Details for 15681 Kennedy Road, Los Gatos, CA 95032
Single Family
  1. Price: $12,888,888.00
  2. Price sqft: $1,039.01 / sqft
  3. Days On Market: 114
  4. Bedrooms: 8
  5. Baths: 11
  6. Garage / Parking Spaces: 25
  7. Bldg sqft: 12405
  8. Acreage: 3.58 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1991
MLS#: ML82010691
  1. County: SANTA CLARA
  2. City: Los Gatos
  3. Zipcode: 95032
  4. District: Other
  5. High School: LOSGAT
  6. Provided by: KW Silicon City
  7. California Regional MLS IDX
  8. DMCA Notice
Experience the epitome of luxury living at Villa di Fiori, an award winning architectural masterpiece nestled in the breathtaking vistas of Los Gatos, Silicon Valley. This extraordinary multi generati
Details for 18311 Lexington Drive, Monte Sereno, CA 95030
Single Family
  1. Price: $12,388,000.00
  2. Price sqft: $2,786.95 / sqft
  3. Days On Market: 414
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 4445
  8. Acreage: 1.49 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2013
MLS#: ML81974599
  1. County: SANTA CLARA
  2. City: Monte Sereno
  3. Zipcode: 95030
  4. District: Other
  5. Elementary School: DAVAVE
  6. Middle School: RAJFI
  7. High School: LOSGAT
  8. Provided by: Coldwell Banker Realty
  9. California Regional MLS IDX
  10. DMCA Notice
Sleek contemporary solar powered one level luxurious home with exceptional panoramic views and state of the art amenities on approximately 1.49 acres, office, study, massive kitchen family great room
Details for 15715 Gum Tree Lane, Los Gatos, CA 95032
Single Family
  1. Price: $9,500,000.00
  2. Price sqft: $1,514.91 / sqft
  3. Days On Market: 211
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 6271
  8. Acreage: 0.82 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1987
MLS#: ML81996980
  1. County: SANTA CLARA
  2. City: Los Gatos
  3. Zipcode: 95032
  4. District: Other
  5. Elementary School: OTHER
  6. Middle School: RAJFI
  7. High School: LOSGAT
  8. Provided by: Coldwell Banker Realty
  9. California Regional MLS IDX
  10. DMCA Notice
Welcome to 15715 Gum Tree Lane, a breathtaking 5 bedroom, 4.5 bathroom home nestled in a scenic area of Los Gatos. Spanning an impressive 6,271 sq ft on near acre lot, this luxurious residence offers
Details for 16840 Cypress Way, Los Gatos, CA 95030
Single Family
  1. Price: $8,950,000.00
  2. Price sqft: $1,531.49 / sqft
  3. Previous Price: $9,950,000
  4. Last Price Change: 08/26/25
  5. Days On Market: 109
  6. Bedrooms: 5
  7. Baths: 6
  8. Garage / Parking Spaces: 20
  9. Bldg sqft: 5844
  10. Acreage: 2.03 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1992
MLS#: ML82010050
  1. County: SANTA CLARA
  2. City: Los Gatos
  3. Zipcode: 95030
  4. District: Other
  5. Middle School: RAJFI
  6. High School: LOSGAT
  7. Provided by: Compass
  8. California Regional MLS IDX
  9. DMCA Notice
Welcome to an exquisite Mediterranean estate in the foothills of Los Gatos at 16840 Cypress Way. Located at the bottom of Cypress Way, this gated property offers privacy & dramatic views with easy acc
Details for 16541 Cypress Way, Los Gatos, CA 95030
Single Family
  1. Price: $8,950,000.00
  2. Price sqft: $938.94 / sqft
  3. Previous Price: $9,500,000
  4. Last Price Change: 09/13/25
  5. Days On Market: 124
  6. Bedrooms: 5
  7. Baths: 8
  8. Garage / Parking Spaces: 12
  9. Bldg sqft: 9532
  10. Acreage: 2.00 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1988
MLS#: ML82008476
  1. County: SANTA CLARA
  2. City: Los Gatos
  3. Zipcode: 95030
  4. District: Other
  5. High School: LOSGAT
  6. Provided by: Christie's International Real Estate Sereno
  7. California Regional MLS IDX
  8. DMCA Notice
Chateau De La Vue Elevated above Los Gatos, boasts over 9,500 sq. ft. of living space and presides over an ultra private 2 acre estate where panoramic 180 views stretch from the lights of Silicon Va
Details for 23020 Old Santa Cruz Highway, Los Gatos, CA 95033
