Greenbrier, VA homes for sale & real estate

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NEW 5 HRS AGO

1065 Messa Loop, Chesapeake, VA 23320
1065 Messa Loop, Chesapeake, VA 23320
1065 Messa Loop, Chesapeake, VA 23320
ABOUT THIS HOME
Greenbrier, VA Homes for Sale
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 bedrooms, full bath, linen closet, laundry. 1st floor flex room/bedroom and bath, mudroom. Quartz tops in kitchen and baths-designer mirrors, wood shelving in all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including Ja

$469,576

4 beds3.5 baths1,930 sq ft

1065 Messa Loop, Chesapeake, VA 23320

$203 HOA • 2 garage spots

NEW 12 HRS AGO

421 Green Meadow Dr, Chesapeake, VA 23320
421 Green Meadow Dr, Chesapeake, VA 23320
421 Green Meadow Dr, Chesapeake, VA 23320
ABOUT THIS HOME
Greenbrier, VA Homes for Sale
WELCOME HOME TO YOUR NEW CONDO. MODERN AND SLEEK EXTERIOR DESIGN. THE INTERIOR HAS A BEAUTIFUL FOYER AND OFFERS HIGH VAULTED CEILINGS. ALL NEW LVP FLOORING INSTALLED ON THE FIRST FLOOR. LARGE MASTER BEDROOM SUITE WITH A WALK IN CLOSET. THE MASTER BATH FEATURES A LUXURY BATHTUB AND SEPARATE SHOWER ALONG WITH JACK AND JILL SINKS. KITCHEN COMES EQUIPPED WITH HIGH HAT LIGHTING, PLENTY OF COUNTER SPACE, AND A FULL SIZED PANTRY. UTILIZE THE MANY CLOSET OPTIONS FOR ADDITIONAL STORAGE. BACKYARD WITH PRIVACY FENCING. WALK TO THE NEARBY SHOPS AND RESTAURANTS. COME SEE!

$365,000

3 beds2.5 baths1,804 sq ft

421 Green Meadow Dr, Chesapeake, VA 23320

$275 HOA • Garage • Somewhat walkable

OPEN SAT, 11AM TO 1PM

604 Clearfield Ave, Chesapeake, VA 23320
604 Clearfield Ave, Chesapeake, VA 23320
604 Clearfield Ave, Chesapeake, VA 23320
ABOUT THIS HOME
Greenbrier, VA Homes for Sale
Welcome to this beautifully maintained home in the heart of Chesapeake! This 3-bedroom, 2-bathroom home features a versatile bonus room over the garage— great for a home office, playroom, or guest suite. Enjoy a bright, open layout with flooring updated in 2020 and abundant natural light throughout. The spacious sunroom overlooks a large backyard, awesome for entertaining or quiet relaxation. The roof is approximately 5–7 years old. offering. Conveniently located near schools, shopping, and major highways. This home combines comfort, space, and updates—schedule your private showing today!

$412,500

3 beds2 baths1,952 sq ft

604 Clearfield Ave, Chesapeake, VA 23320

0.34 acre lot • Garage • Car-dependent

NEW 1 DAY AGOVIDEO TOUR

1949 Mill Pond Dr, Chesapeake, VA 23320
1949 Mill Pond Dr, Chesapeake, VA 23320
1949 Mill Pond Dr, Chesapeake, VA 23320
ABOUT THIS HOME
Greenbrier, VA Homes for Sale
Welcome to where modern updates meet timeless charm on Mill Pond Drive! This beautifully maintained home offers peace of mind with major upgrades already done for you: new roof (2023), HVAC system (2023), chimney cap (2024), and fresh interior paint throughout. All bathrooms were stylishly renovated in 2022, blending contemporary finishes with everyday functionality. Enjoy plenty of space inside and out, including a rare 3-car garage—perfect for extra vehicles, storage, or a home workshop. Step out back onto the large deck, ideal for entertaining, grilling, or simply relaxing in your private outdoor retreat. Located in the sought-after Greenbrier area of Chesapeake, this home combines

$520,000

4 beds3 baths2,145 sq ft

1949 Mill Pond Dr, Chesapeake, VA 23320

0.38 acre lot • 3 garage spots • Car-dependent

OPEN SAT, 2PM TO 4PM

1538 Orchard Grove Dr, Chesapeake, VA 23320
1538 Orchard Grove Dr, Chesapeake, VA 23320
1538 Orchard Grove Dr, Chesapeake, VA 23320
ABOUT THIS HOME
Greenbrier, VA Homes for Sale
Welcome to 1538 Orchard Grove Drive in Chesapeake! This beautifully updated 3-bedroom, 2-full-bath condo offers a fantastic location near Virginia Beach, Greenbrier shopping, Kempsville shopping, restaurants, and more. The great layout features a spacious primary bedroom with a walk-in closet, a second bedroom also with a walk-in closet and cathedral ceiling, and a guest bedroom with access to the downstairs full bath. The downstairs bath has been remodeled, and the open kitchen boasts new granite counters and a new dishwasher. Additional updates include a new HVAC unit (2024) and fresh paint throughout (2025). Enjoy the convenience of a laundry room, private patio, private shed, and access

