Woodstock NH Just Listed (7 Days) Real Estate, Homes, Condos for Sale

Welcome to Lost Valley! Tucked into a quiet North Woodstock neighborhood, 39 Snow King Road offers a welcoming White Mountains getaway with 3 bedrooms, 2 baths, and thoughtful updates throughout. The kitchen features custom hickory cabinetry and quartz countertops, bringing natural warmth and style to the heart of the home. New windows and doors, a new septic system, and a whole-house water filtration system and softener add everyday comfort and convenience. Whether you’re seeking a year-round residence or a mountain retreat, this home offers a peaceful place to recharge and enjoy the outdoor adventures of the White Mountain National Forest. Come discover your North Country escape!

39 Snow King Rd, Woodstock

$12,000

1 Beds ⋅ 1 Baths ⋅ 5115503 MLS

Charming 1-Bedroom Condo at Deer Park Resort – Quarter Share Ownership Discover your own getaway in the heart of the White Mountains! This charming upper level garden-style condo at Deer Park Resort features 1 bedroom, 1 full bath, propane fireplace and 886 square feet of comfortable living space, making it an ideal retreat for a small family or a relaxing mountain escape. This quarter-share property offers 13 weeks of ownership per year, with use of the property one week out of every four, providing a wonderful opportunity to enjoy all four seasons in the White Mountains. Conveniently located just off I-93, the condo is a short distance from local shops, restaurants, and area attractions. Loon Mountain is approximately 3 miles away, offering easy access to a fun-filled day on the slopes during the winter months. In the summer, enjoy Deer Park’s beautiful spring-fed pond and beach area. The on-site health club features an indoor swimming pool, racquetball courts, and a spacious great room overlooking the pond, complete with a pool table, foosball, and air hockey.

156 Deer Park Dr Unit 137D, Woodstock

19 Jack O Lantern Dr Unit Unit 16, Woodstock

$405,000

3 Beds ⋅ 3 Baths ⋅ 5115334 MLS

Welcome to Jack O’Lantern Resort! Situated along the first hole of the The Jack golf course, this 3-bedroom, 2.5-bathroom condo offers some of the best golf views in the resort. Enjoy the beautiful surroundings and four-season recreation that make this community such a desirable place to own. Whether you’re looking for a mountain getaway, a place to gather with family and friends, or a property with rental potential, this condo offers plenty of possibilities. 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 Jack Golf Course, restaurant, and bar, this property is set up to be enjoyed in every season, whether you’re golfing in the summer, enjoying the fall foliage, or hitting the slopes in winter.

19 Jack O Lantern Dr Unit Unit 16, Woodstock

$1,595,000

5 Beds ⋅ 6 Baths ⋅ 5115063 MLS

Currently operating as an award winning B&B, this thoughtfully designed, flexibly configured income property is also ideal as a primary residence. Situated at 45 Pleasant Street, just a short stroll from the shops, restaurants and galleries of Woodstock Village, the property overlooks East End Park and the Ottauquechee River Trail, offering an exceptional blend of village convenience as well as natural beauty and outdoor recreation. Inside, historic Vermont charm meets sophisticated contemporary design, with rich finishes, warm hardwood floors, dramatic tilework, custom built-ins and thoughtfully designed lighting throughout. Beautifully appointed baths feature contemporary tile, glass-enclosed showers and upscale finishes reminiscent of a luxury boutique hotel. Guest accommodations offer comfort and privacy, with each principal guest room featuring a king bed, private bath and wet bar equipped with refrigerator, microwave and coffee maker. The expansive 420-square-foot suite includes a separate living room and spa-inspired bath with double vanity, heated floors, heated towel rack and jetted tub. Inviting common areas, a guest lounge, wraparound porch, decks, gardens and fire-pit areas create wonderful spaces for entertaining or relaxation. A dedicated yoga/Pilates studio offers additional flexibility for wellness activities or personal enjoyment. The private upper-level owner's quarters feature two bedrooms, two beautifully appointed baths, a full eat-in kitchen and finished attic space, providing exceptional flexibility for an owner/operator, extended family or full-time residence. Enjoy Woodstock's four-season lifestyle, from skiing and snowshoeing to hiking, golf, cycling and exploring Vermont's scenic countryside. Whether envisioned as a private residence, hospitality venture or investment property, this distinctive offering combines an established rental platform, exceptional location and versatile living spaces. A rare opportunity to make it your own!

