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Welcome to a better way of life. Here, at Windham & Windsor Housing Trust, we care deeply about where you live, and how you live. Our mission, and our passion, is to strengthen the communities of Southeast Vermont through the development and stewardship of permanently affordable housing and through ongoing support and advocacy for its residents. We pursue this through property management, homeowner education, low-cost loans and financial assistance. Let your journey home begin with us.

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Testimonials

“Buying a home is super overwhelming, and of course you’ve got your realtor, but it’s good to have somebody else to talk to. Everyone was super friendly, super easy to work with. I really can’t say enough good things about them.”

—Shaunna

“I am so grateful for the opportunities presented by WWHT, for their support of our community, and for making it better. I wish everyone could know about Windham & Windsor Housing Trust.”

—Dora

“Having this apartment matters for us because we can live our lives the way we want to. The fact that my son is able to have his own room, his own things — we’ve both gained a lot of independence.”

—Jessica

“I couldn’t be more pleased with Windham & Windsor Housing Trust to have the vision to move forward with [the Bellows Falls Garage], and be persistent because that’s a building that no one was ever going to touch and work with.”

—Robert

“[The Green Mountain Home Repair Program is] an extremely important resource for the community, and it’s particularly helpful for people who don’t have fantastic credit. If you can’t qualify for anything, you can’t fix your property…. We are just so grateful to WWHT for this program — it allowed us to stay in our home. We belong here, and we are very happy.”

—Gianna

“I’m so happy to have my own apartment — it was one of my goals. It’s good to have your own place, you can think more about life. If I need help, I know people are here for me. This is a good place for me.”

—Mike

News Feed

Homebuyer Education: What it’s actually about

Most people sign up for a homebuyer workshop for a practical reason: a lender told them they needed the certificate. That's a perfectly good reason to walk in the door. But it's almost never the reason people are glad they came. Here's what usually happens instead. As the information begins to sink in, a person who has been quietly convinced that homeownership is for other people (people with more savings, better credit, richer parents) realizes the math might actually work for them. Not someday. Now, or within a year, with a specific plan. That's what a workshop is really for. So, if you've...

Anne O’Connor-Chapman, Windham & Windsor Housing Trust Board Member Graduates from Excellence in Governance Program

WASHINGTON, D.C.(August 5, 2026) Windham & Windsor Housing Trustannounced this week the graduation of Anne O’Connor-Chapmanfrom the NeighborWorks® America Excellence in Governance Program and received the NeighborWorks America Board Governance Leader Certification. The program – over 60 hours of governance training over 18 months – is designed for board members, chief executives and board support staff who are ready to sharpen their leadership skills, strengthen their governance strategies and experiment with promising practices. This credential recognizes board leaders, senior...

Getting Mortgage-Ready

Every August, as the summer light starts to lean toward fall, many Vermonters find themselves thinking the same thought: maybe next year is the year I buy a home. If that's you, here's the good news: the best time to start isn't when you're ready to make an offer. It's now, months before you ever step inside an open house.Getting "mortgage-ready" isn't about having a perfect financial picture. It's about understanding where you stand today and taking a few deliberate steps so that when the time comes, you walk into the process with confidence instead of guesswork. Here's where to start. Get...

Windham & Windsor Housing Trust’s Annual Celebration: Elects new board members, celebrates community partnerships, and presents the Tom Yahn Award to Community Champion

Brattleboro, VT – The Windham & Windsor Housing Trust held its Annual Meeting on Thursday, June 25th  at the Brattleboro Museum and Art Center to report to its membership, elect new board members, and honor the dedication and impact of Putney community member Laura Chapman. Roughly 100 staff, supporters, residents, funders and friends were in attendance at the annual gathering. New members were elected to the board with equal number of seats in three categories: WWHT residents, Public Service and Community at Large. Newly elected are Adrian Segar, Community at Large, and Resident...
SHAUNNA’S STORY: Finding Hope through Shared Equity Homeownership

Roots That Last: How Shared Equity Keeps Homeownership Affordable — Forever

In Vermont’s tight housing market, the dream of homeownership can feel like it’s slipping further away with every passing year. Prices rise, inventory stays low, and families who’ve lived here for generations find themselves priced out of the communities they helped build. But there’s a model that’s been quietly and powerfully changing that story. It’s called shared equity, and it’s one of the most important tools Vermont has for keeping homeownership within reach, not just for today’s buyers, but for the next generation and the one after that. Windham & Windsor Housing Trust and the...

Join our Team: Tenant Relations Specialist

Reports To: Compliance & Tenant Relations ManagerPosition Summary The Tenant Relations Specialist is responsible for building and maintaining strong tenant relationships that support housing stability, tenant satisfaction, and resident retention. Through this tenant-centered approach, the Tenant Relations Specialist supports tenancy administration, property operations, lease compliance, rent collection activities, and regulatory requirements for an assigned portfolio of affordable housing communities.  This position serves as the primary property management contact for WWHT's mobile...
WWHT 2025 Annual Report

Presenting: Delivering Our Mission WWHT 2025 Annual Report

Brattleboro, VT — Windham & Windsor Housing Trust has released its 2025 Annual Report, highlighting a year of significant progress in expanding housing opportunities, preserving existing homes and supporting residents throughout southeastern Vermont. Centered on the theme "Delivering on the Mission," the report demonstrates how WWHT is responding to the growing affordability challenges facing Vermont communities through housing development, housing preservation, resident services and community partnerships. "As national priorities increasingly overlook the lived realities of rural...

