You are viewing all listings Homes between $250000 and $500000 dollars.
$275,000 $138 per sq.ft. Whitingham VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2000 | Acres: 4.7Listed on Thursday Sep 18, 2025
Description: 4 bedroom 2 bath home located on 4.7 acres. Has a ground level access. Level parking and garden spots. There are huge White Pine trees surrounding this home. Showings delayed until September 29, 2025 to allow for cleaning. License to Sell is needed and in progress, Expected in October. See Listing Details & 3 images.
Under Contract
$310,000 $183 per sq.ft. Whitingham VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1694 | Acres: 0.5Listed on Friday Mar 20, 2026
Description: A stately 1855 farmhouse once owned by Vermont State Senator A.A. Butterfield, set in the heart of Jacksonville village in Whitingham, offering classic New England charm and a peaceful Vermont lifestyle. This historic home features three bedrooms, a formal dining room, living room, drawing room, private office, and a cozy fireplace that adds warmth and character throughout the seasons. Additional highlights include a spacious attic for storage or future expansion, a basement ideal for storage, and a one-car garage with potential to be transformed into a practical mudroom suited for Vermont's four-season living. A two-story barn with a woodstove provides generous space for entertaining, creative projects, storage, or a workshop, with an expansive upper level ready to inspire hobbies or studio use. Surrounded by scenic beauty, this property captures the essence of Vermont living with nearby hiking, skiing, and year-round outdoor recreation, vibrant fall foliage, and a strong sense of community. Located just 10 minutes from Wilmington for local shops, dining, and essentials, and only 25 minutes to Mount Snow for premier skiing and snowboarding, this attractively priced property blends history, versatility, and access to one of southern Vermont's most desirable four-season destinations, ready for its next chapter. OPEN HOUSE SUNDAY MARCH 22, 1-3PM See Listing Details & 31 images.
$349,900 $190 per sq.ft. Whitingham VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1840 | Acres: 2Listed on Monday Aug 25, 2025
Description: Discover Vermont living at its finest in this architecturally unique round home, set on a 1-acre lot. Included in the sale is an additional 1-acre parcel directly across the street, offering potential for a garage, guest house, or Airbnb. Buyers should perform their own due diligence, as seller and broker make no representation on buildability. Step inside and walk into the welcoming lower level, where you'll find three restful bedrooms and a spacious bathroom featuring a jetted tub, tiled floors, and a glass-enclosed shower--perfect for unwinding after a day in the mountains. Head upstairs to the main level and enjoy the wide-open floor plan, where the kitchen, dining area, and living room flow together seamlessly. A cozy wood burning fireplace anchors the space, while a door opens to a sunny deck ideal for morning coffee, evening gatherings, or simply soaking in the peaceful surroundings. This turnkey home is fully furnished and ready for you to move right in. Whether you're here for adventure or relaxation, the location offers it all--ski or hike at Mount Snow or Berkshire East, explore the VAST snowmobile trails, golf at Haystack or Mount Snow, or take in the dining and cultural scene of the Berkshires, all just minutes away. Whether you're looking for a vacation retreat or a year-round sanctuary, this property delivers the quintessential Vermont four-season lifestyle. Don't miss this rare opportunity, schedule your private showing today! See Listing Details & 58 images.