45 Pleasant St, Woodstock

$1,750,000

5 Beds ⋅ 3 Baths ⋅ 5113873 MLS

EATON HOUSE- Steeped in history and ideally situated in Woodstock’s Historic District, the Eaton House is a handsome Greek Revival-inspired residence built in 1856. Set on a beautifully landscaped .55-acre lot bordering the lovely Kedron Brook, the property offers a rare combination of historic character, modern comfort, and effortless Village living. The interiors are bright and charming, seamlessly blending architectural details with thoughtful updates. The main level is designed for both everyday living and entertaining, with a well-appointed kitchen and dining area complemented by a gracious formal dining room featuring built-in china cabinets and French doors. Adjacent the dining room at the front of the house is a formal sitting room, while across the foyer, a spacious living room with built-in bookshelves centers around a cozy fireplace. Upstairs, five bedrooms and two baths provide generous accommodations for family and friends. Outside, a private deck off the kitchen offers a peaceful setting for outdoor dining and hosting social gatherings. An attached two-car garage and upgraded mechanical systems, including mini-splits for heating and cooling, add modern convenience. Just a short stroll from Woodstock Village’s acclaimed shops, restaurants, galleries, cultural, and recreational offerings, this exceptional property captures the timeless appeal of Village living while offering the comfort and functionality of today. Enjoy the annual Wassail Parade from your own front porch, and view of the Mount Tom Star from the ell of the house. Note: some photos virtually adjusted.

18 Pleasant St, Woodstock

$575,000

5113870 MLS

64 Acres in the Heart of the White Mountains! Discover an incredible opportunity to own 63.64 acres of wooded land in desirable Woodstock, NH, just minutes from Lincoln, Loon Mountain Resort, and the area’s most popular attractions! With approximately 1,830 feet of road frontage along scenic Lost River Road (Route 112), this expansive parcel offers privacy, rolling terrain, seasonal streams, beautiful mountain surroundings, and endless possibilities. Located in a town without traditional zoning, the property offers exciting potential for a private mountain retreat, family compound, or future development, subject to applicable town and state approvals. Enjoy year-round adventures with skiing at Loon Mountain, hiking throughout Franconia Notch and the White Mountain National Forest, exploring Lost River Gorge, visiting the magical Ice Castles, and taking scenic drives along the Kancamagus Highway. Experience breathtaking fall foliage, nearby rivers and lakes, snowmobiling, and endless outdoor recreation. Just minutes from downtown Lincoln and North Woodstock’s restaurants, shops, and family attractions. A rare opportunity to own a substantial piece of the White Mountains in one of New Hampshire’s most sought-after four-season destinations!

Lot 206-044 Lost River, Woodstock

$495,000

2 Beds ⋅ 3 Baths ⋅ 5113819 MLS

**Classic Woodstock character, generous living spaces, and the ease of low-maintenance living.** Just minutes from Woodstock Village, this beautifully maintained Federal-style brick townhouse offers privacy, comfort, and convenience in an established residential community. With approximately 2,268 square feet of finished living space across three levels, the home offers the comfort and flexibility of a single-family residence without the demands of extensive property maintenance. Freshly painted and updated with new hardwood floors, the inviting interior features a fireplace, comfortable gathering spaces, and a versatile first-floor bonus room with pocket doors, ideal for an office, den, or studio. The eat-in kitchen opens to an oversized deck overlooking lawns, perennial gardens, mature trees, and surrounding woodland. A finished walkout lower level adds valuable living space, with natural light, a full bathroom, laundry, and direct backyard access. Association services include lawn care, snow removal, trash collection, and common grounds maintenance, leaving more time to enjoy Woodstock. The location is exceptional. Woodstock Farmers' Market is just down the street, while nearby trailheads connect to Marsh-Billings-Rockefeller National Historical Park. Woodstock Village, the Woodstock Inn & Resort, Billings Farm & Museum, and outstanding dining and shopping are minutes away.

121 Townhouse Way Unit 20, Woodstock

$449,900

2 Beds ⋅ 2 Baths ⋅ 5113760 MLS

Deer Park Resort is just over an hour from Manchester and two hours north of Boston in the heart of the White Mountains. Set on 65 manicured acres, including a private five-acre lake, Deer Park offers year-round enjoyment. Deer Park is located in Grafton County 30 miles N of Plymouth along Highway 112 off exit 32 on I93 near Loon Mountain Ski Area. Lincoln/ Woodstock area is the gateway to one of the state's most popular scenic drives, the Kancamagus Highway. North Woodstock is a quaint little walking town just five minute walk from Deer Park local restaurants and shopping just around the corner. Whatever your pleasure, Franconia Notch State Park in the White Mountains of NH consists of 6,693 acres for swimming, camping, scenic driving, picnicking, biking, and hiking. Use our distinctive resort community as home base to enjoy fabulous scenic drives, some of the county's finest hiking, marvelous fishing, challenging golf, glider rides, horsebackriding in franconia are just a short drive up 93 thrilling moose-watching adventures and much more.... This property has a fantastic location just a short stroll to the Rec center or the beach area for summer fun and winter shuttle service to Loon ski area for winter enjoyment . Vaulted ceilings in main living area opens up to a beautiful porch overlooking the river and multiple options for mtn biking or skiing at Cannon, Bretton Woods , or Loon . Consider this your basecamp in the White mountains . .

