Chesapeake County, VA Homes

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  /37

  $434,000 Open House 2/21

  • 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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  /50

  $3,100 per month

  • 4 Beds
  • 2.5 Baths
  • 3,311 Sq Ft
  • House for Rent

  2808 Scaleboard Cir, Chesapeake, VA 23323

  Beautiful 3300+ sq ft lakefront 4BR home in Sawyers Mill available now for rent. Home features an open concept kitchen to family room with gas fireplace. a formal dining room and office/library space, primary bedroom with large ensuite bathroom, a spacious FROG that could be fourth BR, and a walk up attic for all of your storage needs. The fully fenced backyard overlooks a lake with abundant

  Eric Gardner RE/MAX Alliance

  2808 Scaleboard Cir, 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

  Last Listing Agent Sarah Wood Bigler Creed Realty

  315 Diamond Ave, Chesapeake, VA 23323
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  /28

  Est $608,739 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,650 Sq Ft

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  3313 Patrick Henry Dr, Chesapeake, VA 23323
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  /28

  $735,000

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  1517 Lookout Ct, Chesapeake, VA 23323

  Welcome to this beautifully maintained 5-acre property in Chesapeake's desirable Grassfield area. Built in 2020, this 4-bedroom, 2.5-bath home features freshly painted interiors, an open floor plan, and electric fireplaces with custom mantels. The spacious eat-in kitchen offers marble countertops and ample storage. Zoned for horses, the open acreage is ideal for equestrian use, recreation, or

  

  Barbora Jerabek

  BHHS RW Towne Realty

  (757) 330-1922

  1517 Lookout Ct, Chesapeake, VA 23323
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  /45

  $1,399 - $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
• 

  $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
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  /2

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft

  526 Harbour Dr N, Chesapeake, VA 23320

  526 Harbour Dr N, Chesapeake, VA 23320
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  /24

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  4111 Leyte Ave, Chesapeake, VA 23324

  BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Check out this AWESOME home! Tucked away in an established Chesapeake neighborhood, this well-maintained 4-bedroom, 2-bath home offers over 1,600+ sqft of comfortable and functional living space. Freshly painted throughout, a mix of hardwood, ceramic, and LVP flooring, and updated bathrooms that add a modern touch. Large windows fill the home with natural

  

  Kelvin Reed

  Reeds Real Estate LLC

  (757) 320-4339

  4111 Leyte Ave, Chesapeake, VA 23324
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  /11

  $2,150 per month

  • 3 Beds
  • 1 Bath
  • 916 Sq Ft
  • House for Rent

  1111 Anne Ave, Chesapeake, VA 23324

  Beautiful ranch home available for rent in Chesapeake. Available for move in mid-March. Home features 3 bedrooms, 1 full bath. You'll love the gorgeous LVP flooring throughout, the updated modern kitchen with newer appliances, separate laundry room, and the large fenced in back yard. The detached one car garage also provides plenty of additional storage space. Pets are considered on a case by

  Joy Frazier Prodigy Realty VA LLC

  1111 Anne Ave, Chesapeake, VA 23324
• 

  $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 $530,945

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

  3221 Sybilla St, Chesapeake, VA 23323
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  /2

  Est $550,360 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,474 Sq Ft

  3112 Poplar Hill Rd, Chesapeake, VA 23321

  3112 Poplar Hill Rd, Chesapeake, VA 23321
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  /48

  $410,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,433 Sq Ft

  948 Hollywood Dr, Chesapeake, VA 23320

  New 30 year Architectural Shingle roof installed! This five bedroom, three full bath brick ranch with covered front porch sits on a little over half an acre. There is a separate In-laws suite with two bedrooms, living room and full bath with walk-in shower. There is also a separate exterior entrance through a set of French doors. Hardwood floors through out the house along with the In-laws suite.

