96,055

Chesapeake County, VA Homes

Section Image Section Image Section Image
  • /22

    $227,500

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    4301 Colindale Rd Unit 208, Chesapeake, VA 23321

    Resort-style living in Kings Pointe at Western Branch! This bright, open-concept 2 BR/2 BA second-floor corner condo features 1,367 sq ft of modern space, serene water views, and a private balcony. Low-maintenance living covers water, sewer, trash, and ground maintenance. Enjoy incredible community perks like a pool, clubhouse and walking trails. Conveniently located near shopping, dining, and

    Agent Photo

    Candace Jones

    Atlantic Sothebys Int'l Realty

    4301 Colindale Rd Unit 208, Chesapeake, VA 23321
  • /2

    $2,950 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    445 Chandler Dr, Chesapeake, VA 23322

    Spacious 4BR & 2BA home located on a quiet cul-de-sac in the highly desired Great Bridge area of Chesapeake. This 2,800sqft single family home offers a large privacy-fenced backyard, 2-car garage, open floor plan, & a huge family room with fireplace. New luxury vinyl plank flooring throughout the first floor, new carpet on the second floor. Primary bedroom with ensuite offers walk-in closet,

    Alexandrea Perecko RE/MAX Alliance

    445 Chandler Dr, Chesapeake, VA 23322
  • 1007 Holly Ave, Chesapeake, VA 23324

    $282,000

    Sold Mar 30, 2026

    1007 Holly Ave, Chesapeake, VA 23324

    • 3 Beds
    • 2 Baths
    • 1,586 Sq Ft
    • Built 1945

    Last Sold Summary

    • $178/SF
    • 64 Days On Market

    Current Estimated Value $281,851

    Last Listing Agent Douglas Livermon Atlantic Sothebys Int'l Realty

    1007 Holly Ave, Chesapeake, VA 23324
    • /2

      Est $274,033

      Not Listed For Sale

      2944 Candlewood Cir, Chesapeake, VA 23324

      • 3 Beds
      • 2 Baths
      • 1,075 Sq Ft
      • Built 1970
      2944 Candlewood Cir, Chesapeake, VA 23324

  • /20

    $277,000

    • 3 Beds
    • 2.5 Baths
    • 1,275 Sq Ft

    1806 Beckwood Common, Chesapeake, VA 23320

    Well maintained, tenant occupied 1,275 sf, 3-bedroom, 2.5 bath Townhouse in Chesapeake's Woodgate Commons community. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value. Recent updates include new first-floor flooring, remodeled bathrooms, fresh interior and exterior paint, updated kitchen appliances

    Agent Photo

    Judy Boone

    Judy Boone Realty Inc.

    1806 Beckwood Common, Chesapeake, VA 23320
  • /11

    $2,500

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft
    • House for Rent

    1316 22nd St, Chesapeake, VA 23324

    1316 22nd St, Chesapeake, VA 23324 – 3 bed, 3 bath, ~1,500 sq ft single-family home in South Norfolk. Features include an updated kitchen, laminate floors, fenced yard with deck, and covered porch. Convenient to I-464, schools, and shopping. Ideal for families or roommates wanting space and comfort. Pets considered case-by-case. 12-month lease, credit/income verification required. Quiet

    1316 22nd St, Chesapeake, VA 23324
  • 425 Regency St, Chesapeake, VA 23320

    $779,000

    Sold Jul 01, 2026

    425 Regency St, Chesapeake, VA 23320

    • 6 Beds
    • 4 Baths
    • 3,450 Sq Ft
    • Built 2024

    Last Sold Summary

    • $226/SF
    • 24 Days On Market

    Current Estimated Value $791,242

    Last Listing Agent Kathy Howell-Humphreys Long & Foster Real Estate Inc.

    425 Regency St, Chesapeake, VA 23320
    • 634 Mile Creek Ln, Chesapeake, VA 23322

      Est $652,252

      Not Listed For Sale

      634 Mile Creek Ln, Chesapeake, VA 23322

      • 5 Beds
      • 3.5 Baths
      • 3,080 Sq Ft
      • Built 2004
      634 Mile Creek Ln, Chesapeake, VA 23322

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Patrick Istilart 1st Advantage Realty LLC

  • /2

    $1,800,000

    Pending
    • Land
    • 86.15 Acres
    • $20,894 per Acre

    86.15A Taft Rd, Chesapeake, VA 23322

    PROPERTY MUST BE SOLD WITH MLS#10211662 EXCELLENT DEVELOPMENT SITE APPROXIMATELY 221 ACRES COMBINED. Prime location just a three-minutes drive to Edinburgh Commons. To be sold with the adjacent parcel. One mostly forest and one completely cleared high ground, well drained. Absolutely gorgeous parcel! Many details available.