75 Riverfront Dr Unit 208, Woodstock

$12,000

1 Beds ⋅ 1 Baths ⋅ 5113684 MLS

Charming 1-Bedroom Condo at Deer Park Resort – Quarter Share Ownership Discover your own getaway in the heart of the White Mountains! This charming lower level garden-style condo at Deer Park Resort features 1 bedroom, 1 full bath, propane fireplace and 886 square feet of comfortable living space, making it an ideal retreat for a small family or a relaxing mountain escape. This quarter-share property offers 13 weeks of ownership per year, with use of the property one week out of every four, providing a wonderful opportunity to enjoy all four seasons in the White Mountains. Conveniently located just off I-93, the condo is a short distance from local shops, restaurants, and area attractions. Loon Mountain is approximately 3 miles away, offering easy access to a fun-filled day on the slopes during the winter months. In the summer, enjoy Deer Park’s beautiful spring-fed pond and beach area. The on-site health club features an indoor swimming pool, racquetball courts, and a spacious great room overlooking the pond, complete with a pool table, foosball, and air hockey.

156 Deer Park Dr Unit 128TD, Woodstock

$350,000

1 Beds ⋅ 1 Baths ⋅ 5113625 MLS

A rare opportunity to own 11.58 private acres in S. Woodstock, ideally situated in one of Vermont’s most sought-after rural settings. With an existing driveway, well, electric service, septic system, and a modest mobile home already in place, this property offers the infrastructure and flexibility to enjoy the land now while considering its future potential. The land is the true centerpiece. Wooded acreage, natural clearings, gentle slopes, and a peaceful country setting create an ideal backdrop for a Vermont getaway, recreational property, hunting retreat, equestrian use, or future building site. The existing 536-square-foot, 1-bed, 1-bath mobile home provides a simple place to stay while enjoying everything the property and surrounding area have to offer. For equestrian enthusiasts, the location is especially compelling. The property is within approximately two miles of the Green Mountain Horse Association (GMHA) and sits directly along the GMHA Paul Kendall Trail, providing an exceptional connection to one of Vermont’s premier equestrian communities and trail networks. The surrounding area is renowned for its horse farms, riding trails, open countryside, and beautiful back roads. The property is also well positioned for the quintessential Vermont second-home lifestyle, with Killington Resort, Saskadena Six, Billings Farm & Museum, Woodstock, and South Woodstock all within easy reach. Enjoy skiing, hiking, horseback riding, cycling, farm visits, fine dining, and the timeless character of the Woodstock area, then return to your own private acreage. From 1985 through 2020, a family of four occupied a three-bedroom home and used the existing septic system without reported issues. The seller has also completed a soil evaluation and septic inspection, with both reports available in the attached documents. Lastly, the seller would be willing to discuss removal of the mobile home if it is not needed by the new buyer. Schedule a private tour today!

1190 Long Hill Rd, Woodstock

$350,000

5113624 MLS

A rare opportunity to own 11.58 private acres in S. Woodstock, ideally situated in one of Vermont’s most sought-after rural settings. With an existing driveway, well, electric service, septic system, and a modest mobile home already in place, this property offers the infrastructure and flexibility to enjoy the land now while considering its future potential. The land is the true centerpiece. Wooded acreage, natural clearings, gentle slopes, and a peaceful country setting create an ideal backdrop for a Vermont getaway, recreational property, hunting retreat, equestrian use, or future building site. The existing 536-square-foot, 1-bed, 1-bath mobile home provides a simple place to stay while enjoying everything the property and surrounding area have to offer. For equestrian enthusiasts, the location is especially compelling. The property is within approximately two miles of the Green Mountain Horse Association (GMHA) and sits directly along the GMHA Paul Kendall Trail, providing an exceptional connection to one of Vermont’s premier equestrian communities and trail networks. The surrounding area is renowned for its horse farms, riding trails, open countryside, and beautiful back roads. The property is also well positioned for the quintessential Vermont second-home lifestyle, with Killington Resort, Saskadena Six, Billings Farm & Museum, Woodstock, and South Woodstock all within easy reach. Enjoy skiing, hiking, horseback riding, cycling, farm visits, fine dining, and the timeless character of the Woodstock area all while returning to your own private acreage. From 1985 through 2020, a three-bedroom home occupied by a family of four utilized the existing septic system without reported issues. The seller has also completed a soil evaluation and septic inspection, with both reports available in the attached documents. Lastly, the seller would be willing to discuss removal of the mobile home if it is not needed by the new buyer. Schedule a private tour today!

1190 Long Hill Rd, Woodstock

$549,000

3 Beds ⋅ 2 Baths ⋅ 5113572 MLS

Welcome to this newly updated sun-filled craftsman home, ideally located just 4 miles from the heart of Woodstock Village and 11 miles from Killington Ski Resort. Set on 5 acres with a lovely pond, this property offers the perfect blend of privacy, convenience, and Vermont charm. The home features a bright and inviting interior with one bedroom on the main level and two additional bedrooms and a full bath on the lower level. A spacious wraparound porch extends the living space outdoors, providing the perfect spot to relax, entertain, and enjoy the peaceful surroundings. Whether you’re looking for a primary residence, Vermont getaway, or a home base for year-round recreation, this beautifully updated chalet offers easy access to skiing, dining, shopping, hiking, and everything the Woodstock and Killington areas have to offer.