  

  David Cacace

  BHHS RW Towne Realty

  (757) 378-0799

  948 Hollywood Dr, Chesapeake, VA 23320
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  /50

  $1,703 - $2,338 per month

  Pillars at Great Bridge

  1 - 3 Beds

  124 Fairwind Dr, Chesapeake, VA 23320

  Welcome home to Pillars at Great Bridge!

  124 Fairwind Dr, 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 $632,655

  Last Listing Agent Christian Ramirez RHOAD & CO.

  5003 Annapolis Dr, Chesapeake, VA 23321
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  /2

  Est $576,566 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,438 Sq Ft

  324 Middleton Way, Chesapeake, VA 23322

  324 Middleton Way, Chesapeake, VA 23322
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  /13

  $355,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2518 Hemple St, Chesapeake, VA 23324

  This spacious home offers generously sized bedrooms, large bathrooms and walk in closets that are hard to find at this price point. Once a well-loved residence and more recently a rental, this home is now ready for its next chapter. Being SOLD-AS IS, its the perfect opportunity for investors, handy buyers or anyone looking to build instant equity with some cosmetic updates. The layout is

  

  Jackie Feagin

  BHHS RW Towne Realty

  (757) 320-2433

  2518 Hemple St, Chesapeake, VA 23324
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  /25

  $2,400 per month

  • 3 Beds
  • 1.5 Baths
  • 1,171 Sq Ft
  • Townhouse for Rent

  2304 Miller Ave Unit A, Chesapeake, VA 23320

  ONE LEVEL LIVING! Wonderful twinhome available now! This home features luxury vinyl plank throughout! No carpet! Open-concept living area with vaulted ceilings, kitchen with stainless steel appliances and butcher-block counters! Primary bedroom with walk in closet, private bath area with jack and jill set up to the full bath. Two additional spare bedrooms with ample closet space. Pull down attic

  Conner Walters World Class Realty & Prop Mgmt

  2304 Miller Ave Unit A, Chesapeake, VA 23320
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  $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

  Last Listing Agent Tommy Holland The Real Estate Group

  1000 Lil Walnut Ln, Chesapeake, VA 23320
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  /2

  Est $613,898 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft

  1955 Bexley Ln, Chesapeake, VA 23322

  1955 Bexley Ln, Chesapeake, VA 23322
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  /14

  $160,000

  • Land
  • 0.56 Acre
  • $287,253 per Acre

  Par B George Washington Hwy S, Chesapeake, VA 23323

  Commercial Building Lot priced below Chesapeake Assessment value! Located on the Dismal Swamp Canal & George Washington Hwy across street from Shopping Center. Property is on navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

  

  John Horton

  Samson Properties

  (757) 296-1605

  Par B George Washington Hwy S, Chesapeake, VA 23323
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  /50

  $1,720 - $2,909 per month

  Red Knot at Edinburgh

  1 - 3 Beds

  236 Red Knot Way, Chesapeake, VA 23322

  Welcome Home to Red Knot at Edinburgh!

  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
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  /30

  Est $542,234 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,178 Sq Ft

  3305 Patrick Henry Dr, Chesapeake, VA 23323

  3305 Patrick Henry Dr, Chesapeake, VA 23323
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  /41

  $695,000

  • 5 Beds
  • 3.5 Baths
  • 2,686 Sq Ft

  416 Middleton Way, Chesapeake, VA 23322

  $100,945 in upgrades (see attachment). Practically new, built in 2024 and ideally situated on one of the community’s scenic lakes, this impressive 5-bedroom home offers space, style, and modern comfort. Enjoy dual owner’s suites—one on the main level and one upstairs—each featuring tiled showers and quartz vanity tops. The open-concept living area showcases a spacious kitchen with quartz

  

  Greg Garrett

  Garrett Realty Partners

  (757) 551-2743

  416 Middleton Way, Chesapeake, VA 23322
• 

  

  /22

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • House for Rent

  1201 Country Rd, Chesapeake, VA 23324

  Do not miss out on this well maintained home. LVP flooring downstairs, granite counter tops, stainless steel appliances.

