Chesapeake, VA Homes

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  /42

  $725,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,520 Sq Ft

  1209 Cowpens Ct, Chesapeake, VA 23320

  If you can think of it, this house has it! Start with the stunning, heated saltwater pool with a flowing fountain fully surrounded by low maintenance, custom pavers along with pool lights, outdoor bluetooth speakers & multiple glass fire pits. A fully covered brick outdoor cooking area featuring a BBQ & griddle along with 2 retractable awnings, & a private outdoor shower/toilet area complete your

  

  Angela Evans

  Swell Realty Co

  (757) 780-1044

  1209 Cowpens Ct, Chesapeake, VA 23320
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  /88

  Starting at $1,680 Plus Fees

  • 1 - 3 Beds

  2540 Holly Point Blvd, Chesapeake, VA 23325

  Visit Us Today!Holly Point Apartments in Chesapeake, Virginia was planned for inspired living. Every effort has been made to provide you with the best: the best environment, the best amenities the best in all things that make life more pleasurable.Seize your chance to live in one of the premier apartment communities in Chesapeake, VA. Picture coming home every day to the warm embrace of

  Holly Point

  (757) 384-1890

  

  2540 Holly Point Blvd, Chesapeake, VA 23325
• 

  $289,000 Sold Jul 08, 2025

  934 Brigantine Ct, Chesapeake, VA 23320

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1982

  Last Sold Summary

  • $241/SF
  • 61 Days On Market

  Current Estimated Value $279,486

  Last Listing Agent Brian Wurst A Better Way Realty Inc.

  934 Brigantine Ct, Chesapeake, VA 23320
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  /32

  Est $448,286 Not Listed For Sale

  2449 Locks Landing, Chesapeake, VA 23323

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1989

  2449 Locks Landing, Chesapeake, VA 23323

  Last Sold Summary

  • 8% Above List Price
  • $201/SF
  • 3 Days On Market

  • Last Sold Price $415,000
  • Jul 10, 2023

  Last Listing Agent Lauren Bowers White Lightning Real Estate
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  /18

  $579,900 New Construction

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

  Swan Plan, Chesapeake, VA

  

  Classic Design Builders

  Builder

  0 Shell Place St Unit 37905457, Chesapeake, VA
• 

  

  /55

  Starting at $1,917

  Total Monthly Price

  • 1 - 3 Beds

  745 Eden Way N, Chesapeake, VA 23320

  Welcome to the best of resort-style living. Aspire at Towne Place boasts an ideal Chesapeake, Virginia, location, spacious and modern one, two, and three-bedroom apartments, and high-end features and amenities to make every day easier. From gourmet kitchens and plank flooring to a zero-entry swimming pool and sports pub, the homes and community at Aspire at Towne Place have everything you need in

  Aspire at Towne Place

  (757) 979-2589

  

  745 Eden Way N, Chesapeake, VA 23320
• 

  $480,000 Sold Aug 22, 2025

  4125 Lakeview Dr, Chesapeake, VA 23323

  • 4 Beds
  • 4 Baths
  • 2,920 Sq Ft
  • Built 1993

  Last Sold Summary

  • $164/SF
  • 41 Days On Market

  Current Estimated Value $477,751

  Last Listing Agent Marquetta Brown 1st Class Real Estate Norfolk

  4125 Lakeview Dr, Chesapeake, VA 23323
• 

  

  /11

  Est $325,779 Not Listed For Sale

  3404 Port Chambers Ct, Chesapeake, VA 23321

  • 3 Beds
  • 1.5 Baths
  • 1,442 Sq Ft
  • Built 1969

  3404 Port Chambers Ct, Chesapeake, VA 23321

  Last Sold Summary

  • 287% Above List Price
  • $58/SF
  • 42 Days On Market

  • Last Sold Price $84,150
  • May 23, 2013

  Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group
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  /30

  $704,900

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

  3618 Point Elizabeth Dr, Chesapeake, VA 23321

  WOW! Check out this absolutely gorgeous all-brick, two-story home in the highly desirable Point Elizabeth community! This home truly has it all! Meticulously maintained with thoughtful updates throughout, nothing has been left untouched. Enjoy two spacious levels of living, perfect for everyday comfort and entertaining. The stunning kitchen is a showstopper, featuring beautiful white quartz

  

  Kayleigh Jo St. Clair

  Swell Realty Co.