139 Doe Hill Way, Woodstock

$549,000

3 Beds ⋅ 2 Baths ⋅ 5113119 MLS

Nestled in the heart of historic Woodstock. This 1875 colonial abuts Mt. Peg with direct access to the trail system. A large shed in the backyard could be used as a workshop and/or storage, ample space for gardening and very private backyard for entertaining. The house had some upgrades to the kitchen and bathrooms and still boasts some of the original features including hardwood floors in the bedrooms upstairs. First floor has a mudroom, large oversized kitchen with cherry cabinets, stainless steel appliances and stone countertops anchored with an island and opens to the dining area. There is a handsome set of French doors that walk out onto a stone patio. The living room is spacious with a wood burning fireplace and a small room that could be used as an office. The second floor has 3 bedrooms and a full bath. The primary bedroom has ample space to add a separate bathroom. This home has a newer heating system. It's a great project for a buyer wanting to put in some sweat equity and refurbish this lovely old home. Walk to town with easy access to all amenities including restaurants and stores. Easy access to mountain biking, hiking and cross country skiing. There is an inspection report available. Come take a look- this house is located in a wonderful neighborhood and waiting for the perfect buyer to embrace a fun project.

8 Golf Ave, Woodstock

$749,000

3 Beds ⋅ 3 Baths ⋅ 5113057 MLS

Enjoy expansive views from every level of this beautifully updated, 3-bedroom, 3-full-bath Blake Hill condominium. As a highly desirable end unit, this property welcomes you with a classic bluestone entryway and a large wrap-around porch perfect for outdoor relaxing. Inside, the multi-level floor plan offers exceptional privacy, with an open-concept main level showcasing soaring vaulted ceilings, a dining area, and a living room centered around a cozy wood-burning fireplace with custom built-ins. The large chef's kitchen features stylish appointments, upscale appliances, and a premium Sub-Zero refrigerator. Adjacent the kitchen is a large bedroom with an attached bath, perfect accommodations for friends or family, while a functional mudroom rounds out the main floor. An en suite primary bedroom and sitting area/office serves as a secluded retreat on the entire second level. The fully finished ground level adds significant living space with a sizable third bedroom, full bath, secondary family room with its own fireplace, and massive extra bonus room with dedicated storage. Residents also enjoy access to the community swimming pool, which was completely updated in the summer of 2026. With its proximity to Woodstock Village and the Upper Valley’s many cultural and recreational offerings, this turnkey property is a must-see. Note: Some photos are virtually staged. Public Open House: Sunday, October 11 from 11am-1pm.

264 Blake Hill Rd Unit Z, Woodstock

$130,000

2 Beds ⋅ 1 Baths ⋅ 5113028 MLS

Low Maintenance Mountain Living, Minutes from Loon Tucked into a quiet corner of the park with more privacy than you'd expect, this clean, well-kept home has a warm, rustic feel. It can come fully furnished, so it's ready to enjoy from day one. Loon Mountain Resort and downtown Lincoln are less than 15 minutes away, putting ski days, the Kancamagus, and the town's restaurants and shops all within easy reach. You enter through a mudroom addition, the perfect drop zone for boots, skis, and gear after a day outside. The oversized kitchen and living area gives you plenty of room to cook, gather, and spread out, and two bedrooms complete the layout. A second exit opens directly to the private backyard and its outdoor fireplace, made for cool White Mountain evenings. The property directly borders White Mountain Motorsports Park, so racing fans can have Saturday nights at the track right next door. If you're looking for a convenient, low-maintenance place in the mountains without the constraints of condominium living, this one deserves a look. With the option to purchase fully furnished, you could be settled in for ski season without hauling a single piece of furniture up north. Reach out for more details or to schedule a showing.

21 Scenic Dr, Woodstock

$469,000

3 Beds ⋅ 3 Baths ⋅ 5112762 MLS

Beautifully updated and maintained 3 bedroom 3 bath townhome with full finished basement in Alpine Village. Kitchen and bathrooms have all been renovated. New appliances, new flooring, and new windows too! This condo features an open style first level with kitchen, dining and living rooms and a 3/4 bath. There are two bedrooms on the second floor and and a full bath. The third bedroom is a bright sunny loft on the third level. Downstairs in the fully finished basement is a family room, including a wet bar, laundry, half bath, and a bonus room, great for sleep space, an office, play space, storage, or whatever you need! You can walk right outside from the basement to the back yard and trails. This is an ideal location, walking distance to downtown North Woodstock. Close to Loon and Cannon Mountains and all of the White Mountains area attractions.

