Browse All Properties for Sale with Building

Conveniently located from Interstate 91 and Route 5 in the Taylor Drive neighborhood sits a tidy cape home ready for its new owners. Many choices for bedrooms including...

4 Beds
3 Baths
5071233 MLS
CLOSED Status

29 Main St, Windsor $485,000

This stunning 1840's Victorian home is situated in a beautiful area of Windsor, VT. Located across from Lake Runnemede and the Windsor Town Forest, surrounded by lovely a...

4 Beds
3 Baths
4987567 MLS
CLOSED Status

2156 Rte 5 N, Windsor $244,900

Step into this beautifully taken care of vintage charmer, where classic Vermont character meets modern comfort. The home's original features are intact, including stunnin...

3 Beds
1 Baths
5012243 MLS
CLOSED Status

3223 County Rd, Windsor $821,500

Welcome to this exquisite four-bedroom, two-bathroom Colonial home, built in 1801, nestled on a sprawling 10.4-acre lot in Windsor, Vermont. This charming residence boast...

4 Beds
2 Baths
5001343 MLS
CLOSED Status

43 River St, Windsor $274,000

Charming & spacious home with timeless character. Step into a home where classic charm meets modern convenience! From the moment you enter, you'll be captivated by the wa...

4 Beds
2 Baths
5030090 MLS
CLOSED Status

77 Taylor Dr, Windsor $335,000

A stellar combination and flexible to your needs. This 3 unit building situated on a large lot includes workshops, storage for tenants, and /or covered parking. Included ...

5027791 MLS
CLOSED Status

1528 Rte 5 S, Windsor $1,640,000

Extraordinary opportunity to own one of the 'finest homes in the Upper Valley' formerly known as 'Gilnocky Farm' located in Windsor, the 'Birthplace of Vermont' is privat...

6 Beds
7 Baths
4949295 MLS
CLOSED Status

64 Black Pond Rd, Windsor $156,000

Back on the market until November. Adorable home in low tax Windsor, NH (Tax rate is only $5.47 per thousand) Paved town road. Two bedroom home with large barn for storag...

2 Beds
1 Baths
5007039 MLS
CLOSED Status

22 Dodge Hill Rd, Windsor $310,000

Looking for a quiet getaway? Set on 6.96 acres this seasonal Ranch offer privacy, peace and beautiful sunsets. Owned by the same family since it was built in 1970 as a hu...

3 Beds
2 Baths
4994508 MLS
CLOSED Status

473 Taylor Dr, Windsor $399,000

Welcome to this well maintained Cape Cod home, built in 2003, which combines the enduring charm of Cape Cod style with contemporary amenities. Just 18 minutes to Lebanon,...

4 Beds
3 Baths
4971987 MLS
CLOSED Status

2768 Hunt Rd, Windsor $1,350,000

Fox Penny Farm, an established horse farm on 62 acres of open fields, trails, and woods on the Windsor/West Windsor line with westerly views of Mt Ascutney, is now offere...

3 Beds
3 Baths
5001669 MLS
CLOSED Status

480 Rte 5, Windsor $210,000

This home has been in the same family for the last 54 years. Originally built in 1780, it has had some additions over the years. Situated on a parcel of 12.4 acres, it ha...

4 Beds
3 Baths
4936596 MLS
CLOSED Status

39 Dairy Ln, Windsor $355,000

NEW LISTING! Are you looking a great starter home, downsizer or investment property, with a great location? Look no further! 39 Dairy Lane offers an open kitchen dining ...

2 Beds
2 Baths
4985210 MLS
CLOSED Status

1124 Rte 5 S, Windsor $380,000

This property is the perfect fit if you are new to home ownership and would like to have a portion of your mortgage paid monthly. The main home is 3 bedrooms, 3 bathrooms...

5009762 MLS
CLOSED Status

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

Windsor Real Estate & Homes With Building

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Windsor, VT. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!