Brandon Homes under $500,000

Welcome to Brandon, Vermont – a hidden gem nestled in the heart of Rutland County! This charming town, rich in history and natural beauty, offers a unique blend of small-town charm and modern amenities. With its picturesque landscapes, vibrant community spirit, and a plethora of outdoor activities, Brandon is the perfect place to call home.

Brandon is known for its stunning views of the Green Mountains, making it an ideal location for nature enthusiasts and outdoor adventurers. Whether you enjoy hiking, fishing, or simply soaking in the beauty of the changing seasons, you’ll find plenty of opportunities to explore the great outdoors right at your doorstep. The town also boasts a vibrant arts scene, with local galleries, craft shops, and seasonal festivals that celebrate the community's creative spirit.

For those looking to settle down in this idyllic town, Brandon offers a selection of beautiful homes priced under $500,000. From charming historic homes that exude character to modern builds that provide comfort and convenience, there’s something for everyone. With spacious yards, stunning views, and a welcoming atmosphere, these homes present an incredible opportunity for families, retirees, and first-time buyers alike.

Living in Brandon means enjoying a slower pace of life while still being close to the amenities of larger towns. With friendly neighbors, excellent schools, and a strong sense of community, it’s no wonder so many are drawn to this lovely Vermont town. Come discover your dream home in Brandon, where the beauty of nature meets the warmth of community!

Newest Brandon Homes under $500,000

$385,000

4 Beds ⋅ 3 Baths ⋅ 5110246 MLS

Set on a beautifully landscaped .87-acre lot, this well-maintained 1820 post-and-beam farmhouse offers classic Vermont character in a peaceful rural setting. Stone walls, mature landscaping, natural shade, and a gazebo create inviting outdoor spaces, while the marshy area directly across the road offers frequent opportunities to enjoy local wildlife and the changing seasons. Brandon’s shops, dining, and everyday amenities are just a short drive away. Inside, the same level of care is immediately evident, with a well-kept, functional layout that balances historic character with comfortable everyday living. The 1,577-square-foot home offers 4 bedrooms and 2.5 baths, along with a spacious living room, dedicated dining area, mudroom, first-floor laundry, and a bonus first floor flexible living space. A wood stove adds warmth and character, while the post-and-beam construction reflects the home’s early-19th-century roots. The thoughtful upkeep throughout makes the home feel welcoming and ready to enjoy. Outside, established landscaping, stonework, the gazebo, and natural surroundings create a settled, peaceful atmosphere, while a large detached two-bay garage provides valuable space for vehicles, equipment, hobbies, or storage. With its carefully maintained interior and grounds, historic construction, wildlife-rich setting, and convenient access to Brandon, this property offers a distinctive blend of Vermont character, rural tranquility, and everyday functionality.

1840 Mcconnell Rd, Brandon

$350,000

5 Beds ⋅ 2 Baths ⋅ 5108991 MLS

Beautiful country property on 6.64 acres of open, level land with expansive western views. Spacious 5-bedroom home plus a 5-bay barn/garage with second-floor space and a separate sugar house. Conveniently located near Brandon Village, Middlebury, area lakes, and golf. A wonderful opportunity to enjoy privacy, views, and Vermont country living.

1851 Arnold District Rd, Brandon

$279,000

3 Beds ⋅ 2 Baths ⋅ 5104741 MLS

Roll up your sleeves, dreamers—this three-bedroom, two-bath fixer in Brandon is practically begging for a bold vision and a healthy dose of elbow grease. The house needs a top-to-bottom rehab, which honestly means the fun part is entirely yours to design. Consider it a blank slate with serious character waiting to happen. The real showstoppers stand just beyond the front door. A fantastic barn anchors the property, joined by a spacious pole barn that opens the door to endless possibilities. Store equipment, launch a hobby farm, build the workshop you keep talking about, or simply revel in having more room than you know what to do with. Structures like these are increasingly hard to come by, and here you get two. Then there's the land itself. A generous lot rolls out around you, offering wide-open space to garden, gather, or breathe in that unmistakable Vermont air. Whether you picture pastures, orchards, or a sprawling backyard for weekend cookouts, the canvas stretches invitingly in every direction. Location adds even more appeal. Estabrook Park sits a short jaunt away for easy afternoons outdoors, while golfers can tee off at nearby Neshobe Golf Club. Charming downtown Brandon keeps shops and eateries within reach, and cultured Middlebury College lies a scenic twenty minutes north. For buyers who see potential where others see projects, this is a rare shot at building real sweat equity. Schedule your showing and start imagining what's possible today. Property being sold "AS IS" cash or possibly 203 Rehab loan.

