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modified
Updated 20 Hours Ago

Highlights

  • Pet Friendly

Location

929 Wintercress Way, Chesapeake, VA 23320, USA|Greenbrier East
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Management

Capital Square Living LLC

Our team has verified this company

Leasing office

(757) 929-7828

Open 

Tuesday 8:30 am–5:30 pm ET

Property Overview

Streets of Greenbrier scores highly overall, with standout ratings for amenities, location, and quality, plus strong trustworthiness and value. It also offers nearby grocery access, plenty of photos, pet-friendly and work-from-home conveniences, and appealing social and wellness features like outdoor spaces, a pool or spa, and an on-site fitness center.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

9.6
Excellent
Earning an outstanding 9.6 out of 10 overall rating, Streets of Greenbrier is a shining example of a what an exceptional rental property looks like. Most noteworthy, it excels at Amenities and Location—these two characteristics alone make this property an excellent choice for anyone seeking an elevated lifestyle with few trade-offs.

Things you’ll love

  • Elevator
  • Fireplace
  • Images Available

Great for

  • Work-from-home
  • Wellness
  • Social life

Floor plans

ChesapeakeStudio1 bath510 sqft$1,667–$3,480 /mo3 units available
Summit1 bed1 bath701 sqft$1,963–$2,750 /mo2 units available
Hickory1 bed1 bath738+ sqft$1,983–$2,708 /mo8 units available
Greenbrier1 bed1 bath871 sqft$2,338–$3,035 /mo1 unit available
Great Bridge2 bed2 bath1,020 sqft$2,341–$3,675 /mo3 units available
Deep Creek2 bed2 bath1,019 sqft$2,356–$3,951 /mo2 units available
Eden Way2 bed2 bath1,060 sqft$2,571–$3,878 /mo1 unit available
Battlefield2 bed2 bath1,110 sqft$2,626–$4,104 /mo1 unit available
Indian River3 bed2 bath1,286 sqft$2,515–$4,388 /mo4 units available
Riverwalk1 bed1 bath815 sqftAsk to join waitlistComing soon
Centerville2 bed2 bath1,141 sqftAsk to join waitlistComing soon
River Birch2 bed2 bath1,211 sqftAsk to join waitlistComing soon
Volvo2 bed2 bath1,221 sqftAsk to join waitlistComing soon
Kempsville2 bed2 bath1,232 sqftAsk to join waitlistComing soon

Let's explore this property.

Amenities for Streets of Greenbrier

Apartment Amenities

10' CeilingsAir Conditioning
Built-in DesksCarpet
Custom Window TreatmentsDesigner Two Tone Paint
Elegant Pendant LightingFireplace
Hardwood FloorHardwood Style Plank Flooring
High CeilingsOversized Bedrooms
PatioPlush Carpeting in Bedrooms
Tile Backsplash in KitchensWi-Fi Amenity Space

Appliances

Built-in MicrowaveIn-Unit Laundry
Stainless Steel AppliancesWasher and Dryer

Building

Cats OKDogs OK
ElevatorElevators in Select Buildings
EV ChargingExpansive Resident Clubhouse
Fireplace LoungeFitness Center
Loft-Style Home AvailableResidents Lounge

Grounds

Attached & Detached GaragesGarage Parking
Outdoor SpacePoolside Picnic Area & Bbq Grill
Swimming Pool

Services

Rapid Response MaintenanceValet Waste Service

Other

Online Rent Payment & Service Requests
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Application Fees

Per-applicant. Refund Policy: Non-refundable.

$50

Administrative Fees

One-time. Refund Policy: Non-refundable.

$350

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

OPTIONAL FEES

Parking Policy

Garage Parking

Dog Policy

Allowed
Limit2

Cat Policy

Allowed
Limit2

Cat

Cat Fee

One-time. 2 cats max. Refund Policy: Non-refundable.

$350

Cat Rent

Monthly. Refund Policy: Non-refundable.

$35

Dog

Dog Fee

One-time. 2 dogs max. Refund Policy: Non-refundable.

$350

Dog Rent

Monthly. Refund Policy: Non-refundable.

$35

Questions about this property’s policies and fees?

Building details

Property details

Units560
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About Streets of Greenbrier

Managed by Capital Square Living LLC
Capital Square Living LLC 1 of 4Capital Square Living LLC 2 of 4Capital Square Living LLC 3 of 4Capital Square Living LLC 4 of 4
HomeApartments in ChesapeakeGreenbrier East 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. It’s buzzing with good vibes and even better people, and you’re the missing piece that completes the picture. Join us now!


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
9.6
/10
Excellent
Earning an outstanding 9.6 out of 10 overall rating, Streets of Greenbrier is a shining example of a what an exceptional rental property looks like. Most noteworthy, it excels at Amenities and Location—these two characteristics alone make this property an excellent choice for anyone seeking an elevated lifestyle with few trade-offs.
How we rated Streets of Greenbrier
Price·9A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
Streets of Greenbrier stands out with a remarkable rating of 9/10 for its cost per bedroom compared to other rentals in the area. Considering the excellent balance between price, convenience, and comfort that it provides, residents enjoy a high-quality living experience.
Amenities·10A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
Streets of Greenbrier stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—pets allowed—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·10A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
Streets of Greenbrier offers residents unparalleled convenience to popular points of interest, transportation, schools, and more, which provide an elevated quality of life. Communication with management is usually quick and easy, allowing for a more expedited application and renting process, saving you time and money.
Quality·10A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
Streets of Greenbrier has notable characteristics that give it an edge. It is a verified property that stands out from others nearby as an exceptional choice for renters looking for a specific lifestyle. Offering a combination of prestige, modernity, and tailored living experiences, residents can expect nothing short of excellence at Streets of Greenbrier.
Trustworthiness·9A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
Streets of Greenbrier has gone above and beyond to craft a useful, detailed description, demonstrating transparency and trustworthiness, and giving renters a clear picture of what to expect from the property and its management, so they can make an informed decision about whether the rental meets their needs.

