Under 500k

MLS Number 5106389

• Land
• PricePerSqFt 3990
• Address 2 Dusty Swamp Road
• Acreage 100
• Area VT-Caledonia

100-acre gently rolling parcel on the site of a permitted gravel pit. A gated access road skirts the western boundary, offering easy access deep into the lot. A large open area of approximately 10 acres (estimated) is found in the southwest corner, with the remainder wooded, a combination of older growth and two newer growth areas that have been reclaimed and planted with evergreens. 69 acres are designated as an established deer-wintering area. An active Land Use permit is in place (see attached documents); prospective buyers to conduct their own due diligence.

Listed by Karen Cleary of Coldwell Banker Carlson Real Estate

MLS Number 5100554

• Commercial
• Acreage 0.71
• Area VT-Windsor

Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners...Many possibilities and much potential. Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? Lots of flexibility with no zoning. Renovations can continue or property can be sold as it is. In the past, the Okemo Shuttle has stopped across the street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street has two units in the house with a total of 7 bedrooms. The upper level is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit. Perhaps make this home into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Showings start on 7/19/2026. Schedule your tour today! One of the owners is a licensed real estate broker.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

MLS Number 5110187

• Residential Single Family
• PricePerSqFt 189.28
• Full Bath 1
• Address 135 Winterbell Drive
• Construction Existing

Set on 2.01 private Dummerston acres, this home pairs open-concept living with big mountain views, clean solar power, and room to grow. The main floor centers around everyday ease. A bright kitchen, dining, and living room anchored by hardwood floors and exposed beams looks straight out toward the surrounding hills. Off the main area, the primary bedroom serves as a true first-floor retreat, complete with an oversized walk-in closet and en-suite laundry right where it makes sense. A covered back porch expands the footprint outdoors, giving you a quiet, sheltered spot to take in the scenery. Flexibility is built in across both levels. Upstairs features two bedrooms, a full bath, and an open loft alongside a dedicated office nook, a great for remote work, creative projects, or guest overflow. If you need more square footage, the full basement offers a clean, unfinished footprint ready to become a workshop, rec room, or additional living area. Outside, the property stays quiet and private while keeping utility overhead low thanks to the active solar power system. A poured concrete pad is already set for a future garage or workshop build, leaving you with open acreage, privacy, and panoramic views you won't outgrow! See it today!

Listed by Kate Barry of EXP Realty

MLS Number 5106685

• Condo
• PricePerSqFt 358.17
• Square Feet 1,114
• Bedrooms 2
• New Contruction Existing

Welcome to easy, stylish living in the heart of Winooski at The Cascades! This 2-bedroom, 2-bath condo offers 1,000+ square feet of comfortable living space along with the added convenience of two assigned underground parking spaces, a standout feature that is hard to find in this building. Recently refreshed with the majority of the interior repainted in August 2026, the home feels bright, clean, and move-in ready. Hardwood floors flow through the main living areas, while the kitchen features granite countertops, stainless steel appliances, and an open connection to the living and dining spaces. Abundant natural light helps create a warm, inviting atmosphere. The spacious primary bedroom includes a walk-in closet and private full bathroom with a double vanity and large soaking tub/shower combo. A second bedroom and an additional 3/4 bathroom on the opposite side of the flat provide excellent flexibility for guests, a home office, or everyday living. Additional conveniences include in-unit laundry, natural gas heat, mini-split cooling, and fiber-optic internet availability. Residents of The Cascades enjoy an impressive collection of amenities, including a fitness center, Club Room, building maintenance, landscaping, snow removal, trash service, and more. The community courtyard offers relaxation near the Winooski River, gathering around the fire pit, or the ability to reserve the Club Room for private get-togethers. For pet lovers, the association is pet-friendly as well. Best of all, you are just steps from Winooski's popular restaurants, shops, walking paths, public transportation, and everything the vibrant downtown has to offer. With two bedrooms, two baths, two underground parking spaces, and a highly convenient location, this is a unique opportunity to enjoy low-maintenance living in one of Chittenden County's most energetic communities. Rental's allowed for investors (6-month lease term minimum). Book your showing today!

