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18 Winding Ln

Darien, CT 06820

4 bd 4 ba 3,972 sqft Built 1963 Lot 60,984 sqft single_family
Most recent sale
$2,109,500
Jan 19, 2016

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Mar 27, 2026 Sold $3,205,000 SMARTMLS
Feb 24, 2026 Listed $2,925,000 SMARTMLS
Aug 9, 2022 Price changed $2,699,000 MLS #37588
Jun 22, 2022 Relisted $2,849,000 MLS #37588
Jun 15, 2022 Price changed $2,849,000 MLS #37588
May 5, 2022 Listed $3,000,000 MLS #37588
May 2, 2022 Listed $3,000,000 MLS #170486337
Jan 19, 2016 Sold $2,109,500 Public Record
Nov 6, 2015 Listing removed $2,139,000 SMARTMLS
Oct 29, 2015 Listing removed $2,139,000 Darien
Sep 29, 2015 Listed $2,139,000 MLS #99119147
Sep 28, 2015 Listed $2,139,000 MLS #30978
Jul 9, 2015 Listing removed $2,295,000 Darien
Jun 12, 2015 Price changed $2,295,000 MLS #30008
Apr 22, 2015 Price changed $2,300,000 MLS #30008
Jan 21, 2015 Listed $2,395,000 MLS #30008
Jul 1, 1987 Sold $810,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $614,810 $1,323,000 $1,937,810 $29,997
2023 $514,920 $980,000 $1,494,920 $26,326
2022 $514,920 $980,000 $1,494,920 $25,757
2021 $514,920 $980,000 $1,494,920 $25,174
2020 $514,920 $980,000 $1,494,920 $24,457
2019 $514,920 $980,000 $1,494,920 $24,621
2018 $433,720 $980,000 $1,413,720 $22,733
2017 $433,720 $980,000 $1,413,720 $22,846
2016 $433,720 $980,000 $1,413,720 $22,294
2015 $433,720 $980,000 $1,413,720 $21,701
2013 $482,650 $1,168,020 $1,650,670 $21,739
2006 $258,580 $1,008,000 $1,266,580 $16,972
2005 $369,400 $1,440,000 $1,809,400 $23,558
2004 $1,266,580 $15,136
2003 $211,050 $532,000 $743,050 $9,704

Property facts

Year built
1963
Property type
single_family
Stories
Beds
4
Baths
4
Living area
3,972 sqft
Lot size
60,984 sqft
ZIP code
06820
City
Darien
Street
Winding Ln
Coordinates
41.06812, -73.46207

Comparable properties nearby

Block-level micro-comps

Same street, ±3 house numbers, sold in the last 24 months

Frequently asked questions

When did 18 Winding Ln last sell?
18 Winding Ln most recently sold on Jan 19, 2016 for $2,109,500.
What is the current tax assessment for 18 Winding Ln?
The most recent total assessment for 18 Winding Ln (year 2025) is $1,937,810 with $29,997 in property tax.
How does 18 Winding Ln's assessment compare to its last sale price?
The current assessment is 8.1% below the last sale price of $2,109,500.
When was 18 Winding Ln built?
18 Winding Ln was built in 1963.
How does 18 Winding Ln compare to others on Winding Ln?
We track 7 other properties on Winding Ln. Browse the list under "Other properties on Winding Ln" to compare beds, baths, and sale history.
What are the property facts for 18 Winding Ln?
18 Winding Ln is a 4 bed, 4 bath, 3,972 sqft, 60,984 sqft lot single_family.
Is 18 Winding Ln a flip candidate?
No — 18 Winding Ln does not appear in our flips dataset.
Is 18 Winding Ln a tax-appeal candidate?
No — 18 Winding Ln is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
-1.5%
Implied 1-yr
-6.0%
2026 Q3
$2.56M
2026 Q4
$2.52M
ZIP 06820 — Median Price History + Forecast

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