Chittenden Classified Ad Listings

922 Happy Valley Rd. A private garden setting just minutes from the heart of Middlebury, this thoughtfully cared-for home offers an appealing combination of beauty, ease and understated elegance. Surrounded by mature hedgerows and spectacular gardens, the property feels wonderfully secluded while keeping the shops, restaurants and cultural life of Middlebury close at hand. Clean lines and a fre...

118 Three Mile Bridge Rd. Set on a picturesque 1.1-acre corner lot with a country feel, this beautifully maintained 1800s home offers the perfect blend of historic character, thoughtful updates, and exceptional versatility. The spacious, renovated eat-in kitchen serves as the heart of the home, featuring custom cabinetry, stainless-steel appliances, and plenty of room for gathering. The first f...

21 Nickerson Rd. Discover a remarkable 34+/- acre parcel of land in Brandon, VT, offering an exceptional opportunity for a sprawling individual homesite or a lucrative subdivision. Strategically positioned between the Middlebury and Rutland employment corridors, this property boasts breathtaking mountain views to the west and southeast, alongside a versatile mixture of open fields and wooded te...

6852 US Route 4. This 1885 antique story and a half cape has been comprehensively updated during the long ownership of the sellers who made the home more energy efficient with all new windows, recent heating system, modern kitchen and bathrooms. The home creatively blends an historic floor plan defined by a traditional living room and dining room with the more casual lifestyle of today. The ope...

185 Adams Rd. Set against a beautiful mountain backdrop, this exceptional 83-acre property combines comfortable living, thoughtful design, and an impressive collection of outdoor amenities. A pair of stone columns welcomes you along the gorgeous driveway, while a beautifully landscaped stone walkway leads to the front door and into an inviting living room anchored by a cozy fireplace. Designed ...

12 Park St. With more than 1,800 square feet, three bedrooms, two full baths, and public water and sewer, 12 Park Street offers a lot of house at this price point in Randolph. The.63-acre lot gives you room to enjoy the outdoors while still being close to village conveniences, with the White River just beyond the backyard. Inside, high ceilings and a flexible floor plan create comfortable space...

224 Holden Rd. Welcome to your ideal Vermont retreat at 224 Holden Road! Nestled on 3 private, mostly flat wooded acres in popular Chittenden, this beautifully maintained classic Cape offers the perfect blend of peaceful seclusion and convenient accessibility. Step inside to find an inviting open floor plan designed for effortless entertaining and quality time. The main level delivers the conve...

6416 VT Route 107. Nestled among natural streams in the rolling hills of Vermont's Green Mountains, this remarkable 94 acre parcel offers sweeping views overlooking the White River. Rich with potential for residential use or future development, the property includes a private septic system and a drilled well already in place. With 670 feet of frontage along VT Route 107, the land provides conve...

35 N Leno Lane Ext. Set on 10 private acres, this charming log home offers the perfect balance of privacy, open lawn, and wooded surroundings, creating a peaceful Vermont retreat just 10 minutes from downtown Middlebury. Inside, the warm wood interior, high ceilings, and skylights fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The open-co...

2024 Hebard Hill Road. Single Family Home for sale in Randolph, VT for $674,000 with 3 bedrooms and 3 full baths. This 2,344 square foot home was built in 2006 on a lot size of 5.6.. Enjoy the perfect blend of country living and convenience with this spacious 3-bedroom, 3-bathroom home set on 5.6 picturesque acres, just 5 minutes from the highway and downtown amenities. Bright and welcoming, th...

2487 VT Route 100. Conveniently located between Okemo Mountain and Killington Resort, this comfortable home and property offers an appealing combination of location, space, and privacy. Both resorts are just a short drive away, making this a practical home base for enjoying the slopes and all that the area has to offer. The main level features a spacious open floor plan with plenty of room for ...

3113 Lake Dunmore Road. Single Family Home for sale in Leicester, VT for $450,000 with 2 bedrooms and 2 full baths. This 1,815 square foot home was built in 1940 on a lot size of 2.. Looking for a home that offers practical updates, flexible living space and room to spread out? This well-insulated split-level has been thoughtfully updated and is ready for its next owner. Set on a lovely, mostly...

1876 Blackmer Blvd. Welcome to 1876 Blackmer Blvd., a private Vermont property offering the space, setting, and serenity that make country living so special. Set on approximately 89 acres in the beautiful town of Stockbridge, this property provides an exceptional opportunity to enjoy the best of Vermont's four-season lifestyle. Surrounded by nature, the property offers a peaceful rural setting ...

7015 Route 4. Prime investment opportunity minutes to the Killington Skyeship Base Lodge/Gondola and the beautiful Village of Woodstock. This wonderful, lovingly maintained two unit home with loads of charm, light, high ceilings, and gorgeous wood floors is a must see. The 3 bedroom unit is the front portion of the home with a great kitchen, laundry area, spacious living room for family and fri...

476 Salt Ash Rd. SERENA LODGE is a one-of-a-kind private mountain estate where timeless architecture, natural beauty, and the Vermont lifestyle come together to create an extraordinary legacy retreat. Inspired by Rockefeller's famed Adirondack Great Camp, The Point, this nearly 9,000-square-foot residence is nestled on over two acres overlooking a crystal-clear brook, with the gentle sound of c...

25 Center St. REDUCED! Absolutely delightful location. Lovely 3 bedroom, 2 full bathroom Cape ideally situated on this lovely 1.9 acre cleared lot in Proctor. Home features an enclosed front porch, spacious kitchen with island peninsula offering additional counterspace and extra seating if needed - opens nicely to dining room. There is an intimate den/living room area as well as a formal living...

Condition: New, Make: Honda, Model: Trail125, Year: 2026, Color: Black Metallic, Mileage: 1, Dealer: Central Vermont Motorcycles, Phone: 802-773-4533. Small Bike. Big Adventures. A modern descendant of the iconic Trail 90 and Trail 110, the 2026 Trail125 blends retro charm with today s tech now in Glowing Red and Black Metallic colorways. Its rugged 124cc fuel-injected engine, standard front-wh...

Condition: New, Make: Yamaha, Model: PW50, Year: 2027, Color: Team Yamaha Blue, Dealer: Central Vermont Motorcycles, Phone: 802-773-4533. YOUR FIRST RIDE Countless little rippers twisted their first throttle aboard a PW50. With a fully automatic transmission and adjustable throttle control, kids stack endless thrills and develop new skills on this world-renowned fun-filled first bike

Condition: New, Make: Polaris, Model: Sportsman 850 Trail, Year: 2026, Color: Nara Bronze, Mileage: 1, Dealer: Central Vermont Motorcycles, Phone: 802-773-4533. CHASE MORE TRAILS No matter if the day takes you near or far, Sportsman 850 is up to the trail or task

Condition: New, Make: Ski-Doo, Model: Expedition LE 900 ACE Turbo R ES Crosscut 1.5, Year: 2026, Color: Neo Yellow, Mileage: 1, Dealer: Central Vermont Motorcycles, Phone: 802-773-4533. TERRITORIES UNKNOWN Offering every advantage for riders to enjoy off-trail exploration, premium touring and a get-your-boots-dirty work ethic. Now on the REV Gen5 platform, Expedition LE is as versatile a sled a...