Orleans Homes for Sale

Orleans Homes for Sale

Welcome to Orleans County, Vermont – a picturesque region known for its stunning natural beauty and charming small-town atmosphere. Located in the northeastern part of the state, Orleans County offers a tranquil escape from the hustle and bustle of city life.

With its rolling hills, lush forests, and pristine lakes, Orleans County is a haven for outdoor enthusiasts. Whether you enjoy hiking, fishing, skiing, or simply taking in the scenic views, this area has something for everyone.

If you're looking to make Orleans County your home, you'll find a variety of homes for sale to suit your needs. From cozy cabins tucked away in the woods to historic farmhouses with plenty of character, there's a property for every taste and budget.

Imagine waking up to the sound of birds chirping outside your window, enjoying a cup of coffee on your porch as you watch the sunrise over the mountains. In Orleans County, this idyllic lifestyle can be yours.

Whether you're searching for a permanent residence, a vacation home, or an investment property, Orleans County has plenty to offer. Come explore the real estate options in this charming corner of Vermont and find your perfect piece of paradise.

Newest Orleans Homes for Sale

$520,000
4 Beds 4 Baths 5109423 MLS
Welcome to the ultimate homesteading sanctuary. Spanning over 46 acres of versatile land with 2,800 feet of frontage along the winding Missisquoi River, this exceptional property offers an unrivaled blend of privacy, sustainability, and functionality. Nestled privately off the main road sits an impressive 4,450-square-foot home adorned with custom woodwork throughout and topped with a durable standing-seam metal roof. Designed for self-sufficient living without sacrificing modern convenience, the residence features two units with a full grid-tied solar power system for peace of mind, alongside an outdoor wood boiler system. This home was purposefully built for the modern homesteader to live off the land in all of Vermont’s seasons. The ground level features an oversized garage housing the mechanicals, a second large garage, a dedicated canning kitchen, a timeless cookstove, a half bath, abundant storage, and a separate one-bedroom apartment. Outside, the estate unfolds into a producer’s dream: greenhouses, irrigated raised gardens, a poultry coop, and abundant fruit plantings, including blueberries, apples, and raspberries. Upstairs, you’ll find a two-bedroom residence with a light-filled sun porch perfect for admiring your gardens. On the ground level, a one-bedroom residence with a separate entrance is ideal for multi-generational living or rental income. The apartment was previously used as a short-term rental, making it a great draw for skiers and traveling nurses. This property is expansive yet cozy, offering ample vehicle and equipment storage options. Conveniently located near Jay Peak Resort, this remarkable riverfront retreat must be seen in person to fully appreciate its scale, beauty, and extraordinary features.

4941 Rte 100, Westfield

$190,000
1 Beds 1 Baths 5109319 MLS
**TURNKEY Vermont Retreat with Mountain Views & Proven Short-Term Rental History** Welcome to 79 Spiller Road, a charming and easy-to-care-for property tucked away on a quiet country road in Barton, Vermont. Offering beautiful mountain views, peaceful surroundings, and a proven history as a successful short-term rental for approximately three years, this property is an excellent opportunity as a vacation getaway or investment property! The outdoor spaces make it easy to enjoy the best of Vermont. Relax on the crushed-stone patio, gather around the fire pit under the stars, or explore the professionally crafted stone labyrinth in the yard. Designed to be both meditative and fun, the labyrinth is a unique feature that adds character and creates a special place to slow down and enjoy the peaceful setting. Located just minutes from both Crystal Lake and Lake Willoughby, the property is ideally situated for swimming, boating, fishing, hiking, and enjoying the spectacular scenery of the Northeast Kingdom. Skiers and outdoor enthusiasts will appreciate convenient access to Jay Peak and Burke Mountain, while the surrounding area offers year-round opportunities for snowmobiling, riding your side by side, mountain biking, hiking, kayaking, and leaf-peeping. The adventure extends beyond the Northeast Kingdom, with destinations such as Santa’s Village and downtown Burlington within reach for memorable day trips, dining, shopping, entertainment, and exploring Lake Champlain. The exterior has been freshly painted, and the property has been meticulously cleaned after every guest throughout its successful Airbnb operation. With its manageable upkeep, established rental history, mountain views, private outdoor amenities, and four-season location, 79 Spiller Road is a turnkey Vermont escape ready to continue as a successful rental or become your own special place in the Northeast Kingdom. Showings to start on 9/18/26.