Listed by Elise Polli of Polli Properties

MLS Number 5110735

• Multifamily
• PricePerSqFt 168.5
• Address 80 Brown Street
• Units 2
• Bathroom 2

Two beautifully renovated residences, one compelling opportunity: this newly listed Rutland City multifamily property combines modern comfort with the flexibility of two separate apartments. Each apartment offers a refreshed setting with contemporary appeal, giving residents spaces that feel current, inviting, and easy to enjoy. The upper level apartment features an electric fireplace in the living room adding warmth and character, creating a natural focal point for quiet evenings or relaxed gatherings. While each unit includes an in unit washer and dryer hookup conveniences simplify weekly routines. Newer windows, vinyl siding garage roof, soffit, fascia and front porch. Roof is 12 yrs old. Private porches extend the living experience outdoors, offering each apartment a welcome place for morning coffee, fresh air, or an end-of-day pause. With five bedrooms and two bathrooms overall, the property presents a practical configuration for an owner occupant, seasoned investor, or buyer beginning a rental portfolio. Live in one apartment while leasing the other, or rent both to pursue dual income potential. This low maintenance property creates an income producing property without any major repairs. Everyday convenience is close at hand, with shopping, dining, entertainment and the farmers market nearby for errands and Marble Valley Regional Transit offering useful connections around the city. When the weekend calls for mountain time, Killington Ski Area is within driving distance for skiing and year-round recreation. That blend of local access and regional adventure can broaden appeal for residents while supporting long-term rental value. Explore the possibilities this stunning property provides schedule your private showing today and see how modern renovated interiors, separate apartments, and inviting outdoor spaces could strengthen your next real estate move.

Listed by Nancy Greenwood of Watson Realty & Associates

MLS Number 5110284

• Residential Single Family
• PricePerSqFt 341.61
• Full Bath 1
• Address 190 Ash Lane
• Construction Existing

Welcome to this single level home in Eden, Vermont, offering an inviting open floor plan, comfortable one-level living, and a peaceful setting on 1.9 acres. Tucked near the end of a private dead-end road, this move-in-ready home is a great opportunity for anyone looking to enjoy the quiet lifestyle and outdoor recreation that makes Northern Vermont so special. Inside, the open-concept main level is bright and welcoming with a designated mudroom and vaulted wood ceilings adding warmth and classic Vermont character. The kitchen features hickory cabinetry, plenty of storage, and a large peninsula with room for additional seating. The kitchen flows naturally into the dedicated dining area and spacious living room, creating an easy layout for everyday living and entertaining. Enjoy easy access to the back deck off the living room. A generous primary suite with a walk-through closet to the attached 3/4 bathroom provides you with true single level living. Downstairs, the fully-finished walkout basement adds valuable additional living space and flexibility, with large windows, two bedrooms, a full bathroom, and a flexible second living room. This lower level could be used for a family room, home office, daycare, guest space, hobby area, or whatever best fits your lifestyle. Two exterior doors make this space feel inviting and easy to access. Set on 1.9 acres, the property offers room to garden, relax, explore, and enjoy the local wildlife. A peaceful fire pit positioned in the corner of the property gives you exceptional sunsets through the valley. Lake Eden is just minutes away, with opportunities for swimming, boating, fishing, hiking, camping, and exploring the outdoors. With the surrounding mountains and recreational trails, this is an ideal location for an outdoor enthusiast. Could Eden be your next home? Find out today.

Listed by Taylor White of KW Vermont - Cambridge

MLS Number 5080803

• Residential Single Family
• PricePerSqFt 131.94
• Full Bath 2
• Address 5334 Route 5
• Construction Existing

Versatile 3-Unit Property in Convenient Thetford Location Located along scenic and accessible Route 5 in Thetford, this well-maintained 3-unit property offers a great opportunity for investors. One unit features direct access to both garages, providing convenience and privacy, while the two additional units,each on separate levels-offer consistent rental income to help offset expenses. Recent updates include a brand-new roof, and the property boasts a history of happy, long-term tenants. With ample off-street parking, a nice level yard for outdoor enjoyment, and just a quick 20-minute commute to the Upper Valley, this is a smart investment in a highly desirable location. Whether you're looking to live in one unit and rent the others, or fully invest, this flexible property checks all the boxes. Owners unit is vacant and ready for your vision!

