Jake’s Insider Neighborhood Guide: Timberlake, Virginia Beach

Posted by Jake Maines on November 19, 2025

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Author: Jake Maines | Virginia Beach Realtor | Updated October 2026

Exploring Timberlake, Virginia Beach

Timberlake is a deed-restricted neighborhood in the middle of Virginia Beach, tucked between Holland Road and Princess Anne Road, with Mount Trashmore and Town Center just a few minutes north. The subdivision was platted in 1973 and built out through the 1980s, so you’ll find brick-front ranches and two-story colonials on tree-lined streets, plus townhomes in the Aspen and Willow Wood sections. Single-family homes here have mostly sold in the mid $300,000s over the past year, with townhomes closer to $300,000, which makes Timberlake one of the more affordable places to buy in the city. You also get two association pools, five playgrounds and a fishing pier, and the Oceanfront is 15 to 20 minutes away. Read on for the things to do, the restaurants, the schools and what to know before you buy here.

Table of Contents

Exploring Timberlake, Virginia Beach
Life in Timberlake, Virginia Beach: Community Overview
Map of Timberlake, Virginia Beach
Jake’s Top Things to Do in Timberlake
Jake’s Local Favorites & Best Restaurants in Timberlake, Virginia Beach
Local Health Care
Questions About Everyday Life in Timberlake?
Shopping Centers Near Timberlake, Virginia Beach
Thinking About a Move to Timberlake?
Recreation, Nature & Parks in Timberlake
Schools Near Timberlake, Virginia Beach
Curious About Timberlake Schools and Parks?
Ask Jake: Your Insider to Timberlake, Virginia Beach
View Properties In Timberlake, Virginia Beach
Top Reasons To Live In Timberlake, Virginia Beach
Jake: Living in Timberlake, Virginia Beach
Frequently Asked Questions About Timberlake, Virginia Beach
Virginia Beach Neighborhoods
Contact Jake Maines Today!

Photo by Jonathan Cooper on Unsplash

Life in Timberlake, Virginia Beach: Community Overview

There’s a lot to love about living in Timberlake. First, let’s talk about the homes. Most of them went up between 1973 and the late 1980s, and they have character: brick fronts, mature oaks over the street, and yards that are flat and easy to keep. You’ll see everything from original-condition ranches to houses that have been redone top to bottom, often on the same block. It’s a place with a balanced lifestyle. Holland Road gets you to I-264 in a few minutes, Town Center is right up the road, and there are enough close-to-home parks and pools to make this area really welcoming.

Photo by Sergej on Unsplash

Getting around is the other big plus. Town Center is about five minutes up Independence Boulevard, Norfolk is about 20 minutes west on I-264, and the Oceanfront is 15 to 20 minutes the other way. Whether you’re after a day of exploring the city or the beaches themselves, it doesn’t take long to get there.

Still deciding? Take a look at how Timberlake compares with the rest of the best Virginia Beach neighborhoods in our complete guide.

Map of Timberlake, Virginia Beach

Jake’s Top Things to Do in Timberlake

Timberlake is a residential neighborhood, so most of the fun is a few minutes outside it rather than inside it. The good news is that you really do have some of the best features of Virginia Beach in your backyard, with Mount Trashmore and Town Center up the road and the beach a short drive away. Here are a few of our favorites.

Photo by Jeff McLain on Unsplash

Mount Trashmore Park

Don’t be fooled by the name! This 165-acre park is built on two capped landfills, and it’s one of the most-used parks in the city. There are two playgrounds, two lakes, a skate park with a vert ramp, and a fishing pier (shore fishing is allowed, but no swimming, boats or wading). You can kayak on Lake Windsor. It’s a few minutes north of Timberlake off Edwin Drive, and a lot of locals jog or bike there.

First Landing State Park

Another of the area’s great outdoor spaces is First Landing State Park. It’s a rustic, outdoor-lovers park with a maritime forest, marshes and 20 miles of trails, plus a 1.5-mile bay beach. This Cape Henry park is where the English colonists first came ashore in 1607, and the Chesapeake Bay Center has exhibits on all of it. Note that it’s about 25 minutes from Timberlake, but well worth the drive!

Apex Entertainment Virginia Beach

When it’s too hot or too rainy, Apex Entertainment at Town Center is an excellent choice, and it’s about five minutes from Timberlake. There are go-karts, escape rooms, axe throwing, bowling, laser tag and mini golf, plus a full menu and a bar. Lots of variety to keep everyone happy, no matter their age!

Local Health Care

You’re well covered for health care here. Sentara Princess Anne is the closest full hospital, there are urgent care offices along Holland Road and Independence Boulevard, and the neighborhood has its own vet. Here are the ones you’ll use.

Sentara Princess Anne Hospital

Sentara Princess Anne is a 174-bed hospital about ten minutes south of Timberlake on Princess Anne Road, with a 24-hour emergency department. Its nurses hold Magnet with Distinction recognition, which is the top tier of that program. For major trauma, patients go to Sentara Norfolk General, the region’s Level I trauma center.

Sentara Leigh Hospital

Sentara Leigh, just over the line in Norfolk on Kempsville Road, is the other hospital people here use, about 15 minutes away. The campus was rebuilt in 2016 with two five-story patient towers and a new lobby, and it runs a 24-hour emergency department.

Timberlake Veterinary Hospital

For pet owners, Timberlake Veterinary Hospital is right on Holland Road at the top of the neighborhood, so it’s a two-minute drive for most streets. It’s a full-service animal hospital with a 4.7 rating from more than 180 reviews, which is as good as it gets for a vet.

Questions About Everyday Life in Timberlake?

Don’t hesitate to get in touch with me and ask a question

Shopping Centers Near Timberlake, Virginia Beach

One of the reasons people buy here is that retail is close but not in your backyard. The two strip centers on Holland Road cover the everyday stuff, and Town Center, a few minutes north, covers everything else. You rarely need to drive more than 10 minutes.

Timberlake Shopping Center

Timberlake Shopping Center sits at Holland Road and South Plaza Trail, on the corner of the neighborhood. It’s a strip center rather than a mall: a Dollar General, a few restaurants and takeout spots, a nail salon, medical and dental offices, and some one-of-a-kind tenants like Fear Not Tarantulas (yes, really) and the Bit of England dart shop. The lineup turns over every few years, so the center’s directory is the only accurate list, but this is the one you’ll stop at on the way home.

Holland Plaza

Holland Plaza, a little farther along Holland Road, is the bigger of the two. Food Lion anchors it, and there’s an O’Reilly Auto Parts, Daughters Flowers and a run of small service shops. For most day-to-day errands it’s the one-stop option without leaving the neighborhood’s edge.

Town Center

Town Center is about five minutes up Independence Boulevard, and it’s where you go for a night out: dozens of restaurants, the Sandler Center, the Funny Bone comedy club, Apex Entertainment and the shops around the plaza. Parking in the garages is free. We cover it in full in our Town Center neighborhood guide.

Thinking About a Move to Timberlake?

Don’t hesitate to get in touch with me and ask a question

Recreation, Nature & Parks in Timberlake

A lot of what makes Timberlake work is outside. Between the association’s own pools and playgrounds, Mount Trashmore up the road and two city rec centers within a few minutes, you’ll have no shortage of ways to spend a Saturday. Here are the ones to know.

Kempsville Greens Golf Course

Photo by Troy Spoelma on Unsplash

Kempsville Greens is the public 18-hole course on Princess Anne Road, a par 70 about five minutes from the south side of Timberlake. There’s a driving range and a golf school on site, and you can walk the course. If you’d rather hit a bucket than play 18, it’s the closest range to the neighborhood.

FunVille

FunVille Playground and Cafe, on Holland Road next to the Timberlake Shopping Center, is the rainy-day move. It’s an ocean-themed indoor playground with a separate toddler area, an arcade and a VR corner, and you can pay by the day or buy a monthly pass. Parents get a cafe with made-from-scratch pizzas, sandwiches and burgers.