12 Madison Dr Unit 83, Woodstock

$465,900

2 Beds ⋅ 2 Baths ⋅ 5112728 MLS

Where Mountain Living Meets Riverfront Charm! Welcome to your dream White Mountains retreat! This well maintained, completely renovated 2-bedroom, 2-bath condo sits in the most prime location within Deer Park with one of the best views of the Pemi River you could ask for. Step inside to discover an inviting open-concept layout where the kitchen, dining, and living areas flow seamlessly from room to room. Natural wood accents and a wood-burning fireplace create the quintessential New Hampshire ambiance you've been searching for. The master bedroom features a private en-suite bathroom, while a second bedroom and another full bath ensure comfort for the entire family or guests. Thoughtful updates including new kitchen cabinets, light fixtures, stainless appliances, updated baths w/granite featuring a custom walk-in tile shower in the master bath and Viessman heating system making this a true turnkey property. You’ll even marvel at the one of a kind river stone inlay in the kitchen breakfast bar illuminated with multi color Led lighting The Deer Park community is a four-season playground. The impressive clubhouse boasts an indoor pool, hot tub, cardio and weight rooms, racquetball & pickleball courts, and an inviting great room anchored by a double-sided stone fireplace. Summer days call you to the gorgeous 5-acre lake and sandy beach just steps from your door. Adventure seekers will love the proximity to Loon Mountain Resort, complete with seasonal shuttle service, along with easy access to Cannon Mountain, the scenic Kancamagus Highway, and the stunning Pemigewasset River. This is more than a home, it's a lifestyle waiting for you.

75 Riverfront Dr Unit 205, Woodstock

$2,600,000

5 Beds ⋅ 5 Baths ⋅ 5112419 MLS

2687 GARVIN HILL ROAD- Surrounded by the rolling hills and natural beauty of the Woodstock countryside, 2687 Garvin Hill Road offers a quintessential Vermont lifestyle on 18.16 acres, just minutes from the heart of Woodstock Village. Landscaped grounds, old stone walls, and expansive acreage create an inviting setting for gardening, outdoor gatherings, walking the property, or simply enjoying the changing seasons. The 5-bedroom historic residence blends original charm and character with sophisticated upgrades, creating warm, comfortable living spaces without compromising modern convenience. A bright, light-filled kitchen and dining area flows beautifully into a formal dining room and a dramatic vaulted great room–showcasing exposed hand-hewn beams and a wood-burning fireplace–as well as a sizable screened porch overlooking the grounds, all of which provide an ideal setting for entertaining family and friends. Adjacent to the kitchen on the other side of the house is a more intimate living room with a second fireplace, an office, and a bedroom with full bath, offering the possibility of one-level living. Upstairs, there is an en suite bedroom and two additional bedrooms that share a full bath. The lower level adds versatile finished space with a 5th bedroom guest suite with recreation space. An attached three-bay garage and barn provide ample room for vehicles, outdoor equipment, and all the gear that comes with four-season Vermont living. The attached barn has two horse stalls. There are two beautiful ponds on the property, the larger is well positioned in the backyard towards the view. Beyond the property, Woodstock’s extensive network of hiking and biking trails, nearby rivers, golf, skiing, and other year-round recreation along with shops, restaurants, and galleries are all within easy reach. Some photos are digitally enhanced.

2687 Garvin Hill Rd, Woodstock

$2,175,000

5 Beds ⋅ 4 Baths ⋅ 5111700 MLS

Located in the heart of the charming hamlet of South Woodstock, the iconic John Arnold Cottle House is widely considered one of Woodstock's finest early residences. Built in 1811, and listed on the National Historic Register, this stately home has been thoughtfully restored, and lovingly stewarded over the years honoring the period detail while creating the perfect unification of antiquity and modern functionality. The bright, spacious rooms flow seamlessly for daily living or entertaining. The impressive Kitchen-Great Room is anchored by a generous brick fireplace, and sweeping 17’ cathedral ceiling, and steps out to a private deck overlooking the brook, fields and trail systems beyond. There is a lovely Primary ensuite bedroom, two additional guest rooms and a cozy loft space on the second level. The Kingsley Barn has been transformed into an impeccably appointed two-bedroom lofted guest house with a heated studio space below, and a strong rental history. Cross the brook to the fields and find another barn for storage or animals. Direct access to the GMHA and VAST trail systems for riding, hiking, cross country skiing, and recreation. A short stroll to South Woodstock Store, Kedron Valley Inn and Ransom Tavern. 5 minutes drive to Woodstock Village Green. Furnishings available.

