Off market apr 2015 for $1.4M

$2,122,250

Est. refi paymentEst. refi $8,697/mo

•

4,469

sq ft

16 Old Weston Rd, Weston, CT 06883

About this home

WINDY HILL Approached by a long private drive, this elegant French Regency Estate, former residence of two Pulitzer Prize winning authors, offers tranquil seclusion on 4.1 beautiful acres in coveted lower Weston. While preserving the charm of an era gone by, this home has been completely updated and has an open floor plan and is filled with light. The estate includes six bedrooms, four full/one half baths, climate controlled wine cellar, cedar room, four fireplaces, a screened porch, two verandas and a large stone patio. Two outbuildings, three car garage. Rolling lawns are surrounded by specimen trees and a concord grape orchard. Winter Water views. A year round hideaway!

Single-familyProperty Type

1941Year Built

4.09 acresLot Size

$475Est. Price/Sq.Ft.

3 car garageParking

Listed by Nancy Dolan • William Pitt Sotheby's Int'l

Listed by Lynn Dolan • William Pitt Sotheby's Int'l

Bought with Nancy Dolan • William Pitt Sotheby's Int'l

Bought with Lynn Dolan • William Pitt Sotheby's Int'l

Source:Smart MLS #99080104

Redfin Estimate

$2,122,250

$722K since sold in April 2015$133K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.2% higher than the average sale price ($1.62M) of 6 comparable homes.

SOLD JUN 8, 2026
$1,780,000
A
5 beds3.5 baths3,648 sq ft
69 Lyons Plain Rd, Weston, CT 06883
SOLD AUG 27, 2026
$1,105,000
B
5 beds4 baths2,444 sq ft
18 Briar Oak Dr, Weston, CT 06883
SOLD AUG 14, 2026
$1,600,000
C
4 beds3.5 baths3,144 sq ft
75 Norfield Rd, Weston, CT 06883
SOLD NOV 7, 2025
$1,650,000
D
5 beds4.5 baths3,766 sq ft
22 Huckleberry Ln, Weston, CT 06883
SOLD AUG 13, 2026
$1,150,000
E
4 beds3 baths4,206 sq ft
5 Newtown Tpke, Weston, CT 06883
SOLD JUN 30, 2026
$2,418,000
F
4 beds3.5 baths4,554 sq ft
13 Riverfield Dr, Westport, CT 06880

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Sell

$1,164,348

Est. take-home

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Est. cash available

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Rent

$4,424/mo

Redfin rental estimate

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Market trends in 06883, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

103.6%

2.4% MoM

Median sale price

$1.6M

$82K MoM

Avg. days on market

34d

5 days MoM

Recently sold homes

5 MoM

New listings for sale

COMING SOON
$1,495,000
5 beds3.5 baths4,728 sq ft
50 Catbrier Rd, Weston, CT 06883
OPEN TODAY, 1PM TO 3:30PM
$684,000
3 beds1.5 baths1,518 sq ft
494 Newtown Tpke, Weston, CT 06883
$795,000
5 beds3 baths2,934 sq ft
6 Mountain View Dr, Weston, CT 06883
See all

Provided by Redfin

Sale history for 16 Old Weston Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,853 (+0.3%)

$282,040 + $469,720

$751,760

2022

$24,786 (+0.2%)

$282,040 + $469,720

$751,760

2021

$24,748 (+1.7%)

$282,040 + $469,720

$751,760

2020

$24,334

$282,040 + $469,720

$751,760

2019

$24,334 (−1.7%)

$282,040 + $469,720

$751,760

2018

$24,746 (+1.7%)

$322,600 + $519,400

$842,000

2017

$24,342 (+1.2%)

$322,600 + $519,400

$842,000

2016

$24,048 (+28.8%)

$322,600 + $519,400

$842,000

2014

$18,664

$283,200 + $377,700

$660,900

Tax history for 16 Old Weston Rd

Year

Property tax

Land + Additions

Assessment*

2023

$24,853 (+0.3%)

$282,040 + $469,720

$751,760

2022

$24,786 (+0.2%)

$282,040 + $469,720

$751,760

2021

$24,748 (+1.7%)

$282,040 + $469,720

$751,760

2020

$24,334

$282,040 + $469,720

$751,760

2019

$24,334 (−1.7%)

$282,040 + $469,720

$751,760

2018

$24,746 (+1.7%)

$322,600 + $519,400

$842,000

2017

$24,342 (+1.2%)

$322,600 + $519,400

$842,000

2016

$24,048 (+28.8%)

$322,600 + $519,400

$842,000

2014

$18,664

$283,200 + $377,700

$660,900

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

4.09 Acres

Year renovated

2007

Sq. Ft.

3,996

Year built

1941

Style

Single Family Residential

County

Fairfield County

APN

407146

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 3

Interior

Virtual Tour Information

Interior Information
Total Rooms: 11
Laundry Room Location: First Floor
Interior Features: Security System
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Cook Top, Dishwasher, Dryer, Icemaker, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 11
Basement Description: Partial
Has Attic
Attic Description: Finished, Heated, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Brick, Stucco
Exterior Features: French Doors, Gutters, Lighting, Patio, Porch, Shed, Terrace

Lot Information
Lot Description: On Cul-De-Sac, Sloping Lot, Fence - Stone

Land Information
Encumbrances Restrictions: Easements

Building Information
Foundation Type: Concrete
Construction Description: Brick
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3996

Financial

Assessments Information
Assessed Value: $660,900

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Hot Water
Fuel Tank Location: In Garage

Location

HOA Information
Association Amenities: Park, Playground/Tot Lot, Pool, Tennis Courts

School Information
Middle Jr High School: Weston
High School: Weston
Elementary School: Hurlbutt

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Playground/Tot Lot, Pool, Public Transportation, Tennis Courts
Directions: North of the Parkway on Weston Road, Left to High Acre, Left On Old Weston Rd to #16
County: Fairfield

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 3,996
Stories: 2.0
Lot Size: 4.09 acres
Style: Single Family Residential
Year Built: 1941
Year Renovated: 2007
County: Fairfield County
APN: 407146

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Hurlbutt Elementary School

Public PreK-2 • Assigned • 1.1mi

Weston Middle School

Public 6-8 • Assigned • 1.7mi

10/10

Weston High School

Public 9-12 • Assigned • 1.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Weston, CT • 06883

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.02M – $2.44M

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Cul-de-sac • Landscaped acres • Wooded acres

Home values near 16 Old Weston Rd

Data from public records.

Address	Redfin Estimate
20 Old Weston Road, Weston, CT 5 Beds \| 4 Baths \| 4683 Sq. Ft.	$1,578,150
26 Old Weston Road, Weston, CT 3 Beds \| 2 Baths \| 972 Sq. Ft.	$645,029

Address	Redfin Estimate
19 Old Weston Road, Weston, CT 3 Beds \| 2.5 Baths \| 1488 Sq. Ft.	$807,318
2 Old Weston Road, Weston, CT 5 Beds \| 4 Baths \| 1223 Sq. Ft.	$1,407,003

Address	Redfin Estimate
5 Old Weston Road, Weston, CT 3 Beds \| 2 Baths \| 1944 Sq. Ft.	$1,060,872
2 Ledgebrook Court, Weston, CT 3 Beds \| 2 Baths \| 1503 Sq. Ft.	$878,778

Property information provided by Smart MLS when last listed in 2014. This data may not match . Learn more.

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