27 Cross Way, Los Gatos, California 95030, Los Gatos, 95030 - 2 bed, 2 bath
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27 Cross Way
Los Gatos, California 95030
ACTIVE
CONDITION: FAIR
2Beds
2Baths
866Sq Ft
2,220Lot Size
Property Price
LIST PRICE$1,699,000
EST. MARKET VALUE
$1,660,089
SUMMARY
This Charming Craftsman-style cottage is a Strong Value Opportunity, listed at $1,798,000—positioned well above the $1,719,163 Fair Market Value by 4%. While priced slightly above market, the property offers a Condition Rating of 4, featuring high-end Granite and Marble Kitchen finishes and Central A/C. Ideally located near Downtown Los Gatos, this home provides a premium lifestyle with access to award-winning schools. It is an ideal acquisition for Owner-Occupants seeking a turnkey residence or lifestyle-focused buyers prioritizing location and quality craftsmanship.
Estimated Market Value
$1,660,089
Based on Realkey algorithm analyzing recent comparable sales in Los Gatos.
Comparable Sales Map
Comparables within 1 miles sold in recently
Map unavailable.
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 27 Cross Way Subject 2 bd · 2 ba · 866 sqft · $1,917 | $1,699,000* List Price | 2 | 2 | 866 | $1,917 | - |
A 310 Tait Avenue Sold 1 bd · 1 ba · 764 sqft · $1,832 · 0.9 mi | $1,400,000 | 1 | 1 | 764 | $1,832 | 0.9 mi |
* Subject property listed price vs sold prices of comps.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Fair
TeardownExcellent
Property is moderate renovation needed.
Built in 1999, the property is 27 years old, placing it in the >20y category. While the home is exceptionally well-maintained with high-quality custom finishes and central A/C, the age of the original systems and late-90s styling meet the criteria for 'Fair' as it approaches the need for minor updates.
PROSSTRENGTHS & OPPORTUNITIES
- Prime Location
Situated in a highly desirable tree-lined neighborhood just moments from Downtown Los Gatos, offering immediate access to premium shopping, dining, and award-winning schools.
- High-End Craftsmanship
Built in 1999, this home features superior finishes including 9-foot ceilings, crown molding, hardwood floors, and a custom kitchen with granite, marble, and limestone surfaces.
- Modern Amenities
The property offers modern conveniences rare for smaller cottages, including central A/C, an attached garage, and a functional dropdown attic with standing-room storage.
CONSRISKS & DEFICIENCIES
- Limited Square Footage
At just 866 square feet, the interior living space is quite compact for a two-bedroom home, which may challenge buyers looking for more spacious common areas.
- Small Lot Size
The 2,220 square foot lot offers minimal outdoor space, providing a brick patio for dining but lacking a traditional private yard or garden area.
About 27 Cross Way
Rare opportunity just moments from Downtown Los Gatos! Charming Craftsman-style cottage built brand new in 1999, offering 2 bed, 2 baths in one of Los Gatos most desirable tree-lined neighborhoods. Bright and airy with 9-foot ceilings, large windows, hardwood floors, crown molding, and exceptional quality throughout. Beautiful custom kitchen with custom cabinetry, granite, marble, limestone, and stainless-steel appliances. French doors leading to brick patio for outdoor dining. Central A/C, attached garage with opener, and fantastic curb appeal. Dropdown attic ladder in garage with standing room storage area. Ideally located near downtown, shopping, dining, and award-winning Los Gatos schools.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1999
- Lot Size
- 2,220 Sq. Ft.
Interior
- Total Bedrooms
- 2
- Total Bathrooms
- 2 (2 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 2.0 | 3.8 |
| Baths | 2.0 | 3.0 |
| Square foot | 866 | 2,245.623 |
| Lot Size | 2,220 | 24,726.519 |
| Price | $1.70M | $2.78M |
| Price per sq ft | $2.0K | $1.2K |
| Built year | 1999 | 1970 |
| HOA | $0 | $194 |
| Days on market | 36 | 42 |
Pricing History
Listed for Sale
Oct 16, 2026
$1,699,000
$1,749,000
-3% Price Drop
Initial Listing
Price Change
Oct 5, 2026
$1,749,000
$1,798,000
-3% Price Drop
Initial Listing
Price Change
Sep 18, 2026
$1,798,000
Initial Listing
Sold
Jul 31, 2024
$1,700,000
Public Record
Sold
Mar 1, 2011
$900,000
Public Record
Sold
Oct 1, 1999
$580,000
Public Record
Sold
Dec 19, 1997
$149,000
Public Record