Open House LogoIn-Person: 09/06 1:00 PM - 4:00 PM
$1,199,000
 $6,436 est/mo Sourced by Back At You

4399 Glenwood Drive,Scotts Valley, CA 95066

Scotts Valley, CA 95066

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Description

TWO HOUSES in rare historic setting overlooking the 1880s Glenwood Train Turnaround & bordering the Glenwood to Wrights rail tunnel! Discover a rare dual-residence opportunity perfectly blending mountain serenity, historic rail heritage & everyday convenience, nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains. This unique property features 2 fully independent homes surrounded by tranquil wooded views, open pastures & a seasonal creek. 4399 Glenwood Dr is a meticulously maintained & updated 3BR/2BA sanctuary offering 1400 SF of warm living space. The home sits within a fully fenced, private oasis combining peaceful seclusion with effortless access to Highway 17, Santa Cruz beaches & Silicon Valley employment hubs. 4401 Glenwood Dr is tucked privately behind the main house on it's own private right of way. This updated 1BR/1BA, 530 SF home serves as an ideal source for rental income, multi-generational living, or guest accommodations. While the residences share a private well & whole-house backup generator, they provide complete independence with separate parcels, individual septic systems, & dedicated PG&E meters. Enjoy this versatile property that seamlessly balances premium lifestyle, a prime commuter location & long-term income potential.

Details

MLS #ML82054170
Listing TypeFor Sale
StyleDuplex
Sub-TypeResale
StatusActive
Year1993
Days On Site54
Listing Provided ByMiritz & Bailey Real Estate, Inc | Lisa Dailey-goodrich

Features

SQ Feet1,930
Story(s)2
Building(s)2
ZoningRA
Acreage0.40
Property ViewYes

Interior

CoolingWhole House Fan
HeatingWall Furnace
Heating Yes / NoYes
Cooling Yes / NoYes
Interior FeaturesLoft
AppliancesDishwasher, Gas Cooktop, Gas Oven, Refrigerator, Range Hood, Self Cleaning Oven

Exterior

RoofComposition, Shingle
Foundation DetailsConcrete Perimeter

Parking

Parking FeaturesOff Street, Uncovered
Garage Yes / NoNo

Taxes

Property11242

Area Information

StateCA
CountySanta Cruz
CityScotts Valley
Zip Code95066
Area699 Not Defined
Listing VS Median (in 95066)
Price:
$1,199,000
low | high
Med:
$1,150,000
54.086738949124% of Average
sqft:
1,930
low | high
Med:
1,514
71.554404145078% of Average
$ / sqft:
$621
low | high
Med:
$760
27.732764974775% of Average
On site:
54
low | high
Med:
4
100% of Average
Sourced by Back At You

Market Activity 95066

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Learn More About This Property

Open House
In-Person
09/06 1:00 PM - 4:00 PM
StateCA
CountySanta Cruz
CityScotts Valley
Zip Code95066
Area699 Not Defined
Listing VS Median (in 95066)
Price:
$1,199,000
low | high
Med:
$1,150,000
54.086738949124% of Average
sqft:
1,930
low | high
Med:
1,514
71.554404145078% of Average
$ / sqft:
$621
low | high
Med:
$760
27.732764974775% of Average
On site:
54
low | high
Med:
4
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $899K - $1.498M
sqft: 1,000 - 2,000
Nearby Listings Property ImageNearby Listings Details
4399 Glenwood Drive Property Photo 1
$1,199,000
4399 Glenwood Drive
Scotts Valley, CA 95066
Listing Updated: September 5, 2026 at 10:42:13 AM PDT
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