aerial shot of the town of brattleboro and the connecticut river during fall foliage season

Housing & Real Estate

Finding the right place to call home in Windham County means discovering a region rich with opportunity, natural beauty, and community spirit. Whether you’re exploring real estate options, seeking housing assistance, or planning your move to southeastern Vermont, the Brattleboro region’s experienced professionals are here to help you navigate every step of your housing journey.

Meet Our Featured Members

Find local businesses to support your real estate and housing needs.


If you’re thinking of settling in our region, phenomenal housing resources are available to guide you. Our Chamber members include experienced real estate professionals who possess deep knowledge of local markets, neighborhoods, and housing opportunities throughout Windham County.

Making the dream of homeownership a reality often requires trusted financial partners. Windham County is home to several banks and financial institutions ready to help you on your path to owning a home. From mortgage lending and pre-approval guidance to first-time homebuyer programs and financial planning, these local institutions understand the unique aspects of our regional housing market.

Explore local banks and financial institutions that can provide personalized service and support throughout your homeownership journey.

We recognize that finding and maintaining housing can present challenges. For those in need of emergency housing or requiring assistance, excellent resources are available in Windham County to support you during difficult times.

The Housing Coalition of Southeastern Vermont has created a comprehensive resource guide connecting residents with:

  • Emergency housing services
  • Rental assistance programs
  • Housing counseling and advocacy
  • Supportive services for housing stability
  • Community organizations dedicated to housing access

Access the Housing Coalition Resource Guide for detailed information about available support services.

There’s so much to love about living in Windham County. From easily accessible outdoor recreation and top-notch dining to inventive community events, each town in our region offers abundant opportunities to explore and connect. The area’s blend of rural charm, cultural vitality, and strong community values creates an exceptional quality of life for residents of all backgrounds.

Whether you’re drawn to Brattleboro’s vibrant downtown, the historic character of Guilford, the artistic spirit of Putney, or the peaceful landscapes of surrounding towns, Windham County offers diverse communities where you can truly thrive.

Explore the region

Click through to explore the towns, villages, and scenic byways that make up our region.

Winter Activities Near Brattleboro

Brattleboro and Windham County offer some of the best Vermont winter activities around. From skiing and skating to farmers markets and festivals, there’s truly something for everyone.

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Fall Foliage Guide 2025

Fall in Vermont isn't just a season—it's nature's masterpiece unfolding right in our backyard. Wondering when to plan your foliage adventure? Our Vermont fall foliage tracker resources keep you updated on this year's color progression.

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Covered Bridges in Windham County

Vermont is home to 100 covered bridges dating back to 1820, and many of these beautiful structures can be found right here in Windham County.

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