About 16 Winding Brook Road
Welcome to 16 Winding Brook, a distinguished custom estate offering an exceptional combination of craftsmanship, privacy and resort-style outdoor living. Built as the personal residence of a renowned builder and completely updated for today's lifestyle, the home is privately positioned on more than 3 fully fenced acres at the end of a desirable cul-de-sac, with a 100-acre land preserve creating an extraordinary natural backdrop. A two-story foyer introduces beautifully proportioned interiors enhanced by custom millwork, hardwood floors and abundant natural light. The elegant dining room is ideal for entertaining, while the front-to-back living room features a fireplace and French doors opening to an expansive porcelain-tile patio. The completely remodeled kitchen showcases Wood Mode cabinetry, quartz countertops and an oversized center island, flowing seamlessly into the inviting family room with a dramatic floor-to-ceiling fireplace. Bathroom have been beautifully remodeled, including the primary bath. Outdoors, the expansive level lawn is truly exceptional, providing a magnificent setting for the gunite pool and pool house, with generous space for entertaining, recreation and relaxed summer living. Raised stone beds create a beautiful vegetable garden area. The finished walkout lower level adds a game room, full bath and sauna. Minutes from the center of town, this remarkable estate offers a level of privacy, quality and outdoor living, difficult to replace.
Open Houses
| Sep 24th, 12:00pm - 2:00pm Sep 24th, 12:00pm - 2:00pm |
Features of 16 Winding Brook Road
| MLS® # | 24205817 |
|---|---|
| Price | $2,200,000 |
| Bedrooms | 5 |
| Bathrooms | 4/1 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 4,640 |
| Acres | 3.03 |
| Type | Single Family For Sale |
| Style | Cape Cod |
Community Information
| Address | 16 Winding Brook Road |
|---|---|
| Area | N/A |
| City | Newtown |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06470 |
Amenities
| Features | Generator Ready, Ridge Vents, Thermopane Windows |
|---|---|
| Parking | Attached Garage |
| Garage Spaces | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | Yes |
| Pool | Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool |
Interior
| Interior Features | Audio System, Auto Garage Door Opener, Central Vacuum, Sauna, Security System |
|---|---|
| Appliances | Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller |
| Heating | Hydro Air, Zoned, Oil |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 2 |
Exterior
| Exterior | Clapboard |
|---|---|
| Exterior Features | Shed, Awnings, Cabana, Garden Area, Lighting, Stone Wall, French Doors, Patio |
| Lot Description | Fence - Partial, Borders Open Space, Level Lot, On Cul-De-Sac, Professionally Landscaped |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Middle Gate |
|---|---|
| Middle | Newtown |
| High | Newtown |
Additional Information
| Date Listed | September 11th, 2026 |
|---|---|
| Days on Market | 9 |
| Zoning | R-3 |
| RE / Bank Owned | No |
Listing Details
| Office | William Raveis Real Estate |
|---|
