Off market may 2022 for $3.4M

—

Est. refi paymentEst. refi $25,395/mo

•

11,450

sq ft

64 Old Redding Rd, Weston, CT 06883

About this home

Minutes from the Westport Border this luxurious 5BR home with pool house will make you the envy of all your friends & family! Imagine enjoying the private pool & spa area, walking to Aspetuck Country Club to play golf, tennis or to grab lunch. Many recent upgrades and major exterior landscaping and rebuilding of pool "grotto" area create a resort-like and vacation feeling. High Coffered ceilings, beautiful millwork and trim throughout create a timeless classic. Large oversized rooms including a beautiful paneled office, 2 story family room, and game room with bar are all light filled and inviting. Additional special features include primary bedroom with separate his and her baths, 4 additional ensuite bedrooms, 5 fireplaces, media room and paneled elevator. Convenient for commuting to NYC, Westport & Fairfield borders, and walking distance to many hiking trails. Enjoy everything lower Weston and Aspetuck Corners has to offer - Fairfield county's best kept secret!

Single-familyProperty Type

2007Year Built

2.07 acresLot Size

$306Price/Sq.Ft.

4 car garageParking

Listed by Deirdre Andreoli • Compass Connecticut, LLC

Bought with Devon Benedict • William Raveis Real Estate

Source:Smart MLS #170470381

Redfin Estimate

We are currently not able to show the Redfin Estimate at this time.

Nearby homes have recently sold between $2,275,000 and $2,750,000.

Market trends in 06883, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.1%

+0.2% MoM

Median sale price

$1.5M

$43K MoM

Avg. days on market

29d

0 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 2 HRS AGO
$812,000
4 beds2.5 baths1,610 sq ft
3 Trout Brook Ln, Weston, CT 06883
$1,149,000
4 beds3 baths2,139 sq ft
3 Weston Rd, Weston, CT 06883
$1,495,000
5 beds4.5 baths3,668 sq ft
11 Soundview Farm, Weston, CT 06883
$2,250,000
4 beds5 baths4,068 sq ft
26 Pent Rd, Weston, CT 06883
See all

Provided by Redfin

Redfin agents who toured

2 years ago• May not reflect the current state of the home
Anissa Paolillo
Redfin Premier agent • Manager for CT & RI

Sale history for 64 Old Redding Rd

Date

Event

Price

Smart MLS #24141184

Feb 6, 2026

Listing Removed

—

Nov 20, 2025

Listed

$3,999,999

$349/sq ft

SMARTMLS #24090415

Oct 22, 2025

Rental Removed

$20,000

$2/sq ft

Aug 1, 2025

Price Changed

$20,000

$2/sq ft

Apr 23, 2025

Listed for Rent

$25,000

$2/sq ft

Smart MLS #24075289

Oct 22, 2025

Listing Removed

—

Feb 19, 2025

Listed

$3,999,999

$349/sq ft

Smart MLS #24039768

Nov 14, 2024

Listing Removed

—

Aug 14, 2024

Listed

$2,999,999

$262/sq ft

Smart MLS #24007397

Aug 14, 2024

Listing Removed

—

Apr 1, 2024

Listed

$3,750,000

$328/sq ft

Smart MLS #170601128

Mar 31, 2024

Listing Removed

—

Oct 5, 2023

Listed

$3,900,000

$341/sq ft

Oct 2, 2023

Price Changed

$3,900,000

$341/sq ft

Smart MLS #170470381

May 6, 2022

Sold

$3,499,000

$306/sq ft

Mar 23, 2022

Contingent

—

Mar 4, 2022

Listed

$3,499,000

$306/sq ft

Smart MLS #170433798

Feb 28, 2022

Listing Removed

—

Nov 22, 2021

Listing Removed

—

Sep 3, 2021

Listed

$3,499,000

$306/sq ft

Smart MLS #99168507

Jun 28, 2017

Sold

$2,450,000

$214/sq ft

Jun 1, 2017

Listing Removed

—

Jan 9, 2017

Listed

$2,595,000

$227/sq ft

Smart MLS #99148956

Aug 7, 2016

Listing Removed

—

Jun 6, 2016

Listed

$2,595,000

$227/sq ft

Smart MLS #99097221

May 31, 2016

Listing Removed

—

May 4, 2015

Listed

$2,698,000

$236/sq ft

Smart MLS #98342970

Jul 25, 2007

Listed

$3,999,999

$349/sq ft

Smart MLS #98293106

Jan 17, 2007

Listing Removed

—

Jul 17, 2006

Listed

$4,195,000

$366/sq ft

Smart MLS #98230885

May 31, 2006

Listing Removed

—

Apr 1, 2005

Listed

$4,950,000

$432/sq ft

Smart MLS #98217487

Apr 1, 2005

Listing Removed

—

Nov 5, 2004

Listed

$4,125,000

$360/sq ft

Smart MLS #98212723

Nov 4, 2004

Listing Removed

—

Sep 21, 2004

Listed

$3,995,000

$349/sq ft

Public Records

Sep 14, 1999

Sold

$449,000

$39/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$54,311 (+4.7%)

$232,190 + $1,410,600

$1,642,790

2022

$51,884 (+0.2%)

$232,180 + $1,341,500

$1,573,680

2021

$51,806 (+1.7%)