$380,000 $163 per sq.ft. Whitingham VT Home »
5 Beds | 3 Baths | Total Sq. Ft. 2336 | Acres: 12.8Listed on Tuesday Feb 3, 2026
Description: Charming and character-filled 1835 post-and-beam Craftsman. This inviting five-bedroom, two and-a-half-bath home blends antique appeal with cozy comfort. A covered porch offers the perfect place to enjoy summer breezes, the sound of rainstorms, and peaceful evenings, while the deck is ideal for gathering with friends and family. Inside, wood floors and exposed hand-hewn beams highlight the home's craftsmanship. The open living and dining area features a brick fireplace with woodstove insert, creating a warm and welcoming setting on cold winter nights. The second floor offers five bedrooms, two baths, a cozy den, and a tucked-away upper-level retreat--ideal for reading, writing, or quiet reflection. Set on 12.80 acres, the land offers endless possibilities, ideal for a hobby farm, pastures for horses or cows, or growing your own vegetables. A vintage barn and storage shed, ready for restoration, adds to the property's timeless rural appeal. See Listing Details & 45 images. Includes a Virtual Tour
$399,000 Whitingham VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 0 | Acres: 10.9Listed on Monday Jul 21, 2025
Description: New home under construction. Siding painted and installed, plumbing and electric is roughed in. Roof is completed. Anderson windows. 4 bedrooms to be installed.. The well is drilled and needs to be hooked up. Situated on 10.9 acres with large White Pine and Cherry Trees. Mountain stream in the rear of the property. This will be a 4 bedroom home with 3 full baths, 1 on each of the three levels. Planned for a stone fireplace. Prepped for decks on the east and west sides of the House. Septic plan is designed by a Vermont Licensed Engineer to be built, area is cleared for the system. There is Timber on the property estimated at 15,000 board feet of volume. Close to Wilmington and Dover, Lake Whitingham, Burrington Brook. Deerfield River, North River, Burrington Brook, Haystack Club Golf and Ski and Mount Snow Resort. See Listing Details & 12 images.
$269,000 $374 per sq.ft. Williamstown VT Home »
3 Beds | 1 Baths | Total Sq. Ft. 720 | Acres: 0.18Listed on Tuesday Mar 31, 2026
Description: This charming, 3-bedroom, 1-bath home in Williamstown offers the perfect blend of character, efficiency, and recent updates. Ideally located on a paved road just minutes from parks and trail access in Graniteville, with easy access to downtown Barre, I-89, and Montpelier. The home features a brand-new kitchen with updated cabinetry, appliances, and flooring, creating a bright and functional eat-in space. Additional highlights include an entry porch and a sunny three-season porch on the south side, adding warmth and usable living space. The fully fenced backyard is designed for enjoyment, with a spacious lawn, fire pit, new garden shed, and wooded backdrop that provides privacy and a peaceful setting. Energy efficiency is a standout, with propane Rinnai heaters, a passive solar collector, and improvements completed through an Efficiency Vermont energy audit, including weatherization and insulation. The basement has also been professionally waterproofed by Northern Basement Systems. A move-in ready home that combines charm, thoughtful updates, and everyday convenience - an excellent opportunity. See Listing Details & 39 images.
$295,000 $145 per sq.ft. Williamstown VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 2028 | Acres: 0.2Listed on Friday Apr 3, 2026
Description: Welcome to this classic 1900 Colonial in Williamstown, lovingly maintained by the same owners since 1998. Offering 3 bedrooms, 2 full baths, and 2,028 sq ft of living space across 8 total rooms, the home blends the scale and character of an older property with practical features for everyday living. Wood floors, spacious rooms, a large kitchen with ample cabinetry, and flexible gathering spaces throughout give the home a warm and comfortable feel. Recent upkeep includes a metal roof sealed and inspected in 2023, porch roofs sealed in 2025, and an electric hot water tank that is approximately 4 years old. Served by public water and public sewer, the property also includes a Harman pellet stove, wiring for back up power generator, one-car garage, and a ramped entry from the driveway to the home. Outside, the fenced backyard is filled with established gardens and plantings, while the powered gazebo adds to the feel of a peaceful backyard oasis in an in-town setting. See Listing Details & 22 images.
