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1 Sleepy Hollow Rd

Westport, CT 06880

5 bd 7 ba 7,853 sqft Built 2000 Lot 43,560 sqft single_family
Most recent sale
$1,850,000
Aug 24, 2015

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
May 12, 2025 Sold $4,300,000 Public Record
May 9, 2025 Sold $4,300,000 SMARTMLS
Jan 28, 2025 Price changed $4,395,000 SMARTMLS
Jan 8, 2025 Price changed for rent $25,000 SMARTMLS
Nov 19, 2024 Listed for rent $30,000 SMARTMLS
Nov 6, 2024 Price changed $4,500,000 SMARTMLS
Sep 8, 2024 Listed $4,750,000 SMARTMLS
May 2, 2023 Sold $3,825,000 SMARTMLS
Jun 17, 2022 Listed $3,999,000 MLS #170500786
Aug 24, 2015 Sold $1,850,000 Public Record
Aug 11, 2015 Listing removed $2,065,000 SMARTMLS
May 22, 2015 Listed $2,065,000 MLS #99105862
Apr 30, 2015 Listing removed $2,099,000 SMARTMLS
Sep 2, 2014 Price changed $2,099,000 MLS #99058347
Jun 21, 2014 Price changed $2,349,000 MLS #99058347
May 20, 2014 Price changed $2,599,000 MLS #99058347
Mar 25, 2014 Listed $2,792,000 MLS #99058347
May 8, 2000 Sold $1,800,000 Public Record
Oct 8, 1998 Sold $475,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $1,433,300 $385,600 $1,818,900 $34,304
2023 $1,125,600 $385,600 $1,511,200 $27,731
2022 $953,500 $385,600 $1,339,100 $24,198
2021 $953,500 $385,600 $1,339,100 $24,198
2020 $1,063,100 $407,000 $1,470,100 $24,565
2019 $1,034,400 $407,000 $1,441,400 $24,302
2018 $1,034,400 $407,000 $1,441,400 $24,302
2017 $1,034,400 $407,000 $1,441,400 $24,302
2016 $1,034,400 $407,000 $1,441,400 $24,302
2015 $1,393,900 $373,700 $1,767,600 $31,976
2013 $1,393,900 $373,700 $1,767,600 $31,941
2006 $1,119,900 $565,300 $1,685,200 $21,857
2004 $897,600 $261,000 $1,158,600 $23,867
2003 $897,600 $261,000 $1,158,600 $23,288

Property facts

Year built
2000
Property type
single_family
Stories
Beds
5
Baths
7
Living area
7,853 sqft
Lot size
43,560 sqft
ZIP code
06880
City
Westport
Street
Sleepy Hollow Rd
Coordinates
41.12983, -73.30981

Comparable properties nearby

Block-level micro-comps

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

Frequently asked questions

When did 1 Sleepy Hollow Rd last sell?
1 Sleepy Hollow Rd most recently sold on Aug 24, 2015 for $1,850,000.
What is the current tax assessment for 1 Sleepy Hollow Rd?
The most recent total assessment for 1 Sleepy Hollow Rd (year 2025) is $1,818,900 with $34,304 in property tax.
How does 1 Sleepy Hollow Rd's assessment compare to its last sale price?
The current assessment is 1.7% below the last sale price of $1,850,000.
When was 1 Sleepy Hollow Rd built?
1 Sleepy Hollow Rd was built in 2000.
How does 1 Sleepy Hollow Rd compare to others on Sleepy Hollow Rd?
We track 2 other properties on Sleepy Hollow Rd. Browse the list under "Other properties on Sleepy Hollow Rd" to compare beds, baths, and sale history.
What are the property facts for 1 Sleepy Hollow Rd?
1 Sleepy Hollow Rd is a 5 bed, 7 bath, 7,853 sqft, 43,560 sqft lot single_family.
Is 1 Sleepy Hollow Rd a flip candidate?
No — 1 Sleepy Hollow Rd does not appear in our flips dataset.
Is 1 Sleepy Hollow Rd a tax-appeal candidate?
No — 1 Sleepy Hollow Rd 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
+6.1%
2026 Q3
$2.97M
2026 Q4
$3.01M
ZIP 06880 — Median Price History + Forecast

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