Studio, 1 ba
$1,548
510 sqft
1 unit available Aug 6
Streets of Greenbrier
929 Wintercress Way, Chesapeake, VA 23320
Apartment building
Studio-3 beds
Pet-friendly
Other parking
In-unit dryer
What’s available
Price may not include required fees and charges.
1 bd, 1 ba
$1,696-1,766
738 sqft
1 unit avail. now | 5 avail. Aug 1-Sep 25
Price: $1,696Available: Available Aug 8 2025Unit: Unit 9-322
Price: $1,696Available: Available Aug 15 2025Unit: Unit 9-216
Price: $1,706Available: Available Sep 25 2025Unit: Unit 9-414
Price: $1,736Available: Available NowUnit: Unit 9-245
Price: $1,746Available: Available Aug 8 2025Unit: Unit 9-158
Price: $1,766Available: Available Aug 1 2025Unit: Unit 9-246
1 bd, 1 ba
$1,701
701 sqft
1 unit available Aug 12
1 bd, 1 ba
$1,893
871 sqft
1 unit available Oct 26
2 bd, 2 ba
$1,992-2,044
1,019 sqft
3 units available Aug 23-Oct 4
Price: $1,992Available: Available Aug 23 2025Unit: Unit 8-302
Price: $2,015Available: Available Oct 4 2025Unit: Unit 8-304
Price: $2,044Available: Available Sep 17 2025Unit: Unit 8-103
2 bd, 2 ba
$2,044-2,074
1,020 sqft
1 unit avail. Sep 15 | 1 unit avail. Sep 19
Price: $2,044Available: Available Sep 19 2025Unit: Unit 9-117
Price: $2,074Available: Available Sep 15 2025Unit: Unit 9-351
2 bd, 2 ba
$2,050
1,060 sqft
1 unit available Sep 7
2 bd, 2 ba
$2,167-2,172
1,110 sqft
1 unit avail. Sep 10 | 1 unit avail. Sep 18
Price: $2,167Available: Available Sep 10 2025Unit: Unit 9-130
Price: $2,172Available: Available Sep 18 2025Unit: Unit 9-242
3 bd, 2 ba
$2,635
1,286 sqft
1 unit available now
What's special
Patio
In the mood for fresh air?
A patio is a rare feature. Only 19% of buildings in Chesapeake have this amenity.
Welcome to Streets of Greenbrier Apartments, where an oasis of relaxation awaits. From the well-connected address to the thoughtful amenities of our apartments in Chesapeake, VA, we give you every reason to join the community. It's buzzing with good vibes and even better people, and you're the missing piece that completes the picture. Join us now!
Office hours
| Day | Open hours |
|---|---|
| Mon - Fri: | 8:30 am - 5:30 pm |
| Sat: | 10 am - 5 pm |
| Sun: | Closed |
Property map
Tap on any highlighted unit to view details on availability and pricing
Use ctrl + scroll to zoom the map
Facts, features & policies
Building Amenities
Community Rooms
- Club House: Expansive Resident Clubhouse
- Fitness Center
- Lounge: Fireplace Lounge
Other
- In Unit: Washer and Dryer
- Swimming Pool
Outdoor common areas
- Patio
- Picnic Area: Poolside Picnic Area & BBQ Grills
Services & facilities
- Online Rent Payment: Online Rent Payment & Service Requests
- Pet Park: Dog Park
Unit Features
Appliances
- Dryer: Washer and Dryer
- Microwave Oven: Built-In Microwaves
- Washer: Washer and Dryer
Cooling
- Air Conditioning
Policies
Pets
Dogs
- Allowed
- 2 pet max
- 75 lbs. weight limit
- $350 one time fee
- $35 monthly pet fee
- Restrictions: Aggressive breed restrictions apply to full or mix breeds.
Cats
- Allowed
- 2 pet max
- 75 lbs. weight limit
- $350 one time fee
- $35 monthly pet fee
- Restrictions: Aggressive breed restrictions apply to full or mix breeds.
Parking
- Parking Lot: Other
Special Features
- 10-foot Ceilings
- Attached & Detached Garages
- Built-in Desks
- Custom Window Treatments
- Designer Two-tone Paint
- Elegant Pendant Lighting
- Elevators In Select Buildings
- Espresso Cabinetry With Nickel Hardware
- Gourmet Kitchen Islands
- Hardwood-style Plank Flooring
- Loft-style Homes Available
- Oversized Bedrooms
- Plush Carpeting In Bedrooms
- Rapid Response Maintenance
- Soaking Tubs In Master Bathrooms
- Stainless Steel Appliances
- Tile Backsplash In Kitchens
- Valet Waste Service
- Wi-fi Amenity Spaces
Neighborhood: Greenbrier East
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Nearby schools in Chesapeake
GreatSchools rating
- 6/10Greenbrier Intermediate SchoolGrades: 3-5Distance: 0.6 mi
- 6/10Greenbrier Middle SchoolGrades: 6-8Distance: 1.8 mi
- 3/10Indian River High SchoolGrades: 9-12Distance: 1.2 mi
Market Trends
Rental market summary
The average rent for all beds and all property types in Chesapeake, VA is $2,018.
Average rent
$2,018
Month-over-month
-$124
Year-over-year
-$182
Available rentals
214
Frequently asked questions
What is the walk score of Streets of Greenbrier?
Streets of Greenbrier has a walk score of 33, it's car-dependent.
What is the transit score of Streets of Greenbrier?
Streets of Greenbrier has a transit score of 38, it has some transit.
What schools are assigned to Streets of Greenbrier?
The schools assigned to Streets of Greenbrier include Greenbrier Intermediate School, Greenbrier Middle School, and Indian River High School.
Does Streets of Greenbrier have in-unit laundry?
Yes, Streets of Greenbrier has in-unit laundry for some or all of the units.
What neighborhood is Streets of Greenbrier in?
Streets of Greenbrier is in the Greenbrier East neighborhood in Chesapeake, VA.
What are Streets of Greenbrier's policies on pets?
Dogs are allowed, with a maximum weight restriction of 75lbs. A maximum of 2 dogs are allowed per unit. This building has a one time fee of $350 and monthly fee of $35 for dogs. Cats are allowed, with a maximum weight restriction of 75lbs. A maximum of 2 cats are allowed per unit. This building has a one time fee of $350 and monthly fee of $35 for cats.