Under Contract
$395,000 $207 per sq.ft. Williamstown VT Home »
2 Beds | 3 Baths | Total Sq. Ft. 1908 | Acres: 0.95Listed on Friday Mar 6, 2026
Description: Unique Williamstown retreat, where modern convenience meets serene country living. The meticulously maintained main residence features a bright, open layout with two comfortable bedrooms, a dedicated office space, and a full bath. The interior flow is designed for both relaxation and productivity, complemented by a full basement offering ample storage or hobby potential. Attached to the home is an oversized garage and a sprawling bonus room featuring a 3/4 bath--perfect for a media room, guest quarters, or an expansive home gym. For those seeking true flexibility, the property boasts an additional detached studio with its own private entrance and 3/4 bath, providing an ideal footprint for a professional workspace or creative sanctuary. The exterior is a dream for entertainers and nature lovers alike. Enjoy stunning views overlooking a picturesque neighboring pond, established garden beds, and ample yard space for summer gatherings. This unbeatable location is just minutes from Williamstown Village, South Barre, Barre, and I-89. Enjoy the peace of the Green Mountains without sacrificing proximity; you are only 10 minutes from the Berlin Mall and Central Vermont Medical Center. Commuting is a breeze, with Burlington and New Hampshire both reachable in under an hour. Experience a property that adapts to your lifestyle. Your Vermont lifestyle starts here. See Listing Details & 57 images.
Under Contract
$279,000 $171 per sq.ft. Wilmington VT Home »
Price Change! Reduced by $20,000 down 7% on February 26th 2026
Waterfront on River North Branch Deerfield River
3 Beds | 2 Baths | Total Sq. Ft. 1632 | Acres: 0.5
Listed on Sunday Oct 19, 2025
Description: Conveniently located to village center, elementary school, lakes and trails. This riverfront home is waiting for a facelift! Three bedrooms, 2 bathrooms, living room, kitchen with a dining area with siders to a deck over looking the Deerfield River. Room downstairs for a hobby or craft room and a family room with a gas fireplace. Newer hot water tank and furnace. Room for gardens and a two car garage. Wonderful neighborhood on a private road. Nice floorplan!!! See Listing Details & 14 images.
Under Contract
$299,000 $171 per sq.ft. Wilmington VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1750 | Acres: 1.1Listed on Monday Aug 11, 2025
Description: A solid home in a great location in Wilmington Vermont! Currently set up as a duplex. Live in one and rent the other or have family close by! Add internal stairs and use as one! This is a classic Chalet with the ease of a metal roof, large deck, 2 bedrooms and a full bathroom upstairs along with a cathedral ceiling, cute sleeping loft and built ins! The lower level is 2 bedrooms and a full bathroom with large combined kitchen/living and dining room. There is a large wood shed and an even larger garage/shed/barn. Enjoy your days on the oversized front deck and your evenings by the fire pit! The wooded area behind the home is great for exploring! So close to the local towns, ski areas, lakes and ALL! See Listing Details & 32 images.
Under Contract
$329,000 $302 per sq.ft. Wilmington VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 1088 | Acres: 1.34Listed on Wednesday Feb 25, 2026
Description: Charming country cape just outside the village of Wilmington on a spacious corner parcel with easy access off Rte 9. This lovely home could be a great full time residence or vacation retreat, thanks to a great price, great bones, recent upgrades, and nearby lakes, skiing, villages, and Molly Stark State Park right across the street. The house has a bright south facing living room, country kitchen with breakfast table and functional space, two main floor bedrooms and a full tiled bath, 2 upstairs bedrooms and a half bath, wood floors throughout, a full basement entry level with tiled bonus space, laundry room, and mudroom entry, and large deck to take in the scenery. There is a detached studio shed for whatever creative outlet you may want, multiple storage sheds, a second driveway to the outbuildings, a lower grassy area leading down to the beaver brook, and nice winter exposure over nearby fields. Recent upgrades include an updated roof, charming Vermont stone walls, updated drainage around the home, and fresh paint. Truly a unique opportunity at a rare price. See Listing Details & 24 images.
$379,000 $197 per sq.ft. Wilmington VT Home »
6 Beds | 2 Baths | Total Sq. Ft. 1920 | Acres: 0.72Listed on Thursday Jun 26, 2025
Description: Conveniently located on Route 100 between Wilmington Village and Mount Snow. Two separate 3 bedroom, totally renovated, units. This would be a wonderful multi-generational home, two family purchase, use one unit - rent one unit. Wheeler Farm view of pasture and mountain ranges. Exterior garden shed. Plenty of parking, an amazing view and waiting for you! See Listing Details & 43 images.