    Agent Photo

    Janice Myers-Hollowell

    World Class Realty

    86.15A Taft Rd, Chesapeake, VA 23322
  • /13

    $1,375 Per Month

    • 2 Beds
    • 1 Bath
    • 770 Sq Ft
    • Apartment for Rent

    4437 Old Battlefield Blvd S Unit D, Chesapeake, VA 23322

    Freshly renovated unit with new appliances and flooring. Located in a small quiet rental community.Well water supplied. Water, sewer, trash collection and ground maintenance all included in rent cost.Contact listing agent for additional details.

    Tyler Keffer Keffer Realty

    4437 Old Battlefield Blvd S Unit D, Chesapeake, VA 23322
  • 0.4AC Flintfield Crescent, Chesapeake, VA 23321

    $200,000

    Sold Dec 22, 2025

    0.4AC Flintfield Crescent, Chesapeake, VA 23321

    • Land
    • 17,424 Sq Ft
    • $500,000 per Acre

    Last Sold Summary

    • 145 Days On Market

    Last Listing Agent Greg Garrett Garrett Realty Partners

    0.4AC Flintfield Crescent, Chesapeake, VA 23321
    • /2

      Est $545,943

      Not Listed For Sale

      2054 River Pearl Way, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,530 Sq Ft
      • Built 1999
      2054 River Pearl Way, Chesapeake, VA 23321

  • /50

    $700,000

    Pending
    • 5 Beds
    • 3 Baths
    • 2,976 Sq Ft

    1131 Madison Lynn Way, Chesapeake, VA 23322

    Don’t miss this large open-concept home with 5 spacious bedrooms, 3.5 bathrooms, and approximately 2,976 sq ft in the heart of Chesapeake. In addition to this well-appointed home, it features a fully paid-off solar package, offering long-term energy savings. A standout feature is the first-floor flex room, currently staged as a home office with an adjacent full bath—making it an ideal space for

    Agent Photo

    Christine Cahoon

    Real Broker LLC

    1131 Madison Lynn Way, Chesapeake, VA 23322
  • /25

    $2,695

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • House for Rent

    2164 Shipyard Rd, Chesapeake, VA 23323

    Welcome to this charming ranch on just over an acre of land! Enjoy time outdoors on the front porch, back deck or inside the large sun room! This well maintained home has new carpet throughout, fresh paint and is move-in ready! 3 spacious bedrooms with a bonus room over the garage that could be used as a 4th bedroom! Close proximity to interstates, shopping, dining, parks and more! Sorry, no

    2164 Shipyard Rd, Chesapeake, VA 23323
  • 1503 Long Parish Way, Chesapeake, VA 23320

    $338,500

    Sold Oct 03, 2025

    1503 Long Parish Way, Chesapeake, VA 23320

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft
    • Built 2005

    Last Sold Summary

    • $209/SF
    • 6 Days On Market

    Current Estimated Value $352,652

    Last Listing Agent Julia Forehand CENTURY 21 Top Producers

    1503 Long Parish Way, Chesapeake, VA 23320
    • 1013 Valmire Dr, Chesapeake, VA 23320

      Est $348,555

      Not Listed For Sale

      1013 Valmire Dr, Chesapeake, VA 23320

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1962
      1013 Valmire Dr, Chesapeake, VA 23320

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Ryan Ryckman The Real Estate Group

  • /36

    $244,000

    $51K PRICE DROP Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    523 Nesbit Dr Unit 101, Chesapeake, VA 23323

    PRICED 30,000 under market for a fast sale. We are PACKED AND READY TO GO. Generous paint and flooring allowance with full price offer! Make it YOURS. Who says "there are not any deals" THIS is a deal with walk in equity, seller must relocate!

