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Greenbrier East Multifamily Homes & Duplexes for Sale

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  • 1439 Thistlewood Ln, Chesapeake, VA 23320
    1439 Thistlewood Ln, Chesapeake, VA 23320
    1439 Thistlewood Ln, Chesapeake, VA 23320
    /38

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,727 Sq Ft

    1439 Thistlewood Ln, Chesapeake, VA 23320

    Beautifully maintained and updated Condo in the highly sought after adult active 55+ community The Retreat at Greenbrier. Updated kitchen with Quartz Countertops, Updated Appliances and plenty of storage. HVAC System and hot water heater have been replaced within the last 5 years. Come enjoy all this Home and Neighborhood have to offer!

    Agent Photo

    Jamie Flowers

    Beach Realty United

    (757) 210-9357

    1439 Thistlewood Ln, Chesapeake, VA 23320
  • 800 Monroe Ct, Chesapeake, VA 23320
    800 Monroe Ct, Chesapeake, VA 23320
    800 Monroe Ct, Chesapeake, VA 23320
    /36

    $398,000

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    800 Monroe Ct, Chesapeake, VA 23320

    Nestled in the heart of Greenbrier, this end-unit condo sits on a tranquil cul-de-sac with upgraded interior trim, to include crown molding and expansive base molding. The inviting home is further offers custom paint, a spacious living room, formal dining area with glass french doors, and seamlessly integrated family room showcase the epitome of comfort, leading to an inviting kitchen. The

    Agent Photo

    Chris Faircloth

    Swell Realty Co

    (757) 384-5756

    800 Monroe Ct, Chesapeake, VA 23320
  • 1065 Messa Loop, Chesapeake, VA 23320
    1065 Messa Loop, Chesapeake, VA 23320
    1065 Messa Loop, Chesapeake, VA 23320
    /45

    $469,576 New Construction

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

    1065 Messa Loop, Chesapeake, VA 23320

    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 bedrooms, full bath, linen closet,

    Donna Melzer The Real Estate Group

    1065 Messa Loop, Chesapeake, VA 23320
  • 817 Nicholson Ct, Chesapeake, VA 23320
    817 Nicholson Ct, Chesapeake, VA 23320
    817 Nicholson Ct, Chesapeake, VA 23320
    /14

    $414,900

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    817 Nicholson Ct, Chesapeake, VA 23320

    Welcome to a beautifully maintained 3-bedroom, 3-bath condo in the sought-after 55+ community. This inviting home offers the perfect blend of comfort, convenience and thoughtful updates, making it truly move-in ready. Enjoy an open floor plan filled with natural light, featuring a spacious living area with a gas fireplace accented by marble trim and an intercom system throughout. The kitchen

    Ronda Galko Howard Hanna Real Estate Svcs.

    817 Nicholson Ct, Chesapeake, VA 23320
  • 1307 Emsworth Dr, Chesapeake, VA 23320
    1307 Emsworth Dr, Chesapeake, VA 23320
    1307 Emsworth Dr, Chesapeake, VA 23320
    /26

    $345,000

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

    1307 Emsworth Dr, Chesapeake, VA 23320

    Beautiful updated condo in the heart of Chesapeake featuring updated kitchen and bathroom granite counters, updated luxury vinyl flooring throughout, new fresh paint, newer appliances. Fenced yard great for entertainment, downstairs has a room can be used for 4th bedroom or office. This won't last!

    Lisa Yuan Creed Realty

    1307 Emsworth Dr, Chesapeake, VA 23320
  • 936 Biltmore Way Unit 37, Chesapeake, VA 23320
    936 Biltmore Way Unit 37, Chesapeake, VA 23320
    936 Biltmore Way Unit 37, Chesapeake, VA 23320
    /36

    $499,000

    • 3 Beds
    • 3 Baths
    • 2,112 Sq Ft

    936 Biltmore Way Unit 37, Chesapeake, VA 23320

    The Retreat at Kemps River, a highly sought-after 55+ community nestled in the heart of Greenbrier. Three spacious bedrooms on first floor along with a nice sunroom. Above the garage is a versatile bonus room with a full bathroom providing a private guest suite and a large walk-in attic perfect for storage. This home combines comfort, convenience, and style in a desirable neighborhood and is

