96,934

Chesapeake, VA Homes

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  • /20

    $314,999

    • 4 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    1602 Willow Ave, Chesapeake, VA 23325

    Welcome home to this beautifully updated 3-bedroom, 1.5-bath property offering the perfect blend of comfort, style, and space. Fresh paint throughout, newer LVP flooring, and updated kitchen and bathrooms give this home a modern feel while maintaining warmth and charm. Enjoy multiple living and dining areas that provide plenty of room for entertaining, relaxing, or everyday living. The spacious

    Agent Photo

    Jessica Lewis

    Iron Valley Real Estate HR

    (757) 720-4698

    1602 Willow Ave, Chesapeake, VA 23325
  • /22

    Starting at $1,704 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
  • 120 Cedar Rd, Chesapeake, VA 23322

    $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 $606,962

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

    120 Cedar Rd, Chesapeake, VA 23322
    • /40

      Est $415,564

      Not Listed For Sale

      1732 2nd St, Chesapeake, VA 23324

      • 4 Beds
      • 4 Baths
      • 3,015 Sq Ft
      • Built 1972
      1732 2nd St, Chesapeake, VA 23324

      Last Sold Summary

      • 7 Days On Market

  • /38

    $299,000

    $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1002 Mayfield Ave, Chesapeake, VA 23324

    This magazine cover worthy home can be YOURS! Welcome to this gorgeously remodeled from top to bottom 2BR/2BA house. It has EVERYTHING you've been searching for: open concept layout, with large windows, new luxury LVP flooring throughout, light fixtures, custom tile work, freshly painted, you name it! Completely NEW spacious chef’s kitchen shines with expensive QUARTZ countertops, large island

    Agent Photo

    Val Milan

    Swell Real Estate Co

    (757) 832-8163

    1002 Mayfield Ave, Chesapeake, VA 23324
  • /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
  • 1503 Mulligan Ct, Chesapeake, VA 23322

    $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 $564,181

    Last Listing Agent Betsy Thompson The Agency

    1503 Mulligan Ct, Chesapeake, VA 23322
    • /2

      Est $346,199

      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

  • /22

    $285,000

    • 2 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    1507 Hambledon Loop, Chesapeake, VA 23320

    Beautiful home in the desirable Brighton Park at Greenbrier. Incredible location right at Virginia Beach city line. This home has a private feel with ample natural light. Two suites each with walk-in closets. Private patio and shed. Amenities include two community pools and beautiful landscaping. Water, sewer and trash included. Call for your private showing.

    Agent Photo

    John West

    Haworth Realty LLC

    (757) 356-6358

    1507 Hambledon Loop, Chesapeake, VA 23320
  • /45

    Starting at $1,278

    Total Monthly Price

    • 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
  • 3109 Taylorwood Ct, 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 $373,180

    Last Listing Agent Kelly May Howard Hanna Real Estate Svcs.

    3109 Taylorwood Ct, Chesapeake, VA 23321
    • /15

      Est $298,287

      Not Listed For Sale

      708 Vellines Ave, Chesapeake, VA 23324

      • 3 Beds
      • 1.5 Baths
      • 1,351 Sq Ft
      • Built 1960
      708 Vellines Ave, Chesapeake, VA 23324

      Last Sold Summary

      • 138 Days On Market

  • /18

    $579,900

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

    Swan Plan, Chesapeake, VA

    Builder Photo

    Classic Design Builders

    Builder

    0 Shell Place St Unit 37905457, Chesapeake, VA
  • /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
  • 701 Meherrin River Ct Unit D, Chesapeake, VA 23320

    $215,000

    Sold May 20, 2026

    701 Meherrin River Ct Unit D, Chesapeake, VA 23320

    • 2 Beds
    • 2 Baths
    • 989 Sq Ft
    • Built 1990

    Last Sold Summary

    • 5% Below List Price
    • $217/SF
    • 34 Days On Market

    Last Listing Agent Marlan Church Creed Realty

    701 Meherrin River Ct Unit D, Chesapeake, VA 23320
    • /13

      Est $463,538

      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

      • 73 Days On Market

  • /25

    $263,000

    $2K PRICE DROP Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,144 Sq Ft

    1614 Willow Point Arch, Chesapeake, VA 23320

    Move in ready home in Chesapeake featuring fresh interior paint, new carpet, new laminate flooring, and a new electric fireplace that adds a modern touch to the main living area. Kitchen offers new countertops along with ample cabinet and prep space. Functional floor plan provides comfortable everyday living with easy access to shopping, dining, parks, and major interstates. A great opportunity

    Agent Photo

    Jacob Bronk

    Own Real Estate LLC

    (757) 347-8127

    1614 Willow Point Arch, Chesapeake, VA 23320
  • /29

    Starting at $1,365 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
  • 1134 Mill Lake Quarter, 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 $394,785

    Last Listing Agent Zachary Lewis Keller Williams Realty Twn Ctr

    1134 Mill Lake Quarter, Chesapeake, VA 23320
    • /5

      Est $263,686

      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 Days On Market

  • /45

    $644,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    941 Painted Lady Place, Chesapeake, VA 23323

    This home shows pride of ownership located in sought after Grassfield area! This spacious 4 bedroom, 2.5 bath home offers an open & inviting layout filled w/ natural light. The first floor features an eat in kitchen open to the living room, formal dining area, guest half bath, & a flexible sitting room can be used for a home office, playroom, or study. Upstairs you'll find a large primary suite

    Agent Photo

    Mary Barclay

    Swell Realty Co.

