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Jake’s Insider Neighborhood Guide: Princess Anne, Virginia Beach

Posted by Jake Maines on November 13, 2025
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Author: Jake Maines | Virginia Beach Realtor

Princess Anne is a mostly residential area in Virginia Beach that sits at the intersection of Princess Anne Road and North Landing Road. It’s close to the West Neck River. The Princess Anne, Virginia Beach neighborhood could be right for you if you’re looking for lots of parks, great schools, and close access to the city’s municipal center.

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Life in Princess Anne, Virginia Beach: Community Overview

The Princess Anne, Virginia Beach neighborhood is in the heart of it all. From beautiful homes with well-manicured lawns to excellent schools, close shops, and a variety of entertainment options – everything is within a short drive. This neighborhood is where the Virginia Beach Amphitheater is, which is a great place for concerts throughout the year. You’re also only a few blocks from the satellite campus of Old Dominion University. Though the community was named after Princess Anne of Denmark and Norway, this area is anything but old or dated.

You’ll find several notable subdivisions here, including Highgate Greens and Courthouse Estates – many of which offer modern layouts, updated features, and larger lot sizes. Living here is very suburban, family-centric, with few tourism issues, and all of the necessities close to home. At the same time, a day at the beach is just a 15-minute drive away. As one of the primary VA Beach neighborhoods locals love, let’s take a closer look at what you can find here.

Exploring Princess Anne Virginia Beach - Video Tour

Timberlake, Virginia Realtor Jake Maines

Jake: Living in Timberlake, Virginia Beach

In the heart of Virginia Beach, Timberlake stands as a neighborhood that blends the warmth of home with the pulse of city life. Here, I took the first step in my home-ownership journey at age 22, a decision that I look back on with a heart full of gratitude. I wanted something in a quiet neighborhood but that still had easy access to the beach and the energy of Virginia Beach. I couldn’t of been happier and continue to call Timberlake, Virginia Beach my home.

Timberlake is great for families and individuals, offering a range of housing options from single-family detached homes to welcoming townhomes. Its strategic location means you are never far from the best Virginia Beach offers. A short and pleasant walk will take you to the refreshing landscapes of Mount Trashmore. This place has become my personal sanctuary for morning jogs, offering breathtaking views that invigorate me.

But the beauty of Timberlake goes beyond its scenic surroundings. It is a community where friendship blossoms and neighbors become family. The affordability of homes in this area is an opportunity for many families to lay down roots in a tranquil place but still be connected to the vibrant city life of Virginia Beach.

As your trusted Virginia Beach realtor, I can personally vouch for the rich experiences that Timberlake offers. From the delightful restaurants, great parks, and bustling Virginia Beach town center, everything is just a short drive away, promising convenience and a tapestry of experiences.

I invite you to explore Timberlake, a neighborhood that has been my home and where I’ve built beautiful memories. Let me guide you to find your dream home in this beautiful neighborhood.

Map of Princess Anne, Virginia Beach

Jake’s Top Things to Do in Princess Anne, Virginia Beach

As we take a look at all of the top-rated Virginia Beach neighborhoods, take note of Princess Anne as the all-inclusive destination. With family-centric demographics, Princess Anne is the ideal combination of things to do for most people. Here are some of the best things to do in Princess Anne.

Farmer’s Market Meetups

There’s nothing quite like the farmer’s market during the summer months. This one has it all – excellent local produce, as well as friendly people gathering to stop and enjoy a coffee together. It’s the type of market where you’ll get to know local crafters and vendors and meet up with friends for some dog walking.

Shop at Landstown Commons

The Landstown Commons is a centrally located shopping area near Dam Neck Road.  You’ll find numerous stores here, from specialty locations to shops like Best Buy and Kohl’s. It’s also home to numerous restaurants, including your favorite chains like Chipotle and Jimmy John’s.

Watch the Game at Virginia Beach Field House

If you love an active lifestyle, the Virginia Beach Field House is in the Princess Anne, Virginia Beach neighborhood. It’s a massive, 175,000-square-foot indoor sports arena where various league sports and camps take place throughout the year.

Jake’s Local Favorites & Best Restaurants in Princess Anne, Virginia Beach

Like much of the City of Virginia Beach, you’ll find numerous chains located in Princess Anne. However, there are some fantastic local restaurants that will quickly become your favorite. These are the best restaurants in Princess Anne to visit.

Heirloom – Farm-to-table – 4.8 Stars - $$

Heirloom is the type of date location that’ll have you reminiscing for months afterward. A farm-to-table destination, every dish is carefully prepared and thoughtfully crafted. It’s easily one of the most luxe restaurants in Princess Anne. This award-winning destination is open for dinner Tuesday through Saturday. There’s also an excellent happy hour if you’re meeting friends after work.