2248 Grove St, Brandon

$399,000

2 Beds ⋅ 2 Baths ⋅ 5104125 MLS

Welcome to easy, one-level living in this well-maintained two-bedroom, two-bath ranch home! The open-concept living, dining, and kitchen area features vaulted ceilings, creating a spacious and inviting great room that’s perfect for everyday living and entertaining. A mini-split system provides efficient cooling in the summer and comfortable warmth during the shoulder seasons, while a cozy gas stove fireplace adds warmth and ambiance. Set on a lovely, level lot, the property offers plenty of space for gardening, outdoor games, and relaxing. The new deck is ideal for summer gatherings, while the front porch is ready for quiet mornings with a cup of coffee. A large shed provides additional storage, and solar panels on the roof add an energy-efficient touch. Convenience continues with town water and sewer, a paved driveway, an attached two-car garage, and a full basement offering abundant storage space. Located in the welcoming community of Brandon, you’ll enjoy local shops, restaurants, and the charm of a true New England small town. This home offers comfort, convenience, and an easy lifestyle in a wonderful Vermont community!

13 Sunset Dr, Brandon

$230,000

3 Beds ⋅ 1 Baths ⋅ 5101135 MLS

Nestled on a spacious 0.8-acre lot in the heart of Brandon, Vermont, this 3-bedroom, 2-bath home is full of character and ready for its next chapter. While the property could benefit from some TLC, it offers timeless charm with beautiful original details throughout, including stunning built-in cabinetry that showcases the home’s craftsmanship and history. On the first floor, in addition to a large eat in kitchen, pantry, separate dining room and living room, are two more bonus rooms! One could easily be used as a 4th bedroom and other could be used as a large home office, kids play room or craft room. Outside, you’ll find a partially fenced yard offering space for pets, gardening, or outdoor entertaining. The rustic barn is a standout feature, complete with two attached carports and a full standing second floor, providing endless possibilities for storage, a workshop, hobbies, or future creative use. Conveniently located just minutes from shopping, restaurants, and public transportation, this property combines small-town charm with everyday convenience. Whether you’re looking to restore a classic Vermont home or invest in a property with incredible potential, this is an opportunity you won’t want to miss.

50 Carver St, Brandon

$459,000

3 Beds ⋅ 4 Baths ⋅ 5100540 MLS

Completely renovated from top to bottom and set on 6.3 private acres, this exceptional Brandon property offers flexibility, space, and privacy. Whether you're looking for a spacious single-family home, a multigenerational living arrangement, or the opportunity to offset expenses by renting the attached in-law suite, this property delivers. The main home features 3 bedrooms, 3 bathrooms, a versatile bonus room, and a loft that is ideal for a home office, playroom, reading nook, or additional guest space. Sunlight pours through the home, highlighting the extensive renovations that include a brand new roof, all new cabinetry, countertops, appliances, flooring, bathroom fixtures, and countless other updates throughout. There is also a woodstove waiting to be hooked up and enjoyed! The attached 1-car garage adds everyday convenience. The attached 1-bedroom, 1-bathroom in-law suite offers excellent separation while remaining connected to the main home, creating endless possibilities for extended family, guests, rental income, or a private workspace. Outside, you'll enjoy the peace and privacy of 6.3 acres perched above Route 7, providing an ideal balance of seclusion and accessibility. Brandon continues to be one of Vermont's most desirable small towns, known for its vibrant downtown, locally owned shops, restaurants, cafés, breweries, galleries, and year-round community events. Outdoor enthusiasts will appreciate nearby hiking, biking, fishing, golf, and the stunning natural beauty of the region, while Middlebury, Rutland, and Lake Dunmore are all within an easy drive. Renovated homes with this level of flexibility, acreage, and move-in-ready condition are exceptionally difficult to find. If you've been searching for a property that offers modern finishes, abundant natural light, privacy, and multiple living options, this is one you won't want to miss.

1643 Franklin St, Brandon

$199,000

3 Beds ⋅ 1 Baths ⋅ 5092672 MLS

Welcome to the heart of Brandon, one of Vermont’s most charming and picturesque small towns. Perfectly situated within walking distance to local dining, breweries, unique shops, and the vibrant scene, this property offers the ideal blend of convenience and community. Brandon’s family-friendly atmosphere truly comes alive throughout the year, especially during the popular summer concert series and community events. Outdoor enthusiasts will appreciate the abundance of nearby recreation, including hiking, biking, golf, fishing, skiing, and other winter activities, all just a short drive away. Inside, you’ll find thoughtful updates that enhance both comfort and style, including updated flooring, new windows, and a recently renovated bathroom. The home offers excellent storage options with an additional room at the rear of the property as well as a spacious barn, providing plenty of room for hobbies, equipment, or seasonal items. Whether you’re looking for a primary residence, or a Vermont getaway, this property is ready to welcome its next owner. Easy to show and ready for immediate enjoyment!

