1348 Winona Drive San Jose, CA $ 2,999,900
1348 Winona Drive
$ 2,999,900
Recently Listed
Open House 8/1 1:30pm - 4pm
Share Save

1348 Winona Drive

San Jose, CA, 95125
$ 2,999,900
Bedrooms4 Baths2.1 Sq 2,606

Monthly Estimate*

$ 18,942

Listed by Coldwell Banker Realty
1348 Winona Drive, San Jose, CA 95125 - Image 1
1348 Winona Drive, San Jose, CA 95125 - Image 2
1348 Winona Drive, San Jose, CA 95125 - Image 3
1348 Winona Drive, San Jose, CA 95125 - Image 4
1348 Winona Drive, San Jose, CA 95125 - Image 5
1348 Winona Drive, San Jose, CA 95125 - Image 6
1348 Winona Drive, San Jose, CA 95125 - Image 7
1348 Winona Drive, San Jose, CA 95125 - Image 8
1348 Winona Drive, San Jose, CA 95125 - Image 9
1348 Winona Drive, San Jose, CA 95125 - Image 10
1348 Winona Drive, San Jose, CA 95125 - Image 11
1348 Winona Drive, San Jose, CA 95125 - Image 12
1348 Winona Drive, San Jose, CA 95125 - Image 13
1348 Winona Drive, San Jose, CA 95125 - Image 14
1348 Winona Drive, San Jose, CA 95125 - Image 15
1348 Winona Drive, San Jose, CA 95125 - Image 16
1348 Winona Drive, San Jose, CA 95125 - Image 17
1348 Winona Drive, San Jose, CA 95125 - Image 18
1348 Winona Drive, San Jose, CA 95125 - Image 19
1348 Winona Drive, San Jose, CA 95125 - Image 20
1348 Winona Drive, San Jose, CA 95125 - Image 21
1348 Winona Drive, San Jose, CA 95125 - Image 22
1348 Winona Drive, San Jose, CA 95125 - Image 23
1348 Winona Drive, San Jose, CA 95125 - Image 24
1348 Winona Drive, San Jose, CA 95125 - Image 25
1348 Winona Drive, San Jose, CA 95125 - Image 26
1348 Winona Drive, San Jose, CA 95125 - Image 27
1348 Winona Drive, San Jose, CA 95125 - Image 28
1348 Winona Drive, San Jose, CA 95125 - Image 29
1348 Winona Drive, San Jose, CA 95125 - Image 30
1348 Winona Drive, San Jose, CA 95125 - Image 31
1348 Winona Drive, San Jose, CA 95125 - Image 32
1348 Winona Drive, San Jose, CA 95125 - Image 33
1348 Winona Drive, San Jose, CA 95125 - Image 34
1348 Winona Drive, San Jose, CA 95125 - Image 35
1348 Winona Drive, San Jose, CA 95125 - Image 36
1348 Winona Drive, San Jose, CA 95125 - Image 37
1348 Winona Drive, San Jose, CA 95125 - Image 38
1348 Winona Drive, San Jose, CA 95125 - Image 39
1348 Winona Drive, San Jose, CA 95125 - Image 40
1348 Winona Drive, San Jose, CA 95125 - Image 41
1348 Winona Drive, San Jose, CA 95125 - Image 42
1348 Winona Drive, San Jose, CA 95125 - Image 43
1348 Winona Drive, San Jose, CA 95125 - Image 44
1348 Winona Drive, San Jose, CA 95125 - Image 45
1348 Winona Drive, San Jose, CA 95125 - Image 46
1348 Winona Drive, San Jose, CA 95125 - Image 47
1348 Winona Drive, San Jose, CA 95125 - Image 48
1348 Winona Drive, San Jose, CA 95125 - Image 49
1348 Winona Drive, San Jose, CA 95125 - Image 50
1348 Winona Drive, San Jose, CA 95125 - Image 51
1348 Winona Drive, San Jose, CA 95125 - Image 52
1348 Winona Drive, San Jose, CA 95125 - Image 53
1348 Winona Drive, San Jose, CA 95125 - Image 54
1348 Winona Drive, San Jose, CA 95125 - Image 55
1348 Winona Drive, San Jose, CA 95125 - Image 56
1348 Winona Drive, San Jose, CA 95125 - Image 57
1348 Winona Drive, San Jose, CA 95125 - Image 58
1348 Winona Drive, San Jose, CA 95125 - Image 59
View a Virtual Tour

Single Family Home for sale in San Jose, CA

for $2,999,900 with 4 bedrooms and 2 full baths, 1 half bath. This 2,606 square foot home was built in 1962 on a lot size of 0.1867.

