Los Gatos CA Real Estate & Homes for Sale

Joyful modernism in a timeless setting. Welcome to 54 Chestnut Ave, Los Gatos. This 7,365sf modernized residence, nestled in the prestigious Glen Ridge neighborhood, epitomizes sophistication. Transport yourself to another time and place within the sophisticated and expansive English country gardens set upon a lot of 24,651sf+/-. Step inside to find contemporary finishes seamlessly blended with timeless attention to detail. The main level features a living room, family room, formal dining room, office/library, sitting room, and powder room. Beautiful chefs kitchen with two islands and an entire wall of windows/nano doors open to draw in the backyard living and dining spaces. Upstairs, 4 spacious bedrooms and 3 bathrooms await with a primary suite w/ views of the valley floor. A lower level offers a separate theatre and billiard room, which opens to the backyard, a bedroom suite and wine cellar. Additional luxuries include a spacious and sep office, gym room, and 2 separate garages.

Joyful modernism in a timeless setting. Welcome to 54 Chestnut Ave, Los Gatos. This 7,365sf modernized residence, nestled in the prestigious Glen Ridge neighborhood, epitomizes sophistication. Transport yourself to another time and place within the sophisticated and expansive English country gardens set upon a lot of 24,651sf+/-. Step inside to find contemporary finishes seamlessly blended with timeless attention to detail. The main level features a living room, family room, formal dining room, office/library, sitting room, and powder room. Beautiful chefs kitchen with two islands and an entire wall of windows/nano doors open to draw in the backyard living and dining spaces. Upstairs, 4 spacious bedrooms and 3 bathrooms await with a primary suite w/ views of the valley floor. A lower level offers a separate theatre and billiard room, which opens to the backyard, a bedroom suite and wine cellar. Additional luxuries include a spacious and sep office, gym room, and 2 separate garages.

New Price on this Spectacular Los Gatos Estate Property. No attention to detail has been overlooked in this tastefully updated 6 bedroom, 4.5 bath home w/ impressive entry & sweeping staircase. Gourmet kitchen w/center island, stainless appliances, dual ovens, 2 pantries, breakfast bar, spacious dining. Accordian slider off kitchen opens to outdoor fireplace, inviting seating, over the top outdoor kitchen w/gas grill, wrap around bar, TV, 2 heaters, 2nd TV at Pool area. A great place to entertain! The Great Room off the kitchen also features a fireplace & bar. Main level includes separate dining room, guest bedroom with en suite bath plus half bath off laundry & mud room. Primary Bedroom Suite w/2 walk-in closets, fireplace, updated bath w/dual sinks, free-standing tub, stall shower, radiant heat floors. Each additional upstairs bedroom is spacious w/ sizeable closets. All Baths tastefully updated. Bonus quiet homework space. Office. Double pane windows, doors throughout, newer roof, dual zone heat & AC. 3 car garage. The acre plus outdoor space features a batting cage, gazebo, outdoor living room, a stream, playground, an outdoor firepit with views, an upper play area. Possible ADU site (Buyer to verify). Possible Vineyard site (Buyer to verify). LG schools. This is a 10!

New Price on this Spectacular Los Gatos Estate Property. No attention to detail has been overlooked in this tastefully updated 6 bedroom, 4.5 bath home w/ impressive entry & sweeping staircase. Gourmet kitchen w/center island, stainless appliances, dual ovens, 2 pantries, breakfast bar, spacious dining. Accordian slider off kitchen opens to outdoor fireplace, inviting seating, over the top outdoor kitchen w/gas grill, wrap around bar, TV, 2 heaters, 2nd TV at Pool area. A great place to entertain! The Great Room off the kitchen also features a fireplace & bar. Main level includes separate dining room, guest bedroom with en suite bath plus half bath off laundry & mud room. Primary Bedroom Suite w/2 walk-in closets, fireplace, updated bath w/dual sinks, free-standing tub, stall shower, radiant heat floors. Each additional upstairs bedroom is spacious w/ sizeable closets. All Baths tastefully updated. Bonus quiet homework space. Office. Double pane windows, doors throughout, newer roof, dual zone heat & AC. 3 car garage. The acre plus outdoor space features a batting cage, gazebo, outdoor living room, a stream, playground, an outdoor firepit with views, an upper play area. Possible ADU site (Buyer to verify). Possible Vineyard site (Buyer to verify). LG schools. This is a 10!