Reviews from the web

Showing 8 highest rated

I've lived here a long time and like it. The location is ideal for me, with it being roughly the same driving time to First Landing, Dismal Swamp, oceanfront, downtown Norfolk, or Sandbridge. Of the few issues I have encountered, maintenance typically responds and resolves on the same day (Thanks, Aaron!).

Dave Posocco

Dave Posocco

Jun 03, 2024

The staff and maintenance team is AWESOME!!! They always answered our calls. They always polite and courteous every time and the maintenence team are always on time and good in taking care of our requests Thank you for everything you do. We appreciate you!!

Jerald Peet

Jerald Peet

Sep 19, 2024

We’re sharing just 8 of many, sorted highest to lowest. Visit the Google business profile to view all reviews.

Streets of Greenbrier is great for:

Work-from-home

  • 6 office supply stores within 1 mile
  • Common areas for meetings or remote work
  • Built-in desks or shelving for office use
  • 1 internet service provider option nearby

Wellness

  • On-site fitness center or gym
  • On-site pool or spa
  • HVAC systems available onsite
  • This property has patios or balconies for fresh air

Social life

  • This community has public spaces on site, like fitness centers or pools
  • Community gathering spaces on-site (lounges, rooftops, etc.)
  • 278 mixed-use spaces nearby
  • 7 local event hubs within 1 mile

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How Streets of Greenbrier compares to other nearby properties.

Positives

Elevator
Improved accessibility features
Fireplace
Upgraded in-unit features
Images Available
There are at least 10 photos of this address
Outdoor space
Easy access to the outdoors

Considerations

No in-unit dishwasher
Dishwashers aren't available

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Rent trends in Greenbrier East

Studio apartments at Streets of Greenbrier cost about 1% more than the average rent price for studios in Greenbrier East.

1-bedroom apartments here are priced 14% higher than 1-bedrooms in Greenbrier East.

If you decide to upgrade your space, you can expect 2-bedrooms at Streets of Greenbrier to be 9% more than the average for similarly sized apartments in Greenbrier East.

3-bedroom apartments at Streets of Greenbrier cost about 1% more than the average rent price for 3-bedroom apartments in Greenbrier East.

Median rents as of Jul 11 2026.
Greenbrier East
Chesapeake
A table of studio rental data trends in Chesapeake
MonthMedian Rent
July 2024$1,581
August 2024$1,581
September 2024$1,546
October 2024$1,514
November 2024$1,539
December 2024$1,571
January 2025$1,597
February 2025$1,573
March 2025$1,556
April 2025$1,570
May 2025$1,596
June 2025$1,654
July 2025$1,635
August 2025$1,628
September 2025$1,610
October 2025$1,610
November 2025$1,598
December 2025$1,608
January 2026$1,611
February 2026$1,595
March 2026$1,897
April 2026$2,000
May 2026$1,647
June 2026$1,645
July 2026$1,645
A table of studio rental data trends in Greenbrier East
MonthMedian Rent
July 2024$1,487
August 2024$1,494
September 2024$1,508
October 2024$1,514
November 2024$1,539
December 2024$1,571
January 2025$1,586
February 2025$1,575
March 2025$1,570
April 2025$1,583
May 2025$1,590
June 2025$1,621
July 2025$1,628
August 2025$1,628
September 2025$1,610
October 2025$1,610
November 2025$1,598
December 2025$1,608
January 2026$1,607
February 2026$1,613
May 2026$1,645
June 2026$1,645
July 2026$1,645

Affordability calculator

Can I afford to live at 929 Wintercress Way?

Bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$66,680/yr

With your selected rent-to-income ratio, you'd ideally want to make $66,680 annually to afford this studio monthly rent price of $1,667.
For more information on rent affordability, visit our rent calculator.

Schools near Streets of Greenbrier

Greenbrier Intermediate School

1701 river birch run n

chesapeake, VA, 23320

3-5Public
A-

Greenbrier Primary School

1551 eden way south

chesapeake, VA, 23320

PK, K-2Public
A-
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Internet available near Streets of Greenbrier

Getting around Chesapeake near 929 Wintercress Way

Walking

4/10
Some shops and stores are within a few minutes.

Driving

8/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

5/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

1/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 929 Wintercress Way, Chesapeake

Groceries

2/10
Closest supermarket further than a 30-minute walk

Shopping

7/10
Several shops within a few minutes’ walk

Cafes

5/10
Some cafés within a few minutes’ walk

Restaurants

5/10
Some restaurants within a few minutes’ walk

Primary schools

8/10
At least one elementary school within a 15-minute walk

High schools

0/10
Closest high school further than a 30-minute walk

Parks

4/10
Limited amount of park space nearby

Nightlife

2/10
Few or no bars within walking distance

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