4945 South Rd, Woodstock

$26,000

2 Beds ⋅ 2 Baths ⋅ 5111647 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 175B, Woodstock

$1,500,000

3 Beds ⋅ 4 Baths ⋅ 5111623 MLS

SIGNIFICANT PRICE REDUCTION - SOUTH WOODSTOCK - HILLSIDE FARM estate presents an exceptional opportunity to embrace the quintessential Vermont country lifestyle on 10.1 picturesque acres in prestigious South Woodstock. Offered TURNKEY and FULLY FURNISHED, the sale includes an extraordinary array of shop equipment, mechanical equipment and property-maintenance and recreational equipment. Built by a local master craftsman and builder, the residence showcases handsome timber-frame construction, warm woodwork and enduring craftsmanship throughout. Rolling meadows and pastures, woodland, two streams and a scenic pond create an idyllic setting for equestrian, agricultural and recreational pursuits. At the heart of the home, the spacious country kitchen features cherry cabinetry, gas cooktop, and an antique Stewart woodstove. The 20’ x 18’ great room offers wide pine floors, exposed framing and a soaring cathedral ceiling, overlooking a lovely 14 foot deep pond and scenic vista. The primary suite includes double closets and an ensuite bath with radiant heat, Jacuzzi tub and shower. Additional bedrooms, dining room, and a home office provide flexible living space. The lower level offers a game room with woodstove and pool table, a small kitchenette, and 3/4 bath. The property is remarkably well equipped with a greenhouse, two-stall horse stable, multiple barns and outbuildings, garage workshop, mechanic’s shop, and a substantial 23’ x 35’ woodworking shop. Tucked into the woods is a delightful rustic cabin complete with kitchenette, woodstove, porch and nearby outhouse; an inviting retreat surrounded by nature and set just above one of two babbling brooks. Located in the heart of South Woodstock’s celebrated horse country, Hillside Farm enjoys proximity to the renowned GMHA and the area’s extensive network of scenic riding trails. This is a rare opportunity to own a gentleman's farm that is move-in ready for a VT homestead or second home. Photos electronically decluttered.

6405 Folding Hills Rd, Woodstock

$359,900

4 Beds ⋅ 2 Baths ⋅ 5111583 MLS

Welcome to this beautifully maintained 4-bedroom, 2-bath home offering over 2,000 square feet of comfortable living space in a prime location. Ideally situated just minutes from Loon Mountain and walking distance to the Pemi River, this property offers the perfect combination of convenience, space, and outdoor enjoyment. Inside, you’ll find a bright, open-concept kitchen and dining area, along with two separate living room spaces providing plenty of room for entertaining, relaxing, or accommodating guests. The spacious primary suite features two generous walk-in closets, a jetted Jacuzzi tub, and a double vanity, creating a comfortable private retreat. Step outside to a large deck overlooking the nicely manicured backyard, where you’ll find an above-ground pool-perfect for summer gatherings. Picture warm afternoons by the pool, evening barbecues on the deck, and cool mountain nights spent relaxing with family and friends. Set on a slab, this double-wide offers generous living space and an exceptional location for year-round living, a vacation getaway, or investment potential. With easy access to the White Mountains, Loon Mountain, I-93, and downtown Lincoln/Woodstock, this property puts everything you need and love about the area close at hand.

811 Eastside Rd, Woodstock

$2,095,000

4 Beds ⋅ 5 Baths ⋅ 5111035 MLS

Privately set on 6.7 acres just three minutes from the Woodstock Village Green, this Greek Revival-inspired farmhouse offers views of Mount Tom and the Pomfret Hills. Built by noted local designer and builder Chris Ambrose, it combines the character of the 115-year-old farmhouse that once stood here with energy-efficient modern living. Salvaged floors, beams, doors and hardware bring history to light-filled rooms with oversized Andersen windows and French doors. Custom cabinetry, honed granite and quartz countertops, and carefully chosen fixtures complement the reclaimed details. The kitchen features a five-burner range, pot filler, farmhouse sink, beverage center and generous pantry. The vaulted primary suite offers reclaimed beams, mountain views, a walk-in closet and a bath with a cast-iron clawfoot tub. A second spacious suite has built-ins and a marble bath. Gather by the fireplace, currently fitted with a gas insert, relax on the screened porch, or entertain on the 18-by-32-foot terrace overlooking the hills. A finished lower level with a family room, bunkroom and full bath helps the home sleep up to 13. Radiant heat, mini-split heating and cooling, a Viessmann tankless water heater, whole-house water filtration and high-speed internet support year-round comfort. A standing-seam metal roof, copper details, stone walls, birch trees and an outdoor shower complete this distinctive Woodstock retreat. SEE 306MEOKIWAY PROPERTY WEBSITE FOR VIDEO, VIRTUAL WALK-THROUGH, FLOORPLANS AND MORE.

306 Meoki Way, Woodstock

$469,900

2 Beds ⋅ 2 Baths ⋅ 5110952 MLS

Have you ever wanted to listen to the river while sitting on your deck, if so then this garden style condo is perfect for you and your family! The entire unit is up to date including granite counter tops, updated kitchen cabinets, new bathroom vanities and all flooring throught the condo. You'll also enjoy the wood burning fireplace on those cold winter nights. When you own at Deer Park you'll have use of the nicest clubhouse in the Loon area. The club features an indoor pool, jacuzzi, weight room, cardio room, game room and a spring fed 5 acre pond with sandy beach for your summer enjoyment. During the winter months Deer Park offers shuttle bus to Loon and an outdoor skating rink. Come see this property for yourself. We know you'll be impressed.

