16 Winding Brook Road, Newtown, Connecticut

$2,200,000

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5

Beds

4/1

Baths

4,640

Square feet

3.03

Acres

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

OfficeWilliam Raveis Real Estate

Listing Map

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