14429 Chester Ave, Saratoga, CA 95070 - Photo 1

1/1

$5,850,000

Sold
Closed
Single Family
5 Beds
3 Full Baths
2 Partial Baths
4,190 Sq. Ft.
5 Car Garage

1/1

Property Description

Experience refined living at this extraordinary 1.1-acre Saratoga estate. Enter through a gated courtyard to discover an open floor plan with vaulted ceilings and new wood floors a formal dining room, a luxurious primary suite, a gourmet kitchen with bar seating, flowing into the family room with a fireplace, an office, and a wraparound balcony with stunning views. Four additional bedrooms and a large family room round out the spacious interior. Outside, a sparkling pool and spa, a built-in BBQ, a sports court, a vegetable garden, and access to acres of hiking around West Valley College and the Chester/Gypsy Hill/Via de Marcos/Crisp neighborhoods. A three-car attached garage, a detached two-car garage with ADU potential, and a new roof. In the coveted Chester/Sobey neighborhood, private access to walking paths and tennis court. Easy bike access through West Valley College to Redwood MS, the library & farmer's market. Top-rated Saratoga schools. Convenient access to the Saratoga Village and commute routes.

Full Property Details

Full Property Details for 14429 Chester Ave

General

Sold For: $5,850,000
HOA FEE: $79/month
HOA FEE FREQ.: Annually
Status: Closed
Type: Single Family
Source: RE_Infolink
MLS ID: ML82005652
Added to Site: 295 day(s) ago

Interior

Rooms/Areas: Bonus / Hobby Room, Den / Study / Office
Interior Features: Walk-In Closet, Vaulted Ceiling , Video / Audio System, Bay Window
Fireplace(s): Family Room, Living Room

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 3
Half Bathrooms: 2
Bathroom Features: 1 Shower over Tub, Bidet, Double Sinks, Marble, Stall Shower, Tub with Jets, Oversized Tub, Primary - Stall Shower(s)

Bedrooms

Total Bedrooms: 5

Other Rooms

Family Room: Kitchen / Family Room Combo
Kitchen: Granite Countertop, Icemaker, Dishwasher, Gas Cooktop, Garbage Disposal, Icemaker Hookups, Island, Microwave, Double Oven, Self-Cleaning Oven, Exhaust Fan, Refrigerator
Laundry: Washer / Dryer, Inside

Additional Information

Pool: Yes
Pool Description: Pool - In Ground
Extras: Not Applicable

Parking

Garage Spaces: 5
Parking Features: Attached Garage, Detached Garage

Location

Area: Saratoga
County: Santa Clara
Cross Streets: Via Tesoro Ct

Community

Association: Yes
Assoc. Fees Include: Pool, Spa, or Tennis, Common Area Maintenance

Heating & Cooling

Cooling Type: Central AC, Multi-Zone
Heating Type: Central Air (Gas/Forced Air)

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Public Utilities

Structural Information

Architectural Style: Ranch
Construction: Detached
Foundation: Concrete Perimeter
Roof: Composition
Square Feet: 4,190
Year Built: 1978

Lot Features

Property View: Hills, Mountains
Lot Size (Acres): 1.1
Minimum Lot Size: 47916
Lot Size (Sq. Ft.): 47,916
Grounds/Landscape: Balcony / Patio, Sprinklers - Lawn, BBQ Area, Sprinklers - Auto, Tennis Court
Zoning: R140
Lot Description: Views, Mostly Level, Private / Secluded
Fencing (Description): Fenced

Green Features

Energy Efficient: Double-Pane Windows

Financial Considerations

Association Fee: $950
Assoc Fee Freq.: Annually

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Meet the listing and selling agents

— 14429 Chester Ave —

Bill Gorman

CalRE#: 01053691

Email Me

(408) 996-1100 office
(408) 872-3555 direct
Lettia Termansen

CalRE#: 00996227

Email Me

(408) 497-7183 mobile
(408) 779-5000 direct

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with our affiliated lender

NMLS#: 1598647

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Schools

Schools serving 14429 Chester Ave

School Districts:Saratoga Union Elementary School District, Los Gatos-Saratoga Joint Union School District

Name	Grades	Distance
Saratoga Elementary School 14592 Oak Street, Saratoga, CA 95070	K-5	1.4 mi
Argonaut Elementary School 13200 Shadow Mountain Drive, Saratoga, CA 95070	K-5	1.5 mi
Foothill Elementary School, Saratoga, CA 13919 Lynde Avenue, Saratoga, CA 95070	K-5	1.5 mi
Redwood Middle School, Saratoga, CA 13925 Fruitvale Avenue, Saratoga, CA 95070	6-8	0.6 mi
Saratoga High School 20300 Herriman Avenue, Saratoga, CA 95070	9-12	1.2 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14429 Chester Ave

Date

Details

Price

Change

Source

6/05/2025

Sold

$5,850,000

6.4%

MLS

5/06/2025

Listed

$5,498,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Updated 2 days ago

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Beds
3
Total Baths
3,862
Sq. Ft.

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Updated 2 hours ago

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Total Baths
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Updated 2 days ago

5
Beds
4
Total Baths
2,882
Sq. Ft.

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3
Beds
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Total Baths
1,218
Sq. Ft.

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Active
Updated 3 days ago

3
Beds
1
Total Bath
1,015
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Listed by DPL Real Estate, David Lillo

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Updated 9 minutes ago

3
Beds
2
Total Baths
1,632
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Single Family
Active
Updated 23 hours ago

4
Beds
4
Total Baths
2,216
Sq. Ft.

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Price Reduced

-$340,000 (-6.19%)

$5,150,000

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Development
Active
Updated 20 hours ago

0.77
Acres

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Closed

6
Beds
4
Total Baths
3,944
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Beds
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5
Beds
4
Total Baths
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14429 Chester Ave, Saratoga, CA 95070 (MLS# ML82005652) is a Single Family property that was sold at $5,850,000 on June 05, 2025. This property was listed by Bill Gorman from our Saratoga Office.Want to learn more about 14429 Chester Ave? Do you have questions about finding other Single Family real estate for sale in Saratoga? You can browse all Saratoga real estate or contact a Coldwell Banker agent to request more information.

14429 Chester Ave Saratoga, CA 95070