Windsor Town Green district
Walk-to-the-green living — townhomes and detached homes built around the square itself.
Communities / Windsor & Healdsburg
Windsor & Healdsburg
The wine country corridor — Windsor's Town Green family living and Healdsburg's plaza-town polish, fifteen minutes apart on the Russian River.
County
Sonoma
Anchors
Windsor Town Green · Healdsburg Plaza
Rail
SMART — Windsor station
Feels like
New-build family life meets plaza-town wine country
Living Here
Life in Windsor
North of Santa Rosa the county changes gear. Windsor is built around its Town Green — a genuine town square with summer concerts, a farmers market, and restaurants where you'll run into your kids' teachers. Most of its housing stock is newer than anywhere else in the county, which means modern floor plans, real garages, and predictable maintenance.
Healdsburg, fifteen minutes up US-101, is the polished one: a 19th-century plaza ringed by tasting rooms and some of the best restaurants in Northern California, sitting at the junction of the Dry Creek, Alexander, and Russian River valleys. It draws second-home buyers and full-time transplants alike, and prices accordingly.
Areas to know
Windsor east side
The classic master-planned neighborhoods: newer schools, parks, and cul-de-sacs.
Foothill / Shiloh edges
Larger lots against the regional parks, some with vineyard views.
Healdsburg in-town
Blocks off the Plaza — cottages, Victorians, and remodels that trade at a premium for walkability.
Fitch Mountain & Memorial Beach
River-bend living east of town, from cabins to contemporary view homes.
Dry Creek & Westside Road
Vineyard estates and country properties in the appellations themselves.
Out your front door
- Windsor Town Green — Summer concert series, farmers market, and the county's best small-town calendar.
- Foothill Regional Park — Oak-hill trails and three small lakes on Windsor's northwest shoulder.
- Healdsburg Plaza — The square that made the town famous — tasting rooms, galleries, restaurants.
- Russian River beaches — Memorial Beach and river access for summer swimming and paddling.
- Three appellations — Dry Creek, Alexander, and Russian River valleys all begin at Healdsburg's edge.
Schools & essentials
- Windsor Unified — K–12 in town, including Windsor High and its well-known athletics.
- Healdsburg Unified — Small-district schools a short walk from the Plaza.
- Healdsburg Hospital — District hospital serving the corridor.
- US-101 & SMART — Windsor is the current northern SMART terminus; Healdsburg is a 15-minute drive up-valley.
Community Films
See it, don't just read it
We're filming each of our communities the way locals actually live them — markets, trails, main streets, and the neighborhoods in between. New films land here, onInstagram, and onYouTube.
Windsor film — in production
Windsor film 2 — in production
Windsor film 3 — in production
The Market
What your money buys here
Windsor is the corridor's value story: the newest housing stock in the county, family neighborhoods around the Green, and pricing that undercuts both Healdsburg and much of Santa Rosa's east side. Healdsburg is the premium story — in-town walkability and appellation acreage command wine-country prices, and well-done remodels near the Plaza have a buyer pool that extends far beyond Sonoma County.
Together they bracket the top half of our service corridor, and they're where the lifestyle-film side of our communities work starts paying off.
Detailed market snapshot updates quarterly. For today's numbers on a specific street or property, call — we'll pull them while you're on the phone.
Thinking about Windsor?
Jonathan707-782-3897Matt707-322-1579Send Us a Listing LinkSet Up a Custom SearchPhotography: Windsor downtown — Sarah Stierch, CC0 · Dry Creek Valley — Fuzchia, CC BY-SA 4.0 — via Wikimedia Commons.