Base rent $1,652 - $4,189
Beds Studio-3 Beds
Baths 1-2

Streets Of Greenbrier

929 Wintercress Way, Chesapeake, VA

Request a tour

Select a date to start scheduling a tour.
Loading...

Floor plans

Updated today
This listing displays base rent, which is the rent provided by the property and may not include recurring monthly fees and costs. Contact the property for more information. It does not include application fees, variable costs, and optional charges such as application fees, utility costs, pet charges, etc.
1 Bed 1 Bath Floor Plan | 701 Sq. Ft. at Streets of Greenbrier, Chesapeake, 23320
Summit
1 Bed / 1 Bath / 701 Sqft
$1,900 - $2,718
Unit Base rent Availability
08-216 $1,786 Now
View
1 Bed 1 Bath Floor Plan | 738-793Sq. Ft. at Streets of Greenbrier, Virginia, 23320
Hickory
1 Bed / 1 Bath / 738 - 793 Sqft
$2,032 - $3,313
Unit Base rent Availability
09-258 $2,062 - $3,088 Now
View
09-160 $2,032 - $3,045 Now
View
1 Bed 1 Bath Floor Plan | 871  Sq. Ft. at Streets of Greenbrier, Chesapeake, Virginia, 23320
Greenbrier
1 Bed / 1 Bath / 871 Sqft
$2,242 - $3,359
Unit Base rent Availability
09-415 $2,242 - $3,349 Now
View
2 Bed 2 Bath Floor Plan | 1,020 Sq. Ft. at Streets of Greenbrier, Chesapeake, Virginia
Great Bridge
2 Beds / 2 Baths / 1,020 Sqft
$2,265 - $3,666
Unit Base rent Availability
09-341 $2,395 - $3,623 Now
View
09-107 $2,415 - $3,653 Now
View
2 Bed 2 Bath Floor Plan | 1,060 Sq. Ft. at Streets of Greenbrier, Virginia, 23320
Eden Way
2 Beds / 2 Baths / 1,060 Sqft
$2,420 - $3,672
Unit Base rent Availability
09-224 $2,420 - $3,659 Now
View
Studio 1 Bath Floor Plan | 510 Sq. Ft. at Streets of Greenbrier, Chesapeake, Virginia, 23320
Chesapeake
Studio / 1 Bath / 510 Sqft
$1,652 - $2,926
Unit Base rent Availability
09-209 $1,652 - $2,926 Jun 15
View
2 Bed 2 Bath Floor Plan | 1,110 Sq. Ft. at Streets of Greenbrier, Chesapeake, 23320
Battlefield
2 Beds / 2 Baths / 1,110 Sqft
$2,300 - $3,653
Unit Base rent Availability
09-356 $2,481 - $3,653 May 2
View
09-219 $2,300 - $3,615 May 6
View
2 Bed 2 Bath Floor Plan | 1,221 Sq. Ft. at Streets of Greenbrier, Virginia, 23320
Volvo
2 Beds / 2 Baths / 1,221 Sqft
$2,461 - $3,854
Unit Base rent Availability
09-429 $2,461 - $3,854 May 18
View
2 Bed 2 Bath Floor Plan | 1,232 Sq. Ft. at Streets of Greenbrier, Chesapeake, Virginia, 23320
Kempsville
2 Beds / 2 Baths / 1,232 Sqft
$2,687 - $4,189
Unit Base rent Availability
09-439 $2,687 - $4,189 May 6
View
2 Bed 2 Bath Floor Plan | 1,019 Sq. Ft. at Streets of Greenbrier, VA, 23320
Deep Creek
2 Beds / 2 Baths / 1,019 Sqft
$2,370 - $3,745
Unit Base rent Availability
08-105 $2,370 - $3,732 Jun 22
View
08-103 $2,370 - $3,732 Jun 23
View
3 Bed 2 Bath Floor Plan | 1,286 Sq. Ft. at Streets of Greenbrier, Virginia, 23320
Indian River
3 Beds / 2 Baths / 1,286 Sqft
$2,580 - $4,077
Unit Base rent Availability
09-262 $2,580 - $4,077 Jul 7
View
1 Bed 1 Bath Floor Plan | 815 Sq. Ft. at Streets of Greenbrier, Chesapeake, Virginia
Riverwalk
1 Bed / 1 Bath / 815 Sqft
Ask for pricing

Check for available units

Contact us
2 Bed 2 Bath Floor Plan | 1,141 Sq. Ft. at Streets of Greenbrier, VA, 23320
Centerville
2 Beds / 2 Baths / 1,141 Sqft
Ask for pricing

Check for available units

Contact us
2 Bed 2 Bath Floor Plan | 1,211 Sq. Ft. at Streets of Greenbrier, Chesapeake, Virginia
River Birch
2 Beds / 2 Baths / 1,211 Sqft
Ask for pricing

Check for available units

Contact us

Policies

Application fees $50

There may be additional unit-specific fees. Please select a unit and move-in date here.

