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Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132 projection screen in a 20 foot high slanted ceiling room.

3 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ 226111824 MLS

Welcome to one of the finest homes in Redwood Estates, a rare opportunity to own a beautiful retreat offering exceptional privacy. One of very few homes near the very top of the Santa Cruz mountains, the home offers a ridgetop setting with layered Santa Cruz Mountain views from the bedrooms. Wake to distant ridgelines above the redwood canopy. It is easily accessed with a 2 minute travel time from Hwy 17 and only 15 minutes to downtown Los Gatos and 20 minutes to downtown Santa Cruz. One of the property's most distinctive features is its extraordinary collection of Japanese maples. More than 25 trees representing over 15 different varieties create a living garden that changes character throughout the year, from delicate spring greens to brilliant autumn color. The landscape feels curated yet natural, blending seamlessly with the surrounding mountain setting. The home also features a full 132 projection screen in a 20 foot high slanted ceiling room.

21670 Woolaroc Drive, Los Gatos

Listing courtesy of Dombroski Realty.

Comprehensive top-to-bottom remodel completed in July 2026. Set on 4.5 private, highly usable acres, this 3,659 sq. ft. mountain estate combines soaring architectural design, high-tech infrastructure, and resort-style grounds just 15 minutes from downtown Los Gatos and a 4-minute walk to a local neighborhood park. The formal living room features dramatic 25-foot soaring ceilings and a wall of floor-to-ceiling glass framing panoramic redwood forest views. The floor plan offers a clear separation of space, flooded with natural light and high-end modern finishes throughout. Infrastructure Advantages: Public Water: Connected to San Jose Water a rare premium for mountain properties eliminating well dependencies. Power & Climate: Brand-new heat pump HVAC (installed July 2026), solar power, and a full-home commercial automatic backup generator. Connectivity: Active Starlink internet installed and ready for work-from-home needs. Resort Grounds & Outdoor Living: Outdoor Space: 2,000+ sq. ft. deck built for outdoor dining and entertaining. Pool & Spa: Solar-heated pool with a custom waterfall, hot tub, and an enclosed gazebo featuring a large stone fireplace, prep sink, and mini-fridge. Turf & Grounds: 2,000 sq. ft. of low-maintenance artificial turf, a built-in playhouse, a glass-and-redwood greenhouse, 8 raised garden beds, an enclosed chicken coop with an outdoor run, and mature fruit and citrus trees. Parking: 3-car garage plus an expansive driveway with ample guest and RV parking. A turnkey, modern mountain sanctuary where all the heavy lifting has already been done.

5 Beds ⋅ 4 Baths ⋅ 3,659 SqFt. ⋅ 226097537 MLS

Comprehensive top-to-bottom remodel completed in July 2026. Set on 4.5 private, highly usable acres, this 3,659 sq. ft. mountain estate combines soaring architectural design, high-tech infrastructure, and resort-style grounds just 15 minutes from downtown Los Gatos and a 4-minute walk to a local neighborhood park. The formal living room features dramatic 25-foot soaring ceilings and a wall of floor-to-ceiling glass framing panoramic redwood forest views. The floor plan offers a clear separation of space, flooded with natural light and high-end modern finishes throughout. Infrastructure Advantages: Public Water: Connected to San Jose Water a rare premium for mountain properties eliminating well dependencies. Power & Climate: Brand-new heat pump HVAC (installed July 2026), solar power, and a full-home commercial automatic backup generator. Connectivity: Active Starlink internet installed and ready for work-from-home needs. Resort Grounds & Outdoor Living: Outdoor Space: 2,000+ sq. ft. deck built for outdoor dining and entertaining. Pool & Spa: Solar-heated pool with a custom waterfall, hot tub, and an enclosed gazebo featuring a large stone fireplace, prep sink, and mini-fridge. Turf & Grounds: 2,000 sq. ft. of low-maintenance artificial turf, a built-in playhouse, a glass-and-redwood greenhouse, 8 raised garden beds, an enclosed chicken coop with an outdoor run, and mature fruit and citrus trees. Parking: 3-car garage plus an expansive driveway with ample guest and RV parking. A turnkey, modern mountain sanctuary where all the heavy lifting has already been done.

21631 Summit Road, Los Gatos

Listing courtesy of LPT Realty, Inc.

Have you been Dreaming of Living in the Mountains? Then this home is for you!! First time on the market in over 30 years. Pride of ownership can be found here! Nestled in the Redwoods, with Big Views! Tucked away for Privacy, Peaceful and Serene living, yet less than 25 minutes to Downtown Los Gatos! This exquisite 4 Bedroom 4 bath home with an In-Law quarters, Guest Area or Game room is a must see! upon stepping through the front door you will experience the Open and spaciousness this home offers, with views from every room! The home is nicely laid out for family living, entertaining guests or just relaxing by the Pool. The private partially covered Deck off the Primary Bedroom Suite is the place to enjoy sunsets, and enjoying the birds and cool Mountain air! The yards are terraced and nicely landscaped with irrigation in place, along with partial fencing and cross fencing. The Solar system is in place, and Seller owned, along with a back-up generator. This home is a must see!

4 Beds ⋅ 4 Baths ⋅ 3,611 SqFt. ⋅ 226099219 MLS

Have you been Dreaming of Living in the Mountains? Then this home is for you!! First time on the market in over 30 years. Pride of ownership can be found here! Nestled in the Redwoods, with Big Views! Tucked away for Privacy, Peaceful and Serene living, yet less than 25 minutes to Downtown Los Gatos! This exquisite 4 Bedroom 4 bath home with an In-Law quarters, Guest Area or Game room is a must see! upon stepping through the front door you will experience the Open and spaciousness this home offers, with views from every room! The home is nicely laid out for family living, entertaining guests or just relaxing by the Pool. The private partially covered Deck off the Primary Bedroom Suite is the place to enjoy sunsets, and enjoying the birds and cool Mountain air! The yards are terraced and nicely landscaped with irrigation in place, along with partial fencing and cross fencing. The Solar system is in place, and Seller owned, along with a back-up generator. This home is a must see!

22427 Old Logging Road, Los Gatos

Listing courtesy of Landmark Properties.

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All measurements and all calculations of area (i.e., Sq Ft and Acreage) are approximate. Broker has represented to MetroList that Broker has a valid listing signed by seller authorizing placement in the MLS. Above information is provided by Seller and/or other sources and has not been verified by Broker. Copyright 2026 MetroList Services, Inc. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of MetroList® MLS. All information has been provided by seller/other sources and has not been verified by broker. All interested persons should independently verify the accuracy of all information. Last updated .