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hillsborough neighborhood guide · property nerds® at compass
Tobin Clark Estates, Hillsborough Homes for sale, recent sales and a Property Nerd’s guide
Hillsborough's southeast corner next to the College of San Mateo: Tournament, Tobin Clark and Clydesdale drives on former estate land, with half-acre-plus lots and a town housing site in planning.
Tobin Clark Estates by the numbers
tobin clark estates by the numbers · live from the mls
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Calculated in your browser from MLS data for Tobin Clark Estates (approximate outline traced from the boundary streets). Sales are single-family homes, townhomes and condos.
homes in tobin clark estates · live from the mls
Homes for sale, for rent and recently sold in Tobin Clark Estates
Every active listing, rental and closed sale in Tobin Clark Estates from the MLS, updated automatically, with a map of the neighborhood outline.
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Listings come from MLSListings and other MLSs through IDX and show their listing brokerage; confirm details with the listing agent. The map outline is the neighborhood boundary used by our listing search (Tobin Clark Estates (approximate outline traced from the boundary streets)); it may not match every local definition.
the story
How Tobin Clark Estates came to be
The name comes from the Tobin Clark estate. The University of Washington's Pacific Coast Architecture Database credits its Tudor Revival main house, built in 1931, to architect David Adler and puts the original grounds at about 250 acres. The house is a private home with no public access. What is left of the estate land shows up in county parcel records: most lots here sit on recorded maps titled Tobin Clark Estate (several numbered units) and The Estates of Tobin Clark, and the town owns a parcel it describes as part of the former estate.
The rest of the area is a patchwork of other recorded maps. Polo Terrace covers Woodland Drive, Clydesdale Drive, Bridle Way and Court, Trophy Court, Horseshoe Court, Percheron Place and Yale Drive, which gives the east side its run of horse-and-sport street names alongside Tournament Drive. Baywood Highlands and a resubdivision of it cover the Hillsborough end of Parrott Drive, Glenbrook Drive and Melrose Court; Ridgewood covers a stretch of Tournament Drive; Salmark Highlands covers Salmark Court; and Stonebridge covers Mountain Wood Lane and Court. The town's 2005-era General Plan mentions the Stonebridge subdivision as recently subdivided, with lots under construction or awaiting buyers. Like the rest of Hillsborough, all of it falls under the half-acre minimum lot size and design review.
An open question is the town's own land. Hillsborough owns a site in the former Tobin Clark estate along its southern border next to the College of San Mateo, bordered by Tournament Drive, Sugar Hill Drive and Tobin Clark Drive. Its Housing Element for 2023-2031 identifies about 20 acres of it as an opportunity site for multi-family housing, with the rest kept as open space, and a concept plan shows about 100 rental homes, with access expected through the college campus. The town signed a project-management agreement in October 2025; its Tobin Clark Housing Site page has the current status. A February 2023 site visit recorded steep slopes, six ephemeral streams and oak woodland on the site.
streets and homes
The streets and the houses
Tournament Drive is the spine. It starts near Woodland Drive at the San Mateo line, curves southwest past Tobin Clark Drive, then runs south along the Parrott Drive side to the edge of the College of San Mateo, with Sugar Hill Drive and a string of courts (Anguido, Bel Aire, Brooke, Paradise) on its southern stretch. Tobin Clark Drive drops southeast from Tournament Drive toward Brandon Court, with Verbalee Lane, Lohoma Court and the Santa Felicia and Santa Gina courts nearby. On the east side, Clydesdale Drive, Bridle Way and Mountain Wood Lane run east toward the town line, and in places the same street changes cities: county parcel records list Woodland Drive and Melrose Court lots on both sides of the Hillsborough-San Mateo line.
Every home is a detached single-family house. County parcel maps show about 325 home parcels with a median of roughly 0.6 acre; more than half fall between half an acre and three-quarters of an acre, about one in six measures under half an acre, and a bit under one in five is larger than an acre. About 20 parcels are recorded as vacant land. County assessor codes tag several dozen lots as having an ADU.
The terrain is canyon country between ridges. On CAL FIRE's 2025 Local Responsibility Area map, about 36% of lots here (by parcel center) are in a Moderate fire hazard severity zone, mostly along Tournament Drive, Parrott Drive, Glenbrook Drive and Sugar Hill Drive; none map High. The state's 2018 seismic hazard map puts about a quarter of lot centers in earthquake-induced landslide zones, and a handful near creek channels touch liquefaction zones.
streets in tobin clark estates
- Tournament Drive
- Tobin Clark Drive
- Clydesdale Drive
- Parrott Drive
- Sugar Hill Drive
- Glenbrook Drive
- Woodland Drive
- Verbalee Lane
- Mountain Wood Lane
- Mountain Wood Court
- Bridle Way
- Bridle Court
- Trophy Court
- Horseshoe Court
- Percheron Place
- Yale Drive
- Bel Aire Court
- Anguido Court
- Brooke Court
- Paradise Court
- Brandon Court
- Lohoma Court
- Santa Felicia Court
- Santa Gina Court
- Salmark Court
- Melrose Court
- Crystal Springs Road
parks and places
Parks, shops and landmarks near Tobin Clark Estates
- landmark
College of San Mateo
The public community college's 153-acre campus at 1700 West Hillsdale Boulevard opened in 1963 and includes a planetarium. It borders this guide on the south; the town's housing plan would take access through the campus.
