Windsor, VT Classified Ad Listings

Trebo Rd. Discover the perfect setting for your Vermont dream home or future development on this picturesque rural parcel. Set along scenic Trebo Road, a quiet country road lined with historic homes, open fields, and mature woodlands, this nearly 18-acre property offers exceptional potential. Highlights include approximately 1,500 feet of road frontage, a charming pond, beautiful stone walls, a...

621 Bradford Rd. Motivated Seller with price improvement! Welcome to this lovingly cared for antique Cape in Newport, NH, where historic charm meets the best of New England living. Built circa 1700 and set just minutes from Mount Sunapee and a short drive to Lake Sunapee, this warm and inviting home offers easy access to skiing, snowboarding, lake days, and year-round mountain recreation. Insid...

11 Indian Point Rd. Cozy year-round home with deeded right-of-way water access to the pristine waters of Rocky Bound Pond. This completely turn-key 2-bedroom, 1-bath home is the perfect getaway for both summer and winter adventures, while also offering excellent rental potential or a comfortable full-time residence. Enjoy your morning coffee from the large deck with partial pond views, rinse of...

62 Heino Rd. If you're looking to truly get away from it all, this charming country cabin/cottage, complete with a spacious loft area, ideal for an office or extra sleeping quarters, offers the peaceful rural setting you've been searching for. Tucked away in a very quiet location, this property is an ideal retreat for those looking to enjoy the tranquility of the countryside while still being w...

1268 County Rd. Pull off County Road and the gravel goes quiet under the tires as 16.35 acres in Windsor, Vermont open in grass, timber, and sky. Hubbard Brook moves through the land with water over stone, cool in the shade and bright where the light finds it, and a snowmobile trail crosses the acreage when winter takes the fields. I-91 sits close enough that the Upper Valley is an easy reach. ...

29 Baker Rd. This spacious and rural, split-level 8 bedroom ranch home sits on 3.9 acres on a publicly maintained, dead-end dirt road. The original structure, built in 1946, is one-level with two nice-sized bedrooms, a full and a half bath that are each less than 10 years old, hardwood floors, ample closet and storage space, and a dining room with a view of the rolling field and mountains. High...

233 Brothers Rd. This handsome cape offers a rare combination of gracious living space and truly exceptional grounds. Gardeners will delight in the extensive, professionally landscaped gardens surrounding the property, showcasing a superb array of perennials that provide color and interest through the seasons. Additionally, there is a lovely landscaped pathway leading directly to the home's thr...

23 Seminary Hl #3. 2 bedroom apartment in West Lebanon, NH. Convenient short walk to local bus transit, library, banks, restraunts and convient stores. Apartment is on 2nd and 3rd floor split level of a 3 unit apartment house. Rent includes heat, hot water, rubbish removal, parking, stove, refrigerator, dishwasher, microwave, propane for cooking. 1 year lease, No Smoking & NO PETS.1 year lease....

22 Hickory Rdg. Convenient to shops, hospitals and Dartmouth, this move in ready home is easy to show. There is a one-bedroom apartment located on the second floor with its own staircase, but the house could easily be changed back to a single family home. The first floor has a spacious kitchen and two additional rooms that can be used as a dining, a family, or a living room. There is also a bed...

3158-2 Old River Road. Lots and Land for sale in Hartford, VT for $170,000. The lot size is 7.13.. Located in White River Junction, this newly subdivided lot is 7.13 private acres. A beautiful building site has been cleared for you. Gently sloping lot. Near the river for excellent fishing and/or tubing. Close to town and I-89 and I-91 for convenient access to services.. Lot Features Country Set...

1104 Main St. Back on the market and drastically reduced! Situated on the bank of the Black River at the edge of the Village Of Proctorsville is this three bedroom all ensuites, 5 bath log home. The Great Room boasts a local stone floor to cathedral ceiling wood burning fireplace where you can sit and relax after a day on the slopes. Then take in river views from the formal dining room. Also on...

3537 Popple Dungeon Rd. Enjoy the beauty and charm of Vermont with this mobile home set on approximately 1 acre in Chester. Located across the road from a peaceful river, this property offers a wonderful setting for enjoying the outdoors and the natural beauty of the area. The property features an oversized 2 car garage with plenty of room for vehicles, recreational equipment, tools, and hobbie...

663 Depot St. Fully renovated from top to bottom, this Chester property offers the kind of peace of mind that's hard to find in an older Vermont home. Major systems including electrical, plumbing, heating, insulation, drywall, and windows, have all been updated, allowing the next owner to step in without a long to-do list. Inside, the home strikes a thoughtful balance between character and clea...

184 South St. Looking for a home that makes life a little easier? Welcome to 184 South Street. Well maintained, move-in ready, and exceptionally well cared for, this two-bedroom, two-bath home has everything you need, all on one easy level. Small but mighty, this home packs in plenty of thoughtful features. A ramped entrance means no stairs are required to get inside, while a bedroom and full b...

89 Morways Park. 2 bedroom 1 bath home on corner lot. Lots of upgrades, metal roof, new flooring throughout, updated bath, large open living room and kitchen, enclosed carport and more! This home is move in ready, park approval required.

Route 120. Picture your dream home in Cornish, with a head start at an inviting price point. This one acre corner lot comes with a survey and a previously approved (expired in May 2026) three-bedroom septic design, as a starting point for your plans. A large workshop with heat, electricity, and storage above offers space for projects and equipment along the way. Conveniently located along Route...

61 Channing Dr. If you've been waiting for a home that feels fresh, comfortable, and ready for its next chapter, this might be the one you've been looking for. Tucked into a welcoming Windsor neighborhood, this charming 3 bedroom, 1 bath home has had the updates you want and the everyday convenience you need. The kitchen is brand new, the windows have been updated, the roof is newer, and everyt...

64 Maple St. Located in the village of Chester, this 3-bedroom, 3-bath property offers a rare amount of space and flexibility for an in-town setting. You'll enter through the heated attached two-car garage into a layout that's both functional and easy to live in, with room to spread out when you need it and gather when you want to. The kitchen features warm wood cabinetry, a breakfast bar, and ...

17 Clement Rd. Opportunity awaits at 17 Clement Road in Springfield. This 3 bedroom, 2 bath home is situated in an established neighborhood with convenient access to shopping, services, and the local hospital. Having been vacant for more than 20 years, the property is in need of rehabilitation and is being offered as a project for buyers ready to bring new life to the home. Whether you're looki...

719 Walker Hill Rd. An exquisite, private retreat for artists, writers, nature-lovers, composers or simply as a quiet, serene getaway gathering house on 66 stunningly beautiful acres with stone walls, gardens, patios, open lawns, a beautiful swimming pond, in-ground heated saltwater pool with stone patio, and a breathtakingly beautiful outdoor screened pergola. The residence has five rooms with...