1,110

Highland Homes

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  • /55

    $4,400,000

    • 6 Beds
    • 7 Baths
    • 7,378 Sq Ft

    150 Los Robles Ct, San Luis Obispo, CA 93405

    Expansive San Luis Obispo Estate with Guest House, Pool House & Breathtaking Views. Set on a beautifully landscaped 1.17-acre lot, this newly updated 6-bedroom, 7-bathroom estate offers nearly 5,000 sq ft of luxurious living space and a truly unmatched lifestyle in San Luis Obispo. Built in 1980 with thoughtful updates throughout, the property includes a 4-bedroom, 3-bath main residence, a fully

    Gavin Payne BHGRE HAVEN PROPERTIES

    150 Los Robles Ct, San Luis Obispo, CA 93405
  • /18

    $1,980 per month

    • Studio
    • 1 Bath
    • 400 Sq Ft
    • Condo for Rent

    404 Patricia Dr Unit Studio, San Luis Obispo, CA 93405

    Unit is clean and very quiet. Ready to move in!!!!! Please fill out application if you are serious about renting this unit. If you need to speak and/or text me please do so through this site. Email works too. I am showing unit currently. Thank you for your interest. ****** READ----> Single occupancy only. No extended stay with guests.*******Best Weather SLO. Private. Secure.

    404 Patricia Dr Unit Studio, San Luis Obispo, CA 93405
  • /70

    $3,125,000 Sold Aug 29, 2025

    • 4,774 Sq Ft
    • $655/SF
    • 11 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2005

    940 Pasatiempo Dr, San Luis Obispo, CA 93405

    Welcome to your private sanctuary in the heart of San Luis Obispo, where contemporary elegance meets California’s natural beauty. Perfectly sited to capture panoramic views of Bishop Peak and Cerro San Luis Obispo, this single-level masterpiece offers 4,774 sq ft of refined living, designed for those who expect both luxury and lifestyle. From the moment you enter through the custom solid wood

    Lindsey Harn Christie's International Real Estate Sereno

    940 Pasatiempo Dr, San Luis Obispo, CA 93405
    • /20

      Est $845,094 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 1,496 Sq Ft

      243 N Chorro St Unit 9, San Luis Obispo, CA 93405

      243 N Chorro St Unit 9, San Luis Obispo, CA 93405
  • /48

    $2,150,000 Pending

    • 3 Beds
    • 2 Baths
    • 2,380 Sq Ft

    958 Skyline Dr, San Luis Obispo, CA 93405

    Nestled at the end of a tranquil cul-de-sac in the highly sought-after Ferrini Ranch community, this exceptional property is being offered for the first time ever. Set on nearly two-thirds of an acre and backing directly onto open space, this home promises unmatched privacy, serenity, and panoramic natural beauty.Thoughtfully designed with comfort and functionality in mind, the residence

    Terry Gillespie BHGRE HAVEN PROPERTIES

    958 Skyline Dr, San Luis Obispo, CA 93405
  • /53

    $1,950,000 Sold Aug 18, 2025

    • 2,237 Sq Ft
    • $872/SF
    • 31 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1989

    260 Twin Ridge Dr, San Luis Obispo, CA 93405

    Welcome to 260 Twin Ridge Drive nestled in Feririni Ranch, one of San Luis Obispo’s most desirable neighborhoods. With its dormers and wraparound redwood porch this Cape Cod style home offers a sublime living experience. Relax in the the front porch swing while enjoying a breathtaking view of Bishop’s Peak mountain, whose trailhead is only two blocks away. Built in 1989, the home sits on nearly

    Paul Swack Keller Williams Realty Central Coast

    260 Twin Ridge Dr, San Luis Obispo, CA 93405
    • /22

      Est $843,269 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,025 Sq Ft

      688 E Foothill Blvd, San Luis Obispo, CA 93405

      688 E Foothill Blvd, San Luis Obispo, CA 93405
  • /33

    $1,115,000 Sold Aug 13, 2025

    • 1,478 Sq Ft
    • $754/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1953

    380 Christina Way, San Luis Obispo, CA 93405

    Nestled in a quaint street in one of San Luis Obispo’s premier neighborhoods; this delightful, single level home offers the perfect blend of comfort, convenience, and charm. Ideally located a short walk from Bishop’s Peak and Pacheco Elementary Schools, Cal Poly, hiking trails, restaurants, markets, and more, this property places the best of SLO living right at your doorstep. Step inside to find

    Sacha Steel The Avenue Central Coast Realty, Inc.

