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164 Deer Park Dr Unit 166C, Woodstock
$22,000
2 Beds ⋅ 2 Baths ⋅ 5107344 MLS
This main floor Quarter Share (you have use 1 week per month) is a corner unit located in the Notchbrook building. Enjoy great views of the Loon Slopes and Franconia Notch and just a short stroll to the club house. Inside you'll find 2 large bedrooms, 2 full baths, a gas fireplace to warm you on cold winter evenings and a full-size kitchen to cook for the entire family. Relax on one of the two decks overlooking the water or walk out your back door and throw a fishing line in. Owning a quarter share is an affordable alternative to whole ownership. It is NOT a time share; you own the actual real estate. Deer Park has a fantastic amenities package which includes an indoor pool, Jacuzzi, racquetball, weight room, cardio room, outdoor tennis courts, ice skating and shuttle bus to Loon Mountain during the ski season. During the summer go for a swim or sit on the beach of the 5-acre, crystal clear water of the Deer Park lake literally steps form your front door.

164 Deer Park Dr Unit 166C, Woodstock

66 Hollow Farm Rd, Woodstock
$2,460,000
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

18 The Grn, Woodstock
$3,000,000
6 Beds ⋅ 8 Baths ⋅ 5096089 MLS
Centrally located on the southwest side of the historic Woodstock Village Green, this classic c1840 Greek Revival farmhouse is one of the town’s finest residences. Lovingly stewarded and thoughtfully restored to the highest standard preserving the historic integrity and honoring the period detail, all while achieving the perfect unification of sophistication and functionality. The first level of the original home features generous spaces for entertaining and cozy, intimate rooms for quiet reflection. Original wide pine plank floors, oversized 6/6 windows, formal parlor and library each with a working fireplace. There is potential for a first-floor primary suite. The main house is further completed by 3 ensuite bedrooms and laundry on the second level, and two guest rooms with a shared bathroom on the third. The magnificent, attached c1750 oak gunstock post and beam barn frame was disassembled, imported from Hampshire, England and added to the home in the 1980’s, providing a great room beyond compare. Anchored by a massive stone fireplace, Palladian windows and a well-appointed chef’s kitchen, all located on the main level. There is an au pair suite, three car garage, and courtyard entrance on the walk out lower level stepping out to lovely, landscaped grounds and award winning gardens.

18 The Grn, Woodstock

15 Jack O Lantern Dr Unit Unit 34, Woodstock
$395,000
3 Beds ⋅ 2 Baths ⋅ 5110824 MLS
Welcome to Jack O’Lantern Resort! This well-maintained 3-bedroom, 2-bathroom condo offers a versatile layout with a spacious loft and lock-off suite, giving you plenty of options for family, guests, or rental use. The living room opens to a screened-in 3-season porch, creating a great spot to unwind and enjoy the peaceful surroundings. The condo has been exceptionally well cared for and is tucked into a quiet area of the resort while still being close to everything. If rental income is part of your plans, the property is ready to go and offers the potential to start generating income right away. Ask about the local rental management options and the popular Stay & Play packages offered in partnership with the Jack Golf Course. Owners enjoy access to a great selection of resort amenities, including an indoor heated pool, hot tub, outdoor pool, recreation room, basketball hoop, new playground, and tennis/pickleball courts. Outdoor enthusiasts will love the direct access to Corridor 11 for snowmobiling, with trailer storage available in the resort’s overflow lot. Located right next to the newly renovated Jack Golf Course, restaurant, and bar, this property is set up to be enjoyed in every season whether you're looking for a mountain getaway, a place to gather with family and friends, or a rental investment.