Wonderful end-unit in gorgeous Glenridge neighborhood, quick stroll to dwntwn LG & easy access to Hwy 9. Top LG schools; Daves Elementary, Fisher Middle, Los Gatos High. Prime location in community w/ fresh interior paint, gorgeous new hardwood floors, new kitchen cabinets w/ quartz slab counters, a breakfast bar for casual dining. 3 bedrooms upstairs & updated baths! Primary suite has private balcony. Open floor plan w/ generous living space. Lovely spanish style surround on fireplace w/ reclaimed wood mantel. Large dining area to accommodates family & guests. Wall of windows in great room opens to lovely patio area. 2 private community pools, 2 covered parking spaces w/ extra storage. Enjoy all that downtown LG has to offer! Beyond the Common Area and Community Amenities, the HOA Covers the following for the unit: Water, Upgraded Internet, Cable, Garbage, Roof, Exterior Maintenance and exterior insurance - all are great savings for owners!

Wonderful end-unit in gorgeous Glenridge neighborhood, quick stroll to dwntwn LG & easy access to Hwy 9. Top LG schools; Daves Elementary, Fisher Middle, Los Gatos High. Prime location in community w/ fresh interior paint, gorgeous new hardwood floors, new kitchen cabinets w/ quartz slab counters, a breakfast bar for casual dining. 3 bedrooms upstairs & updated baths! Primary suite has private balcony. Open floor plan w/ generous living space. Lovely spanish style surround on fireplace w/ reclaimed wood mantel. Large dining area to accommodates family & guests. Wall of windows in great room opens to lovely patio area. 2 private community pools, 2 covered parking spaces w/ extra storage. Enjoy all that downtown LG has to offer! Beyond the Common Area and Community Amenities, the HOA Covers the following for the unit: Water, Upgraded Internet, Cable, Garbage, Roof, Exterior Maintenance and exterior insurance - all are great savings for owners!

Stunning views of Los Gatos in a great location minutes away from downtown Los Gatos. Nearly completed newer construction hillside custom home waiting to be finished and occupied to the buyer's liking. Contemporary architecture with a spacious and expansive floorplan has 3 levels and a ground floor garage. All floors accessible via an elevator and stairs. Property includes large windows and bifold doors to maximize the views, multiple decks for outside viewing including an appliance ready roof deck above the garage. The main level has a large great room open kitchen concept with a grand fireplace area and designed for a top-of-the-line modern entertainment system. Two separate Livingroom's one on each level both with great views. Also included on the main level is a full bathroom, a pantry, media room and downstairs laundry room combo. On the lower floor there is a good-sized bonus/game room. On the top floor are the 4 bedrooms all with ensuite bathrooms. The primary bedroom has large windows with great views, dual sinks and two walk in closets. Property sits on a large lot that is around 3/4 of an acre which creates great opportunities for different landscaping ideas. Property is in the award-winning Los Gatos-Saratoga school districts.

Stunning views of Los Gatos in a great location minutes away from downtown Los Gatos. Nearly completed newer construction hillside custom home waiting to be finished and occupied to the buyer's liking. Contemporary architecture with a spacious and expansive floorplan has 3 levels and a ground floor garage. All floors accessible via an elevator and stairs. Property includes large windows and bifold doors to maximize the views, multiple decks for outside viewing including an appliance ready roof deck above the garage. The main level has a large great room open kitchen concept with a grand fireplace area and designed for a top-of-the-line modern entertainment system. Two separate Livingroom's one on each level both with great views. Also included on the main level is a full bathroom, a pantry, media room and downstairs laundry room combo. On the lower floor there is a good-sized bonus/game room. On the top floor are the 4 bedrooms all with ensuite bathrooms. The primary bedroom has large windows with great views, dual sinks and two walk in closets. Property sits on a large lot that is around 3/4 of an acre which creates great opportunities for different landscaping ideas. Property is in the award-winning Los Gatos-Saratoga school districts.

Stunning custom Mediterranean estate boasts a private setting on 1.448 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ft ceilings, wide plank hardwood floors, custom millwork, and generous rooms. Impeccable quality and craftsmanship blend tasteful design and modern high-end amenities throughout. 11.9kw solar, owned. The beautifully maintained landscape features a Cabernet vineyard, flower-covered trellises, illuminated gardens, and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sports court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmer's market, community events, and hiking/biking trails. Distinguished Los Gatos schools.

Stunning custom Mediterranean estate boasts a private setting on 1.448 acres with peaceful views of the Los Gatos hills. This 5,166 sf, 5 bedroom, 4.5 bathroom home exudes sophisticated elegance and comfort with soaring 12 ft ceilings, wide plank hardwood floors, custom millwork, and generous rooms. Impeccable quality and craftsmanship blend tasteful design and modern high-end amenities throughout. 11.9kw solar, owned. The beautifully maintained landscape features a Cabernet vineyard, flower-covered trellises, illuminated gardens, and a private patio that is an ideal setting for gatherings or quiet relaxation. The grounds also include room for a pool, additional vineyard, sports court, or possible ADU. Close to vibrant downtown Los Gatos with casual and fine dining, boutique shopping, Farmer's market, community events, and hiking/biking trails. Distinguished Los Gatos schools.

