$1,299,000 - 4399 Glenwood Drive, Scotts Valley

  • 3Beds
  • 2Baths
  • 1,400SQ. Feet
  • 0.40Acres

Scotts Valley Home For Sale

Discover the perfect blend of mountain serenity and everyday convenience at this exceptional dual-residence property on the border of Scotts Valley and Los Gatos in the coveted Santa Cruz Mountains. Surrounded by natural beauty, 4399 Glenwood Drive is a meticulously maintained and thoughtfully updated 3 bedroom, 2 bath home offering +-1400 SF of warm, inviting living space. Set within a fully fenced private oasis, the home combines peaceful seclusion with effortless access to Highway 17, placing Santa Cruz beaches and Silicon Valley employment hubs just minutes away. Privately positioned behind the main residence on its own private right of way, 4401 Glenwood Drive is a charming updated 1 bedroom, 1 bath, +-530 SF second home. Ideal for rental income, multi-generational living or guests, this fully independent unit offers exceptional flexibility and long-term value. The homes share a well and whole house generator, while each residence maintains its own parcel, septic system, and PG&E meters providing both autonomy and convenience. Enjoy tranquil wooded surroundings, open pastures and views of a seasonal creek from this peaceful and versatile property--an opportunity that seamlessly blends lifestyle, location and income potential.

Sales Agent

Sam Smith
  • Sam Smith
  • San Clemente Realtor ®
  • Phone: 949-204-5110
  • Cell: 949-204-5110
  • Contact Agent Now

Amenities

  • Parking Spaces5
  • ParkingOff Street, Uncovered
  • GaragesOff Street, Uncovered
  • ViewHills, Trees/Woods, River

School Information

  • DistrictOther
  • ElementaryOther
  • MiddleScotts Valley
  • HighOther

Essential Information

  • MLS® #ML82037469
  • Price$1,299,000
  • Bedrooms3
  • Bathrooms2.00
  • Full Baths2
  • Square Footage1,400
  • Acres0.40
  • Year Built1993
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleTraditional
  • StatusActive
  • Listing AgentLisa Dailey-goodrich
  • Listing OfficeMiritz & Bailey Real Estate, Inc

Exterior

  • RoofComposition, Shingle
  • FoundationConcrete Perimeter

Additional Information

  • Date ListedMarch 6th, 2026
  • Days on Market35
  • ZoningRA
  • Short SaleN
  • RE / Bank OwnedN

Community Information

  • Address4399 Glenwood Drive
  • Area699 - Not Defined
  • CityScotts Valley
  • CountySanta Cruz
  • Zip Code95066

Interior

  • InteriorCarpet, Wood
  • Interior FeaturesLoft
  • AppliancesDishwasher, Gas Cooktop, Gas Oven, Refrigerator, Range Hood, Self Cleaning Oven
  • HeatingWall Furnace
  • CoolingWhole House Fan
  • # of Stories2

Similar Type Properties to ML82037469, 4399 Glenwood Drive, Scotts Valley

Back to Results

Scotts Valley 4 Bluehill Court

$1,558,000
Scotts Valley,
3 Beds
3 Baths
2,226 SqFt
8 Days On Market
Community:

Scotts Valley 590 Sherman Drive

$1,299,000
Scotts Valley,
3 Beds
2 Baths
1,395 SqFt
10 Days On Market
Community:

Scotts Valley 423 Nelson Rd.

$1,550,000
Scotts Valley,
4 Beds
3 Baths
3,412 SqFt
276 Days On Market
Community:

Scotts Valley 199 Glenwood Drive

$1,050,000
Scotts Valley,
3 Beds
2 Baths
1,625 SqFt
2 Days On Market
Community:

Similar Neighborhoods to "" in Scotts Valley, California

Back to Results

  • City:
    Scotts Valley
  • Price Range:
    $599,000 - $3,995,000
  • Current Listings:
    41
  • HOA Dues:
    $201
  • Average Price per Square Foot:
    $719

Back to Search Results

Based on information from California Regional Multiple Listing Service, Inc. as of April 10th, 2026 at 8:56am PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.