Orleans County Homes under $500,000

Welcome to Orleans County, Vermont – a hidden gem nestled in the heart of the Green Mountain State. Known for its stunning landscapes, vibrant community, and rich history, Orleans County offers a unique blend of rural charm and modern conveniences. From picturesque lakes to rolling hills, this area is perfect for nature lovers and those seeking a peaceful retreat.

Orleans County is home to several charming towns, each with its own distinct character. Whether you’re exploring the quaint streets of Newport or the serene surroundings of Derby, you’ll find a warm and welcoming community that celebrates the beauty of Vermont living. Outdoor enthusiasts will revel in the abundant recreational activities available, including hiking, fishing, and skiing, all set against a backdrop of breathtaking scenery.

For those looking to invest in their dream home, Orleans County presents an exciting opportunity with a variety of homes available for under $500,000. This price range opens the door to a diverse selection of properties, from cozy single-family homes to spacious multi-bedroom houses, perfect for families or those seeking extra space. Many of these homes boast stunning views, large yards, and easy access to local amenities, making them ideal for both year-round living and seasonal getaways.

With its affordable housing market, rich cultural heritage, and a plethora of outdoor activities, Orleans County, Vermont is not just a place to live – it’s a lifestyle waiting to be embraced. Explore the possibilities today and discover your perfect home in this enchanting county!

Newest Orleans County Homes under $500,000

$269,000

3 Beds ⋅ 1 Baths ⋅ 5112636 MLS

Writing Located in a great neighborhood just a few hundred feet from the Canadian border, this 3-bedroom ranch-style home offers a practical layout with additional living space in the lower level. The main floor features a kitchen, living room with hardwood floors, three bedrooms, and a full bathroom. The lower level provides bonus living space with potential for a family room, recreation area, home office, or other uses to suit your needs. Baxter Park is within walking distance and offers something for everyone, including playgrounds for young children, tennis and basketball courts, and baseball fields. Conveniently located near the elementary school and Interstate 91, this property combines neighborhood living with easy access to recreation and transportation.

281 Sunset Ter, Derby

$269,900

3 Beds ⋅ 2 Baths ⋅ 5112275 MLS

Escape to your own secluded mountain cabin on 9.2 wooded acres with a view of beautiful Lake Seymour. This Cozy cabin features 3 bedrooms, 2 baths with open concept living room and large westerly facing windows. The rustic mountain cabin feel is bright, sunny and warm. Take in the views while sitting by the large granite fireplace or wood stove on those chilly Vermont evenings. Home was currently used seasonally. Includes propane heating system, drilled well and unknown septic system in place. Enjoy all the North East Kingdom has to offer. Nearby swimming, boating, fishing, hiking, hunting, snowmobile and ATV trails. Skiing at Burke Mountain and Jay Peak with-in an hour's drive. Dine out or enjoy shopping in close by Derby Village or downtown Newport. Property being sold AS-IS. Shown by appointment only.

69 Toad Pond Hts, Morgan

$332,500

3 Beds ⋅ 2 Baths ⋅ 5112202 MLS

If you've been looking for a well-kept, move-in-ready home in Derby Line with extensive recent improvements, this property is worth a look. Since 2025, the owners have made numerous updates, including new siding, new flooring in the living room, kitchen and dining areas, new kitchen cabinets and butcher block countertops, new entry doors, pine ceilings with recessed lighting, and all new appliances. Outdoor spaces have also been refreshed with a new 12' x 12' composite deck with vinyl railings, a new front porch with composite decking and vinyl railings, and a new 10' x 20' utility shed. The main level offers an inviting open kitchen, dining and living area with cathedral ceilings, pine accents and plenty of natural light, opening to the spacious rear deck with long range views. The primary bedroom, remodeled full bathroom with heated tile floors, laundry area and ample storage complete the main floor. The lower level is approximately 90% finished and provides a comfortable sitting area around the wood stove, spacious family room with propane gas stove, 3/4 bathroom, second and 3rd bedroom. The attached one-car garage has been converted into a professional dog grooming space for the owners' home business, offering additional finished space that could continue to serve as a business, hobby or flex area. For those who would prefer a traditional garage or additional living space, the area provides flexibility and could potentially be converted back to a garage or reimagined as a primary bedroom, as illustrated in the accompanying AI-generated conceptual image. Conveniently located within walking distance of Derby Line village amenities, including shops, banking, parks and school, this property offers thoughtful updates, flexible space and a convenient location.

