Woodstock Real Estate

Nestled in the heart of the picturesque Hudson Valley, Woodstock, New York, is a charming town renowned for its vibrant arts scene, rich history, and breathtaking natural beauty. Established in the 18th century, Woodstock is perhaps best known as the site of the legendary 1969 music festival, which forever etched its name in the annals of American culture. Today, it continues to attract artists, musicians, and nature enthusiasts, making it a unique blend of creativity and tranquility.

Visitors and residents alike revel in the town’s eclectic mix of shops, galleries, and eateries that line its quaint streets. You can explore local artisan boutiques, enjoy farm-to-table dining experiences, or immerse yourself in the numerous art galleries showcasing the works of local talents. The town's commitment to the arts is palpable, with events like the Woodstock Film Festival drawing in creative minds from around the globe.

Nature lovers will find Woodstock a paradise, surrounded by the stunning Catskill Mountains and lush forests, offering ample opportunities for hiking, biking, and exploring. The nearby Ashokan Reservoir and the beautiful Kaaterskill Falls provide scenic backdrops for outdoor adventures and serene picnics.

With a tight-knit community that values both tradition and innovation, Woodstock offers a lifestyle that embraces the best of both worlds. Whether you’re seeking a weekend getaway or considering a permanent move, this enchanting town invites you to experience its unique charm and endless possibilities. Come and discover why Woodstock is not just a place to live, but a place to thrive!

Newest Listings in 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

$379,900

3 Beds ⋅ 2 Baths ⋅ 73586518 MLS

If you're looking for a place to be surrounded in all that nature has to offer, you'll want to call this home! This 3 bedroom, 2 bath, saltbox colonial is sited on a double lot, bordering Wyndham Land Trust. You'll love watching the deer and other wildlife from the 10'x20' deck. As a part of the private community of Lake Bunggee, you may also take a short stroll to the beaches to enjoy water rights and access. The lake is about 112 acres to enjoy boating, fishing, swimming and hiking areas. The light filled, open floor plan is perfect for entertaining; vaulted ceiling living room/dining area has hardwood flooring, an expansive wall of windows, and slider open to deck. Tiled kitchen has cozy breakfast bar and spacious walk-in pantry. 1st floor bedroom has ensuite bath with shower. 2nd floor primary also has ensuite bath with tub/shower unit and walk-in closet. Additional bedroom on second floor. Walk-out lower level has wood stove. Updates include newer hot water tank, septic system, and oil tank. Roof shingles 2015. Welcome Home!

35 Old Sawmill Rd, Woodstock

$469,000

3 Beds ⋅ 3 Baths ⋅ 5112762 MLS

Coming Soon!!! 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

$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

$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

15 Jack O Lantern Dr Unit Unit 34, Woodstock

$390,000

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

$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

$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

$164,900

73573956 MLS

Enjoy quiet and privacy out in the boonies! 22 acres on the discontinued portion of Pole Bridge Rd. Discontinued means legal access & legally buildable but access is for property owners only, no public access. Subdivisions are only allowed on town owned & maintained roads so this extremely unique area of 2,000+ acres loaded with wildlife galore will remain natural large parcels. The land is located on the right 1.5 miles north of RT 197 with approximately 1,030 feet of road frontage (flagged) and is 1/4 mile deep. There are 3 off the grid homes north of this property and the road is maintained by owners who own equipment that must get in and out for supplies. Old camp in disrepair needs roof, maybe frame and floor are serviceable. The pond has dried up, appears the dam needs some work.

XO Pole Bridge Rd, 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

$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

Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .