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Ad #7758713
MLS #ML82053482
Listing photo

Discover a rare dual-residence opportunity perfectly blending

4399 Glenwood DR, Scotts Valley, CA 95066
$1,199,000
3Beds
2Baths
1,400Sqft
0.4Acres

About this property

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.

Property Features

3 Beds
2 Baths
1,400 Sqft
Built in 1993
0.4 Acres
Beachview
Off Street, Covered
Siding: Wood Frame
Shingle, Composition Roof
Wall Furnace, Heat Pump (Heating)

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Lisa Dailey-goodrich

Miritz & Bailey Real Estate, Inc.

831-325-6320

Location

Map
Listing Agent: Lisa Dailey-goodrich (License #: 02155959) 831-325-6320
Broker: Miritz & Bailey Real Estate, Inc. 831-588-4528 Listing Site
Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

Discover a rare dual-residence opportunity perfectly blending - photo 1
Discover a rare dual-residence opportunity perfectly blending - photo 2
Discover a rare dual-residence opportunity perfectly blending - photo 3
Discover a rare dual-residence opportunity perfectly blending - photo 4
Discover a rare dual-residence opportunity perfectly blending - photo 5
Discover a rare dual-residence opportunity perfectly blending - photo 6
Discover a rare dual-residence opportunity perfectly blending - photo 7
Discover a rare dual-residence opportunity perfectly blending - photo 8
Discover a rare dual-residence opportunity perfectly blending - photo 9
Discover a rare dual-residence opportunity perfectly blending - photo 10
Discover a rare dual-residence opportunity perfectly blending - photo 11
Discover a rare dual-residence opportunity perfectly blending - photo 12
Discover a rare dual-residence opportunity perfectly blending - photo 13
Discover a rare dual-residence opportunity perfectly blending - photo 14
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Discover a rare dual-residence opportunity perfectly blending - photo 17
Discover a rare dual-residence opportunity perfectly blending - photo 18
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Discover a rare dual-residence opportunity perfectly blending - photo 20
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Discover a rare dual-residence opportunity perfectly blending - photo 27
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Discover a rare dual-residence opportunity perfectly blending - photo 36
Discover a rare dual-residence opportunity perfectly blending - photo 37
Discover a rare dual-residence opportunity perfectly blending - photo 38
Discover a rare dual-residence opportunity perfectly blending - photo 39
Discover a rare dual-residence opportunity perfectly blending - photo 40
Discover a rare dual-residence opportunity perfectly blending - photo 41
Discover a rare dual-residence opportunity perfectly blending - photo 42
Discover a rare dual-residence opportunity perfectly blending - photo 43
Discover a rare dual-residence opportunity perfectly blending - photo 44
Discover a rare dual-residence opportunity perfectly blending - photo 45
Discover a rare dual-residence opportunity perfectly blending - photo 46
Discover a rare dual-residence opportunity perfectly blending - photo 47
Discover a rare dual-residence opportunity perfectly blending - photo 48
Discover a rare dual-residence opportunity perfectly blending - photo 49
Discover a rare dual-residence opportunity perfectly blending - photo 50

$1,199,000

3
Beds
2
Baths
1,400
Sqft

4399 Glenwood DR, Scotts Valley, CA 95066

By contacting this agent you agree to these Terms and Conditions.
Home California Scotts Valley
Discover a rare dual-residence opportunity perfectly blending - photo 1
Discover a rare dual-residence opportunity perfectly blending - photo 2
Discover a rare dual-residence opportunity perfectly blending - photo 3
Discover a rare dual-residence opportunity perfectly blending - photo 4
Discover a rare dual-residence opportunity perfectly blending - photo 5
MLS# ML82053482
Home For Sale

Discover a rare dual-residence opportunity perfectly blending

$1,199,000

4399 Glenwood DR, Scotts Valley, CA 95066

3
Beds
2
Baths
1,400
Sqft
0.4
Acres
$1,199,000
4399 Glenwood DR, Scotts Valley, CA 95066
3 Beds
2 Baths
1,400 Sqft
0.4 Acres
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.
33 days
on BeachHouse.com
11
views
0
saves

Property Details

HOME DETAILS

3 Beds
2 Baths
1,400 Sqft
Built in 1993
0.4 Acres

BEACH & VIEW

Beachview

EXTERIOR

Off Street, Covered
Siding: Wood Frame
Shingle, Composition Roof

INTERIOR

Wall Furnace, Heat Pump (Heating)
See More Details

Location

Map
Open in Google Maps

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Ad Statistics

Ad Number
7758713
Viewed
11 times
Listing Status
Active
Added
Jul 08, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
MLS Listings, Inc.
Source Property ID
ML82053482
Listing Agent: Lisa Dailey-goodrich (License #: 02155959) 831-325-6320
Broker: Miritz & Bailey Real Estate, Inc. 831-588-4528 Listing Site
Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
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ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com GolfHomes.com BarrierFreeHome.com
SUBSCRIBE
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Subscribe
X Facebook Instagram YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy