Open House 10/3 12pm - 2pm
16 Winding Brook Road
Newtown, CT, 06470 $ 2,200,000
Bedrooms5 Baths4.1 Sq 4,640 Monthly Estimate*
$ 13,891
for $2,200,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,640 square foot home was built in 1986 on a lot size of 3.03.
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.
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Open House
10/3/2026 12:00 PM - 2:00 PM
16 Winding Brook Road Newtown, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R-3
Neighborhood N/A
County Fairfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3.03
Directions Brushy Hill to John Beach Winding Brook is first Right at the end of the Cul De Sac on the right.
High School Newtown
City Newtown
Elementary School Middle Gate
Sq Ft Total 4640
DOM 18
Year Built 1986
Style Cape Cod
Year Built Source Public Records
Pool Description Gunite Heated Pool House Spa Salt Water In Ground Pool
Energy Features Generator Ready Ridge Vents Thermopane Windows
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InteriorCooling System Central Air
Total Rooms 11
Basement Description Partial Interior Access Partial With Walk-Out
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ExteriorWater Source Private Well
Lot Description Fence - Partial Borders Open Space Level Lot On Cul-De-Sac Professionally Landscaped
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* Excluded FeaturesList ByConnie WidmannListing Agent
William Raveis Real EstateBroker
connie.widmann@raveis.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $13,891
- Monthly Property Taxes
- $1,481
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Newtown, CT
Average List Price $950,548
Percent of Sale Price 57%
About Newtown, CT 28,158 Population
13% Since 2002
$ 111,278 Median Income
46.22 Median Age
39% Households with Children
Trends Information provided by ATTOM Data Solutions.
1232516 Elementary School
3041407 Middle School
Newtown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/11/2026 | $2,200,000 | | Listed Price |