cherished historic homes.

39 Elm St Unit B, Woodstock

$425,000
2 Beds 3 Baths 5075449 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

$410,000
3 Beds 3 Baths 5072362 MLS
Welcome to your golf course retreat where comfort meets convenience in this thoughtfully designed, 3 bedrooms plus loft, 3 bath condo nestled in the heart of New Hampshire’s White Mountains. This 1548 square foot sanctuary offers the perfect blend of modern living and charm making it an ideal choice for those seeking that perfect escape or a savvy investment opportunity. Granite countertops, updated heating system in 2024, nicely furnished, fully equipped and toasty wood burning stove all ready to enjoy. Great lockout feature which allows you to separate the main living area with two bedrooms from the master suite, use all at once, use one side, rent out the other or rent out both at the same time. Great all season rental potential with golf in the summer and outdoor enthusiasts in the winter. You won’t find this everywhere, a screened in porch on one end while the master suite has a great deck. Excellent clubhouse recently renovated with indoor and outdoor pools, Pickleball playground, etc. Walk out your door to your golf cart and hit the link, also located on main corridor for winter snowmobiling. One Year Home Warranty with purchase! (Being a golf course, sorry No Pets allowed on property!) Open House Sunday July 26 from 2pm through 4pm

4 Jack Olantern Dr Unit 31, Woodstock

$2,950,000
3 Beds 5 Baths 5072035 MLS
Located in Woodstock, Vermont just one mile from the village green, the Alta House offers a rich quality of life filled with poolside sunsets, mountain vistas, proximity to town, and access to endless outdoor recreation opportunities. Enjoy the convenience of living close to the shops, cafes, and restaurants of Woodstock, while being tucked away in your own world above. The 3-bedroom primary residence is perfectly sited to overlook Woodstock’s iconic Mount Tom and the Marsh-Billings Museum, Vermont’s only National Park. The property sits at the end of a quiet road with only one other neighboring residence and is surrounded by over 400 acres of conserved land. There is a bedroom suite on each of the three levels, allowing family members or guests to claim their own space. The open living room on the main level is a natural gathering place, either by the fire in the winter, or out on the deck in the summertime to take in the views. The adjoining 1,040-sqft modern pool house was completed in 2023, providing a luxurious new extension of the home. Inside is an open floor plan, where floor-to-ceiling windows showcase unobstructed mountain views to the North and West. Thoughtfully designed with a custom Viking kitchen, spa-style walk-in shower, and guest bed, the pool house is ideal for entertaining guests, hosting family parties, or relaxing apres-ski. The outdoor heated pool is a centerpiece of the property, providing four-season enjoyment.

249 Sawyer Rd, Woodstock

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