San Jose CA Vintage Style Homes for Sale

3 Beds ⋅ 1 Baths ⋅ ML82053842 MLS

Nestled on a quiet dead-end street in the heart of Willow Glen, this charming residence sits on a rare estate-sized lot of more than 10,000 square feet. Original hardwood floors, central heating and air conditioning, a brick hearth with a wood-burning fireplace, and French doors opening to the expansive backyard create a warm, inviting atmosphere. The home offers an outstanding opportunity to remodel, update, and make it your own. With no rear neighbors, the oversized corner lot provides exceptional privacy and endless possibilities for expansion, outdoor entertaining, or creating your dream backyard retreat. Buyers may also wish to explore the potential for a future lot split or additional development opportunities, subject to city approval and verification. Enjoy the coveted Willow Glen lifestyle just minutes from Downtown Willow Glen and Downtown Campbell. Nearby are Lincoln Avenue's boutiques, cafes, acclaimed restaurants, the Willow Glen Farmers' Market, Whole Foods, The Pruneyard, Bramhall Park, the Los Gatos Creek and Three Creeks trails, Caltrain, VTA Light Rail, excellent schools, parks, pickleball courts, and major commute routes. This exceptional property offers an outstanding combination of location, lifestyle, and opportunity.

1501 Norman AVE, San Jose

Listed by Leika Kejriwal, 650-218-5345 from Compass
(If provided) CoList: from

Sold listing courtesy of Leika Kejriwal from APR

$1,630,000

4 Beds ⋅ ML82053635 MLS

Price adjusted to sell...... This Vintage Home sits on a 15000+ SQ.FT. lot... with 2 private cottages in the back. One is a Studio upstairs. Below is a Large 1 bed 1 bath with a detacthed artist studio off private courtyard... Storage is abundant that runs along the entire rear of lot. Updated kitchen, Dual Pane Windows through most of home. Sunroom off Lving rm adds light and warmth. Many updates over the years, electrical, plumbing, and most recent capital improvements include, New Floor Furnance, New Sewer Line from main house to street(approx 90 ft) and in basement New H20 Heater (all within 4months+)..This is truly one of a kind family home.. Currently rented just incase your looking for a great investment ...

Mayellen AVE, San Jose

Listed by Scott Morrella, 408-398-1957 from Rocky Properties Inc.
(If provided) CoList: from

$1,630,000

3 Beds ⋅ 2 Baths ⋅ ML82051639 MLS

Price adjusted to sell.....This Vintage Home sits on a 15000+ SQ.FT. lot... with 2 private cottages in the back. One is a Studio upstairs. Below is a Large 1 bed 1 bath with a detacthed artist studio off private courtyard... Storage is abundant that runs along the entire rear of lot. Updated kitchen, Dual Pane Windows through most of home. Sunroom off Lving rm adds light and warmth. Many updates over the years, electrical, plumbing, and most recent capital improvements include, New Floor Furnance, New Sewer Line from main house to street(approx 90 ft) and in basement New H20 Heater (all within 4months+)..This is truly one of a kind family home.. Currently rented just incase your looking for a great investment ...

446 Mayellen AVE, San Jose

Listed by Scott Morrella, 408-398-1957 from Rocky Properties Inc.
(If provided) CoList: from

$1,030,000

5 Beds ⋅ 3 Baths ⋅ ML82050111 MLS

WELCOME TO THE HISTORICAL HENSLEY DISTRICT. Located in San Jose, this home offers five bedrooms, three full bathrooms, with updated features such as granite countertops, Grohe fixtures, and tile finishes. The chef-themed kitchen is equipped with marble and other countertops, a Professional Stainless Steel Gas Cooktop and Convection Oven range, an island, a Stainless Steel Luxury Dishwasher, and a Stainless Steel Vent-A-Hood exhaust fan, designed to accommodate meal preparation efficiently. The flooring throughout combines hardwood, laminate, and tile. The ground floor includes bedrooms and the primary bedroom, with additional bedrooms and a loft upstairs. Bathrooms feature double sinks, a full bath on the ground floor, and updated tile showers and tubs. Laundry facilities are conveniently located inside the home. Cooling is managed by central AC with multi-zone control and ceiling fans, while heating is provided by central forced air gas. Additional amenities include a high ceiling, a walk-in closet, and a security gate. The property sits on a 2,613 sq ft lot and is within the San Jose Unified School District. Energy features include double-pane windows, Energy Star HVAC and lighting, low-flow fixtures, and a thermostat controller. Don't Miss This Amazing Home within JapanTown!!!

