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Located only a few miles north of San Diego's bustling downtown, the vibrant uptown neighborhood of Hillcrest stands as San Diego's LGBTQ+ central hub, offering an array of bars, restaurants, coffee houses, boutiques and unique shops.

Lauded for its welcoming vibe and pedestrian-friendly streets and sidewalk patios, the area's east end is marked by a towering rainbow Pride flag just off Hillcrest's main thoroughfare of University Avenue, at the corner of Normal Street. The landmark serves as the starting point for San Diego LGBTQ+ Pride's annual mile-long parade held each July. A block away, down Harvey Milk Street, is where the San Diego LGBTQ+ Community Center resides.

Spanning a dozen blocks west from the Pride flag along University Avenue is a colorful mix of ethnically diverse restaurants, nightclubs and acclaimed wine bars. You'll also discover home decor shops, distinctive boutiques, the Uptown District shopping plaza and the country's only openly gay brewery, Hillcrest Brewing Company. This lively stretch also hosts one of the largest farmers markets in San Diego from 9AM – 2PM on Sunday. A great place to shop for local produce, arts and crafts, the market also offers a wide range of gourmet stalls with hot and cold cuisine.

University Avenue leads into the neighborhood's "village" area designated by the historic, neon "Hillcrest" sign. On intersecting Fifth Avenue, you'll find a concentration of new and established restaurants, as well as a few dessert-centric eateries. Thrown into the mix are vintage clothing shops, book outlets and the multiplex Landmark Cinemas for taking in independent and foreign films.

Just south of Hillcrest sits Balboa Park, the largest urban cultural park in North America and a hub for recreation, arts and culture, and community gatherings. The park is home to 16 museums and performing arts venues, ornate Spanish-Renaissance architecture, 1,200 acres of beautiful gardens and the world-famous San Diego Zoo.

Newest Listings in Hillcrest

$3,199,000
5 Beds 5 Baths SB26088028 MLS ACTIVE Status
Tucked away in one of the most coveted locations within Hillcrest Estates, 28821 Drakes Bay offers a rare combination of privacy, luxury, and breathtaking natural beautybacking directly to Aliso Creek/Wood Canyon with no rear neighbors and unobstructed sit-down canyon views from both levels. This expansive residence showcases the largest floor plan in the community, enhanced with a builder-option 5th bedroom and a thoughtfully designed custom bonus roomideal for a home office, media space, gym or playroom. A grand foyer welcomes you with soaring ceilings and a striking circular staircase, setting the tone for the homes elegant interior. Thoughtful upgrades throughout include custom craftsman doors, crown molding, designer baseboards, central vacuum, and integrated sound wiring. The gourmet kitchen is designed for both everyday living and entertaining, featuring dual sinks, a center prep island, and a distinctive wood breakfast bar, all opening to a light-filled breakfast nook with French doors that frame the stunning canyon backdrop. The adjacent family room offers warmth and sophistication with a stone fireplace and custom built-ins. A highly desirable main-level en-suite bedroom provides flexibility for guests or multi-generational living. Upstairs, the expansive primary suite serves as a private retreat, complete with a dual-sided fireplace, sitting area, and sweeping canyon views. The spa-inspired primary bath includes dual vanities, a soaking tub, separate shower, and an oversized walk-in closet. Additional upstairs bedrooms include a versatile expanded bonus/playroom. Tucked away in one of the most coveted locations within Hillcrest Estates, 28821 Drakes Bay offers a rare combination of privacy, luxury, and breathtaking natural beautybacking directly to Aliso Creek/Wood Canyon with no rear neighbors and unobstructed sit-down canyon views from both levels. This expansive residence showcases the largest floor plan in the community, enhanced with a builder-option 5th bedroom and a thoughtfully designed custom bonus roomideal for a home office, media space, gym or playroom. A grand foyer welcomes you with soaring ceilings and a striking circular staircase, setting the tone for the homes elegant interior. Thoughtful upgrades throughout include custom craftsman doors, crown molding, designer baseboards, central vacuum, and integrated sound wiring. The gourmet kitchen is designed for both everyday living and entertaining, featuring dual sinks, a center prep island, and a distinctive wood breakfast bar, all opening to a light-filled breakfast nook with French doors that frame the stunning canyon backdrop. The adjacent family room offers warmth and sophistication with a stone fireplace and custom built-ins. A highly desirable main-level en-suite bedroom provides flexibility for guests or multi-generational living. Upstairs, the expansive primary suite serves as a private retreat, complete with a dual-sided fireplace, sitting area, and sweeping canyon views. The spa-inspired primary bath includes dual vanities, a soaking tub, separate shower, and an oversized walk-in closet. Additional upstairs bedrooms include a versatile expanded bonus/playroom. Step outside to a resort-style backyard designed for unforgettable entertainingfeaturing a saltwater PebbleTec pool and spa, cascading waterfalls, built-in BBQ island with bar seating, fire pit, and beautifully curated landscapingall set against panoramic sunset views. Additional highlights include repiping and numerous custom upgrades throughout. Solar panels are all paid off! This is a rare opportunity to own a premier view property in one of Laguna Niguels most desirable communities.