Listed by Katie Ladue Gilbert of BHHS Verani Upper Valley

MLS Number 5061103

• Residential Single Family
• PricePerSqFt 255.44
• Full Bath 2
• Address 221 Highland Drive
• Construction Existing

This inviting mountain retreat offers three levels of thoughtfully designed living space. The finished walk-out lower level features a spacious mudroom, an open family room complete with a custom-built bar, and a convenient half bath. On the main floor, enjoy an open-concept layout with a cozy wood-burning fireplace set in a stone hearth, a bright dining area, a sunroom, and a fully renovated kitchen. Also on this level: a bedroom and a full bath for added convenience. Step out onto the back deck to take in peaceful wooded views and distant mountain scenery. Upstairs, the primary bedroom features skylights, a gas fireplace, and a private balcony. The second floor also includes a third bedroom and a full bathroom with a Jacuzzi tub and separate shower. Located in the sought-after Alpine Haven community, you'll have access to shared amenities like a swimming pool, tennis courts, and scenic trails. Just a quick 5-minute drive to Jay Peak Resort. Whether you're looking for a serene vacation home or a year-round escape, this chalet is a must-see!

Listed by Tamithy Howrigan of RE/MAX North Professionals

MLS Number 5110900

• Residential Single Family
• PricePerSqFt 210
• Full Bath 1
• Village Derby Line
• Address 17 Sunset Terrace

A truly special 1939 Cape style home, lovingly cared for and thoughtfully remodeled over the years, with a warmth and character that is hard to duplicate. Offering three finished levels of living space, the home features 3 bedrooms, 1 full bath, and 1¾ baths. The large, inviting living room with fireplace has long been the heart of the home, where family and friends gathered for Christmas, birthdays, holidays, or simply an evening together when someone stopped by. The main floor also offers a formal dining room just off the kitchen, main floor laundry, and beautiful woodwork throughout, including detailed stair railings and built-ins that showcase the character of this 1939 home. The full second floor includes two bedrooms and a spacious bath with two sinks, a toilet, stand-up shower, and Jacuzzi tub. The fully finished basement, aside from the mechanical room, includes a comfortable living area that became the family sports hangout, a computer room, and the third bedroom with an egress-sized window. The home also offers an oversized attached one-stall garage with plenty of room for storage and a full storage area above. Outside, the front porch faces the road while the large rear porch overlooks the yard and offers views toward Derby Line. The beautifully landscaped grounds feature a generous lawn, multiple established flower beds, and a good-sized storage shed that has recently been painted and now has a newly built walkway. This is a home filled with character, history, and the everyday memories that make a house special-a place that has brought family and friends together for generations and is now ready for its next chapter.

Listed by David Kennison of Century 21 Farm & Forest

MLS Number 5097936

• Residential Single Family
• PricePerSqFt 296.88
• Full Bath 2
• Address 806 Maple Hill Road
• Construction Existing

The long distance mountain and sunset views from this home are truly extraordinary. Sit on your deck and watch the weather come across the valley as the sun sets over Camel's Hump. 3 bedroom ranch with 2 car attached, insulated garage and walk-out basement with separate exterior entry and partial kitchen that could be rental or in-law apartment. Owned Solar Photovoltaic array brings electric bill down to close to zero. Hardwood floors throughout main floor. Primary bedroom with en-suite bath and walk-in closet. Wood stove in LR serves as supplemental or primary heat source. Paved level driveway and car parking with basketball hoop set up. Oversized insulated 2 car garage was previously used as blacksmith shop with additional car port attached. High speed internet from Spectrum. Lot is very private and on a quiet country road yet located only 2 minutes to Plainfield village and 20 minutes to Montpelier or Barre. Come take a look at this country ranch home with incredible mountain views.

Listed by Soren Pfeffer of Central Vermont Real Estate