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redwood city neighborhood guide · property nerds® at compass
Woodside Plaza, Redwood City Homes for sale, recent sales and a Property Nerd’s guide
Postwar streets named for states between Woodside Road and the Alameda, around the Woodside Plaza shopping center, Henry Ford School and Kennedy Middle School, with Stulsaft Park on the back edge.
Woodside Plaza by the numbers
woodside plaza by the numbers · live from the mls
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Calculated in your browser from MLS data for Woodside Plaza (approximate outline traced from the boundary streets). Sales are single-family homes, townhomes and condos.
homes in woodside plaza · live from the mls
Homes for sale, for rent and recently sold in Woodside Plaza
Every active listing, rental and closed sale in Woodside Plaza 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 (Woodside Plaza (approximate outline traced from the boundary streets)); it may not match every local definition.
the story
How Woodside Plaza came to be
Woodside Plaza is named for the shopping center at Woodside Road and Massachusetts Avenue, and the City of Redwood City uses the same name for the neighborhood association whose map it adopted in 2017. A 2022 local newspaper history of developer Morris Stulsaft lists Woodside Plaza and Roosevelt Plaza among his projects. He is also the reason the neighborhood's back fence is a 42-acre wild park: he gave the land to the city under a deal that became Stulsaft Park.
The houses are postwar. A 2019 walk-through by a local history blogger found few truly old homes and a narrow range of styles, with examples from 1952 on. Two pieces of older infrastructure shape the place. Redwood Creek runs through in an open concrete channel, mostly behind back fences, passing under Massachusetts Avenue and between Maddux Park and the Henry Ford sports fields; and a Hetch Hetchy water-line right-of-way crosses near the Alameda.
Schools anchor the middle. Kennedy Middle School sits on Goodwin Avenue and Henry Ford School on Massachusetts Avenue. In its 2018 consolidation the Redwood City School District widened the Henry Ford and Roosevelt attendance areas to take in parts of the Hawes School area.
streets and homes
The streets and the houses
The streets form a loose grid between Woodside Road and the Alameda, and many are named for states: Carolina, Connecticut, Delaware, Kansas, Kentucky, Maryland, Massachusetts, Ohio, Oregon, Virginia and Washington, plus Arizona Way and Idaho Court. It reads a bit like a road atlas index. Massachusetts Avenue splits the shopping center in two, Goodwin Avenue curves along the north and west side past Kennedy Middle School, and Maddux Drive and Kensington Road wind through the middle by Maddux Park.
Homes are mainly detached single-family houses with a fair number of duplexes; the few apartment and condominium buildings sit mostly along Woodside Road. Original houses are modest postwar designs, and the range of styles is narrow; you'll also see full remodels and some larger newer houses mixed in.
West of the Alameda, Sterling Way, Mitchell Way, Ethel Court, Muller Court and Granger Way climb toward Stulsaft Park and the Town of Woodside line along Harcross Road and Fernside Street. Mitchell Way leads to the park's lower gates. The city line also matters to the east: the blocks across Woodside Road are unincorporated San Mateo County, and the land across the Alameda and Fernside Street to the south is the Town of Woodside.
streets in woodside plaza
- Woodside Road
- Valota Road
- Goodwin Avenue
- Alameda de las Pulgas
- Massachusetts Avenue
- Connecticut Drive
- Virginia Avenue
- Washington Avenue
- Carolina Avenue
- Ohio Avenue
- Maryland Street
- Kentucky Street
- Kansas Street
- Oregon Avenue
- Delaware Avenue
- Arizona Way
- Hampton Avenue
- Palm Avenue
- Maddux Drive
- Kensington Road
- Sterling Way
- Mitchell Way
- Granger Way
- Fernside Street
- Harcross Road
parks and places
Parks, shops and landmarks near Woodside Plaza
- shopping
Woodside Plaza shopping center
The neighborhood's namesake, on Woodside Road at Massachusetts Avenue, which splits it in two. A Lucky supermarket at 200 Woodside Plaza anchors it, with everyday services around it; tenants change, so check what's open.
- park
Maddux Park
A city neighborhood park of just under an acre at Maddux Drive and Kensington Road, with a play area; the fenced Redwood Creek channel runs behind it, between the park and the Henry Ford fields.