229 Washington ST, San Jose

Listed by Douglas Marshall, 408-857-9911 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Jessica Cordova from NP60725

$1,380,000

2 Beds ⋅ 1 Baths ⋅ ML82044946 MLS

Our Willow Glen charmer is situated center of the block on a sought after tree lined street / This week marks the 30 anniversary of the current owners who raised their family here / Almost 1400 square feet with 2 bedrooms and 1 bathroom resting on the nearly 6000 square foot flat lot / Recently constructed 288 square foot single car garage is the perfect work from home office or workshop / Very well maintained and improved over the years with classic character / French doors in the formal dining area opens to living room with wood burning fireplace / Experience a bright gathering space in the combo kitchen and family room / Exit the back door where you find the incredible backyard designed for day or night time entertaining / Deep lot provides privacy and room for home expansion or potentially add value with an additional dwelling unit / Low maintenance landscape with artificial turf in front and backyard lawns have timed irrigation / The grounds are accented by mature trees and raised garden beds / Enjoy a short wagon pull to the boutique shops and restaurants along Lincoln Avenue / Easy access to Caltrain and VTA light rail will get you quickly to all the top tech companies in Silicon Valley / Close proximity to The Shark Tank and everything Downtown San Jose / Welcome Home !

520 Atlanta AVE, San Jose

Listed by Brian Kiernan, 408-506-4017 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Heather Cheu from MXR

$2,600,000

5 Beds ⋅ 3 Baths ⋅ ML82034038 MLS

Set on a generous 7,552 sq. ft. lot in highly sought-after Naglee Park, this majestic 1905 Revival Four-Square is one of the neighborhoods original residences, offering a rare blend of preserved historic character and modern upgrades. Original craftsmanship remains beautifully intact, including the side porch, unpainted wood moldings, doors, windows, and trim with classic detailing. The welcoming entry showcases built-in benches along the stairwell, a striking stained-glass window, leaded glass accents, and rich Douglas Fir floors throughout. The formal dining room features beamed ceilings, a brick fireplace, and an immaculate built-in buffet with pass-through access to a first-floor bedroom. Recent updates include a renovated kitchen and laundry area with custom cabinetry, heat-induction stove, GE stainless appliances, new HVAC, and a brand-new roof. A finished basement offers flexible space for media, recreation, or storage. Upstairs, the expansive primary suite spans two rooms and includes a remodeled bath and dual closets. The second bedroom features an enclosed sleeping porch. The gated backyard boasts a redwood deck, new hardscape, and fire pit - ideal for entertaining. Located near SJSU, shops, and dining, this is a rare opportunity to own a true San Jose classic.

181 S 13th ST, San Jose

Listed by Duc McClymont-Nguyen, 415-374-9198 from Compass
(If provided) CoList: from

Sold listing courtesy of Duc McClymont-Nguyen from APR

$2,160,000

3 Beds ⋅ 2 Baths ⋅ ML82033790 MLS

Just four blocks from the Rose Garden, this stunning home offers the perfect blend of timeless charm and modern comfort. Featuring 2,113 sq ft of light-filled living space on a rare 10,050 sq ft lot, its thoughtfully designed for both entertaining and everyday living. The expansive backyard is a true retreat with a lush lawn, childrens playground, outdoor dining patio, raised garden beds, and even a trampoline. The separate living room and family room provide privacy and flexibility, while the newly remodeled hallway bathroom includes smart controls for modern convenience. Enjoy year-round outdoor living under the new patio cover that opens and closes automatically. A portable solar panel adds energy efficiency, and an EV charger adds everyday convenience. The primary suite is a true sanctuary with two walk-in closets and a spa-like bathroom featuring a massage tub, separate shower, double vanity, and smart toilet.Built-in cabinetry throughout offers abundant storage and character. Located just minutes from Downtown San Jose, Santana Row, and Valley Fair, this home also presents exceptional future potential with room for an ADU or SB9 lot split. This is more than a homeits a lifestyle opportunity in one of San Joses most desirable neighborhoods.

1525 Mckendrie ST, San Jose

Listed by Serena Zhang, 510-272-7777 from Shè Homes
(If provided) CoList: Shuna Jiang from Shè Homes

Sold listing courtesy of Brandon Gummow from SGP

$780,000

3 Beds ⋅ 2 Baths ⋅ ML82033137 MLS

The subject property is zoned RM / Multifamily Residential Zoning District / Orientated on 6348 square foot lot gives ample space for adding additional structures / The original 2 bed and 1 bath home is charming 1918 construction / Previous owner added an additional bed and bathroom making current footprint 3 beds and 2 baths / Perfect opportunity for any first time buyer looking for sweat equity or savvy investors who are adding to your portfolio / The property will be sold as is which makes it ready for your improvement selections / You can choose hardwood or luxury vinyl plank flooring or maybe plush carpets / Maybe add an electric or gas insert into the living room fireplace / Decide if you want quartz or granite counters in the kitchen and baths atop your new white shaker cabinets / You could compliment everything with warm color paint and may we suggest crisp white moldings / Located within the San Jose Unified School District and just a few blocks from San Jose State University / Easy access to commute corridors will get you or your tenants quickly to all the top tech companies in Silicon Valley / Welcome Home !

763 S 11th ST, San Jose

Listed by Brian Kiernan, 408-506-4017 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Claudia Wales from BARI

$816,470

2 Beds ⋅ 1 Baths ⋅ ML82022978 MLS

Welcome to 1497 Sanborn Avenue, a charming San Jose home with vintage character on a deep lot! This fantastic property offers income potential with plenty of room to build an Accessory Dwelling Unit. Freshly painted, this light-filled home features quaint curb appeal, cozy covered front porch, high ceilings, beautiful archway, dual pane windows, inside laundry, new light fixtures, carpet & LVP flooring and boasts a newly remodeled bathroom with designer features. The large bright kitchen offers a perfect footprint for future remodeling. Outdoors, enjoy a private patio, prolific avocado, bouganvilla & peach trees as well as access to an unfinished basement, an ideal flex space for a workshop, storage, wine .... AND a detached one car garage. A prime location near EVERYTHING: 87/280/101 for easy commutes, Downtown SJ's financial district/tech community, SJSU, SAP Center, SJ Museum of Art, The Plant, Costco, Home Depot, Historic Willow Glen with cafes, shops, restaurants, parks, libraries and a farmer's market, Happy Hollow Park & Zoo & nearby great schools: Galarza, Willow Glen Middle & High. Experience timeless charm, modern convenience & unbeatable location. Why pay an HOA when you can have a single family home like this of your own?!

1497 Sanborn AVE, San Jose

Listed by Shelli Baker, 408-568-9412 from Coldwell Banker Realty
(If provided) CoList: from

Sold listing courtesy of Yulia Goyal from PNN

$900,000

4 Beds ⋅ 3 Baths ⋅ ML82022444 MLS

The house on the back of the property was built circa 1886 and is on the city's historic register. It has the house number 417. The structure in the front was built as a grocery store in 1928 and was later used as a bar in the 1970s and 1980s. At some point this structure was given the number 415 - perhaps for mailing purposes. Square footage of the house is approximate. Buyer to verify square footage. Buyer to verify what can be done with the property.

417 Stockton AVE, San Jose

Listed by Janie Kelly, 408-477-4335 from Realty One Group Infinity
(If provided) CoList: from

Sold listing courtesy of Ferrie Nejat from NTERO

$2,110,000

3 Beds ⋅ 2 Baths ⋅ ML82021223 MLS

Vintage Willow Glen house. Beautiful Palm Haven neighborhood. Easy walk to downtown WG. Hardwood floors like new; Formal dining room; Living room with unique 6 foot leaded glass window; Breakfast nook' Huge master bedroom with private balcony; 13,000SF lot with pool & hot tub; (build a large ADU) and you still have your own park; Extra room office overlooking patio. Willow Glen schools; No rear neighbors;

943 Riverside DR, San Jose

Listed by Peter Miron-conk, 408-472-2456 from Peter Miron-Conk Real Estate
(If provided) CoList: from

Sold listing courtesy of Nilar Aye from TUSC

$1,450,000

4 Beds ⋅ 4 Baths ⋅ ML82014631 MLS

Welcome to 185 N. 9th Street, a beautifully updated Victorian home ideally located in the heart of downtown San Jose. This 4-bedroom, 4-bath residence effortlessly blends historic charm with modern comfort, offering a rare opportunity to own a piece of San Jose's vibrant history. Step inside to find extended ceilings, abundant natural light, and timeless architectural details. The spacious rooms and abundant bathrooms offer tremendous versatility for an expanding family or as a rental opportunity. The detached 470sqft, 1-bed, 1-Bathroom upgraded ADU expands on those possibilities. Utilize the potential rent to maximize your household income calculations. Key Highlights include: Two upgraded central heating & air conditioning systems (2023), upgraded tankless hot water heater (2025), a fully paid-off Solar System (2021), abundant off-street parking, versatile bonus rooms, total Rental Potential of $9,000+/mo ($6,800+ House as an SRO, $2,200+ ADU), the property is conveniently located just minutes from San Jose State University, SAP Center, Diridon Station, and major commuter routesthis home offers unmatched access to everything downtown has to offer. Don't miss your chance to own a turn-key gem in one of San Joses most dynamic neighborhoods!

185 N 9th ST, San Jose

Listed by Sara Greenwood, 408-655-5262 from Voyager
(If provided) CoList: from

Sold listing courtesy of Nicholas Spangler from VANG02

$1,190,000

2 Beds ⋅ 2 Baths ⋅ ML82008237 MLS

Surrounded by blooming rose bushes, this beautiful home is the perfect blend of vintage charm and updated style. Enjoy the remodeled kitchen, with granite counters, garbage disposal, and a gas stove, the spacious primary suite, and updated bathrooms featuring elegant vanities, and custom tile work and cabinetry. The hardwood floors add timeless charm, while fresh paint and new carpet complete the move-in-ready appeal. There is plenty of storage throughout and the washer and dryer conveniently located in the primary bathroom. The low-maintenance backyard is large, with mature fruit and maple trees. The garage is perfect for a car or a workshop and has a studio in the back. Whether youre looking for your perfect home or an investment, this property is a fantastic opportunity. Nestled in the heart of downtown, youll enjoy easy access to vibrant shops, restaurants, cultural events, and major roadways.

545 N 17th ST, San Jose

Listed by Chloe Leinwand, 408-656-9870 from Keller Williams Thrive
(If provided) CoList: from

Sold listing courtesy of Marc Magliocco from MAG

$2,200,000

3 Beds ⋅ 2 Baths ⋅ ML82000143 MLS

Welcome home to this charming Willow Glen home on a generous 8,200 sq. ft. lot with detached 2-car garage and flexible-use studio. The updated kitchen features granite counters, custom cabinets, and high-end stainless appliances. The bright living room includes a floor-to-ceiling picture window and gas fireplace with a soapstone surround, while the dining room overlooks the welcoming front porch. Spacious bedrooms include plantation shutters, and the elegant bath offers a marble walk-in shower, soaking tub, and dual vanity. Upgrades include owned solar, newer roof and gutters, copper plumbing, dual-pane windows, recessed lighting, crown molding, coved ceilings, Wi-Fi-enabled central HVAC, and hardwood floors throughout. The large, sunny backyard is ideal for entertaining and gardening with raised beds, mature landscaping, fruit trees, lawn, roses, and a built-in outdoor kitchen. The detached studio, with French doors, ceiling fans, and mini-split HVAC, is ideal as a guest suite, office, or art space. Convenient to Lincoln Ave shops, River Glen Park, schools, and transit, enjoy the best of Willow Glen living.

847 Willow Glen WAY, San Jose

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

Sold listing courtesy of Coco Tan from KWSV

$1,078,888

3 Beds ⋅ 1 Baths ⋅ ML81992186 MLS

Nestled in an excellent eastside neighborhood on a quiet street. This charming, immaculate home is ready to move in. It features a remodeled bathroom, beautiful hardwood floors, a formal dining room, large living room with a fireplace, separate laundry room and hardwood floors throughout. It has a large backyard perfect for family gatherings. The kitchen boasts newer countertops and a new stainless steel stove. Most of the house has copper plumbing, and the dual-pane windows are only two years old. The roof is under 10 years old, and the exterior has been recently painted with charming shutters on the windows giving the house so much charm. Inside, you'll find fresh paint and new blinds. The landscaping is well-maintained, with a nice grassy area for kids to play on. This home is a must-see! This house has more value and beats many of the homes listed for $1.1 million.

68 S Cragmont AVE, San Jose

Listed by Mike Laschinger, 408-888-7707 from RE/MAX Santa Clara Valley
(If provided) CoList: Kristen Watts from RE/MAX Santa Clara Valley

Sold listing courtesy of Ryan Nickell from ROI

$1,522,350

4 Beds ⋅ 3 Baths ⋅ ML81990818 MLS

This 1903 shingle style home in Naglee Park shows the timeless grandeur of the architectural style of the period. Breathtaking soaring roof lines and dormers, so many windows the home is bright with sunlight. Attached ADU with a 2nd full kitchen- great room and separate bedroom, with private entry, ideal for in-law quarters or terrific rental opportunity! The entire home has been refreshed with refinished hardwood floors, new paint, several new light fixtures and brand-new carpeting on the stairs and top floor. First floor has a formal entry with a pocket door to a huge living room and a sunroom which is an ideal space for an office. The formal dining room has a wood burning fireplace, and a pocket door that leads into the attached ADU. The eat-in kitchen is large with laminate flooring, a breakfast nook and tons of cabinet space. 3 spacious bedrooms upstairs. A huge attic thanks to that incredible roof line. The basement offers more storage and laundry area. Lovely private back yard with a 2-car garage. This home was one of the first of Naglee Park development and this home was commissioned by a daughter of General Naglee. Enjoy this home for its charm and marvel in its history. Just blocks from SJSU, downtown dining and entertainment, and easy commute access.

267 S 12th ST, San Jose

Listed by Faris-Taylor Team, 408-482-5286 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Lily Lai from COMP41

$1,500,000

2 Beds ⋅ 2 Baths ⋅ ML81966134 MLS

Charming, expanded and updated 1939 home less than one block from the shops and dining of San Joses Japan town. Incredible curb appeal with mature lush landscaping complete with dry river bed. Cozy front porch. Spacious living room with authentic original art deco ceiling fixture and sconces over the wood burning fireplace. Bright breakfast room with original built-in corner cabinet. Updated kitchen with a Thermador gas range, Bosch dishwasher, Corian and butcher block counters, and a refinished undermount sink. The original home was expanded to add a very large dining room that is ideal for use as a great family room with decorative lighting, open to the kitchen. Pocket doors lead to a perfect office or play room. Large primary suite surrounded by windows looking into the massive backyard with several mature fruit bearing trees and a flagstone patio. The entire home has oak hardwood flooring and freshly painted walls. Amazing energy efficiency with all dual-pane windows, high efficiency furnace and Nest thermostat, and a totally owned photovoltaic solar array. Large 7000 sqft R2 lot with a detached garage that can be converted to an ADU. So many great shops and restaurants nearby yet a very quiet and peaceful location. An impressive property you will be proud to call home.

785 N 5th ST, San Jose

Listed by Faris-Taylor Team, 408-891-9881 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Faris-Taylor Team from NTERO

$1,728,000

3 Beds ⋅ 2 Baths ⋅ ML81965635 MLS

Step into modern luxury in this stunning Berryessa home, where a bright, open floor plan and a beautifully remodeled kitchen with granite slab counters and updated appliances seamlessly blend style and functionality. With double pane windows, recessed lights, and new flooring throughout, this move-in-ready gem offers both comfort and convenience. Enjoy the landscaped front and backyards, and take advantage of easy access to freeways 680, 880, and 101, as well as nearby amenities like Costco and the Great Mall. Located close to BART, VTA, and major high-tech companies including future Apple, Google, and Amazon offices, this home offers the perfect balance of top-notch location and top-notch condition. Don't miss your chance to make this your new home!

