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$4,700,000

Privately gated and immersed in natural beauty, 108 Teresita Way is a striking estate offering commanding views, exceptional privacy, and effortless access to downtown Los Gatos, top-rated schools, and trails. Designed to maximize light, space, and scenery, this 3,831 sq ft home sits on an expansive 31,200 sq ft lot with multiple decks and patios ideal for entertaining. The formal living and dining room serves as the centerpiece of the home, featuring vaulted ceilings, dramatic walls of glass, fireplace, built-ins, and breathtaking views. A beautifully remodeled chef's kitchen boasts soaring ceilings, oversized island, premium appliances, and picturesque outlooks. The main level includes a luxurious primary suite with private balcony, walk-in closet, and spa-like bath (2022), plus three additional bedrooms, two full baths, and a dedicated office. The lower level offers ideal flexibility with a bedroom, full bath, brand new kitchen (2026), family room with fireplace, and a generous recreation room opening outdoors - perfect for guests or extended living. The wrap-around grounds feature a pool, gazebo, stamped concrete patios, lawn areas, and space for gardens or workshops. A five-car garage, solar, EV hookup, and abundant storage complete this truly special property.

5 Beds ⋅ 4 Baths ⋅ ML82030291 MLS

Privately gated and immersed in natural beauty, 108 Teresita Way is a striking estate offering commanding views, exceptional privacy, and effortless access to downtown Los Gatos, top-rated schools, and trails. Designed to maximize light, space, and scenery, this 3,831 sq ft home sits on an expansive 31,200 sq ft lot with multiple decks and patios ideal for entertaining. The formal living and dining room serves as the centerpiece of the home, featuring vaulted ceilings, dramatic walls of glass, fireplace, built-ins, and breathtaking views. A beautifully remodeled chef's kitchen boasts soaring ceilings, oversized island, premium appliances, and picturesque outlooks. The main level includes a luxurious primary suite with private balcony, walk-in closet, and spa-like bath (2022), plus three additional bedrooms, two full baths, and a dedicated office. The lower level offers ideal flexibility with a bedroom, full bath, brand new kitchen (2026), family room with fireplace, and a generous recreation room opening outdoors - perfect for guests or extended living. The wrap-around grounds feature a pool, gazebo, stamped concrete patios, lawn areas, and space for gardens or workshops. A five-car garage, solar, EV hookup, and abundant storage complete this truly special property.

108 Teresita WAY, Los Gatos

Listed by Ducky Grabill, 408-761-4073 from Christie's International Real Estate Sereno
(If provided) CoList: Amy Hoefer from Christie's International Real Estate Sereno

Sold listing courtesy of Mary Pope-Handy from SGP

$1,785,000

Amazing value close to town on a sunny acre with views and 5 car garage! This 4 spacious bedroom, 3-bathroom home is a haven of light and style. Formal entry leads to inviting living room, featuring high ceilings and abundant windows and views, complete with new carpets. The gourmet chef's kitchen boasts granite countertops, a center island with a breakfast bar, stainless steel appliances, and garden windows framing mountain vistas. Formal dining room, pantry and laundry area. Two primary suites, one is a retreat with exposed wood beams, distressed wide plank flooring, gas fireplace, enormous walk-in closet with built-ins and a luxurious bathroom with a sunken tub, and a shower with a stunning granite backsplash that leads to a private deck for morning coffee. Back yard has expansive Trex deck with breathtaking mountain valley views, grassy area, a large side yard with garden and horseshoe pit. Car enthusiasts will love the attached 3-car garage, carport, detached 2 car garage with barn/workshop, and a vast cement parking area. Additional features include updated electrical systems, internal fire sprinklers system, public water (sjwater), water tanks, whole house generator, central vacuum and comcast. Easy drive to town or beach. Los Gatos Schools (Loma Prieta, CT & LG High).

4 Beds ⋅ 3 Baths ⋅ ML82010777 MLS

Amazing value close to town on a sunny acre with views and 5 car garage! This 4 spacious bedroom, 3-bathroom home is a haven of light and style. Formal entry leads to inviting living room, featuring high ceilings and abundant windows and views, complete with new carpets. The gourmet chef's kitchen boasts granite countertops, a center island with a breakfast bar, stainless steel appliances, and garden windows framing mountain vistas. Formal dining room, pantry and laundry area. Two primary suites, one is a retreat with exposed wood beams, distressed wide plank flooring, gas fireplace, enormous walk-in closet with built-ins and a luxurious bathroom with a sunken tub, and a shower with a stunning granite backsplash that leads to a private deck for morning coffee. Back yard has expansive Trex deck with breathtaking mountain valley views, grassy area, a large side yard with garden and horseshoe pit. Car enthusiasts will love the attached 3-car garage, carport, detached 2 car garage with barn/workshop, and a vast cement parking area. Additional features include updated electrical systems, internal fire sprinklers system, public water (sjwater), water tanks, whole house generator, central vacuum and comcast. Easy drive to town or beach. Los Gatos Schools (Loma Prieta, CT & LG High).

