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Greenbrier East Multifamily Homes & Duplexes for Sale

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  • /29

    $330,000

    • 3 Beds
    • 2.5 Baths
    • 1,676 Sq Ft

    1443 Rollesby Way, Chesapeake, VA 23320

    Welcome to this lovely maintained three bedroom two and half bath condo centrally located in the heart of Greenbrier. A spacious layout featuring stainless steel appliances and granite counter topps. The open concept living or relaxing in comfort. Master bedroom with full bathroom with walk-in-closet, and two additional bedrooms upstairs.

    David Douglas Michael Brown Real Estate LLC

    1443 Rollesby Way, Chesapeake, VA 23320
  • /24

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    1484 Otterbourne Cir, Chesapeake, VA 23320

    Welcome to this beautifully refreshed home featuring a desirable downstairs ensuite, perfect for guests, in-laws, or a private retreat with an additional ensuite upstairs. Step inside to find a bright, open layout with fresh paint throughout and brand-new flooring on the main level, giving the home a modern and inviting feel. The spacious kitchen and living areas create the perfect setting for

    Shakira McElveen Safe Haven Real Estate Group Inc

    1484 Otterbourne Cir, Chesapeake, VA 23320
  • /39

    $292,000

    • 2 Beds
    • 2 Baths
    • 1,383 Sq Ft

    1541 Orchard Grove Dr, Chesapeake, VA 23320

    Beautifully maintained condo with 2 nice sized bedrooms (one upstairs and one down) and a spacious loft (has windows and a closet). All the big ticket items have been done in the last few years - roof, gutters, windows, flooring, new kitchen with granite countertops, updated baths - this one is a must see. It is tucked in the back of a well established condo neighborhood and looks out over a

    Frances Germanos Own Real Estate LLC

    1541 Orchard Grove Dr, Chesapeake, VA 23320
  • /28

    $195,000

    • 2 Beds
    • 1 Bath
    • 830 Sq Ft

    2120 Rocky Point Run Unit B, Chesapeake, VA 23320

    Welcome to this quaint, low-maintenance condo in the heart of Chesapeake! This unit offers comfort and convenience, featuring a cozy living room with a wood-burning fireplace that has already been inspected and cleaned - perfect for those cooler evenings. A large sliding glass door fills the space with natural light and opens to an outdoor concrete patio, creating a seamless indoor-outdoor flow

    Madison West RE/MAX Alliance

    2120 Rocky Point Run Unit B, Chesapeake, VA 23320
  • /24

    $302,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1308 Sand Bunker Arch Unit B, Chesapeake, VA 23320

    WELCOME HOME! This beautiful, spacious, well-kept condo overlooking the golf course is waiting for you! With ample space, high ceilings, fresh paint, nice-sized bedrooms, and a quiet neighborhood...what more could you ask for?! Centrally located in a highly sought-after section of Greenbrier; near the mall, shops, food, and major highways. Come see it today! This gem will NOT last long!

    Tristian Justice Swell Realty Co

    1308 Sand Bunker Arch Unit B, Chesapeake, VA 23320
  • /29

    $199,900

    • 2 Beds
    • 1 Bath
    • 822 Sq Ft

    2115 Rocky Point Run Unit A, Chesapeake, VA 23320

    Welcome home to a well-kept first-floor condominium in the centrally located Greenbrier area of Chesapeake. This home offers a bright and open layout, fresh interior paint, and neutral finishes throughout. The kitchen provides ample cabinet storage and modern appliances, making it both functional and inviting. The spacious primary bedroom includes excellent closet space, while the secondary

    Mike Zimmerman RE/MAX Ultra

    2115 Rocky Point Run Unit A, Chesapeake, VA 23320
  • /14

    $349,000

    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    1307 Emsworth Dr, Chesapeake, VA 23320

    Come and see this beautifully updated condo in the heart of Greenbrier near interstate, shopping, and restaurants. New kitchen and bathrooms granite counter tops, new vinyl flooring throughout, new paint, new washer/dryer. Spacious master bedroom with ensuite and walkin closet, one extra room downstairs can be use as a 4th bedroom or office. Enjoy the nature trails with water views or visit the

    Lisa Yuan Creed Realty

    1307 Emsworth Dr, Chesapeake, VA 23320
  • /42

    $279,900

    • 2 Beds
    • 2.5 Baths
    • 1,563 Sq Ft

    500 Judah Way Unit 124, Chesapeake, VA 23320

    Effortless living in this beautifully maintained community in Greenbrier. Secured Entry with Elevator Access while enjoying peaceful, carefree living in this elegant 2nd-floor condo, offering the ease of single-level living in a serene setting. Step into a bright and spacious open-concept floor plan featuring a large FR with a cozy fireplace, and abundant natural light. The kitchen is a chef’s