  (757) 909-6106

  3618 Point Elizabeth Dr, Chesapeake, VA 23321
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  /24

  Starting at $1,609 Plus Fees

  • 1 - 2 Beds

  301 Oak Lake Way, Chesapeake, VA 23320

  A premier apartment community in the Greenbrier West neighborhood, ReNew Chesapeake welcomes residents home with views of the community lake and mature trees. Our spacious 1 and 2-bedroom apartment homes offer chef-inspired kitchens, cozy fireplaces, vaulted ceilings, skylights, spa-like bathrooms, and oversized closets.Come home to a fully remodeled apartment featuring wood-like

  ReNew Chesapeake

  (757) 972-7719

  

  301 Oak Lake Way, Chesapeake, VA 23320
• 

  $295,000 Sold Aug 27, 2025

  1108 Santeetlah Ave, Chesapeake, VA 23325

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1959

  Last Sold Summary

  • $236/SF
  • 21 Days On Market

  Current Estimated Value $298,747

  Last Listing Agent Jason Winger Swell Realty Co

  1108 Santeetlah Ave, Chesapeake, VA 23325
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  /39

  Est $897,236 Not Listed For Sale

  326 Greens Edge Dr, Chesapeake, VA 23322

  • 5 Beds
  • 3.5 Baths
  • 3,994 Sq Ft
  • Built 2003

  326 Greens Edge Dr, Chesapeake, VA 23322

  Last Sold Summary

  • 51% Above List Price
  • $149/SF
  • 11 Days On Market

  • Last Sold Price $594,500
  • May 15, 2017

  Last Listing Agent Kathie David Howard Hanna William E. Wood
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  /25

  $239,000 Pending

  • 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

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 655-7895

  2005 Lockard Ave, Chesapeake, VA 23320
• 

  

  /23

  Starting at $1,195 Plus Fees

  • 2 Beds

  2600 Harvard Dr, Chesapeake, VA 23324

  Welcome to Harvard Apartments, a community designed with your needs in mind. Our community offers 2-bedroom layouts, some fully renovated, providing you with the perfect space to call home. Experience modern living and comfort, and explore Harvard Apartments today! Nestled against a wooded setting off Harvard Drive, Harvard Apartments brings you closer to the best of the city while offering a

  Harvard Apartments

  (757) 529-3902

  

  2600 Harvard Dr, Chesapeake, VA 23324
• 

  $625,000 Sold Jan 30, 2026

  4044 Devon Dr, Chesapeake, VA 23321

  • 4 Beds
  • 2.5 Baths
  • 3,072 Sq Ft
  • Built 1994

  Last Sold Summary

  • $203/SF
  • 21 Days On Market

  Current Estimated Value $612,518

  Last Listing Agent Debbie Gutekunst Iron Valley Real Estate HR

  4044 Devon Dr, Chesapeake, VA 23321
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  /16

  Est $305,100 Not Listed For Sale

  505 Amster Ln, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 1,206 Sq Ft
  • Built 1962

  505 Amster Ln, Chesapeake, VA 23323

  Last Sold Summary

  • 92% Above List Price
  • $132/SF
  • 106 Days On Market

  • Last Sold Price $159,000
  • Nov 25, 2013

  Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group
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  /50

  $665,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,693 Sq Ft

  4415 McCaan Quay, Chesapeake, VA 23321

  Welcome home to Miars Plantation, Western Branch, Chesapeake. This gorgeous brick marsh front home features an open floor plan, entry way, formal dining room, gourmet kitchen, eat in kitchen, breakfast bar and pantry. The den has gas fireplace and is wired for surround sound with direct access to screened porch & deck. Formal living room can be used as an office or flex room. Primary suite

  

  Amber McCulloch

  Family First Realty Inc

  (757) 320-1766

  4415 McCaan Quay, Chesapeake, VA 23321
• 

  

  /22

  Starting at $1,652 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. Its buzzing with good vibes and even better people, and youre the missing piece that completes the picture. Join us now!

