Hillside Community - La Jolla, CA

Hillside Homes La Jolla Homes For Sale

Hillside community homes are located in the coastal community of La Jolla, California.  Many of the homes in this neighborhood are located on Hillside Drive that starts from the bottom of Torrey Pines Road which is approximately one block to the beach and continues up the hill offering panoramic views of the city lights, Pacific Ocean and beautiful sunset views.  Many buyers are looking for hillside homes and not specifically looking in the Hillside area which happens a lot. Below are all the Hillside neighborhood homes for sale and for lease in La Jolla.  Please contact us at 1-888-990-7111 with questions regarding this community and any of the homes listed for sale.

Hillside La Jolla Homes For Sale

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San Diego 7784 Hillside Dr

Beautifully renovated and rich in architectural character, this Tudor estate offers an exceptional combination of timeless charm, modern comfort and expansive outdoor living in the heart of La Jolla. Set on a generous .45-acre lot with a view of La Jolla Cove, the property brings together a distinctive home and an extraordinary backyard in one of La Jolla’s most desirable locations. Inside, thoughtful renovations complement the home’s original character, preserving its warmth and appeal while introducing the comforts of modern living. A main-level primary suite adds everyday convenience, further enhancing the home’s inviting and livable design. What truly sets this property apart is the remarkable outdoor space. A pool, spa and pickleball court anchor the backyard, with ample room for entertaining, relaxing and enjoying San Diego’s year-round coastal climate. From leisurely afternoons by the pool to friendly games and evenings spent gathering with friends, the grounds offer room to enjoy it all in a setting that is rarely found in La Jolla. With its distinctive Tudor architecture, beautifully updated interiors and exceptional grounds, this is a rare opportunity to enjoy coastal living in a home with enduring character and space to make the most of every day.$10,450,000

$10,450,000
4 Beds
5 Baths
4,720 SqFt
21 Days On Market

La Jolla 7716 Lookout Drive

The iconic Lowry McClanahan/Thomas Shepherd Residence is available an architectural jewel and historically designated landmark (HRB No. 710), complete with a Mills Act agreement for significant property tax savings. Tucked away on a quiet street in the esteemed La Jolla Hills and designed in 1936 by Master Architect, Thomas Shepherd, this Colonial Revival estate has been lovingly restored, offering timeless elegance across a generous .33-acre lot framed by lush privacy hedges and manicured gardens. Every detail of this home speaks to its pedigree from the original oak flooring, intricate millwork, and built-ins, to the natural light that fills each carefully curated space. The main level offers a versatile layout ideal for modern living and entertaining. The grand living room features classic wainscoting, an original masonry fireplace, and French doors that open to a serene loggia with views of the expansive backyard. A charming formal dining room with bay window and corner built-ins flows into a beautifully updated chefs kitchen and butlers pantry, complete with creamy white cabinetry, Corian countertops, paneled appliances, and a walnut-topped center island. Step onto the elevated entertaining deck or enjoy alfresco dining surrounded by roses below. Upstairs, three spacious bedrooms and two full baths include a private primary suite with dual walk-in closets and a sun-drenched en-suite bath. A cozy den, powder room, and rare basement/utility space add to the homes function and charm. 7716 Lookout Drive is more than just a residence its a legacy. A rare offering to own$5,250,000

$5,250,000
3 Beds
3 Baths
3,186 SqFt
27 Days On Market

La Jolla 7631 Hillside Drive

Nestled atop a scenic hill with some of the best views you will find anywhere! Located on one of La Jollas most desirable, streets offering unparalleled 180 degree views of the Ocean, Coastline, and the famous Torrey Pines Golf Course, all the way from the cove to San Clemente. This custom-built home with 4 Bedrooms 3 Baths 3,525 sq ft. plus a completely useable 8,147 sq. ft lot with a large north facing yard area offers the potential to expand or space to add a pool / ADU. Large decks on both levels, multiple large windows & French doors that fill the home with an abundance of light while framing spectacular views of the Ocean and beyond. The large Primary suite is located on the first floor has multiple French doors, vaulted ceilings, an oversized dressing area with his & her closets, spacious walk-in shower, bidet, and dual sinks. The lower level has a total of 3 bedrooms, bonus living area with a mini kitchen and 2 full baths. The temperature controlled wine closet holds 500+ bottles of wine. La Jolla with its natural beauty is known as The Jewel of San Diego. Enjoy some of the worlds most renowned beaches including La Jolla Cove & Blacks Beach. Experience the areas perfect climate while enjoying Torrey Pines State Natural Reserves scenic vistas and its amazing hiking trails, plus La Jolla Village with incredible upscale shopping & fine dining.$4,950,000

$4,950,000
4 Beds
4 Baths
3,525 SqFt
2 Days On Market

La Jolla 1822 Amalfi St. 1

Rare opportunity in a prime La Jolla location with potential panoramic ocean views. This oversized lot offers approximately 11,000 square feet and is roughly triple the width of a typical La Jolla lot. Build your dream home in one of San Diego’s most desirable coastal communities. Super well located within close proximity to La Jolla Village, beaches, restaurants, shopping, and nightlife. Buyer to verify all aspects of the property including permits, development possibilities, views, timelines, square footage, zoning, and approvals with the appropriate professionals and agencies. Conceptual renderings shown for illustrative purposes only. No approved plans or permits currently in place.$2,499,000

