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5-Bedroom Homes for Sale in Willow Glen

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  • /43

    $2,580,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 3 Baths
    • 2,810 Sq Ft

    2140 Westmoreland Ct, San Jose, CA 95124

    This stunning two-story, 2,800 sqft luxury home was extensively remodeled in 2025. Every detail has been elevated from new windows, designer doors, and sleek flooring to modern tilework and a striking staircase handrail. This residence features 6 bedrooms, 3 baths and an office, including a main-level guest suite, a thoughtful touch for hosting. Recessed lighting illuminates each room throughout.

    Axis Team Aspire Homes

    2140 Westmoreland Ct, San Jose, CA 95124
  • /51

    $3,535,000

    • 5 Beds
    • 4 Baths
    • 3,265 Sq Ft

    888 Pine Ave, San Jose, CA 95125

    Welcome to 888 Pine Avenue, San Jose, in the heart of Willow Glen! Come see this luxurious, brand new construction home (2,874 SqFt), facing northwest with an ADU (391 SqFt). (Main house: 4 beds, 3 baths, plus office; ADU: 1 bed,1 bath) Abundant natural light throughout, soaring 10 foot ceilings on the 1st floor, and 9 foot ceilings on the 2nd floor. Enjoy a beautiful and expansive great room

    MiMi Trieu Redfin

    888 Pine Ave, San Jose, CA 95125
  • /106

    $4,999,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 6 Baths
    • 4,396 Sq Ft

    1549 Keesling Ave, San Jose, CA 95125

    Stunning Custom Modern Farmhouse in the Heart of Willow Glen. Built in 2019 by the renowned Craig Rogers. Grand in Scale. Expansive & Lush 13,200 SF Lot. Premier Fit & Finish. Meticulously Maintained. Striking Curb Appeal. Gorgeous Wide-Plank European Oak Floors. Amazing Open-Concept Layout Designed for Entertaining & Comfortable Everyday Living. Dreamy Chef's Kitchen w/Quartz Island, Farmhouse

    Andy Sweat KW Bay Area Estates

    1549 Keesling Ave, San Jose, CA 95125
  • /26

    $1,899,999

    • 9 Beds
    • 5 Baths
    • 3,500 Sq Ft

    1182 Leigh Ave, San Jose, CA 95126

    Welcome to a rare turnkey investment in the heart of San Jose. This fully renovated 4 plex spans approximately 3,500 square foot and sits on a large 7,159 square foot lot, offering excellent income potential, long term upside, and minimal maintenance from day one. All four units have been recently upgraded with modern finishes and durable, low maintenance flooring, creating clean, attractive

    Dominic Gluhaich Sterling Ventures

    1182 Leigh Ave, San Jose, CA 95126
  • /84

    $4,000,000

    • 5 Beds
    • 4.5 Baths
    • 6,289 Sq Ft

    1327 Pine Ave, San Jose, CA 95125

    Luxury Live Auction! Unbeatable price per square foot; best value in todays market! Bidding to start from $4,000,000. 1327 Pine Avenue is a remarkable Victorian-Modern Farmhouse that blends historic charm with contemporary elegance. This exceptional residence offers five bedrooms, a spacious attic with flexible options as a game room or potential sixth bedroom, and a basement that provides ideal

    Brad Garofalo Real Estate Experts

    1327 Pine Ave, San Jose, CA 95125
  • /103

    $5,199,000

    • 5 Beds
    • 5.5 Baths
    • 4,763 Sq Ft

    1529 Glenwood Ave, San Jose, CA 95125

    Stunning Willow Glen Estate built in 2017! Awesome Glenwood Neighborhood! This 4763 square foot house on a 16,117 lot has everything! 5 full ensuites, 5 1/2 bathrooms! Separate living room with fireplace, separate formal dining room! Massive Great Room, Breakfast Room and Custom Kitchen! Grand Entry with 25 foot ceilings! Recessed lighting throughout! 7 inch plank Hardwood throughout downstairs!

