Chesapeake, VA Real Estate & Homes For Sale

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677 homes

  • 2009 Benefit Rd, Chesapeake, VA 23322
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    NEW - 5 HRS AGO7.59 ACRES
    $375,000
    2009 Benefit Rd,
    Chesapeake, VA 23322
  • 1073 Shillelagh Rd, Chesapeake, VA 23323
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    NEW - 7 HRS AGONEW CONSTRUCTION13.6 ACRES
    $599,900
    1073 Shillelagh Rd,
    Chesapeake, VA 23323
  • 3508 Collins Blvd, Chesapeake, VA 23321
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    NEW - 7 HRS AGO
    $354,700
    3bd
    2ba
    1,315 sqft
    3508 Collins Blvd,
    Chesapeake, VA 23321
  • 1441 Titchfield Dr, Chesapeake, VA 23320
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    NEW - 8 HRS AGO
    $268,000
    2bd
    3ba
    1,350 sqft
    1441 Titchfield Dr,
    Chesapeake, VA 23320
  • The Williams Plan in Shillelagh Woods, Chesapeake, VA 23323
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    NEW CONSTRUCTION
    $704,900+
    4bd
    3ba
    2,326 sqft
    The Williams Plan in Shillelagh Woods,
    Chesapeake, VA 23323
  • 305 Velva Dr, Chesapeake, VA 23325
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    NEW - 11 HRS AGO
    $280,000
    3bd
    2ba
    1,125 sqft
    305 Velva Dr,
    Chesapeake, VA 23325
  • 219 Douglas Ave, Chesapeake, VA 23323
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    NEW - 11 HRS AGO
    $229,000
    2bd
    1ba
    780 sqft
    219 Douglas Ave,
    Chesapeake, VA 23323
  • 318 Lancing Way, Chesapeake, VA 23323
    NEW - 13 HRS AGO0.64 ACRES
    $539,000
    4bd
    3ba
    2,650 sqft (on 0.64 acres)
    318 Lancing Way,
    Chesapeake, VA 23323
  • 307 Cheshire Forest Dr, Chesapeake, VA 23322
    NEW - 13 HRS AGO0.3 ACRES
    $660,000
    5bd
    4ba
    2,965 sqft (on 0.30 acres)
    307 Cheshire Forest Dr,
    Chesapeake, VA 23322
  • 1000 Lil Walnut Ln, Chesapeake, VA 23320
    NEW - 13 HRS AGO
    $549,000
    4bd
    3ba
    2,900 sqft
    1000 Lil Walnut Ln,
    Chesapeake, VA 23320
  • 705 Windy Rd, Chesapeake, VA 23325
    NEW - 14 HRS AGO
    $163,000
    3bd
    1ba
    875 sqft
    705 Windy Rd,
    Chesapeake, VA 23325
  • 1415 Hambledon Loop, Chesapeake, VA 23320
    NEW - 14 HRS AGO
    $269,900
    2bd
    3ba
    1,338 sqft
    1415 Hambledon Loop,
    Chesapeake, VA 23320
  • 1309 Chesapeake Ave, Chesapeake, VA 23324
    NEW - 15 HRS AGO
    $325,000
    4bd
    3ba
    2,346 sqft
    1309 Chesapeake Ave,
    Chesapeake, VA 23324
  • 1114 Fontana Ave, Chesapeake, VA 23325
    NEW - 16 HRS AGO
    $365,000
    4bd
    3ba
    1,814 sqft
    1114 Fontana Ave,
    Chesapeake, VA 23325
  • 1056 Trestle Way, Chesapeake, VA 23324
    NEW - 16 HRS AGO
    $320,000
    3bd
    3ba
    1,443 sqft
    1056 Trestle Way,
    Chesapeake, VA 23324
  • 1605 Estuary Ct, Chesapeake, VA 23323
    NEWOPEN SAT, 12-4PM
    $620,000
    4bd
    3ba
    2,478 sqft
    1605 Estuary Ct,
    Chesapeake, VA 23323
  • Urbanna Plan in Legacy 168, Chesapeake, VA 23322
    NEW CONSTRUCTION
    $479,900+
    4bd
    4ba
    2,105 sqft
    Urbanna Plan in Legacy 168,
    Chesapeake, VA 23322
  • 511 Marc Smiley Rd, Chesapeake, VA 23324
    NEW - 1 DAY AGO
    $289,000
    2bd
    3ba
    1,442 sqft
    511 Marc Smiley Rd,
    Chesapeake, VA 23324
  • 912 Stern Way, Chesapeake, VA 23323
    NEW - 1 DAY AGO
    $418,000
    3bd
    4ba
    2,339 sqft
    912 Stern Way,
    Chesapeake, VA 23323
  • 4231 Meander Way, Chesapeake, VA 23321
    NEW - 1 DAY AGONEW CONSTRUCTION
    $359,990
    3bd
    3ba
    1,765 sqft
    4231 Meander Way,
    Chesapeake, VA 23321
  • 604 Dupree Ln, Chesapeake, VA 23324
    NEW - 1 DAY AGO
    $369,900
    4bd
    4ba
    2,034 sqft
    604 Dupree Ln,
    Chesapeake, VA 23324
  • 600 Jordan Trce, Chesapeake, VA 23323
    NEW - 1 DAY AGO
    $495,000
    4bd
    3ba
    2,650 sqft
    600 Jordan Trce,
    Chesapeake, VA 23323
  • 2207 Jolliff Landing Pkwy, Chesapeake, VA 23321
    NEW - 1 DAY AGONEW CONSTRUCTION
    $537,900
    4bd
    3ba
    2,454 sqft
    2207 Jolliff Landing Pkwy,
    Chesapeake, VA 23321
  • 2003 Stalham Rd, Chesapeake, VA 23324
    NEW - 1 DAY AGO
    $350,000
    4bd
    3ba
    1,793 sqft
    2003 Stalham Rd,
    Chesapeake, VA 23324
  • 940 Unicorn Trl, Chesapeake, VA 23322
    NEW - 1 DAY AGO3.91 ACRES
    $675,000
    4bd
    3ba
    3,016 sqft (on 3.91 acres)
    940 Unicorn Trl,
    Chesapeake, VA 23322
  • 1530 Bankbury Way, Chesapeake, VA 23322
    NEW - 1 DAY AGO
    $1,825,000
    4bd
    6ba
    6,407 sqft
    1530 Bankbury Way,
    Chesapeake, VA 23322
  • 416 Dundee Ln, Chesapeake, VA 23322
    NEW - 1 DAY AGO
    $472,883
    3bd
    3ba
    2,510 sqft
    416 Dundee Ln,
    Chesapeake, VA 23322
  • 1609 Shillelagh Rd, Chesapeake, VA 23323
    NEW - 2 DAYS AGO9.23 ACRES
    $325,000
    1609 Shillelagh Rd,
    Chesapeake, VA 23323
  • 406 Faire Chase, Chesapeake, VA 23322
    NEW - 2 DAYS AGO
    $289,000
    2bd
    3ba
    1,240 sqft
    406 Faire Chase,
    Chesapeake, VA 23322
  • 4141 Airline Blvd, Chesapeake, VA 23321
    NEW - 2 DAYS AGO
    $305,000
    4bd
    2ba
    1,800 sqft
    4141 Airline Blvd,
    Chesapeake, VA 23321
  • 5040 Queen St, Chesapeake, VA 23321
    0.33 ACRES
    $329,000
    4bd
    2ba
    1,320 sqft (on 0.33 acres)
    5040 Queen St,
    Chesapeake, VA 23321
  • 2201 Penryth Ct, Chesapeake, VA 23323
    0.28 ACRES
    $580,000
    5bd
    3ba
    3,045 sqft (on 0.28 acres)
    2201 Penryth Ct,
    Chesapeake, VA 23323
  • The Henderson Plan in Sanderson Estates, Chesapeake, VA 23322
    NEW CONSTRUCTION
    $774,900+
    3bd
    3ba
    2,606 sqft
    The Henderson Plan in Sanderson Estates,
    Chesapeake, VA 23322

Chesapeake, VA Real Estate Trends

Learn about the Chesapeake, VA housing market through trends and averages.

Affordability of Living in Chesapeake, VA

The median home value is $388,045
MonthMedian home value
April 2023$372k
May 2023$375k
June 2023$378k
July 2023$381k
August 2023$383k
September 2023$384k
October 2023$385k
November 2023$385k
December 2023$384k
January 2024$384k
February 2024$386k
March 2024$388k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Chesapeake, VA, by Home Size

Currently, there are 106 new listings and 677 homes for sale in Chesapeake.
Home SizeHome Value*
1 bedroom (See homes)$185,195
2 bedrooms (56 homes)$241,212
3 bedrooms (159 homes)$323,186
4 bedrooms (302 homes)$469,985
*Home value over the past month

Explore Neighborhoods in Chesapeake, VA

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Neighborhood stats provided by third party data sources.

What Locals Say about Chesapeake

  • Gabrielle Falu
    "There’s a lot of dogs in the neighborhood, so if you’re allergic this might not be the neighborhood for you"
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  • Tyreed777
    "i’ve loved in this neighborhood for about 20 years. i love this neighborhood, it’s relatively quiet and i love going on walks around the neighborhood. everyone is friendly!"
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  • Colpotitoli
    "Nice safe clean friendly close to all shopping center urgent care and other hospitals are very close "
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  • Trulia User
    "the Christmas parade. it's a major area event and people put chairs out to hold a space as early as Thanksgiving. there is a park by the waterway with lots of bird eildlufr, fishing and crabbing"
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  • CL
    "I’ve lived here for 7 months and haven’t heard of any community events, but neighbors are pretty friendly. "
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  • Trulia User
    "Kid friendly , lots of libraries and activities, lots of families, sidewalks are plentiful, everything you need is a close drive. "
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  • Shirleecamaquin
    "Nice sometimes quiet. Area is about a 10-15 driving distance from a lot of places. Nice community. Beautiful Victorian houses."
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  • Trulia User
    "All dogs and people are welcomed it is a very friends clean and quiet neighborhood best place to be "
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  • Trulia User
    "Grew up here and 20 years later I am finding that I want to be and stay here. just a good community feel overall."
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  • Trulia User
    "I have lived in the neighborhood for almost six years. Many of the neighbors are friendly and we've always felt welcomed. Our next door neighbors have always looked put for us and we've had several new families with children move into the neighborhood over the past several years, which has been great! We would love to see a new family scoop up this house and join the neighborhood!"
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  • Trulia User
    "big fence in yards, great people who love dogs and animals in general. streets have sidewalks so when you walk your dog you hace plenty of room to walk, and no need to worry about neighborhood traffic "
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  • Trulia User
    "Everyone is very friendly. And everything that you may need, its right around the corner, including the interstate. Right in the middle of Chesapeake, the heart of Virginia. "
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  • Trulia User
    "There are always dogs being walked and playing in the field by my apartment with their owners. It is a very dog friendly area and the owners are polite and kind and courteous of other dogs as well as people who live around here without dogs. "
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  • Trulia User
    "The character of the homes and the friendliness of the neighbors. It’s quiet and there’s a strong sense of pride in home ownership. "
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  • Trulia User
    "Community block parties and garage sales. Everyone keeps and eye out for each other on the street and each others homes. People frequent the same local restaurants together."
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  • Trulia User
    "The neighborhood seasonal parties and joint garage sales. Community parades and celebrations including famed from Hickory High School. Farmer markets are available. Charity activities are also done."
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  • Trulia User
    "Great community, Friendly , quiet , kid friendly. Lived here all of my life and have never had issues or problems. "
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  • Trulia User
    "Great place to live with everything you need within 10 minutes. Mall, groceries, home improvement, vet, restaurants and more. "
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  • Trulia User
    "We had lived in the neighborhood for a few years and are currently looking again in the neighborhood. always felt safe. "
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  • C. Deane
    "There are many schools in the neighborhood, for various age ranges. The area around Freeman Ave is very quiet, and subdued. It's a very nice place to live. "
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  • Trulia User
    "That it’s a safe neighborhood for Children and very low crime … great neighborhood to live in and attend school"
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  • Trulia User
    "I lived in this neighborhood for two years now. The Folks are very friendly. The neighborhood is very pet friendly and well suited for family."
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  • Trulia User
    "We have neighborhood activities. We have soup kitchens for those in need. We have recreational centers. We have a neighborhood library. We have little businesses with amazing food and shops to buy things in"
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  • Trulia User
    "I've lived here and love it I would recommend everyone to live here .I'm so ready To live in this area again "
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  • Trulia User
    "Some bark constantly due to being left outside often early morning and later evening but everywhere most pick up after their dog but you have the exception "
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  • Trulia User
    "The park is amazing to take your children to. There are plenty of sidewalk areas if you like to take a walk around the area or jog too. 🙂"
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  • Trulia User
    "There are no events at our apartment complex or the 2 next to ours. The mall is dieing. I do love the craft fair at the park. I hope next year it is bigger with more information on what our city has to offer. I miss the pow wows the park had. it is a good reminder of the Native American heritage. "
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  • Trulia User
    "Lots of other dogs, friendly kids that shows lots of love. Neighbors are welcoming and everyone mostly looks out for one another "
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  • Trulia User
    "People walk their dogs all the time around here. They are courteous to pick up after them & keep them on a leash. . Friendly dog loving neighbors. "
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  • Trulia User
    "The area is quiet. Don’t see many kids out playing in the area. Everything I needs is mostly in the area."
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  • Trulia User
    "Just use caution like you would any where else, but it feels pretty safe here. it's pretty nice around here"
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  • Trulia User
    "it's a loving,caring community that looks out for each other and helps build ppl up not tear each other down "
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  • Trulia User
    "Everyone in South Norfolk treat each other like family, so helpful and caring. Kids play outside, public transportation is available. Stores and public places near by, nice parks for kids. Lived in South Norfolk all my life. "
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  • Trulia User
    "The neighborhood is very dog friendly and they also have breeders available to. Plenty of dog parks."
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  • Trulia User
    "You see people always walking their dogs throughout the neighborhood. There are a lot of pet owners here in Great Bridge."
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  • Trulia User
    "My neighborhood is full of kind retired people mixed with some families. Quiet neighborhood with the kind of people you can feel safe living around and keep their yards up."
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  • Trulia User
    "Beautiful community to live in quiet neighborhood great place to raise kids everything is close by beach is minutes away"
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  • Trulia User
    "normal. I've learned to watch bridge lift schedules and busy times are normal. 7-9 am is busy but moves 4-6pm is busy but moves. "
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  • Natenumber5
    "There are plenty of bus stops along the main road. Not far from the I64, I264, interchange, which allows for a sub 30 min drive to any shipyard. Perfect location for anyone in a trade or the military."
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  • Pgmjulie
    "Long commutes, heavy traffic. Traffic heavy on weekend too.. yards must be well maintained. Lots of golf carts roam the neighborhood. Be prepared to share yard and common area with neighbors but not the work or expense."
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