You are viewing all listings Homes between $250000 and $500000 dollars.
Under Contract
$400,000 $302 per sq.ft. Woodstock VT Home »
2 Beds | 1 Baths | Total Sq. Ft. 1324 | Acres: 0.51Listed on Friday Jul 10, 2026
Description: 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. See Listing Details & 32 images.
$430,000 $256 per sq.ft. Woodstock NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1680 | Acres: 1.04Listed on Friday Jul 3, 2026
Description: 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. See Listing Details & 43 images.
$449,000 $398 per sq.ft. Woodstock NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1128 | Acres: 0.23Listed on Tuesday May 20, 2025
Description: 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. See Listing Details & 33 images.
$449,000 $198 per sq.ft. Woodstock VT Home »
Price Change! Reduced by $16,000 down 4% on July 30th 2026
3 Beds | 3 Baths | Total Sq. Ft. 2268 | Acres: 15
Listed on Sunday Jun 21, 2026
Description: 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. Leave message. 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. Leave message See Listing Details & 31 images.
New Listing!
$450,000 $300 per sq.ft. Woodstock NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1500 | Acres: 2Listed on Friday Jul 31, 2026
Description: Enjoy peace, privacy, and endless possibilities on 2 quiet acres, just 3 miles from downtown Woodstock! This adorable ranch-style double-wide offers a bright, open-concept kitchen, dining, and living area perfect for entertaining or relaxing by the wood-burning fireplace. Vaulted ceilings and abundant natural light enhance the spacious feel. The impressive kitchen features solid hickory cabinetry, stainless steel appliances, a tile backsplash, pot filler, apron-front sink, oversized island with extensive storage, and a charming window seat with additional storage. The primary suite includes a spacious bathroom with double sinks, a stand-up shower, soaking tub, and direct access from both the bedroom and bathroom to a large walk-in closet. The property's standout feature is the nearly new, never-used, three-story barn measuring approximately 40' x 28'. With 14-foot ceilings and 13-foot entry doors, it is ideal for RV storage, classic cars, animals, a workshop, or other recreational uses. Above the barn is an additional 20' x 40' open space, accessed by interior stairs, offering approximately 800 square feet of storage or potential finished space. The barn may also offer future residential conversion possibilities, subject to all required permits and approvals. Additional features include a 30-amp electrical hookup in the driveway for an RV or hot tub, a lovely brook that feeds a private pond, and a peaceful mountain setting. Perfect for year-round living, a second-home getaway, or a potential Airbnb opportunity! See Listing Details & 60 images. Includes a Virtual Tour
$499,900 $312 per sq.ft. Woodstock NH Home »
3 Beds | 2 Baths | Total Sq. Ft. 1600 | Acres: 1.14Listed on Sunday Jan 11, 2026
Description: 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 . See Listing Details & 44 images.
Under Contract
$307,000 $187 per sq.ft. Worcester VT Home »
2 Beds | 2 Baths | Total Sq. Ft. 1644 | Acres: 0.25Listed on Wednesday Jun 24, 2026
Description: Welcome to 82 Calais Road, a charming retreat in the heart of scenic Worcester, Vermont. This warm and inviting 2-bedroom, 2-bathroom Cape Cod home blends classic 1940 character with thoughtful updates throughout the approximately 1,644 square feet of living space. Set on a manageable 0.25-acre lot, the property offers a detached garage, and a peaceful setting surrounded by rolling hills, winding country roads, and abundant outdoor recreation. Inside, you'll find a flexible layout filled with natural light, and plenty of opportunities to make the home your own. Whether you're enjoying morning coffee on the porch, relaxing by the fireplace, taking in the quiet surroundings, or taking a short drive to Montpelier for dining, shopping, arts, and cultural attractions, this home offers the best of both worlds: convenient access to town and the peaceful privacy of a small community. With an approachable price point under the town assessed value of $320,200, this property presents an excellent opportunity for first-time buyers, empty-nesters, or anyone seeking a cozy year-round home or getaway in central Vermont. Come experience the simple joys of Vermont living at 82 Calais Road. Schedule your private showing today. See Listing Details & 37 images.
Under Contract
$399,000 $295 per sq.ft. Worcester VT Home »
Price Change! Reduced by $27,500 down 7% on July 14th 2026
3 Beds | 1 Baths | Total Sq. Ft. 2000 | Acres: 10.1
Listed on Friday Jun 19, 2026
Description: Let's see...Million dollar views for $399,000? My math has you up $601,000. Sounds like a great deal! Beautiful long range mountain views are yours every single day in your new home in Worcester. This three bedroom home features an open layout with the kitchen, dining area, and living room all basking in the views. An additional sunroom adds to the vibe and offers flexibility. Two bedrooms are on the main floor, and a third, larger bedroom is upstairs. With a partially finished, walkout basement, you'll realize there's more to this home than meets the eye. The detached 2 story barn provides parking, plenty of storage, and would make a nice workshop. 186 MacKenzie Road is a private retreat, that can't be seen from the road. There's a nice swimming pond which you'll be sure to appreciate this summer! (Say hi to the family of turtles who are likely to be sunning themselves on sunny days!) Current owners have an established garden area that's ready for you to take over, get your hands in your own soil, and enjoy the harvest. Stand by generator is in place, and CV Fiber provides reliable high speed internet. Yes-you CAN work from home here! See Listing Details & 45 images.