    John Faylor Christie's International Real Estate Sereno

    1529 Glenwood Ave, San Jose, CA 95125
  • /78

    $3,495,000

    • 6 Beds
    • 3.5 Baths
    • 4,100 Sq Ft

    1279 Curtiss Ave, San Jose, CA 95125

    Welcome to 1279 Curtiss Avenue, a stunning Midcentury Modern residence in the highly sought-after Willow Glen area of San Jose. Originally built in 1947 and elegantly renovated in 2025, this home offers a generous 4,100 sq ft of living space on a substantial 10,560 sq ft lot. Boasting 6 bedrooms and 3.5 baths, this residence is designed to accommodate diverse lifestyles. The open floor plan is

    Andres Ardila Compass

    1279 Curtiss Ave, San Jose, CA 95125
  • /9

    $1,850,000

    • 7 Beds
    • 6 Baths
    • 3,328 Sq Ft

    1566 Stokes St, San Jose, CA 95126

    Arguably the nicest fourplex currently on the market in San Jose! Come see for yourself! New roof 2020. SB 721 is complete - new balconies with new handrails. New exterior paint 2023. "Owners" unit, the 3 bed 2.5 bath, is completely remodeled. Excellent location near the Los Gatos Creek Trail. Minutes from Valley Fair, Santa Row and Ebay world HQ. 1566 Stokes Street consists of (1) 3 bed / 2.5

    Carlos Azucena Marcus & Millichap

    1566 Stokes St, San Jose, CA 95126
  • /8

    $1,948,000

    • 8 Beds
    • 6 Baths
    • 4,281 Sq Ft

    1660 De Rose Way, San Jose, CA 95126

    Rare opportunity to own a cozy fourplex well situated on an established San Jose neighborhood. All units are currently occupied and units are always in high demand. The property has mix of 1 x (3 bedrooms / 2.5 bath) town home style owner's unit approx.1250 sqft, 2 x (2 bedrooms / 1 bath) units approx.850 sqft each and 1 x (1 bedroom/ 1 bath) approx. 550 sqft. Few minutes from Pruneyard, Valley

    William Pan Green Valley Realty USA

    1660 De Rose Way, San Jose, CA 95126
  • /28

    $1,745,000

    • 8 Beds
    • 5 Baths
    • 4,063 Sq Ft

    1150 Francisco Ave, San Jose, CA 95126

    We are pleased to present 1150 Francisco Ave, located in the Willow Glen neighborhood of San Jose. The property is just a short walk from the Los Gatos Creek Trailhead. The 4,063-square-foot fourplex features a spacious 3-bedroom/2-bathroom unit, two 2-bedroom/1-bathroom units, and one 1-bedroom/1-bathroom unit. The owner has carefully maintained the property for the past 15 years, adding vinyl

    Kyle De Mattei Magnify Real Estate

    1150 Francisco Ave, San Jose, CA 95126
  • /42

    $4,650,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    1013 Camino Pablo, San Jose, CA 95125

    A major price improvement. Location! Location! Location! Nestled in Willow Glen, just a street from Willow Street Frank Bramhall Park, this Transitional Mediterranean-style home blends timeless elegance with modern comfort. The main house features 4 bedrooms, 3.5 baths, and a private office with its own entranceperfect for a workspace or additional sleeping quarters. A detached 800 sq. ft. guest

    Arthur Lin AEST Realty

    1013 Camino Pablo, San Jose, CA 95125
  • /42

    $5,400,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 5,039 Sq Ft

    1768 Harmil Way, San Jose, CA 95125

    Welcome to 1768 Harmil Way in prime Willow Glen! Located in the sought-after Willow Glen neighborhood on a well-established street! This breathtaking, brand-new construction boasts a spacious 5,039 square foot residence which includes 663 square feet of attached ADU, perfect for guests or extended family. The home provides 6 bedrooms, and 6.5 bathrooms. There is another 446 sq feet of attached

    Simon Sahi Signature Properties

    1768 Harmil Way, San Jose, CA 95125
  • /5

    $4,125,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,811 Sq Ft

    1570 Georgetta Dr, San Jose, CA 95125

    Unique opportunity to unlock the advantages of buying an in-progress home built by Thomas James Homes. When purchasing this home, you benefit from preferred pricing, designed personalization, and more. Estimated home completion is Spring 2026. Complete with its own professionally curated design package, this residence includes superior luxury finishes and impeccable built-ins throughout. The main

    Frances Ibay Thomas James Real Estate Services, Inc

    1570 Georgetta Dr, San Jose, CA 95125

Home Trends in Willow Glen, CA

Housing Trends

Median Sale Price
$402,500
Median Single Family Sale Price
$439,950
Median Townhouse Sale Price
$260,000
Median 2 Bedroom Sale Price
$475,000
Median 1 Bedroom Sale Price
$205,000
Average Price Per Sq Ft
$291
Number of Homes for Sale
36
Last 12 months Home Sales
318
Months of Supply
1.40
Median List Price
$404,919
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-12%
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