28821 Drakes, Laguna Niguel

$2,995,000
4 Beds 4 Baths OC26106322 MLS ACTIVE Status
Set within an exclusive 24-hour guard-gated enclave, 28671 Sea Point embodies the art of elevated Southern California Coastal Luxury livingwhere privacy, sophistication, and effortless elegance converge. This turnkey residence offers 4 bedrooms (oversized primary and 1 junior ensuite on main floor plus 2 bedrooms joined by jack-n-jill bath), 3 full bathrooms, and 1 half bath, thoughtfully designed to deliver both comfort and timeless appeal. A sense of grandeur is immediate upon entry. A dramatic foyer welcomes you with a sweeping curving staircase, creating a stunning architectural centerpiece. The formal living room features soaring ceilings and expansive windows that flood the space with natural light, enhancing the home's open, airy ambiance. At the heart of the home, an open-concept kitchen seamlessly blends style and functionality, ideal for both intimate gatherings and elevated entertaining. The home has been meticulously maintained and deeply cared for, reflecting a level of pride and warmth including ample space for relaxation along with scenic views of the surrounding landscape. Upstairs, the exceptionally spacious primary suite serves as a true retreat, offering generous proportions, private fireplace, comfort, and a peaceful vantage point to take in the surrounding landscape. Additional bedrooms provide flexibility for family, guests, or a dedicated home office. A junior ensuite located on the main floor for added convenience. Outdoors, enjoy serene, private views of rolling hills, delivering a tranquil backdrop that feels worlds awayyet is just moments from the Set within an exclusive 24-hour guard-gated enclave, 28671 Sea Point embodies the art of elevated Southern California Coastal Luxury livingwhere privacy, sophistication, and effortless elegance converge. This turnkey residence offers 4 bedrooms (oversized primary and 1 junior ensuite on main floor plus 2 bedrooms joined by jack-n-jill bath), 3 full bathrooms, and 1 half bath, thoughtfully designed to deliver both comfort and timeless appeal. A sense of grandeur is immediate upon entry. A dramatic foyer welcomes you with a sweeping curving staircase, creating a stunning architectural centerpiece. The formal living room features soaring ceilings and expansive windows that flood the space with natural light, enhancing the home's open, airy ambiance. At the heart of the home, an open-concept kitchen seamlessly blends style and functionality, ideal for both intimate gatherings and elevated entertaining. The home has been meticulously maintained and deeply cared for, reflecting a level of pride and warmth including ample space for relaxation along with scenic views of the surrounding landscape. Upstairs, the exceptionally spacious primary suite serves as a true retreat, offering generous proportions, private fireplace, comfort, and a peaceful vantage point to take in the surrounding landscape. Additional bedrooms provide flexibility for family, guests, or a dedicated home office. A junior ensuite located on the main floor for added convenience. Outdoors, enjoy serene, private views of rolling hills, delivering a tranquil backdrop that feels worlds awayyet is just moments from the coastline. Complete with hardscape, water fountain, and greens. The location offers the rare combination of seclusion and proximity to the ocean, fine dining, and premier lifestyle amenities. With its turnkey condition, prestigious gated setting, and remarkable potential for further customization, this residence represents a compelling opportunity to own within one of Laguna Niguels most desirable communities with exceptional potential for further personalization or long-term investment. An exceptional home where luxury, privacy, and coastal living align.