106 Sunset Ter, Derby

$219,000

4 Beds ⋅ 3 Baths ⋅ 5112131 MLS

Looking for a large, move-in ready house with endless character and rich history? Built in 1848, this historic home has served as a salon, a stagecoach inn, and an antique shop over the years. The property has a brand-new roof installed in the summer of 2026, an attached barn and garage ideal for storage, animals, or parking, and a bright, light-filled artist's studio. Outside, you'll find a level lot perfect for gardening or play, along with a large private deck for relaxing or grilling. While the home needs a bit of TLC and updating, it offers an incredible opportunity to own a unique piece of history filled with charm and potential. Located in the village of Derby Line, just minutes from the Canadian border and I-91.

305 Main St, Derby

$100,000

1 Beds ⋅ 5112019 MLS

Welcome to your peaceful retreat just one mile from Willoughby Lake! Situated on 10 beautiful acres, partially open land and partially wooded, this property offers the perfect setting for all your Vermont adventures. Located directly on the VAST trail, this versatile property features a small, rustic cabin, with electricity but no water or septic, in a large open field with mature apple trees, evergreens and hardwoods, making this an ideal home base for outdoor recreation and relaxation.

5224 Willoughby Lake Rd, Barton

$190,000

2 Beds ⋅ 1 Baths ⋅ 5111854 MLS

Experience the Lake Memphremagog lifestyle without the expense of direct lakefront ownership! Located in a desirable lake neighborhood surrounded by beautiful waterfront properties, this charming 2-bedroom seasonal cottage offers incredible lake views from nearly every window and is just a short walk to downtown Newport, the waterfront, Newport Marina, restaurants, shops, parks and other amenities. The open-concept living area is ideal for entertaining family and friends, while the spacious sunroom/enclosed porch and side deck are perfect for relaxing, watching the sailboats and taking in the views. The cottage is sold in as-is condition and comes mostly furnished, including a sailboat and most furniture, making this an easy getaway to start enjoying right away (sellers reserve the right to remove 2 beds, boat canvas and miscellaneous personal items). Well maintained over the years with city water, private septic, oil hot-air heat, 100-amp electrical and Xfinity high-speed internet available. Even better, the sellers also own covered boat slip A-19 at the nearby Newport Marina and would consider selling it with the cottage for an additional $25,000. The slip measures approximately 9'x24', offers deep-water access and access to power and water. Whether you're searching for an affordable lake-area retreat or a property with short-term rental potential, this is a unique opportunity to enjoy the location, views and lifestyle of Lake Memphremagog.

1 Pj Ln, Newport City

$299,000

4 Beds ⋅ 2 Baths ⋅ 5111850 MLS

Country home located on 45 acres in both Derby and Charleston. House is in Charleston. Survey to be completed in October. Tenants to be gone on 12/1/26. Acreage, road frontage and taxes can vary depending on final survey. Classic floor plan with an archway between the kitchen and dining room. 1st floor bedroom and bath. 3 bedrooms and bath on 2nd floor. Full walkout daylight basement under the house and garage. Class 3 road ends at this farm. Rented to 4 single guys currently. Only 2 owners since it was built in 1965. Large glass-enclosed porch across the whole side of the house.

77 Wheeler Rd, Charleston

$295,000

4 Beds ⋅ 2 Baths ⋅ 5111755 MLS

Beautifully renovated from top to bottom, this Barton home is truly move-in ready, with nearly everything throughout the home brand-new. Enter through the spacious 3-season porch, perfect for relaxing or kicking off your shoes before stepping into the bright, open-concept kitchen, dining & living area. The kitchen is a showstopper with a large center island featuring decorative lighting around the lower portion, creating a warm & inviting atmosphere. Just off the kitchen is a convenient 3/4 bath. A 1st-floor bedroom is located just off the living room, offering flexibility for guests, office space or single-level living. Upstairs you'll find the spacious primary bedroom with access to an oversized closet area & 3/4 bath. The closet is large enough to also provide office, dressing or flex space. Two additional bedrooms complete the 2nd floor. Outside, enjoy a beautiful fenced-in backyard with room for pets, gardening, entertaining or relaxing. The backyard can also be accessed from the basement, making it convenient for outdoor projects & equipment. To top it all off, the attached 3-level garage/barn provides exceptional additional space. The lower level is ideal for tools, lawn equipment & storage, while the upper level, currently used for storage, offers plenty of potential for a workshop, hobby area or future use. Best of all, this home is being sold fully furnished, making it even easier to move right in & enjoy.

