Chesapeake County, VA Homes

• 

  

  

  /23

  $649,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,423 Sq Ft

  Columbia Plan at Patriots Ridge, Chesapeake, VA 23322

  New homes in Chesapeake's Hickory HS district. Amenity-filled community near Edinburgh shopping with quick access to Military and 168, 64 & 664. The Columbia single-family home is just as inviting as it is functional. Discover a magnificently spacious floor plan with custom flex areas. The welcoming family room effortlessly flows into the gourmet kitchen and dining area, so you never miss a

  Ryan Homes Builder

  108 Henry Jefferson Way Unit 36143729, Chesapeake, VA 23322
• 

  

  

  /21

  $2,300

  Total Monthly Price

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • House for Rent

  4729 Charlton Dr, Chesapeake, VA 23321

  This beautifully home sits on almost 1 acre in Charlton village. You walk up to a lovely front porch that overlooks the large front yard. The inside has been renovated to include refinished hardwood floors, custom tile in the kitchen and bathrooms, updated fixtures and more. There are 3 bedroom, one being the master with and on-suite bathroom. This bathroom has heated tile floors. The

  4729 Charlton Dr, Chesapeake, VA 23321
• 

  $230,000

  Sold Mar 31, 2026

  103 Swain Ave, Chesapeake, VA 23324

  • 3 Beds
  • 1 Bath
  • 1,115 Sq Ft
  • Built 1954

  Last Sold Summary

  • 2% Below List Price
  • $206/SF
  • 6 Days On Market

  Current Estimated Value $232,380

  Last Listing Agent Debbie Reynolds Keller Williams Richmond West

  103 Swain Ave, Chesapeake, VA 23324
• 

  

  /2

  Est $579,327

  Not Listed For Sale

  2227 Battery Park Rd, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 2,894 Sq Ft
  • Built 1941

  2227 Battery Park Rd, Chesapeake, VA 23323
• 

  

  

  /38

  $754,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,224 Sq Ft

  TILLMAN Plan at Riverview Landing, Chesapeake, VA 23322

  Introducing the Tillman, a spacious 3,224+ sq. ft. home that offers both comfort and style. With 5 bedrooms, 3 bathrooms, and a 2-car garage, this home is perfect for families looking for ample space and modern living.Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center

  D.R. Horton Builder

  985 Intracoastal Way Unit 36204038, Chesapeake, VA 23322
• 

  

  /33

  $2,495 Per Month

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft
  • House for Rent

  1013 White Oak Ct S, Chesapeake, VA 23320

  Great single family ranch in the heart of Greenbrier. 3 bedrooms and 2 full baths. New HVAC system. Lg backyard with playground, shed and green house. Close to shopping interstates and bases.TV in living room, playground, shed, greenhouse, washer and dryer. Owner will not make any repairs if they come up or replace they will all be as is.

  Tricia Brady The Real Estate Group

  1013 White Oak Ct S, Chesapeake, VA 23320
• 

  $565,000

  Sold Dec 02, 2025

  500 Piping Rock Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 1995

  Last Sold Summary

  • $212/SF
  • 33 Days On Market

  Current Estimated Value $589,452

  Last Listing Agent Jeremy Young Wainwright Real Estate

  500 Piping Rock Dr, Chesapeake, VA 23322
• 

  /2

  Est $371,874

  Not Listed For Sale

  1484 Otterbourne Cir, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 1,881 Sq Ft
  • Built 2006

  1484 Otterbourne Cir, Chesapeake, VA 23320
• 

  

  /14

  $429,900

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  671 Allery Rd, Chesapeake, VA 23320

  Now accepting presale reservations, pending state condo document approval. Estimated fall delivery. The Marlow plan offers 3 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage.