The Casual Pint – Pub – 4.6 Stars - $

The Casual Pint, a Craft Beerstro, is the local hangout. It’s a fun, upbeat destination that’s perfect for dates, family gatherings, or hangouts after the game. If you like curated craft beer, this is one of the best restaurants in Virginia Beach for it. Don’t overlook the homemade beer cheese, which pairs perfectly with the German pretzels. The burgers are on point, too.

The Casual Pint – Pub – 4.6 Stars - $

The Casual Pint, a Craft Beerstro, is the local hangout. It’s a fun, upbeat destination that’s perfect for dates, family gatherings, or hangouts after the game. If you like curated craft beer, this is one of the best restaurants in Virginia Beach for it. Don’t overlook the homemade beer cheese, which pairs perfectly with the German pretzels. The burgers are on point, too.

Redwood Smoke Shack – Barbecue – 4.5 Stars - $

For Texas-inspired barbeque, one of the best restaurants in Princess Anne is Redwood Smoke Shack. You may see their food truck around town – stop and enjoy it. The brick-and-mortar location is in the Norfolk area, but the food truck is often in this area. Choose from pulled pork or chicken, house-made sausage, ribs, and brisket. 

Baker’s Crust – Farm-to-table – 4.2 Stars - $

 Baker’s Crust is another farm-to-table destination. It’s an excellent breakfast place, but it’s open throughout the day. If you’re into brunch on the weekends, this is one of the best restaurants in Princess Anne for it. There’s a full kids’ menu, plenty of scratch-made dishes, and always-smiling employees.

Baker’s Crust – Farm-to-table – 4.2 Stars - $

 Baker’s Crust is another farm-to-table destination. It’s an excellent breakfast place, but it’s open throughout the day. If you’re into brunch on the weekends, this is one of the best restaurants in Princess Anne for it. There’s a full kids’ menu, plenty of scratch-made dishes, and always-smiling employees.

Chipotle – Mexican – 3.4 Stars - $

Everyone knows Chipotle, but it’s on this list of the best restaurants in Princess Anne because it is an easy, quick meal on the go. Its convenient location makes it very easy to get into and out of on a busy day.

Local Health Care in Princess Anne, Virginia Beach

You’re in good hands here. Not only are you close to various health care establishments in the greater Chesapeake Bay area, but there are some local trusted destinations you can count on just minutes from home.

Sentara Princess Anne Hospital

Sentara Princess Anne Hospital (1)

Sentara Princess Anne Hospital is the local, full-service hospital in the area. There are over 100 physicians and services provided on this huge medical campus. Emergency care, preventative medicine, and specialty care are all available.

Now Care

When you’re not well but don’t quite need a hospital, NowCare is a local urgent care service. It’s located on S. Independence Boulevard and is open from 8 a.m. to 8 p.m. each day.

Get Jake’s Local Insights on Princess Anne

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

Shopping Centers Near Princess Anne, Virginia Beach

When it comes to the shopping centers in Princess Anne, you have a combination of options to select from, with most needs easily met.

Landstown Commons

Landstown Commons

Landstown Commons Shopping Center is a primary retail destination for the surrounding area. It’s located at the corner of Princess Anne Road and Dam Neck Road. This shopping center in Princess Anne features an Old Navy, Ross Dress for Less, Best Buy, and numerous other retailers. It’s also home to several restaurants and smaller shops.

Harris Teeter

Harris Teeter

When it comes to shopping centers in Princess Anne for groceries, Harris Teeter is probably the most popular option. It’s located in Princess Anne Plaza and is open most days from 6 a.m. to 10 p.m. There’s a pharmacy inside, a gas station outside, and full pickup and delivery services available.

 

Get Jake’s Local Insights on Princess Anne

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

Recreation, Nature & Parks in Princess Anne, Virginia Beach

The Princess Anne, Virginia Beach neighborhood is centrally located, so you could easily enjoy any of the parks, oceanfront beaches, and waterways throughout the Virginia Beach area. The Atlantic Ocean itself is a 20-minute drive from most areas. These are some of the best things to do in Princess Beach when you want outdoor fun closer to home.

Virginia Beach National Golf Course

One of the most popular things to do in Princess Anne outdoors is to golf, and the Virginia Beach National Golf Course is easily a top destination. This golf club offers challenging courses that will equally intimidate and invigorate you on an early Saturday tee time. With 18 holes, this par 72 golf course has 7,205 yards to explore.

Virginia Beach Field House

Another of the most common things to do in Princess Anne is to check out the games happening at the Virginia Beach Field House. It’s home to both youth and adult leagues. Sign the kids up for summer camp (these fill up fast!) or join an adult basketball league to stay competitive and fit.