22187 Old Santa Cruz HWY, Los Gatos

Listed by Lisa Sgarlato, 408-396-7231 from Compass
(If provided) CoList: from

Sold listing courtesy of Jill Cole from CBR

$1,440,000

Stunning views to Monterey Bay and beyond. Its a peaceful slice of heaven just waiting for you. This amazing 11 Acre property has a single level home thats light and bright with panoramic views from nearly every room. Turn-key and ready for you and your family. Primary suite with 2 more bedrooms, dining room with built-ins and a large living room with wood burning stove and bookcases. Newly remodeled kitchen and baths with all new cabinetry, Quartz counters, laminate flooring, lighting & interior paint. Large family room with bonus square footage approximately 200 ft.². Off the living room is an expansive covered patio with great space to entertain and enjoy more views! Room for a Gentlemens farm. Drive into a large motor court able to accommodate 5-10 cars. 5 car, connected garages with separate HVAC, additional propane tank and workshop. Additional outbuilding used as an office/artist studio and shop with 3 rooms and many windows. A green house and so much more. All protected by a recently installed propane powered "back-up generator. Ideal for someone who needs lots of space for cars, trucks and a home business. Possible AUD. All behind a beautiful custom gate! This home has easy access off the road and is private in every way with amazing "Million Dollar" views!

3 Beds ⋅ 3 Baths ⋅ ML81958714 MLS

Stunning views to Monterey Bay and beyond. Its a peaceful slice of heaven just waiting for you. This amazing 11 Acre property has a single level home thats light and bright with panoramic views from nearly every room. Turn-key and ready for you and your family. Primary suite with 2 more bedrooms, dining room with built-ins and a large living room with wood burning stove and bookcases. Newly remodeled kitchen and baths with all new cabinetry, Quartz counters, laminate flooring, lighting & interior paint. Large family room with bonus square footage approximately 200 ft.². Off the living room is an expansive covered patio with great space to entertain and enjoy more views! Room for a Gentlemens farm. Drive into a large motor court able to accommodate 5-10 cars. 5 car, connected garages with separate HVAC, additional propane tank and workshop. Additional outbuilding used as an office/artist studio and shop with 3 rooms and many windows. A green house and so much more. All protected by a recently installed propane powered "back-up generator. Ideal for someone who needs lots of space for cars, trucks and a home business. Possible AUD. All behind a beautiful custom gate! This home has easy access off the road and is private in every way with amazing "Million Dollar" views!

21010 Bear Creek RD, Los Gatos

Listed by Don Perry, 408-656-1898 from Coldwell Banker Realty
(If provided) CoList: Michael Lomonaco from Coldwell Banker Realty

Sold listing courtesy of Alex Lunginovic from MONT

$1,675,000

Incredibly rare opportunity to purchase your own private retreat property of 128 ACRES w/breathtaking views for miles in every direction. Luxury sized, multi-level dome home w/4,426 sq ft of living space, includes separate family, living & dining, ground floor bdrm/full bath, w/cellar & utility room; 2nd level w/primary suite, kit, living & dining; 3 addt'l gracious sized bdrms on 3rd floor. Immensely sized rooms! Addt'l 3,116 sq ft of gorgeous redwood decking for outdoor living, 4+Car Gar w/1,362 SQ FT, +over garage storage ideal for workshop/music studio/artist enclave. Utility room, solar panels (unsure of condition), multiple wood stoves & miles of birds chirping, nature, peace & privacy. Private well pumps at 7.5 GPM, 2 new water holding tanks (10k gallons). Unsure of property boundaries, private & remote road access to this special and unique, private mountain setting. Exact property size undetermined, buyer to survey if desired. No need for 4-wheel drive to access house.

5 Beds ⋅ 4 Baths ⋅ ML81954284 MLS

Incredibly rare opportunity to purchase your own private retreat property of 128 ACRES w/breathtaking views for miles in every direction. Luxury sized, multi-level dome home w/4,426 sq ft of living space, includes separate family, living & dining, ground floor bdrm/full bath, w/cellar & utility room; 2nd level w/primary suite, kit, living & dining; 3 addt'l gracious sized bdrms on 3rd floor. Immensely sized rooms! Addt'l 3,116 sq ft of gorgeous redwood decking for outdoor living, 4+Car Gar w/1,362 SQ FT, +over garage storage ideal for workshop/music studio/artist enclave. Utility room, solar panels (unsure of condition), multiple wood stoves & miles of birds chirping, nature, peace & privacy. Private well pumps at 7.5 GPM, 2 new water holding tanks (10k gallons). Unsure of property boundaries, private & remote road access to this special and unique, private mountain setting. Exact property size undetermined, buyer to survey if desired. No need for 4-wheel drive to access house.