    Wendy Carbaugh Better Homes&Gardens R.E. Native American Grp

    500 Judah Way Unit 124, Chesapeake, VA 23320
  • /28

    $207,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    1009 Saint Andrews Way Unit B, Chesapeake, VA 23320

    Looking for a condo in a great location? We have one! It's conveniently located in the Greenbrier Section of Chesapeake. It's a 2-story townhome style condo on the golf course. Comes with 1 bedroom, an oversized loft, and an open floorplan, in a quiet neighborhood. Maintenance free living with new roof! It's next to the YMCA. There's a dog park down the street and it's near shopping &

    Kimberly Bedsole BHHS RW Towne Realty

    1009 Saint Andrews Way Unit B, Chesapeake, VA 23320
  • /27

    $208,000

    • 2 Beds
    • 2 Baths
    • 978 Sq Ft

    1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320

    Welcome home! This charming 2-bed, 2-bath condo features open living with a spacious layout, inviting kitchen, and cozy fireplace. Step outside to enjoy your private deck for relaxing or entertaining. Conveniently located near shopping, dining, parks, interstates, and military bases. Great condo for first-time buyers or investors. This text has been generated by Artificial Intelligence.

    Frankie Johnson Keller Williams Coastal Virginia Chesapeake

    1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320
  • /18

    $309,900

    • 2 Beds
    • 2.5 Baths
    • 1,293 Sq Ft

    1505 Waitsel Dr Unit 106, Chesapeake, VA 23320

    Welcome to Branford Square at Greenbrier — a like-new condo where comfort, style, and location come together! This beautifully designed first-level unit features open concept for spacious living. The kitchen is full of upgrades, including soft-close cabinetry, stainless steel appliances, quartz countertops, and a breakfast bar. The primary suite offers an attached private bath and ample walk-in

    Alexandra Marshall Atlantic Sotheby's International Realty

    1505 Waitsel Dr Unit 106, Chesapeake, VA 23320
  • /31

    $469,576 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,930 Sq Ft

    1065 Messa Loop, Chesapeake, VA 23320

    Just Released for December 2025 Move In! Townhome w/2-car garage, fenced front yard w/gate to multi trail, covered entry, deck off kitchen, Luxury LVP floors select areas. 2nd floor living area: Kitchen center island w/shiplap, GE Cafe Matt Black appliances w/ refrigerator, linear fireplace in large great rm with built ins, 3rd flr: Primary, tile shower 2- shower heads, dual sinks, 2 closets, 2

    Donna Melzer The Real Estate Group

    1065 Messa Loop, Chesapeake, VA 23320
  • /25

    $546,626 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,091 Sq Ft

    723 Flatrock Ln, Chesapeake, VA 23320

    Under Construction Pricing: Rare End Unit 2 story townhome condo w/two car front load garage in the Greenbrier area off Butts Station Rd. Don't miss this one! Amenities include Luxury LVP, Linear fireplace surround shiplap, Kitchen center island w/shiplap, GE Cafe Matt Black Appliances w/Refrigerator, primary stand up tile shower dual sink. Quartz tops, kitch, all baths. Luxury LVP, covered back

    Donna Melzer The Real Estate Group

    723 Flatrock Ln, Chesapeake, VA 23320

Why Live in Greenbrier East

Greenbrier East in Chesapeake blends modern urban living with a suburban atmosphere. Located west of downtown Chesapeake, this neighborhood spans approximately 18 square miles, with undeveloped woodlands in the southeast. The Atlantic Ocean is just ten miles away, and several lakes dot the area. Stumpy Lake Natural Area offers a 1.5-mile trail, fishing, kayaking, and an 18-hole golf course. Chesapeake City Park features a playground, skatepark, basketball courts, and a stage for events, while Greenbrier Sports Park provides tennis courts and baseball diamonds. The Greenbrier Family YMCA includes indoor and outdoor pools, a gym, and a basketball court. Shopping options abound with Greenbrier Market Center, Walmart, Sam’s Club, and Kroger nearby. Local dining includes The Egg Bistro, Pirate’s Cove, and Windy City Pizza. Homes range from older ranch-style to new traditional, with ongoing new construction and renovations. Single-family homes typically sell within a month. The neighborhood is served by highly rated schools like Greenbrier Intermediate and Greenbrier Middle. Annual events include the Chesapeake Wine Festival, Autumn Festival, and Bikefest. Residents primarily drive to work, with Norfolk International Airport 15 miles north and nearby Amtrak stations in Norfolk and Newport News. The crime rate is lower than the national average, contributing to the neighborhood's appeal.

Home Trends in Greenbrier East, VA

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$524,900
Median Townhouse Sale Price
$300,000
Median 2 Bedroom Sale Price
$277,000
Median 1 Bedroom Sale Price
$203,500
Average Price Per Sq Ft
$222
Number of Homes for Sale
86
Last 12 months Home Sales
489
Months of Supply
2.10
Median List Price
$452,270
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
15%
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