  Morgan Xenos Dragas Companies Realty Inc

  671 Allery Rd, Chesapeake, VA 23320
• 

  

  /27

  $3,100

  Total Monthly Price

  • 4 Beds
  • 3.5 Baths
  • 2,659 Sq Ft
  • House for Rent

  708 Meta Pointe Dr, Chesapeake, VA 23323

  Well-maintained two-story home 4 bed, 3.5 bath in the Deep Creek North area of Chesapeake. This spacious property offers a functional layout with comfortable living areas, a practical kitchen, multiple bedrooms and bathrooms, an attached garage, and a fireplace. The home also features a private pool, providing a great space for relaxing and enjoying time outdoors. Situated on a generous lot, this

  708 Meta Pointe Dr, Chesapeake, VA 23323
• 

  $140,000

  Sold Oct 06, 2025

  1437 Chesapeake Ave, Chesapeake, VA 23324

  • 2,830 Sq Ft
  • Built 1923

  Last Sold Summary

  • $49/SF
  • 0 Days On Market

  Current Estimated Value $457,295

  Last Listing Agent Angela Kennedy 1st Class Real Estate Integrity

  1437 Chesapeake Ave, Chesapeake, VA 23324
• 

  /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
• 

  

  /46

  $419,900

  $10K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 2,120 Sq Ft

  1732 Defiance Dr, Chesapeake, VA 23323

  Built in 2022, this move-in-ready end-unit townhome in the sought-after Bryan's Cove community offers the perfect blend of modern design, comfort, and convenience. This three-story home features a flexible first-floor bonus room ideal for a home office, gym, or guest suite, plus an attached two-car garage. The open-concept main level is filled with natural light and showcases a gourmet kitchen

  Paul Gitlin Redfin Corporation

  1732 Defiance Dr, Chesapeake, VA 23323
• 

  /2

  $2,100 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,296 Sq Ft
  • Condo for Rent

  301 Wimbledon Chase Unit B, Chesapeake, VA 23320

  Sherian Goolsby Property Consultants

  301 Wimbledon Chase Unit B, Chesapeake, VA 23320
• 

  $530,000

  Sold Jul 15, 2026

  904 Cantor St, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft
  • Built 1997

  Last Sold Summary

  • $239/SF
  • 14 Days On Market

  Current Estimated Value $532,011

  Last Listing Agent Kris Weaver Atlantic Sothebys Int'l Realty

  904 Cantor St, Chesapeake, VA 23322
• 

  /2

  Est $451,306

  Not Listed For Sale

  821 Needlerush Ct, Chesapeake, VA 23320

  • 4 Beds
  • 3 Baths
  • 1,907 Sq Ft
  • Built 1989

  821 Needlerush Ct, Chesapeake, VA 23320
• 

  

  /32

  $699,700

  New Construction Pending

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft

  1904 Mccoy Rd, Chesapeake, VA 23323

  Financing opportunities in low 5s and no PMI! Under Construction - Fall Delivery - 4 BR with generous suites. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliances, and a custom

  Monique Darling BHHS RW Towne Realty

  1904 Mccoy Rd, Chesapeake, VA 23323
• 

  

  /18

  $1,950

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • 701-A New River Court^^

  701 New River Ct, Chesapeake, VA 23320

  2 bedroom townhouse style condo with 2 full baths, 2 reserved spaces. Beautiful community in Chesapeake. 1100 square feet, water and sewer included. Wooded and has a patio off of the breakfast area. Storage closet off patio.

  701 New River Ct, Chesapeake, VA 23320
• 

  $235,000

  Sold Mar 06, 2026

  1302 Park Ave, Chesapeake, VA 23324

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Built 1940

  Last Sold Summary

  • $269/SF
  • 49 Days On Market

  Current Estimated Value $209,009

  Last Listing Agent Reagan Feuerhahn Prodigy Realty

  1302 Park Ave, Chesapeake, VA 23324
• 

  

  /16

  Not Listed For Sale

  301 Outlaw St, Chesapeake, VA 23320

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 2003

  301 Outlaw St, Chesapeake, VA 23320

  Last Sold Summary

  • 68 Days On Market

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

  

  /21

  $399,900

  New Construction Pending

  • 2 Beds
  • 2.5 Baths
  • 1,847 Sq Ft

  678 Allery Rd, Chesapeake, VA 23320

  Now accepting presale reservations, pending state condo document approval. Estimated fall delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage.