$289,000

3 beds2 baths1,383 sq ft

1538 Orchard Grove Dr, Chesapeake, VA 23320

$315 HOA • Somewhat walkable

Property at 1445 Debbs Ln, Chesapeake, VA 23320, 3 beds, 2 baths

$384,777

3 beds2 baths1,500 sq ft

1445 Debbs Ln, Chesapeake, VA 23320

Property at 1061 Messa Loop, Chesapeake, VA 23320, 4 beds, 3.5 baths

$479,422

4 beds3.5 baths1,970 sq ft

1061 Messa Loop, Chesapeake, VA 23320

Property at 1067 Messa Loop, Chesapeake, VA 23320, 4 beds, 3.5 baths

$503,242

4 beds3.5 baths1,930 sq ft

1067 Messa Loop, Chesapeake, VA 23320

Property at 1063 Messa Loop, Chesapeake, VA 23320, 4 beds, 3.5 baths

$486,761

4 beds3.5 baths1,930 sq ft

1063 Messa Loop, Chesapeake, VA 23320

Property at 645 Crestfield Dr, Chesapeake, VA 23320, 4 beds, 2.5 baths

$634,900

4 beds2.5 baths2,518 sq ft

645 Crestfield Dr, Chesapeake, VA 23320

Property at 515 Hadleybrook Dr, Chesapeake, VA 23320, 2 beds, 2.5 baths

$275,000

2 beds2.5 baths1,353 sq ft

515 Hadleybrook Dr, Chesapeake, VA 23320

Property at 1440 Otterbourne Cir, Chesapeake, VA 23320, 3 beds, 2.5 baths

$345,000

3 beds2.5 baths1,603 sq ft

1440 Otterbourne Cir, Chesapeake, VA 23320

Property at 1025 Stillmeadows Ct, Chesapeake, VA 23320, 4 beds, 2.5 baths

$469,990

4 beds2.5 baths2,024 sq ft

1025 Stillmeadows Ct, Chesapeake, VA 23320

Property at 1203 Bonnie View Arch, Chesapeake, VA 23320, 5 beds, 3 baths

$674,900

5 beds3 baths2,496 sq ft

1203 Bonnie View Arch, Chesapeake, VA 23320

Property at 929 Seabreeze Ct, Chesapeake, VA 23320, 2 beds, 1.5 baths

$249,900

2 beds1.5 baths1,000 sq ft

929 Seabreeze Ct, Chesapeake, VA 23320

Property at 2033 Tyersal Dr, Chesapeake, VA 23320, 4 beds, 3.5 baths

$758,910

4 beds3.5 baths3,555 sq ft

2033 Tyersal Dr, Chesapeake, VA 23320

Property at 2037 Tyersal Dr, Chesapeake, VA 23320, 4 beds, 2.5 baths

$668,105

4 beds2.5 baths2,652 sq ft

2037 Tyersal Dr, Chesapeake, VA 23320

Property at 200 Essex Dr, Chesapeake, VA 23320, 4 beds, 2 baths

$419,000

4 beds2 baths2,200 sq ft

200 Essex Dr, Chesapeake, VA 23320

Property at 565 Graphite Trl, Chesapeake, VA 23320, 4 beds, 2.5 baths

$670,000

4 beds2.5 baths2,580 sq ft

565 Graphite Trl, Chesapeake, VA 23320

Property at 1423 Kemp Bridge Ln, Chesapeake, VA 23320, 5 beds, 3.5 baths

$684,900

5 beds3.5 baths3,559 sq ft

1423 Kemp Bridge Ln, Chesapeake, VA 23320

Property at 217 Centerville Tpke N, Chesapeake, VA 23320, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,900 sq ft

217 Centerville Tpke N, Chesapeake, VA 23320

Property at 928 Wynngate Dr, Chesapeake, VA 23320, 3 beds, 2.5 baths

$412,000

3 beds2.5 baths1,600 sq ft

928 Wynngate Dr, Chesapeake, VA 23320

Property at 825 Great Marsh Ave, Chesapeake, VA 23320, 4 beds, 3 baths

$640,000

4 beds3 baths2,574 sq ft

825 Great Marsh Ave, Chesapeake, VA 23320

Property at 416 Blue Beech Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$435,000

