6

Highland Homes for Sale

Section Image
  • /62

    $1,769,000

    • 4 Beds
    • 2 Baths
    • 1,830 Sq Ft

    957 Skyline Dr, San Luis Obispo, CA 93405

    There’s something special about a home that’s been quietly loved for decades, never passed from owner to owner, never reshaped to chase trends. 957 Skyline Drive is one of those rare places. Tucked at the top of a quiet cul-de-sac in one of San Luis Obispo’s most sought-after neighborhoods, the Ferrini Ranch tract, the setting feels both peaceful and connected. It’s the kind of location people

    Erica Abbott Compass

    957 Skyline Dr, San Luis Obispo, CA 93405
  • /69

    $2,395,000

    • 3 Beds
    • 3.5 Baths
    • 3,306 Sq Ft

    156 Anacapa Cir, San Luis Obispo, CA 93405

    Don’t miss the opportunity to live in the highly desirable Ferrini Heights neighborhood of San Luis Obispo. This spacious approximately 3,200-square-foot home offers a versatile split-level layout with impressive views of Bishop Peak, Cerro San Luis, and the Cal Poly/Cuesta Grade.The home features two bedrooms and a full bathroom on the lower level, while the private primary suite upstairs

    Cindy Griffith Modern Broker

    156 Anacapa Cir, San Luis Obispo, CA 93405
  • /16

    $14,750,000

    • 26,672 Sq Ft

    204 N Chorro St, San Luis Obispo, CA 93405

    College Garden Apartments is a 35-unit multifamily community located at 204, 228, 256, and 284 North Chorro Street within San Luis Obispo's established student housing corridor. Situated just 0.8 miles from Cal Poly and easily accessed via Foothill Boulevard, the property offers students a convenient commute in a highly walkable area surrounded by dining, coffee shops, fitness centers, and other

    Steve Golis Radius Group Commercial R.E.

    204 N Chorro St, San Luis Obispo, CA 93405
  • /45

    $2,600,000

    • 3 Beds
    • 3.5 Baths
    • 3,802 Sq Ft

    860 Skyline Dr, San Luis Obispo, CA 93405

    Experience timeless Montecito-inspired elegance in this beautifully crafted custom home. From the moment you arrive, the home’s architectural character stands out. A private courtyard entrance, tall arched front door, and dramatic, playful entry sequence set the tone. Step inside and be greeted by a Zen-like atrium with a spectacular waterfall feature, creating an immediate sense of calm and

    Denise Silva Topham BHGRE HAVEN PROPERTIES

    860 Skyline Dr, San Luis Obispo, CA 93405
  • /19

    $19,250,000

    555 Westmont Ave, San Luis Obispo, CA 93405

    555 Westmont Apartments is a 49-unit community consisting of six residential buildings arranged around two enclosed courtyards, creating a private, campus-style living environment. Located just off the highway, the property offers convenient access to Cal Poly via Highland Drive and strong connectivity to downtown San Luis Obispo. Proximity to both Cal Poly and Cuesta College supports consistent

    Steve Golis Radius Group Commercial R.E.

    555 Westmont Ave, San Luis Obispo, CA 93405
  • /29

    $1,575,000

    • 6 Beds
    • 4 Baths
    • 1,600 Sq Ft

    385 Christina Way, San Luis Obispo, CA 93405

    This brand-new duplex, located just one mile from Cal Poly, offers a rare opportunity for comfortable living in a prime location. Great investment opportunity with strong rental income already in place at $9,500 dollars a month for the 2026-2027 year! Each unit features 3 bedrooms and 2 modern bathrooms, ideal for a variety of living arrangements. Inside, you'll find elegant shaker-style

    Nathaniel Coyne BHGRE HAVEN PROPERTIES

    385 Christina Way, San Luis Obispo, CA 93405

Why Live in Highland

Highland, located a few miles northwest of Downtown San Luis Obispo, is a diverse neighborhood popular with families, retirees and the California Polytechnic State University community. The area features a mix of mid to late-20th-century homes, many of which have been renovated. The southeast end of Highland is characterized by smaller, more affordable midcentury ranch-style homes and bungalows, often rented by students. The northern part, closer to Bishop Peak, has larger custom homes from the '80s and '90s on spacious lots, attracting younger families. Highland offers several hiking trails, including routes up Bishop Peak, and the nearly 3-mile-long Throop Park with recreational facilities. The neighborhood is served by the highly rated San Luis Coastal Unified School District. Local amenities include California Fresh Market, Raku Ramen, Milestone Tavern and SloDoCo Donuts. Downtown San Luis Obispo, just a couple of miles southeast, features a variety of dining, shopping and cultural attractions, such as the San Luis Obispo Museum of Art and the Fremont Theater. Recent infrastructure improvements have enhanced connectivity to downtown and the Cal Poly campus. SLO Transit bus stops and proximity to Highway 1, Adventist Health Sierra Vista and San Luis Obispo County Regional Airport add to the neighborhood's convenience.

Frequently Asked Questions

Is Highland a good place to live?
Highland is a good place to live. Highland is considered car-dependent and somewhat bikeable with some transit options. Highland is a neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Highland has 1 park for recreational activities. It is somewhat dense in population with 7.4 people per acre and a median age of 28. The average household income is $93,893 which is below the national average. College graduates make up 62.8% of residents. A majority of residents in Highland are renters, with 62.2% of residents renting and 37.8% of residents owning their home. A local real estate agent serving Highland can help you decide if this neighborhood is the right one for you. Learn more on our Highland neighborhood guide.
Is Highland, CA a safe neighborhood?
Highland, CA is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Highland?
The median home price in Highland is $1,594,499. If you put a 20% down payment of $318,900 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $7,950 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $341K a year to afford the median home price in Highland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Highland is $94K.
What are the best public schools in Highland?
The best public schools that serve Highland are:
What are the best private schools in Highland?
The best private schools that serve Highland are:
What are the most popular zip codes in Highland, San Luis Obispo, CA?
The most popular zip codes in Highland, San Luis Obispo, CA include 93405, 93401, 93453, 93402 and 93422.
What are the most popular neighborhoods near Highland, San Luis Obispo, CA?
The most popular neighborhoods near Highland, San Luis Obispo, CA are Downtown San Luis Obispo, Cuesta Park, Higuera, Johnson and Billygoat Acres.

Home Trends in Highland, CA

Housing Trends

Median Sale Price
$1,402,500
Median Single Family Sale Price
$1,575,000
Median Townhouse Sale Price
$1,575,000
Average Price Per Sq Ft
$761
Number of Homes for Sale
4
Last 12 months Home Sales
26
Months of Supply
1.80
Median List Price
$1,594,499
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home