    Agent Photo

    Janice Myers-Hollowell

    World Class Realty

    523 Nesbit Dr Unit 101, Chesapeake, VA 23323
  • /24

    $2,495 Per Month

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • House for Rent

    846 Drawbridge Dr, Chesapeake, VA 23323

    WOW! Single floor living at its best! Renovated ranch in established neighborhood with 3 bedrooms, 2 full bathrooms, living room, dining area, & converted garage (fireplace is not for use). Additional features include fresh paint throughout, updated bathrooms, fixtures, new windows, new laminate & carpet flooring. A nice backyard for relaxing &/or entertaining. This home is within minutes of

    Crystal Lovell Keffer Realty

    846 Drawbridge Dr, Chesapeake, VA 23323
  • 1310 Elder Ave, Chesapeake, VA 23325

    $280,000

    Sold May 13, 2026

    1310 Elder Ave, Chesapeake, VA 23325

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1959

    Last Sold Summary

    • 2% Above List Price
    • $246/SF
    • 42 Days On Market

    Current Estimated Value $278,821

    Last Listing Agent Ryan Forsberg Swell Realty Co

    1310 Elder Ave, Chesapeake, VA 23325
    • /16

      Est $429,029

      Not Listed For Sale

      2526 Calonia Arch, Chesapeake, VA 23323

      • 3 Beds
      • 2 Baths
      • 1,651 Sq Ft
      • Built 1999
      2526 Calonia Arch, Chesapeake, VA 23323

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group

  • /48

    $535,000

    • 5 Beds
    • 2.5 Baths
    • 2,755 Sq Ft

    3017 Lord Bradford Ct, Chesapeake, VA 23321

    Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling

    Agent Photo

    Evelyn Thomas

    CENTURY 21 Nachman Realty

    3017 Lord Bradford Ct, Chesapeake, VA 23321
  • /13

    $1,250

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    1135 Jackson Ave Unit 1, Chesapeake, VA 23324

    Beautifully Renovated Duplex Unit in South Norfolk. For viewing instructions, please visit or

    1135 Jackson Ave Unit 1, Chesapeake, VA 23324
    • /2

      Est $310,428

      Not Listed For Sale

      502 Long Point, Chesapeake, VA 23322

      • 2 Beds
      • 2 Baths
      • 1,498 Sq Ft
      • Built 1987
      502 Long Point, Chesapeake, VA 23322

  • /10

    $545,000

    New Construction
    • 5 Beds
    • 2 Baths
    • 2,496 Sq Ft

    Gannett Plan, Chesapeake, VA 23323

    Builder Photo

    Classic Design Builders

    Builder

    805 Shell Rd Unit 37905421, Chesapeake, VA 23323
  • /13

    $3,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • House for Rent

    634 Aguila Dr, Chesapeake, VA 23322

    Beautiful brick ranch featuring a 576 sq ft detached garage situated in the heart of Great Bridge. This charming home offers 3 bedrooms and 2.5 bathrooms, a remodeled kitchen, hardwood floors and a picturesque backyard with serene water views. Detached garage is for personal use/storage, business use on the property is prohibited. Vehicle access between house and detached garage is limited to

    Kim Groff Dominion Property Management

    634 Aguila Dr, Chesapeake, VA 23322
  • 620 S Lake Cir, Chesapeake, VA 23322

    $293,000

    Sold Aug 18, 2025

    620 S Lake Cir, Chesapeake, VA 23322

    • 3 Beds
    • 2.5 Baths
    • 1,472 Sq Ft
    • Built 1992

    Last Sold Summary

    • $199/SF
    • 17 Days On Market

    Current Estimated Value $308,479

    Last Listing Agent Katherine Durbin Shaffer Real Estate Inc.

    620 S Lake Cir, Chesapeake, VA 23322
  • /2

    $1,600,000

    $200K PRICE DROP Pending
    • Land
    • 135.15 Acres
    • $11,839 per Acre

    135ac St Brides Rd, Chesapeake, VA 23322

    GORGEOUS property. MUST BE SOLD WITH MLS#10211648. High with excellent drainage. Over one hundred fully cleared acres surrounded on 2 sides by a natural buffer of heavy trees and vegetation. Bike distance to Edinburg. Call for more details or a demonstration of the property.