  Morgan Xenos Dragas Companies Realty Inc

  678 Allery Rd, Chesapeake, VA 23320
• 

  

  /41

  $2,200 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft
  • Condo for Rent

  2404 Leytonstone Dr, Chesapeake, VA 23321

  Check out this Western Branch condo. Home features open concept and spacious living. Kitchen overlooks the living area and has abundant cabinetry and plenty of counter space for all your kitchen gadgets. Downstairs has a bedroom and a half bath. Upstairs has 2 more bedrooms including the huge master and walk in closet. The back yard is fenced in for your privacy. No pets, please.The monthly rent

  Kris Weaver Atlantic Sotheby's Intl Realty

  2404 Leytonstone Dr, Chesapeake, VA 23321
• 

  $865,000

  Sold Jun 18, 2026

  224 Saint Brides Rd E, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,433 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $356/SF
  • 7 Days On Market

  Current Estimated Value $854,234

  Last Listing Agent Kesha Wilkey-Prim BHHS RW Towne Realty

  224 Saint Brides Rd E, Chesapeake, VA 23322
• 

  /2

  Est $234,809

  Not Listed For Sale

  210 Primrose Ln, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • Built 1996

  210 Primrose Ln, Chesapeake, VA 23320
• 

  

  /11

  $394,900

  New Construction $13K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,847 Sq Ft

  676 Allery Rd, Chesapeake, VA 23320

  Estimated early 2027 delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling

  Dragas Companies Builder

  676 Allery Rd, Chesapeake, VA 23320
• 

  

  /8

  $995

  Total Monthly Price

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

  2017-2019 Plow Ln Unit 2019 Plow Lane, Chesapeake, VA 23324

  2BR 1BA duplex apartment available for immediate occupancy. New floors throughout. Recently upgraded and painted. Baseboard heaters.

  2017-2019 Plow Ln Unit 2019 Plow Lane, Chesapeake, VA 23324
• 

  $270,000

  Sold Jul 21, 2026

  405 Cobblewood Arch, Chesapeake, VA 23320

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1987

  Last Sold Summary

  • $210/SF
  • 0 Days On Market

  Current Estimated Value $275,834

  Last Listing Agent Rob Owens RE/MAX Allegiance

  405 Cobblewood Arch, Chesapeake, VA 23320
• 

  /2

  Est $365,769

  Not Listed For Sale

  4200 Airline Blvd, Chesapeake, VA 23321

  • 3 Beds
  • 3 Baths
  • 1,592 Sq Ft
  • Built 1950

  4200 Airline Blvd, Chesapeake, VA 23321
• 

  

  /12

  $729,990

  New Construction

  • 6 Beds
  • 4 Baths
  • 3,306 Sq Ft

  Seneca Plan at Patriots Ridge, Chesapeake, VA 23322

  New homes in Chesapeake's Hickory HS district. Amenity-filled community near Edinburgh shopping with quick access to Military and 168, 64 & 664. The Seneca single-family home exudes style and substance. Beyond the foyer, the versatile flex area sets the tone as a library, office or guest suite. Serve dinner in the functional dining room, or the gourmet kitchen and dining space, which flow

  Ryan Homes Builder

  108 Henry Jefferson Way Unit 36852240, Chesapeake, VA 23322
• 

  

  /32

  $2,250 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft
  • House for Rent

  1700 Oliver Ave, Chesapeake, VA 23324

  Move in now! Gorgeous 3 bedroom 2.5 bath 3 level home. You will love this contemporary floor plan! Very pretty! Kitchen boasts all appliances, built in shelving, dine in area and pantry. New microwave and refrigerator to follow! New flooring throughout! 2nd level offers two spacious bedrooms, full updated bath and utility closet providing washer and dryer hooks ups! 3rd level is huge primary open

