Chesapeake, VA Homes

• 

  

  

  /4

  $250,000 Under Contract

  • Land
  • 0.4 Acre
  • $625,000 per Acre

  0.4AC Flintfield Crescent, Chesapeake, VA 23321

  Build your dream home on this beautiful .4-acre mostly cleared lot with stunning views of the Elizabeth River. Located in the established Colonial Point neighborhood, this rare waterfront property offers a peaceful setting with convenient access to nearby amenities. Whether you're envisioning a custom estate or a tranquil retreat, this lot provides the perfect canvas with water access and scenic

  

  Greg Garrett

  Garrett Realty Partners

  (757) 997-7650

  0.4AC Flintfield Crescent, Chesapeake, VA 23321
• 

  

  

  /4

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • House for Rent

  958 Poplar Ave, Chesapeake, VA 23323

  Welcome to this charming 3-bedroom, 2-bathroom home located in the vibrant city of Chesapeake, VA. This property boasts a range of modern amenities designed to enhance your living experience. Stay cool during the summer months with the central AC system, and enjoy the convenience of ample storage space provided by the storage shed. The home also features new LVP flooring, adding a touch of

  Matthew Fisher CENTURY 21 Nachman Realty

  958 Poplar Ave, 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

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, Chesapeake, VA 23323
• 

  

  

  /14

  Est $311,937 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,286 Sq Ft

  312 Gale Ave, Chesapeake, VA 23323

  312 Gale Ave, Chesapeake, VA 23323
• 

  

  

  /46

  $417,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  417 Heartfield Dr, Chesapeake, VA 23322

  Modern Living Meets Everyday Comfort!This stunning 3-bed, 2.5-bath townhouse-style condo, built in 2019, still feels brand new! Enjoy a first-floor primary suite, open-concept layout, and a finished bonus room over the garage—perfect for an office, gym, or man cave. The kitchen offers bar seating, stainless appliances, a pantry, and a walk-in attic for storage. Relax in your private fenced

  

  Dycallon James

  Keller Williams Town Center

  (757) 859-9339

  417 Heartfield Dr, Chesapeake, VA 23322
• 

  

  /45

  $1,124 - $1,899 per month

  Taylor Pointe Apartments

  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!

  3245 Meadows Way, Chesapeake, VA 23321
• 

  $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 $523,233

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

  3221 Sybilla St, Chesapeake, VA 23323
• 

  /2

  Est $373,079 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  4001 Cedar Grove Crescent, Chesapeake, VA 23321
• 

  

  /27

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,877 Sq Ft

  3032 Barn Way, Chesapeake, VA 23323

  Tucked away on a quiet dead end street with a cul-de-sac, 3032 Barn Way welcomes you home. The flexible layout offers the option of a first-floor primary suite with full bath. There is also a dining room with a closet and therefore counts as a bedroom per city tax records. Nestled in Old Mill Landing, this established neighborhood has no monthly fees. It's convenient to the interstate for easy

  

  Jackie Feagin

  BHHS RW Towne Realty

  (757) 697-7415

  3032 Barn Way, Chesapeake, VA 23323
• 

  

  /26

  $1,775 per month

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

  122 Gregg St, Chesapeake, VA 23320

  PLEASE NOTE THAT THE RENT PRICE DOES INCLUDE POWER, WATER, SEWER & TRASH!! (NO GAS SERVICE IS REQUIRED HERE.) Resident only pays for personal choice cable/internet. Two bedrooms, one nicely remodeled bath, updated kitchen, LVP throughout living areas and bedrooms are carpeted. Front porch AND a rear deck! Just a darling single family home and ready for swift possession! One small pet considered

  Lisa Saunders RE/MAX Allegiance

  122 Gregg St, Chesapeake, VA 23320
• 

  $627,831 Sold Mar 07, 2025

  5003 Annapolis Dr, Chesapeake, VA 23321

  • 4 Beds
  • 2 Baths
  • 2,335 Sq Ft
  • Built 2024

  Last Sold Summary

  • $269/SF
  • 13 Days On Market

  Current Estimated Value $627,739

  Last Listing Agent Christian Ramirez RHOAD & CO.