15 Jack O Lantern Dr Unit Unit 34, Woodstock

61 Academy Cir, Woodstock
$2,300,000
6 Beds ⋅ 6 Baths ⋅ 5002873 MLS
Hyacinth House has been a landmark property in the historic village of South Woodstock from its early settlement in the 1800's. Sited on a knoll overlooking the Kedron Brook this grand residence has been carefully restored by talented craftsmen. Taking care to keep the beautiful original details the owners have brought the systems into the 21st century with the highest quality of materials. The back ell seamlessly ties into the original brick Federal and offers additional spaces for entertaining guests including the Pine Room with its' large fireplace for snowy winter nights. The brick Federal consists of formal living room, dining room, library and gourmet kitchen with walk in pantry. On the second floor there are 2 ensuite bedrooms,4 more bedrooms, 2 baths and large laundry room. The third floor offers the surprise of a family room that was originally a ballroom with curved ceiling. There is also a bright studio and half bath on that level. The new attached oversize 2 car garage is accessed from the Pine Room and the fully renovated basement. The 2+/- acres comprises of lovely landscaping around the home and plenty of land for gardens . The 18th century barn and corn crib lend much charm to the setting. There are 8 additional acres for sale if one would like to expand the property. Walk to the charming village store and enjoy dinner on the porch of the Ransom Tavern. Only 5 miles to Woodstock and a short drive to multiple ski areas. South Woodstock is truly a bucolic place to call home! Call today for a private viewing.

61 Academy Cir, Woodstock

26 Slayton Unit 1, Woodstock
$2,457,236
3 Beds ⋅ 3 Baths ⋅ 4986623 MLS
A chance awaits to acquire a brand-new, Vernacular Elevator Duplex Townhome with breathtaking views of Woodstock village rooftops and scenic Billings Museum Farm. This rare gem features a distinctive private rooftop deck, situated in a secluded neighborhood boasting a remarkable walkability score. Crafted by acclaimed builder and award-winning architect, this Elevator home sets a standard for sustainability, honoring the area's rich conservation history. Each unit, serviced by an elevator spanning four levels, offers a garage accommodating two cars. Main living area, boasts an expansive open space for dining and living, complemented by a built-in gas fireplace. Luxurious kitchen opens to a private stone patio with an additional fireplace, creating an inviting outdoor retreat. Second floor, features two generously sized bedrooms with a full bath. Third floor elevator-accessible, leads to the primary bedroom with French doors opening onto a private deck showcasing views of the village and Billings Farm. Primary bath is featuring a steam shower and standalone soaking tub. Primary deck lies access to private rooftop deck, offering unrivaled village views. Photos are similar model unit. Model Unit available for showing. Builder licensed Real Estate Professional. The sale of this property being listed is contingent upon the proposed Seller (or "Contract Owner") completing his/her/its purchase of this property. "Seller" currently has this property under contract for purchase.

26 Slayton Unit 1, Woodstock

18 Ridge Dr C Unit Unit 33, Woodstock
$505,000
2 Beds ⋅ 3 Baths ⋅ 5108231 MLS
Fantastic location, 2 bedroom, 3 bath town home with Deer Park Lake and Franconia Notch in your back yard. Features open concept kitchen, dining and living areas with vaulted ceiling and wood burning fireplace. Super clean, well maintained in a highly sought after location. Two master bedrooms each with private baths with beds enough for the whole family for the making of nothing but great times! Some nice updates include gas heat, stainless appliances, retractable awning, mini split A/C and a fresh new look to the kitchen Deer Park with granite and flooring. Deer Park features a terrific clubhouse, indoor pool, hot tub, cardio & weight rooms, indoor racquetball and pickleball courts and a very cool great room with a double sided, stone fireplace. Fantastic 5 acre lake with beach for summer time fun and shuttle service to Loon Mountain during the ski season. Furnishings included and a fully equipped kitchen waiting for you and your personal touches!

