21089 Greenleaf Dr, Cupertino, CA 95014
OFF MARKET

$4,647,600

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 3,357 sqft

21089 Greenleaf Dr, Cupertino, CA 95014

Garden Gate
Est. Refi. Payment $28,405/mo*
Refinance Your Home
Currently Off Market - Sold May 30, 2013 for $2,420,000

Home Value

Trulia Estimate
$4.65M
Since last month
Decreased$62K (-1.3%)
Since last year
Increased$67K (+1.5%)
Since last sale
Increased$2M (+93.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$4.67M
July 2026$4.74M
June 2026$4.71M
May 2026$4.89M
April 2026$4.96M
March 2026$4.9M
February 2026$4.74M
January 2026$4.57M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.20
Single-Family Home
$5,100,000
04/08/26
5
3.5
3,362
0.18
Single-Family Home
$5,400,000
03/20/26
6
3.5
3,668
0.37
Single-Family Home
$3,825,000
10/17/25
5
4
3,141
0.32
Single-Family Home
$3,250,000
02/27/26
5
3
2,611
0.19
Single-Family Home
$3,725,000
06/11/26
4
2.5
2,138
0.28
Single-Family Home
$3,300,000
11/12/25
4
2.5
2,396
0.12
Single-Family Home
$4,175,000
04/16/26
4
2
1,889
0.30
Single-Family Home
$3,375,000
06/12/26
4
2.5
2,127
0.28
Single-Family Home
$4,230,000
01/20/26
4
2.5
2,127
0.30
Single-Family Home
$4,100,000
12/23/25
4
2.5
2,127

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.12
$4,175,000
4
2
1,889
Recently Sold
0.14
$4,743,600
5
5.5
3,813
Off Market
0.13
$2,530,700
3
1
891
Off Market
0.17
$5,420,500
6
6.5
4,491
Off Market
0.17
$3,694,200
4
2.5
2,464
Off Market
0.16
$4,810,500
4
4.5
2,934
Off Market
0.18
$5,400,000
6
3.5
3,668
Recently Sold
0.20
$5,100,000
5
3.5
3,362
Recently Sold
0.21
$4,671,500
5
5
3,778
Off Market
0.19
$3,725,000
4
2.5
2,138
Recently Sold
0.21
$1,609,100
3
3
1,596
Off Market
0.21
$2,013,100
4
3.5
1,933
Off Market

Local Information

  • Map ViewExplore the area around 21089 Greenleaf Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2006
Living Area
3,357 sqft
Price/Sqft
$1,384
Parking
Garage

About this House

Fabulous two story home built in 2006. Top rated Cupertino Schools located next to Garden Gate Elementary. Home is impeccably maintained by original owner. Call Listing Agent regarding offers. Chandelier at front entrance is not included in price.
21089 Greenleaf Dr, Cupertino, CA 95014 is a 5 bedroom, 6 bathroom, 3,357 sqft single-family home in Garden Gate, built in 2006. It last sold for $2,420,000 on May 30, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,647,600, with a rent estimate of $7,917/month.

Home Details for 21089 Greenleaf Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2006Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
May 30, 2013
Source: N/A
Sold
$2,420,000
May 5, 2013
Source: Agent Provided
Listed For Sale
$2,295,000
Jan 18, 2006
Source: N/A
Sold
$1,710,000
May 28, 2004
Source: N/A
Sold
$812,000

Market trends in Cupertino

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$3.21M
$31.67K
MoM
Sale-to-List Price
102.0%
2.2%
MoM
Price per sq ft
$1.52K
$41
MoM
Available listings
81

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Garden Gate

At least 25 Trulia users voted on each feature.
  • 97 % Say there are sidewalks

  • 88 % Say parking is easy

  • 81 % Say it's quiet

  • 75 % Say car is needed

  • 73 % Say it's walkable to grocery stores

  • 70 % Say kids play outside

  • 69 % Say it's dog friendly

  • 68 % Say it's walkable to restaurants

  • 67 % Say people would walk alone at night

  • 63 % Say there's holiday spirit

  • 60 % Say streets are well-lit

  • 45 % Say yards are well-kept

  • 44 % Say they plan to stay for at least 5 years

  • 39 % Say neighbors are friendly

  • 37 % Say there are community events

  • 32 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Contractorsdir
    "A number of startup to large internet companies with residential communities. Also, a very Large Indian population. "

LGBTQ Local Legal Protections

Frequently asked questions about 21089 Greenleaf Dr

  • What is 21089 Greenleaf Dr estimated to be worth?
    Trulia's estimated value for 21089 Greenleaf Dr in Cupertino, CA is $4,647,600.
  • What is the price history for 21089 Greenleaf Dr?
    21089 Greenleaf Dr in Cupertino, CA last sold for $2,420,000 in May 2013.
  • Is Cupertino a buyer's or seller's market?
    Cupertino is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Cupertino?
    The median sale price in Cupertino is $3.21M. That is up $31.67K from the prior month.
  • How big is the lot at 21089 Greenleaf Dr?
    The lot at 21089 Greenleaf Dr in Cupertino, CA is about 0.24 acres (10,454 sq ft).
  • Does 21089 Greenleaf Dr have a garage?
    Yes, 21089 Greenleaf Dr in Cupertino, CA has a garage.

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Off Market Homes Near 21089 Greenleaf Dr

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