Woodstock Homes under $1 million

Welcome to Woodstock, a charming town nestled in the heart of the picturesque Hudson Valley in New York. Known for its vibrant arts scene, rich history, and stunning natural beauty, Woodstock offers a unique blend of small-town charm and modern amenities. With its roots in the 1960s counterculture movement, this town continues to attract creative souls and nature lovers alike, making it a vibrant community filled with eclectic shops, galleries, and music venues.

For those looking to call Woodstock home, you'll be delighted to discover a range of beautiful properties available for under $1 million. Whether you're seeking a cozy cottage surrounded by lush greenery, a contemporary home with sweeping views of the Catskill Mountains, or a charming bungalow within walking distance to the town's lively center, Woodstock has something to suit every taste and budget.

The real estate market here is diverse, offering homes that reflect the area's artistic spirit and connection to nature. Many properties feature open floor plans, large windows, and outdoor spaces perfect for entertaining or simply enjoying the serene surroundings. With the Hudson River and numerous hiking trails just a stone's throw away, outdoor enthusiasts will find endless opportunities for adventure right at their doorstep.

Living in Woodstock means embracing a lifestyle that celebrates art, music, and the great outdoors. With homes under $1 million, you can invest in a piece of this enchanting community and enjoy all that this beautiful town has to offer. Come explore Woodstock and discover your dream home today!

Newest Woodstock Homes under $1 million

$549,000

3 Beds ⋅ 2 Baths ⋅ 5113119 MLS

Nestled in the heart of historic Woodstock. This 1875 colonial abuts Mt. Tom 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

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

$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

$250,000

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

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