18 Ridge Dr C Unit Unit 33, Woodstock

19 Hamlet Dr, Woodstock
$245,000
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

13 High St, Woodstock
$990,000
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

473 Kendall Rd, Woodstock
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 5095556 MLS
Nestled in amongst flowering lilacs, ancient apple trees, and terraced English perennial gardens, this lovingly restored classic antique stone cape has all the conveniences of modern living, while honoring and preserving the charming period detail. Built in 1860, the home is an impressive example of snecked ashlar stone construction, which was introduced to this region by Scottish immigrants in the early 1800’s. The rooms are spacious, bright and inviting with exposed hand- hewn beams and pine plank floors running throughout. The updated country kitchen with soapstone counters connects to a cozy reading room with bookshelves and woodstove, and a utility/mudroom with ¾ bath, and laundry. The formal dining room offers plenty of space for gatherings. The front to back Living Room is anchored by a woodburning fireplace, and steps out to a private sunroom, and a guest room/office. Moving upstairs, there are four bedrooms and a bathroom. The 18thcentury hip roofed, post and beam English bank barn has a huge, sweeping loft space ideal for parties and entertaining. The lower level can accommodate animals, hobbies or a home occupation. The barn is surrounded by lush green pastures, and rail fencing which lead you to a network of beautiful trails for hiking. A short stroll to The Kedron Valley Inn, KV Pond, The South Woodstock Store, and Green Mountain Horse Assn. A five-minute drive to the Woodstock Village Green. Easy access to Hanover, DHMC, skiing, golf, dining, shopping and recreation.

473 Kendall Rd, Woodstock

68 Russell Farm 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

4 Jack Olantern Dr Unit 31, Woodstock
$390,000
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. (Being a golf course, sorry No Pets allowed on property!)

4 Jack Olantern Dr Unit 31, Woodstock

228 Daniel Webster Hwy, 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

121 Townhouse Way Unit 24, Woodstock
$481,000
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

164 Deer Park Dr Unit 177D, Woodstock
$27,000
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

598 E Woodstock Rd, Woodstock
$520,000
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

8 Hayes Dr Unit 40, 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

648 Church Hill Rd, Woodstock
$1,225,000
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

15 Otter Brook Rd, Woodstock
$350,000
5093158 MLS
Secluded, peaceful and fully developed 1.5-acre lot awaits your new mountain dream home’s foundation. Ready to build! Perfectly located for your family’s year-round getaways just two miles to I-93 but seemingly a world away, this land is set just a mile from the quaint but bustling Main Street in North Woodstock, five miles to Loon Mountain and a short walk to the spectacular Ice Castles winter wonderland. Imagine driving up your new home site’s 260-foot private boulder-lined driveway to this quiet, wooded land with a 295-foot lot line on the White Mountain National Forest. Artistically designed boulder walls throughout the site create a beautiful and naturally aesthetic layout for a 50 x 32 foot home. Features an array of landscaping already planted and blooming. Developed over the last several years, the lot features include utility pole already placed with three Schedule 80 underground conduits (one 3”, two 2”), a 500-gallon buried propane tank hidden behind a big rock wall and laid out to provide adequate space from your home’s generator, water well recently drilled by Capital Well, and also an approved pipe and stone septic system design. Owner’s fully developed site plan and design architecture conveys to buyer. This lot is one of the most private, quiet home site in North Woodstock’s premier Lost Valley neighborhood, which offers the small number of Lot Owners a beautiful in-ground pool, tennis and basketball courts for a nominal annual Lot Owner’s fee. Please no drive-bys; lot is clearly posted No Trespassing and only accessible while in the presence of an agent by appointment only.

15 Otter Brook Rd, Woodstock

37 South St, Woodstock
$680,000
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. IMPORTANT NOTE: this home is verified as NOT being in a flood zone! Flood insurance is NOT needed. Come and see this charming updated home in the beautiful village of Woodstock!

37 South St, Woodstock

1294 Daniel Webster Hwy, Woodstock
$459,000
5 Beds ⋅ 3 Baths ⋅ 5093544 MLS
Believed to be the oldest home in town, this remarkable c.1790 property offers a rare opportunity to own a piece of local heritage. Located in the town of Woodstock, and just 5 minutes from the Jack O'Lantern Golf Course and 10 minutes from Loon Mountain Ski Resort, the location is ideal for those who appreciate the outdoors and the four-season lifestyle of the White Mountains. For more than 50 years, this home has been treasured by the same family as a second home, where generations of children, grandchildren, and cousins have gathered to enjoy hiking, skiing, snowmobiling, kayaking, golf, and all the recreational opportunities the region has to offer. The home features 10 rooms, including 5 bedrooms, 2 bathrooms, with 2,629 square feet of living space, providing plenty of room for family and friends to gather. A standout feature is the large barn, once home to the Woodstock Canoe Company, offering exceptional space for storage, hobbies, a workshop, or future possibilities. An added bonus is the studio loft apartment, providing a private retreat for guests or potential rental income opportunities. As part of the Pine Crest Homeowners Association, owners enjoy access to a swimming pool and tennis court, adding even more opportunities for recreation and relaxation. Combining history, location, and lifestyle, this is a unique opportunity to create your own lasting family memories in the heart of New Hampshire's White Mountains.

1294 Daniel Webster Hwy, Woodstock

3 Profile Dr, Woodstock
$165,000
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

88 Happy Valley Rd, Woodstock
$515,000
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

164 Deer Park Dr Unit 160D, Woodstock
$6,000
1 Beds ⋅ 2 Baths ⋅ 5069686 MLS
JUST REDUCED This 1 bedroom, 2 bath condo offers a little bit of everything! Usage is every 4th week, amounting to about 13 weeks per year, during which you can use it, rent it out, or exchange it through RCI and travel the world. On the lower level of the building, you can step right out from the bedroom to the patio and the space beyond, right to the river. The main room offers a comfortable living space with a sleep sofa and armchairs by the gas fireplace, a dining table with plenty of seating, and a full kitchen. The swim club, with a man-made lake for your summer outdoor swimming, and an indoor pool, fitness rooms, and recreation area are all just across the parking area. The mountains beyond make for a beautiful setting. See if this is the perfect fit for you to start your Loon area adventures!

164 Deer Park Dr Unit 160D, Woodstock

1113 Daniel Webster Hwy, Woodstock
$560,000
4 Beds ⋅ 3 Baths ⋅ 5093238 MLS
Charming New Englander with Income-Producing Apartment in a Prime Location Well-maintained 4-bedroom, 3-bathroom New Englander-style single-family home featuring an attached apartment that offers excellent rental income potential or can serve as a comfortable in-law suite. This home has seen numerous updates, including a new roof with a transferable lifetime warranty, new windows, new siding, blown-in insulation, and a new propane-fueled wall furnace. All appliances are included, making this property truly move-in ready. A quality Reeds Ferry shed provides additional storage and functionality. Enjoy the convenience of being close to some of New Hampshire's most popular outdoor attractions, including golf courses, Loon Mountain Resort and Cannon Mountain Ski Area, snowmobile trails, grocery shopping, and a variety of restaurants. Experience the charm of small-town living while being just a couple of miles from the town center. Whether you're looking for a primary residence, a multi-generational living arrangement, or a property with supplemental income potential, this home offers exceptional versatility and value. Highlights: 4 bedrooms, 3 bathrooms Attached apartment/in-law suite New roof with transferable lifetime warranty New windows and siding New propane wall furnace Blown-in insulation All appliances included Reeds Ferry shed Close to skiing, golf, shopping, dining, and recreation Minutes from town center This property combines classic New England character with modern updates and outstanding income potential.

1113 Daniel Webster Hwy, Woodstock

10 Lakeside W Dr Unit 53, Woodstock
$200,000
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

20 Potato Hill Rd, Woodstock
$399,000
2 Beds ⋅ 1 Baths ⋅ 5097869 MLS
Experience tranquility in this charming 2+ bedroom ranch, perfectly situated on a private 1.22 acre lot. Enjoy the peaceful surroundings while being just a short drive from the local golf course, Pemi River, and Loon Mountain. This inviting home features a fully equipped kitchen, and offers the convenience of easy one-level living. Abundant natural light fills the spacious living areas, creating a warm and welcoming ambiance. You'll find one updated bathroom, and a full basement, providing plenty of potential for expansion or additional storage. Step outside to discover a beautifully manicured lawn and large deck, ideal for entertaining or relaxing in the fresh air. The property includes a carport for added convenience and is located on a town-maintained dead end road, ensuring accessibility throughout the year. Showings will begin at the open house on 7/5 from 10AM - 12PM!

20 Potato Hill Rd, Woodstock

235 Eastside Rd, Woodstock
$130,000
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

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