28671 Sea Pt, Laguna Niguel

$2,500,000
4 Beds 4 Baths PTP2601938 MLS ACTIVE Status
Location, location, location, these phenomenal units in hillcrest must not be missed! 4217-21 3rd Avenue is a 5-unit multifamily property in San Diegos rapidly developing and ever-changing Hillcrest neighborhood. Spanning over 3900 sq ft. These units feature new upgrades and laundry facilities in every unit providing added convenience for residents. The property is composed of two buildings: one 2 story fourplex and a detached single-level 2bed/1 bath home. This investment offers a rare opportunity to unlock long-term potential in a high-demand rental market. The proximity to amenities like grocery stores, restaurants, and hospitals, as well as easy access to major roadways and the beach, adds to the appeal of the location. Overall, it seems like a wonderful opportunity to enjoy the best of Hillcrest living with rental income. Dont miss this competitively priced investmentperfect for the owner, occupant or investor. Ideal property for repositioning and long-term growth. Location, location, location, these phenomenal units in hillcrest must not be missed! 4217-21 3rd Avenue is a 5-unit multifamily property in San Diegos rapidly developing and ever-changing Hillcrest neighborhood. Spanning over 3900 sq ft. These units feature new upgrades and laundry facilities in every unit providing added convenience for residents. The property is composed of two buildings: one 2 story fourplex and a detached single-level 2bed/1 bath home. This investment offers a rare opportunity to unlock long-term potential in a high-demand rental market. The proximity to amenities like grocery stores, restaurants, and hospitals, as well as easy access to major roadways and the beach, adds to the appeal of the location. Overall, it seems like a wonderful opportunity to enjoy the best of Hillcrest living with rental income. Dont miss this competitively priced investmentperfect for the owner, occupant or investor. Ideal property for repositioning and long-term growth.

4217-21 3rd Ave, Mission Hills

$2,498,000
5 Beds 6 Baths PF25240593 MLS ACTIVE Status
Welcome home to this stunning coastal contemporary pool home (Caldera Modern Plan) nestled in the prestigious community of Hillcrest. It is gated with 24-hour security. The community is set against a breathtaking mountain vista in the hills of Porter Ranch. Enter through a two-story foyer with soaring 20-foot ceiling a sweeping staircase and great room. The gourmet kitchen is a chefs dream, featuring a JennAir appliance package with a 48 in gas range, large center island with quartz countertops, abundant cabinet space, and a newly renovated walk-in pantry. Adjacent to the kitchen is the large dining area and inviting living room with plenty of windows allowing for tons of natural light. The room showcases sliding glass panels that fully open to a magnificent outdoor living space. The primary bedroom suite boasts an elegantly tiled feature wall, built-in office, spacious walk-in closet, and a deluxe primary bath with a dual-sink vanity, large soaking tub, comfortable shower with seat, and private water closet. Secondary bedrooms offer ample closet space and private full baths with upgraded tile and countertops. The backyard is an entertainers paradise with well thought out spaces. The showstopper is a private built-in pool that highlights a streaming waterfall with relaxing water sounds. This yard is reminiscent of a resort. It is complete with an upgraded covered outdoor BBQ. Yard boasts a captivating firepit, meticulously designed landscaping with designed concrete, and bistro lighting. The fenced extra-large side yard allows for a kids play area, dog run, gazebo, or and a Welcome home to this stunning coastal contemporary pool home (Caldera Modern Plan) nestled in the prestigious community of Hillcrest. It is gated with 24-hour security. The community is set against a breathtaking mountain vista in the hills of Porter Ranch. Enter through a two-story foyer with soaring 20-foot ceiling a sweeping staircase and great room. The gourmet kitchen is a chefs dream, featuring a JennAir appliance package with a 48 in gas range, large center island with quartz countertops, abundant cabinet space, and a newly renovated walk-in pantry. Adjacent to the kitchen is the large dining area and inviting living room with plenty of windows allowing for tons of natural light. The room showcases sliding glass panels that fully open to a magnificent outdoor living space. The primary bedroom suite boasts an elegantly tiled feature wall, built-in office, spacious walk-in closet, and a deluxe primary bath with a dual-sink vanity, large soaking tub, comfortable shower with seat, and private water closet. Secondary bedrooms offer ample closet space and private full baths with upgraded tile and countertops. The backyard is an entertainers paradise with well thought out spaces. The showstopper is a private built-in pool that highlights a streaming waterfall with relaxing water sounds. This yard is reminiscent of a resort. It is complete with an upgraded covered outdoor BBQ. Yard boasts a captivating firepit, meticulously designed landscaping with designed concrete, and bistro lighting. The fenced extra-large side yard allows for a kids play area, dog run, gazebo, or and another seating area. Additional home features include a generous loft, secluded flex space, soft water system, and fully paid solar panels. Enjoy the benefits of living in a new community with no Mello Roos, located within walking distance to Porter Ranch Community School, and just minutes away from the highly acclaimed Sierra Canyon School. Dont miss the opportunity to make this exquisite home yours. Share financial responsibility and have a built-in support system as this property offers versatile living and multi-gen options. It has too many features to mention, so see it for yourself! Private showings by appointment only.

