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249 Whippoorwill Rd

Old Lyme, CT 06371

3 bd 1 ba 994 sqft Built 1850 Lot 98,010 sqft single_family
Most recent sale
$260,000
May 20, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
May 20, 2022 Sold $260,000 Public Record
May 18, 2022 Sold $260,000 SMARTMLS
Feb 22, 2022 Listed $298,000 MLS #170468685
Jan 18, 2011 Sold $223,500 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $125,800 $154,000 $279,800 $4,541
2023 $74,200 $106,200 $180,400 $4,239
2022 $74,200 $106,200 $180,400 $4,239
2021 $74,200 $106,200 $180,400 $4,203
2020 $74,200 $106,200 $180,400 $4,185
2019 $68,900 $111,800 $180,700 $4,049
2018 $68,900 $111,800 $180,700 $3,959
2017 $68,900 $111,800 $180,700 $3,930
2016 $68,900 $111,800 $180,700 $3,831
2015 $70,100 $111,800 $181,900 $3,751
2013 $76,500 $111,800 $188,300 $3,634
2006 $62,700 $122,900 $185,600 $3,304
2005 $62,700 $122,900 $185,600 $3,081
2004 $32,800 $63,000 $95,800 $2,443
2003 $32,800 $63,000 $95,800 $2,261

Property facts

Year built
1850
Property type
single_family
Stories
Beds
3
Baths
1
Living area
994 sqft
Lot size
98,010 sqft
ZIP code
06371
City
Old Lyme
Street
Whippoorwill Rd
Coordinates
41.31038, -72.31024

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$1,491
Gross rental yield
6.88%
Implied cap rate
4.47%
Trend-extrapolated value

Frequently asked questions

When did 249 Whippoorwill Rd last sell?
249 Whippoorwill Rd most recently sold on May 20, 2022 for $260,000.
What is the current tax assessment for 249 Whippoorwill Rd?
The most recent total assessment for 249 Whippoorwill Rd (year 2025) is $279,800 with $4,541 in property tax.
How does 249 Whippoorwill Rd's assessment compare to its last sale price?
The current assessment is 7.6% above the last sale price of $260,000.
When was 249 Whippoorwill Rd built?
249 Whippoorwill Rd was built in 1850.
How does 249 Whippoorwill Rd compare to others on Whippoorwill Rd?
We track 8 other properties on Whippoorwill Rd. Browse the list under "Other properties on Whippoorwill Rd" to compare beds, baths, and sale history.
What are the property facts for 249 Whippoorwill Rd?
249 Whippoorwill Rd is a 3 bed, 1 bath, 994 sqft, 98,010 sqft lot single_family.
Is 249 Whippoorwill Rd a flip candidate?
No — 249 Whippoorwill Rd does not appear in our flips dataset.
Is 249 Whippoorwill Rd a tax-appeal candidate?
No — 249 Whippoorwill 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
+3.9%
Implied 1-yr
+15.8%
2026 Q3
$1.02M
2026 Q4
$1.05M
ZIP 06371 — Median Price History + Forecast

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