  5003 Annapolis Dr, Chesapeake, VA 23321
• 

  

  /40

  Est $812,660 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,554 Sq Ft

  2972 Bruce Station, Chesapeake, VA 23321

  2972 Bruce Station, Chesapeake, VA 23321
• 

  

  /36

  $398,000

  • 3 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  800 Monroe Ct, Chesapeake, VA 23320

  Nestled in the heart of Greenbrier, this end-unit condo sits on a tranquil cul-de-sac with upgraded interior trim, to include crown molding and expansive base molding. The inviting home is further offers custom paint, a spacious living room, formal dining area with glass french doors, and seamlessly integrated family room showcase the epitome of comfort, leading to an inviting kitchen. The

  

  Chris Faircloth

  Swell Realty Co

  (757) 384-5756

  800 Monroe Ct, Chesapeake, VA 23320
• 

  /2

  $1,632 - $2,323 per month

  Red Knot at Edinburgh

  1 - 3 Beds

  236 Red Knot Way, Chesapeake, VA 23322

  You're Officially Home! Relax, refresh and recharge when you come home to Red Knot at Edinburgh. Here, we’ve blended sophisticated urban sensibility and award-winning amenities in a secluded setting at nature’s backdoor. Whether you’re into fitness or wine tastings, fireside conversation or outdoor adventure, we’ll help you enjoy life in a more fulfilling way. An address here affords you easy

  236 Red Knot Way, Chesapeake, VA 23322
• 

  $195,000 Sold Sep 03, 2025

  1729 Rock Bridge Mews Unit A, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1988

  Last Sold Summary

  • $199/SF
  • 77 Days On Market

  Last Listing Agent Daniel Jones A Better Way Realty Inc.

  1729 Rock Bridge Mews Unit A, Chesapeake, VA 23320
• 

  /2

  Est $217,444 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,262 Sq Ft

  3625 Radford Cir, Chesapeake, VA 23321

  3625 Radford Cir, Chesapeake, VA 23321
• 

  

  /50

  $627,000 Pending

  • 5 Beds
  • 3 Baths
  • 3,197 Sq Ft

  1605 Swan Lake Crescent, Chesapeake, VA 23321

  Step inside and immediately feel at home. This welcoming property features 5 spacious bedrooms, 3 full bathrooms, and a first-floor master suite with a luxurious en-suite, soaking tub, double sinks, and a sleek glass shower. The modern kitchen delights with stainless steel appliances, under-counter lighting, and granite countertops. Gather in the yard with tranquil marsh views or unwind on the

  

  Florence Boyd

  Patriot Property Management

  (757) 854-6566

  1605 Swan Lake Crescent, Chesapeake, VA 23321
• 

  

  /43

  $2,950 per month

  • 4 Beds
  • 2.5 Baths
  • 2,266 Sq Ft
  • House for Rent

  1009 Friar Tuck Ct, Chesapeake, VA 23322

  CALL SHOWINTIME FOR LOCK BOX CODEMOVE IN READYPETS NEED OWNERS APPROVALAPPLY AT

  Evelyn Horne-James The Bryant Group

  1009 Friar Tuck Ct, Chesapeake, VA 23322
• 

  $359,900 Sold Oct 08, 2025

  4124 Pinta Dr, Chesapeake, VA 23321

  • 4 Beds
  • 1.5 Baths
  • 1,354 Sq Ft
  • Built 1961

  Last Sold Summary

  • $266/SF
  • 16 Days On Market

  Last Listing Agent Monique Claytor Coldwell Banker Premier

  4124 Pinta Dr, Chesapeake, VA 23321
• 

  /2

  Est $531,367 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,958 Sq Ft

  3237 Shadyside Ln, Chesapeake, VA 23321

  3237 Shadyside Ln, Chesapeake, VA 23321
• 

  /2

  $100,000 Under Contract

  • Land
  • 0.11 Acre
  • $934,579 per Acre

  813 Mullen Rd, Chesapeake, VA 23320

  43' x 108' buildable lot. Convenient to shopping and mass transit. Mostly cleared, one small bush or two..