    380 Christina Way, San Luis Obispo, CA 93405
    • /58

      Est $2,344,928 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,595 Sq Ft

      178 Twin Ridge Ct, San Luis Obispo, CA 93405

      178 Twin Ridge Ct, San Luis Obispo, CA 93405
  • /29

    $985,000 Sold Aug 04, 2025

    • 1,350 Sq Ft
    • $730/SF
    • 72 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    177 Craig Way, San Luis Obispo, CA 93405

    Welcome to 177 Craig Way, a thoughtfully upgraded single-family home with a FULLY PERMITTED ADU and an oversized permaculture-inspired food forest backyard. This property offers unmatched value with extensive upgrades that go far beyond cosmetic. The main home features 2 bedrooms and 1 bathroom, with a spacious open-concept living and dining area that seamlessly connects to a vibrant,

    Corey Hegney Jr Keller Williams Realty Central Coast

    177 Craig Way, San Luis Obispo, CA 93405
    • /26

      Est $1,160,290 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,351 Sq Ft

      248 E Foothill Blvd, San Luis Obispo, CA 93405

      248 E Foothill Blvd, San Luis Obispo, CA 93405
  • /43

    $1,665,000 Sold Jul 29, 2025

    • 2,194 Sq Ft
    • $759/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1977

    767 Pasatiempo Dr, San Luis Obispo, CA 93405

    Spectacular home in San Luis Obispo’s Ferrini Heights, thoughtfully re-designed by acclaimed artist/architect Bruce Tomb, a Cal Poly-educated architect with international design influences, who brings a reputation for innovative, context-sensitive work. This architecturally distinctive residence offers an open-concept floor plan filled with natural light—perfect for everyday living and effortless

    Karen Peek Peek Realty

    767 Pasatiempo Dr, San Luis Obispo, CA 93405
    • /62

      Est $1,664,296 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 2,476 Sq Ft

      170 E Foothill Blvd, San Luis Obispo, CA 93405

      170 E Foothill Blvd, San Luis Obispo, CA 93405
  • /36

    $910,000 Sold Jul 18, 2025

    • 1,099 Sq Ft
    • $828/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1951

    295 Cerro Romauldo Ave, San Luis Obispo, CA 93405

    This well-maintained single-level 2-bedroom, 1-bath home sits on a generous 8,570 sq ft lot in one of San Luis Obispo’s most desirable neighborhoods, just moments from Bishop Peak. The expansive lot offers plenty of space for possible future expansion or a custom garden retreat. Enjoy scenic views of Bishop Peak from both the front and back yards, enhancing the sense of openness and connection to

    Michelle Braunschweig Richardson Sotheby's International Realty

    295 Cerro Romauldo Ave, San Luis Obispo, CA 93405
    • /40

      Est $1,301,421 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,772 Sq Ft

      352 E Foothill Blvd, San Luis Obispo, CA 93405

      352 E Foothill Blvd, San Luis Obispo, CA 93405
  • /3

    $2,040,000 Sold Jul 03, 2025

    • 4,236 Sq Ft
    • $482/SF
    • 5 Beds
    • 5 Baths
    • Built 1990

    121 Twin Ridge Dr, San Luis Obispo, CA 93405

    Ferrini Heights custom home thoughtfully designed with spacious floorplan, five bedrooms, five bathrooms, a three car garage and mature landscaping.

    Lindsey Harn Christie's International Real Estate Sereno

    121 Twin Ridge Dr, San Luis Obispo, CA 93405
    • /41

      Est $1,829,057 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,808 Sq Ft

      388 Montrose Dr, San Luis Obispo, CA 93405

      388 Montrose Dr, San Luis Obispo, CA 93405
  • /35

    $2,100,000 Sold May 15, 2025

    • 2,539 Sq Ft
    • $827/SF
    • 4 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    271 Twin Ridge Dr, San Luis Obispo, CA 93405

    Stunning Home in Sought-After Ferrini Ranch – Near Bishop’s Peak TrailheadWelcome to 271 Twin Ridge Drive, a beautifully designed 3-bedroom, 3-bathroom home with an office and an additional detached Flex space—ideal for a home office, art studio, or personal gym, complete with water and electricity. Nestled in the heart of Ferrini Ranch, one of San Luis Obispo’s most desirable neighborhoods, this

    Wendy Lewis A List Properties

    271 Twin Ridge Dr, San Luis Obispo, CA 93405
    • /52

      Est $1,187,231 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,194 Sq Ft

      636 Cuesta Dr, San Luis Obispo, CA 93405

      636 Cuesta Dr, San Luis Obispo, CA 93405
  • /49

    $3,185,000 Sold May 15, 2025

    • 4,197 Sq Ft
    • $759/SF
    • 2 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1991

