Browse All Woodstock NH Between $400K - $500K Properties for Sale

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

$497,500

3 Beds ⋅ 3 Baths ⋅ 5098210 MLS

Live Work Play, Retire and Play, or Just Play on the Weekends and Holidays! This wonderful 3 BR, 3 Bath Townhome/Condo has it all. Nestled in a small quiet wooded community less than 5 minutes from the Historic Woodstock Center and conveniently located within walking distance of Woodstock Union Middle & High School. It is also located only 30 minutes from Killington Ski Resort and Okemo Ski Resort and 10 minutes from Saskadena Six. The location and price make this home a truly unique buying opportunity for several types of owners. The very private 24 home community is comprised of retirees, working families, and second home owners who want to enjoy all Vermont has to offer. The neighbors are awesome! This home is the most private in the complex as it is the very end unit surrounded on 3 sides by woods and streams. The unit is in very good condition and move in ready. The first floor is comprised of a den/bedroom with pocket doors for added privacy and an adjacent 3/4 bath. Also on the first floor is a spacious living room anchored by a propane fireplace, nicely crafted mantle and hardwood floors. A couple of steps down takes you into a renovated kitchen with stainless appliances and gleaming soapstone counters. A small eating area is surrounded by windows overlooking the back deck facing east with beautiful woods on 2 sides. Wildlife abounds. Tall ceilings and an abundance of natural light make the kitchen area a favorite space. The second floor consists of a very large primary bedroom with a seating area and three closets for an abundance of storage. The second bedroom is spacious with lots of sunlight. A good size full bathroom with tiled floors completes the second level. The lower level is a large family room with a walk out to a lovely patio. This level also has its own 3/4 bathroom, laundry area and several storage closets. The lower level has lots of options for use given the design. Open House- Saturday July 18th from 11am-1pm

121 Townhouse Way Unit 24, Woodstock

$430,000

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

$465,000

3 Beds ⋅ 3 Baths ⋅ 5095918 MLS

Spacious, immaculate, and beautifully maintained Federal-style brick townhouse located in the prestigious village of Woodstock, often recognized as one of America’s most beautiful small towns. Three finished levels, the larger size residence of 24 homes. Surrounded by mature woods, perennial gardens, & maple trees. A peaceful setting just minutes from Woodstock Village. The Woodstock Farmers’ Market is located at the end of the street. Outdoor enthusiasts will appreciate being less than one mile from trailheads leading into Marsh-Billings-Rockefeller National Historical Park, as well as nearby aqueduct and cycling trails. Killington Resort is approximately 20 minutes away. Gorgeous hardwood floors. The first level features a flexible room with pocket doors that can be used as guest bedroom, home office, studio, den, providing exceptional versatility for today’s lifestyle. The spacious floor plan lives more like a single-family home, with generous room sizes, abundant natural light, and a deluxe wood-burning fireplace. Additional features include: Full bathroom on each level Oversized private deck Covered bridge in town Brand new dryer Updated electrical and plumbing 2019 furnace This Property is conveyed subject to the Woodstock Community Trust Local Deeds covenant, a copy of which is attached to this listing.

121 Townhouse Way Unit 20, Woodstock

$499,500

2 Beds ⋅ 3 Baths ⋅ 5080430 MLS

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

11 Cascade Dr Unit 288, Woodstock

$410,000

3 Beds ⋅ 3 Baths ⋅ 5078772 MLS

Here is an opportunity for you! Conveniently located off Exit 30 at the Jack O’Lantern Resort, this 3-bedroom, 3-bathroom condo—with a loft and lock-off suite option—offers plenty of flexibility. There’s also a 3-season screened-in porch off the living room, perfect for relaxing after a day on the slopes, trails, or golf course. The unit has been very well cared for, is exceptionally clean, and sits in a quiet location within the resort. For buyers interested in renting, this condo could begin generating income right away. Ask about the local rental management company that partners with the Jack Golf Course to offer popular “Stay and Play” packages. Ownership includes access to resort amenities like the indoor heated pool, hot tub, outdoor pool, rec room, basketball hoop, brand-new playground, and pickleball/tennis court. With direct access to Corridor 11, you can snowmobile right from the unit, and owners are eligible for trailer storage in the overflow lot. Located next to the newly renovated Jack Golf Course and its restaurant and bar, this is a perfect year-round getaway or investment opportunity.

1646 Daniel Webster Hwy Unit Unit 42, Woodstock

$465,000

2 Beds ⋅ 3 Baths ⋅ 5077683 MLS

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

85 Townhouse Way Unit 14, Woodstock

$425,000

2 Beds ⋅ 3 Baths ⋅ 5075449 MLS

Welcome to your new home or home away from home located in beautiful Woodstock NH. This unique townhome offers a versatile floor plan that is warm and inviting. Cozy up by the fireplace on those cold blister days or read a book in your bright sun room that has two levels of enjoyment. Need an extra space for guest? Utilize the loft for additional sleeping space, privacy, or quiet time. This home has 2 bedrooms and an office that could be used as an additional sleeping space, office, den, or bonus space. The primary bedroom has its own on suite bathroom and two large closets for storage. It opens up to the bright sunrooms lower level making this primary suite the perfect sanctuary. Every inch of this homes space has been utilized for efficiency and functionality. Take advantage of the community amenities that include inground pool, basketball court, and tennis court. This home unlike many townhomes also has a dry functional basement that can be accessed from the interior and exterior. The current owners are using for a workout area. To top it all of this unit comes with a 2 car garage. Home is listed $15,000 below appraised value. Get instant equity! The back deck is brand new. It has been replaced by the HOA since the photos have been taken.

7 Sundance Rd Unit 4, Woodstock

$499,900

3 Beds ⋅ 2 Baths ⋅ 5073667 MLS

This property enjoys all four seasons in the White Mountains.Snowmobile to corridor 11 just outside the door , Loon and Cannon , Waterville Valley just a short ride . Summertime fun walk to the river with your kayak or just take a swim in the Pemi river ; again just up the street less than 5 minute walk. The home has had updated electric , newer septic, on town water in lower Woodstock . Recent timbertech deck and new roofing on rear of the house. Beautiful local views and a 3 bedroom home with 1.5 baths. two nice garages to store your toys and a small cabin on just over an acre make this your next primary home or vacation spot in the heart of the White Mountains .

819 Eastside Rd, Woodstock

$410,000

3 Beds ⋅ 3 Baths ⋅ 5072362 MLS

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

4 Jack Olantern Dr Unit 31, Woodstock

$449,000

3 Beds ⋅ 2 Baths ⋅ 5041939 MLS

A GREAT Opportunity to Purchase a Residential home - with many commercial possibilities. Featuring Frontage on the Kanc Scenic Highway / Route 112 within sight of the Exit 32 on-ramp to I93 South Bound. No zoning in Woodstock Allows for mixed use, business options, or alteration of the building to a new use. Currently a 3-bedroom 2 bath home with a full unfinished basement and offering Town water & Town Sewer. So close to Loon Mountain and all the other New Hampshire White Mountain attractions. Brand New Kitchen installed, New Flooring, and all new Thermo Pane windows installed, Newer Oil Base Board heating system, a Covered Porch and Fenced in Yard.

56 Kancamagus Hwy, Woodstock

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Between $400K - $500K Woodstock Real Estate

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