Chesapeake County, VA Homes

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  /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!

  

  Jamie Flowers

  Beach Realty United

  (757) 210-9357

  1439 Thistlewood Ln, Chesapeake, VA 23320
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  /41

  $1,748 - $4,788 per month

  MAA Adalay Bay

  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

  101 Sabal Palm Ln, 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

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, Chesapeake, VA 23323
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  /2

  Est $373,079 Not Listed For Sale

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

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  4001 Cedar Grove Crescent, Chesapeake, VA 23321
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  /4

  $250,000 Under Contract

  • Land
  • 0.4 Acre
  • $625,000 per Acre

  0.4AC Flintfield Crescent, Chesapeake, VA 23321

  Build your dream home on this beautiful .4-acre mostly cleared lot with stunning views of the Elizabeth River. Located in the established Colonial Point neighborhood, this rare waterfront property offers a peaceful setting with convenient access to nearby amenities. Whether you're envisioning a custom estate or a tranquil retreat, this lot provides the perfect canvas with water access and scenic

  

  Greg Garrett

  Garrett Realty Partners

  (757) 997-7650

  0.4AC Flintfield Crescent, Chesapeake, VA 23321
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  /19

  $2,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Townhouse for Rent

  514 S Lake Cir, Chesapeake, VA 23322

  Spacious 2 bedroom, 2.5 bath End Unit Townhome in the Heart of Chesapeake! This town home has 2 huge bedrooms each with their own attached bathroom and spacious closets along with a large backyard for entertaining. Enjoy the community pool and clubhouse of the South Lakes Association. You will love to call this home!

  Kerry Summs Select Realty Inc.

  514 S Lake Cir, Chesapeake, VA 23322
• 

  $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 $523,233

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

  3221 Sybilla St, Chesapeake, VA 23323
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  /40

  Est $812,660 Not Listed For Sale

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

  2972 Bruce Station, Chesapeake, VA 23321

  2972 Bruce Station, Chesapeake, VA 23321
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  /46

  $417,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  417 Heartfield Dr, Chesapeake, VA 23322

  Modern Living Meets Everyday Comfort!This stunning 3-bed, 2.5-bath townhouse-style condo, built in 2019, still feels brand new! Enjoy a first-floor primary suite, open-concept layout, and a finished bonus room over the garage—perfect for an office, gym, or man cave. The kitchen offers bar seating, stainless appliances, a pantry, and a walk-in attic for storage. Relax in your private fenced

  

  Dycallon James

  Keller Williams Town Center

  (757) 859-9339

  417 Heartfield Dr, Chesapeake, VA 23322
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  /45

  $1,124 - $1,899 per month

  Taylor Pointe Apartments

  1 - 3 Beds

  3245 Meadows Way, Chesapeake, VA 23321

  Taylor Pointe Apartments offers the perfect combination of comfort and convenience. We offer well-appointed one, two, and three bedroom apartment homes complete with fully-equipped kitchens (with dishwasher and disposal), wall-to-wall carpeting, ample closet space and huge living areas. To top it off, each living area opens to your own private patio or balcony through gorgeous french doors!

  3245 Meadows Way, Chesapeake, VA 23321
• 

  $627,831 Sold Mar 07, 2025

  5003 Annapolis Dr, Chesapeake, VA 23321

  • 4 Beds
  • 2 Baths
  • 2,335 Sq Ft
  • Built 2024

  Last Sold Summary

  • $269/SF
  • 13 Days On Market

  Current Estimated Value $627,739

  Last Listing Agent Christian Ramirez RHOAD & CO.

  5003 Annapolis Dr, Chesapeake, VA 23321
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  /2

  Est $217,444 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  3625 Radford Cir, Chesapeake, VA 23321

  3625 Radford Cir, Chesapeake, VA 23321
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  /27

  $385,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,877 Sq Ft

  3032 Barn Way, Chesapeake, VA 23323

  Tucked away on a quiet dead end street with a cul-de-sac, 3032 Barn Way welcomes you home. The flexible layout offers the option of a first-floor primary suite with full bath. There is also a dining room with a closet and therefore counts as a bedroom per city tax records. Nestled in Old Mill Landing, this established neighborhood has no monthly fees. It's convenient to the interstate for easy

  

  Jackie Feagin

  BHHS RW Towne Realty

  (757) 697-7415

  3032 Barn Way, Chesapeake, VA 23323
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  /42

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft
  • House for Rent

  517 Robert Frost Rd, Chesapeake, VA 23323

  Immaculate 2 story home in the sought after community of Culpepper Landing! This home has been meticulously cared for and it shows from the first step onto the rocking chair front porch. Step inside to shining wood floors and chair railing across the common area. Each detail has been thought out with elegance in mind, including the neutral colors throughout the home. The kitchen has been updated

  Amy Doll RE/MAX Alliance

  517 Robert Frost Rd, Chesapeake, VA 23323
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  $195,000 Sold Sep 03, 2025

  1729 Rock Bridge Mews Unit A, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1988

  Last Sold Summary

  • $199/SF
  • 77 Days On Market

  Last Listing Agent Daniel Jones A Better Way Realty Inc.

