Chesapeake, VA Homes

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  $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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  /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
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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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  /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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  /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
• 

  $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

  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
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  /30

  $704,900

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  3618 Point Elizabeth Dr, Chesapeake, VA 23321

  WOW! Check out this absolutely gorgeous all-brick, two-story home in the highly desirable Point Elizabeth community! This home truly has it all! Meticulously maintained with thoughtful updates throughout, nothing has been left untouched. Enjoy two spacious levels of living, perfect for everyday comfort and entertaining. The stunning kitchen is a showstopper, featuring beautiful white quartz

  

  Kayleigh Jo St. Clair

  Swell Realty Co.

  (757) 909-6106

  3618 Point Elizabeth Dr, Chesapeake, VA 23321
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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
• 

  $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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  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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  /25

  $239,000 Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  2005 Lockard Ave, Chesapeake, VA 23320

  Discover this charming one bedroom home perfectly situated just minutes from Greenbrier mall and Kempsville areas of Virginia Beach. Enjoy a rare blend of comfort, style and convenience - whether you're a first time buyer, downsizing, or searching for a great investment opportunity!! Step inside to find bright open living spaces, modern finishes and a cozy atmosphere, that instantly feels like

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 655-7895

  2005 Lockard Ave, Chesapeake, VA 23320
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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
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  $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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  /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

  $665,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,693 Sq Ft

  4415 McCaan Quay, Chesapeake, VA 23321

  Welcome home to Miars Plantation, Western Branch, Chesapeake. This gorgeous brick marsh front home features an open floor plan, entry way, formal dining room, gourmet kitchen, eat in kitchen, breakfast bar and pantry. The den has gas fireplace and is wired for surround sound with direct access to screened porch & deck. Formal living room can be used as an office or flex room. Primary suite

  

  Amber McCulloch

  Family First Realty Inc

  (757) 320-1766

  4415 McCaan Quay, Chesapeake, VA 23321
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  Starting at $1,655

  Total Monthly Price

  • 1 - 3 Beds

  1150 Volvo Pkwy, Chesapeake, VA 23320

  Inspired living awaits in the vibrant community of The Amber at Greenbrier. Our one, two, and three bedroom, pet-friendly apartments invite you into a lifestyle of comfort with modern finishes and convenient features. Meanwhile, impressive amenities and exceptional management services set you up for a worry-free experience. Tour our Chesapeake, Virginia, community today and discover more about

  The Amber at Greenbrier

  (757) 563-1261

  

  1150 Volvo Pkwy, Chesapeake, VA 23320
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  $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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  /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

  $433,000

  • 3 Beds
  • 2.5 Baths
  • 2,199 Sq Ft

  617 Prince Andrew Ct, Chesapeake, VA 23320

  Meticulously cared for by its original owner, this 3-bed, 2.5 bedroom split-level home offers 2170 sq feet and thoughtful updates throughout. Major improvements within the past 2 years include new HVAC, carpeting, and epoxy garage flooring. Downstairs is beautifully refreshed with new LVP, updated stairs, and fully remodeled bathroom last year. Detached workshop out back, complete with solar

  

  Sarah Martin

  1st Class Real Estate Flagship

  (757) 798-7274

  617 Prince Andrew Ct, Chesapeake, VA 23320
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  /41

  Starting at $1,843 Plus Fees

  • 1 - 3 Beds

  101 Sabal Palm Ln, Chesapeake, VA 23320

  TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Find your next home at a luxury hideaway in Chesapeake, VA. MAA Adalay Bay is nestled away in a quiet neighborhood, yet within reach of all the conveniences you want. Each one-, two-, and three-bedroom apartment home features its own washer/dryer, while select units feature sunrooms, garden tubs, stainless

  MAA Adalay Bay

  (757) 394-8272

  

  101 Sabal Palm Ln, 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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  /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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  /36

  $400,000

  • 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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  /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
• 

  $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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  /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

  $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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  /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
• 

  $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 $613,386

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, 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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  /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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  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
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  /46

  $674,990 Sold Jan 29, 2026

  980 Intracoastal Way, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $246/SF
  • 8 Days On Market

  D.R. Horton Riverview Landing

  980 Intracoastal Way, Chesapeake, VA 23322
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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.
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  /50

  $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 $1,382

  Total Monthly Price

  • 1 - 2 Beds

  749 Green Tree Cir, Chesapeake, VA 23320

  Green Tree Apartments, offering premium apartments for rent in Chesapeake, VA. Situated in the highly desirable Greenbrier West neighborhood, Green Tree strikes the perfect balance between nature and convenience.Our pet-friendly community features spacious one and two-bedroom floor plans, each designed for comfort with fully-equipped kitchens and generous storage. Beyond your apartment,

  Green Tree Apartments

  (877) 705-2467

  749 Green Tree Cir, Chesapeake, VA 23320
• 

  $507,000 Sold Aug 13, 2025

  3221 Sybilla St, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 2015

  Last Sold Summary

  • $181/SF
  • 103 Days On Market

  Current Estimated Value $536,322

  Last Listing Agent Chris Jenkins Better Homes & Gdns Ntv Am Grp

  3221 Sybilla St, Chesapeake, VA 23323
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  /30

  Est $543,087 Not Listed For Sale

  3305 Patrick Henry Dr, Chesapeake, VA 23323

  • 3 Beds
  • 3.5 Baths
  • 2,178 Sq Ft
  • Built 2018

  3305 Patrick Henry Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 45% Above List Price
  • $172/SF
  • 48 Days On Market

  • Last Sold Price $373,700
  • Apr 19, 2018

  Last Listing Agent Sidney James HHHunt Realty Inc

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