Streets of Greenbrier media gallery
Unit
Viewing Floor:
Select a unit to view pricing & availability
Streets of Greenbrier
929 Wintercress Way,
Chesapeake,
VA
23320
Today
|
Edit
Favorites
757-563-1323
-
Monthly Rent
$1,637 - $4,249
Plus Fees
-
Bedrooms
Studio - 3 bd
-
Bathrooms
1 - 2 ba
-
Square Feet
510 - 1,286 sq ft
Streets of Greenbrier
Favorites
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. Its buzzing with good vibes and even better people, and youre the missing piece that completes the picture. Join us now!
Highlights
- Loft Layout
- Pool
- Pet Play Area
- Fireplace
- Island Kitchen
- Sundeck
- Dog Park
- Picnic Area
- Elevator
Pricing & Floor Plans
filter results by bedrooms
Chesapeake
$1,637 – $2,902
Plus Fees
Studio
1 Bath
510 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-209price $1,637square feet 510availibility Jun 15
Hickory
$1,752 – $3,164
Plus Fees
1 Bed
1 Bath
738 – 793 Sq Ft
7 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-160price $1,932square feet 738availibility Now
-
Unit 09-258price $1,962square feet 738availibility Now
-
Unit 09-303price $1,932square feet 738availibility Apr 25
Summit
$1,900 – $2,718
Plus Fees
1 Bed
1 Bath
701 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 08-216price Call for Rentsquare feet 701availibility Now
Greenbrier
$2,022 – $3,212
Plus Fees
1 Bed
1 Bath
871 Sq Ft
2 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-415price $2,142square feet 871availibility Now
-
Unit 09-458price $2,022square feet 871availibility Jun 9
Eden Way
$2,173 – $3,651
Plus Fees
2 Beds
2 Baths
1,060 Sq Ft
3 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-224price $2,333square feet 1,060availibility Now
-
Unit 09-324price $2,193square feet 1,060availibility May 18
-
Unit 09-135price $2,173square feet 1,060availibility Jun 7
Great Bridge
$2,308 – $3,645
Plus Fees
2 Beds
2 Baths
1,020 Sq Ft
2 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-341price $2,308square feet 1,020availibility Now
-
Unit 09-107price $2,328square feet 1,020availibility Now
Battlefield
$2,213 – $3,555
Plus Fees
2 Beds
2 Baths
1,110 Sq Ft
3 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-356price Call for Rentsquare feet 1,110availibility May 2
-
Unit 09-219price $2,213square feet 1,110availibility May 6
-
Unit 09-448price $2,253square feet 1,110availibility May 13
Kempsville
$2,575 – $4,054
Plus Fees
2 Beds
2 Baths
1,232 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-439price $2,575square feet 1,232availibility May 6
Deep Creek
$2,113 – $3,361
Plus Fees
2 Beds
2 Baths
1,019 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 08-203price $2,113square feet 1,019availibility Jun 27
Indian River
$2,456 – $4,249
Plus Fees
3 Beds
2 Baths
1,286 Sq Ft
2 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-162price $2,644square feet 1,286availibility Now
-
Unit 09-262price $2,456square feet 1,286availibility Jul 7
Chesapeake
$1,637 – $2,902
Plus Fees
Studio
1 Bath
510 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-209price $1,637square feet 510availibility Jun 15
Hickory
$1,752 – $3,164
Plus Fees
1 Bed
1 Bath
738 – 793 Sq Ft
7 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-160price $1,932square feet 738availibility Now
-
Unit 09-258price $1,962square feet 738availibility Now
-
Unit 09-303price $1,932square feet 738availibility Apr 25
Summit
$1,900 – $2,718
Plus Fees
1 Bed
1 Bath
701 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 08-216price Call for Rentsquare feet 701availibility Now
Greenbrier
$2,022 – $3,212
Plus Fees
1 Bed
1 Bath
871 Sq Ft
2 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-415price $2,142square feet 871availibility Now
-
Unit 09-458price $2,022square feet 871availibility Jun 9
Eden Way
$2,173 – $3,651
Plus Fees
2 Beds
2 Baths
1,060 Sq Ft
3 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-224price $2,333square feet 1,060availibility Now
-
Unit 09-324price $2,193square feet 1,060availibility May 18
-
Unit 09-135price $2,173square feet 1,060availibility Jun 7
Great Bridge
$2,308 – $3,645
Plus Fees
2 Beds
2 Baths
1,020 Sq Ft
2 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-341price $2,308square feet 1,020availibility Now
-