    Agent Photo

    Janice Myers-Hollowell

    World Class Realty

    135ac St Brides Rd, Chesapeake, VA 23322
  • /43

    $2,745

    Total Monthly Price

    • 3 Beds
    • 2.5 Baths
    • 2,144 Sq Ft
    • House for Rent

    1109 Lady Ashley Dr, Chesapeake, VA 23320

    1109 Lady Ashley Drive offers everything you are looking for in Greenbriar: a stylish,3-bedroom, 2.5-bathroom, 2000+sqft move-in-ready home with flexible living space, a serene outdoor setting, and walkable access to one of Chesapeake’s best parks. Add to that the convenience of shopping, dining, top-rated schools, and a supportive property management experience, and you've got a rental home that

    1109 Lady Ashley Dr, Chesapeake, VA 23320
  • 1649 Cardigan St, Chesapeake, VA 23324

    $325,000

    Sold Oct 31, 2025

    1649 Cardigan St, Chesapeake, VA 23324

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1977

    Last Sold Summary

    • $191/SF
    • 24 Days On Market

    Current Estimated Value $324,836

    Last Listing Agent Brian Wurst A Better Way Realty Inc.

    1649 Cardigan St, Chesapeake, VA 23324
    • /42

      Est $276,662

      Not Listed For Sale

      3412 Cricket Hollow Ln, Chesapeake, VA 23321

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft
      • Built 1994
      3412 Cricket Hollow Ln, Chesapeake, VA 23321

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Kandy Fisk Abbitt Realty Company

  • /42

    $440,000

    • 3 Beds
    • 1.5 Baths
    • 1,341 Sq Ft

    4309 East Rd, Chesapeake, VA 23321

    Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable

    Agent Photo

    Judy Boone

    Judy Boone Realty Inc.

    4309 East Rd, Chesapeake, VA 23321
  • /22

    $2,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,704 Sq Ft
    • House for Rent

    1712 Weber Ave, Chesapeake, VA 23320

    This Chesapeake single-family home checks all the boxes! The open first floor features a spacious kitchen with ample cabinetry, a large pantry, dining area, and living room with access to the private fenced backyard and patio. Upstairs you'll find three bedrooms, two full bathrooms, including a generously sized primary suite with a walk-in closet and en-suite bathroom, plus a convenient

    Carly Leonardo Real Broker LLC

    1712 Weber Ave, Chesapeake, VA 23320
  • 904 Mustoe Ct, Chesapeake, VA 23322

    $755,000

    Sold Jun 11, 2026

    904 Mustoe Ct, Chesapeake, VA 23322

    • 4 Beds
    • 2.5 Baths
    • 2,701 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Above List Price
    • $280/SF
    • 15 Days On Market

    Current Estimated Value $693,698

    Last Listing Agent Lorrie Gilbert BHHS RW Towne Realty

    904 Mustoe Ct, Chesapeake, VA 23322
    • /2

      Est $362,058

      Not Listed For Sale

      3904 River Breeze Cir, Chesapeake, VA 23321

      • 4 Beds
      • 3 Baths
      • 2,301 Sq Ft
      • Built 2004
      3904 River Breeze Cir, Chesapeake, VA 23321

  • /41

    $292,000

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1002 Mayfield Ave, Chesapeake, VA 23324

    Welcome HOME to this gorgeously remodeled, from top to bottom 2BR/2BA one-story ranch house. It has EVERYTHING you've been searching for: open concept layout, large updated windows, new luxury LVP flooring throughout, modern light fixtures, custom tile work, freshly painted, you name it! Completely NEW spacious chef’s kitchen shines with expensive QUARTZ countertops, large island with built-in

    Agent Photo

    Val Milan

    Swell Real Estate Co

    1002 Mayfield Ave, Chesapeake, VA 23324
  • /17

    $2,700

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    1285 Sir Kay Dr, Chesapeake, VA 23323

    Beautiful 4 bedroom ranch. Section 8 approved

    1285 Sir Kay Dr, Chesapeake, VA 23323
  • 339 Conservation Crossing, Chesapeake, VA 23320

    $499,900

    Sold Dec 19, 2025

    339 Conservation Crossing, Chesapeake, VA 23320

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Built 2019

    Last Sold Summary

    • $227/SF
    • 35 Days On Market

    Current Estimated Value $516,104

    Last Listing Agent Rodney Fentress Rodney Fentress Real Estate

    339 Conservation Crossing, Chesapeake, VA 23320
    • /2

      Est $391,338

      Not Listed For Sale

      323 Esplanade Place, Chesapeake, VA 23320

      • 3 Beds
      • 3 Baths
      • 1,883 Sq Ft
      • Built 1994
      323 Esplanade Place, Chesapeake, VA 23320

Showing Results 481 - 520, Page 13 of 18

How to Buy a Home How to Finance a Home How to Sell a Home