    Dominique Ferguson Real Broker LLC

    936 Biltmore Way Unit 37, Chesapeake, VA 23320
  • 140 Springer Ln Unit 232, Chesapeake, VA 23320
    140 Springer Ln Unit 232, Chesapeake, VA 23320
    /2

    $290,000

    • 2 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    140 Springer Ln Unit 232, Chesapeake, VA 23320

    Charming 2-Bedroom Condo with Dual Balconies – Prime Greenbrier Location! Welcome to this inviting low-rise condo, perfectly situated just minutes from Greenbrier shopping, city parks, dining, and local attractions. This cozy 2-bedroom, 2.5-bathroom unit offers a thoughtful layout with comfort and convenience in mind. Step into a welcoming foyer that leads to a convenient half bath for guests.

    Kishma Merritt Iron Valley Real Est Norfolk

    140 Springer Ln Unit 232, Chesapeake, VA 23320
  • 1428 Leckford Dr, Chesapeake, VA 23320
    1428 Leckford Dr, Chesapeake, VA 23320
    1428 Leckford Dr, Chesapeake, VA 23320
    /34

    $352,000

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

    1428 Leckford Dr, Chesapeake, VA 23320

    This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, space, and modern convenience. The inviting first floor features gorgeous wood flooring, fresh paint, and 8-foot ceilings. A multipurpose room/office on the main floor is ideal for working from home or entertaining. The heart of the home is the bright, spacious kitchen—complete with stainless steel

    Angela Jernigan Realty One Group Unified

    1428 Leckford Dr, Chesapeake, VA 23320
  • 1313 Quail Creek Hollow Unit B, Chesapeake, VA 23320
    1313 Quail Creek Hollow Unit B, Chesapeake, VA 23320
    1313 Quail Creek Hollow Unit B, Chesapeake, VA 23320
    /29

    $315,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1313 Quail Creek Hollow Unit B, Chesapeake, VA 23320

    Tucked away in the quiet, well-kept Greenbrier Fairways community, this charming 2-bedroom, 2.5-bath corner unit offers comfort, convenience, and style all in one. Step inside to find a spacious open-concept layout with vaulted ceilings and tons of natural light. The first-floor primary suite provides easy living with a private full bath and walk-in closet. Upstairs, you’ll find a large loft area

    Patrick Phillips Iron Valley Real Estate HR

    1313 Quail Creek Hollow Unit B, Chesapeake, VA 23320
Virginia Chesapeake County Chesapeake Greenbrier East

Multi-Family Homes & Duplexes for Sale in Greenbrier East, Chesapeake

Why Live in Greenbrier East
Greenbrier East is west of downtown Chesapeake, spanning about 18 square miles with undeveloped woodlands in the southeast. Single-family homes typically sell within a month. Homes range from older ranch-style to new traditional, with ongoing new construction and renovations. The Atlantic Ocean is just 10 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, skate park, basketball courts and a stage for events, while Greenbrier Sports Park has tennis courts and baseball diamonds. The Greenbrier Family YMCA includes indoor and outdoor pools, a gym and a basketball court. Homes are close to the Greenbrier Market Center, Walmart, Sam’s Club and Kroger. Popular restaurants here include The Egg Bistro, Pirate’s Cove and Windy City Pizza. 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.
Learn more about living in Greenbrier East

Home Trends in Greenbrier East, VA

On average, homes in Greenbrier East, Chesapeake sell after 29 days on the market compared to the national average of 53 days. The median sale price for homes in Greenbrier East, Chesapeake over the last 12 months is $415,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$479,900
Median Townhouse Sale Price
$290,000
Median 2 Bedroom Sale Price
$275,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$223
Number of Homes for Sale
63
Last 12 months Home Sales
583
Months of Supply
1.30
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home

In Greenbrier East, there are currently 9 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes ranging from $290,000 to $499,000, there's something for every budget. As of December, 2025 the median home price in Greenbrier East, Chesapeake is $425,000, while the average sale price is $445,512, providing insight into local market trends. On average, multi-family homes spend 29 days on the market before being sold. Multi-family homes encompass various property types, including duplexes, triplexes, fourplexes, and apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're interested in a duplex for a starter investment or an apartment complex for a larger-scale venture, there are investment properties available to suit your needs. Explore the range of multi-family homes for sale in Greenbrier East, Chesapeake.

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