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$1,199,000
18 Days On Site

4399 Glenwood Drive
Scotts Valley, CA 95066

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,400
SqFt
$856
/SqFt
1993
Built
County:
Santa Cruz
Listed by of Lisa Dailey-goodrich of Miritz & Bailey Real Estate, Inc (831) 325-6320
Call Now: (408) 868-2620
Is this the listing for you? We can help make it yours.
(408) 868-2620
4399 Glenwood Drive4399 Glenwood Drive4399 Glenwood Drive4399 Glenwood Drive
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TWO HOUSES! Discover a rare dual-residence opportunity perfectly blending mountain serenity with everyday convenience nestled at the border of Scotts Valley & Los Gatos in the coveted Santa Cruz Mountains, This unique property features two 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.

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Listing Snapshot
Price 
$1,199,000
Days On Site 
18 Days
Bedrooms 
3
Inside Area (SqFt) 
1,400 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.4 Acres
Year Built 
1993
MLS® Number 
ML82053482
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
20 hours agoListing updated with changes from the MLS®
3 weeks agoListing first seen on site
General Features
Acres 
0.4
Cross Street 
Glenwood Cutoff
Direction Faces 
East
Disclosures 
https://app.glide.com/share/59XzBHHaFoShPlOuTOKMmF/
Foundation 
Concrete Perimeter
Number Of Stories 
2
Parking 
Off Street
Parking Spaces 
5
Property Sub Type 
Single Family Residence
SqFt Total 
1400
Style 
Traditional
Utilities 
PropaneCable Available
Water Source 
Well
Zoning 
RA
Interior Features
Appliances 
DishwasherRefrigeratorGas CooktopRange HoodGas OvenSelf Cleaning OvenWasher/Dryer
Cooling 
Attic FanOther
Electric 
Generator
Flooring 
CarpetLaminateTileWood
Heating 
Heat PumpWall Furnace
Interior 
Vaulted Ceiling(s)Master DownstairsHigh CeilingsWalk-In Closet(s)
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Exterior Features
Construction Details 
Frame
Exterior 
BalconyStorage
Fencing 
Fenced
Lot Features 
Back Yard
Other Structures 
Storage
Patio And Porch 
Patio
Pool Features 
None
Roof 
ShingleCompositionRolled/Hot Mop
View 
HillsForestRiver
Waterview 
HillsForestRiver
Community Features
School District 
Scotts Valley Unified
Schools
School District
Scotts Valley Unified
Elementary School
Vine Hill Elementary
Middle School
Scotts Valley Middle
High School
Scotts Valley High
Listed by of Lisa Dailey-goodrich of Miritz & Bailey Real Estate, Inc (831) 325-6320



The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than eXp Realty are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, MLS Listings, Inc..
Last checked: 2026-07-27 03:25 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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