Join Our Team!

About UsWhat began in 1987 as a small effort to rehabilitate a few homes slated for demolition has grown into a dynamic, mission-driven organization. Over the years, Windham & Windsor Housing Trust has helped thousands of Vermonters by expanding access to affordable, quality housing. Our team is a dedicated group of professionals committed to strengthening communities across Southern Vermont. We believe every employee plays a vital role in fulfilling our mission, and we strive to foster a respectful, supportive, and balanced work environment. The Position As the Controller, you would...

Summer Starts at Home: Repair and Efficiency Help for Vermont Homeowners

There’s something about the long days and warm air of a Vermont summer that makes you look at your home with fresh eyes. The drafty window you ignored all winter. The porch railing that’s been wobbly since last fall. The energy bills that seem higher than they should be. Summer is the season when those nagging home repairs finally feel possible, and help is more available than you might think. Windham & Windsor Housing Trust and the NeighborWorks Alliance of Vermont want homeowners to know: you don’t have to tackle these projects alone, and you don’t have to break the bank to make...

In the News: Apartments planned for Holton Home

By Chris Mayes, Brattleboro Reformer May 25, 2026 BRATTLEBORO — Plans to turn the former residential care facility Holton Home into apartments are moving forward.  Due to financial struggles and staffing challenges in the aftermath of COVID-19, the Garden Path Elder Living Board closed Holton Home in 2022 and consolidated the facility with Bradley House. The site, at 158 Western Ave., was then used to house traveling health care workers.  At a hearing last week, the Brattleboro Development Review Board provided site plan approval for the new plans.  Peter Paggi, director of housing...

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What an incredible d
Thursday October 1st, 2026

What an incredible day yesterday was. Thank you to each community member, funder, partner organization, resident, and friend who showed up not only yesterday but throughout this process. We cut the ribbon at Alice Holway Drive in Putney and celebrated community connection with live music, booths from local resources, food from around town, and speakers from across the state and most impactfully, from this very property. More celebratory photos to come!

“This is the moment the Housing Trust, Evernorth and all of our funding partners and community champions have been working toward,” said Elizabeth Bridgewater, WWHT’s Executive Director. “Our vision, developed over 5 years ago was to create a new opportunity for residents to live in beautiful, affordable homes within walking distance to food options, cultural amenities and other essential services. We committed to do this in a manner that preserved a portion of the land for the Farmer’s Market and the Community Gardens to remain onsite. We never wavered from this commitment and despite some strong headwinds, this vision has now come to fruition. What has made it even more gratifying is to see so many existing Putney residents welcoming their new neighbors, some of whom already have strong Putney connections and others who are new to the community.”

“By opening the doors to this permanently affordable housing, that will continue to be affordable for generations into the future, in this town of Putney, we are taking care of the community, because all communities prosper by supporting housing for all income levels,” said Kathy Beyer, Senior Vice President for Real Estate Development at Evernorth. “In addition to providing affordable housing, Alice Holway Drive is also providing climate solutions. By incorporating geothermal for heating and cooling with a very robust thermal shell, our buildings avoid 92 tons of carbon per year."
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Wednesday September 30th, 2026

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Available now! 1-bed
Monday September 28th, 2026

Available now! 1-bedroom apartments in beautiful downtown Brattleboro! The Wilder Block is a classic historic building in the heart of town with views of the Whetstone brook, Connecticut River, and Mt Wantastiquet. These apartments have a range of income eligibilities. Give us a call or email today!

Monthly Rent: $981-$1,178
Utilities Included: Heat, Hot Water, and Electric, on-site Laundry

For more information, income limits, application requirements, or to schedule a viewing, please contact Morgan:
Email: mgero@homemattershere.org
Office Phone: (802) 246-2124

For all available apartments, income qualification chart, and application, please visit our website www.homemattershere.org/how-to-apply/
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Were excited to cele
Monday September 21st, 2026

We're excited to celebrate the new neighborhood and the completion of the buildings of Alice Holway Drive next week! Friends, neighbors, and community, please join us as we celebrate this milestone and welcome the community now settling in!
Sept 30th at 1pm: Music by Stockwell Brothers, booths of local resources, placemaking with Amber Paris, speakers from here and across the state, and some good food and company. See you in the back yard by the beautiful gardens next week!
Thanks Amber for facilitating some welcoming notes from folks coming through the Putney Farmers Market to the new residents at Alice Holway Drive (featured in slide 2 💌)
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Time for a replaceme
Friday September 11th, 2026

Time for a replacement of Harold Tier's two story porch on Birge st. Work is complete and the new porch is up and running and looking fresh. Great work team! ...

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