For Sale
Price CutPrice Drop: $110K (11/06)
Single family home for sale at 16 Winding Brk Rd, Newtown, CT 06470 | MLS# 24205817 | Listing updated on 2026-11-06
Photo 1 of Single family home for sale at 16 Winding Brk Rd, Newtown, CT 06470 | MLS# 24205817 | Listing updated on 2026-11-06
Photo 2 of Single family home for sale at 16 Winding Brk Rd, Newtown, CT 06470 | MLS# 24205817 | Listing updated on 2026-11-06
Photo 3 of Single family home for sale at 16 Winding Brk Rd, Newtown, CT 06470 | MLS# 24205817 | Listing updated on 2026-11-06
Photo 4 of Single family home for sale at 16 Winding Brk Rd, Newtown, CT 06470 | MLS# 24205817 | Listing updated on 2026-11-06
36+
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Street View

$2,090,000

Monthly Est:$10,403

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,640sqft

16 Winding Brk Rd, Newtown, CT 06470

$10,403/moEst:

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  • Single Family Residence

  • Built in 1986

  • $-- HOA

  • 3.03 acres lot

  • $450/sq.ft

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.

  • Houzeo last checked: 0 minutes ago
  • Listing updated: November 6, 2026 at 7:58 pm
  • Listing Provided by: Connie Widmann | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24205817 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Newtown

  • Neighborhood

    --

  • Year Built

    1986

  • HOA Fees

    -

  • Finished Area

    4,640 sqft

  • Lot Size

    3.03 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24205817

  • MLS Status

    Active

  • Days on Market

    56

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

Interior

  • Sewer

    Septic

  • Interior Features

    Audio System, Auto Garage Door Opener, Central Vacuum, Sauna, Security System

  • Cooling

    Central Air

  • Heating

    Zoned, Oil

  • Exterior Features

    Shed, Awnings, Cabana, Garden Area, Lighting, Stone Wall, French Doors, Patio

  • Appliances

    Gas Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Construction

  • Year Built

    Year Built: 1986

  • Home type

    Single Family Residence

  • Architectural Style

    Cape Cod

  • Foundation Details

    Concrete

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Parking Features

    Attached Garage

  • Basement

    Partial, Interior Access, Partial With Walk Out

  • Water Source

    Private Well

  • Pool Features

    Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Fence Partial, Borders Open Space, Level Lot, On Cul De Sac, Professionally Landscaped

Price History

DateEventPrice

11/06/2026

Source: mls_logoSMART MLS-CT #24205817

Price Decreased

$2,090,000 -5.00%

$450/sqft

09/11/2026

Source: mls_logoSMART MLS-CT #24205817

Listed for Sale

$2,200,000 +127.51%

$474/sqft

03/07/2006

Source: #98267876

Sold

$967,000 -6.93%

$208/sqft

01/01/2006

Source: #98253830

Price Decreased

$1,039,000 -9.57%

$224/sqft

09/16/2005

Source: #98239903

Listing Removed

$1,149,000

$248/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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