111 Old Redding Rd, Weston, CT 06883
Property image
Property image
OFF MARKET

111 Old Redding Rd
Weston, CT 06883

  • 5 Beds
  • 5 Baths
  • 4,105 sqft (on 2.08 acres)

$2,336,200

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $15,166/mo*

$2,336,200

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $15,166/mo*
5 Beds
5 Baths
4,105 sqft
(on 2.08 acres)

Local Information

  • Map ViewExplore the area around 111 Old Redding Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

You'll feel as though you're on Nantucket as you pull into the private driveway of this contemporary farmhouse, down the road from Aspetuck Country Club. You'll first pass the quaint 2 story barn, currently used as sport court/artist's studio. With heat, and plumbing, the possibilities here are endless. The house has a wrap around deck, recently refurbished w/ steel wires rather than spindles, offering views of the parklike property (with room for a pool). The owners have replaced major mechanicals (roof, furnace, hot water heater, A/C, appliances), and renovated the Kitchen, Master Bath, Jack-n-Jill Bath, painted inside and out, and more. Great open floor plan, and fabulous location-access to nature trails right behind the property and just an hour to Manhattan.
111 Old Redding Rd, Weston, CT 06883 is a 5 bedroom, 5 bathroom, 4,105 sqft single-family home built in 1993. It last sold for $1,675,000 on May 4, 2021. It is currently off market. The Trulia Estimate is $2,336,200, with a rent estimate of $7,884/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 111 Old Redding Rd

Interior Features

Interior Details
BasementAtticIn-law unitTypes of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, WorkshopCeiling Fan
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood, Slate
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Heating & Cooling
Air Conditioning
Fireplace & Spa
FireplaceJetted Bath Tub

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodLawnPorch
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1993
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2.08 acres

Price History for 111 Old Redding Rd

DatePriceEventSource
05/04/2021$1,675,000Sold
N/A
11/29/2016$1,299,000ListingRemovedAgent Provided
10/04/2016$1,299,000PriceChange
Agent Provided
07/25/2016$1,375,000Listed For SaleAgent Provided
05/20/2010$1,230,000Sold
Smart MLS #98452759
03/02/2010$1,249,000Listed For SaleAgent Provided
10/15/2002$1,425,000Sold
Smart MLS #98130554
02/29/2000$1,305,000Sold
N/A

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$27,302
Assessment$1,142,330
Home facts updated by county records

Comparable Sales for 111 Old Redding Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.25
Single-Family Home
$1,252,500
12/01/25
5
4.5
4,898
0.25
Single-Family Home
$1,075,000
09/23/25
5
3
3,965
0.30
Single-Family Home
$2,170,000
11/10/25
5
3.5
5,750
0.57
Single-Family Home
$1,500,000
01/23/26
6
4.5
5,148
0.35
Single-Family Home
$985,900
01/08/26
4
2.5
2,804
0.69
Single-Family Home
$2,100,000
09/26/25
5
6.5
5,512
0.82
Single-Family Home
$960,000
06/12/26
5
4
3,581
0.56
Single-Family Home
$785,000
08/08/25
4
3.5
3,148
0.94
Single-Family Home
$1,485,000
08/29/25
4
3.5
3,896
0.66
Single-Family Home
$1,300,000
08/13/25
6
5.5
6,493

Nearby homes

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Assigned Schools

These are the assigned schools for 111 Old Redding Rd.
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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Off Market Homes Near 111 Old Redding Rd

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