3 beds2.5 baths2,352 sq ft

416 Blue Beech Way, Chesapeake, VA 23320

Property at 1856 Volvo Pkwy, Chesapeake, VA 23320, 3 beds, 2.5 baths

$364,000

3 beds2.5 baths1,576 sq ft

1856 Volvo Pkwy, Chesapeake, VA 23320

Property at 930 Shoal Creek Trl Unit A, Chesapeake, VA 23320, 2 beds, 2 baths

$329,900

2 beds2 baths1,589 sq ft

930 Shoal Creek Trl Unit A, Chesapeake, VA 23320

Property at 1305 Turnberry Ct, Chesapeake, VA 23320, 6 beds, 4 baths

$725,000

6 beds4 baths3,917 sq ft

1305 Turnberry Ct, Chesapeake, VA 23320

Property at 1120 Chesslawn Cir E, Chesapeake, VA 23320, 4 beds, 2.5 baths

$415,000

4 beds2.5 baths2,400 sq ft

1120 Chesslawn Cir E, Chesapeake, VA 23320

Property at 813 Kemp Meadow Dr, Chesapeake, VA 23320, 4 beds, 2.5 baths

$480,000

4 beds2.5 baths2,240 sq ft

813 Kemp Meadow Dr, Chesapeake, VA 23320

Property at 1009 Saint Andrews Way Unit B, Chesapeake, VA 23320, 1 bed, 1 bath

$207,000

1 bed1 bath900 sq ft

1009 Saint Andrews Way Unit B, Chesapeake, VA 23320

Property at 814 Great Marsh Ave, Chesapeake, VA 23320, 3 beds, 2.5 baths

$410,000

3 beds2.5 baths2,339 sq ft

814 Great Marsh Ave, Chesapeake, VA 23320

Property at 833 Copper Stone Cir, Chesapeake, VA 23320, 4 beds, 2.5 baths

$612,000

4 beds2.5 baths3,007 sq ft

833 Copper Stone Cir, Chesapeake, VA 23320

Property at 809 Mason Ct, Chesapeake, VA 23320, 3 beds, 2.5 baths

$450,000

3 beds2.5 baths2,225 sq ft

809 Mason Ct, Chesapeake, VA 23320

Property at 1038 Copper Stone Cir, Chesapeake, VA 23320, 4 beds, 3.5 baths

$572,900

4 beds3.5 baths2,734 sq ft

1038 Copper Stone Cir, Chesapeake, VA 23320

Property at 412 Knells Ridge Dr, Chesapeake, VA 23320, 4 beds, 2.5 baths

$470,000

4 beds2.5 baths2,432 sq ft

412 Knells Ridge Dr, Chesapeake, VA 23320

Property at 1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320, 2 beds, 2 baths

$208,000

2 beds2 baths978 sq ft

1716 Rock Bridge Mews Unit D, Chesapeake, VA 23320

Property at 816 Great Marsh Ave, Chesapeake, VA 23320, 3 beds, 2.5 baths

$479,000

3 beds2.5 baths2,315 sq ft

816 Great Marsh Ave, Chesapeake, VA 23320

Property at 1305 Lake Point Ct, Chesapeake, VA 23320, 4 beds, 2 baths

$456,500

4 beds2 baths1,953 sq ft

1305 Lake Point Ct, Chesapeake, VA 23320

Property at 1605 Stones Throw Ct Unit A, Chesapeake, VA 23320, 2 beds, 2 baths

$210,000

2 beds2 baths978 sq ft

1605 Stones Throw Ct Unit A, Chesapeake, VA 23320

Property at 1248 Auburn Hill Dr, Chesapeake, VA 23320, 4 beds, 3 baths

$700,000

4 beds3 baths3,000 sq ft

1248 Auburn Hill Dr, Chesapeake, VA 23320

Property at 1207 Masters Row, Chesapeake, VA 23320, 5 beds, 4 baths

$940,000

5 beds4 baths3,962 sq ft

1207 Masters Row, Chesapeake, VA 23320

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Average home prices near Greenbrier, VA

Cities

Neighborhoods

Greenbrier homes for sale
$452,956
Southern Chesapeake homes for sale
$805,000
South Norfolk homes for sale
$309,900
Salem homes for sale
$329,999
Great Bridge homes for sale
$574,750
Green Run homes for sale
$359,000
Kempsville Lake homes for sale
$325,000
Timberlake homes for sale
$346,000
Bayside homes for sale
$334,400
Kempsville homes for sale
$399,900

Greenbrier, VA real estate trends

$400K

Sale price

+0.6%
since last year

$211

Sale $/sq ft

-1.4%
since last year

Over list price

0.1%

Days on market

Down payment

0.0%

Total homes sold

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