62 photos · MLS data verified October 8, 2026 · Updated every 15 min
$1,449,000
Active
3 Beds·3 Baths·2,889 sqft·11,356 sqft lot·Built 1990
21386 Sunnyside Rd, Los Gatos, CA 95033
Listed 256 days ago · | MLS# ML82032455
$501/sqft -62.4% vs Los Gatos single family home median ($1,332/sqft, 2026)
21386 Sunnyside Rd is a 3-bedroom, 3-bath single family home in Los Gatos 95033 with 2,889 square feet of living space, built in 1990. It is listed at $1,449,000, or $501 per square foot. The 2026 median sale price for a Los Gatos single family home is $3M, and the most recent 3-bedroom sales in 95033 closed between $755,000 and $1,375,000 ($419 to $881 per square foot).
Est. $9,290/moP&I $7,519 · Tax $1,509 · Insurance $262 · HOA $0Assumes 20% down ($289,800) at 6.75% · Contact Timothy for a lender referralAegis Luxury Real Estate is a licensed California real estate brokerage (DRE# 01328224) and is not a mortgage lender, mortgage broker, or loan originator. The figures shown are estimates for general reference only and do not constitute a loan offer, pre-approval, pre-qualification, or commitment to lend. Estimates use a property tax rate of 1.25% of home price annually. Actual rates, payments, taxes, and insurance vary by lender and borrower qualifications. Contact Timothy for a referral to one of our preferred lending partners.
Single Family Price Position in Los Gatos
$1.2M$4.9M
97Active in Los Gatos
106Active Single Family Homes
12Median DOM, Sep
$1,211Median $/SqFt, 2026
102.5%Sale-to-List, Sep
3.6 moInventory
For HomeownersOwn a home in Los Gatos? Los Gatos homes sold at 102.5% of list price in a median of 12 days in September 2026.See What Yours Would Sell For →
Why This Home Stands Out
🏠
3 Bed / 3 Bath, 2,889 sqft
Built in 1990, attached 1-car garage.
💰
$1,449,000, Below the 2026 Los Gatos Single Family Median of $3M
$501/sqft against a 2026 Los Gatos single family home median of $1,332/sqft (62.4% below).
Best fit forActive BuyersLos Gatos SearchersMove-Up / Move-In
About 21386 Sunnyside Rd
Impressive Aldercroft Heights view property, only 10 minutes/6 miles from downtown Los Gatos! Featuring a spacious living room with beamed ceiling, woodburning fireplace, and multiple picture windows framing stunning mountain views... flooding the home with natural light. Gleaming hardwood floors throughout the open concept, upper-level living areas. Formal dining area with vaulted ceiling, bay window. Beautiful kitchen features granite countertops & stainless appliances, vaulted ceiling with skylights. Separate family room/den, or study, with slider to brick patio. Potential 4th bedroom - includes built-in closet and ensuite full bath. Gorgeous primary suite with hardwood flooring, double sliders open to expansive front deck with mountain views. Oversize jetted tub, stall shower and double vanity. Two further bedrooms on lower level, & 3rd full bath. Large recessed laundry area with sink, offers potential for 2nd kitchen. Wine cellar! 3 levels of spacious decking for entertaining or basking in the sun. Enjoy panoramic mountain views from every part of the property! Large walk-in basement, tons of storage areas. 1 car garage and ample driveway parking. Incredible value for a large 1990 quality-built home in the coveted Los Gatos school district - just a few minutes from LGHS!
MLS ID #ML82032455, Rebecca Smith. Listing provided by Christie's International Real Estate Sereno · MLSListings Inc.
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Property Details for 21386 Sunnyside Rd
Overview
- Property Type
- Single Family Residence
- Year Built
- 1990
- Stories
- 3
- Bedrooms
- 3
- Bathrooms
- 3 Full
- Living Area
- 2,889 sqft
- Lot Size
- 11,356 sqft (0.26 acres)
- Price/sqft
- $501
- Status
- Active
Interior
- Primary Bedroom
- Inverted floor plan, Primary suite retreat, Bedroomon ground floor2plus
- Kitchen
- Countertop, granite
- Appliances
- Cooktop gas, Oven electric, Dryer, Washer
- Fireplace
- Living room, Wood burning
- Heating
- Central forced air, Propane
- Cooling
- None
- Flooring
- Carpet, Hardwood, Tile
- Laundry
- Inside, In utility room
- Family Room
- Separate family room
- Interior Features
- One or more skylights, Vaulted ceiling, Open beam ceiling, Inverted floor plan
Exterior and Parking
- Garage
- Attached, 1 space
- Roof
- Composition
- Foundation
- Concrete perimeter
- View
- Canyon, Mountains
- Lot Features
- Grade sloped up
- Zoning
- HS
Community and HOA
- Utilities
- Propane, Public
- County
- Santa Clara
- City
- Los Gatos
- ZIP Code
- 95033
Schools
- School District
- Los Gatos Union Elementary
- Los Gatos Schools
- View Los Gatos schools
Listing
- MLS Number
- ML82032455
- Listed
- January 25, 2026
- Days on Market
- 256
- Listing Agent
- Rebecca Smith
- Listing Brokerage
- Christie's International Real Estate Sereno
- Data Verified
- October 8, 2026
Source: MLSListings Inc. School attendance boundaries are set by the district and can change; verify directly with the district.