20551 W Hummingbird Ct, Porter Ranch

$1,880,000
4 Beds 5 Baths 260018104 MLS ACTIVE Status 1265 Lincoln Ave BLDG.
Multi-Unit Craftsman Oasis in the heart of San Diego! Discover refined living in this meticulously reimagined Craftsman home, a turn-key sanctuary that seamlessly balances sophistication with California's coveted indoor-outdoor lifestyle. This multi-unit property represents the pinnacle of curated urban living within one of San Diego's most desirable neighborhood. Every room speaks to discerning taste. The heart of the home features a professional gourmet kitchen, a gas fireplace that anchors intimate gatherings upon entry, and an inspired speakeasy access that elevates entertaining. A dramatic nine-foot retractable glass door dissolves the boundary between interior spaces and your private outdoor sanctuary, the hallmark of SoCal living reimagined. The thoughtfully designed floor plan includes dual primary bedroom suites on the upper level, an entry-level guest quarters with full bath plus a fully appointed ADU that serves as the ideal flexible space: guest house, home office, or revenue-generating rental unit. Located mere steps from the Vermont Street Bridge, you're positioned at the intersection of urban convenience, Trader Joe's, Hillcrest Hub, and the neighborhood's vibrant cultural scene wrapped in suburban tranquility. Solar technology and low maintenance landscaping ensure your lifestyle is as effortless as it is elevated. For the engaged urbanite seeking substance alongside style, this is simply the cornerstone piece your life has been waiting for. Located in west University Heights, enjoy the livability of a suburban community feel within the city! Leisurely neighborhood walks, adventures to Balboa Park or a stroll across Vermont St bridge for shopping, meals and entertainment; this location offers it all! Perfect for the owner occupied investor looking for a move in ready home with the upside of a rear rental unit, multi generational families or the need for separate and independent home office!