Timberlake Area Recreation Centers

Two city rec centers are within a few minutes of Timberlake. Kempsville Recreation Center on Monmouth Lane was rebuilt in 2017 and has an indoor pool with an aqua track, a double gym and an indoor play structure. Bow Creek Recreation Center on Rosemont Road is the newer of the two, a 67,000-square-foot building that picked up awards for its design and its green construction when it opened in 2019. Either membership gets you into all seven city rec centers, with drop-in fitness classes and childcare while you work out.

Timberlake Community Association

Most single-family homes here sit inside the Timberlake Community Association, a deed-restricted community founded in 1973 that covers more than 600 acres between Holland Road, Princess Anne Road, Windsor Oaks Boulevard and South Plaza Trail. The association counts about 1,320 homes. The payoff for the dues is real: two large swimming pools with clubhouses (Foxwood and Windsor Oaks), five playgrounds, a fishing pier, and a 15-acre private park that the association believes is the largest privately owned park in Virginia Beach. Pools run from late May through Labor Day. Ask for the current assessment and the covenants when you make an offer, since those rules cover fences, paint, parking and sheds, and note that the Windsor Oaks pool was listed as closed for the 2025 season.

Schools Near Timberlake, Virginia Beach

Timberlake is served by Virginia Beach City Public Schools, and most of the neighborhood is zoned for White Oaks Elementary, Larkspur Middle and Green Run High. The edges are different: the northwest corner goes to Kempsville Meadows Elementary and Kempsville High, and a few streets feed Providence or Parkway Elementary. Zones can change from one street to the next, so check your exact address with the district before you make an offer. Here are the schools you’ll hear about most.

White Oaks Elementary School

White Oaks Elementary on Windsor Oaks Boulevard, the east edge of the neighborhood, is the zoned elementary for most of Timberlake, with classes from pre-kindergarten through fifth grade. For most students here it’s the first stop before Larkspur Middle.

Larkspur Middle School

Larkspur Middle School on Princess Anne Road, along the south edge of the neighborhood, is the zoned middle school for all of Timberlake. It serves grades six through eight and runs the usual VBCPS lineup of sports, music and language programs.

Green Run High School

Green Run High on Dahlia Drive is the zoned high school for most of Timberlake, about five minutes west on Lynnhaven Parkway. It offers a full run of Advanced Placement courses, 25 sports programs and a strong set of career and technical tracks, and it shares its campus with Green Run Collegiate, a public charter school you apply to rather than get zoned into. Streets in the northwest corner of the neighborhood go to Kempsville High instead.

Montessori Children’s House of Virginia Beach

Montessori Children’s House of Virginia Beach is the private option closest to the neighborhood, with preschool through fifth grade, aftercare and a summer program.

Catholic High School

Catholic High School on Princess Anne Road is the private high school nearest Timberlake, a college-prep school with honors and Advanced Placement classes, a fine arts program and a full athletics lineup. It’s about five minutes from the neighborhood.

Curious About Timberlake Schools and Parks?

Don’t hesitate to get in touch with me and ask a question

Ask Jake: Your Insider to Timberlake, Virginia Beach

With a competitively priced housing market, two pools and a quiet lifestyle a few minutes from everything, there are plenty of reasons to call Timberlake home. Why not head out and take a look at the homes for sale here? Contact Jake Maines now to get started.

View Properties In Timberlake, Virginia Beach

Once you fall for Timberlake, the next step is seeing what’s for sale, and there’s usually a decent choice. The original plat is all single-family homes, mostly three and four bedrooms between 1,500 and 2,300 square feet, and the Aspen and Willow Wood sections add several hundred townhomes. Over the past year single-family homes have mostly sold in the mid $300,000s, with updated ones going higher, and townhomes have run closer to $300,000. Homes here sell close to asking and the good ones go in a couple of weeks, so it pays to be ready. Browse the Timberlake homes for sale below, or set up an alert and we’ll send you new listings the day they hit. If Timberlake is close but not quite it, Green Run, just west across South Plaza Trail, has a similar price range with an HOA of its own, and Princess Anne runs newer and a little larger to the south.