  Streets of Greenbrier

  (757) 563-1323

  

  929 Wintercress Way, Chesapeake, VA 23320
• 

  $532,500 Sold Sep 24, 2025

  904 Will Scarlet Way, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • Built 1996

  Last Sold Summary

  • $242/SF
  • 33 Days On Market

  Current Estimated Value $520,868

  Last Listing Agent Brian Wurst A Better Way Realty Inc.

  904 Will Scarlet Way, Chesapeake, VA 23322
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  /27

  Est $245,611 Not Listed For Sale

  1800 Westgate St, Chesapeake, VA 23324

  • 4 Beds
  • 1 Bath
  • 1,308 Sq Ft
  • Built 1952

  1800 Westgate St, Chesapeake, VA 23324

  Last Sold Summary

  • 2% Above List Price
  • $183/SF
  • 14 Days On Market

  • Last Sold Price $240,000
  • Dec 06, 2024

  Last Listing Agent Kelly Henson RE/MAX
• 

  

  /44

  $433,000

  • 3 Beds
  • 2.5 Baths
  • 2,199 Sq Ft

  617 Prince Andrew Ct, Chesapeake, VA 23320

  Meticulously cared for by its original owner, this 3-bed, 2.5 bedroom split-level home offers 2170 sq feet and thoughtful updates throughout. Major improvements within the past 2 years include new HVAC, carpeting, and epoxy garage flooring. Downstairs is beautifully refreshed with new LVP, updated stairs, and fully remodeled bathroom last year. Detached workshop out back, complete with solar

  

  Sarah Martin

  1st Class Real Estate Flagship

  (757) 798-7274

  617 Prince Andrew Ct, Chesapeake, VA 23320
• 

  

  /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
• 

  $703,000 Sold Apr 22, 2026

  1101 Fairway Dr, Chesapeake, VA 23320

  • 4 Beds
  • 4 Baths
  • 3,630 Sq Ft
  • Built 1989

  Last Sold Summary

  • 5% Above List Price
  • $194/SF
  • 23 Days On Market

  Current Estimated Value $667,506

  Last Listing Agent Gayle Upchurch BHHS RW Towne Realty

  1101 Fairway Dr, Chesapeake, VA 23320
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  /2

  Est $374,379 Not Listed For Sale

  1346 Cypress Place, Chesapeake, VA 23320

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Built 1979

  1346 Cypress Place, Chesapeake, VA 23320

  Last Sold Summary

  • 7% Below List Price
  • $235/SF

  • Last Sold Price $351,000

  Last Listing Agent Stephen Simmons Creed Realty
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  /36

  $389,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,685 Sq Ft

  428 Rock Dr, Chesapeake, VA 23323

  Welcome to this 4-bedroom, 2-bathroom classic brick ranch in the Deep Creek part of Chesapeake. Inside, you'll find new laminate flooring throughout and a functional layout featuring a formal dining room and comfortable living space with a wood burning fireplace. Major upgrades include a brand-new HVAC system and ductwork, an updated hall bathroom, and a new refrigerator, making this home truly

  

  Kevin Keogh

  BHHS RW Towne Realty

  (757) 835-3702

  428 Rock Dr, Chesapeake, VA 23323
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  /45

  Starting at $1,250 Plus Fees

  • 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
• 

  $421,900 Sold Aug 28, 2025

  4938 Breck Ln, Chesapeake, VA 23321

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft
  • Built 2025

  Last Sold Summary

  • $206/SF
  • 60 Days On Market

  Last Listing Agent Angela McCaskill Corinth Realty LLC

  4938 Breck Ln, Chesapeake, VA 23321
• 

  

  /18

  Est $285,525 Not Listed For Sale

  1218 Mill Stream Way, Chesapeake, VA 23320

  • 3 Beds
  • 1.5 Baths
  • 1,240 Sq Ft
  • Built 1984

  1218 Mill Stream Way, Chesapeake, VA 23320

  Last Sold Summary

  • 1% Below List Price
  • $233/SF
  • 5 Days On Market

  • Last Sold Price $289,000
  • Dec 27, 2024

  Last Listing Agent Michael Loomis ERA Woody Hogg & Assoc
• 

  

  /20

  $249,990 Pending

  • 3 Beds
  • 1 Bath
  • 1,019 Sq Ft

  200 Velva Dr, Chesapeake, VA 23325

  This 3-bedroom, 1-bath single-family home sits in a well-established Chesapeake neighborhood with fresh carpet in the bedrooms and a functional layout that works for everyday living. The standout feature is the oversized detached garage — a rare find that offers real flexibility for parking, storage, hobbies, or a workshop. The surrounding yard gives you plenty of outdoor space to work with.