29 Riverfront Dr Unit 256, Woodstock

$379,900

3 Beds ⋅ 2 Baths ⋅ 5110667 MLS

This 3 bedroom, 2 bath townhouse in Alpine Village is perfectly located for all of your year-round adventures in the Loon area as well as being a quick minutes drive to Cannon Mountain and Franconia Notch. The restaurants and shops of downtown North Woodstock are just a short walk away. The first level of the house features an open concept living/dining room which has a newer propane fireplace to make those winter nights a little cozier. The kitchen looks out onto a private, grassy backyard which has ample space for a deck to be added. A 3/4 bath and laundry closet are also conveniently located on the main floor. There are three good-sized bedrooms and a full bathroom on the second level. After 2+ decades owned by the current family, this home is ready for the next winter to come make it their own and enjoy for years to come!

14 Adams Dr Unit #11, Woodstock

$449,000

3 Beds ⋅ 1 Baths ⋅ 5110580 MLS

This nicely updated ranch on a country acre is a rare opportunity to live in Woodstock without breaking the bank. Perfect for downsizing, one-level living, starting out, or even an easy-to-care for vacation home. There is plenty of storage for skis or other recreation equipment in the oversized two-plus car garage and two bay shed with a concrete floor. Sellers have spent 12 years gradually improving the property with new vertical wood siding, windows, doors, deck, stone steps, kitchen cabinets,appliances, wood flooring, interior doors and trim,radon mitigation system, a great mudroom entry and more. There are apple trees, a pear tree, gardens and a large fenced in area in back. Bourdon Maple Farm is just up the hill and the Ottauquechee River is across the road below the property. Recreation opportunities are abundant with mountain biking, hiking, skiing, racquet sports and swimming in town and beyond. Dining and Shops in Woodstock Village, Schools, Killington and Pico are all nearby. ArtisTree, Barnarts, Feast and Field and Pentangle Arts offer many opportunities for music, theater, movies, art classes and galleries all just minutes away. Everything that the the Upper Valley has to offer is less than an hour's drive away-including DHMC, Dartmouth College, shopping and dining galore. Don't miss this rare opportunity to own a home in a wonderful country setting convenient to everything at a reasonable price!

23 Biscuit Hollow Rd, Woodstock

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 5110412 MLS

Historic character, beautifully reimagined for modern Vermont living. Minutes from Woodstock Village, this extensively renovated four-bedroom home pairs the warmth and authenticity of its 150-year-old wide-pine floors and exposed beams with a remarkable collection of recent improvements. At the heart of the home is a brand-new, high-end kitchen with Bosch appliances and newly installed natural bluestone radiant heat flooring, complemented by thoughtfully updated baths, including one with a beautifully executed marble walk-in shower. A dramatic new three-story addition, wrapped in oversized casement windows, introduces abundant natural light and generous new living space while creating a compelling architectural counterpoint to the original home. Nearly every major element has been addressed: new ultra-durable Everlast Advanced Composite siding, interior paint, new roof, all new windows, heat and AC pumps throughout, and a whole-house generator provide the comfort, efficiency, and peace of mind of a thoroughly updated property. Outside, the setting is quintessential Vermont. A new natural bluestone patio and walkway open to an expansive, level lawn bordered by the Kedron Valley Brook, where natural swimming holes invite summer afternoons by the water. Established landscaping, a pond, firepit, and the sound of the brook create an unexpectedly private retreat remarkably close to town. The property also features a historic 2,100-square-foot classic red barn with approved septic plans, offering incredible potential for unique expansion. Just minutes from Woodstock Village, with excellent proximity to the Mt. Peg trail system, Woodstock Inn & Resort amenities, and GMHA, this is a rare opportunity to enjoy the soul and craftsmanship of an historic Vermont home with the ease, light, and livability of a comprehensive modern renovation. Old Vermont soul. Entirely new chapter. Showings begin Saturday, 9/19/2026, with an open house from 1-3:30.

2033 South Rd, Woodstock

$225,000

3 Beds ⋅ 1 Baths ⋅ 5110107 MLS

Nestled in the highly desirable Woodstock area, this property offers the perfect canvas for your vision. Featuring an older mobile home and a spacious barn, the possibilities are there for those looking to create a country retreat, hobby farm, workshop space, or future building site. The barn provides valuable storage or recreational use, while the existing mobile home offers a starting point for renovation, replacement, or temporary occupancy as you plan your next steps. Enjoy convenient access to Woodstock’s historic village, local shops, restaurants, outdoor recreation, and year-round attractions. Whether you're seeking a weekend getaway, an investment opportunity, or the foundation for your dream Vermont homestead, this property offers a rare chance to own a piece of the Upper Valley lifestyle. Bring your ideas and imagination. With its desirable location, existing infrastructure, and room to grow, this Woodstock property is ready for its next chapter.