79 Spiller Rd, Barton

$275,000
2 Beds 2 Baths 5109247 MLS
This move-in ready, single-level ranch-style home was built in 1980 and offers 1,350 square feet of comfortable living space. Situated on a neat 0.25-acre lot with a nice, level lawn. Inside, you are welcomed by a generous 13x15’ foyer that provides ample room to set up a dedicated office space and an entryway nook. The functional floor plan includes an eat-in kitchen alongside a spacious 15x16’ family room, perfect for relaxing or gathering with family and friends. The home features 2 comfortable bedrooms, including a primary bedroom complete with an en suite three-quarter bath. Downstairs, the full basement offers great utility and storage, highlighted by an 8x30’ finished bonus room that can easily serve as a rec room, hobby space, or home gym. Located in the charming village of Derby Line, the home is just minutes from the Canadian border and provides quick, easy access to I-91 for convenient commuting. Local schools and Baxter Park are nearby, with the park featuring tennis and basketball courts, a playground, an ice rink during the winter months, and serving as the setting for the annual Derby Line Community Day celebrations. Don’t miss the opportunity to make this well-maintained property your own—schedule a showing today and come see all that it has to offer. Improvements done after 2022: Vinyl siding with wrap-around sheets of insulation, painted interior except kitchen, 2 new Rinnai heaters, new washing machine, Culligan water system with reverse osmosis, new generator, new rain gutters.

49 Forest Ave, Derby

$485,000
3 Beds 1 Baths 5108843 MLS
Discover an extraordinary four-season recreational retreat in the heart of Vermont’s Northeast Kingdom. This exceptional property offers the rare combination of privacy, expansive mature hardwood forest, direct access to outdoor adventure, and a comfortable 3-bedroom, 1-bath home. Set on approximately 88 acres, abutting both thousands of acres of public land and Jay Peak Resort, this property is a true playground for outdoor enthusiasts. Step beyond your doorstep and into a landscape made for adventure by owning your own hill and ridgeline. Ski your own backcountry powder paradise right from your backdoor, explore miles of hiking terrain, or take advantage of the VAST snowmobile network right in the backyard. The Long Trail is also less than a mile away. The mature hardwood forest offers more than just beautiful scenery and privacy—it provides an established maple sugaring opportunity. The 1,067-square-foot home features 3 bedrooms and 1 bathroom and was built in 1997. Major upgrades were completed in 2024, offering an improved and refreshed retreat while preserving its appeal as a low-key mountain getaway. Turn-key. Whether you're looking for a private Vermont escape, a four-season recreational property, a basecamp for Jay Peak adventures, or a place to enjoy skiing, snowmobiling, hiking, hunting, sugaring, and the solitude of the woods, this property delivers an unusually compelling combination of location and land.

1765 Stevens Mill Rd, Jay

$495,000
5 Beds 4 Baths 5108701 MLS
One of Newport’s true masterpiece properties, this magnificent 1911 Victorian/Greek Revival residence seamlessly blends timeless architectural character with exceptional modern updates. Overlooking the South Bay of Memphremagog, this fully furnished 5bedroom, 4bath home offers approximately 4,400 square feet of beautifully maintained living space, with an additional 2,200 square feet of attic space offering exciting potential for future expansion. From the moment you enter, the craftsmanship and attention to detail are unmistakable. A grand staircase, multiple built-ins, stained glass features, four fireplaces (3 gas and 1 pellet stove insert), oversized windows, and beautiful tile and wood flooring showcase the elegance of the period. The formal dining room provides an impressive setting for entertaining, while the updated gourmet kitchen combines modern functionality with historic charm, including a period pantry with custom woodworking. All four bathrooms have been extensively renovated with high-end finishes, thoughtfully complementing the character of the home while providing today's desired comforts. Every space reflects meticulous care, with improvements and upgrades already completed and the property presented in incredible condition. Whether you're looking for an extraordinary full-time residence, a memorable family retreat, or an established short-term rental opportunity, this property offers remarkable flexibility. Fully furnished and truly turnkey, it is ready for its next owners to simply move in and begin creating memories. A rare opportunity to own a piece of Newport history an exceptional home where architectural grandeur, thoughtful modernization, and an enviable South Bay setting come together.

152 Second St, Newport City

$421,000
1 Beds 2 Baths 5108205 MLS
Some homes ask you to slow down. This one practically insists. Tucked into a peaceful setting in Holland, this newly completed home is equal parts rustic retreat and modern escape. Its story began with an older barn structure, relocated to its present setting in 2021 and thoughtfully expanded and rebuilt into something entirely its own. Completed in the fall of 2025, the result is a warm, character-filled space where natural wood, exposed beams and barn-inspired details meet clean lines, modern finishes and an open, airy layout. Never lived in and ready for its first chapter, the home feels refreshingly uncomplicated. The open main level brings the kitchen and living spaces together beneath locally milled tongue-and-groove cedar ceilings, while thoughtfully placed windows and glass doors fill the space with natural light and frame the surrounding landscape. A daybed area on the main level adds welcome flexibility and could easily serve as a first-floor sleeping space when needed. Upstairs, the bedroom feels tucked away beneath the roofline and is complemented by its own half bath. Outside, the experience may be the best part. Step away from the noise, settle in, and you'll quickly understand the appeal. It is remarkably peaceful here, surrounded by woods and wide-open Vermont scenery that make everyday life feel a little farther away. A weekend hideaway, creative retreat, second home or simply a right-sized place for someone who values character over square footage, this is the kind of property that doesn't fit neatly into a category, and that's precisely what makes it special. Come for the architecture. Stay for the quiet.

2734 Gore Rd, Holland

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