4399 Glenwood Drive, Scotts Valley, CA 95066
Local realty services provided by:CENTURY 21 Masters
Listed by: lisa dailey-goodrich
Office: miritz & bailey real estate, inc
MLS#:82053482
Source:MLSListings
Price summary
- Price:$1,199,000
- Price per sq. ft.:$856.43
About this home
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....
Contact an agent
Home facts
- Year built:1993
- Listing ID #:82053482
- Added:68 day(s) ago
- Updated:September 15, 2026 at 11:39 AM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Carpet, Laminate, Tile, Wood
- Dining Description:Dining Area
- Bathrooms Description:1 Shower Over Tub, Full on Ground Floor, Tile, Updated Bath
- Kitchen Description:Dishwasher, Quartz Countertops, Refrigerator, Self Clean Oven
- Bedroom Description:Ground Floor Bedroom
- Living area:1,400 sq. ft.
Heating and cooling
- Cooling:Whole House / Attic Fan
- Heating:Heat Pump, Wall Furnace
Structure and exterior
- Roof:Composition, Rolled Composition, Shingle
- Year built:1993
- Building area:1,400 sq. ft.
- Lot area:0.4 Acres
- Lot Features:Mostly Level
- Architectural Style:Traditional
- Exterior Features:Automatic Sprinkler(s), Balcony/Patio, Drought Tolerant Plants, Fenced Yard, Sprinklers - Lawn
- Foundation Description:Concrete Perimeter
Schools
- High school:Scotts Valley High
- Middle school:Scotts Valley Middle
- Elementary school:Vine Hill Elementary
Utilities
- Water:Well
- Sewer:Existing Septic, Septic Connected
Finances and disclosures
- Price:$1,199,000
- Price per sq. ft.:$856.43
Features and amenities
- Laundry features:Washer/Dryer
- Amenities:Cable TV Available, High Ceiling, Vaulted Ceiling
Parking
- Parking description:Off Street Parking, Uncovered Parking
New listings near 4399 Glenwood Drive
- New
$271,000Active1 beds 1 baths566 sq. ft.5344 Scotts Valley Drive #20, Scotts Valley, CA 95066
MLS# ML82061172Listed by: DAVID LYNG REAL ESTATE - Open Sun, 1 to 4pmNew
$525,000Active4 beds 2 baths1,695 sq. ft.444 Whispering Pines Drive, SCOTTS VALLEY, CA 95066
MLS# 82059932Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE SERENO - New
$1,600,000Active3 beds 3 baths3,079 sq. ft.465 Sugarloaf Road, SCOTTS VALLEY, CA 95066
MLS# 82051328Listed by: COMPASS - New
$1,499,000Active3 beds 2 baths1,982 sq. ft.304 Nelson Road, SCOTTS VALLEY, CA 95066
MLS# 82060713Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE SERENO - New
$199,000Active1.11 AcresAddress Withheld By Seller, Scotts Valley, CA 95066
MLS# ML82060503Listed by: MARINI & LOCATELLI PROPERTY MANAGEMENT - Open Sun, 1 to 4pmNew
$525,000Active4 beds 2 baths1,695 sq. ft.444 Whispering Pines Drive #174, Scotts Valley, CA 95066
MLS# ML82059932Listed by: CHRISTIE'S INTERNATIONAL REAL ESTATE SERENO - New
$519,900Active3 beds 2 baths1,108 sq. ft.444 Whispering Pines Drive, SCOTTS VALLEY, CA 95066
MLS# 82059041Listed by: KW THRIVE SANTA CRUZ - Open Sun, 1 to 4pmNew
$1,100,000Active2 beds 2 baths1,987 sq. ft.552 Bean Creek Road, SCOTTS VALLEY, CA 95066
MLS# 82059813Listed by: ANDERSON CHRISTIE, INC.
$1,150,000Active3 beds 2 baths1,514 sq. ft.433 Navarra Drive, SCOTTS VALLEY, CA 95066
MLS# 82059248Listed by: SHERMAN & BOONE REALTORS- Open Sun, 1 to 4pm
$1,100,000Active2 beds 2 baths1,987 sq. ft.552 Bean Creek Road #94, Scotts Valley, CA 95066
MLS# ML82059813Listed by: ANDERSON CHRISTIE, INC.