  

  Jake Maines

  Iron Valley Real Estate HR

  (757) 960-3446

  200 Velva Dr, Chesapeake, VA 23325
• 

  

  /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
• 

  $411,000 Sold Jun 16, 2025

  313 Rio Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • Built 1992

  Last Sold Summary

  • $208/SF
  • 18 Days On Market

  Current Estimated Value $423,603

  Last Listing Agent Kelly May Howard Hanna Real Estate Svcs.

  313 Rio Dr, Chesapeake, VA 23322
• 

  /2

  Est $585,286 Not Listed For Sale

  1556 Pine Grove Ln, Chesapeake, VA 23321

  • 5 Beds
  • 3 Baths
  • 3,050 Sq Ft
  • Built 1990

  1556 Pine Grove Ln, Chesapeake, VA 23321

  Last Sold Summary

  • 4% Below List Price
  • $185/SF

  • Last Sold Price $565,000

  Last Listing Agent Mary Lou Fleisher M K Joyce Realty, Inc
• 

  

  /37

  $429,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  1733 Fortune Terrace, Chesapeake, VA 23323

  LIKE-NEW 3-story townhouse in DESIRABLE BRYAN’S COVE neighborhood w/ TOP RATED SCHOOLS. Built in 2022 & still feels brand NEW! 3BR, 2.5 BATH, plus EXTRA 1st FLOOR ROOM (home office, gym, lounge, or a MAN CAVE), spacious 2-car garage. 2nd floor: open, modern kitchen with tall soft-close cabinets, granite countertops, large island, spacious pantry, & access to a wide balcony. Upstairs, you’ll FALL

  

  Val Milan

  Swell Real Estate Co

  (757) 384-1217

  1733 Fortune Terrace, Chesapeake, VA 23323
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  /29

  Starting at $1,348 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
• 

  $390,000 Sold Nov 13, 2025

  412 Prince Phillip Ct, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 1998

  Last Sold Summary

  • $200/SF
  • 35 Days On Market

  Current Estimated Value $388,006

  Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

  412 Prince Phillip Ct, Chesapeake, VA 23320
• 

  /2

  Est $256,519 Not Listed For Sale

  920 Ketch Ct, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1983

  920 Ketch Ct, Chesapeake, VA 23320

  Last Sold Summary

  • 21% Below List Price
  • $207/SF

  • Last Sold Price $212,000

  Last Listing Agent Ana Ron ANR Realty
• 

  

  /39

  $319,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,301 Sq Ft

  1262 Mill Lake Quarter, Chesapeake, VA 23320

  End unit townhome in the Greenbrier area of Chesapeake with lake views and walking trails right outside your backyard. Ideally located just minutes from everything Greenbrier has to offer, including shopping, dining, major commuter routes, and Chesapeake’s new downtown at Summit Pointe. This 2-bedroom, 2.5-bath home offers a functional layout with large bedrooms, each with its own en suite bath.

  

  Andy Nelson

  Iron Valley Real Estate HR

  (757) 272-1446

  1262 Mill Lake Quarter, Chesapeake, VA 23320
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  /42

  Starting at $1,655

  Total Monthly Price

  • 1 - 3 Beds

  1150 Volvo Pkwy, 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

  

  1150 Volvo Pkwy, Chesapeake, VA 23320
• 

  $215,000 Sold Jul 15, 2025

  1816 Long Ridge Rd, Chesapeake, VA 23322

  • 4 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • Built 1956

  Last Sold Summary

  • $157/SF
  • 31 Days On Market

  Current Estimated Value $224,740

  Last Listing Agent Rodney Williams True Realty Inc.

  1816 Long Ridge Rd, Chesapeake, VA 23322
• 

  

  /40

  Est $419,657 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

  • 12% Above List Price
  • $124/SF
  • 7 Days On Market

  • Last Sold Price $375,000
  • Dec 20, 2024

  Last Listing Agent Ann Hineline Shaheen Ruth Martin & Fonville

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