  1729 Rock Bridge Mews Unit A, Chesapeake, VA 23320
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  /2

  Est $531,367 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,958 Sq Ft

  3237 Shadyside Ln, Chesapeake, VA 23321

  3237 Shadyside Ln, Chesapeake, VA 23321
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  /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

  

  Chris Faircloth

  Swell Realty Co

  (757) 384-5756

  800 Monroe Ct, Chesapeake, VA 23320
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  /2

  $1,632 - $2,323 per month

  Red Knot at Edinburgh

  1 - 3 Beds

  236 Red Knot Way, Chesapeake, VA 23322

  You're Officially Home! Relax, refresh and recharge when you come home to Red Knot at Edinburgh. Here, we’ve blended sophisticated urban sensibility and award-winning amenities in a secluded setting at nature’s backdoor. Whether you’re into fitness or wine tastings, fireside conversation or outdoor adventure, we’ll help you enjoy life in a more fulfilling way. An address here affords you easy

  236 Red Knot Way, Chesapeake, VA 23322
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  $359,900 Sold Oct 08, 2025

  4124 Pinta Dr, Chesapeake, VA 23321

  • 4 Beds
  • 1.5 Baths
  • 1,354 Sq Ft
  • Built 1961

  Last Sold Summary

  • $266/SF
  • 16 Days On Market

  Last Listing Agent Monique Claytor Coldwell Banker Premier

  4124 Pinta Dr, Chesapeake, VA 23321
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  /2

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft

  909 Cooper Ln, Chesapeake, VA 23320

  909 Cooper Ln, Chesapeake, VA 23320
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  /50

  $627,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,197 Sq Ft

  1605 Swan Lake Crescent, Chesapeake, VA 23321

  Step inside and immediately feel at home. This welcoming property features 5 spacious bedrooms, 3 full bathrooms, and a first-floor master suite with a luxurious en-suite, soaking tub, double sinks, and a sleek glass shower. The modern kitchen delights with stainless steel appliances, under-counter lighting, and granite countertops. Gather in the yard with tranquil marsh views or unwind on the

  

  Florence Boyd

  Patriot Property Management

  (757) 854-6566

  1605 Swan Lake Crescent, Chesapeake, VA 23321
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  /50

  $3,195 per month

  • 4 Beds
  • 2.5 Baths
  • 3,311 Sq Ft
  • House for Rent

  2808 Scaleboard Cir, Chesapeake, VA 23323

  Beautiful 3300+ sq ft lakefront 4BR home in Sawyers Mill available now for rent. Home features an open concept kitchen to family room with gas fireplace. a formal dining room and office/library space, primary bedroom with large ensuite bathroom, a spacious FROG that could be fourth BR, and a walk up attic for all of your storage needs. The fully fenced backyard overlooks a lake with abundant

  Eric Gardner RE/MAX Alliance

  2808 Scaleboard Cir, Chesapeake, VA 23323
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  $626,542 Sold Mar 06, 2025

  1768 Ashlar Ln, Chesapeake, VA 23320

  • 4 Beds
  • 3.5 Baths
  • 2,767 Sq Ft
  • Built 2024

  Last Sold Summary

  • $226/SF
  • 331 Days On Market

  Current Estimated Value $648,201

  Last Listing Agent Deana Renn AtCoastal Realty

  1768 Ashlar Ln, Chesapeake, VA 23320
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  /2

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  4100 Riverside Dr, Chesapeake, VA 23321

  4100 Riverside Dr, Chesapeake, VA 23321
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  /2

  $100,000 Under Contract

  • Land
  • 0.11 Acre
  • $934,579 per Acre

  813 Mullen Rd, Chesapeake, VA 23320

  43' x 108' buildable lot. Convenient to shopping and mass transit. Mostly cleared, one small bush or two..

  

  Cindy Caskey

  BHHS RW Towne Realty

  (757) 982-9465

  813 Mullen Rd, Chesapeake, VA 23320
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  /29

  $1,128 - $1,348 per month

  Starling Village

  1 - 2 Beds

  1921 Robert Hall Blvd, Chesapeake, VA 23324

  Starling Village is a modern 55+ Senior Market Rate and Affordable apartment community in Chesapeake, VA, with newly updated grounds and amenity spaces. We offer one- and two-bedroom apartment homes to fit all of your needs. Conveniently located off Military Highway, near I-64, every apartment features a full-size washer & dryer, energy-efficient heating and A/C, emergency pull cords, and more.