Princess Anne Commons Gateway Park

The Princess Anne Commons Gateway Park on Dam Neck Road is the go-to destination for playground meetups. There are always things to do in Princess Anne here, whether it’s using the nearly mile-long path for walks, starting up a charcoal grill for a family gathering, or heading to the playground.

Top Schools Near Princess Anne, Virginia Beach

When buying real estate, it is critical to learn as much as you can about the local schools. Breathe a sigh of relief. The Princess Anne, Virginia Beach neighborhood is home to numerous excellent schools.

Princess Anne Elementary School

Princess Anne Elementary School is a part of the Virginia Beach School District. It’s noted for its numerous early education programs in technology and sports. It’s also a modern location with smaller class sizes.

Princess Anne Middle School

Most students in the area attend Princess Anne Middle School. It offers five sports programs and has been recognized with a 9/10 rating by GreatSchools for the quality of education here.

Landstown High School

For high school, many students’ attention is drawn to Landstown High School, a noted STEM and tech academy. It is one of two magnet programs in the city of Virginia Beach. It has AP courses, the Project Lead the Way curriculum, and six sports programs.

Kellam High School

Kellam High School is a large school serving the area for decades. This school offers 32 sports programs, AP courses, and a gifted and talented program.

Tidewater Community College

Tidewater Community College is also in the Princess Anne, Virginia Beach neighborhood. With in-person and online courses, this is an excellent place to get an associate’s or complete career-specific certifications. 

Get Jake’s Local Insights on Princess Anne

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

View Properties In Princess Anne, Virginia Beach

The Princess Anne neighborhood is an excellent place to call home. You’ll find home prices range from $280,000 up. Many of the homes for sale in this area are 3- or more bedrooms with over 2000 square feet. Yet, this is not a cookie-cutter area. Some excellent custom homes with modern amenities are easily found here. You can explore Princess Anne real estate listings now and find one that’s perfect for your needs.

If you’re looking for a classic VB community that’s a bit more laidback, also take a look at our Thoroughgood community guide.

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Top Reasons To Live In Princess Anne, Virginia Beach

There are many things to do in Princess Anne, but there are many other reasons to buy a home here. It’s the perfect destination for building a lifestyle, with lots of friends to be made in the schools, sports programs, and various community events.

The Shopping Centers in Princess Anne

These keep much of the shopping localized in the city, meaning you don’t have to go far to find what you need. Yet, there’s a good combination of affordable and more upscale destinations to visit. That makes the shopping centers in Princess Anne one reason to buy here.

Active Lifestyle

With so many things to do in Princess Anne outdoors, from running paths to sports programs, you can easily live an active lifestyle here. Many of the subdivisions have tree-lined streets that are perfect for walks, too.

Excellent Schools and Community Lifestyle

As you think about where to buy to raise a family, knowing that you have such a strong school district along with a very tightknit community feel can make all of the difference in your quality of life.  

Ask Jake: Your Insider to Princess Anne, Virginia Beach

There are lots of fantastic locations throughout this area of the Lower Norfolk County. You’re just a short drive from the Naval Air Station Ocean and the county seat administration and municipal buildings for work. At the same time, it’s easy to love the busy lifestyle and environment that makes Princess Anne is an excellent place to call home.

Picture of Jake Maines, Virginia Beach Realtor

Jake Maines, Virginia Beach Realtor

Jake Maines is a Virginia Beach Realtor known for his market knowledge and exceptional client service. His real estate journey, beginning in 2020, showcases a successful transition from marketing to realty and investing, marked by a passion for helping clients find their dream homes. Recognized as one of Inside Business 40 Under 40 and ranking in the top 8% of Hampton Roads Realtors in his first year, Jake's accolades affirm his expertise. A member of NAR and HRRA, he upholds the highest ethical standards. Community involvement and continuous professional development make him a trusted, authoritative Virginia Beach real estate expert.

Learn More
Picture of Jake Maines, Virginia Beach Realtor

Jake Maines, Virginia Beach Realtor

Jake Maines is a Virginia Beach Realtor known for his market knowledge and exceptional client service. His real estate journey, beginning in 2020, showcases a successful transition from marketing to realty and investing, marked by a passion for helping clients find their dream homes. Recognized as one of Inside Business 40 Under 40 and ranking in the top 8% of Hampton Roads Realtors in his first year, Jake's accolades affirm his expertise. A member of NAR and HRRA, he upholds the highest ethical standards. Community involvement and continuous professional development make him a trusted, authoritative Virginia Beach real estate expert.

Learn More

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