  

  Cindy Caskey

  BHHS RW Towne Realty

  (757) 982-9465

  813 Mullen Rd, Chesapeake, VA 23320
• 

  

  /29

  $1,128 - $1,348 per month

  Starling Village

  1 - 2 Beds

  1921 Robert Hall Blvd, Chesapeake, VA 23324

  Starling Village is a modern 55+ Senior Market Rate and Affordable apartment community in Chesapeake, VA, with newly updated grounds and amenity spaces. We offer one- and two-bedroom apartment homes to fit all of your needs. Conveniently located off Military Highway, near I-64, every apartment features a full-size washer & dryer, energy-efficient heating and A/C, emergency pull cords, and more.

  1921 Robert Hall Blvd, Chesapeake, VA 23324
• 

  $626,542 Sold Mar 06, 2025

  1768 Ashlar Ln, Chesapeake, VA 23320

  • 4 Beds
  • 3.5 Baths
  • 2,767 Sq Ft
  • Built 2024

  Last Sold Summary

  • $226/SF
  • 331 Days On Market

  Current Estimated Value $648,201

  Last Listing Agent Deana Renn AtCoastal Realty

  1768 Ashlar Ln, Chesapeake, VA 23320
• 

  /2

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft

  909 Cooper Ln, Chesapeake, VA 23320

  909 Cooper Ln, Chesapeake, VA 23320
• 

  

  /7

  $825,000

  • 4 Beds
  • 3 Baths
  • 3,007 Sq Ft

  549 Old Oak Grove Rd, Chesapeake, VA 23320

  Imagine your first day in your beautiful, all brick, new construction home in Chesapeake, VA. Enter a space customized for you and you alone, with no legacy of a previous owner. Located between Kempsville and Greenbrier, you will be near everything! Over 3000 square feet of livable space with high-end finishes throughout and upgrades available, including possible 3 car garage. Some changes to the

  

  Drew Little

  Real Broker LLC

  (757) 854-6788

  549 Old Oak Grove Rd, Chesapeake, VA 23320
• 

  

  /18

  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Townhouse for Rent

  1609 Whistling Rd, Chesapeake, VA 23323

  At Encompass Property Management, we strive to provide an experience that is cost-effective and convenient. That's why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our program handles insurance, identity protection, pest control, air filter changes, utility set up, credit building, rent rewards, and more at a rate of $55.00/month, added to every

  Sonja Lasky Encompass Property Management

  1609 Whistling Rd, Chesapeake, VA 23323
• 

  $770,000 Sold Oct 01, 2025

  1012 Vineyard Ct, Chesapeake, VA 23322

  • 5 Beds
  • 3 Baths
  • 3,280 Sq Ft
  • Built 1997

  Last Sold Summary

  • $235/SF
  • 1 Day On Market

  Last Listing Agent Teresa Fowler Own Real Estate LLC

  1012 Vineyard Ct, Chesapeake, VA 23322
• 

  /2

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,160 Sq Ft

  4100 Riverside Dr, Chesapeake, VA 23321

  4100 Riverside Dr, Chesapeake, VA 23321
• 

  

  /46

  $419,000

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft

  1808 Aft Way, Chesapeake, VA 23323

  Welcome home to the beautiful Mendelssohn model home in Bryan's Cove that features a 2-car garage & massive rec room w/ access to private back yard on the first level. The main living level kitchen includes granite, an island, a dining area, a pantry & access to an 8'x18' deck. The kitchen opens to a generous & bright living room with a conveniently placed powder room. Upstairs are 2 bedrooms w/

  

  Kara Evalenko

  Real Broker LLC

  (757) 697-8390

  1808 Aft Way, Chesapeake, VA 23323
• 

  

