George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Newtown, CT / 6 DAYS ON MARKET
16 Winding Brook RoadNewtown, CT 06470
Asking price$2,200,000Active
Open house
- Thursday, September 24, 20264:00 pm – 6:00 pm ET
Our Take
16 Winding Brook Road is a five-bedroom, four-and-a-half-bath home on 3.03 fenced acres at the end of a cul-de-sac, with a 100-acre land preserve as a natural backdrop. Inside, a two-story foyer, custom millwork, hardwood floors, remodeled bathrooms, and a remodeled kitchen with Wood Mode cabinetry, quartz countertops, and an oversized island shape the living spaces. French doors open the living room to a porcelain-tile patio. A gunite pool, pool house, vegetable garden, and finished walkout lower level with a game room, full bath, and sauna add outdoor and recreation spaces.
At a glance
Active · MLS #24205817- Bedrooms
- 5
- BathroomsBaths
- 4 full / 1 half
- Square feet
- 4,640
- Year built
- 1986
- Acres
- 3.03
- Property taxes
- $17,125
July 2025-June 2026
What stands out
- Fenced acreage at a cul-de-sac’s end
- 100-acre land preserve as a natural backdrop
- Two-story foyer with custom millwork
- Remodeled kitchen with Wood Mode cabinetry
- Porcelain-tile patio with French-door access
- Gunite pool and pool house
- Raised stone beds for a vegetable garden
- Walkout lower level with game room and sauna
Read the full listing description
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.
Schools
- Elementary
- Middle Gate
- Middle
- Newtown
- High
- Newtown
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗16 Winding Brook Road, Newtown, CT 06470
Price history
| Date | Event | Price |
|---|---|---|
| Originally listed | $2,200,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Estimate: $2,200,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $27,500. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by William Raveis Real Estate · (203) 426-3429
Connie Widmann
SmartMLS · Listing #24205817 · Active
Listing data checked: Sep 17, 2026, 7:06 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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