21864 Bear Creek RD, Los Gatos

Listed by Sheila Feddema, 831-254-5088 from Sherman & Boone Realtors
(If provided) CoList: Sheila Giblin from Sherman & Boone Realtors

Sold listing courtesy of Ben Dodge from KWLGE

$2,275,000

This home will check every box...ample square footage, an open and inviting floor plan, long-range bay and ocean views, oversized garage with workshop and lift, room for a pool, and even an equestrian set up with 4 stall barn and acres of pasture. Nestled on one of the most sought after streets in the mountains, this stunning home offers the perfect blend of comfort and versatility. Breathtaking views of the Monterey Bay are seen from almost every angle and enhance the indoor-outdoor lifestyle. 5 spacious bedrooms as well as a separate office with custom built-ins and windows. A primary suite is designed to be your personal haven, a place where tranquility and luxury blend seamlessly. Every detail has been thoughtfully curated to create an atmosphere of pure indulgence and relaxation. Two living/family room areas enhanced by shared fireplace and vaulted ceilings. Yes! Comcast Internet. Top-rated Los Gatos Schools, Loma Prieta Elementary, C.T. English Middle School, Los Gatos High.

5 Beds ⋅ 4 Baths ⋅ ML81948255 MLS

This home will check every box...ample square footage, an open and inviting floor plan, long-range bay and ocean views, oversized garage with workshop and lift, room for a pool, and even an equestrian set up with 4 stall barn and acres of pasture. Nestled on one of the most sought after streets in the mountains, this stunning home offers the perfect blend of comfort and versatility. Breathtaking views of the Monterey Bay are seen from almost every angle and enhance the indoor-outdoor lifestyle. 5 spacious bedrooms as well as a separate office with custom built-ins and windows. A primary suite is designed to be your personal haven, a place where tranquility and luxury blend seamlessly. Every detail has been thoughtfully curated to create an atmosphere of pure indulgence and relaxation. Two living/family room areas enhanced by shared fireplace and vaulted ceilings. Yes! Comcast Internet. Top-rated Los Gatos Schools, Loma Prieta Elementary, C.T. English Middle School, Los Gatos High.

15 Ocean View RD, Los Gatos

Listed by Jill Cole, 408-219-3416 from Coldwell Banker Realty
(If provided) CoList: Skylar Sellers from Coldwell Banker Realty

Sold listing courtesy of Seb Frey from COMPS

$6,000,000

Welcome to this amazing gated estate in the prestigious South Kennedy area of Los Gatos. Situated on four acres with magnificent grounds and three separate structures, this property offers an incredible and unique California lifestyle. The private compound features a main house with four en-suite bedrooms, attached 2-car garage, a fully equipped stand-alone one bedroom 915 sq ft Guest House and separate 960 sq ft 3-car garage with Town approval to convert to an ADU. (Total square footage ~6,075) Directly accessible from the family room is an absolutely stunning entertainer's dream backyard boasting an outdoor kitchen, sitting area with a retractable cover and 6-gas heaters, TV, fire pit and hot tub. Just above the patio area is a fantastic infinity edge pool including a large sun-shelf and spa. Huge front lawn offers a tremendous space for family fun & games as well as a sport court with its own viewing deck. Think Lake Tahoe Lodge out front, Miami Beach Resort out back!

5 Beds ⋅ 6 Baths ⋅ ML81919995 MLS

Welcome to this amazing gated estate in the prestigious South Kennedy area of Los Gatos. Situated on four acres with magnificent grounds and three separate structures, this property offers an incredible and unique California lifestyle. The private compound features a main house with four en-suite bedrooms, attached 2-car garage, a fully equipped stand-alone one bedroom 915 sq ft Guest House and separate 960 sq ft 3-car garage with Town approval to convert to an ADU. (Total square footage ~6,075) Directly accessible from the family room is an absolutely stunning entertainer's dream backyard boasting an outdoor kitchen, sitting area with a retractable cover and 6-gas heaters, TV, fire pit and hot tub. Just above the patio area is a fantastic infinity edge pool including a large sun-shelf and spa. Huge front lawn offers a tremendous space for family fun & games as well as a sport court with its own viewing deck. Think Lake Tahoe Lodge out front, Miami Beach Resort out back!

17400 Phillips AVE, Los Gatos

Listed by Greg Simpson, 408-832-2323 from KW Bay Area Estates
(If provided) CoList: from

Sold listing courtesy of Chris Ray from SGP