Single Family
  1. Price: $7,995,000.00
  2. Price sqft: $1,072.58 / sqft
  3. Days On Market: 65
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7454
  8. Acreage: 29.37 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1986
MLS#: ML82015557
  1. County: SANTA CRUZ
  2. City: Los Gatos
  3. Zipcode: 95033
  4. District: Other
  5. Elementary School: OTHER
  6. Middle School: OTHER
  7. High School: LOSGAT
  8. Provided by: Christie's International Real Estate Sereno
  9. California Regional MLS IDX
  10. DMCA Notice
One of a kind luxury estate set on ~30 acres with sunny pastures, redwood forest, & distant bay views. Impressive colonial style home with grand entry hall, formal living & dining rooms, family room,
Details for 22700 Old Santa Cruz Highway, Los Gatos, CA 95033
Single Family
  1. Price: $7,800,000.00
  2. Price sqft: $2,126.50 / sqft
  3. Days On Market: 387
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 100
  7. Bldg sqft: 3668
  8. Acreage: 72.00 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1920
MLS#: ML81980206
  1. County: SANTA CRUZ
  2. City: Los Gatos
  3. Zipcode: 95033
  4. District: Other
  5. Elementary School: OTHER
  6. Middle School: OTHER
  7. High School: LOSGAT
  8. Provided by: Intero Real Estate Services
  9. California Regional MLS IDX
  10. DMCA Notice
Legendary Chateau Liberte' is a landmark property at the Summit of Old Santa Cruz Highway, presiding over seventy two pristine acres of towering Redwood forests. Main residence is restored with milled
Details for 15651 Kennedy Road, Los Gatos, CA 95032
Single Family
  1. Price: $7,200,000.00
  2. Price sqft: $1,703.74 / sqft
  3. Days On Market: 52
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 30
  7. Bldg sqft: 4226
  8. Acreage: 7.61 acres
  9. Pool: No
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 1952
MLS#: ML82017790
  1. County: SANTA CLARA
  2. City: Los Gatos
  3. Zipcode: 95032
  4. District: Other
  5. Elementary School: OTHER
  6. Middle School: RAJFI
  7. High School: LOSGAT
  8. Provided by: Coldwell Banker Realty
  9. California Regional MLS IDX
  10. DMCA Notice
Experience the ultimate Los Gatos lifestyle with panoramic valley views, resort style amenities, and a turnkey single story home, all less than five minutes from town. Arguably one of the finest estat
Details for 16108 Mays Avenue, Monte Sereno, CA 95030
Single Family
  1. Price: $6,988,000.00
  2. Price sqft: $1,129.65 / sqft
  3. Days On Market: 109
  4. Bedrooms: 7
  5. Baths: 10
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6186
  8. Acreage: 0.23 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: ML82011283
  1. County: SANTA CLARA
  2. City: Monte Sereno
  3. Zipcode: 95030
  4. District: Other
  5. Elementary School: DAVAVE
  6. Middle School: RAJFI
  7. High School: LOSGAT
  8. Provided by: Coldwell Banker Realty
  9. California Regional MLS IDX
  10. DMCA Notice
Weve received the final permit! Experience elevated living in this extraordinary new construction located in the heart of highly sought after Monte Sereno. Thoughtfully designed with timeless elegance
Details for 16108 Mays Avenue, Monte Sereno, CA 95030
Single Family
  1. Price: $6,988,000.00
  2. Price sqft: $1,129.65 / sqft
  3. Days On Market: 179
  4. Bedrooms: 7
  5. Baths: 10
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6186
  8. Acreage: 0.23 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 2025
MLS#: ML82001465
  1. County: SANTA CLARA
  2. City: Monte Sereno
  3. Zipcode: 95030
  4. District: Other
  5. Elementary School: DAVAVE
  6. Middle School: RAJFI
  7. High School: LOSGAT
  8. Provided by: Coldwell Banker Realty
  9. California Regional MLS IDX
  10. DMCA Notice
Experience elevated living in this exceptional new construction in highly sought after Monte Sereno. This thoughtfully designed residence blends timeless sophistication with modern comfort, offering a