Welcome to 14950 Gypsy Hill Road, a custom executive home built in 1995 located on a cul-de-sac offering thoughtfully designed indoor outdoor living and access to award winning Saratoga schools. Set on nearly two acres with professionally landscaped grounds, a sparkling pool, sport court, pergola covered conversation area with fireplace and large putting green, this property blends privacy, tranquility and convenience. Interior highlights include fresh paint, high ceilings, recessed lighting, plush new carpeting, hardwood and tile flooring. The main level features a primary suite, two en-suite bedrooms, a private office and a powder bathroom near common living areas. Spacious, light filled living and dining rooms are ideal for everyday comfort and entertaining. Downstairs, an entertainment area, guest bedroom and full bath offer flexibility for visitors. The private backyard features pergola-covered patios, an outdoor kitchen and inviting spaces for dining, relaxing and entertaining. Minutes from downtown Saratoga, major tech campuses, renowned wineries, fine dining, boutique shopping, outdoor recreation and Mountain Winery, this exceptional property offers beautiful grounds, outstanding schools and a premier Silicon Valley location, with lasting appeal and sophistication.
Single-familyProperty Type
1995Year Built
1.8 acresLot Size
$1,567Price/Sq.Ft.
3 car garageParking
Listed by Andy Tse•DRE #01345580• Intero Real Estate Services
Sobey, located between Saratoga-Sunnyvale Road and Cox Avenue, is a residential and hillside Saratoga neighborhood with a wooded backdrop and curving, low-traffic streets. The neighborhood’s character concentrates around the Saratoga-Sunnyvale Road and Cox Avenue junction, where a small-town strip of cafes, boutiques, and everyday services sets the local rhythm. Architectural cues lean toward mid-century ranch homes and updated California contemporaries tucked behind mature trees. Big Basin Way adds a walkable main-street feel with independent storefronts and patio dining. Community touchstones include Montalvo Arts Center, Saratoga Village Library, and the Mountain Winery for concerts and exhibits. Nearby trailheads and creekside greenbelts keep the landscape present in daily routines.
Provided by Walk Score and Local Logic
Market insights
14950 Gypsy Hill Rd · $7,850,000
DAYS ON MARKET
19 days
The average home goes pending in 15 days.
SALE-TO-LIST
102.8%
Most homes are selling 3% above list price.
LIST PRICE
$7,850,000
Median sale price in this area is $1,843,951. (77% lower than this home)
PRICE DROP
0 price drops
15% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
High ceilings
Walk-in closet(s)
Separate family room
Bonus room
Office
Bedrooms
Primary suite/retreat
Ground floor bedroom
Walk-in closet
Bathrooms
Four full bathrooms
One half bathroom
Primary bathroom with stall shower and tub with jets
Double sinks
Additional stall shower(s)
Showers over tubs
Kitchen
Stone countertops
Gas cooktop
Oven/range
Microwave
Dishwasher
Refrigerator
Trash compactor
Laundry & utility
Washer and dryer
Laundry tub/sink
Laundry in utility room
Flooring
Hardwood
Carpet
Tile
Heating & cooling
Central forced air heating
Central forced air cooling
Exterior features
In-ground pool
Home design
Two-story home
Parking
Attached garage with 3 parking spaces
Construction
Tile roof
Foundation: pillar/post/pier, slab, and crawl space
Built recently (year built entry recorded)
Utilities
Public water
Public sewer
Public gas
Public utilities
Electricity and solar
View estimated energy costs and solar savings for this home
Welcome to 14950 Gypsy Hill Road, a custom executive home built in 1995 located on a cul-de-sac offering thoughtfully designed indoor outdoor living and access to award winning Saratoga schools. Set on nearly two acres with professionally landscaped grounds, a sparkling pool, sport court, pergola covered conversation area with fireplace and large putting green, this property blends privacy, tranquility and convenience. Interior highlights include fresh paint, high ceilings, recessed lighting, plush new carpeting, hardwood and tile flooring. The main level features a primary suite, two en-suite bedrooms, a private office and a powder bathroom near common living areas. Spacious, light filled living and dining rooms are ideal for everyday comfort and entertaining. Downstairs, an entertainment area, guest bedroom and full bath offer flexibility for visitors. The private backyard features pergola-covered patios, an outdoor kitchen and inviting spaces for dining, relaxing and entertaining. Minutes from downtown Saratoga, major tech campuses, renowned wineries, fine dining, boutique shopping, outdoor recreation and Mountain Winery, this exceptional property offers beautiful grounds, outstanding schools and a premier Silicon Valley location, with lasting appeal and sophistication.