$389,000 $324 per sq.ft. Wilmington VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1200 | Acres: 0.44Listed on Friday Jan 9, 2026
Description: Charming Rustic Country Saltbox on Lower Chimney Hill Nestled in a convenient Lower Chimney Hill location, this rustic country saltbox offers cozy comfort and classic Vermont charm. Featuring post-and-beam construction and a beautiful Pozzi wood-burning brick fireplace that keeps the house warmed right up, the home provides a warm and inviting atmosphere year-round. Outdoor enthusiasts will love the easy access to snowmobile and hiking trails, including a nearby trailhead to Haystack Peak. Enjoy close proximity to Lake Whitingham and the Village of Wilmington, offering dining, shopping, and four-season recreation just minutes away. Recent updates add peace of mind, with the roof, windows, and furnace all replaced within the past five years. Whether you're looking for a full-time residence or a Vermont getaway, this property blends rustic character with modern improvements in an ideal location. See Listing Details & 55 images.
New Listing!
$399,000 $188 per sq.ft. Wilmington VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 2128 | Acres: 0.49Listed on Wednesday Apr 15, 2026
Description: Thoughtfully maintained 4-bedroom, 2-bath Chimney Hill chalet offering a warm, inviting feel with natural wood finishes, open-concept design, woodstove and features that capture the essence of Vermont living. The main living areas are bright, comfortable and welcoming, with easy flow to a deck overlooking surrounding mountain ridgelines--an ideal setting for both quiet mornings and relaxed entertaining. The home is designed for comfort and ease, featuring an oversized mudroom entry, full laundry area, and a layout that accommodates both everyday living and extended stays, of extended groups! A lower-level family room and additional overflow sleeping space provide flexibility for hosting and creating room for everyone without sacrificing privacy. Outdoor features include a fire pit area, large storage shed for recreational gear, and ample parking for vehicles, boats, or snowmobiles--making it easy to enjoy everything the area has to offer in every season. Located within the desirable Chimney Hill community, owners enjoy access to a wide range of amenities including indoor and outdoor pools, hot tub, fitness center, tennis and basketball courts, ice skating rink, stocked fishing pond, picnic areas, and direct access to multiple trailheads. Just minutes to Mount Snow Resort and Hermitage Club, as well as nearby golf and Lake Whitingham with a marina and boat rentals. This property offers a well-rounded four-season lifestyle. Boating, skiing, golfing, hiking, shopping, dining, snowmobiling or just deep relaxation and escape are all within reach from your new home base in the Vermont mountains. See Listing Details & 37 images.
$425,000 $289 per sq.ft. Wilmington VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1472 | Acres: 1.06Listed on Wednesday Jan 14, 2026
Description: Lovely updated chalet in the Chimney Hill community just outside the village of Wilmington and south of the Mount Snow ski resort. This home sits on a private lot with direct snowmobile trail access, great for summer hiking and biking, nearby access to Lake Whitingham, and is just a short drive into the downtown for shopping and dining. Inside you are treated to a vaulted living space with exposed natural woodwork and great lighting. There is a cozy living room with gas stove, wood floors, kitchen with island, dining area which has a slider leading out to the entertaining deck, a full bath, and two nice bedrooms. The finished walkout lower level has a family room and game room entertainment area, wood stove for supplemental heat, third bedroom, and second bath, as well as a functional mudroom entry off the driveway. Additionally there is a shed great for seasonal gear storage or snowmobiles, a large upper lawn space for outdoor enjoyment, and a nicely graded driveway. Recent upgrades include a minisplit heating and cooling system, Rinnai direct vent propane heater, and more. The property is in the desirable C section making it easy to access no matter the weather. It comes with all the great amenities including clubhouse, indoor and outdoor pools, hot tub, locker room, gym, game room, theater, basketball court, tennis court, ice skating, and a la carte services such as plowing, sanding, and trash. See Listing Details & 31 images.