- park
Stulsaft Park
Next door in Farm Hill: about 42 acres, mostly wild, with trails dropping to Arroyo Ojo de Agua creek. The main entrance at 3737 Farm Hill Boulevard has a playground, restrooms and picnic tables; Mitchell Way leads to the lower gates.
- park
Red Morton Community Park
The city's big community park, about a mile north in Roosevelt (straight-line), with ballfields, a skate park and the all-abilities Magical Bridge Playground.
schools and commute
School districts and getting around
School districts
Woodside Plaza is in the Redwood City School District for TK-8 and the Sequoia Union High School District for high school. Two district campuses are inside the neighborhood: Henry Ford School at 2498 Massachusetts Avenue and Kennedy Middle School (grades 6-8) at 2521 Goodwin Avenue. Woodside High School, a Sequoia Union campus at 199 Churchill Avenue, sits just south of the Woodside Road and Alameda corner. The district redrew attendance areas after its 2018 consolidation and boundaries can change again, so check the exact address with each district.
Getting around
- Woodside Road (State Route 84) forms the east edge; US 101 at Woodside Road is about 2.5 miles northeast (straight-line).
- I-280 at Farm Hill Boulevard is about 1.7 miles southwest (straight-line).
- Redwood City Caltrain is about 2 miles north (straight-line).
- SamTrans Route 278 (Canada College to the Redwood City Transit Center) stops in the neighborhood; check SamTrans for current stops and times.
- The Alameda de las Pulgas runs north to Jefferson Avenue and San Carlos, and south into Atherton and Menlo Park.
nerd notes
Buying or selling in Woodside Plaza: what we check
Buying here
- Confirm the jurisdiction: inside these lines is the City of Redwood City (94061), but the blocks across Woodside Road are unincorporated San Mateo County and the land across the Alameda and Fernside Street is the Town of Woodside, each with its own planning and permit rules.
- Flood maps: FEMA maps the Redwood Creek corridor and nearby blocks as shaded Zone X (0.2 percent annual chance flood hazard), not a high-risk zone, and the rest as minimal hazard. Check the exact parcel, and for homes backing onto the creek channel ask about the fence, easement and who maintains the bank.
- Postwar houses: look at the electrical panel and wiring, original galvanized or cast-iron plumbing, the sewer lateral and the foundation, and pull the city's permit history for any additions.
- Duplexes and ADUs: the neighborhood already mixes single-family houses and duplexes. Check the parcel's zoning and the city's current ADU and SB 9 rules before planning a second unit.
- Lots next to the Hetch Hetchy right-of-way: nothing can be built over the buried pipelines, so check for easements on the title report.
Selling here
- Pull your permit history early; buyers here compare remodeled houses against originals and will ask about additions.
- Listings in this area file under several MLS names (Woodside Plaza, Sterling Highlands and Woodside Terrace); make sure yours is in the right one.
- If the lot backs onto Redwood Creek or the Hetch Hetchy strip, have the FEMA zone, easements and any fence or bank work documented.
- Give buyers the practical distances: blocks to the shopping center and the two district campuses, and about 2 miles to Caltrain.
nerd noteCommissions are always negotiable, and we offer bundled services, so ask us what's included.
faq
Woodside Plaza questions, answered
Is Woodside Plaza in the Town of Woodside?
No. It's in the City of Redwood City with 94061 addresses. The Town of Woodside starts across the Alameda and Fernside Street at the south edge, and the blocks across Woodside Road to the east are unincorporated San Mateo County.
Where does the name come from?
From the Woodside Plaza shopping center on Woodside Road at Massachusetts Avenue. The city uses the same name for the neighborhood association that covers the streets around it.
Which schools are close by?
Henry Ford School and Kennedy Middle School (Redwood City School District) are both in the neighborhood, and Woodside High School (Sequoia Union) is just south. Attendance areas change, so confirm the address with the districts.
What parks are nearby?
Maddux Park, just under an acre, is inside the neighborhood. Stulsaft Park, about 42 mostly wild acres with creek trails, is next door in Farm Hill, and Red Morton Community Park is about a mile north.
Is Woodside Plaza in a flood zone?
FEMA maps it outside the high-risk zones. Blocks along Redwood Creek are shaded Zone X (0.2 percent annual chance) and the rest minimal hazard. Check the exact address.
next door
More Redwood City neighborhood guides
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