Chesapeake County, VA Homes

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  /49

  $414,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,679 Sq Ft

  902 Centurion Cir, Chesapeake, VA 23323

  Beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Grassfield school district. Built in 2018, this home offers almost 1,700 square feet of comfortable living space with a thoughtfully designed open-concept floor plan. The main living area seamlessly connects the kitchen, dining, and living spaces, creating an inviting layout ideal for both everyday living and

  

  Charlotte Trux

  KW Metro Center

  (757) 914-3236

  902 Centurion Cir, Chesapeake, VA 23323
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  /50

  Starting at $1,803 Plus Fees

  • 1 - 3 Beds

  580 Belaire Ave, Chesapeake, VA 23320

  Welcome ToMosaic Summit Pointe — Chesapeake ApartmentsLooking for a home that fits your urban lifestyle like a glove? Mosaic at Summit Pointe Apartments is calling your name. Seize the opportunity to live in a thriving neighborhood, surrounded by luxurious comforts you'll hardly find anywhere else. Our new apartments in Chesapeake, VA, have it all, from refined leisure spaces to conveniences that

  Mosaic Summit Pointe

  (757) 432-3828

  

  580 Belaire Ave, Chesapeake, VA 23320
• 

  $390,000 Sold Nov 13, 2025

  412 Prince Phillip Ct, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 1998

  Last Sold Summary

  • $200/SF
  • 35 Days On Market

  Current Estimated Value $388,006

  Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

  412 Prince Phillip Ct, Chesapeake, VA 23320
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  /2

  Est $354,395 Not Listed For Sale

  1905 Ardmore Ave, Chesapeake, VA 23324

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 1959

  1905 Ardmore Ave, Chesapeake, VA 23324

  Last Sold Summary

  • 27% Below List Price
  • $157/SF

  • Last Sold Price $280,000

  Last Listing Agent Cheri Nice Liz Moore & Associates-1
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  /42

  $725,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,520 Sq Ft

  1209 Cowpens Ct, Chesapeake, VA 23320

  If you can think of it, this house has it! Start with the stunning, heated saltwater pool with a flowing fountain fully surrounded by low maintenance, custom pavers along with pool lights, outdoor bluetooth speakers & multiple glass fire pits. A fully covered brick outdoor cooking area featuring a BBQ & griddle along with 2 retractable awnings, & a private outdoor shower/toilet area complete your

  

  Angela Evans

  Swell Realty Co

  (757) 780-1044

  1209 Cowpens Ct, Chesapeake, VA 23320
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  /23

  Starting at $1,195 Plus Fees

  • 2 Beds

  2600 Harvard Dr, Chesapeake, VA 23324

  Welcome to Harvard Apartments, a community designed with your needs in mind. Our community offers 2-bedroom layouts, some fully renovated, providing you with the perfect space to call home. Experience modern living and comfort, and explore Harvard Apartments today! Nestled against a wooded setting off Harvard Drive, Harvard Apartments brings you closer to the best of the city while offering a

  Harvard Apartments

  (757) 529-3902

  

  2600 Harvard Dr, Chesapeake, VA 23324
• 

  $215,000 Sold Jul 15, 2025

  1816 Long Ridge Rd, Chesapeake, VA 23322

  • 4 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • Built 1956

  Last Sold Summary

  • $157/SF
  • 31 Days On Market

  Current Estimated Value $224,740

  Last Listing Agent Rodney Williams True Realty Inc.

  1816 Long Ridge Rd, Chesapeake, VA 23322
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  /13

  Est $460,708 Not Listed For Sale

  521 Scarborough Dr, Chesapeake, VA 23322

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft
  • Built 1976

  521 Scarborough Dr, Chesapeake, VA 23322

  Last Sold Summary

  • 76% Above List Price
  • $152/SF
  • 73 Days On Market

  • Last Sold Price $261,900
  • Apr 18, 2013
• 

  

  /18

  $579,900 New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  Swan Plan, Chesapeake, VA

  

  Classic Design Builders

  Builder

  0 Shell Place St Unit 37905457, Chesapeake, VA
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  /22

  Starting at $1,652 Plus Fees

  • Studio - 3 Beds

  929 Wintercress Way, Chesapeake, VA 23320

  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!