  /50

  $1,695 - $1,720 per month

  Mosaic Summit Pointe

  1 - 3 Beds

  580 Belaire Ave, Chesapeake, VA 23320

  Welcome ToMosaic Summit Pointe Chesapeake ApartmentsLooking for a home that fits your urban lifestyle like a glove? Mosaic at Summit Pointe Apartments is calling your name. Seize the opportunity to live in a thriving neighborhood, surrounded by luxurious comforts youll hardly find anywhere else. Our new apartments in Chesapeake, VA, have it all, from refined leisure spaces to conveniences that

  580 Belaire Ave, Chesapeake, VA 23320
• 

  $485,000 Sold May 12, 2025

  1057 Austin Dr, Chesapeake, VA 23320

  • 5 Beds
  • 3.5 Baths
  • 2,028 Sq Ft
  • Built 1990

  Last Sold Summary

  • $239/SF
  • 29 Days On Market

  Current Estimated Value $488,008

  Last Listing Agent William Hickey 1st Class Real Estate Flagship

  1057 Austin Dr, Chesapeake, VA 23320
• 

  /2

  Est $306,697 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  2626 Leytonstone Dr Unit 350, Chesapeake, VA 23321

  2626 Leytonstone Dr Unit 350, Chesapeake, VA 23321
• 

  

  /14

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  2609 Harling Dr, Chesapeake, VA 23325

  An excellent as-is opportunity for builders, investors, or visionaries! Whether you’re planning new construction or seeking your next flip project, this property offers outstanding potential. Bring your plans, bring your creativity, and unlock the value waiting here. Generac Generator, new tankless water heater. Home being sold As-Is

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 942-5971

  2609 Harling Dr, Chesapeake, VA 23325
• 

  

  /30

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,687 Sq Ft
  • Condo for Rent

  3808 Peppercorn Way, Chesapeake, VA 23321

  Very well maintained 3bd/2.5 bath 2 story condo unit in sought after Mairs Farm Community of Western Branch in Chesapeake. 1st floor wood laminate, gas fire place, high end SS appliances, freshly painted throughout, privately fenced back yard and attached garage. Located in the Western Branch School Zone. Small pet, under 25 pounds OK. Available for immediate occupancy. Call your agent or contact

  Sherron Fisher Warrant Realty Inc.

  3808 Peppercorn Way, Chesapeake, VA 23321
• 

  $420,000 Sold Jan 31, 2025

  1217 Grenadier Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2 Baths
  • 1,977 Sq Ft
  • Built 1977

  Last Sold Summary

  • $212/SF
  • 11 Days On Market

  Current Estimated Value $446,319

  Last Listing Agent Hannah Arnold BHHS RW Towne Realty

  1217 Grenadier Dr, Chesapeake, VA 23322
• 

  /2

  Est $584,513 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,194 Sq Ft

  2210 Hampton Roads Pkwy, Chesapeake, VA 23321

  2210 Hampton Roads Pkwy, Chesapeake, VA 23321
• 

  

  /13

  $640,000 New Construction

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

  Pelican Plan, Chesapeake, VA 23323

  

  Classic Design Builders

  Builder

  805 Shell Rd Unit 37905445, Chesapeake, VA 23323
• 

  

  /23

  $1,195 - $1,395 per month

  Harvard Apartments

  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

  2600 Harvard Dr, Chesapeake, VA 23324
• 

  $340,000 Sold Nov 07, 2025

  929 Costa Ave, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Built 2001

  Last Sold Summary

  • $221/SF
  • 2 Days On Market

  Last Listing Agent Jordan L. Williams KW Coastal Virginia Chesapeake

  929 Costa Ave, Chesapeake, VA 23320
• 

  /2

  Not Listed For Sale

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

  908 Saint Andrews Reach Unit D, Chesapeake, VA 23320

  908 Saint Andrews Reach Unit D, Chesapeake, VA 23320

Showing Results 161 - 200, Page 5 of 18