Chesapeake County, VA Homes

• 

  

  

  /50

  $549,000

  $11K PRICE DROP Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft

  909 Douglas Eley Ln, Chesapeake, VA 23322

  Better than new! More than $20,000 in upgrades! Built in 2024, this beautifully designed townhome offers 2,300 sq ft with 3 bedrooms and 3.5 baths, combining modern style with low-maintenance living. The open main level features high ceilings, wide-plank flooring, and a gourmet kitchen with quartz countertops, oversized island, and premium appliances great for everyday living or entertaining.

  

  Sue DeValdes

  BHHS RW Towne Realty

  909 Douglas Eley Ln, Chesapeake, VA 23322
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• 

  

  

  /100

  Starting at $1,769 Plus Fees

  • 1 - 3 Beds

  1805 Kerwyck Place, Chesapeake, VA 23320

  Embrace Luxury Living in Greenbrier, ChesapeakeExperience the elegance and luxury of resort-style living at Fenwyck Manor Apartments, where your comfort and satisfaction are at the top of our list. Built on 32 alluring acres with an attractive assortment of recreational and entertainment options, these apartments in Chesapeake, VA, feature a beautiful lake and everything you need to leave

  Fenwyck Manor Apartments

  

  1805 Kerwyck Place, 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 $479,058

  Last Listing Agent Marquetta Brown 1st Class Real Estate Norfolk

  4125 Lakeview Dr, Chesapeake, VA 23323
• 

  

  

  /11

  Est $330,173

  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

  • 42 Days On Market
• 

  

  

  /49

  $660,000

  • 4 Beds
  • 2 Baths
  • 2,863 Sq Ft

  732 Washington Dr, Chesapeake, VA 23322

  This custom-built ranch has been refreshed and is ready for its next owner. Featuring 4 bedrooms, 2 baths, soaring 12-foot ceilings, and approximately 2,863 square feet of living space, this home offers comfortable one-level living on a private setting. Enjoy kitchen w/ granite countertop, bar seating, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; large

  

  Carmen Anthony

  BHHS RW Towne Realty

  732 Washington Dr, Chesapeake, VA 23322
• 

  

  /35

  Starting at $1,873 Plus Fees

  • 1 - 3 Beds

  101 Sabal Palm Ln, Chesapeake, VA 23320

  TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Find your next home at a luxury hideaway in Chesapeake, VA. MAA Adalay Bay is nestled away in a quiet neighborhood, yet within reach of all the conveniences you want. Each one-, two-, and three-bedroom apartment home features its own washer/dryer, while select units feature sunrooms, garden tubs, stainless

  MAA Adalay Bay

  

  101 Sabal Palm Ln, 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 $308,034

  Last Listing Agent Jason Winger Swell Realty Co

  1108 Santeetlah Ave, Chesapeake, VA 23325
• 

  

  /39

  Est $875,919

  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

  • 11 Days On Market
• 

  

  /24

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,812 Sq Ft

  1233 Transylvania Ave, Chesapeake, VA 23324

  

  Andy Nelson

  Iron Valley Real Estate HR

  1233 Transylvania Ave, Chesapeake, VA 23324
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  /101

  Starting at $1,750 Plus Fees

  • 1 - 3 Beds

  728 Tapestry Park Loop, Chesapeake, VA 23320

  We are NEW and IMPROVED! As we evolve, our homes should too. Tapestry Park is happy to announce that our thoughtfully designed floorplans now feature brand NEW granite countertops in both the kitchen and bathrooms of each apartment home, plus upgraded fixtures throughout! Nestled off the beaten path, yet conveniently located in the heart of Chesapeake, Virginia, our community is the

  Tapestry Park

  

  728 Tapestry Park Loop, Chesapeake, VA 23320
• 

  $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 $676,868

  Last Listing Agent Gayle Upchurch BHHS RW Towne Realty

  1101 Fairway Dr, Chesapeake, VA 23320
• 

  

  /27

  Est $251,335

  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

  • 14 Days On Market
• 

  

  /35

  $475,000

  $5K PRICE DROP

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

  2744 Horseshoe Dr, Chesapeake, VA 23322

  Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for

  

  Jessica Haynes

  Keller Williams Capital Props.

  2744 Horseshoe Dr, Chesapeake, VA 23322
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  /33

  Starting at $1,303 Plus Fees

  • 2 - 3 Beds

  908 Lake Village Dr, Chesapeake, VA 23323

  Our apartment homes offer comfortable living with thoughtful floor plans to fit your lifestyle. Choose from our classic or newly renovated 2 & 3-bedroom homes. Each apartment home combines scenic views with modern amenities. Enjoy the convenience of nearby shopping, dining, and entertainment in a welcoming community just minutes from some of Chesapeake's famous waterways.

  Lake Village

  

  908 Lake Village Dr, Chesapeake, VA 23323
• 

  $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 $525,318

  Last Listing Agent Brian Wurst A Better Way Realty Inc.