One-time pet fees $350

Monthly pet rent $35

Max weight 75 lb each. Pet limit 2 allowed. Aggressive breed restrictions apply to full or mix breeds. A non-refundable $350 pet fee is required for the initial pet; a $250 non-refundable fee is due for any secondary pets.  In general, only common, domestic, non-aggressive animals will be accepted. Aggressive breed restrictions apply for mixed or full breeds.

View more

The fees are estimates and actual amounts may vary. Pricing and availability are subject to change. For details, contact the property.


Amenities

Embrace a modern lifestyle with our apartments in Chesapeake, VA. A pop of color never hurts, but we’re not just talking about our charming architecture—you’ll soon find that the amenities at Streets of Greenbrier Apartments make your days bloom, whether you’re here to work, play, or enjoy your downtime. Check out the full package below!

Apartment amenities

  • Washer and Dryer
  • Patio
  • Gourmet Kitchen Islands
  • Tile Backsplash in Kitchens
  • Soaking Tubs in Master Bathrooms
  • Built-In Microwaves
  • 10-Foot Ceilings
  • Elegant Pendant Lighting
  • Loft-Style Homes Available
  • Oversized Bedrooms
  • Hardwood-Style Plank Flooring
  • Stainless Steel Appliances
  • Espresso Cabinetry with Nickel Hardware
  • Built-In Desks
  • Custom Window Treatments
  • Designer Two-Tone Paint
  • Plush Carpeting in Bedrooms
  • Air Conditioning

Community amenities

  • Swimming Pool
  • Poolside Picnic Area & BBQ Grills
  • Expansive Resident Clubhouse
  • Attached & Detached Garages
  • Dog Park
  • Elevators in Select Buildings
  • Online Rent Payment & Service Requests
  • Fitness Center
  • Wi-Fi Amenity Spaces
  • Fireplace Lounge
  • Rapid Response Maintenance
  • Central Chesapeake Location & Minutes to Shopping & Dining
  • Valet Waste Service
  • Flexible Rent Payments
Delightful Chesapeake Apartments All Yours to Enjoy! In Chesapeake, modern apartments aren’t exactly easy to come by, making Streets of Greenbrier that much more exciting. There’s a sparkling pool to splash around in, adjoined to a picnic area with barbecues that will surely sate your post-swim hunger pangs. If you’re one to make fitness a priority, our gym will soon become your go-to spot. And that can only mean one thing: your post-workout relaxation sessions in the lounge promise to be supreme. We haven’t even talked about convenience, which is ensured by the attached & detached garages, Wi-Fi access in shared spaces, and rapid response maintenance services. Wait until you see these homes on the inside. They’re as elegant as can be, adorned with soaking tubs, pendant lighting fixtures, hardwood-style floors, espresso cabinets, and plush carpets. As for ambiance, it’s maintained by the soaring ceilings and air conditioners—especially useful during hot summers. And since these are pet-friendly apartments in Chesapeake, VA, feel free to bring your furry friends along. The cherry on top is our central location, but we’ll let you explore it once you’re in the area. Contact our team to schedule a tour today!

Services

We prioritize your convenience with Renter Essentials that help you move in easily and live comfortably at Streets Of Greenbrier.

  • Flex rent payments

Ratings and reviews

4.5 Fabulous
26 Reviews

What renters are saying

Renters appreciate the friendly and attentive staff, the convenience of valet trash service, and the various planned events, including fun activities like Food Truck Friday. The property is described as quiet, safe, and well-maintained, with a professional and prompt maintenance team. Residents also value the pet accommodations and the upgraded living amenities. The complex offers a peaceful environment, with easy access to essential stores and roads, making it a comfortable and convenient place to live.

Parking 4.5
Amenities 4.5
Maintenance 4.5
Staff 4.5
Value 4.5
Location 5.0
Noise 4.5
Sharron W. Verified Resident
Apr 10, 2026

9 years and counting! Great place to live!