5556 W Woodstock Rd, Woodstock

$220,000

1 Beds ⋅ 1 Baths ⋅ 5110020 MLS

Nicely updated and move-in ready, this 1-bedroom, 1-bath condo at the Alpine Lodge puts you right in the heart of North Woodstock. The second-floor location offers a comfortable open-concept living and dining area, an updated kitchen, spacious bedroom, full bath, and private front deck with beautiful mountain views. Location is hard to beat! The Pemi River is directly across the street for fishing, swimming, and summer fun, while hiking trails and outdoor adventures are just minutes away. Downtown North Woodstock is an easy two-minute walk, with local restaurants, breweries, shops, and more right at your fingertips. Loon Mountain is about 10 minutes away, Cannon Mountain 20 minutes, and Waterville Valley approximately 30 minutes. Fully furnished and ready to enjoy, this is an ideal White Mountains getaway or year-round home. Just bring your suitcase and settle into North Country living!

193 Main St Unit Unit 213, Woodstock

27 Riverfront Dr Unit Unit 265, Woodstock

$499,000

2 Beds ⋅ 3 Baths ⋅ 5108325 MLS

This well maintained 2-bedroom, 3-bathroom townhome sits beside The Pemigewasset River within Deer Park. Step inside to discover an inviting open-concept layout where the kitchen, dining, and living areas beneath soaring vaulted ceilings. Natural wood accents and a striking updated propane stove/fireplace create the New Hampshire ambiance you've been searching for. Two upper-level master bedrooms each feature private en-suite bathrooms ensures comfort for the entire family or guests. Thoughtful updates including new flooring, kitchen, baths and appliances and furnishings make this a true turnkey property. The Deer Park community is a four-season playground. The impressive clubhouse boasts an indoor pool, hot tub, cardio and weight rooms, racquetball & pickleball courts, and an inviting great room with a double-sided stone fireplace. On summer days enjoy the gorgeous 5-acre lake and sandy beach. Adventure seekers will love the proximity to Loon Mountain, complete with seasonal shuttle service, along with easy access to Cannon Mountain and the scenic Kancamagus Highway.

27 Riverfront Dr Unit Unit 265, Woodstock

$2,485,000

4 Beds ⋅ 5 Baths ⋅ 5107880 MLS

Built in 1807 by Tille Parker, 26 The Green is one of Woodstock Village’s earliest and perhaps prettiest houses. The Federal style residence originally served as a tavern and lodging for members of Vermont’s early legislature, giving the property an uncommon connection to both the town’s and the state’s history. Over a century later, it became the Daughters of the American Revolution House Museum. Listed on the historic register, the home underwent a comprehensive restoration in 1995 by noted preservationist Doug Guest, along with a thoughtfully designed addition. Distinctive original details remain, including five teardrop ornaments above the first-floor windows and the beautiful Palladian window over the front entrance. Together with the patina of more than two centuries, they give the house an authenticity that has been carefully preserved while incorporating the comforts of contemporary living. Inside, wide-board floors, finely proportioned rooms, five working fireplaces, period millwork, and abundant natural light create a sense of warmth and character. The capacious renovated kitchen opens to a sun-filled dining area overlooking the rear stone terrace, while gracious gathering rooms retain the scale and character of the original house. All bedrooms are en suite, an unusual convenience in a home of this age. Set back from Main Street along a quieter parallel road, the property enjoys one of Woodstock Village’s most appealing locations, with dining, the theater, galleries, cultural events, and the trails of Mount Tom all within an easy walk. A detached two-bay garage and off-street parking add another uncommon convenience for a village property. Beautifully restored and turnkey, 26 The Green offers the opportunity to live in an important early Vermont home without sacrificing the ease of contemporary village life.

26 The Grn, Woodstock

$24,000

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

$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

$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

$195,000

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

Seller is Offering a $10,000 Credit at closing to buy down the interest rate or apply towards closing costs. 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

42 Heritage Condo Way Unit 24, 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

$1,695,000

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

$99,000

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

42-18 Heritage Condo Way Unit Unit 18D, 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

$1,195,000

4 Beds ⋅ 3 Baths ⋅ 5100512 MLS

This wonderful Vermont Cape-style home is a peaceful hideaway with amazing views upriver towards Killington is within walking distance of Village shops, restaurants, and resort amenities. The home has overlooked the Ottauquechee River and the former Woodstock woolen mill since 1890. The old mill has long since been repurposed as a children’s daycare center surrounded by community pools, basketball courts, and the Town’s recreation center. On long summer days, the joyful sounds of children enjoying the wide sand beach and swimming holes float up from the river below. Over the years, the floor plan has been adapted on all three levels to modern lifestyles. 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 home, like many in Woodstock Village, was damaged in August 2011 by Hurricane Irene. The property is not in the designated 100-Year floodplain that requires insurance. Irene was a FEMA-designated 500-year flood event that affected the basement; afterward, the owners replaced the lower-level sheetrock and the heating boiler and restored the riverbank.

16 Church St, Woodstock

$5,350,000

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

$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

$399,000

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

OPEN HOUSE - SUNDAY 10/11 - 10:00AM TO 12:00PM. 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

$750,000

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

$1,645,000

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! *Main Level Photos Have Been Electronically Decluttered*

2706 E Woodstock Rd, Woodstock

$2,999,000

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

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