At A Glance
Oakwood-Richmondtown features Historic Richmond Town, one of the oldest preserved villages in the city. Suburban housing and proximity to Great Kills Park make it family-friendly.
Did you know?
Historic Richmond Town in Oakwood is a living history village with 30 restored buildings spanning three centuries — it includes the oldest surviving schoolhouse in the United States, built around 1695.
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What families should know
Schools
5Oakwood-Richmondtown offers a solid mix of public and private options. P.S. 023 Richmondtown and P.S. 050 Frank Hankinson anchor the public elementary scene, while Monsignor Farrell High School serves as the neighborhood's private secondary option. You'll also find a couple of parochial schools along Penn Avenue and Richmond Road that draw from the surrounding blocks. The governance split is pretty even — five public schools against three private or parochial — giving families a range of choices without having to venture far.
Early Education
8Parks & Playgrounds
1For parks and playgrounds, Oakwood-Richmondtown centers around Gerard P. Dugan Playground — a dependable spot with decent equipment for younger kids. The thing is, there's really just the one dedicated play area in the immediate neighborhood, so if your little ones need variety, you're often heading elsewhere on the island. Staten Island has its larger parks scattered around, but on this specific block, the options are thin. What's here works, though.
Transportation
60Oakwood-Richmondtown gives you two SIR stops to work with — Bay Terrace and Oakwood Heights — which put you on the direct line to the ferry. The bus network is dense along Amboy Road and Hylan Boulevard, so getting around locally doesn't require a car. That said, you're looking at a 45-plus minute commute to Manhattan once you factor in the ferry crossing, which is the trade-off for Staten Island living. Families here lean on the car less than you'd think given the island's reputation, thanks to this solid local grid.
Restaurants
19Eating out in Oakwood-Richmondtown is more about solid, no-nonsense staples than scene-stealing spots. You've got a decent bagel-and-bakery bench along Guyon Avenue — Oakwood Bagels and the new Paris Baguette keep locals stocked on mornings — plus a handful of straightforward diners and taverns (Canlon's, Dan's, The Rooks Ale House) that pull their weight for casual dinners. The Hylan Boulevard stretch adds a little variety with Empire East, Poke Time, and a few fast-casual counters, while the usual suspects like Dunkin' and Jersey Mike's cover quick-take needs. It's not a culinary destination, but the density is enough to rotate through without getting stuck in a rut.
Groceries
2Oakwood-Richmondtown's grocery options are thin — there's a Stop & Shop on Hylan Boulevard covering the bulk of supermarket needs, plus a smaller local market for basics. Beyond those two, full-service supermarkets are sparse in the immediate area, so residents often drive to neighboring communities or tack on grocery runs to other outings. What's here is decent, but don't expect variety.
Coffee Shops
3Coffee here means grabbing what you need and going — the Hylan Boulevard strip gives you a couple of drive-through Dunkin' locations and two Starbucks clustered near the Stop & Shop and Tysens Lane shopping centers. It's not a Third Wave crawl, but if you're fueling up before errands or need a familiar fix, you won't come up empty. What's here is convenient and consistent, which is really all most locals need on a morning run.
Things to Do
7Oakwood-Richmondtown is a beach-lover's block with five sandy spots along the South Shore, giving families plenty of coastal options when the weather cooperates. Indoor activities are thinner on the ground — there's a single swim option and one tutoring service, so families looking for year-round enrichment or bad-weather backups will find the selection limited. The beach scene alone makes this a strong summer pick, but the activities roster is more seasonal than comprehensive.
Daycare & informal care
Oakwood-Richmondtown's early childhood landscape is almost entirely Pre-K — the six options here are all public UPK sites, with no private daycares in the mix. That's a solid bench of free Pre-K, which is a real win for budget-conscious families, but the private market is essentially nonexistent in this pocket. If you need full-day daycare or more flexible hour care, you'll be looking outside the neighborhood. Morning drop-off around those school zones can get backed up, so give yourself extra buffer time.
Family Resources
1Oakwood-Richmondtown has limited civic infrastructure to point to — one solid anchor is Clawson Playground at Adelaide Avenue, a reliable recreation spot for families. Beyond that, the neighborhood leans on nearby regional resources rather than having deep local options for libraries, community centers, or civic gathering spaces. What's there is functional, but families looking for a robust local anchor network may need to look slightly afield.
Healthcare
5Healthcare options in Oakwood-Richmondtown are thin but functional. The neighborhood has one urgent care on Hylan Blvd — CityMD New Dorp handles non-emergencies, which comes in handy on weekends. There's a decent cluster of four dental practices along the Amboy Road and Hylan corridor, covering routine cleanings and more involved work. The honest gaps here are pediatric care and a full hospital; families typically keep a pediatrician elsewhere on the island or head to Brooklyn for the bigger medical needs.
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Frequently Asked Questions
- Is Oakwood-Richmondtown a good neighborhood for families?
- Oakwood-Richmondtown scores 69/100 for families on Motley — ahead of most NYC neighborhoods. The Family Fit score blends safety, schools, parks, cost of living, and community.
- Is Oakwood-Richmondtown safe?
- Oakwood-Richmondtown scores 81/100 on safety — ahead of most NYC neighborhoods. We build the score from NYPD complaint data, normalized by population.
- How are the schools in Oakwood-Richmondtown?
- Oakwood-Richmondtown has 5 schools mapped inside its boundary and scores 72/100 for schools — ahead of most NYC neighborhoods.
- Is Oakwood-Richmondtown affordable?
- Oakwood-Richmondtown scores 82/100 for affordability on Motley — more affordable than most NYC neighborhoods.
- Which borough is Oakwood-Richmondtown in?
- Oakwood-Richmondtown is a neighborhood in Staten Island, New York City.
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