    327 Los Cerros Dr, San Luis Obispo, CA 93405

    Nestled on a unique, private 3-acre parcel in San Luis Obispo, with Bishops Peak as its striking backdrop, this 4,200 sq ft Mediterranean-inspired home is a perfect blend of space and style. With 4 bedrooms, a bonus room, and 4.5 baths, it blends indoor-outdoor living just minutes from downtown’s vibrant scene. Unobstructed views from most windows bring nature indoors, yet each space feels

    Molly Trapp Compass

    327 Los Cerros Dr, San Luis Obispo, CA 93405
    • /23

      Est $1,280,696 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 1,683 Sq Ft

      567 Cuesta Dr, San Luis Obispo, CA 93405

      567 Cuesta Dr, San Luis Obispo, CA 93405
  • /38

    $1,155,000 Sold Apr 07, 2025

    • 1,776 Sq Ft
    • $650/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1984

    262 E Foothill Blvd, San Luis Obispo, CA 93405

    Located in a prime San Luis Obispo neighborhood, this inviting single-level home spans 1,776 Sq Ft with 3 bedrooms and 2 baths, blending comfortable living with versatile potential. The spacious master suite features an ensuite bath and a sliding glass door that opens to a private, fenced backyard and deck—perfect for unwinding or casual gatherings. Two generous guest rooms, ample storage, and a

    Lindsey Harn Christie's International Real Estate Sereno

    262 E Foothill Blvd, San Luis Obispo, CA 93405
    • /47

      Est $1,218,991 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,450 Sq Ft

      321 Jeffrey Dr, San Luis Obispo, CA 93405

      321 Jeffrey Dr, San Luis Obispo, CA 93405
  • /24

    $1,016,000 Sold Apr 04, 2025

    • 1,536 Sq Ft
    • $661/SF
    • 8 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2008

    422 Ferrini Rd Unit 1, San Luis Obispo, CA 93405

    Prime Location, Steps from Cal Poly’s Highland Entrance! This newly built condo is the perfect student investment, featuring 5 separate sleeping areas and 3 full bathrooms. Designed for comfort and privacy, it offers ample space for students or renters. The top floor includes two large master suites, each with room for two queen beds and individual closets. Both suites are separated by

    Tim Riley Century 21 Masters

    422 Ferrini Rd Unit 1, San Luis Obispo, CA 93405
    • /16

      Est $1,247,035 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,535 Sq Ft

      251 Jeffrey Dr, San Luis Obispo, CA 93405

      251 Jeffrey Dr, San Luis Obispo, CA 93405
  • /42

    $1,400,000 Sold Mar 13, 2025

    • 2,060 Sq Ft
    • $680/SF
    • 3 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1951

    324 Cuesta Dr, San Luis Obispo, CA 93405

    Welcome to 324 Cuesta Dr, a charming single-level home nestled in the desirable lower Ferrini Heights neighborhood, located adjacent to Throop Park and Pacheco Elementary School and within close proximity to Cal Poly. This property presents a unique investment opportunity, currently leased at $4900/month until June 15, 2025.The main residence features a spacious open floor plan with four

    Tracy Ronca Compass

    324 Cuesta Dr, San Luis Obispo, CA 93405
    • /34

      Est $1,359,477 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,800 Sq Ft

      254 Cerro Romauldo Ave, San Luis Obispo, CA 93405

      254 Cerro Romauldo Ave, San Luis Obispo, CA 93405
  • /44

    $2,720,000 Sold Feb 11, 2025

    • 3,544 Sq Ft
    • $767/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1993

    330 Los Cerros Dr, San Luis Obispo, CA 93405

    Nestled at the end of a peaceful cul-de-sac, this stunning 4-bedroom, 3-bathroom home offers an exceptional blend of elegance and privacy. Situated on over half an acre, the property is bordered by a serene seasonal creek and boasts panoramic views of Bishop Peak and the Santa Lucia Mountains. The thoughtfully designed home features soaring ceilings and an open floor plan that optimizes

    Erica Abbott Compass

    330 Los Cerros Dr, San Luis Obispo, CA 93405
    • /32

      Est $1,070,256 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 795 Sq Ft

      284 Cerro Romauldo Ave, San Luis Obispo, CA 93405

      284 Cerro Romauldo Ave, San Luis Obispo, CA 93405
  • /23

    $1,225,000 Sold Dec 30, 2024

    • 1,200 Sq Ft
    • $1,021/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    521 Princeton Place, San Luis Obispo, CA 93405

    Prime investment opportunity. Single level 3 bedroom, 2 bathroom home located conveniently close to Cal Poly. The lot size is almost 1/4 acre at 9495 sq ft and mostly level. Check with the city on the potential to build an ADU or add onto the current home. Expansive backyard with many fruit trees. First time on the market, this home offers tons of potential and is ready for a new owner to make it