Unit 09-107price $2,328square feet 1,020availibility Now
Battlefield
$2,213 – $3,555
Plus Fees
2 Beds
2 Baths
1,110 Sq Ft
3 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-356price Call for Rentsquare feet 1,110availibility May 2
-
Unit 09-219price $2,213square feet 1,110availibility May 6
-
Unit 09-448price $2,253square feet 1,110availibility May 13
Kempsville
$2,575 – $4,054
Plus Fees
2 Beds
2 Baths
1,232 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-439price $2,575square feet 1,232availibility May 6
Deep Creek
$2,113 – $3,361
Plus Fees
2 Beds
2 Baths
1,019 Sq Ft
1 Available unit
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 08-203price $2,113square feet 1,019availibility Jun 27
Indian River
$2,456 – $4,249
Plus Fees
3 Beds
2 Baths
1,286 Sq Ft
2 Available units
Unit
Base Price
Sq Ft
Availability
Unit Details
-
Unit 09-162price $2,644square feet 1,286availibility Now
-
Unit 09-262price $2,456square feet 1,286availibility Jul 7
* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out.View Fees and Policies for details.
Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.
-
One-Time Basics
-
Due at Application
-
Application Fee Per ApplicantCharged per applicant.$50
-
-
Due at Move-In
-
Administrative FeeCharged per unit.$250
-
-
Due at Application
-
Dogs
-
Dog FeeCharged per pet.$350
-
Dog RentCharged per pet.$35 / mo
75 lbs. Weight LimitRestrictions:Aggressive breed restrictions apply to full or mix breeds.Read More Read LessComments -
-
Cats
-
Cat FeeCharged per pet.$350
-
Cat RentCharged per pet.$35 / mo
75 lbs. Weight LimitRestrictions:Comments -
-
Other
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Details
Property Information
-
Built in 2013
-
280 units/4 stories
Matterport 3D Tours
Select a unit to view pricing & availability
Viewing Floor:
About Streets of Greenbrier
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. Its buzzing with good vibes and even better people, and youre the missing piece that completes the picture. Join us now!
Streets of Greenbrier is an apartment community located in Chesapeake County and the 23320 ZIP Code. This area is served by the Southeastern Virginia Training Center attendance zone.
Unique Features
- 10-Foot Ceilings
- Attached & Detached Garages
- Built-In Desks
- Built-In Microwaves
- Custom Window Treatments
- Designer Two-Tone Paint
- Elegant Pendant Lighting
- Elevators in Select Buildings
- Espresso Cabinetry with Nickel Hardware
- Expansive Resident Clubhouse
- Fireplace Lounge
- Flexible Rent Payments
- Gourmet Kitchen Islands
- Hardwood-Style Plank Flooring
- Loft-Style Homes Available
- Online Rent Payment & Service Requests
- Oversized Bedrooms
- Plush Carpeting in Bedrooms
- Poolside Picnic Area & BBQ Grills
- Rapid Response Maintenance
- Soaking Tubs in Master Bathrooms
- Swimming Pool
- Tile Backsplash in Kitchens
- Valet Waste Service
- Washer and Dryer
- Wi-Fi Amenity Spaces
Community Amenities
Pool
Fitness Center
Elevator
Clubhouse
- Pet Play Area
- Elevator
- Clubhouse
- Lounge
- Fitness Center
- Pool
- Sundeck
- Grill
- Picnic Area
- Dog Park
Apartment Features
Washer/Dryer
Air Conditioning
Loft Layout
High Speed Internet Access
- High Speed Internet Access
- Wi-Fi
- Washer/Dryer
- Air Conditioning
- Tub/Shower
- Fireplace
- Wheelchair Accessible (Rooms)
- Granite Countertops
- Stainless Steel Appliances
- Island Kitchen
- Kitchen
- Microwave
- Hardwood Floors
- Tile Floors
- Sunroom
- Loft Layout
- Patio
929 Wintercress Way,
Chesapeake,
VA
23320
Located 20 miles south of Norfolk and 14 miles east of Downtown Chesapeake, Greenbrier East is a centrally located neighborhood with a lot to offer. The southeastern corner of town is made up of lush, wooded areas while the northwestern parts of town are full of convenient amenities and residential areas. Head to Greenbrier Parkway to find premier shopping destinations like the Greenbrier Mall and surrounding shopping centers. More amenities in this area include hotels, skating rinks, and several office complexes. The city’s rental options are conveniently situated near the town’s amenities in the north of town. Rentals include moderately priced mid-rise apartments in a range of styles.