2018 Treewood LN, San Jose

Listed by Jessie Fei, 213-300-2190 from BQ Realty
(If provided) CoList: Mengxi Deng from BQ Realty

Sold listing courtesy of Prasanna Panchamukhi from SEXO01

$1,295,000

2 Beds ⋅ 1 Baths ⋅ ML81959833 MLS

Charming 1924 Bungalow located in the desirable Garden Alameda area. Freshly painted inside and new lighting. Hardwood floors throughout, central AC and new furnace. Formal living room with a wall of windows flooding the room with light. Formal dining and a separate breakfast room off the kitchen. Separate laundry room and partial basement. Huge backyard with plenty of room to grow or have separate ADU, garage or large patio. Close to public transportation, restaurants, Whole foods Market, Caltrans and the SAP Center

810 Harding AVE, San Jose

Listed by Gary Sassmann, 408-582-3502 from Christie's International Real Estate Sereno
(If provided) CoList: from

Sold listing courtesy of Ariya Heidari Hajiheidari from COMPS

$2,851,800

4 Beds ⋅ 3 Baths ⋅ ML81947712 MLS

Exquisite mid century modern. Built in 1958 and never been on the market. This home was a showcase in its day and is awaiting another visionary to put their custom touches on it and make it their own. Needs a little TLC but very livable and priced below other comps on the street. Located on one of the most desirable streets in Willow Glen on a huge lot with a very unique footprint. Great bones and family history. Broker/owner has original blueprints, drawings and photos under construction when this home was built among the original cherry orchards pre Silicon Valley. If you love mid century modern styling and are looking for a one of a kind masterpiece this is the home for you.

1691 Cabana DR, San Jose

Listed by Tim Yee, 408-641-4659 from RE/MAX Santa Clara Valley
(If provided) CoList: from

Sold listing courtesy of Susan Castaneda from CBR

$1,292,000

3 Beds ⋅ 2 Baths ⋅ ML81943251 MLS

Own a piece of San Jose History with Anne Darling's house! Modern living w/vintage old world charm of Queen Anne architecture. Generous wrap-around porch. Light & bright living rm w/high ceilings, charming bay windows. Wood pocket doors to dining area w/Tiffany style chandelier, built-in fireplace w/custom tile hearth & antique mantel. Tasteful, modern kitchen w/granite counters, custom cabinetry/tile backsplash, SS appliances, free standing gas range, brfast bar/stools, plantation shutters/ceiling fan. Gleaming hrdwd floors, picture rails throughout. Spacious primary retreat w/dual closets. Separate laundry rm. Updated electrical, copper plumbing, central forced heat/AC, roof -6 years new. Lrge basement w/high ceiling-can expand for added living. Custom designed drought tolerant bckyard featuring gazebo w/metal roof, heat lamp. 1 BLK to Japantown! NOT registered as historic home but does qualify for Historic Landmark designation (Mills Act). Don't miss this special opportunity!

490 N 5th ST, San Jose

Listed by Heather E. Lange, 408-207-3130 from Intero Real Estate Services
(If provided) CoList: from

Sold listing courtesy of Wanda Studzinski from NTERO

$850,000

2 Beds ⋅ 1 Baths ⋅ ML81935465 MLS

Beautiful bungalow next to Willow Glen and conveniently located close to downtown San Jose and major freeways. Walking distance to different public transportation. Main house is a 2 bedroom, 1 bathroom. This property sits on a 5,670 sq. ft. Lot with and large back yard with a workshop and room for expansion. Zone R2

1089 Lick AVE, San Jose

Listed by Sergio Ascencio, 408-375-3001 from Tuscana Properties
(If provided) CoList: from

Sold listing courtesy of Jennifer Liu from THBR

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San Jose Vintage Style Real Estate & Homes