  1921 Robert Hall Blvd, Chesapeake, VA 23324
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  $770,000 Sold Oct 01, 2025

  1012 Vineyard Ct, Chesapeake, VA 23322

  • 5 Beds
  • 3 Baths
  • 3,280 Sq Ft
  • Built 1997

  Last Sold Summary

  • $235/SF
  • 1 Day On Market

  Last Listing Agent Teresa Fowler Own Real Estate LLC

  1012 Vineyard Ct, Chesapeake, VA 23322
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  /2

  Est $306,697 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  2626 Leytonstone Dr Unit 350, Chesapeake, VA 23321

  2626 Leytonstone Dr Unit 350, Chesapeake, VA 23321
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  /7

  $825,000

  • 4 Beds
  • 3 Baths
  • 3,007 Sq Ft

  549 Old Oak Grove Rd, Chesapeake, VA 23320

  Imagine your first day in your beautiful, all brick, new construction home in Chesapeake, VA. Enter a space customized for you and you alone, with no legacy of a previous owner. Located between Kempsville and Greenbrier, you will be near everything! Over 3000 square feet of livable space with high-end finishes throughout and upgrades available, including possible 3 car garage. Some changes to the

  

  Drew Little

  Real Broker LLC

  (757) 854-6788

  549 Old Oak Grove Rd, Chesapeake, VA 23320
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  /33

  $2,700 per month

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft
  • House for Rent

  919 Meadowhill Ct, Chesapeake, VA 23320

  Welcome to this stunning 4-bedroom, 2.5-bathroom house nestled in the desirable Chesapeake, VA. This charming home is situated on a cul-de-sac. As you step inside, you'll be greeted by the grandeur of cathedral ceilings, creating an open and airy atmosphere. The spacious garage comes equipped with a convenient door opener, ensuring easy access. Unwind after a long day in the luxurious jetted tub,

  Marlo Wynn BHHS RW Towne Property Mgmt

  919 Meadowhill Ct, Chesapeake, VA 23320
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  $485,000 Sold May 12, 2025

  1057 Austin Dr, Chesapeake, VA 23320

  • 5 Beds
  • 3.5 Baths
  • 2,028 Sq Ft
  • Built 1990

  Last Sold Summary

  • $239/SF
  • 29 Days On Market

  Current Estimated Value $488,008

  Last Listing Agent William Hickey 1st Class Real Estate Flagship

  1057 Austin Dr, Chesapeake, VA 23320
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  /2

  Est $584,513 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,194 Sq Ft

  2210 Hampton Roads Pkwy, Chesapeake, VA 23321

  2210 Hampton Roads Pkwy, Chesapeake, VA 23321
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  /46

  $419,000

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft

  1808 Aft Way, Chesapeake, VA 23323

  Welcome home to the beautiful Mendelssohn model home in Bryan's Cove that features a 2-car garage & massive rec room w/ access to private back yard on the first level. The main living level kitchen includes granite, an island, a dining area, a pantry & access to an 8'x18' deck. The kitchen opens to a generous & bright living room with a conveniently placed powder room. Upstairs are 2 bedrooms w/

  

  Kara Evalenko

  Real Broker LLC

  (757) 697-8390

  1808 Aft Way, Chesapeake, VA 23323
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  /50

  $1,795 per month

  Mosaic Summit Pointe

  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 youll hardly find anywhere else. Our new apartments in Chesapeake, VA, have it all, from refined leisure spaces to conveniences that

  580 Belaire Ave, Chesapeake, VA 23320
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  $420,000 Sold Jan 31, 2025

  1217 Grenadier Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2 Baths
  • 1,977 Sq Ft
  • Built 1977

  Last Sold Summary

  • $212/SF
  • 11 Days On Market

  Current Estimated Value $446,319

  Last Listing Agent Hannah Arnold BHHS RW Towne Realty

  1217 Grenadier Dr, Chesapeake, VA 23322
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  /2

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  908 Saint Andrews Reach Unit D, Chesapeake, VA 23320

  908 Saint Andrews Reach Unit D, Chesapeake, VA 23320
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  /14

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  2609 Harling Dr, Chesapeake, VA 23325

  An excellent as-is opportunity for builders, investors, or visionaries! Whether you’re planning new construction or seeking your next flip project, this property offers outstanding potential. Bring your plans, bring your creativity, and unlock the value waiting here. Generac Generator, new tankless water heater. Home being sold As-Is

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 942-5971

  2609 Harling Dr, Chesapeake, VA 23325
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  /20

  $1,495 per month

  • 3 Beds
  • 1 Bath
  • 950 Sq Ft
  • House for Rent

  3004 Elbyrne Dr, Chesapeake, VA 23325

  3 Bedroom 1 bath brick ranch located in the Plymouth Park subdivision Central Chesapeake area. Conveniently located to all of Tidewater. Contact Rental Office 757-523-0250 to schedule a viewing.

  Billy Jones Aaron, Ryan & Jones Realty

  3004 Elbyrne Dr, Chesapeake, VA 23325
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  $340,000 Sold Nov 07, 2025

  929 Costa Ave, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Built 2001

  Last Sold Summary

  • $221/SF
  • 2 Days On Market

  Last Listing Agent Jordan L. Williams KW Coastal Virginia Chesapeake

  929 Costa Ave, Chesapeake, VA 23320
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  /2

  Est $656,740 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1924 Land of Promise Rd, Chesapeake, VA 23322

  1924 Land of Promise Rd, Chesapeake, VA 23322

Showing Results 161 - 200, Page 5 of 18