Vintage homes for sale & real estate in Cupertino, CA

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OPEN TODAY, 1:30PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Nested in a prime Cupertino location with top rated schools, distance from Apple Park and Cupertino Main Street just a few minutes, provides investors and owner-users the opportunity to create high-value assets in one of Cupertino's neighborhoods.

$2,788,888

3 beds1 bath1,544 sq ft

10250 Bret Ave, Cupertino, CA 95014

7,875 sq ft lot • 2 garage spots • Built 1948

OPEN TODAY, 1PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Prime Cupertino location with top rated schools, beautifully updated and expanded 5 bedrooms, 3 full baths home, move-in ready. 2 luxurious master suites with walk-in closets, updated baths with double sink granite vanity. Granite kitchen with SS appliances and skylight. Huge 8250 sq. ft. lot with possible future expansion / ADU, large backyard with lush green lawn. 400 sq. ft. sunroom with dual pane windows that is not counted in sq. footage and permit unknown. Formal entry, elegant covered front porch, newer roof, newer drainage pipes, copper plumbing, owned Tesla solar panels, EV hookup, dual pane windows throughout, skylights, central heat and AC. Walkable to elementary school, library,

$3,188,000

5 beds3 baths1,763 sq ft

10842 E Estates Dr, Cupertino, CA 95014

Updated baths • Top rated schools • Ss appliances

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
This home sits in the heart of a quaint pocket neighborhood at the borders of Cupertino, Los Altos, and Sunnyvale. It features 3 bedrooms and 2 baths 1,416 square feet living space on a huge lot 9,375 square feet. This prime location provides easy access to Highways 280 & 85, foothill expressway, allowing you to avoid traffic. Short drive to top local tech companies, downtown Los Altos, shopping, dining, & more. Walk to top-rated Cupertino schools, Trader Joe's, Starbucks & Peet's Coffee. Make this your dream home and potential to expansion and rebuild. The plan for new home is ready.

$2,498,000

3 beds2 baths1,416 sq ft

22081 Caroline Dr, Cupertino, CA 95014

Prime location • 9,375 sq ft lot • Built 1952

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Welcome to 10101 Richwood Drive, a delightful 3-bedroom, 2-bathroom single-family home in the vibrant city of Cupertino, California. Built in 1959 and spanning approximately 1,512 square feet, this charming residence features a versatile open layout combining living, family, and dining areas ideal for everyday comfort and entertaining. One of the standout features is the oversized 9,100 square foot lot, which offers tremendous potential. This generous space allows for creative expansions, such as adding square footage to the home, building an accessory dwelling unit (ADU) for guests or rental income, installing a pool, or designing expansive gardens and outdoor living areas. 10101 Richwood

$3,785,000

3 beds2 baths1,512 sq ft

10101 Richwood Dr, Cupertino, CA 95014

Outdoor living areas • Oversized lot • 9,100 sq ft lot

OPEN TODAY, 1PM TO 4:30PM3D & VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Move in and enjoy this well maintained single-story home on a deep lot and quiet street with Abraham Lincoln Elementary, John F. Kennedy Middle and Monta Vista High. All 3 bedrooms are spacious. Inviting casual dining and living room off the kitchen. Desirable single-story layout. Gleaming floors. Oversized driveway. Large, gorgeous trees near property boundary perimeter. Peaceful & low maintenance backyard. Wonderfully open backyard for future home expansions or ADU. Easy access to Blackberry Farm, Mcclellan Ranch Preserve, all 3 spectacular Cupertino schools and shops. Neighborhood roads to many technology company campuses. Spectacular commute location with easy access to Highways 2

$2,398,000

3 beds1 bath1,015 sq ft

21685 Olive Ave, Cupertino, CA 95014

Quiet street • Large trees • Deep lot

Property at 22304 Regnart Rd, Cupertino, CA 95014, 2 beds, 2 baths

$2,149,888

2 beds2 baths990 sq ft

22304 Regnart Rd, Cupertino, CA 95014

Property at 0 El Cerrito Rd, Cupertino, CA 95014

$1,550,000

— beds— baths— sq ft

0 El Cerrito Rd, Cupertino, CA 95014

Property at 22346 Regnart Rd, Cupertino, CA 95014

$2,788,000

— beds— baths— sq ft

22346 Regnart Rd, Cupertino, CA 95014

Property at 00 San Juan Rd, Cupertino, CA 95014

$6,995,000

— beds— baths— sq ft

00 San Juan Rd, Cupertino, CA 95014

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ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
A golden opportunity to build equity in a highly desirable Santa Clara neighborhood! This one has fantastic potential and great bones. Roll up your sleeves and bring your handyman skills. Close to schools shopping and freeways, in the heart of Silicon Valley and priced to sell!