  Streets of Greenbrier

  (757) 563-1323

  

  929 Wintercress Way, Chesapeake, VA 23320
• 

  $417,000 Sold Apr 24, 2026

  211 Diamond Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2023

  Last Sold Summary

  • $225/SF
  • 14 Days On Market

  Current Estimated Value $403,256

  Last Listing Agent Taylor Dirk Iron Valley Real Estate Prestige

  211 Diamond Ave, Chesapeake, VA 23323
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  /13

  Not Listed For Sale

  804 Walnut Forest Ct, Chesapeake, VA 23322

  • 5 Beds
  • 3 Baths
  • 3,236 Sq Ft
  • Built 1992

  804 Walnut Forest Ct, Chesapeake, VA 23322

  Last Sold Summary
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  /38

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,234 Sq Ft

  531 Eldridge Ln, Chesapeake, VA 23323

  Beautifully maintained and tastefully upgraded end unit townhome in Grassfield. First floor Primary bedroom with a large walk in closet. Upgraded kitchen with quartz countertops. Large loft overlooking the two story great room. This unit is on a premium end unit lot with easy access to guest parking! Walk in attic can easily be converted to living space and is currently being used as a game room.

  

  Jamie Flowers

  Beach Realty United

  (757) 703-1711

  531 Eldridge Ln, Chesapeake, VA 23323
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  /50

  Starting at $1,469 Plus Fees

  • 1 - 3 Beds

  13A Johnstown Crescent, Chesapeake, VA 23322

  Kingsbridge Apartments is a charming community offering one, two, and three-bedroom floor plans nestled in a calm residential neighborhood in the Great Bridge district of Chesapeake, VA.Our pet-friendly community offers residents an array of classic and renovated floor plan selections to choose from. Kingsbridge’s freshly renovated floor plans feature modern colors and finishes with

  Kingsbridge

  (833) 370-4815

  13A Johnstown Crescent, Chesapeake, VA 23322
• 

  $305,000 Sold Jul 01, 2025

  923 Oklahoma Dr, Chesapeake, VA 23323

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 2004

  Last Sold Summary

  • $259/SF
  • 18 Days On Market

  Current Estimated Value $307,849

  Last Listing Agent Charles Barco Keller Williams Realty Twn Ctr

  923 Oklahoma Dr, Chesapeake, VA 23323
• 

  Est $255,146 Not Listed For Sale

  432 Guynn Ave, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1962

  432 Guynn Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 41% Above List Price
  • $194/SF
  • 41 Days On Market

  • Last Sold Price $181,500
  • Sep 12, 2024

  Last Listing Agent Tom Lyons Coastal Downsizing
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  /36

  $400,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft

  208 Terwillinger Rd, Chesapeake, VA 23323

  Beautiful 3 bedroom 2 bath home with a large 2 car garage/workshop. This home sits on a quiet dead end street on .63 Acres. Across the street is a park and playground. Cozy living room with a wood burning fireplace, large bonus room/office. Huge back deck overlooks the extremely private back yard. This is a rare find! See the attached 3D virtual tour.

  

  Jamie Flowers

  Beach Realty United

  (757) 347-4028

  208 Terwillinger Rd, Chesapeake, VA 23323
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  /45

  Starting at $1,250 Plus Fees

  • 1 - 2 Beds

  100-110 Williamsburg Dr, Chesapeake, VA 23322

  We have exactly what you are looking for at Great Bridge Apartments. With a central location, your new home is conveniently located near AWARD-WINNING SCHOOLS, shopping and entertainment. The Department of Energy conducted a multi-million dollar weatherization rehab on this property to include new roofs, HVAC systems and generous additions to insulation to ensure the lowest utility bills possible

  Great Bridge Apartments

  (757) 337-6693

  

  100-110 Williamsburg Dr, Chesapeake, VA 23322
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  $567,000 Sold Mar 26, 2026

  1503 Mulligan Ct, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,598 Sq Ft
  • Built 2007

  Last Sold Summary

  • $218/SF
  • 10 Days On Market

  Current Estimated Value $565,302

  Last Listing Agent Betsy Thompson The Agency

  1503 Mulligan Ct, Chesapeake, VA 23322
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  /14

  Est $307,315 Not Listed For Sale

  312 Gale Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,286 Sq Ft
  • Built 2006

  312 Gale Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 11% Above List Price
  • $216/SF
  • 45 Days On Market

  • Last Sold Price $278,000
  • Jul 05, 2024

  Last Listing Agent Avi Ron SSG Real Estate LLC.
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  /50

  $476,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,164 Sq Ft

  707 Indian Cedar Dr, Chesapeake, VA 23320

  Welcome to this well-maintained home located in a highly desirable area of Chesapeake! Positioned for convenience, enjoy being just minutes from shopping, dining, schools, parks, and everyday essentials while still nestled in a quiet, established neighborhood. Inside, you’ll find a spacious and functional layout with comfortable living areas for both relaxing and entertaining. Whether you’re a

