95,914

Chesapeake, VA Homes

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  • /2

    $109,000

    • Land
    • 9,975 Sq Ft
    • $475,983 per Acre

    0.229 Trinkle St, Chesapeake, VA 23322

    Uncover extraordinary potential in Chesapeake’s highly desirable Hillcrest area! This rare, untapped residential acreage presents a lucrative opportunity for builders, savvy investors, or future homeowners seeking to build a custom private retreat or multi-lot project. Nestled in a quiet, established neighborhood, you'll love the perfect balance of peaceful living and quick access to top-rated

    Agent Photo

    Kelvin Reed

    Reeds Real Estate LLC

    0.229 Trinkle St, Chesapeake, VA 23322
  • /41

    $2,650 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,244 Sq Ft
    • House for Rent

    717 Durham Ave, Chesapeake, VA 23320

    With ample space both inside and out, this charming 4 bedroom Chesapeake home is sure to be a perfect fit for your growing family. The open-concept design lends to leisurely family living, while the large fenced-in backyard serves as a perfect space for grilling out and entertaining guests. Freshly painted interior and new carpets! Large master suite boasts a dreamy walk-in closet and separate

    Kris Weaver Atlantic Sotheby's Intl Realty

    717 Durham Ave, Chesapeake, VA 23320
  • 603 Sail Fish Quay, Chesapeake, VA 23320

    $290,000

    Sold Nov 26, 2025

    603 Sail Fish Quay, Chesapeake, VA 23320

    • 2 Beds
    • 2.5 Baths
    • 1,613 Sq Ft
    • Built 1995

    Last Sold Summary

    • $180/SF
    • 95 Days On Market

    Current Estimated Value $288,378

    Last Listing Agent Rhonda Shelton BHHS RW Towne Realty

    603 Sail Fish Quay, Chesapeake, VA 23320
    • /13

      Est $438,559

      Not Listed For Sale

      1017 Cogliandro Dr, Chesapeake, VA 23320

      • 4 Beds
      • 2 Baths
      • 1,864 Sq Ft
      • Built 1978
      1017 Cogliandro Dr, Chesapeake, VA 23320

      Last Sold Summary

      • 58 Days On Market

      Last Listing Agent Bob Thompson Allison James Estates & Homes

  • /47

    $524,900

    $5K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    1152 Crystalwood Cir, Chesapeake, VA 23320

    Make this your first stop! This spacious home sits in a sought-after area and offers an incredible amount of space for the price. Featuring a large custom kitchen, generous living areas, and a huge deck for entertaining, this home has plenty of room to make it your own. One of the larger homes in the area, it backs directly to a wooded portion of Oak Grove Lake Park, creating a private backyard

    Agent Photo

    Matthew Salway

    Iron Valley Real Estate HR

    1152 Crystalwood Cir, Chesapeake, VA 23320
  • /49

    $2,895

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 2,286 Sq Ft
    • House for Rent

    427 Las Gaviotas Blvd, Chesapeake, VA 23322

    Highly desirable Las Gaviotas neighborhood located in Grassfield High school district. Golf course views with proximity to shopping, dining, and entertainment. This property won't last long. Please call office at or visit for showing instructions.

    427 Las Gaviotas Blvd, Chesapeake, VA 23322
  • 3424 Brandywine Dr, Chesapeake, VA 23321

    $300,000

    Sold Apr 14, 2026

    3424 Brandywine Dr, Chesapeake, VA 23321

    • 4 Beds
    • 2 Baths
    • 1,276 Sq Ft
    • Built 1976

    Last Sold Summary

    • 8% Below List Price
    • $235/SF
    • 47 Days On Market

    Current Estimated Value $313,116

    Last Listing Agent Andy Nelson Iron Valley Real Estate HR

    3424 Brandywine Dr, Chesapeake, VA 23321
    • /29

      Est $427,444

      Not Listed For Sale

      1131 Sharon Dr, Chesapeake, VA 23320

      • 4 Beds
      • 2 Baths
      • 1,798 Sq Ft
      • Built 1975
      1131 Sharon Dr, Chesapeake, VA 23320

      Last Sold Summary

      • 7 Days On Market

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

  • /46

    $629,900

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

    1910 Briton Ln, Chesapeake, VA 23322

    BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Welcome to your low-maintenance luxury retreat in the sought-after 23322 zip code!! This beautifully designed 4-bedroom, 2.5-bath home offers 2,598 sq ft of stylish, comfortable living with minimal upkeep. The highlight is the exceptional outdoor living space—a 529 sq ft covered, screened patio with premium epoxy flooring for entertaining, outdoor dining,

    Agent Photo

    Kelvin Reed

    Reeds Real Estate LLC

    1910 Briton Ln, Chesapeake, VA 23322
  • /24

    $2,700 Per Month

    • 4 Beds
    • 2.5 Baths
    • House for Rent

    1099 Cascade Blvd, Chesapeake, VA 23324

    Newer property with great layout with open floor plan, 4 bedrooms, 2 full bathrooms and 1st floor powder room. Well maintained home.