$2,499,000
70 Days On Market

La Jolla 7502 Hillside Dr

Short- or long-term occupancy available. Rates are subject to change based on seasonality and length of stay. Entirely rebuilt, Mid-Century Modern home offering an open and spacious design with water and hillside views from most of the property. Known for its great walking trail into the Village, Hillside Drive is set in one of the La Jolla's most prestigious neighborhoods, the Country Club. The property offers incredible, indoor / outdoor living spaces featuring an Evo grill, hot tub, bar, fire pit, outdoor television and lounge area with ocean views perfect for entertaining guests. Floor to ceiling glass walls provide breathtaking views of La Jolla, while the convenient location is just a short drive from La Jolla's beaches, the Village and easy access to freeways. House is fully furnished and equipped with Gaggenau appliances, wine refrigerator, prep sink, serving dishes, pots, pans utensils and all the things you need. Zoned heating and AC, a Sonos sound system, solar and two primary bedrooms add to the modern comfort and convenience. The neighborhood is generally very quiet. Owner responsible for utilities on short term and monthly rentals. Listing agent is owner.$50,000

$50,000
4 Beds
4 Baths
3,234 SqFt
778 Days On Market

La Jolla 7447 Hillside Dr

Nestled on the hills of La Jolla, Villa Luna offers panoramic views from La Jolla Shores to Del Mar. This premier home is designed for ultimate comfort and exclusivity, featuring a private infinity pool, hot tub, indoor fireplaces, outdoor fire pit, and a gym. Enjoy a steam shower, soaker tub, 4-zone AC, Sonos Wi-Fi speakers, and an EV charger for your convenience. With 5 spacious bedrooms, each with its own en suite, this villa ensures complete privacy for all guests. Additional features include a private office, wine cellar, security cameras, and 4 parking spaces (2-car garage + 2 driveway). Villa Luna is fully furnished and available for 1-week to 12-month rentals. Whether you’re here for a short getaway or a long-term stay, this home provides the perfect blend of luxury and comfort.$40,000

$40,000
5 Beds
6 Baths
8,175 SqFt
474 Days On Market

La Jolla 7502 Hillside Dr

Short- or long-term occupancy available. Rates are subject to change based on seasonality and length of stay. Entirely rebuilt, Mid-Century Modern home offering an open and spacious design with water and hillside views from most of the property. Known for its great walking trail into the Village, Hillside Drive is set in one of the La Jolla's most prestigious neighborhoods, the Country Club. The property offers incredible, indoor / outdoor living spaces featuring an Evo grill, hot tub, bar, fire pit, outdoor television and lounge area with ocean views perfect for entertaining guests. Floor to ceiling glass walls provide breathtaking views of La Jolla, while the convenient location is just a short drive from La Jolla's beaches, the Village and easy access to freeways. House is fully furnished and equipped with Gaggenau appliances, wine refrigerator, prep sink, serving dishes, pots, pans utensils and all the things you need. Zoned heating and AC, a Sonos sound system, solar and two primary bedrooms add to the modern comfort and convenience. The neighborhood is generally very quiet. Owner responsible for utilities on short term and monthly rentals. Listing agent is owner.$25,000

$25,000
4 Beds
4 Baths
3,234 SqFt
778 Days On Market

La Jolla 7612 Hillside Dr

Stunning ocean views with natural breezes in a quiet and private gated location in the coveted Hillside Dr of La Jolla. Flexibility to come fully furnished or furnished brings this prestigious design and unique architecture featuring 3 bedrooms and 3.5 bathrooms with almost 3,500 SF of livable space. Soaring tray ceilings in your inviting formal living room with direct French door access to your secluded balcony with sweeping Pacific Ocean views. Formal dining room flooded with natural light and seamless flow to your cozy kitchen with butcher block countertops, separate desk room/pantry, and custom built-ins. Family room/office with a built-in entertainment center off your cozy kitchen and direct access to your two car attached garage. Entry level features your primary ensuite with direct access to your generous sized balcony overlooking the lovely sunsets. Primary bath features his and hers showers and toilets, dual sinks with middle vanity, luxurious tub, and dual entry walk-in closet. Additional powder room on main level. Downstairs features 2 secondary bedrooms both with ensuite bathrooms. Full sized laundry room plus your own personal home gym! Yard maintenance and pest control included. Conveniently located near La Jolla Village, beaches, La Jolla shores and cove, UCSD, freeways, restaurants, and more. This is a must see!$14,000

$14,000
3 Beds
4 Baths
3,455 SqFt

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Based on information from California Regional Multiple Listing Service, Inc. as of September 15th, 2026 at 1:50pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®, Inc.

Listing information last updated on September 15th, 2026 at 1:39pm PDT.