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 520-3264

  707 Indian Cedar Dr, Chesapeake, VA 23320
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  /25

  Starting at $1,150 Plus Fees

  • 1 - 2 Beds

  408 Trotman Way, Chesapeake, VA 23320

  Nestled in a Wooded Setting off Great Bridge Blvd - Find your haven in Chesapeake’s sought-after Greenbrier West locale at Oak Grove Apartments. Nestled against a wooded setting off Great Bridge Blvd, Oak Grove Apartments brings you closer to the best of the city with a quiet retreat to call home. Each one- or two-bedroom apartment home offers a fully equipped kitchen, ample closet space, and

  Oak Grove

  (877) 873-9792

  

  408 Trotman Way, Chesapeake, VA 23320
• 

  $610,000 Sold Apr 29, 2026

  120 Cedar Rd, Chesapeake, VA 23322

  • 4 Beds
  • 3.5 Baths
  • 2,641 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $231/SF
  • 42 Days On Market

  Current Estimated Value $605,093

  Last Listing Agent Saphire Nolan-Barnett Keller Williams Realty Twn Ctr

  120 Cedar Rd, Chesapeake, VA 23322
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  /22

  Est $281,996 Not Listed For Sale

  1029 Still Harbor Cir, Chesapeake, VA 23320

  • 2 Beds
  • 1.5 Baths
  • 1,064 Sq Ft
  • Built 1985

  1029 Still Harbor Cir, Chesapeake, VA 23320

  Last Sold Summary

  • 3% Below List Price
  • $273/SF
  • 29 Days On Market

  • Last Sold Price $290,000
  • Mar 26, 2025

  Last Listing Agent Deidre Gambrell Realty FC, LLC
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  /44

  $229,500

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  4301 Oneford Place, Chesapeake, VA 23321

  Welcome to easy, low-maintenance living in this beautifully designed single-story condo built in 2005! Offering 2 spacious bedrooms and 2 full bathrooms, this thoughtfully laid-out home combines comfort and functionality. The inviting primary suite features elegant trey ceilings and a private en-suite bath complete with a walk-in tub and separate shower for relaxation and convenience. Enjoy

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 601-4684

  4301 Oneford Place, Chesapeake, VA 23321
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  /29

  Starting at $1,348 Plus Fees

  • 2 - 3 Beds

  3824 Maplefield Dr, Chesapeake, VA 23321

  Located in the heart of Chesapeake, VA, Maplewood offers the best of both worlds-beautiful housing at an affordable price. Located only minutes from I-264 and I-664, our community is also convenient to the Chesapeake Square Mall and many other recreational facilities.Enjoy Maplewood's newly renovated homes that include the special touches of luxury living Including: Full size washer and dryer,

  Maplewood

  (757) 529-8551

  

  3824 Maplefield Dr, Chesapeake, VA 23321
• 

  $369,900 Sold Jul 15, 2025

  3109 Taylorwood Ct, Chesapeake, VA 23321

  • 3 Beds
  • 1.5 Baths
  • 1,369 Sq Ft
  • Built 1964

  Last Sold Summary

  • $270/SF
  • 18 Days On Market

  Current Estimated Value $360,762

  Last Listing Agent Kelly May Howard Hanna Real Estate Svcs.

  3109 Taylorwood Ct, Chesapeake, VA 23321
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  /2

  Est $375,699 Not Listed For Sale

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1966

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  Last Sold Summary

  • 7% Below List Price
  • $195/SF

  • Last Sold Price $351,000

  Last Listing Agent Jim Sadler CENTURY 21 Nachman Realty
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  /49

  $239,900

  • 2,345 Sq Ft

  1136 Jackson Ave, Chesapeake, VA 23324

  Chesapeake duplex opportunity in the established South Norfolk area. This property features two units, each offering 2 bedrooms and 1 full bathroom. Excellent income-producing potential—live in one unit while renting out the other, or add to your investment portfolio. Conveniently located near major interstates, the Jordan Bridge, shipyard, and downtown Norfolk and Portsmouth, making it

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 699-5492

  1136 Jackson Ave, Chesapeake, VA 23324
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  /40

  Starting at $1,520 Plus Fees

  • 1 - 3 Beds

  1105 Merchants Ct, Chesapeake, VA 23320

  100% Smoke-Free Community!In the heart of Greenbrier, set amongst the tall trees and lush landscaping, come and discover Lakes of Greenbrier! Relax by the lakeside swimming pool, workout in our 24 hour fitness center, or catch a game of tennis with a friend. Choose between oversized one, two, and three bedroom apartments, with carefully designed interiors that offer spacious walk-in

  Lakes Of Greenbrier

  (757) 204-6417

  