    Kristine Comagon Swell Realty Co.

    1099 Cascade Blvd, Chesapeake, VA 23324
  • 508 Bartell Dr, Chesapeake, VA 23322

    $450,000

    Sold Jul 10, 2026

    508 Bartell Dr, Chesapeake, VA 23322

    • 3 Beds
    • 3.5 Baths
    • 2,605 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Above List Price
    • $173/SF
    • 2 Days On Market

    Current Estimated Value $489,102

    Last Listing Agent Kim Mills Kirkby The Real Estate Group

    508 Bartell Dr, Chesapeake, VA 23322
    • /2

      Est $384,109

      Not Listed For Sale

      420 Rock Dr, Chesapeake, VA 23323

      • 3 Beds
      • 2 Baths
      • 1,458 Sq Ft
      • Built 1964
      420 Rock Dr, Chesapeake, VA 23323

  • /34

    $419,900

    $4K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,744 Sq Ft

    1625 Redwing Arcade, Chesapeake, VA 23323

    Welcome to this beautifully maintained home in the highly sought after Cardinal Meadows neighborhood! A bright, open layout designed for comfortable everyday living and effortless entertaining. The kitchen features granite countertops, ample workspace, and flows seamlessly into the main living areas. Natural light throughout creates a warm and inviting atmosphere. Move-in ready and waiting for

    Agent Photo

    Davina Hughes

    Iron Valley Real Est Norfolk

    1625 Redwing Arcade, Chesapeake, VA 23323
  • /13

    $1,595

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,295 Sq Ft
    • Townhouse for Rent

    3446 Bruin Dr, Chesapeake, VA 23321

    Beautiful townhome convenient to schools, shopping, interstates! 2 large bedrooms. Open floor plan. Kitchen has plenty of dining space. Nice sized living room. Deck in fenced back yard.Fireplace is for decorative purposes only and is not to be used. Small pets on a case by case basis $250 refundable pet deposit and $25/month per pet. *650 or higher credit score required*

    3446 Bruin Dr, Chesapeake, VA 23321
  • 223 Wildlife Trace, Chesapeake, VA 23320

    $650,000

    Sold Dec 12, 2025

    223 Wildlife Trace, Chesapeake, VA 23320

    • 5 Beds
    • 2.5 Baths
    • 3,029 Sq Ft
    • Built 2006

    Last Sold Summary

    • $215/SF
    • 90 Days On Market

    Current Estimated Value $670,733

    Last Listing Agent Jill Svete Miller Howard Hanna Real Estate Svcs.

    223 Wildlife Trace, Chesapeake, VA 23320
    • /2

      Est $582,507

      Not Listed For Sale

      2204 Harton Ln, Chesapeake, VA 23323

      • 4 Beds
      • 4 Baths
      • 3,006 Sq Ft
      • Built 2003
      2204 Harton Ln, Chesapeake, VA 23323

  • /45

    $324,900

    • 3 Beds
    • 2 Baths
    • 1,361 Sq Ft

    1513 Wingfield Ave, Chesapeake, VA 23325

    Welcome to 1513 Wingfield Avenue! This spacious ranch-style home in Indian River offers three bedrooms, two full bathrooms, and an additional room off the primary bedroom—great for a home office, sitting room, dressing room, or private retreat. Hardwood floors flow throughout the home, while the updated kitchen provides a fresh and inviting space for everyday living. Outside, enjoy a large

    Agent Photo

    Andy Nelson

    Iron Valley Real Estate HR

    1513 Wingfield Ave, Chesapeake, VA 23325
  • /42

    $4,200 Per Month

    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft
    • House for Rent

    1337 Kidbrooke St, Chesapeake, VA 23322

    Stunning 4-bedroom, 3-bath home in the highly sought-after Hickory School District! This unique corner-lot home features an elegant stone elevation, a fully fenced backyard with lush Bermuda grass, and plenty of space to add a gazebo or create your own outdoor oasis. Inside, enjoy a spacious floor plan with a first-floor bedroom, plus an additional flex room that can serve as a home office,

    Shraddha Shah Small-Shah Residential RE Adv.

