Just Listed: 163 Windsor Rd, Fairfield, CT

Just Listed in Fairfield: A Beautifully Updated Home on a Double Cul-de-Sac in the University Area

163 Windsor Road, Fairfield | Offered at $829,000

163 Windsor Road is a beautifully updated 4-bedroom home on a double cul-de-sac in Fairfield's University Area, offered at $829,000. A welcoming foyer opens to a bright main living space crowned by vaulted ceilings and exposed beams — a rare sense of volume and character in a neighborhood setting buyers keep asking for.

The open-concept living room, dining area, and renovated kitchen flow together effortlessly, anchored by hardwood floors, recessed lighting, and a fireplace that makes the room feel grounded and warm. It is a layout that works just as well for a quiet weeknight as it does when the house is full.

The kitchen is the standout. White cabinetry, quartz countertops, a center island with seating, a dedicated coffee bar, and modern finishes throughout make it as functional as it is beautiful. Just beyond the main living area, a cozy den offers a rare expansion of the floor plan and opens directly to the deck — an easy connection outdoors for barbecues and al fresco dining.

Upstairs, three bedrooms share a full bathroom. From there, the lower level extends across two additional floors, adding real flexibility: a mudroom with access to the attached garage, an office or potential fourth bedroom, laundry, and a spacious room ideal for a playroom, media room, or gym. With four bedrooms, two baths, and 1,891 square feet, the home lives larger than its footprint suggests — and still leaves room for future expansion.

Outside, the fenced corner lot sits on a double cul-de-sac, offering the kind of quiet, friendly neighborhood setting that is increasingly hard to find. Natural gas, modern updates throughout, and true move-in-ready condition round out the picture.

The location is a genuine part of the appeal. You can walk to Osborn Hill Elementary and the eateries along Black Rock Turnpike, with parks, shopping, commuter routes, downtown Fairfield, the train, and the beaches all a short drive away. It is the University Area lifestyle at its most practical — convenient, established, and easy to love.

Homes that combine this level of updating with this kind of neighborhood setting tend to move quickly. If you would like to see 163 Windsor Road in person, I would be glad to arrange a private showing.

New to the area? I compare the best commuter towns in Fairfield County, and my buyer’s guide covers what a purchase here actually costs.

If you’re considering buying or selling in Fairfield County, I’m here to help. With over 15 years of experience and a deep understanding of the local market, I can provide the guidance and strategy you need to make your next move a confident one. Reach out anytime—I’d love to connect!

— Shoshana Snyder, Homes by Shoshana