1265-67 Lincoln Ave, Mission Hills

$1,175,000
2 Beds 2 Baths 260008906 MLS ACTIVE Status
AGENTS DO NOT GO INTO THE PROPERTY WITHOUT MAKING AN APPOINTMENT. THE AIRBNB IS NOW ACTIVE!!Absolutely stunning and meticulously Restored Craftsman in The Heart of Hillcrest | Mills Act Tax Savings Another Steller Renovation & Historically designated Craftsman By The Heart Group. This 2-bedroom,1.5-bath with a bonus room home is enrolled in the Mills Act, offering significantly reduced property taxes while delivering modern, worry-free living. The home has been extensively renovated throughout New plumbing, electrical, mini splits, and updated bathrooms. Seamlessly blending classic Craftsman charm with today’s standards. Additional upgrades include: a brand-new driveway, all-new landscaping With new fencing, New Lighting and New Sprinkler System. With a large backyard. This home was Previously operated as a 5 star rated Airbnb, the property offers proven income potential for investors or flexibility for owner-occupants seeking supplemental revenue (buyer to verify current short-term rental regulations). Zoning is CC-3-10 allowing for flexibility for developers to add ADUS or go the commercial/Residential route. Ideally situated just within walking distance from Hillcrest’s dining, Better Buzz, Whole Foods, Balboa Park, and major medical centers! Not only the seller is motivated to Sell but be ready to have your, YES, Your breath taken way by pristine and sparkling Home!! Absolutely stunning and meticulously Restored Craftsman in The Heart of Hillcrest | Mills Act Tax Savings Another Steller Renovation & Historically designated Craftsman By The Heart Group. This 2-bedroom,1.5-bath with a bonus room home is enrolled in the Mills Act, offering significantly reduced property taxes while delivering modern, worry-free living. The home has been extensively renovated throughout New plumbing, electrical, mini splits, and updated bathrooms. Seamlessly blending classic Craftsman charm with today’s standards. Additional upgrades include: a brand-new driveway, all-new landscaping With new fencing, New Lighting and New Sprinkler System. With a large backyard. This home was Previously operated as a 5 star rated Airbnb, the property offers proven income potential for investors or flexibility for owner-occupants seeking supplemental revenue (buyer to verify current short-term rental regulations). Zoning is CC-3-10 allowing for flexibility for developers to add ADUS or go the commercial/Residential route. Ideally situated just within walking distance from Hillcrest’s dining, Better Buzz, Whole Foods, Balboa Park, and major medical centers! Not only the seller is motivated to Sell but be ready to have your, YES, Your breath taken way by pristine and sparkling Home!!

3853 8th Ave, Mission Hills

$1,079,000
2 Beds 3 Baths 260016164 MLS ACTIVE Status Uptown District BLDG.
Rarely available corner townhome in the highly desirable Uptown District, one of Hillcrest’s most convenient and established urban communities. One of only 20 townhomes in the community, and one of only 10 corner units, this upgraded residence offers a unique blend of privacy, walkability, and low-maintenance city living. The main level features a spacious open-concept living and dining area with abundant natural light, large windows, a large mirror, and two sets of French doors that open to private outdoor patios off both the living and dining spaces. The remodeled kitchen offers rich wood cabinetry, upgraded finishes, and generous counter space, creating a functional layout for everyday living and entertaining. A powder room and additional storage complete the first level. Upstairs, the home offers two ensuite bedrooms, each with remodeled bathrooms, along with a versatile loft area ideal for a home office, reading nook, or flex workspace. The front suite includes a large walk-in closet and a private balcony, adding another outdoor retreat to the home. Notable upgrades include newer dual-pane windows throughout the home, newer French doors, shutters throughout much of the home, fresh interior paint, new carpet, a brand-new washer and dryer, a new HVAC system, a newer water heater, upgraded lighting, smart switches, and more. The property also includes two assigned parking spaces (side by side) in the gated underground garage, with community EV charging available on a first-come, first-served basis. Uptown District is an award-winning community in the heart of Hillcrest, offering resort-style amenities that include a heated pool, spa, sauna, fitness center, BBQ area, dog park, secure underground parking, and lushly landscaped courtyards, including a signature rose garden. With a Walk Score of 92, you'll feel every point of it. The community connects directly to the Trader Joe's and Ralphs shopping center, and Whole Foods is just a couple of blocks away. The beloved Sunday Hillcrest Farmers Market, acclaimed restaurants, coffee shops, boutiques, and vibrant nightlife are all at your doorstep. When you want to venture further, Balboa Park, Downtown San Diego, and San Diego International Airport are also just minutes away. With its rare corner townhome layout, private patios, multiple (3) outdoor spaces, upgraded interior, and unbeatable Hillcrest location, 3964 Richmond St offers a standout opportunity to enjoy modern urban living in one of San Diego’s most vibrant neighborhoods.