$1,250,000

3 beds2 baths1,329 sq ft

1355 Buchanan Dr, Santa Clara, CA 95051

5,940 sq ft lot • 2 garage spots • Built 1960

OPEN TODAY, 2PM TO 4PM

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Welcome to this beautifully updated single-story home in the heart of Santa Clara, offering modern comfort, bright open living spaces, and a highly convenient location near major Silicon Valley employers. The spacious living and dining area features large picture windows, new luxury waterproof flooring, fresh interior paint, recessed LED lighting, and a cozy fireplace. The well-designed kitchen includes abundant cabinetry, granite countertops, GE® stainless steel gas range, KitchenAid® dishwasher, Fotile® luxury vent hood, and a sunny window overlooking the backyard. The private primary suite boasts an upgraded ensuite bath with brand-new vanity, modern matte-black fixtures, con

$1,700,000

3 beds2 baths1,145 sq ft

716 Kiely Blvd, Santa Clara, CA 95051

Fresh interior paint • 5,713 sq ft lot • 2 garage spots

OPEN TODAY, 2PM TO 4PMVIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Rarely available flat 20,000 sq. ft. lot in South Los Altos. Enjoy this residence exactly as it is, or reimagine the interiors to reflect your unique vision and lifestyle. The kitchen invites culinary creativity with abundant cabinetry and direct access to the dining area, where a decorative mantel and wood-burning fireplace bring warmth and charm. The expansive family room with vaulted wood ceiling, gleaming hardwood floors, and an abundance of natural light stream through windows frame the enchanting backyard. Step outside to your private retreat with mature landscaping, spacious deck, playhouse, and majestic shade trees offering a serene escape. A tranquil koi pond and fruit-bearing tre

$4,899,000

4 beds2.5 baths2,569 sq ft

1264 Richardson Ave, Los Altos, CA 94024

000 sq ft lot • Abundant cabinetry • Vaulted wood ceiling

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Nestled in the desirable Strawberry Park neighborhood of West San Jose, this classic two-story home offers an exceptional opportunity to create your dream residence in one of Silicon Valley’s most sought-after locations. The home is ready for your personal touch — a true blank slate for remodeling and making it your own. Bring your design ideas and transform this space to match your modern vision. Whether you’re planning an open-concept kitchen, expanded living areas, or upgraded finishes, this property provides the foundation to upgrade to your heart’s desire. Outside, the spacious front and back yards offer a balance of open space and low-maintenance landscaping, i

$2,300,000

6 beds3 baths1,786 sq ft

4765 Elmhurst Dr, San Jose, CA 95129

Nearby parks • 6,120 sq ft lot • 2 garage spots

$2,999,999

3 beds2 baths1,832 sq ft

1503 Harrison Ct, Sunnyvale, CA 94087

Gourmet kitchen • Oversized gazebo • Easy hwy 85 access

OPEN TODAY, 1:30PM TO 4:30PM3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Cupertino, CA:
Welcome to this beautifully renovated home in the heart of Santa Clara, ideally located just minutes from leading tech companies such as NVIDIA, Apple, and Intel. This home with 3-bedroom and 2-bathroom features an inviting living and dining area with a cozy fireplace and sliding glass doors that open to a private patio perfect for indoor-outdoor living and entertaining. The fully remodeled kitchen features all-new appliances perfect for both everyday cooking and entertaining. The bathrooms have been completely updated with stylish design. With a prime location in a quiet, desirable neighborhood close to schools, parks, and shopping, an excellent opportunity for families and professionals