    Erin Mott Abode Central Coast

    521 Princeton Place, San Luis Obispo, CA 93405
    • /34

      Est $1,085,399 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 795 Sq Ft

      207 Warren Way, San Luis Obispo, CA 93405

      207 Warren Way, San Luis Obispo, CA 93405
  • /21

    $1,215,538 Sold Dec 09, 2024

    • 1,474 Sq Ft
    • $825/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1962

    534 Highland Dr, San Luis Obispo, CA 93405

    Great investment opportunity; walking distance to Cal Poly. Recent upgrades include new flooring, paint (inside and out), fencing, refurbished bathrooms, and new roof. Great single level home with fireplace and family room. Property is leased through July 2025. The photos are a mix of those taken after recent renovations (within the past year) and with the tenants in residence. There are

    Randy Steiger RE/MAX Success

    534 Highland Dr, San Luis Obispo, CA 93405
    • /28

      Est $1,247,241 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,568 Sq Ft

      405 N Tassajara Dr, San Luis Obispo, CA 93405

      405 N Tassajara Dr, San Luis Obispo, CA 93405
  • /51

    $2,300,000 Sold Dec 03, 2024

    • 3,314 Sq Ft
    • $694/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1987

    140 Twin Ridge Dr, San Luis Obispo, CA 93405

    Charm meets cozy in this luxurious and inviting 4-bedroom, 3-1/2 bath home located in the heart of the most desirable neighborhoods in San Luis Obispo. The home's backyard oasis offers privacy and rare views as it sits at the foot of the great Bishop Peak Summit. Experience the luxurious amenities, elegant design, and cozy aura of the dwelling that is well-suited for families, entertainers, or

    Paul Masters Home Masters Realty

    140 Twin Ridge Dr, San Luis Obispo, CA 93405
    • /32

      Est $1,320,637 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,600 Sq Ft

      147 Patricia Dr, San Luis Obispo, CA 93405

      147 Patricia Dr, San Luis Obispo, CA 93405
  • /49

    $1,200,000 Sold Oct 24, 2024

    • 2,054 Sq Ft
    • $584/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1964

    679 Rancho Dr, San Luis Obispo, CA 93405

    Tucked away in the picturesque Ferrini Heights neighborhood of San Luis Obispo, just beneath the majestic Bishop’s Peak, lies 679 Rancho Drive—a timeless mid-century modern home. Offered for the first time by the original family, this property is a rare find and just waiting for your personal touches and ideas. Step through the tiled double-door entry into a bright foyer adorned with large

    Cindy Petrovich Andrews Real Estate Group Inc

    679 Rancho Dr, San Luis Obispo, CA 93405
    • /35

      Est $1,064,951 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,400 Sq Ft

      552 Westmont Ave, San Luis Obispo, CA 93405

      552 Westmont Ave, San Luis Obispo, CA 93405
  • /61

    $1,825,000 Sold Oct 17, 2024

    • 2,716 Sq Ft
    • $672/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1962

    651 Patricia Dr, San Luis Obispo, CA 93405

    Magnificent Mid-Century Modern Home with Contemporary Upgrades: This stunning home perfectly blends style, sophistication, and comfort, featuring a beautifully remodeled interior (2019) while preserving its classic mid-century modern exterior with custom brick and stone accents. The home boasts numerous upgrades, including hardwood flooring, marble countertops, custom cabinetry, a whole-house

    Hal Sweasey Keller Williams Realty Central Coast

    651 Patricia Dr, San Luis Obispo, CA 93405
    • /50

      Est $1,571,894 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,664 Sq Ft

      227 Marlene Dr, San Luis Obispo, CA 93405

      227 Marlene Dr, San Luis Obispo, CA 93405
  • /22

    $1,150,000 Sold Oct 07, 2024

    • 2,067 Sq Ft
    • $556/SF
    • 96 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1951

    274 Cuesta Dr, San Luis Obispo, CA 93405

    One of a kind, hard to find beautiful 3 bdr 2 bath home close to Cal Poly, elementary school and beautiful park. Home has been used as a student rental with an additional room either office or bedroom with closets in the hallway. Huge Livingroom with fireplace and sliding doors to rear patio. Cozy study area off living room with privacy for all. Dinning room spacious and close to kitchen.

    Linda McClure American Property Services

    274 Cuesta Dr, San Luis Obispo, CA 93405

Showing Results 1 - 40, Page 1 of 18

Home Trends in Highland, CA

Housing Trends

Median Sale Price
$1,300,000
Median Single Family Sale Price
$1,665,000
Median 2 Bedroom Sale Price
$706,000
Average Price Per Sq Ft
$739
Number of Homes for Sale
1
Last 12 months Home Sales
23
Months of Supply
0.50
Median List Price
$1,400,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
18%
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