6 Pearl St, Brandon

$485,000

4 Beds ⋅ 2 Baths ⋅ 5091440 MLS

Walk to everything from this stately brick beauty! Thoughtfully and completely renovated, this stunning home seamlessly blends timeless character with modern updates. Improvements include a gorgeous new kitchen, updated bathrooms, refinished floors, new windows, spray foam insulation, boiler, water heater, electrical, plumbing, and much more. The flexible floor plan features a first-floor bedroom and a 3/4 bath with convenient laundry. Upstairs, you’ll find three additional bedrooms and a charming 3/4 bath. An unfinished space above the kitchen offers endless possibilities for future expansion. Outside, enjoy the beautiful new screened porch overlooking the backyard, where there’s even room for a garden. The barn at the rear of the property offers tremendous potential for storage, workshop space, or creative use. There is an insulated, heated studio space above the garage. Perfectly situated in the heart of town, you can enjoy exceptional walkability and even view the farmers market on the green right from your front windows. Move right in and experience all this magnificent home has to offer!

26 Park St, Brandon

$395,000

5088962 MLS

Rarely available turnkey triplex , 3x 2br/1ba, located in the vibrant artisan Town of Brandon known for its historic architecture, thriving arts scene, and central location. Experience the perfect blend of investment potential and small-town charm with this well managed and updated triplex. The property is listed at a ~11% Cap Rate at current annualized NOI of $43,000, offering immediate and robust returns in addition to strong upside from undermarket rents and rent growth. Perfect for a high cash flow addition to your portfolio, or a "house hack" where you live in one unit for free while the other two cover your mortgage and expenses. Each unit has been tastefully updated, and features its own washer/dryer. A rare amenity. Residents pay all their own utilities. The backyard is over an acre and features a detached garage/barn, which can rented for additional income. Additional land on the parcel can be developed to provide more housing, and the town is supportive. Situated in a town celebrated for its walkability, local galleries, and community events, this property benefits from Brandon’s growing reputation as a destination for both residents and visitors alike. Reach out for the listing package, financials and walk-through videos!

1963 Forest Dale Rd, Brandon

$295,000

5087352 MLS

Whether you're looking for your first home with income potential or your next investment property, this versatile Brandon property offers plenty of opportunity to build equity. Live in one apartment while the rental income from the second helps offset your mortgage, or lease both units and add a solid income-producing property to your portfolio. Currently configured as two apartments separated by an enormous garage and storage area, the layout offers flexibility for a variety of uses. The front apartment features one-level living with a spacious open kitchen, living and dining area, a bedroom, den, walk-in shower, washer and dryer, and a mini-split system for efficient heating and cooling. The second apartment includes a generous kitchen, large living room, two bedrooms, and a new wall furnace is being installed. Set on more than two acres, the property offers room to explore future possibilities, including potential additional development, subject to local approvals. The building's exact age is unknown, with 1950 used as a placeholder in public records. Located in the vibrant town of Brandon, you'll enjoy the convenience of nearby shops, cafés, restaurants, a grocery store, pharmacy, schools, and beautiful public green spaces. Outdoor recreation is never far away, with the Neshobe River, hiking and biking trails, and the Neshobe Golf Club all close by. Whether you're looking for an affordable path to homeownership, a property that generates income from day one, or a project with long-term upside, this is a chance to invest in your future while enjoying everything Brandon has to offer.

855 North St, Brandon

$389,000

3 Beds ⋅ 2 Baths ⋅ 5067941 MLS

This thoughtfully restored 1880 farmhouse invites you into a home that is anything but ordinary—rich with character, history, and a sense of place you simply can’t replicate. Tucked just moments from the heart of Brandon, this home offers a tucked-away setting where the sound of the nearby river and the rhythm of daily life feel just a bit slower. From the moment you arrive, it’s clear—this is a property for those who appreciate individuality over uniformity. Inside, the home unfolds with a natural, organic flow—true to its 1880 origins. Wide pine floors have been beautifully refinished, adding warmth and texture, while the updated kitchen and systems bring modern ease to everyday living. Light fills the main living spaces, creating an inviting atmosphere that feels both relaxed and refined. The layout reflects the home’s 1880 origins, with subtle level changes and distinct transitions between rooms, and architectural nuances that reflect the home’s heritage. Upstairs, three unique bedrooms and a renovated bath offer comfortable accommodations, while the lower level opens to a vaulted great room—an unexpected and versatile space that connects seamlessly to the outdoors. Step outside to a spacious deck overlooking the river, with a private, level backyard that offers a quiet place to gather or unwind. It’s an extension of the home’s character—uncomplicated, relaxed, and easy to enjoy. With a proven history as a short-term rental and offered fully furnished, the home is ready for its next chapter. Whether that’s a continued investment, a personal Vermont retreat, or a full-time residence, the opportunity here is as flexible as the home itself. For those who appreciate homes with personality—where no two spaces are exactly the same and every detail reflects a different time—19 River Street offers something increasingly rare: character, authenticity, and a place that feels distinctly its own.

19 River St, Brandon

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