Learn more about living in Greenbrier East
Average Prices by Area
Compare neighborhood and city base rent averages by bedroom.
| Greenbrier East | Chesapeake, VA | |
|---|---|---|
| Studio | $1,669 | $1,854 |
| 1 Bedroom | $1,689 | $1,709 |
| 2 Bedrooms | $1,958 | $1,806 |
| 3 Bedrooms | $2,484 | $2,255 |
Amenities
- Pet Play Area
- Elevator
- Clubhouse
- Lounge
- Sundeck
- Grill
- Picnic Area
- Dog Park
- Fitness Center
- Pool
- 10-Foot Ceilings
- Attached & Detached Garages
- Built-In Desks
- Built-In Microwaves
- Custom Window Treatments
- Designer Two-Tone Paint
- Elegant Pendant Lighting
- Elevators in Select Buildings
- Espresso Cabinetry with Nickel Hardware
- Expansive Resident Clubhouse
- Fireplace Lounge
- Flexible Rent Payments
- Gourmet Kitchen Islands
- Hardwood-Style Plank Flooring
- Loft-Style Homes Available
- Online Rent Payment & Service Requests
- Oversized Bedrooms
- Plush Carpeting in Bedrooms
- Poolside Picnic Area & BBQ Grills
- Rapid Response Maintenance
- Soaking Tubs in Master Bathrooms
- Swimming Pool
- Tile Backsplash in Kitchens
- Valet Waste Service
- Washer and Dryer
- Wi-Fi Amenity Spaces
- High Speed Internet Access
- Wi-Fi
- Washer/Dryer
- Air Conditioning
- Tub/Shower
- Fireplace
- Wheelchair Accessible (Rooms)
- Granite Countertops
- Stainless Steel Appliances
- Island Kitchen
- Kitchen
- Microwave
- Hardwood Floors
- Tile Floors
- Sunroom
- Loft Layout
- Patio
Expenses
Recurring
Cat Rent
$35
Dog Rent
$35
One-Time
Cat Fee
$350
Dog Fee
$350
Office Hours
757-563-1323
| 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 | 10am - 5pm |
| Sunday | Closed |
Education
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 11 min | 5.4 mi | |
| Drive: | 14 min | 7.9 mi | |
| Drive: | 17 min | 8.6 mi | |
| Drive: | 15 min | 8.7 mi |
Streets of Greenbrier is within 11 minutes or 5.4 miles from Regent University. It is also near Norfolk State University and ECPI University.
Schools
Public Elementary, Middle & High School
Grades PK-12
Nearby
Private Elementary & Middle School
Grades PK-8
86 Students
Nearby
Private Elementary School
Grades PK-5
40 Students
Nearby
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation options available in Chesapeake include Military Highway, located 6.7 miles from Streets of Greenbrier. Streets of Greenbrier is near Norfolk International, located 12.2 miles or 20 minutes away, and Newport News/Williamsburg International, located 37.7 miles or 55 minutes away.
| Transit / Subway | Distance | ||
|---|---|---|---|
| Transit / Subway | Distance | ||
|
|
Drive: | 12 min | 6.7 mi |
|
|
Drive: | 13 min | 7.8 mi |
|
|
Drive: | 15 min | 8.0 mi |
|
|
Drive: | 16 min | 9.3 mi |
|
|
Drive: | 19 min | 10.1 mi |
| Commuter Rail | Distance | ||
|---|---|---|---|
| Commuter Rail | Distance | ||
|
|
Drive: | 16 min | 8.6 mi |
|
|
Drive: | 61 min | 45.6 mi |
| Airports | Distance | ||
|---|---|---|---|
| Airports | Distance | ||
|
Norfolk International
|
Drive: | 20 min | 12.2 mi |
|
Newport News/Williamsburg International
|
Drive: | 55 min | 37.7 mi |
Getting Around
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
Fairly Walkable
Walkability
40
/ 100
Minimal Public Transit
Transit
10
/ 100
Very Drivable
Drivability
80
/ 100
Fairly Bikeable
Bikeability
50
/ 100
Scores provided by
What do Walkability, Transit, Drivability, and Bikeability mean?
