Greg Simpson

Los Gatos CA

KW Bay Area Estates

89 Closed Sales

$313.7M Total Value

$1.3M - $11.9M Price Range

$3.5M Average Price

Prior 5 years

About Greg

Greg’s mission is to provide a “wow” experience for his client’s by continuously focusing on delivering unparalleled customer service while achieving maximum results. Turning his client’s goals and dreams into reality are accomplished by the combination of, but not limited to, effective listening, setting expectations, hard work, skilled negotiations, market knowledge, situation experience, clear communication, a positive and high-energy attitude, as well as an efficient use of resources.

Home Types: House, MultiFamily, Townhouse, Condo

Years of Experience: 19

Education: California Polytechnic State University-San Luis Obispo

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	14
Total Value	$69,775,500
Average Sale Price	$4,983,964
Price Range	$1.5M - $11.9M

Buyer Deals
Total Deals	10
Total Value	$51,358,000
Average Sale Price	$5,135,800
Price Range	$1.7M - $11.4M

1 Year View by Quarter

Seller Deals
Total Deals	26
Total Value	$111,850,500
Average Sale Price	$4,301,942
Price Range	$1.3M - $11.9M

Buyer Deals
Total Deals	11
Total Value	$58,208,000
Average Sale Price	$5,291,636
Price Range	$1.7M - $11.4M

2 Year View by Quarter

Seller Deals
Total Deals	64
Total Value	$223,946,052
Average Sale Price	$3,499,157
Price Range	$921K - $11.9M

Buyer Deals
Total Deals	25
Total Value	$89,758,476
Average Sale Price	$3,590,339
Price Range	$1.2M - $11.4M

5 Year View

Neighborhoods Greg is Experienced In

Greg's Active Listings

$2,898,000
- 4 Beds
- 4 Baths
- 2,111 Sq Ft
18867 Montalvo Oaks Cir

Los Gatos, CA
Fabulous and immaculate home in desired Montalvo Oaks development. Built just 5 years ago with modern high-end fixtures and finishes. Premium gourmet kitchen with award winning Hestan appliances including 48" 5-burner gas range + griddle, u-line beverage center, Orinda style white cabinets, waterfall quartz counter-top, & pantry. The open concept floorplan is perfect for luxury living. Spacious

Greg Simpson KW Bay Area Estates

Recently Sold

$1,492,500

Sold May 14, 2026
- 1 Bed
- 2 Baths
- 1,347 Sq Ft
223 Casitas Bulevar

Los Gatos, CA
- 4% Below List
- $1,108/SF
- 14 Days On Market
- Current Est. Value $2M
Greg Simpson KW Bay Area Estates

$6,775,000

Sold Apr 21, 2026
- 6 Beds
- 7 Baths
- 5,701 Sq Ft
16781 Littlefield Ln

Los Gatos, CA
- 5% Above List
- $1,188/SF
- 9 Days On Market
- Current Est. Value $7M
Greg Simpson KW Bay Area Estates

$4,100,000

Sold Mar 24, 2026
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
49 Fillmer Ave

Los Gatos, CA
- 6% Above List
- $1,673/SF
- 5 Days On Market
- Current Est. Value $4M
Greg Simpson KW Bay Area Estates

$3,200,000

Sold Mar 13, 2026
- 4 Beds
- 3 Baths
- 1,996 Sq Ft
491 Bird Ave

Los Gatos, CA
- 11% Above List
- $1,603/SF
- 9 Days On Market
- Current Est. Value $3M
Greg Simpson KW Bay Area Estates

$5,325,000

Sold Jan 9, 2026
- 5 Beds
- 7 Baths
- 7,004 Sq Ft
20750 Lost Ranch Rd

San Jose, CA
- 3% Below List
- $760/SF
- 8 Days On Market
- Current Est. Value $5M
Greg Simpson KW Bay Area Estates

$11,888,000

Sold Nov 7, 2025
- 5 Beds
- 6.5 Baths
- 6,493 Sq Ft
15906 Cuvilly Way

Saratoga, CA
- $1,831/SF
- 10 Days On Market
- Current Est. Value $9M
Greg Simpson KW Bay Area Estates

$6,500,000

Sold Oct 14, 2025
- 5 Beds
- 5.5 Baths
- 4,379 Sq Ft
106 Longmeadow Dr

Los Gatos, CA
- 4% Below List
- $1,484/SF
- 16 Days On Market
- Current Est. Value $7M
Greg Simpson KW Bay Area Estates

$3,150,000

Sold Sep 2, 2025
- 4 Beds
- 2.5 Baths
- 2,093 Sq Ft
18709 Metler Ct

Saratoga, CA
- 2% Below List
- $1,505/SF
- 11 Days On Market
- Current Est. Value $3M
Greg Simpson KW Bay Area Estates

$4,350,000

Sold Aug 15, 2025
- 4 Beds
- 3.5 Baths
- 3,553 Sq Ft
109 Johnson Hollow

Los Gatos, CA
- 1% Below List
- $1,224/SF
- 11 Days On Market
- Current Est. Value $5M
Greg Simpson KW Bay Area Estates

Agent License: California 01449209

Greg Simpson

(669) 238-4976

Homes for Sale by City

Greg Simpson

About Greg

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Greg is Experienced In

Greg's Listings and Deals

Greg's Active Listings

Recently Sold