  1105 Merchants Ct, Chesapeake, VA 23320
• 

  $400,000 Sold Oct 30, 2025

  1134 Mill Lake Quarter, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft
  • Built 1984

  Last Sold Summary

  • $269/SF
  • 3 Days On Market

  Current Estimated Value $390,065

  Last Listing Agent Zachary Lewis Keller Williams Realty Twn Ctr

  1134 Mill Lake Quarter, Chesapeake, VA 23320
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  /40

  Est $824,953 Not Listed For Sale

  2972 Bruce Station, Chesapeake, VA 23321

  • 5 Beds
  • 3.5 Baths
  • 4,554 Sq Ft
  • Built 2004

  2972 Bruce Station, Chesapeake, VA 23321

  Last Sold Summary

  • 16% Above List Price
  • $156/SF
  • 82 Days On Market

  • Last Sold Price $710,000
  • Oct 19, 2023

  Last Listing Agent Tariq Hafiz NetRealtyNow.com, LLC
• 

  

  /50

  $199,950 Under Contract

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  1424 Myrtle Ave, Chesapeake, VA 23325

  Opportunity awaits with this 2 Bedroom, 1 Bathroom home right next to the heart of Chesapeake. Built in 1954, thisproperty is full of potential and ready for renovation. great for investors or buyers looking to customize a home totheir vision. Make sure to ask about the 3D True Immersive Virtual Tour. This technology allows you to literally experience the home on any mobile device, laptop

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 517-2503

  1424 Myrtle Ave, Chesapeake, VA 23325
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  /40

  Starting at $1,510 Plus Fees

  • 1 - 2 Beds

  208 Crosswinds Dr, Chesapeake, VA 23320

  The Breeden Company invites you to enjoy quality living where charm and the imaginative design of contemporary architecture are yours. Peacefulness of country living yet conveniences of the city are afforded you at Woodbriar, just minutes from Greenbrier Mall. Each spacious one and two bedroom apartment is designed for your living comfort and enjoyment. Vaulted ceilings and washers/dryers are

  Woodbriar Apartment Homes

  (757) 394-8459

  

  208 Crosswinds Dr, Chesapeake, VA 23320
• 

  $352,000 Sold Nov 26, 2025

  315 Diamond Ave, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 1,428 Sq Ft
  • Built 1950

  Last Sold Summary

  • $246/SF
  • 68 Days On Market

  Current Estimated Value $340,382

  Last Listing Agent Sarah Wood Bigler Creed Realty

  315 Diamond Ave, Chesapeake, VA 23323
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  /28

  Est $607,534 Not Listed For Sale

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  • 5 Beds
  • 3.5 Baths
  • 2,650 Sq Ft
  • Built 2017

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 54% Above List Price
  • $149/SF
  • 3 Days On Market

  • Last Sold Price $395,000
  • Dec 18, 2017

  Last Listing Agent Sidney James HHHunt Realty Inc
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  /50

  $799,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,413 Sq Ft

  1245 Taft Rd, Chesapeake, VA 23322

  Located in the sought-after Hickory area of Chesapeake, this 3,400+ sq ft brick ranch sits on 5 private acres and offers exceptional potential. Featuring 4 bedrooms, 2.5 baths, an open layout, spacious primary suite, large living areas, wood deck, and both a 2-car attached garage plus an additional 1-car detached garage, the property provides space, flexibility, and long-term value. Zoned A1 and

  

  Andy Nelson

  Iron Valley Real Estate HR

  (757) 697-5423

  1245 Taft Rd, Chesapeake, VA 23322
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  /17

  Starting at $1,550 Plus Fees

  • 1 - 3 Beds

  4152 Prindle Ct, Chesapeake, VA 23321

  Experience the best of apartment living at Stonebridge Apartments. Our pet-friendly community offers a range of amenities, including spacious floor plans, fitness center, and swimming pool. With exceptional service and a convenient location, Stonebridge is the perfect place to call home.

  Stonebridge Apartments

  (757) 529-3191

  

  4152 Prindle Ct, Chesapeake, VA 23321
• 

  $615,000 Sold Dec 02, 2025

  459 Sawyers Mill Crossing, Chesapeake, VA 23323

  • 6 Beds
  • 2.5 Baths
  • 3,246 Sq Ft
  • Built 1998

  Last Sold Summary

  • $189/SF
  • 21 Days On Market

  Current Estimated Value $626,243

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, Chesapeake, VA 23323
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  /2

  Not Listed For Sale

  526 Harbour Dr N, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft
  • Built 1970

  526 Harbour Dr N, Chesapeake, VA 23320

  Last Sold Summary

  Last Listing Agent Raquel Harrell Latitude Realty Co.

Showing Results 81 - 120, Page 3 of 18