    (757) 699-4583

    941 Painted Lady Place, Chesapeake, VA 23323
  • /39

    Starting at $1,832

    Total Monthly Price

    • 1 - 3 Beds

    1140 Ivystone Square, 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

    1140 Ivystone Square, Chesapeake, VA 23320
  • 315 Diamond Ave, Chesapeake, VA 23323

    $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 $335,971

    Last Listing Agent Sarah Wood Bigler Creed Realty

    315 Diamond Ave, Chesapeake, VA 23323
    • /26

      Est $350,991

      Not Listed For Sale

      545 Trent Ave, Chesapeake, VA 23323

      • 3 Beds
      • 1 Bath
      • 1,738 Sq Ft
      • Built 1962
      545 Trent Ave, Chesapeake, VA 23323

      Last Sold Summary

      • 6 Days On Market

  • /33

    $674,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,000 Sq Ft

    3618 Point Elizabeth Dr, Chesapeake, VA 23321

    Experience refined living in this exceptional Western Branch residence. Boasting over 3,000 sq ft, this fully turnkey home blends elegance and comfort at every turn. The heart of the home is a breathtaking 10x5 imported quartz island—an unforgettable centerpiece designed for elevated entertaining and everyday luxury. The open-concept design flows seamlessly into a custom fireplace with built-ins,

    Agent Photo

    Kayleigh Jo St. Clair

    Swell Realty Co.

    (757) 909-6106

    3618 Point Elizabeth Dr, Chesapeake, VA 23321
  • /45

    Starting at $1,085

    Total Monthly Price

    • 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!

    Taylor Pointe Apartments

    (757) 384-9245

    3245 Meadows Way, Chesapeake, VA 23321
  • 459 Sawyers Mill Crossing, Chesapeake, VA 23323

    $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 $612,202

    Last Listing Agent Judy Reed Judy Reed Realty

    459 Sawyers Mill Crossing, Chesapeake, VA 23323
    • /14

      Est $313,103

      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

      • 45 Days On Market

  • /25

    $239,000

    • 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

    Agent Photo

    Katie Burke

    Long & Foster Real Estate Inc.

    (757) 655-7895

    2005 Lockard Ave, Chesapeake, VA 23320
  • /18

    Starting at $1,766 Plus Fees

    • 1 - 3 Beds

    124 Fairwind Dr, Chesapeake, VA 23320

    Welcome home to Pillars at Great Bridge!

    Pillars at Great Bridge

    (757) 337-6475

    124 Fairwind Dr, Chesapeake, VA 23320
  • /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
    • /22

      Est $268,603

      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

      • 29 Days On Market

  • /28

    $220,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    416 Keith Ct, Chesapeake, VA 23325

    Welcome home to this adorable 3-bedroom brick ranch offering classic charm and everyday comfort! Inside, you’ll find timeless hardwood floors and a cozy eat-in kitchen perfect for casual dining and gathering. Conveniently located with quick access to the interstate, Greenbrier, shopping, dining, and area highlights, this home makes commuting and everyday errands a breeze. Whether you’re searching

    Agent Photo

    Davina Hughes

    Iron Valley Real Est Norfolk

    (757) 384-1733

    416 Keith Ct, Chesapeake, VA 23325
  • /40

    Starting at $1,610 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
  • 3221 Sybilla St, Chesapeake, VA 23323

    $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 $542,424

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

    3221 Sybilla St, Chesapeake, VA 23323
    • /2

      Est $367,205

      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

  • /36

    $269,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,313 Sq Ft

    1414 Loose Strife Place, Chesapeake, VA 23320

    Beautifully remodeled 3BR/2BA home is ready for its new owner! Bright, open, spacious, this two-story home offers the kind of layout that feels impressive the moment you walk in. Two-story foyer, high ceilings, skylights, large windows, and open living/dining area create a light and airy feel throughout. Home was refreshed in 2026 with new water heater, new flooring on both levels, finished walls

    Agent Photo

    Val Milan

    Swell Real Estate Co

    (757) 792-8814

    1414 Loose Strife Place, Chesapeake, VA 23320
  • /8

    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
  • 1000 Lil Walnut Ln, Chesapeake, VA 23320

    $525,000

    Sold Feb 02, 2026

    1000 Lil Walnut Ln, Chesapeake, VA 23320

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft
    • Built 2008

    Last Sold Summary

    • $181/SF
    • 143 Days On Market

    Current Estimated Value $531,167

    Last Listing Agent Tommy Holland The Real Estate Group

    1000 Lil Walnut Ln, Chesapeake, VA 23320
    • /17

      Est $333,433

      Not Listed For Sale

      1441 Salton Dr, Chesapeake, VA 23325

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1956
      1441 Salton Dr, Chesapeake, VA 23325

      Last Sold Summary

      • 71 Days On Market

Showing Results 81 - 120, Page 3 of 18

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