Chesapeake, VA homes for sale & real estate

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1116 Cherrytree Ln, Chesapeake, VA 23320
1116 Cherrytree Ln, Chesapeake, VA 23320
1116 Cherrytree Ln, Chesapeake, VA 23320
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
?? Welcome to 1116 Cherrytree Lane — a beautifully maintained 4-bedroom, 2-bath ranch nestled in a quiet cul-de-sac in the heart of Chesapeake’s sought-after Greenbrier/Oak Grove area. Offering 1,606 square feet of comfortable living space, this home combines classic charm with modern updates. Step inside to a spacious, light-filled living room with vaulted ceilings and updated flooring. The kitchen boasts stainless steel appliances, ample counter space, and a breakfast nook that overlooks the private backyard. The primary suite features a walk-in closet and an en-suite bath, while three additional bedrooms provide flexibility for guests, an office, or hobbies. Enjoy evenings in

$414,900

4 beds2 baths1,900 sq ft

1116 Cherrytree Ln, Chesapeake, VA 23320

2 garage spots • Car-dependent

632 Shasta Dr, Chesapeake, VA 23320
632 Shasta Dr, Chesapeake, VA 23320
632 Shasta Dr, Chesapeake, VA 23320
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Beautiful 4 bedroom, 3.5 baths, 2 story home with attached 2 car garage which includes side service door. 1st floor master bedroom and bathroom. This open layout includes a Samsung chef's kitchen & appliance package with gas to include a Delta stainless steel kitchen sink faucet, brushed nickel pendant lights over the kitchen island & pantry. Allusion 48' electric fireplace in the great room Attic space for extra storage. 2nd floor primary bedroom and bathroom with a walk-in closet & 2 additional bedrooms along with a loft. Fully fenced in backyard. Call today for an appointment to see this lovely home.

$710,000

4 beds3.5 baths2,939 sq ft

632 Shasta Dr, Chesapeake, VA 23320

$90 HOA • 2 garage spots • Car-dependent

411 Middleton Way, Chesapeake, VA 23322
411 Middleton Way, Chesapeake, VA 23322
411 Middleton Way, Chesapeake, VA 23322
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Featuring 5 bedrooms, dual owner's suites (one up & one down) w/ tiled showers & quartz vanity tops. Open concept living area with large kitchen including quartz counter tops, stainless appliances. 9' ceilings, walk-in closets w/ wood shelving, 2 car garage & fenced backyard. Community center w/ kitchen & great room, resort-style pool w/ outdoor kitchen & cabana, 24/7 fitness & playground & 5 community lakes. This is the one you have been looking for, so don't miss it, schedule your showing today.

$660,000

5 beds3.5 baths2,686 sq ft

411 Middleton Way, Chesapeake, VA 23322

6,969 sq ft lot • $192 HOA • 2 garage spots

SHORT SALE

641 Ragged Island Rd #108, Chesapeake, VA 23324
641 Ragged Island Rd #108, Chesapeake, VA 23324
641 Ragged Island Rd #108, Chesapeake, VA 23324
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Beautifully updated condo located in the heart of Portlock Square. Perfectly designed for efficiency and comfort, this move-in ready space features sleek LVP flooring throughout and a fully equipped kitchen with all appliances included. Open living area, a stylish full bathroom, and the convenience of an in-unit stackable washer and dryer. Each unit also comes with a private 4x16 storage space. Just minutes from Naval Hospital Portsmouth, shipyards, military bases, shopping, and dining, this location offers both comfort and convenience. Don’t miss your chance to tour this modern studio—schedule your showing today!

$119,900

1 bed1 bath660 sq ft

641 Ragged Island Rd #108, Chesapeake, VA 23324

$147 HOA • Car-dependent

2100 Ruth St, Chesapeake, VA 23324
2100 Ruth St, Chesapeake, VA 23324
2100 Ruth St, Chesapeake, VA 23324
ABOUT THIS HOME
Chesapeake, VA Homes for Sale
Experience the seamless flow of this open-concept design, where the kitchen effortlessly connects to both the dining area and living room for hosting gatherings. The kitchen also provides direct access to a spacious, backyard featuring a patio, is the perfect place for outdoor enjoyment. Equipped with stainless steel appliances, including an electric range and refrigerator, the kitchen is both functional and stylish. Situated on a generous 0.26-acre lot, there's ample outdoor space to suit various needs. Conveniently located near shopping centers, dining options, schools, and major interstate connections, this home offers both comfort and accessibility.