Sharron W. Verified Resident
Apr 10, 2026

9 years and counting! Great place to live!

Torilus W. Verified Resident
Apr 10, 2026

9 years and counting! Stress-free living!

Anonymous Verified Resident
Sep 16, 2025

Moving to the VA area was difficult to find the best bang for my buck until i stumbled upon Streets of Greenbrier. Leasing office staff was super helpful and informative. The apartments are spacious and up-to-date. The location is amazing, literally everything is across the street.

Anonymous Verified Resident
Sep 3, 2025

We've lived here for almost 9 years! Convenient to 64. Convenient to back roads. Staff very friendly. Maintenance is very responsive. Property maintained well!

Anonymous Verified Resident
Aug 4, 2025

These apartments are a good place to live. The scenery is beautiful and the neighborhood is peaceful.


Building details

5 buildings in the community 280 apartments in the community 2 - 4 stories per building Building constructed in 2013

Property description

A carefree lifestyle is yours for the taking at Streets of Greenbrier Apartments. No matter if you’re a devout minimalist, a lover of maximalism, or squarely in between styles, our floor plans include your future home. Some are expansive, others snug, but all of them are appointed with modern essentials and niceties. Pick from our studio, one, two, and three-bedroom apartments in Chesapeake, VA,...

A carefree lifestyle is yours for the taking at Streets of Greenbrier Apartments. No matter if you’re a devout minimalist, a lover of maximalism, or squarely in between styles, our floor plans include your future home. Some are expansive, others snug, but all of them are appointed with modern essentials and niceties. Pick from our studio, one, two, and three-bedroom apartments in Chesapeake, VA, right here. *Renderings are an artist's conception and only intended as a general reference. Features, materials, finishes and layout of subject unit may be different than shown. Dimensions are approximate. Start a New Chapter in Our Chesapeake Apartments You’ll never feel crammed in any of our Chesapeake, VA, apartments. The studios are inviting, standing at 510 square feet, while the one-bedrooms offer up to 871. If you need more room to roam, the two or three-bedrooms are a natural choice, ranging from 1,019 to a lavish 1,286 square feet, alongside a second bathroom. The layouts are as varied as they come so the amenities can stay the same throughout. We’re talking washers & dryers, stainless steel appliances, and built-in desks for efficient routines, as well as 10-foot ceilings, espresso cabinets, and plush carpets for a lush touch. Furry friends are welcome, too. Step outside to be greeted by the same mix of comfort and convenience. Work out like a pro in the fitness center before jumping in the pool to cool off, then fill up on grilled goodies in the picnic area. When it’s time to relax, do it like you mean it—whether by mingling in the clubhouse, winding down in the lounge, or roaming around the dog park with your fur babies. We’ll take care of things with rapid response maintenance services, so you have more joys and fewer worries. Find our apartments in Chesapeake, Virginia, and stop by for a tour.

Neighborhood

Use the map to explore the neighborhood and see how it matches your interests.

929 Wintercress Way, Chesapeake, VA 23320
Loading content, please wait...
Loading...

Contact information

Property managed by: Capital Square Living LLC

Call leasing office: (804) 395-6408

Property office hours:
Today 8:30AM-5:30PM
  • Monday 8:30AM-5:30PM
  • Tuesday 8:30AM-5:30PM
  • Wednesday 8:30AM-5:30PM
  • Thursday 8:30AM-5:30PM
  • Friday 8:30AM-5:30PM
  • Saturday 10:00AM-5:00PM



Frequently asked questions

When were prices and availability for this property last updated?

Prices and availability for this property were last updated Today.

What floorplans are available?

The following floorplans are available: studio apartments from $1,652, 1-bedroom apartments from $1,900, 2-bedrooms apartments from $2,265 and 3-bedrooms apartments from $2,580.

What are the most popular nearby apartments?

The most popular nearby apartments are: Streets Of Greenbrier, Westport Apartments, District 757 Apartments and Pilot Place.

How many units are available?

Currently, Streets of Greenbrier has 18 available units.

What neighborhood is Streets of Greenbrier in?

Streets of Greenbrier is located in the Washington neighborhood.

What are the business hours?

The business hours are:

  • Monday 8:30AM-5:30PM
  • Tuesday 8:30AM-5:30PM
  • Wednesday 8:30AM-5:30PM
  • Thursday 8:30AM-5:30PM
  • Friday 8:30AM-5:30PM
  • Saturday 10:00AM-5:00PM