Top Reasons To Live In Timberlake, Virginia Beach

Price is the obvious reason people look at Timberlake, but it isn’t the only one. From a real estate agent’s point of view, here’s what keeps this neighborhood on the list.

Close But Far Enough Away

Town Center is just a few minutes from here, and you’d never guess it from the tree-lined streets inside the neighborhood. Groceries, the vet, the rec center and a dozen restaurants are all a five-minute drive, and I-264 is right there when you need to be somewhere else.

The Outdoors Keep You Busy

Whether it’s the community pools, the fishing pier or Mount Trashmore, there’s always a way to get outside. And the Oceanfront is only 15 to 20 minutes away, so a surf session or a day of sandcastles is still an easy call.

A Neighborhood With Its Own Pools

Not many subdivisions at this price point come with two pools and clubhouses, five playgrounds and a private park. The association plans events through the year, the streets are quiet, and the deed restrictions keep the exteriors looking consistent. That combination is hard to find elsewhere in the city for the money.

Jake: Living in Timberlake, Virginia Beach

Timberlake is where I bought my first house, at 22. I wanted something quiet that still put me close to the beach and the energy of Virginia Beach, and this neighborhood was the one I could actually afford that did both. It’s great for all kinds of buyers, with everything from single-family homes on the original streets to townhomes in Aspen and Willow Wood. Mount Trashmore became my morning jog, and it still is when I’m on this side of town. The view from the top at sunrise is worth the climb. What I’d tell a buyer now is the same thing I figured out then: the prices here let you get into a real neighborhood with real amenities, and you’re ten minutes from Town Center and twenty from the sand. The restaurants on Holland Road are better than they look from the street. I’ve sold a lot of homes in Timberlake since I lived here, and I know which streets back to the park and which pool is closer to you. Ask me.

Jake Maines, Virginia Beach Realtor

Jake Maines is a REALTOR® with Iron Valley Real Estate Hampton Roads, serving buyers and sellers across Virginia Beach. Virginia salesperson license #0225247466, held since August 2020. He is a two-time Circle of Excellence recipient, Gold in 2023 and Platinum in 2024, and was named to Inside Business’s Top 40 Under 40 in 2023. He is a member of NAR and CoVAR.

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Jake Maines, Virginia Beach Realtor

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Frequently Asked Questions About Timberlake, Virginia Beach

Where is the Timberlake neighborhood in Virginia Beach?

Central Virginia Beach, just south of Holland Road. The subdivision fills the ground between Holland Road on the north and Princess Anne Road on the south, with Windsor Oaks Boulevard and South Plaza Trail as its east and west edges, and that puts Mount Trashmore Park and Town Center a few minutes north by car. Inland, no waterfront. That central spot’s the main practical argument for Timberlake. Most of the city’s a short drive in one direction or another.

What is at the Timberlake Shopping Center?

Holland Road at South Plaza Trail, on the corner of the neighborhood. Timberlake Shopping Center’s a strip center rather than a mall, so you get everyday retail, medical and dental offices, takeout and a fitness tenant, and the lineup turns over every few years like any strip along Holland Road. The current directory’s the only accurate list. Holland Plaza sits farther along the same road. And the larger centers around Independence Boulevard and Town Center are a few minutes from Timberlake, Virginia Beach.

What kind of homes are in the Timberlake subdivision?

Timberlake was platted in 1973 and built out through the 1980s. Single-family ranches and two-story colonials sit on level suburban lots, and the plat’s single-family all the way through. Mature trees line the older blocks. Yards aren’t big, and they’re flat. Because the Timberlake, Virginia Beach housing stock’s that age, condition ranges from untouched originals with the first kitchen still in place to houses taken to the studs and rebuilt behind the same brick front. And the deed restrictions keep the exteriors more consistent than the interiors.

Does Timberlake have a homeowners association?