  904 Will Scarlet Way, Chesapeake, VA 23322
• 

  /2

  Est $372,799

  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
• 

  

  /37

  $299,000

  $11K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  834 W Lake Cir, Chesapeake, VA 23322

  Look no further. This amazing two bedroom with a loft that can be converted to a bedroom/ spare room condo located in the heart of Great Bridge Chesapeake is ready to move into asap. Newer carpet throughout. First floor bedroom with remodeled downstairs bathroom with a beautiful new vanity. Private oversized master bedroom upstairs with renovated ensuite bathroom and huge closets. The upstairs

  

  Debbie Gutekunst

  Iron Valley Real Estate HR

  834 W Lake Cir, Chesapeake, VA 23322
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  /55

  Starting at $2,132

  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

  

  745 Eden Way N, Chesapeake, VA 23320
• 

  $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 $623,984

  Last Listing Agent Debbie Gutekunst Iron Valley Real Estate HR

  4044 Devon Dr, Chesapeake, VA 23321
• 

  

  /18

  Est $282,418

  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

  • 5 Days On Market
• 

  

  /49

  $590,000

  • 4 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  776 Big Bear Ln, Chesapeake, VA 23323

  Welcome to this beautifully designed home in Culpepper Landing, where thoughtful design and modern finishes come together. The open-concept layout centers around a gourmet kitchen featuring quartz countertops, a large island with seating for four, gas cooktop, double ovens, stainless steel appliances, under-cabinet lighting, walk-in pantry, and breakfast area. The family room offers a gas

  

  Maritza Brandon

  The Real Estate Group

  776 Big Bear Ln, Chesapeake, VA 23323
• 

  

  /24

  Starting at $1,779 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

  

  301 Oak Lake Way, Chesapeake, VA 23320
• 

  $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
• 

  /2

  Est $580,988

  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
• 

  

  /50

  $284,850

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  1114 Hoover Ave, Chesapeake, VA 23324

  Welcome home! This inviting property features a spacious layout with plenty of room to spread out, making it ideal for everyday living and entertaining alike. Natural light fills the home, creating a warm and welcoming atmosphere throughout. The kitchen offers ample cabinet and counter space, ready for your personal touches and gatherings with family and friends. The bedrooms are generously

  

  Kristen Boyd

  Next Chapter VA Realty Inc

  1114 Hoover Ave, Chesapeake, VA 23324
• 

  

  /50

  Starting at $1,737 Plus Fees

  • 1 - 3 Beds

  236 Red Knot Way, Chesapeake, VA 23322

  Welcome Home to Red Knot at Edinburgh!

  Red Knot at Edinburgh

  

  236 Red Knot Way, Chesapeake, VA 23322
• 

  $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 $395,335

  Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

  412 Prince Phillip Ct, Chesapeake, VA 23320
• 

  /2

  Est $258,291

  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
• 

  

  /50

  $699,000

  $51K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 4,459 Sq Ft

  433 Truitt Rd, Chesapeake, VA 23321

  This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character

  

  Kevin Keogh

  BHHS RW Towne Realty

  433 Truitt Rd, Chesapeake, VA 23321
• 

  

  /29

  Starting at $1,139 Plus Fees

  • 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.

  Starling Village

  

  1921 Robert Hall Blvd, Chesapeake, VA 23324
• 

  $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 $225,650

  Last Listing Agent Rodney Williams True Realty Inc.

  1816 Long Ridge Rd, Chesapeake, VA 23322
• 

  

  /40

  Est $415,564

  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

  • 7 Days On Market
• 

  /2

  $849,900

  Coming Soon

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  1124 Saint Brides Rd W, Chesapeake, VA 23322

  Set on over 3 acres and tucked back from the road, this meticulously updated 4-bedroom, 3.5-bath Chesapeake property offers a rare blend of space, privacy, and modern finishes. Renovated with care and attention to detail, updates include a new roof, all-new kitchen cabinetry, upgraded stainless steel appliances, quartz countertops, engineered hardwood flooring, fresh paint, and beautifully

  

  Andy Nelson

  Iron Valley Real Estate HR

  1124 Saint Brides Rd W, Chesapeake, VA 23322
• 

  

  /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

  

  2600 Harvard Dr, Chesapeake, VA 23324
• 

  $305,000

  Sold Jul 01, 2025

  923 Oklahoma Dr, Chesapeake, VA 23323

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 2004

  Last Sold Summary

  • $259/SF
  • 18 Days On Market

  Current Estimated Value $311,053

  Last Listing Agent Charles Barco Keller Williams Realty Twn Ctr

  923 Oklahoma Dr, Chesapeake, VA 23323
• 

  /2

  Est $346,199

  Not Listed For Sale

  1905 Ardmore Ave, Chesapeake, VA 23324

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 1959

  1905 Ardmore Ave, Chesapeake, VA 23324
• 

  

  /27

  $305,500

  $5K PRICE DROP Pending

  • 2 Beds
  • 2.5 Baths
  • 1,442 Sq Ft

  585 Marc Smiley Rd, Chesapeake, VA 23324

  Welcome to this beautifully maintained 3-story condo in the Reunion neighborhood of Chesapeake! This home features 2 spacious bedrooms, including a primary suite with dual sink vanity and private bath. The first-floor flex room offers versatility as a home office, guest space, or optional third bedroom. Enjoy an open-concept second level with a bright living room featuring surround sound, dining

  

  Raquel Ricci

  BHHS RW Towne Realty

  585 Marc Smiley Rd, Chesapeake, VA 23324
• 

  

  /22

  Starting at $2,109 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. It's buzzing with good vibes and even better people, and you're the missing piece that completes the picture. Join us now!

  Streets of Greenbrier

  

  929 Wintercress Way, Chesapeake, VA 23320
• 

  $417,000

  Sold Apr 24, 2026

  211 Diamond Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2023

  Last Sold Summary

  • $225/SF
  • 14 Days On Market

  Current Estimated Value $402,232

  Last Listing Agent Taylor Dirk Iron Valley Real Estate Prestige

  211 Diamond Ave, Chesapeake, VA 23323
• 

  

  /15

  Est $298,287

  Not Listed For Sale

  708 Vellines Ave, Chesapeake, VA 23324

  • 3 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • Built 1960

  708 Vellines Ave, Chesapeake, VA 23324

  Last Sold Summary

  • 138 Days On Market

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