$365,000

3 beds2.5 baths1,720 sq ft

2100 Ruth St, Chesapeake, VA 23324

0.26 acre lot • Garage • Car-dependent

Property at 736 Arbuckle St, Chesapeake, VA 23323, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths2,385 sq ft

736 Arbuckle St, Chesapeake, VA 23323

Property at 3408 Dunedin Dr, Chesapeake, VA 23321, 4 beds, 3 baths

$359,900

4 beds3 baths1,488 sq ft

3408 Dunedin Dr, Chesapeake, VA 23321

Property at Buxton 4 Master Model, Chesapeake, VA 23321, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,194 sq ft

Buxton 4 Master Model, Chesapeake, VA 23321

Property at 2402 Trafton Pl, Chesapeake, VA 23320, 3 beds, 2.5 baths

$389,999

3 beds2.5 baths1,739 sq ft

2402 Trafton Pl, Chesapeake, VA 23320

Property at 721 Greenwing Dr, Chesapeake, VA 23323, 4 beds, 2.5 baths

$559,000

4 beds2.5 baths2,800 sq ft

721 Greenwing Dr, Chesapeake, VA 23323

Property at MM Reba On Cedarville Ct, Chesapeake, VA 23322, 3 beds, 2.5 baths

$659,900

3 beds2.5 baths1,938 sq ft

MM Reba On Cedarville Ct, Chesapeake, VA 23322

Property at 2428 Taylorwood Blvd, Chesapeake, VA 23321, 3 beds, 2 baths

$374,900

3 beds2 baths1,788 sq ft

2428 Taylorwood Blvd, Chesapeake, VA 23321

Property at 3009 Mattox Dr, Chesapeake, VA 23325, 3 beds, 1 bath

$189,900

3 beds1 bath1,330 sq ft

3009 Mattox Dr, Chesapeake, VA 23325

Property at 343 Ewell Ln, Chesapeake, VA 23322, 5 beds, 3.5 baths

$789,900

5 beds3.5 baths3,000 sq ft

343 Ewell Ln, Chesapeake, VA 23322

Property at 1304 Fernham Ln, Chesapeake, VA 23322, 4 beds, 2.5 baths

$517,500

4 beds2.5 baths1,941 sq ft

1304 Fernham Ln, Chesapeake, VA 23322

Property at 1731 Ark Royal Rd, Chesapeake, VA 23323, 3 beds, 2.5 baths

$379,000

3 beds2.5 baths1,720 sq ft

1731 Ark Royal Rd, Chesapeake, VA 23323

Property at 345 Ewell Ln, Chesapeake, VA 23322, 5 beds, 3.5 baths

$789,900

5 beds3.5 baths3,000 sq ft

345 Ewell Ln, Chesapeake, VA 23322

Property at 2050 Midway Ave, Chesapeake, VA 23324, 4 beds, 2.5 baths

$355,000

4 beds2.5 baths1,431 sq ft

2050 Midway Ave, Chesapeake, VA 23324

Property at 1449 Shortleaf Ln, Chesapeake, VA 23320, 2 beds, 2.5 baths

$255,000

2 beds2.5 baths1,262 sq ft

1449 Shortleaf Ln, Chesapeake, VA 23320

Property at 440 Stoney Mist Way, Chesapeake, VA 23322, 5 beds, 3 baths

$686,000

5 beds3 baths2,720 sq ft

440 Stoney Mist Way, Chesapeake, VA 23322

Property at 749 Arbuckle St, Chesapeake, VA 23323, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,233 sq ft

749 Arbuckle St, Chesapeake, VA 23323

Property at 1453 Whittamore Rd, Chesapeake, VA 23322, 5 beds, 3 baths

$699,900

5 beds3 baths2,660 sq ft

1453 Whittamore Rd, Chesapeake, VA 23322

Property at 2741 Fenway Ave, Chesapeake, VA 23323, 3 beds, 1 bath

$239,900

3 beds1 bath1,014 sq ft

2741 Fenway Ave, Chesapeake, VA 23323

Property at 2137 Bellflower Way, Chesapeake, VA 23323, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,670 sq ft

