35 Old Redding Road, Weston, CT 06883
OFF MARKET

35 Old Redding Road
Weston, CT 06883

  • 5 Beds
  • 5.5 Baths
  • 4,893 sqft (on 2.61 acres)

$2,147,200

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $14,047/mo*

$2,147,200

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $14,047/mo*
5 Beds
5.5 Baths
4,893 sqft
(on 2.61 acres)

Local Information

  • Map ViewExplore the area around 35 Old Redding Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1851
Lot Size
2.61 acres
Living Area
4,893 sqft
Price/Sqft
$439
Parking
Garage

About this House

This beautiful, spacious colonial is enviably situated along Aspetuck Valley Country Club in the idyllic town of Weston. Meticulously maintained and updated, the first floor rooms flow seamlessly for entertaining and are highlighted by gorgeous antique pine floors. The updated kitchen with high end appliances (Sub Zero, Wolf, Miele) leads directly into the family room, with a see-through fireplace that was built using stones from the property. The large sunroom, with beautiful bluestone flooring and reclaimed barnwood beams, opens onto the expansive, elevated terrace accented by custom wrought iron railing. The level backyard has plenty of room for kids to play and dogs to run. Should you choose to join Aspetuck Valley Country Club, you can stroll along your own stone path to enjoy golf, year-round tennis, swimming and one of the best restaurants in Fairfield County. Lovingly maintained over the years, with many recent updates including conversion to natural gas, a whole house Generac generator, full interior painting, new windows, updated bathrooms, and the list goes on. Charming outbuildings include a vintage barn/garage and gardener's shed.
35 Old Redding Road, Weston, CT 06883 is a 5 bedroom, 6 bathroom, 4,893 sqft single-family home built in 1851. It last sold for $1,525,000 on Jul 13, 2023 (4% below the $1,595,000 asking price). It is currently off market. The Trulia Estimate is $2,147,200, with a rent estimate of $7,845/month.

Home Details for 35 Old Redding Road

Interior Features

Interior Details
Basement: Full,Unfinished,Interior EntryNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4893 Square Feet
Appliances & Utilities
Appliances: Gas Cooktop, Oven, Range Hood, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water HeaterDishwasherDryerLaundry: Upper Level,Mud RoomWasher
Heating & Cooling
Heating: Forced Air,Radiator,Zoned,Gas In StreetHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: PatioOther Structures: Barn(s), Shed(s)Exterior: Rain Gutters, LightingFoundation: Concrete Perimeter, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Barn,Private,Gravel
Frontage
Waterfront: Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4893 Square Feet

Property Information

Year Built
Year Built: 1851
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Antique
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 406109

Price & Status

Price
List Price: $1,595,000
Status Change & Dates
Off Market Date: Wed May 03 2023Possession Timing: Neg

Active Status

MLS Status: Closed

Location

Direction & Address
City: Weston
School Information
Elementary School: HurlbuttJr High / Middle School: WestonHigh School: Weston

Agent Information

Buyer Agent
Buyer Company Name: KMS Team at Compass

Building

Building Area
Building Area: 4893 Square Feet

Community

Community Features: Golf, Paddle Tennis

HOA

No HOA

Lot Information

Lot Area: 2.61 Acres

Miscellaneous

BasementMls Number: 170561510Attic: Walk-up, StorageAbove Grade Unfinished Area: 4893

Additional Information

GolfPaddle Tennis
Last check for updates: about 3 hours ago
Listed by David Weber, (203) 451-7888
Compass Connecticut, LLC, (203) 293-9715
Bought with: David Weber, (203) 451-7888, Compass Connecticut, LLC, (203) 293-9715
Source: Smart MLS, MLS#170561510

Price History for 35 Old Redding Road

DatePriceEventSource
07/13/2023$1,525,000Sold
Smart MLS #170561510
07/10/2023$1,595,000PendingSmart MLS #170561510
05/03/2023$1,595,000ContingentSmart MLS #170561510
04/20/2023$1,595,000Listed For SaleSmart MLS #170561510
03/07/2012$1,545,000ListingRemovedAgent Provided
03/06/2012$1,545,000Listed For SaleAgent Provided
10/06/2011$1,092,500Sold
Smart MLS #98506451
02/22/2011$1,150,000PriceChange
Agent Provided
10/08/2010$1,194,000PriceChange
Agent Provided
06/20/2010$1,295,000PriceChange
Agent Provided
04/08/2010$1,345,000PriceChange
Agent Provided
02/26/2010$1,425,000PriceChange
Agent Provided
06/21/2009$1,545,000PriceChange
Agent Provided
05/16/2009$1,675,000Listed For SaleAgent Provided
07/16/2002$635,000Sold
Smart MLS #98127020

Market trends in Weston

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
51
7
MoM
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Property Tax and Assessment

Year2025
Tax$23,676
Assessment$990,640
Home facts updated by county records

Comparable Sales for 35 Old Redding Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$2,100,000
02/25/26
6
6
6,342
0.57
Single-Family Home
$1,500,000
01/23/26
6
4.5
5,148
0.37
Single-Family Home
$2,577,000
10/15/25
5
3
4,170
0.55
Single-Family Home
$2,170,000
11/10/25
5
3.5
5,750
0.79
Single-Family Home
$1,252,500
12/01/25
5
4.5
4,898
0.71
Single-Family Home
$2,000,000
07/23/26
4
4.5
4,312
0.53
Single-Family Home
$760,000
04/28/26
5
3.5
3,226
0.70
Single-Family Home
$1,501,000
04/15/26
3
3.5
3,452
0.95
Single-Family Home
$1,400,000
08/03/26
5
4
4,202
0.82
Single-Family Home
$1,680,000
12/15/25
3
3
3,890

Nearby homes

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Assigned Schools

These are the assigned schools for 35 Old Redding Road.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Weston

At least 40 Trulia users voted on each feature.
  • 98 % Say car is needed

  • 96 % Say yards are well-kept

  • 95 % Say parking is easy

  • 95 % Say it's quiet

  • 85 % Say there's wildlife

  • 80 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 62 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 52 % Say they plan to stay for at least 5 years

  • 47 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nikkivines
    "it's gorgeous and rural. it's that perfect combination of large its and a really tight knit community."
  • Unspecified
    "I work from home, so commuting isn’t an issue for me. We do have several restaurants, pharmacies and grocery stores within 5-10 minutes. "
  • Romulo V.
    "Each house has lots of outdoor space (2-acre law) which is perfect for dogs. There’re dog parks near the area which is great for dog interaction. "
  • Lisa_singer
    "Great school system, supportive, welcoming community. Nature Preserve, Historic Society, Pond, cute town center"
  • mhcampbell73
    "The town is gear toward families with children as opposed to couples with grown children or retirees. The schools and activities for kids are top notch. However, the cost of living is very high due to the property taxes assessed to support the school system. There is no industry and only a small business base to defray taxes in this primarily bedroom community."
  • mhcampbell73
    "With two acre zoning, houses are spaced apart which is why walkability is low. But shopping and restaurants abound in neighboring towns with good access. The school system would rival many private schools. Lots of trees and wildlife. It's just plain beautiful."
  • ronfin
    "School are superb, train to Grand Central is 20 minutes away, (1h train ride), safe and child friendly. 15-25 minutes from great restaurants in Westport, Norwalk and Wilton"
  • Lindsayjillmarcus
    "I moved to Weston for the town's amazing school system. The Weston community is top notch and the people are friendly. I chose Weston over Westport as this town has so much charm."

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