201 High St, Barton

$449,000

3 Beds ⋅ 1 Baths ⋅ 5111740 MLS

Set on more than 21 acres, this well-appointed property offers space, privacy, and year-round enjoyment in Vermont’s Northeast Kingdom, with Lake Memphremagog and Jay Peak Resort within easy reach. Inside, the bright, open-concept layout features hardwood and tile flooring, a spacious kitchen with Silestone countertops and stainless-steel appliances, three bedrooms, plus two additional bonus rooms offering flexibility for a home office, guests, or hobbies. This move-in-ready property has ample space for all your needs. The finished basement is designed for entertaining and features a beautiful custom cedar bar with matching stools, creating a warm and inviting gathering space. Not to mention, an appointed gym space. Another key feature of the basement is that there are two entry and exit points. One as you enter the front-door entrance and the other from the garage. Additional updates and conveniences include energy-efficient windows w/transferable warranty, a new front door, dedicated first-floor laundry area, and the flexibility of an outdoor furnace as well as oil heat. Outside is where this property truly shines. Enjoy summer days by the above-ground pool and deck with aluminum railings, gather on the stamped concrete patio, or simply take in the privacy and open space offered by the expansive acreage. It includes a paved driveway that was just resealed and approximately a 900-square-foot two-car oversized garage should provide plenty of room for a minimum of 2 vehicles, plus recreational equipment, and storage. Whether you're looking for a year-round home with room to spread out, a Vermont retreat, or a property designed for entertaining in every season, this home offers a rare combination of acreage, amenities, and convenient access to the area's lakes, mountains, recreation, dining, and shopping. Did we mention, the VAST and VASA trails are nearby for snowmobiling and ATV use. Come take a look before someone else grabs this stunning move-in-ready gem.

2528 Buzzell Rd, Newport Town

$219,000

5111637 MLS

Remodeled duplex in the village of North Troy offering two spacious units, each with 3 bedrooms and 2 baths. The property features a mix of hardwood, softwood, and tile flooring, along with a covered porch, storage space, and a full unfinished basement. Public water and sewer, separate electric meters, and multiple heating options add to the functionality of the property. Situated on a 0.41-acre lot with paved public road frontage, the home is conveniently located near local schools and the year-round recreational opportunities of Vermont's Northeast Kingdom. The property also offers flexible income potential. One unit is currently rented for $1,000 per month on a month-to-month basis, while the second unit has been used as a short-term rental for guests visiting the area for skiing and other seasonal recreation. This setup provides options for continued investment use or owner occupancy with rental income from the second unit.

31 Hill St, Troy

$429,900

2 Beds ⋅ 2 Baths ⋅ 5111624 MLS

When you talk about finding a property that's private, has lots of wildlife, has a homesteading potential with garden and grazing areas, has an out building that could be multi use, has ample land for trails and recreation but not out in the sticks, then this is your new home! The owners have repeatedly said they should just move back but life has other plans. The drive way is a nice drive in with views and apple trees galore. The Ranch home has been meticulously cared for. There has been fresh paint on the inside. The primary bedroom is awesome. The wood burning fireplace in the living room can be enjoyed from the entire first floor. There is central air. The attached garage is oversized and although it's not heated, it's heavily insulated and doesn't freeze. The out building has large over head doors on each end with a concrete floor. There is even an elevated building that the former owners used as a hunting blind with great success but use it for what you want. This is a great property in a town that has zero zoning. There is still time tom close before winter.

99 River Rd, Irasburg

$88,000

3 Beds ⋅ 2 Baths ⋅ 5111448 MLS

Welcome home to this 2006 14x80 three-bedroom, two-bath mobile home in Derby Mobile Home Park, set on a concrete pad. The open kitchen, dining, and living area makes everyday living and entertaining easy, with plenty of room to spread out. The primary suite is the standout, featuring a walk-in closet and a private bath with a soaking tub for unwinding after a long day. Two additional bedrooms and a second full bath give you space for guests, a home office, or hobbies. A nice outdoor shed provides extra storage. Location is hard to beat: Derby Pond is right across the road, and shopping, public transportation, the hospital, and Interstate 91 are all close by, making errands and commuting a breeze.

2477 Us Rt 5, Derby

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