  Cristie Braemer The Real Estate Group

  1700 Oliver Ave, Chesapeake, VA 23324
• 

  $645,000

  Sold Apr 24, 2026

  341 George Washington Hwy S, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 2,674 Sq Ft
  • Built 1974

  Last Sold Summary

  • $241/SF
  • 33 Days On Market

  Current Estimated Value $610,570

  Last Listing Agent Jennifer Wotring Iron Valley Real Est Norfolk

  341 George Washington Hwy S, Chesapeake, VA 23323
• 

  

  /16

  Est $507,912

  Not Listed For Sale

  1336 Thyme Trail, Chesapeake, VA 23320

  • 5 Beds
  • 2.5 Baths
  • 2,568 Sq Ft
  • Built 1983

  1336 Thyme Trail, Chesapeake, VA 23320

  Last Sold Summary

  • 31 Days On Market

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

  

  /25

  $545,900

  New Construction Open Sat 1PM - 4PM

  • 3 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  916 Jennings Ln, Chesapeake, VA 23322

  NOVEMBER MOVE IN - $12,500 closing costs*, Low Loan Rate, No PMI! End Unit! Mid-Century Coastal Design UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed in this home. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave

  Monique Darling BHHS RW Towne Realty

  916 Jennings Ln, Chesapeake, VA 23322
• 

  $525,000

  Sold Jan 23, 2026

  658 Blackthorne Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 16 Days On Market

  Current Estimated Value $535,178

  Last Listing Agent Cathryn Duncan The Real Estate Group

  658 Blackthorne Dr, Chesapeake, VA 23322
• 

  /2

  Est $258,021

  Not Listed For Sale

  3 Newstead Cir, Chesapeake, VA 23320

  • 3 Beds
  • 1 Bath
  • 1,226 Sq Ft
  • Built 1984

  3 Newstead Cir, Chesapeake, VA 23320
• 

  

  /29

  $525,900

  New Construction Pending

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  910 Jennings Ln, Chesapeake, VA 23322

  Fall delivery! CHOOSE your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas

  Monique Darling BHHS RW Towne Realty

  910 Jennings Ln, Chesapeake, VA 23322
• 

  $679,000

  Sold Dec 16, 2025

  2822 Lilley Cove Dr, Chesapeake, VA 23321

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 1999

  Last Sold Summary

  • $251/SF
  • 9 Days On Market

  Current Estimated Value $704,095

  Last Listing Agent Gayle Upchurch BHHS RW Towne Realty

  2822 Lilley Cove Dr, Chesapeake, VA 23321
• 

  /2

  Est $550,418

  Not Listed For Sale

  2054 River Pearl Way, Chesapeake, VA 23321

  • 4 Beds
  • 3 Baths
  • 2,530 Sq Ft
  • Built 1999

  2054 River Pearl Way, Chesapeake, VA 23321
• 

  

  /33

  $555,900

  • 3 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  122 Lenas Way, Chesapeake, VA 23320

  Under Construction -$12,500 closing costs*, Low Loan Rate, No PMI! - Minutes to Greenbrier - GPS Joseph’s Meadow: 369 Scotland Lane or TOUR model home: 910 Bernard Ln. Open S/S 12-4 - Award-winning builder - Sophisticated END Row homes with upgraded building package - Airy 10’ ceilings with 9’ lower and upper floors - Oversized windows - Extensive hardwood - First-floor bedroom w/ensuite bath -

  Monique Darling BHHS RW Towne Realty

  122 Lenas Way, Chesapeake, VA 23320
• 

  $500,000

  Sold May 21, 2026

  1501 Rosehill Dr Unit 46, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 2,062 Sq Ft
  • Built 2014

  Last Sold Summary

  • $242/SF
  • 48 Days On Market

  Current Estimated Value $495,795

  Last Listing Agent Charles Hiesel 1st Class Real Estate Flagship

  1501 Rosehill Dr Unit 46, Chesapeake, VA 23320

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