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4399 Glenwood Drive

Scotts Valley, CA 95066
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Bed 3

Bed

Bath 2

Bath

SqFt1,400

Sqft

SqFt17,424

Sqft(Lot)

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 be hind 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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Detail Ic Property Details

Property Type : Residential

Price : $1,199,000

AD Id : 87765372

MLS Id : ML82053482

Beds : 3

Lot Size : 17,424 Sqft

Living Area Size : 1,400

Year Built : 1993

County : Santa Cruz

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Roofing Information

    Composition, Shingle

    Flooring Information

    Carpet, Laminate, Tile, Wood
  • Interior Features

    Loft
    Roof: Composition, Shingle
    Appliances: Dishwasher, GasCooktop, GasOven, Refrigerator, RangeHood, SelfCleaningOven
  • Heating & Cooling

    Has Heating: Yes Heating: HeatPump, WallFurnace Has Cooling: Yes Cooling: WholeHouseFan

  • Building Information

    Year Built: 1993
    Private Pool: No
    View: Hills, River, TreesWoods

  • Lot Information

    Main Square Feet: 17424 Lot Size Acres: 0.4 Lot Size Source: Other Lot Size Square Feet: 17,424

  • Listing Price Information

    Listing Price: $1199000
    FHA

  • Tax Information

    Parcel Number: 09306104000

  • School Information

    Elementary School: Other Junior High School: Scotts Valley Senior High School: Other
  • Location Information

    Direction: Highway 17 north or south, exit on Glenwood Cutoff, right on Glenwood Dr, 1/2 mile north on left side of road. Alternate route; 4.9 miles north on Glenwood Dr. from the Granite Creek exit/intersection off Highway 17. Cross Street: Glenwood Cutoff WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Bean Creek Road #94, Scotts Valley, CA, 95066 $1,199,500 2 2 1,957 --
227 Sandraya Heights Road, Scotts Valley, CA, 95066 $3,195,000 4 5 3,776 21,780 Sqft
480 Quail Ridge Road, Scotts Valley, CA, 95066 $1,795,000 3 3 3,438 446,534 Sqft
345 Eagle Road, Scotts Valley, CA, 95066 $1,499,000 3 3 2,700 63,206 Sqft
4180 Glenwood Drive, Scotts Valley, CA, 95066 $1,999,000 4 3 2,000 597,207.60 Sqft
7034 Scotts Valley Drive, Scotts Valley, CA, 95066 $2,190,000 4 5 3,609 45,259 Sqft
795 Tabor Drive, Scotts Valley, CA, 95066 $2,350,000 4 3 2,614 32,234 Sqft
359 Canham Road, Scotts Valley, CA, 95066 $2,495,000 3 2 1,875 512,309 Sqft
650 Tabor Way, Scotts Valley, CA, 95066 $1,299,000 4 3 1,899 0.17 Acre
470 Tabor Drive, Scotts Valley, CA, 95066 $1,425,000 4 3 2,386 5,663 Sqft

The information being provided by Miami Association of REALTORS® is for the consumer's personal, non-commercial use. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Miami Association of REALTORS®. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Miami Association of REALTORS® and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2026 Miami Association of REALTORS®. All rights reserved.

ByOwner last updated this listing 09/06/2026 @ 21:48

MLS: ML82053482 LISTED BY: Lisa Dailey-goodrich, Miritz & Bailey Real Estate, Inc 831-588-4528 SOURCE: CRMLS

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