Free from Aegis · Updated for October 2026
Three Los Gatos Reports the Listing Does Not Give You
📄Los Gatos Market ReportFree 9-page PDF with bedroom breakdowns, comp data and pricing trends, updated monthly.Email Me the Report →📋Los Gatos Buyer BriefA personalized brief with comp data, offer strategy and neighborhood context.Email Me the Report →🎯Los Gatos Offer StrategyComp analysis and bid recommendations before you write an offer on this home.Email Me the Report →
Location
21386 Sunnyside Rd, Los Gatos, CA 95033 · Santa Clara County
Market Context
Price Positioning
$ Price context: Listed at $501/sqft vs a 2026 Los Gatos single family home median of $1,332/sqft (62.4% below).
$ Sale-to-list: Los Gatos sales closed at 102.5% of list price in September 2026.
⏲ Velocity: City median 12 days (September 2026). This home: 256 days.
🏠 Inventory: 38 3-bedroom homes and 106 single family homes currently active in Los Gatos.
🔍 Compare: all 3-bedroom homes in Los Gatos, Los Gatos single family homes and Los Gatos homes $1M - $2M.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
Want to know what this home will actually sell for? Get a data-backed offer range based on recent comparable sales.
Get My Offer Range →Frequently Asked Questions
Listed at $1,449,000 ($501/sqft). The 2026 median for a Los Gatos single family home is $1,332/sqft, which puts this home 62.4% below it. The most recent 3-bedroom sales in 95033 closed at $419 to $881 per sqft.
Listed January 25, 2026. That is 256 days on market as of October 8, 2026. The Los Gatos median was 12 days on market in September 2026.
Est. $9,290/mo with 20% down ($289,800) at 6.75%. That is principal and interest $7,519, property tax $1,509 and insurance $262. The assumptions and lender disclosure are with the payment estimate at the top of this page.
There are 97 active listings in Los Gatos: 38 are 3-bedroom and 106 are single family homes. At $1,449,000 this home is below the 2026 Los Gatos single family home median sale price of $3M. Los Gatos sales closed at 102.5% of list price in September 2026.
The most recent 3-bedroom sales in Los Gatos 95033 closed at $755,000 and $1,375,000, or $419 to $881 per sqft. Across all property types, the 2026 Los Gatos median is $1,211 per sqft, and the September median was 12 days on market.
Yes. As of October 8, 2026, 21386 Sunnyside Rd is an active listing at $1,449,000. It is a 3-bedroom, 3-bath single family home.
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Broker · DRE# 01328224 · Over 23 Years Experience
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$2.4MMedian Sale Price, Sep-9.4% vs Last Year
12Median DOM, Sep-2 days vs Last Year
97Active Listings-19.2% vs Last Year
102.5%Sale-to-List, Sep+2.0% vs Last Year
For Homeowners
Get My Home's Value
What would your Los Gatos home sell for today?
Los Gatos homes sold at 102.5% of list price in a median of 12 days in September 2026.
102.5%Sale-to-List, Sep
12Median Days, Sep
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Schools in Los Gatos
Aegis School Excellence Index
10
Los Gatos Union Elementary SD · K-5
10
Los Gatos Union Elementary SD · 6-8
8
Los Gatos-Saratoga Joint Union High SD · 9-12
School information is for general reference only. Contact districts directly for enrollment and boundary info.
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For Homeowners
Your neighbors are selling. Should you?
In September 2026, 27 homes sold in Los Gatos at a median sale price of $2.4M, and sales closed at 102.5% of list price.
27Sold (September 2026)
$2.4MMedian Sale Price
102.5%Sale-to-List (September 2026)
What happens when the right home lists and nobody knows you are looking for it?
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Latest Los Gatos Insights
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Buyers
See 21386 Sunnyside Rd before the weekend
Listed 256 days ago. Half of Los Gatos's September sales sold within 12 days on market, so early showings see the most competition.
Sellers
What would your Los Gatos home sell for?
27 homes sold in Los Gatos in September 2026 at a median sale price of $2.4M and 102.5% of list price.
Get My Home's Value →Questions
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Timothy Alston, Broker, DRE# 01328224. Over 23 years in Silicon Valley real estate.
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