Windsor Homes under $200,000

Welcome to Windsor, Vermont—a charming town nestled in the heart of Windsor County, where picturesque landscapes meet a rich historical tapestry. Known for its stunning natural beauty, Windsor is bordered by the Connecticut River and surrounded by the lush Green Mountains, making it a haven for outdoor enthusiasts and those seeking a tranquil lifestyle. With a population that embodies small-town warmth and community spirit, Windsor offers a unique blend of rural charm and modern conveniences.

For homebuyers seeking affordability without sacrificing quality of life, Windsor presents an exciting opportunity. The real estate market here features a variety of homes priced under $200,000, making it an ideal choice for first-time buyers, retirees, or anyone looking to invest in a serene environment. Whether you’re searching for a cozy cottage, a quaint bungalow, or a charming fixer-upper, Windsor has something to suit your needs.

Living in Windsor means enjoying a vibrant community with access to local shops, delightful eateries, and a calendar filled with seasonal events. The town’s rich history is reflected in its well-preserved architecture and inviting public spaces, offering residents a sense of connection to the past. With excellent schools and a family-friendly atmosphere, Windsor is perfect for those looking to settle down and create lasting memories.

Explore the affordable housing options in Windsor today and discover the perfect place to call home in this enchanting Vermont town. Your dream home awaits amidst the scenic beauty and welcoming community of Windsor!

Newest Windsor Homes under $200,000

$184,900

5106186 MLS

RECENT RENOVATIONS INCLUDE A NEW HOT WATER HEATING SYSTEM, NEW PARTIAL ROOF AND FULLY REPAINTED INTERIOR. TWO - 2BR's APARTMENTS AND ONE - 3BR's APARTMENT. ESTIMATED GROSS RENTS $5,100.00 PER MONTH. SHORT NOTICE SHOWINGS AVAILABLE. READY FOR OCCUPANCY.

153 Main St, Windsor

$89,900

1 Beds ⋅ 1 Baths ⋅ 5079488 MLS

This beautifully crafted 2024 "Incredible Tiny Home" built by Amish Artisans, is ready for its next owner. Thoughtfully designed for efficiency and comfort, the home features a convenient kitchen, a spacious bathroom, and a loft sleeping area with stairs for easy access. A mini-split system provides both heating and cooling, ensuring year-round comfort. Step outside to enjoy the well-built deck--perfect for converting in to a sunroom--as well as a screened gazebo and a storage shed included in the sale. Located in a small, quiet park just 4 miles from I-91, this property offers both charm and convenience. If you've ever dreamed of owning a Tiny Home, this is your opportunity!

505 Back Mountain Rd Unit 14, Windsor

$96,232

2 Beds ⋅ 2 Baths ⋅ 5050701 MLS

Welcome to 132 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is 100% complete. Home is available for showing. This property participates in the Mobile Home Infill Program (MHIP) and is open to anyone who works or lives in Vermont. The park owner is offering up $4,000 in closing costs and a waiver of the first 2 months of lot rent.

108 Cubb Ct, Windsor

$87,826

1 Beds ⋅ 1 Baths ⋅ 5050702 MLS

Welcome to 23 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 1 bedroom, 1 bathroom, and 643 sq. ft. (13'4"x48) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient construction, modern appliances, and low-maintenance materials, making it perfect for easy living. Located in a peaceful and well-maintained community, this home is ideal for those looking for a move-in-ready option in a convenient location. Don’t miss out on this opportunity! Contact us today for more details or to schedule a tour. The interior is approximately 90% complete. Interior showings will be available beginning August 15th. This property participates in the MHIP and is open exclusively to current residents of Vermont. The park owner is offering up $4,000 in closing costs and a waiver of the first 2 months of lot rent.

23 Cubb Ct, Windsor

Start Your Search

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 .