Greg Simpson Real Estate Agent - KW Bay Area Estates

18859 Montalvo Oaks Cir, Monte Sereno, CA For Sale $2,695,000 - listed by Greg Simpson — For Sale $2,695,000

Greg Simpson listing agent for 6635 Barnsdale Ct, San Jose, CA - sold for $2,198,007 — Sold $2,198,007

2112 Vizcaya Way, Campbell, CA For Sale $1,775,000 - listed by Greg Simpson — For Sale $1,775,000

Greg Simpson buyer's agent for 227 Howes Dr, Los Gatos, CA - sold for $2,570,000 — Sold $2,570,000

For Sale $540,000 - listed by Greg Simpson — For Sale $540,000

Greg Simpson

Los Gatos CA

KW Bay Area Estates

87 Closed Sales

$309.3M Total Value

$1.3M - $11.9M Price Range

$3.6M 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: 22

Education: California Polytechnic State University-San Luis Obispo

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	13
Total Value	$56,765,507
Average Sale Price	$4,366,577
Price Range	$1.5M - $11.9M

Buyer Deals
Total Deals	11
Total Value	$54,320,000
Average Sale Price	$4,938,182
Price Range	$1.7M - $11.4M

1 Year View by Quarter

Seller Deals
Total Deals	22
Total Value	$91,305,507
Average Sale Price	$4,150,250
Price Range	$1.3M - $11.9M

Buyer Deals
Total Deals	13
Total Value	$63,528,000
Average Sale Price	$4,886,769
Price Range	$1.7M - $11.4M

2 Year View by Quarter

Seller Deals
Total Deals	64
Total Value	$224,365,059
Average Sale Price	$3,505,704
Price Range	$921K - $11.9M

Buyer Deals
Total Deals	23
Total Value	$84,969,999
Average Sale Price	$3,694,348
Price Range	$1.2M - $11.4M

5 Year View

Areas Greg is Experienced In

Greg's Listings and Deals

Greg's Open Houses

$2,695,000
- 3 Beds
- 3 Baths
- 1,715 Sq Ft
18859 Montalvo Oaks Cir

Monte Sereno, CA
Luxurious corner location in the sought after Montalvo Oaks community. Meticulous detailed throughout with modern high-end fixtures and finishes. A premium gourmet kitchen with award winning Hestan stainless appliances, crisp white shaker cabinets, quartz countertops and a large center island with a build in wine refrigerator that open to the living and dining area. The fenced outdoor space is

Greg Simpson KW Bay Area Estates

$1,775,000
- 3 Beds
- 3 Baths
- 2,459 Sq Ft
2112 Vizcaya Way

Campbell, CA
This spacious 3-bedroom, 2.5-bathroom home offers 2,459 square feet of living space in the sought-after Vizcaya Community. A grand entry welcomes you with 22-foot ceilings, a sweeping curved staircase, and floor-to-ceiling windows that fill the home with natural light. The formal living room is framed by decorative columns and a designer chandelier, and the welcoming dining area is ideal for

Greg Simpson KW Bay Area Estates

Greg's Active Listings

$540,000
- Land
- -- per Acre
Incredible opportunity to build a custom luxury home just steps to Los Gatos High School and all that Los Gatos has to offer. Architectural plans have been drawn for a phenomenal 2,500 sq ft main residence plus a 700 sq ft ADU. Lot subdivision has been approved by the Town of Los Gatos. Seller will complete lot subdivision prior to close of escrow. Lot is in close proximity to historic Testarossa

Greg Simpson KW Bay Area Estates

Recently Sold

$2,198,007

Sold Aug 13, 2026
- 5 Beds
- 2.5 Baths
- 2,177 Sq Ft
6635 Barnsdale Ct

San Jose, CA
- 10 Days On Market
- $1,010/SF
- Current Est. Value $2M
Greg Simpson KW Bay Area Estates

$2,812,000

Sold Jul 9, 2026
- 4 Beds
- 4 Baths
- 2,111 Sq Ft
18867 Montalvo Oaks Cir

Los Gatos, CA
- 9% Below List
- 45 Days On Market
- $1,332/SF
- Current Est. Value $3M
Greg Simpson KW Bay Area Estates

$1,492,500

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

Los Gatos, CA
- 4% Below List
- 14 Days On Market
- $1,108/SF
- Current Est. Value $1M
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
- 9 Days On Market
- $1,188/SF
- 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
- 5 Days On Market
- $1,673/SF
- 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
- 9 Days On Market
- $1,603/SF
- 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
- 8 Days On Market
- $760/SF
- 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
- 10 Days On Market
- $1,831/SF
- 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
- 16 Days On Market
- $1,484/SF
- Current Est. Value $7M
Greg Simpson KW Bay Area Estates

Agent License: California #01449209

Frequently Asked Questions

Who is Greg Simpson, and what is their real estate background?

How many homes has Greg Simpson sold in Los Gatos, CA?

What is Greg Simpson's track record representing buyers?

What is Greg Simpson's track record as a listing agent?

What areas does Greg Simpson serve?

How can I contact Greg Simpson?

Greg Simpson

(669) 238-4976

Nearby Homes

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

Areas Greg is Experienced In

Greg's Listings and Deals

Greg's Open Houses

Greg's Active Listings

Recently Sold

Frequently Asked Questions

Who is Greg Simpson, and what is their real estate background?

How many homes has Greg Simpson sold in Los Gatos, CA?

What is Greg Simpson's track record representing buyers?

What is Greg Simpson's track record as a listing agent?

What areas does Greg Simpson serve?

How can I contact Greg Simpson?