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249 Gregg Dr

Los Gatos, CA 95032

4 bd 2 ba 1,557 sqft Built 1965 Lot 6,444 sqft single_family
Most recent sale
$2,500,000
Apr 29, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Apr 29, 2022 Sold $2,500,000 MLS #ML81882716
Mar 24, 2022 Listed $2,199,000 MLS #ML81882716
Mar 15, 2017 Sold $1,520,000 MLS #ML81638350
Feb 10, 2017 Listed $1,398,000 MLS #ML81638350
Apr 25, 2002 Sold $635,000 Public Record
Mar 31, 1994 Sold $254,000 Public Record
Feb 23, 1987 Sold $184,000 Public Record
Mar 24, 1978 Sold $84,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $265,302 $2,387,718 $2,653,020 $34,029
2024 $265,302 $2,387,718 $2,653,020 $33,205
2023 $255,000 $2,295,000 $2,550,000 $32,630
2022 $437,457 $1,224,882 $1,662,339 $21,455
2021 $428,880 $1,200,865 $1,629,745 $21,103
2020 $424,483 $1,188,552 $1,613,035 $20,789
2019 $416,160 $1,165,248 $1,581,408 $20,390
2018 $408,000 $1,142,400 $1,550,400 $19,969
2017 $267,302 $540,975 $808,277 $10,810
2016 $262,061 $530,368 $792,429 $10,257
2015 $258,125 $522,402 $780,527 $10,055
2014 $253,069 $512,169 $765,238 $9,811
2013 $251,926 $509,855 $761,781 $9,565
2012 $246,987 $499,858 $746,845 $9,468
2010 $242,145 $490,057 $732,202 $8,748
2009 $240,907 $487,551 $728,458 $8,941
2008 $236,184 $477,992 $714,176 $8,552
2007 $231,553 $468,620 $700,173 $8,440

Property facts

Year built
1965
Property type
single_family
Stories
1
Beds
4
Baths
2
Living area
1,557 sqft
Lot size
6,444 sqft
ZIP code
95032
City
Los Gatos
Street
Gregg Dr
Coordinates
37.24177, -121.92391

Comparable properties nearby

Block-level micro-comps

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

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$15,000
Gross rental yield
7.20%
Implied cap rate
4.68%
Trend-extrapolated value

Frequently asked questions

When did 249 Gregg Dr last sell?
249 Gregg Dr most recently sold on Apr 29, 2022 for $2,500,000.
What is the current tax assessment for 249 Gregg Dr?
The most recent total assessment for 249 Gregg Dr (year 2025) is $2,653,020 with $34,029 in property tax.
How does 249 Gregg Dr's assessment compare to its last sale price?
The current assessment is 6.1% above the last sale price of $2,500,000.
When was 249 Gregg Dr built?
249 Gregg Dr was built in 1965.
How does 249 Gregg Dr compare to others on Gregg Dr?
We track 6 other properties on Gregg Dr. Browse the list under "Other properties on Gregg Dr" to compare beds, baths, and sale history.
What are the property facts for 249 Gregg Dr?
249 Gregg Dr is a 4 bed, 2 bath, 1,557 sqft, 6,444 sqft lot single_family.
Is 249 Gregg Dr a flip candidate?
No — 249 Gregg Dr does not appear in our flips dataset.
Is 249 Gregg Dr a tax-appeal candidate?
No — 249 Gregg Dr 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
+0.9%
Implied 1-yr
+3.7%
2026 Q3
$2.93M
2026 Q4
$2.95M
ZIP 95032 — Median Price History + Forecast

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