$232,180 + $1,341,500

$1,573,680

2020

$50,940

$232,180 + $1,341,500

$1,573,680

2019

$50,940 (−13.5%)

$232,180 + $1,341,500

$1,573,680

2018

$58,889 (+1.7%)

$247,900 + $1,755,800

$2,003,700

2017

$57,927 (+0.6%)

$247,900 + $1,755,800

$2,003,700

2016

$57,597 (+4.0%)

$260,900 + $1,755,800

$2,016,700

2013

$55,406

$314,300 + $2,004,900

$2,319,200

Tax history for 64 Old Redding Rd

Year

Property tax

Land + Additions

Assessment*

2023

$54,311 (+4.7%)

$232,190 + $1,410,600

$1,642,790

2022

$51,884 (+0.2%)

$232,180 + $1,341,500

$1,573,680

2021

$51,806 (+1.7%)

$232,180 + $1,341,500

$1,573,680

2020

$50,940

$232,180 + $1,341,500

$1,573,680

2019

$50,940 (−13.5%)

$232,180 + $1,341,500

$1,573,680

2018

$58,889 (+1.7%)

$247,900 + $1,755,800

$2,003,700

2017

$57,927 (+0.6%)

$247,900 + $1,755,800

$2,003,700

2016

$57,597 (+4.0%)

$260,900 + $1,755,800

$2,016,700

2013

$55,406

$314,300 + $2,004,900

$2,319,200

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

2.07 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

404928

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, Paved
Garages Number: 4

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 16
Laundry Room Info: Upper Level
Interior Features: Audio System, Central Vacuum, Elevator, Security System
Fireplaces Total: 5
Cooling System: Central Air, Zoned
Appliances Included: Oven/Range, Microwave, Refrigerator, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 7
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 14
Basement Description: Full, Full With Walk-Out, Partially Finished, Heated, Cooled, Interior Access
Has Attic
Attic Description: Walk-up, Storage Space

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Balcony, Cabana, French Doors, Guest House, Lighting, Patio, Porch, Terrace, Underground Sprinkler

Lot Information
Lot Description: Golf Course Frontage, Golf Course View, Lightly Wooded, Fence - Stone, Fence - Wood, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Pool House, In Ground Pool, Spa, Heated, Gunite

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Grey

Property Information
Waterfront Description: Beach Rights
Radon Mitigation Air
Property Type: Single Family For Sale

Financial

Assessments Information
Assessed Value: $1,573,680

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Water, Zoned
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Generator Ready, Programmable Thermostat

Location

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

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Paddle Tennis, Playground/Tot Lot, Public Rec Facilities, Stables/Riding, Tennis Courts
Directions: Route 58 to Westport Road to Old Redding Road
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.07 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 404928

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Weston Intermediate School

Public 3-5 • Assigned • 2.6mi

10/10

Weston Middle School

Public 6-8 • Assigned • 2.6mi

9/10

Weston High School

Public 9-12 • Assigned • 2.6mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

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

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

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Nearby similar homes

NEW 2 HRS AGO

$812,000

4 beds2.5 baths1,610 sq ft

3 Trout Brook Ln, Weston, CT 06883

$1,399,995

4 beds3.5 baths3,506 sq ft

11 Hunt Ln, Weston, CT 06883

$1,575,000

5 beds3.5 baths5,079 sq ft

23 Norton Rd, Easton, CT 06612

$1,000,000

4 beds3 baths3,532 sq ft

103 Steep Hill Rd, Weston, CT 06883

$599,900

3 beds2 baths1,332 sq ft

261 Newtown Tpke, Weston, CT 06883

$1,800,000

5 beds3.5 baths4,845 sq ft

220 Stonewall Ln, Fairfield, CT 06824

New listings for sale in 06883

NEW 2 HRS AGO

$812,000

4 beds2.5 baths1,610 sq ft

3 Trout Brook Ln, Weston, CT 06883

$1,149,000

4 beds3 baths2,139 sq ft

3 Weston Rd, Weston, CT 06883

$1,495,000

5 beds4.5 baths3,668 sq ft

11 Soundview Farm, Weston, CT 06883

$2,250,000

4 beds5 baths4,068 sq ft

26 Pent Rd, Weston, CT 06883

Home values near 64 Old Redding Rd

Data from public records.

Address	Redfin Estimate
52 Old Redding Road, Weston, CT 4 Beds \| 5 Baths \| 5316 Sq. Ft.	$2,008,543
56 Old Redding Road, Weston, CT 4 Beds \| 3 Baths \| 2053 Sq. Ft.	$1,111,881

Address	Redfin Estimate
36 Old Redding Road, Weston, CT 3 Beds \| 3.5 Baths \| 2818 Sq. Ft.	$1,614,712
28 Old Redding Road, Weston, CT 4 Beds \| 3 Baths \| 2312 Sq. Ft.	$831,432

Address	Redfin Estimate
34 Old Redding Road, Weston, CT 4 Beds \| 3.5 Baths \| 6053 Sq. Ft.	$1,815,689
50 Old Redding Road, Weston, CT 5 Beds \| 3.5 Baths \| 2870 Sq. Ft.	$1,230,811

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 06883, CT

Redfin agents who toured

Sale history for 64 Old Redding Rd

Tax history for 64 Old Redding Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06883

Home values near 64 Old Redding Rd

More real estate resources