$1,850,000

3 beds2 baths1,078 sq ft

2176 San Rafael Ave, Santa Clara, CA 95051

Private patio • Updated bathrooms • Quiet neighborhood

Property at 20510 Brookwood Ln, Saratoga, CA 95070, 2 beds, 2 baths

$3,488,000

2 beds2 baths2,017 sq ft

20510 Brookwood Ln, Saratoga, CA 95070

Property at 2910 Jerald Ave, Santa Clara, CA 95051, 4 beds, 3.5 baths

$2,428,000

4 beds3.5 baths2,036 sq ft

2910 Jerald Ave, Santa Clara, CA 95051

Property at 20808 Pamela Way, Saratoga, CA 95070, 3 beds, 2 baths

$2,888,888

3 beds2 baths1,568 sq ft

20808 Pamela Way, Saratoga, CA 95070

Property at 1014 W Homestead Rd, Sunnyvale, CA 94087, 4 beds, 2 baths

$2,399,988

4 beds2 baths1,525 sq ft

1014 W Homestead Rd, Sunnyvale, CA 94087

Property at 1496 Mcpherson St, Santa Clara, CA 95051, 4 beds, 2 baths

$1,948,000

4 beds2 baths1,855 sq ft

1496 Mcpherson St, Santa Clara, CA 95051

Property at 680 Hamilton Ln, Santa Clara, CA 95051, 3 beds, 2 baths

$1,838,000

3 beds2 baths1,127 sq ft

680 Hamilton Ln, Santa Clara, CA 95051

Property at Sign in for address, Los Gatos, CA 95032, 4 beds, 4.5 baths

$4,998,000

4 beds4.5 baths4,080 sq ft

Property at 20410 Thelma Ave, Saratoga, CA 95070, 3 beds, 2 baths

$4,250,000

3 beds2 baths1,646 sq ft

20410 Thelma Ave, Saratoga, CA 95070

Property at 21160 Canyon View Dr, Saratoga, CA 95070, 3 beds, 2.5 baths

$2,999,980

3 beds2.5 baths2,119 sq ft

21160 Canyon View Dr, Saratoga, CA 95070

Property at 15050 Oriole Rd, Saratoga, CA 95070, 5 beds, 4 baths

$3,798,000

5 beds4 baths3,939 sq ft

15050 Oriole Rd, Saratoga, CA 95070

Property at 730 Mora Dr, Los Altos, CA 94024, 4 beds, 4.5 baths

$6,350,000

4 beds4.5 baths3,671 sq ft

730 Mora Dr, Los Altos, CA 94024

Property at 14835 Farwell Ave, Saratoga, CA 95070, 3 beds, 2 baths

$4,500,000

3 beds2 baths1,662 sq ft

14835 Farwell Ave, Saratoga, CA 95070

Property at 1370 Saratoga Ave, San Jose, CA 95129, 3 beds, 1 bath

$1,888,888

3 beds1 bath1,128 sq ft

1370 Saratoga Ave, San Jose, CA 95129

Property at 1364 Saratoga Ave, Saratoga, CA 95129, 3 beds, 1 bath

$1,888,888

3 beds1 bath1,128 sq ft

1364 Saratoga Ave, Saratoga, CA 95129

Vintage Homes for Sale in Cupertino

There are currently 9 vintage homes for sale in Cupertino at a median listing price of $2.69M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Cupertino stay on the market for 30 days and receive 2 offers. Popular neighborhoods include West Valley, Sunnyvale West, Monta Vista, Saratoga Foothills, and Ortega. This map is refreshed with the newest listings in Cupertino every 15 minutes.

In the past month, 27 homes have been sold in Cupertino. In addition to houses in Cupertino, there were also 10 condos, 13 townhouses, and 2 multi-family units for sale in Cupertino last month. Cupertino is a minimally walkable city in Santa Clara County with a Walk Score of 48. Cupertino is home to approximately 58,810 people and 31,526 jobs. Find your dream home in Cupertino using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Cupertino are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Cupertino. Our Cupertino real estate stats and trends will give you more information about home buying and selling trends in Cupertino. If you're looking to sell your home in the Cupertino area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Cupertino with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Redfin agent insights on Cupertino, CA homes

October Median sales price in Cupertino is $3.6 M, homes are selling in just 8 days with a list to sales price ratio of 106.5%. Inventory has increased by 5.74% in the past month, the monthly supply of inventory is only 1.29 indicating a tight...
1 week ago • Cupertino
Amit Singh
Redfin Premier agent
The Cupertino housing market is extremely competitive, featuring a median sale price of $2.7 million(Oct 25). Buyers must act fast, as homes are typically sold in just 10 days and often attract multiple offers. Expect aggressive bidding,...
2 weeks ago • Cupertino
Mitul Parekh
Redfin agent
The Cupertino housing market remained strong in August 2025, with the median home price rising slightly by 0.4% to $3.0M. Despite fewer homes being sold this year, buyer demand remained high, as evidenced by a faster selling pace.
2 months ago • Cupertino
Fifi Li
Redfin Premier agent

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