    1337 Kidbrooke St, Chesapeake, VA 23322
  • 713 Norman Way, Chesapeake, VA 23322

    $625,000

    Sold May 29, 2026

    713 Norman Way, Chesapeake, VA 23322

    • 4 Beds
    • 2.5 Baths
    • 2,502 Sq Ft
    • Built 1989

    Last Sold Summary

    • $250/SF
    • 30 Days On Market

    Current Estimated Value $623,554

    Last Listing Agent Tori Hanbury BHHS RW Towne Realty

    713 Norman Way, Chesapeake, VA 23322
    • /16

      Est $304,235

      Not Listed For Sale

      3112 Kenelm Dr, Chesapeake, VA 23323

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1969
      3112 Kenelm Dr, Chesapeake, VA 23323

      Last Sold Summary

      • 6 Days On Market

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

  • /13

    $604,900

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    205 Maggie Bell Ln, Chesapeake, VA 23320

    To Be Built - Financing 5.75 rate, low down, NO PMI! Sales center: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with a charming full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living and

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    205 Maggie Bell Ln, Chesapeake, VA 23320
  • /35

    $4,595

    Total Monthly Price

    • 5 Beds
    • 4 Baths
    • 3,952 Sq Ft
    • House for Rent

    948 Forest Lakes Cir, Chesapeake, VA 23322

    This 5-bedroom, 4-bath home offers a spacious layout with thoughtful updates throughout, including a floor plan that's ideal for multi-generational living with a separate living area and private entrance for added flexibility and privacy. The kitchen features ample cabinet space, functional storage solutions, and stainless steel appliances, opening to the main living areas for comfortable

    948 Forest Lakes Cir, Chesapeake, VA 23322
  • 4311 Alvah Martin Way, Chesapeake, VA 23324

    $310,000

    Sold Apr 23, 2026

    4311 Alvah Martin Way, Chesapeake, VA 23324

    • 3 Beds
    • 3 Baths
    • 1,780 Sq Ft
    • Built 2019

    Last Sold Summary

    • $174/SF
    • 45 Days On Market

    Current Estimated Value $310,879

    Last Listing Agent Shaquanna Parris Iron Valley Real Est Norfolk

    4311 Alvah Martin Way, Chesapeake, VA 23324
    • /16

      Not Listed For Sale

      1525 Laurel Ave, Chesapeake, VA 23325

      • 4 Beds
      • 3 Baths
      • 1,972 Sq Ft
      • Built 2005
      1525 Laurel Ave, Chesapeake, VA 23325

      Last Sold Summary

      • 88 Days On Market

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

  • /50

    $1,199,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,714 Sq Ft

    509 Ballahack Rd, Chesapeake, VA 23322

    Welcome home!! 28.18 private acres, 3,714 sq ft, 5 bedrooms, 3.5 updated baths, TWO primary suites, a detached 4-car garage and 20x30 workshop—all in Chesapeake’s sought-after Hickory area?! Yes! Here at 509 Ballahack Rd. Extensively improved inside and out, this one-of-a-kind property delivers the space, flexibility and freedom of country living with modern comfort. Abundant natural light fills

    Agent Photo

    Savannah Goodling

    Long & Foster Real Estate Inc.

    509 Ballahack Rd, Chesapeake, VA 23322
  • /44

    $2,700 Per Month

    • 3 Beds
    • 2 Baths
    • 1,642 Sq Ft
    • House for Rent

    400 Briarfield Dr, Chesapeake, VA 23322

    Team Fusion Real Estate Team Fusion Real Estate LLC

    400 Briarfield Dr, Chesapeake, VA 23322
  • 2024 Finchley Dr Unit 385, Chesapeake, VA 23321

    $325,000

    Sold Nov 21, 2025

    2024 Finchley Dr Unit 385, Chesapeake, VA 23321

    • 3 Beds
    • 2.5 Baths
    • 1,776 Sq Ft
    • Built 2017

    Last Sold Summary

    • $183/SF
    • 27 Days On Market

    Current Estimated Value $316,709

    Last Listing Agent Benjamin Fitzer Keller Williams Town Center

    2024 Finchley Dr Unit 385, Chesapeake, VA 23321
    • /2

      Est $708,286

      Not Listed For Sale

      202 White Dogwood Dr, Chesapeake, VA 23322

      • 4 Beds
      • 3 Baths
      • 2,899 Sq Ft
      • Built 1993
      202 White Dogwood Dr, Chesapeake, VA 23322

  • /2

    $45,000

    • Land
    • 2.15 Acres
    • $20,911 per Acre

    000 Shell Rd, Chesapeake, VA 23323

    Discover 2.15 acres of beautifully wooded residential land tucked away in the Deep Creek area of Chesapeake. This serene parcel offers a peaceful natural setting with mature trees for a long-term investment. The property is currently landlocked with no established road access, and buyers will need to explore access options independently. Property to be sold as-is where-is. Located near the Oak