3964 Richmond, Mission Hills

$1,019,000
2 Beds 1 Baths 260015816 MLS ACTIVE Status Cable Building Lofts BLDG.
Own a piece of San Diego history in the iconic Cable Building Lofts-originally a 1950s industrial structure that once served as a Pacific Bell telephone switching station & converted into residential lofts in 1998 as one of Southern California’s pioneering reuse projects. This recently renovated top-floor corner unit showcases true loft character with 12-foot ceilings, exposed red brick walls, stained concrete floors & expansive windows that flood the space with natural light. The modern kitchen features sleek cabinetry, stunning quartz countertops, a large island with seating for four & high-quality stainless steel appliances-perfect for both everyday living & entertaining. The open concept living area is spacious & inviting, while the private primary bedroom is fully enclosed with walls and a door for added comfort. While currently presenting as a one bedroom, a dedicated home office area offers oversized desk space with the flexibility to be converted into a second bedroom (approx. 11’x11’). Google Fiber (hi-speed internet) included in HOA fees! A cozy balcony w/ easterly exposure overlooks the vibrant community of Hillcrest. Additional highlights include two parking spaces—an exceptional find in Hillcrest—HOA-approved EV charger capability, a large private secured storage area & built-in storage cabinets conveniently located in front of the parking space. Ideally situated in the heart of Hillcrest, you’re just moments from shopping, dining, nightlife, major freeways, medical centers, downtown San Diego, and Balboa Park.

3940 7th Ave Unit 215, Mission Hills

$899,000
3 Beds 2 Baths 260010702 MLS ACTIVE Status Bankers Hill BLDG.
Welcome to 3568 Front St. #A a single story dream home perfectly positioned between Hillcrest and Bankers Hill - VA Approved community, with NEW Central AC and Heat. 3568 is the only 1st floor unit in this boutique community. This beautifully designed 3-bedroom, 2-bath residence offers 1,489 sq ft of light and bright living space with soaring ceilings and an open-concept layout that feels both spacious and inviting, with parking in front! Tucked away on a private cul-de-sac street, this home delivers rare privacy while being just blocks from vibrant Hillcrest, Balboa Park, and a quick bike ride to Downtown San Diego. The seamless indoor-outdoor flow is a standout, featuring an expansive 180 degree wraparound patio along with two additional private courtyards off the primary retreat and secondary bedroom—ideal for gardening, relaxing, or entertaining. Inside, you’ll find travertine tile flooring, granite countertops, and a well-appointed kitchen that opens effortlessly into the main living area. The primary suite offers a peaceful retreat with direct courtyard access, creating a true indoor-outdoor lifestyle. Enjoy walkable access to top rated schools, restaurants, coffee shops, and everything that makes San Diego living so desirable. This is a rare opportunity to own a single-story home in one of the city’s most sought-after neighborhoods. Where convenience, charm, and lifestyle come together, we invite you to come visit 3568 Front St #A.

3568 Front St Unit A, Mission Hills

$899,000
1 Beds 1 Baths 260009926 MLS ACTIVE Status Cable Building BLDG.
A rare opportunity to own a commercially zoned condo/loft in the heart of Hillcrest. Be prepared to be wowed. This unit is over 1500 square feet and is priced well below other units in the complex of similar size. This is a true loft with exposed concrete, glass sliding partitions, a European-style kitchen and lots of open spaces to both live and work. (if so desired!) A street front gated entry patio is perfect to enjoy coffee in the morning, meet with customers and friends outdoors along with enjoying that glass of wine at night. Being zoned commercial, you are also allowed to install signage outside for that business you have been dreaming about. The layout is not only unique, but functional for those many aspects of your life that go beyond the mundane that exists in every other condo in the city! This commercially zoned condo is perfect for both living the best life in the heart of Hillcrest, while also being able to operate (if desired) a business with easy access for your customers. Perfect for either an artistic endeavor, or one the requires tranquility to think and plan. Located just outside the main gate of one of San Diego's first true loft conversions, (The Cable Lofts) this unit is steps away from Whole Foods and all of the fun, gyms and restaurants that Hillcrest offers. Given its zoning, it is only one of two similar commercial units in the building that rarely come on the market.

3940 7th Ave Unit CS2 (117), Mission Hills

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