Public Records
Mar 10, 1994
Sold
$525,000
$105/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$24,308 (+1.0%)
$910,175 + $1,181,409
$2,091,584
2024
$24,061 (+1.0%)
$892,329 + $1,158,245
$2,050,574
2023
$23,833 (+2.0%)
$874,833 + $1,135,535
$2,010,368
2022
$23,354 (+1.7%)
$857,680 + $1,113,270
$1,970,950
2021
$22,968 (+2.1%)
$840,863 + $1,091,442
$1,932,305
2020
$22,491 (+1.7%)
$824,376 + $1,070,042
$1,894,418
2019
$22,120 (+1.8%)
$815,924 + $1,059,071
$1,874,995
2018
$21,739 (+0.4%)
$799,926 + $1,038,305
$1,838,231
2017
$21,661 (+3.0%)
$768,865 + $997,988
$1,766,853
2016
$21,034 (+2.0%)
$768,865 + $997,988
$1,766,853
2015
$20,621 (+2.2%)
$753,790 + $978,420
$1,732,210
2014
$20,185 (+2.9%)
$727,925 + $944,846
$1,672,771
2012
$19,626 (+3.7%)
$724,636 + $940,576
$1,665,212
2011
$18,926 (+0.7%)
$710,428 + $922,134
$1,632,562
2010
$18,803 (+0.2%)
$696,499 + $904,053
$1,600,552
2009
$18,762 (+4.4%)
$691,294 + $897,297
$1,588,591
2008
$17,964
$679,350 + $881,794
$1,561,144
Public record
Public record
Zoning
Permits
Beds
4
Baths
5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.8 Acres
Year renovated
1995
Finished Sq. Ft.
5,008
Unfinished Sq. Ft.
—
Total Sq. Ft.
5,008
Year built
1995
Style
Single Family Residential
County
Santa Clara County
APN
39704109
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 21, 2026.
R-1-40,000
Single-Family Residential District
In addition to the objectives set forth in Section 15-05.020, the single-family residential districts are included in the Zoning Ordinance to achieve the following purposes: To reserve appropriately located areas for family living at a reasonable range of population densities consistent with sound standards of public health and safety.; To ensure adequate light, air, privacy and open space for each single-family dwelling unit.; To protect single-family dwellings from the congestion and lack of privacy associated with multi-family dwellings.; To provide space for community facilities needed to complement residential areas and for institutions, which require a residential environment.; To protect residential properties from the hazards, noise and congestion created by commercial and industrial uses.; To protect residential properties from fire, explosion, noxious fumes, noise, excessive light or glare and other hazards.
Permitted uses
Include but are not limited to:
Livestock production
Housing-Group
Housing-Single unit
Housing-Other
Communications tower
Jun 20, 2006 • Final
Elec
Electrical
Jun 20, 2006 • Final
Plmg
Plumbing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
9 days above 95° expected this year, 19 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
7/10 Air Factor
13 unhealthy days expected this year, 14 days in 30 years
Provided by First Street
Historical weather
Saratoga, CA • 95070
Average low and high temperatures (°F)
61
43
63
45
70
48
69
48
76
52
81
55
83
58
85
59
81
60
76
54
63
46
60
45
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
94/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 14% for direct sun exposure in Saratoga. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.7 hrs
6.5 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 14950 Gypsy Hill Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $5,488,000 and $7,950,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $5.5M to $8.0M.