View 1600 Winchester Boulevard Campbell, CA MLS# ML81993952
$4,200,000
4,124

Sq.Ft.

1600 Winchester Boulevard

Campbell, CA

ContraCosta
View 319 S Monroe Street San Jose, CA MLS# ML82027660
$4,100,000
7,680

Sq.Ft.

319 S Monroe Street

San Jose, CA

ContraCosta
View 349 S Monroe Street San Jose, CA MLS# ML82006116
$3,488,000
3,783

Sq.Ft.

349 S Monroe Street

San Jose, CA

ContraCosta
The time to sell is now! THE TIME TO SELL IS NOW!
View 2812 Stevens Creek Boulevard San Jose, CA MLS# ML82027655
$3,000,000
1,674

Sq.Ft.

2812 Stevens Creek Boulevard

San Jose, CA

ContraCosta
View 3264 Valley Square Lane San Jose, CA MLS# ML82027618
$2,698,000
5

Beds

3.1

Baths

2,948

Sq.Ft.

3264 Valley Square Lane

San Jose, CA

ContraCosta
View 356 Santana Row # 319 San Jose, CA MLS# ML82029207
  • Recently Listed
1 of 60
OPEN HOUSE: Thursday 12/18 3:00 PM - 6:00 PM
$2,350,000
3

Beds

3.1

Baths

2,368

Sq.Ft.

356 Santana Row # 319

San Jose, CA

ContraCosta
View 3516 Olsen Drive San Jose, CA MLS# ML82007885
  • Virtual Tour
1 of 26
$1,888,888
6

Beds

0.0

Baths

1,750

Sq.Ft.

3516 Olsen Drive

San Jose, CA

ContraCosta
View 333 Santana Row # 224 San Jose, CA MLS# ML82006698
$1,749,950
3

Beds

2.1

Baths

1,708

Sq.Ft.

333 Santana Row # 224

San Jose, CA

ContraCosta
View 1329 Essex Way San Jose, CA MLS# ML82011376
$1,699,999
5

Beds

0.0

Baths

2,574

Sq.Ft.

1329 Essex Way

San Jose, CA

ContraCosta
View 3220 Williams Road San Jose, CA MLS# ML82023271
$1,699,000
3

Beds

1.0

Baths

1,390

Sq.Ft.

3220 Williams Road

San Jose, CA

ContraCosta
View 3228 Williamsburg Drive San Jose, CA MLS# ML82026681
$1,649,000
8

Beds

0.0

Baths

2,880

Sq.Ft.

3228 Williamsburg Drive

San Jose, CA

ContraCosta
View 806 Redberry Way San Jose, CA MLS# ML82000833
$1,586,005
3

Beds

3.0

Baths

1,956

Sq.Ft.

806 Redberry Way

San Jose, CA

ContraCosta
View 712 Wisteria Court San Jose, CA MLS# ML82007249
$1,418,885
3

Beds

3.0

Baths

1,602

Sq.Ft.

712 Wisteria Court

San Jose, CA

ContraCosta
View 724 Wisteria Court San Jose, CA MLS# ML82001144
$1,295,814
3

Beds

2.0

Baths

1,509

Sq.Ft.

724 Wisteria Court

San Jose, CA

ContraCosta
View 540 Valley Forge Way Campbell, CA MLS# ML82029255
  • Recently Listed
1 of 44
$1,098,000
3

Beds

2.1

Baths

1,242

Sq.Ft.

540 Valley Forge Way

Campbell, CA

ContraCosta
View 581 Yale Way San Jose, CA MLS# ML82027574
$999,888
3

Beds

2.1

Baths

1,661

Sq.Ft.

581 Yale Way

San Jose, CA

ContraCosta
View 1350 Merrivale West Square San Jose, CA MLS# ML82017808
$899,888
2

Beds

2.0

Baths

1,056

Sq.Ft.

1350 Merrivale West Square

San Jose, CA

ContraCosta
View 1350 Charmwood Square San Jose, CA MLS# ML82021891
$829,888
2

Beds

1.0

Baths

968

Sq.Ft.

1350 Charmwood Square

San Jose, CA

ContraCosta
View 801 S Winchester Boulevard # 4116 San Jose, CA MLS# ML82028571
  • Recently Listed with Virtual Tour
1 of 29
$785,000
2

Beds

2.0

Baths

986

Sq.Ft.

801 S Winchester Boulevard # 4116

San Jose, CA

ContraCosta
View 1114 S Winchester Boulevard San Jose, CA MLS# ML82009578
$739,888
2

Beds

2.0

Baths

926

Sq.Ft.

1114 S Winchester Boulevard

San Jose, CA

ContraCosta

About Winchester

Listings in Winchester, San Jose, CA

54

Estimated median home price

$1,196,907
Winchester, San Jose Real Estate

Search Winchester, California Real Estate Listings & New Homes for Sale in Winchester, CA. Find Winchester Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Winchester, San Jose, CA

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K0
$400K - 500K4
$500K - 600K2
$600K - 700K6
$700K - 800K6
$800K - 900K4
$900K - 1M2
$1M - Max29

Homes for Sale by Type in Winchester, San Jose, CA

Property TypeCount
Single Family3
Townhouse10
Condo27
Commercial8
Rental9
Lots and Land0
Condo/Town/CoOp0
CoOp0
Multi Family6
Mobile Home0
Farms0

(Data as of 12/17/2025)

Information deemed reliable but not guaranteed.

Bay East ©2025. CCAR ©2025. bridgeMLS ©2025. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at 12/18/2025 03:16 AM UTC