Yes. Timberlake’s a deed-restricted community, and the Timberlake Community Association runs it, keeps the neighborhood website and maintains the common ground (the Windsor Oaks and Foxwood pools, the playgrounds and the fishing pier). Restrictions travel with the deed. The association’s current assessment and its covenants are the documents to read alongside the contract at a Timberlake, Virginia Beach address, since those covenants set what you can park, build and paint. They’re also why the streets look the way they do.

Is Mount Trashmore Park close enough to use from Timberlake, Virginia Beach?

A few minutes by car, yes. Mount Trashmore sits off Edwin Drive near South Boulevard and Independence Boulevard, an easy run north from Timberlake, and the park’s a capped former landfill the city turned into a grass hill with two lakes, walking loops, a playground and a skate park. City events on the hill push heavy traffic onto Edwin Drive and South Boulevard a few times a year. Not the day to run errands in that direction.

Is Timberlake a central location for getting around Virginia Beach?

Middle of the city, with I-264 a few minutes north. Timberlake, Virginia Beach sits where Holland Road crosses the center of the map. Most drivers take Holland Road north to Rosemont Road or Independence Boulevard for I-264, and from there Town Center, Norfolk and the Oceanfront are three different runs of reasonable length. Lynnhaven Parkway runs the other direction. Princess Anne Road along the south edge heads toward the Municipal Center. Holland Road itself’s the catch. It’s heavy at peak hours, and the lights stack up.

What do you give up by choosing Timberlake, Virginia Beach over a newer subdivision?

Newer construction is what you give up, mostly. Timberlake, Virginia Beach was laid out in 1973, so you’re usually buying eight-foot ceilings, a one-car garage or carport, and mechanical systems that have been replaced at least once, where a subdivision built after 2000 hands you nine-foot ceilings, an open kitchen and a two-car garage. What you keep is the location and the trees (and two association pools, which plenty of newer subdivisions never built). Mature oaks over the street take forty years to grow and can’t be added at closing.

What should an inspector look at hard in a Timberlake home?

The systems, not the finishes. On a 1970s or 1980s house the electrical panel, the original supply plumbing, the HVAC age and the crawl space are where the money hides, and Tidewater humidity puts crawl space moisture on almost every Timberlake, Virginia Beach report. Roof age comes next. Permit history matters after that. Plenty of homes here have grown additions over fifty years, and an unpermitted sunroom doesn’t show up until the appraisal. Original windows are the last item, and they’re the easiest to see.

What schools serve Timberlake, Virginia Beach?

Depends on the street. Most of Timberlake feeds White Oaks Elementary, Larkspur Middle and Green Run High. The northwest corner goes to Kempsville Meadows Elementary and Kempsville High instead, and a few edge streets are zoned for Providence or Parkway Elementary. Green Run Collegiate shares the Green Run High campus but takes applications, not addresses. Virginia Beach City Public Schools redraws lines now and then. Check the exact address with the district before you write an offer. A listing sheet from last spring isn’t proof.

Are there townhomes in Timberlake, Virginia Beach?

Yes, several hundred, but not on the original plat. The Timberlake subdivision itself is single-family. The townhomes sit in two sections recorded separately, Timberlake Aspen with about 450 units and Timberlake Willow Wood with about 150, both off Holland Road on the north side. Dues aren’t uniform. Some townhome listings show a separate association fee and some show none, so the resale packet for that exact address settles it. Listings often just say Timberlake. City property records show which plat you’re actually in.

What are the best restaurants in Timberlake?

Start on Holland Road. Sloppy Seconds Bar and Grill is the local, 4.5 on Google, themed nights all week. Tiki’s Bar and Grill does Filipino and Hawaiian a few doors down. Famous Uncle Al’s Dog House is the hot dog stop. Plaza Azteca and Las Palmas cover Mexican, Las Palmas on Princess Anne Road at 4.6 being the one locals argue for. Texas Roadhouse on Lynnhaven Parkway is the chain. None of them are inside the neighborhood. All of them are under ten minutes.