The Estates at Jolliff Landing

Name: The Estates at Jolliff Landing
Address: 5023 Annapolis Drive, Chesapeake, VA, 23321, US
Telephone: +17576634210

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United States
Chesapeake, VA
The Estates at Jolliff Landing

A vibrant destination for people to Live, Shop, Work, and Play! Located in Western Branch, Chesapeake

06/15/2026

✨ Two-toned kitchens are here to stay! ✨

The perfect blend of contrast, character, and timeless style. By pairing complementary cabinet colors, you can create a space that feels custom, elevated, and anything but ordinary. 🤍🖤

Whether it's a crisp white perimeter with a bold island or warm wood tones mixed with painted cabinetry, two-toned kitchens add depth, dimension, and designer appeal to the heart of your home. 🏡✨

Which combination would you choose? Tell us below! 👇

06/12/2026

☀️🏊‍♂️ Summer starts here at The Estates at Jolliff Landing! 🌴

Why spend your weekends searching for a vacation when resort-style living is right outside your front door? Dive into sunny days at our sparkling community pool, relax under the shaded pavilion, and enjoy all the amenities that make every day feel like a getaway. ✨

From poolside lounging and friendly games on the green spaces to evening strolls along tree-lined sidewalks, there’s always something to enjoy. Whether you're soaking up the sun, meeting neighbors, or making memories with family and friends, life at Jolliff Landing is all about living your best summer. 🌊🏡

💦 Resort-style pool
🌳 Beautiful gathering spaces
🎯 Yard games & outdoor fun
🚶‍♀️ Tree-lined sidewalks
🤝 A welcoming community atmosphere

This isn’t just a neighborhood, it’s your staycation destination all summer long. 😎☀️

06/09/2026

🎉 SOLD! Congratulations to the Herbert Family on their beautiful new Bayberry home at The Estates at Jolliff Landing! 🏡✨

The Estates at Jolliff Landing offers more than just beautiful homes. It offers a true community experience with covered front porches, tree-lined sidewalks, gathering spaces, a playground, water features, sports field, bike paths, clubhouse, and a resort-style swimming pool.

🏡 Ready to build your dream home?
Get up to 3% closing cost assistance PLUS. a $15,000 buyer incentive when using one of our preferred lenders (see listing agent for details).

📍 Visit our model home, open daily from 12–5 PM at 5023 Annapolis Drive. See you soon!

Sales by RHOAD & CO.

06/05/2026

✨ UNDER CONTRACT... but don't worry, we have more available! ✨

It's easy to see why buyers love our Myrtle floor plan! 🏡 This versatile ranch-style home is designed with room for everyone, featuring 4 bedrooms, an open-concept layout, and a spacious finished room over the garage that's perfect for a guest suite, home office, playroom, or media room.

Imagine starting your mornings on the welcoming front porch and gathering with family and friends in the bright, open kitchen, breakfast area, and family room. ❤️

And the home is only the beginning! At The Estates at Jolliff Landing, you'll enjoy resort-style amenities and endless opportunities to connect, play, and relax.

📍 Visit our model home, open daily from 12–5 PM
5023 Annapolis Drive
Chesapeake, VA 23320

Contact us today to learn more about available lots, floor plans, and current incentives. Your dream home starts here! ✨

*Photo of previously sold Myrtle model. Not actual model shown*

Sales by .co

06/01/2026

Another desired floor plan is officially SOLD & CLOSED! 🎉🏡

This beautiful Dogwood plan has found its homeowners, and we couldn’t be more excited for them as they begin their next chapter.

Ready to build your dream home? There’s still time! Homesites are available now at The Estates at Jolliff Landing, giving you the opportunity to choose the floor plan that fits your lifestyle and create a home that’s uniquely yours.

📍 Visit our model home, open daily from 12–5 PM
5023 Annapolis Drive
Chesapeake, VA 23320

Contact us today to learn more about available lots, floor plans, and current incentives. Your dream home starts here! ✨

*Photo of previously sold Dogwood model. Not actual model shown*

Sales by .co

05/26/2026

☕️ A quick recap of our Spilling the Beans event at the model home last week! 🎉

A huge thank you to everyone who stopped by and spent the morning with us. We loved connecting with local agents, sharing exciting community updates, and showcasing all that The Estates at Jolliff Landing has to offer.

Special thanks to Buzz Stop Coffee for keeping everyone fueled with delicious drinks, and to our friends at Southern Trust Mortgage NMLS # 2921 and RHOAD & CO. for joining us and helping make the event such a success!

✨ Follow us for upcoming community events, model home updates, and the latest news from the neighborhood.

🏡 Visit our model home daily from 12–5 PM
📍 5023 Annapolis Drive

05/25/2026

Home means so much more because of those who sacrificed everything to protect it. This Memorial Day, we honor and remember the brave men and women who gave their lives in service to our nation. 🇺🇸

Wishing everyone a safe and meaningful Memorial Day.

05/22/2026

✨ Spacious ranch-style living with room for everyone! ✨

Introducing the Myrtle model at The Estates at Jolliff Landing, a versatile floor plan designed for the way you live. Featuring 4 bedrooms, 2 bathrooms, and a large finished room over the garage, this home offers the perfect blend of comfort, flexibility, and functionality. Need even more space? The Myrtle can also be built as a 6-bedroom, 3-bath home! 🏡

From the welcoming front porch to the open-concept Family Room, Kitchen, and Breakfast Area, every detail is designed for gathering, entertaining, and everyday living.

💰 Builder incentive available:
Receive partial closing cost assistance PLUS a $15,000 buyer incentive when using one of our preferred lenders (see listing agent for details.)

📍 Model home open daily from 12 PM – 5 PM
5023 Annapolis Drive

Sales by RHOAD & CO.

05/21/2026

UNDER CONTRACT | ASPEN MODEL

This stunning 4-bedroom, 3.5-bath two-story home combines comfort, functionality, and elevated design throughout. The Aspen truly offers the perfect balance of style, space, and versatility. 🏡

Set in The Estates at Jolliff Landing, this community offers the best of both comfort and lifestyle. Covered porches, tree-lined sidewalks, gathering spaces, a playground, sports field, bike paths, and a resort-style pool.. amenities galore. 🌿💫

Thinking about building your own Aspen? It’s not too late.
Let’s bring your vision to life from the ground up.

Builder incentives available, including partial CCA & $15,000 toward buyer incentives when using a preferred lender (see listing agent for details; restrictions may apply).

📍 Model home open daily 12–5 PM
5023 Annapolis Drive

Sales by RHOAD & CO.

05/19/2026

Golden hour hits different at ✨ The Estates at Jolliff Landing ✨

From lush gathering spaces like this to tree-lined sidewalks, resort-style amenities, bike paths, playgrounds, and endless outdoor fun.. this community was designed for the way you want to live. 🌿🏡

Whether it’s relaxing with neighbors, watching the kids play, or enjoying a peaceful evening stroll, every corner of The Estates at Jolliff Landing feels like home. 💫

Address

5023 Annapolis Drive
Chesapeake, VA
23321

Telephone

+17576634210

Website

https://wearewirth.com/living/communities/jolliff-landing/

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Frank Filippone Sr., Realtor with F and R HOM

Want your business to be the top-listed Realtor/realty Service in Chesapeake?