- open space
Tobin Clark open space
Town-owned land with oak and bay woodland, chaparral and coastal scrub, and a creek with riparian woodland, crossed by a fire road. The town says its open space areas are not open to public access; it maintains fuel breaks along the edges.
- shopping
Laurelwood center
There is no shopping in Hillsborough. The Laurelwood shopping center on West Hillsdale Boulevard at Campus Drive in San Mateo (public maps) is about 0.5 to 0.9 mile straight-line; Hillsdale Shopping Center is about 1.6 to 2.2 miles.
- trail
Sawyer Camp segment, Crystal Springs Regional Trail
The paved county trail starts off Crystal Springs Road near the Lower Crystal Springs Dam, about 1 to 1.6 miles straight-line west, and runs about 6 miles north to Hillcrest Boulevard.
schools and commute
School districts and getting around
School districts
Census school-district maps put every home here in the Hillsborough City School District (elementary and middle schools) and the San Mateo Union High School District. No public school sits inside these streets; South Hillsborough School is about 0.8 mile straight-line north of the north edge. Next door, Baywood Park and the City of San Mateo blocks are in the San Mateo-Foster City School District, so a listing across the line can be in a different district. Attendance boundaries change; check the exact address with each district.
Hillsborough City Schools guide · San Mateo Union High guide
Getting around
- Caltrain: Hillsdale station (50 E. 28th Avenue, Zone 2) is about 1.6 to 2.1 miles straight-line and San Mateo station about 1.3 to 2 miles.
- SamTrans Route 250 and the weekday CSM route run between the College of San Mateo and downtown San Mateo (Route 250 replaced weekend CSM service in August 2026).
- SR-92 is a short drive via West Hillsdale Boulevard at the college or Parrott Drive and Polhemus Road; Crystal Springs Road leads northeast to downtown San Mateo and west to Skyline Boulevard and I-280 (public maps).
- Hillsdale Shopping Center and El Camino Real are about 1.6 to 2.2 miles straight-line east via West Hillsdale Boulevard.
nerd notes
Buying or selling in Tobin Clark Estates: what we check
Buying here
- Check the city line on every listing. Parrott Drive has Hillsborough, City of San Mateo and unincorporated addresses (county records list about 35, 87 and 109 parcels respectively), Woodland Drive and Melrose Court are split, and Bel Aire Court is Hillsborough while Bel Aire Road and Bel Aire Lane are unincorporated Baywood Park. Only Town of Hillsborough lots (ZIP 94010) are in this guide.
- Look the parcel up on CAL FIRE's 2025 Local Responsibility Area map: about a third of lots here map Moderate, which affects disclosures and can affect defensible-space work and construction standards.
- Ask for geotechnical reports and drainage details: about a quarter of lot centers fall in a state earthquake-induced landslide zone (CGS, 2018), and several lots back onto canyon open space.
- Hillsborough's Municipal Code requires the private sewer lateral to be inspected when a home is sold, and repaired or replaced if needed (town FAQ).
Selling here
- Order the town-required sewer lateral inspection early.
- Say Town of Hillsborough and give the recorded subdivision name (Tobin Clark Estate, Polo Terrace, Baywood Highlands, Stonebridge) so buyers can tell the home apart from San Mateo and unincorporated addresses on the same streets.
- Gather the design-review and permit history for additions, pools and retaining walls, plus any geotechnical reports.
nerd noteCommissions are always negotiable, and we offer bundled services, so ask us what's included.
faq
Tobin Clark Estates questions, answered
Is Tobin Clark Estates in Hillsborough or San Mateo?
The streets in this guide are in the Town of Hillsborough, ZIP 94010. Several streets cross the line, though: Parrott Drive, Woodland Drive and Melrose Court have San Mateo or unincorporated addresses too, so check the city on each listing.
Where does the name Tobin Clark come from?
It is a place name from the Tobin Clark estate whose 1931 Tudor Revival house was designed by architect David Adler. The house is a private home with no public access.
What is planned on the town land next to the College of San Mateo?
The town's 2023-2031 Housing Element identifies about 20 acres of its Tobin Clark site for multi-family housing, about 100 rental homes in the concept plan, with access through the campus. Check the town's Tobin Clark Housing Site page for the current status.
What school district serves Tobin Clark Estates?
Census maps put every home here in the Hillsborough City School District and the San Mateo Union High School District. Next-door Baywood Park is in a different elementary district, so check the exact address with each district.
How big are the lots?
County parcel maps show a median of about 0.6 acre, with the Stonebridge lots on Mountain Wood Lane around 0.9 acre. The town's General Plan sets a half-acre minimum for new lots.
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