Walkability measures the walking distance to day-to-day needs.
Transit measures access to public transportation.
Drivability measures congestion, parking availability, and access to major roads.
Bikeability measures the suitability for cycling.
How It Works
Active
Soundscore™
72
/ 100
Traffic
BusyAirport
CalmBusinesses
CalmScores provided by
HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It WorksTime and distance from Streets of Greenbrier.
| Shopping Centers | Distance | ||
|---|---|---|---|
| Shopping Centers | Distance | ||
| Walk: | 14 min | 0.7 mi | |
| Walk: | 19 min | 1.0 mi | |
| Drive: | 4 min | 1.1 mi |
Streets of Greenbrier has 3 shopping centers within 1.1 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.
| Parks and Recreation | Distance | ||
|---|---|---|---|
| Parks and Recreation | Distance | ||
|
Chesapeake Arboretum
|
Drive: | 10 min | 4.7 mi |
|
Chesapeake Planetarium
|
Drive: | 12 min | 6.3 mi |
|
Stumpy Lake
|
Drive: | 14 min | 7.1 mi |
|
Children's Museum of Virginia
|
Drive: | 18 min | 9.5 mi |
|
Nauticus
|
Drive: | 19 min | 11.6 mi |
Streets of Greenbrier has 5 parks within 11.6 miles, including Chesapeake Arboretum, Chesapeake Planetarium, and Stumpy Lake.
| Hospitals | Distance | ||
|---|---|---|---|
| Hospitals | Distance | ||
| Drive: | 8 min | 4.2 mi | |
| Drive: | 14 min | 8.3 mi | |
| Drive: | 20 min | 12.4 mi |
Streets of Greenbrier has 3 hospitals within 12.4 miles, the nearest is Chesapeake Regional Medical Center which is 4.2 miles away and a 8 minute drive.
| Military Bases | Distance | ||
|---|---|---|---|
| Military Bases | Distance | ||
| Drive: | 17 min | 8.0 mi | |
| Drive: | 19 min | 10.8 mi | |
| Drive: | 34 min | 17.6 mi |
Streets of Greenbrier has 3 military bases within 17.6 miles, the nearest is US Naval Saint Helena Annex which is 8.0 miles away and a 17 minute drive.
Streets of Greenbrier Photos
-
-
1BR, 1BA - A2 - 738 SF
-
-
-
-
-
-
-
Models
-
Studio
-
1 Bedroom
-
1 Bedroom
-
1 Bedroom
-
1 Bedroom
-
1 Bedroom
Nearby Apartments
Within 50 Miles of Streets of Greenbrier
Does Streets of Greenbrier have in-unit laundry?
Streets of Greenbrier has units with in‑unit washers and dryers, making laundry day simple for residents.
What utilities are included in rent at Streets of Greenbrier?
Utilities are not included in rent. Residents should plan to set up and pay for all services separately.
Is parking available at Streets of Greenbrier?
Parking is available at Streets of Greenbrier. Contact this property for details.
Which floor plans are available, and what are the price ranges?
Streets of Greenbrier has studios to three-bedrooms with rent ranges from $1,637/mo. to $4,249/mo.
Is Streets of Greenbrier pet-friendly?
Yes, Streets of Greenbrier welcomes pets. Breed restrictions, weight limits, and additional fees may apply. View this property's pet policy.
How much income do I need to rent at Streets of Greenbrier?
A good rule of thumb is to spend no more than 30% of your gross income on rent. Based on the lowest available rent of $1,637 for a studio, you would need to earn about $65,480 per year to qualify. Want to double-check your budget? Calculate how much rent you can afford with our Rent Affordability Calculator.
Does Streets of Greenbrier have move-in specials?
Streets of Greenbrier is not currently offering any rent specials. Check back soon, as promotions change frequently.
Does Streets of Greenbrier offer Matterport 3D tours?
Yes! Streets of Greenbrier offers 4 Matterport 3D Tours. Explore different floor plans and see unit level details, all without leaving home.
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
What is a Sound Score Rating?
A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources.
929 Wintercress Way
Chesapeake, VA 23320