  Katherine Gonyea Bush Real Estate Group Inc.

  1201 Country Rd, Chesapeake, VA 23324
• 

  $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

  Current Estimated Value $353,605

  Last Listing Agent Monique Claytor Coldwell Banker Premier

  4124 Pinta Dr, Chesapeake, VA 23321
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  /2

  Est $224,114 Not Listed For Sale

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

  928 Saint Andrews Reach Unit D, Chesapeake, VA 23320

  928 Saint Andrews Reach Unit D, Chesapeake, VA 23320
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  /24

  $530,000

  • 4 Beds
  • 2.5 Baths
  • 3,169 Sq Ft

  4108 Lakeview Dr, Chesapeake, VA 23323

  Welcome To Your Waterfront Dream Home! This exquisite all-brick residence boast over 3,100 sq ft of luxurious living space, providing plenty of room for relaxation. This rare find includes 4 spacious bedrooms with plenty of natural light and designed for comfort. The heart of the home features white cabinetry with updated appliances. The comfort and efficiency of the recent HVAC and newer water

  

  Linda Brandon

  BHHS RW Towne Realty

  (757) 267-6715

  4108 Lakeview Dr, Chesapeake, VA 23323
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  /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 $654,303

  Last Listing Agent Deana Renn AtCoastal Realty

  1768 Ashlar Ln, Chesapeake, VA 23320
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  /2

  Est $534,691 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,334 Sq Ft

  3220 Farange Dr, Chesapeake, VA 23323

  3220 Farange Dr, Chesapeake, VA 23323
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  /35

  $375,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  821 Fallcreek Run, Chesapeake, VA 23322

  Welcome to 821 Fallcreek Run—a well-maintained 3BR/2.5BA with 1,608 sq ft, an attached 2-car garage, and bright open-concept living. Major updates include new roof, HVAC, hot water heater, carpet, plus an updated kitchen and guest bath. The main level’s flowing layout links living, dining, and kitchen—ideal for everyday life and entertaining. Upstairs features a comfortable primary suite with

  

  Leslie Brennan

  Aweigh Real Estate

  (757) 207-2902

  821 Fallcreek Run, Chesapeake, VA 23322
• 

  

  /13

  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • Condo for Rent

  1814 Willow Point Arch, Chesapeake, VA 23320

  This condo is full of surprising upgrades! Galley kitchen, stainless appliances, and spacious bedrooms and closets. Two level end unit condo. You will love where you live!

  Lisa Chandley The Real Estate Group

  1814 Willow Point Arch, Chesapeake, VA 23320
• 

  $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

  Current Estimated Value $768,171

  Last Listing Agent Teresa Fowler Own Real Estate LLC

  1012 Vineyard Ct, Chesapeake, VA 23322
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  /10

  Est $275,026 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft

  1412 Oliver Ave, Chesapeake, VA 23324

  1412 Oliver Ave, Chesapeake, VA 23324
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  /32

  $409,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  1349 Linden Ave, Chesapeake, VA 23325

  This charming home in Norfolk Highlands could be yours!! Super spacious offering 4 nice sized bedrooms and 2.5 baths. Lovely kitchen is equipped with all stainless appliances, lots of beautiful cabinetry, an eat-at bar and breakfast nook and overlooks a large family room with cozy fireplace. Separate formal dining room. Primary bedroom has vaulted ceilings, walk-in closet and full bath with tub

  

  Neal Wilson

  Patriot Property Management

  (757) 693-4271

  1349 Linden Ave, Chesapeake, VA 23325
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  /50

  $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 $488,812

  Last Listing Agent William Hickey 1st Class Real Estate Flagship

  1057 Austin Dr, Chesapeake, VA 23320
• 

  /2

  Est $540,467 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,808 Sq Ft

  1329 Sommerton Way, Chesapeake, VA 23320

  1329 Sommerton Way, Chesapeake, VA 23320

Showing Results 161 - 200, Page 5 of 18