Come and see this beautiful property in downtown Los Gatos right off Main Street. Two separate homes on one lot. The front house is two bedrooms and one bathroom with a two car attached garage and a fenced yard with a deck. The back house is one bedroom and one bath with a huge deck for entertaining and a fenced yard. Both homes have beautiful kitchens and bathrooms. They each have Central Air Conditioning and their own laundry rooms. It's a 2 minute walk to Zona Rosa and Los Gatos Coffee Roasting Company or cross the street to the Old Town area. Live in one unit and rent the other or move in your friends or family. Location is right downtown off Main Street at Park Avenue, you can walk to everything in town. Too many benefits to list here, go and see it today.

Come and see this beautiful property in downtown Los Gatos right off Main Street. Two separate homes on one lot. The front house is two bedrooms and one bathroom with a two car attached garage and a fenced yard with a deck. The back house is one bedroom and one bath with a huge deck for entertaining and a fenced yard. Both homes have beautiful kitchens and bathrooms. They each have Central Air Conditioning and their own laundry rooms. It's a 2 minute walk to Zona Rosa and Los Gatos Coffee Roasting Company or cross the street to the Old Town area. Live in one unit and rent the other or move in your friends or family. Location is right downtown off Main Street at Park Avenue, you can walk to everything in town. Too many benefits to list here, go and see it today.

Come and see this beautiful property in downtown Los Gatos right off Main Street. Two separate homes on one lot. The front house is two bedrooms and one bathroom with a two car attached garage and a fenced yard with a deck. The back house is one bedroom and one bath with a huge deck for entertaining and a fenced yard. Both homes have beautiful kitchens and bathrooms. They each have Central Air Conditioning and their own laundry rooms. It's a 2 minute walk to Zona Rosa and Los Gatos Coffee Roasting Company or cross the street to the Old Town area. Live in one unit and rent the other or move in your friends or family. Location is right downtown off Main Street at Park Avenue, you can walk to everything in town. Too many benefits to list here, go and see it today.

Welcome to 470 San Benito Avenue...a rare opportunity to own a total of four units in downtown Los Gatos with the advantage of strong income. The main structure has a sophisticated penthouse with approximately +/- 2460 square feet of gracious living. You feel like you are living in New York. Below the penthouse are two apartments with approximately +/- 1200 square feet. Both units have been beautifully updated and remolded. The charming cottage sits on the same parcel but has a mailing address of 307 Andrews Street. The cottage is approximately =/- 700 square feet. All four units are currently rented. In the past, the penthouse has been owner-occupied and all other three units have been rented. The Penthouse has a rooftop deck over the garage with stunning views of the surrounding Mountains. The pool on the rooftop deck has been covered with a deck. Living in downtown Los Gatos offers a balance between a peaceful suburban lifestyle and access to many amenities. With beautiful surroundings and many dining and shopping options, downtown provides a high quality of life for its residents.

Welcome to 470 San Benito Avenue...a rare opportunity to own a total of four units in downtown Los Gatos with the advantage of strong income. The main structure has a sophisticated penthouse with approximately +/- 2460 square feet of gracious living. You feel like you are living in New York. Below the penthouse are two apartments with approximately +/- 1200 square feet. Both units have been beautifully updated and remolded. The charming cottage sits on the same parcel but has a mailing address of 307 Andrews Street. The cottage is approximately =/- 700 square feet. All four units are currently rented. In the past, the penthouse has been owner-occupied and all other three units have been rented. The Penthouse has a rooftop deck over the garage with stunning views of the surrounding Mountains. The pool on the rooftop deck has been covered with a deck. Living in downtown Los Gatos offers a balance between a peaceful suburban lifestyle and access to many amenities. With beautiful surroundings and many dining and shopping options, downtown provides a high quality of life for its residents.

Welcome to 470 San Benito Avenue...a rare opportunity to own a total of four units in downtown Los Gatos with the advantage of strong income. The main structure has a sophisticated penthouse with approximately +/- 2460 square feet of gracious living. You feel like you are living in New York. Below the penthouse are two apartments with approximately +/- 1200 square feet. Both units have been beautifully updated and remolded. The charming cottage sits on the same parcel but has a mailing address of 307 Andrews Street. The cottage is approximately =/- 700 square feet. All four units are currently rented. In the past, the penthouse has been owner-occupied and all other three units have been rented. The Penthouse has a rooftop deck over the garage with stunning views of the surrounding Mountains. The pool on the rooftop deck has been covered with a deck. Living in downtown Los Gatos offers a balance between a peaceful suburban lifestyle and access to many amenities. With beautiful surroundings and many dining and shopping options, downtown provides a high quality of life for its residents.