    Agent Photo

    John Horton

    Samson Properties

    000 Shell Rd, Chesapeake, VA 23323
  • /35

    $2,195

    Total Monthly Price

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

    727 Osborn Ave, Chesapeake, VA 23325

    Renovated and Ready for Move-in! This 3 Bedroom ranch home has been recently updated and renovated with all new flooring throughout, new kitchen appliances, and freshly painted. Lush landscaping surrounds the long driveway, oversized detached garage and open backyard. Available Now! For application criteria and to apply:

    727 Osborn Ave, Chesapeake, VA 23325
  • 3009 Mattox Dr, Chesapeake, VA 23325

    $322,000

    Sold Jan 09, 2026

    3009 Mattox Dr, Chesapeake, VA 23325

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1958

    Last Sold Summary

    • $215/SF
    • 30 Days On Market

    Current Estimated Value $321,571

    Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

    3009 Mattox Dr, Chesapeake, VA 23325
    • /16

      Est $485,659

      Not Listed For Sale

      408 Triton Trace, Chesapeake, VA 23323

      • 4 Beds
      • 2.5 Baths
      • 2,040 Sq Ft
      • Built 1996
      408 Triton Trace, Chesapeake, VA 23323

      Last Sold Summary

      • 28 Days On Market

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

  • /42

    $335,000

    • 3 Beds
    • 1.5 Baths
    • 1,524 Sq Ft

    4504 Greendell Rd, Chesapeake, VA 23321

    Make this your first stop! This beautifully maintained brick ranch in Western Branch offers the perfect combination of comfort, functionality, and outdoor living. Featuring 3 bedrooms, 1.5 bathrooms, spacious living areas, and a well-appointed kitchen, this home is move-in ready and has been exceptionally cared for by its owners. The open layout creates a great flow for everyday living and

    Agent Photo

    Matthew Salway

    Iron Valley Real Estate HR

    4504 Greendell Rd, Chesapeake, VA 23321
  • /11

    $1,200 Per Month

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

    1324 Jackson Ave Unit 2, Chesapeake, VA 23324

    Adorable 2nd floor unit with 2 bedrooms/1 bath located in the South Norfolk neighborhood in Chesapeake. Number 2 is the 2nd floor unit, with 2 bedrooms, living room, 1 full bath, kitchen with refrigerator, electric stove, and eat in area. The front wraparound porch is shared by both apartments. The backyard is the #1 only, and #2 is responsible for maintaining the front lawn. Window A/C units for

    Stephen Summerlin BHHS RW Towne Property Mgmt

    1324 Jackson Ave Unit 2, Chesapeake, VA 23324
  • 2044 Iowa St, Chesapeake, VA 23323

    $415,000

    Sold Dec 22, 2025

    2044 Iowa St, Chesapeake, VA 23323

    • 2,146 Sq Ft
    • Built 1984

    Last Sold Summary

    • $193/SF
    • 37 Days On Market

    Current Estimated Value $428,057

    Last Listing Agent Karen Powell Iron Valley Real Estate HR

    2044 Iowa St, Chesapeake, VA 23323
    • /16

      Est $272,996

      Not Listed For Sale

      413 Cobblewood Bend, Chesapeake, VA 23320

      • 3 Beds
      • 2 Baths
      • 1,191 Sq Ft
      • Built 1986
      413 Cobblewood Bend, Chesapeake, VA 23320

      Last Sold Summary

      • 26 Days On Market

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

  • /50

    $750,000

    $50K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,647 Sq Ft

    915 Shelter Rock Ln, Chesapeake, VA 23322

    Stunning all-brick home offering 5 bedrooms and 4 full bathrooms with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen features abundant cabinetry, generous counter space, and seamless flow into the main living areas. Beautiful hardwood floors and an abundance of natural light create a warm and inviting atmosphere throughout the home. The expansive

    Agent Photo

    Greg Garrett

    Garrett Realty Partners

    915 Shelter Rock Ln, Chesapeake, VA 23322
  • /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
  • 1107 Kings Mill Ct, Chesapeake, VA 23320

    $390,000

    Sold Nov 03, 2025

    1107 Kings Mill Ct, Chesapeake, VA 23320

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1983

    Last Sold Summary

    • $295/SF
    • 18 Days On Market

    Current Estimated Value $390,223

    Last Listing Agent Mike Zimmerman RE/MAX Ultra

    1107 Kings Mill Ct, Chesapeake, VA 23320
    • /2

      Est $752,284

      Not Listed For Sale

      1057 Hillwell Rd, Chesapeake, VA 23322

      • 4 Beds
      • 4 Baths
      • 3,300 Sq Ft
      • Built 2004
      1057 Hillwell Rd, Chesapeake, VA 23322

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