Rare opportunities like this don't come along often in one of Willow Glen's most coveted neighborhoods. This architecturally distinctive custom-built mid-century home sits on a wide, quiet street and offers 4 bedrooms, 2.5 bathrooms, 2,606 sq.ft. of living space, a 399 sq.ft. attached 2-car garage, spacious breezeway, and an 8,132 sq.ft. lot. Located within the award-winning Booksin Elementary boundary, enjoy the Willow Glen lifestyle with parks, top-rated schools, celebrated Halloween and Christmas neighborhood light displays, and Downtown Willow Glen's shops, restaurants and year-round events just moments away. Lovingly cared for and refreshed in 2026 with new luxury vinyl flooring, interior paint, lighting, baseboards, complete copper re-piping, kitchen updates including oven, cooktop, disposal, cabinet hardware plus a remodeled primary bath with custom cabinetry, countertops, Toto toilet, premium fixtures, mirrors and shower. Additional improvements include refreshed landscaping, deep-cleaned stone surfaces & patios, smoke/CO detectors and central A/C. Homes like this in the Booksin boundary are rarely available, don't miss this exceptional opportunity! Near the Willow Glen Farmer's Market, the Willow Glen Library, stroll to Wilcox park and Downtown Willow Glen's Lincoln Ave.

See more

Open House

8/1/2026 1:30 PM - 4:00 PM
8/2/2026 1:30 PM - 4:00 PM
1348 Winona Drive San Jose, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,999,900

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Lot Size

0.1867

Year Built

1962

Town/City

San Jose

County/Region

Santa Clara

MLS | Web ID

ML82055916

Days on Market

2

Features
General
Living Area 2606
Cooling Central Air
Possession Close Of Escrow
Roof Shingle
Appliances Double Oven Dishwasher Gas Cooktop Disposal Refrigerator Range Hood
Zoning R1-8
Garage Spaces 2
Year Built 1962
Property Subtype Single Family Residence
County Santa Clara
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Full Baths 2
Special Listing Conditions Standard
Status Active
Directions Cross Street: Cherry Avenue
High School Willow Glen
City San Jose
High School District San Jose Unified
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 8132
Elementary School Booksin
Property Attached Y/N false
Middle/Junior High School Willow Glen
Virtual Tour https://beyondre.marketing/1348-Winona-Dr/idx https://beyondre.marketing/1348-Winona-Dr
Standard Status Active
Occupancy Type Vacant
Year Built Source Assessor
Property Sub Type Additional Single Family Residence
See more
Interior
Flooring Stone Tile
Fireplace Features Family Room Gas Starter
Total Stories 1
Common Walls No Common Walls
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Total Bedrooms 4
Total Baths 3
See more
Exterior
Water Source Public
Total Parking 2
Lot Size Area 8132
Lot Size Acres 0.1867
Lot Size Source Assessor
See more
* Excluded Features
List By
Coldwell Banker Realty

Broker

valmein@gmail.com

Email

Affordability Calculator

$18,942
Per Month
100%
0%
0%
Monthly Principal & Interest
$18,942
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Willow Glen High School High School
Pricing History
DatePricePrice ChangeDescription
7/31/2026$2,999,900 Listed Price

Map


See all

1348 Winona Drive, San Jose, CA, 95125 is a Single Family Home for sale at $2,999,900 with 2,606 sqft and a lot size of 0.1867. 1348 Winona Drive has 4 bedrooms, 2.1 baths, and was built in 1962. The property's zip code is 95125 which is in San Jose, CA