2137 Bellflower Way, Chesapeake, VA 23323

Property at 722 Stewart St, Chesapeake, VA 23324, 2 beds, 1 bath

$214,900

2 beds1 bath792 sq ft

722 Stewart St, Chesapeake, VA 23324

Property at 1114 Railroad Ave, Chesapeake, VA 23324, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths1,615 sq ft

1114 Railroad Ave, Chesapeake, VA 23324

Property at 3221 Sybilla St, Chesapeake, VA 23323, 3 beds, 2.5 baths

$555,000

3 beds2.5 baths2,800 sq ft

3221 Sybilla St, Chesapeake, VA 23323

Property at 2552 Fieldsway Dr, Chesapeake, VA 23320, 3 beds, 2.5 baths

$390,000

3 beds2.5 baths1,809 sq ft

2552 Fieldsway Dr, Chesapeake, VA 23320

Property at 1209 Granton Ter, Chesapeake, VA 23322, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,870 sq ft

1209 Granton Ter, Chesapeake, VA 23322

Property at 1140 Hull St, Chesapeake, VA 23324, 2 beds, 1 bath

$209,000

2 beds1 bath828 sq ft

1140 Hull St, Chesapeake, VA 23324

Property at 1109 Bells Mill Rd, Chesapeake, VA 23322, 3 beds, 2 baths

$375,000

3 beds2 baths1,700 sq ft

1109 Bells Mill Rd, Chesapeake, VA 23322

Property at 3713 Cypress Mill Rd, Chesapeake, VA 23322, 4 beds, 3.5 baths

$800,000

4 beds3.5 baths4,175 sq ft

3713 Cypress Mill Rd, Chesapeake, VA 23322

Property at 1125 Stewart St, Chesapeake, VA 23324, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,640 sq ft

1125 Stewart St, Chesapeake, VA 23324

Property at 428 Blue Beech Way, Chesapeake, VA 23320, 3 beds, 2.5 baths

$435,000

3 beds2.5 baths2,294 sq ft

428 Blue Beech Way, Chesapeake, VA 23320

Property at 4309 Hillingdon Bnd #303, Chesapeake, VA 23321, 2 beds, 2 baths

$229,000

2 beds2 baths1,367 sq ft

4309 Hillingdon Bnd #303, Chesapeake, VA 23321

Property at 1703 Orchard Way, Chesapeake, VA 23320, 2 beds, 2 baths

$272,000

2 beds2 baths1,383 sq ft

1703 Orchard Way, Chesapeake, VA 23320

Property at 1000 Joan Ct, Chesapeake, VA 23322, 4 beds, 2.5 baths

$565,000

4 beds2.5 baths2,102 sq ft

1000 Joan Ct, Chesapeake, VA 23322

Property at 2901 Taylor Acres Ct, Chesapeake, VA 23321, 4 beds, 3 baths

$450,000

4 beds3 baths2,221 sq ft

2901 Taylor Acres Ct, Chesapeake, VA 23321

Property at 2201 Battery Park Rd, Chesapeake, VA 23323, 3 beds, 2 baths

$360,000

3 beds2 baths1,600 sq ft

2201 Battery Park Rd, Chesapeake, VA 23323

Property at 2232 Munden St, Chesapeake, VA 23324, 2 beds, 1 bath

$179,900

2 beds1 bath832 sq ft

2232 Munden St, Chesapeake, VA 23324

Property at 2903 Elbyrne Dr, Chesapeake, VA 23325, 4 beds, 2.5 baths

$420,000

4 beds2.5 baths2,226 sq ft

2903 Elbyrne Dr, Chesapeake, VA 23325

Viewing page 6 of 9

Average home prices near Chesapeake, VA

Cities

Counties

Isle of Wight County homes for sale
$469,495
York County homes for sale
$484,990
Suffolk homes for sale
$440,000

Chesapeake, VA real estate trends

All Home Types trends in Chesapeake, VA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$392,250

+4.6% YoY | Apr 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Apr 2025

Growth

% YoY

Chesapeake, VA

$392,250

+4.6%

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