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Chesapeake Real Estate Search

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About Chesapeake | VIRGINIA

Chesapeake is the second largest city by land mass in the Commonwealth of Virginia and was named the 21st best city in America by Bloomberg Businessweek in 2011.  Once known for its many square miles of farmland, forest, and wetlands, Chesapeake has become a highly sought-after city for builders and homeowners seeking larger lots and generally more home for their money.  Today, Chesapeake is rich in both established and new construction communities.  You can search for all of the Chesapeake homes for sale right here on Trustworthagents.com.   All listings are refreshed daily from the Chesapeake MLS database.  If you are just interested in Chesapeake foreclosures, short sales, waterfront homes, or other advanced search criteria, just click the advanced search link in the search box. Interested in New Construction Communities in Chesapeake? Visit our Chesapeake New Construction Communities page!
See All Chesapeake Home Listings

Recently Listed Homes in Chesapeake VA

318 Middle Oaks Drive, Chesapeake VA image
318 Middle Oaks Drive, Chesapeake VA $258,900

All-brick townhouse backs to trees offering privacy in the back yard! "Move-in-Ready" best describes this nicely upgraded home. Features: new windows; new gutters; new to...

  • 2 Beds
  • 2.1 Baths
  • 10437271 MLS
2816 E. Point Drive, Chesapeake VA image
2816 E. Point Drive, Chesapeake VA $325,000

Welcome to this wonderful all brick ranch style home located in desirable Green Meadow Point. This 3 bedroom 2 bathroom home has ample space with original hardwood floor...

  • 3 Beds
  • 2 Baths
  • 10437213 MLS
1907 Dobson Court, Chesapeake VA image
1907 Dobson Court, Chesapeake VA $430,000

Welcome to Abbey Hill at Hickory Manor. If you're looking for a maintenance-free resort lifestyle, your search is over. This end unit Westminster floor plan built in 2021...

  • 3 Beds
  • 2.1 Baths
  • 10437207 MLS
1616 Redwing Arch Unit 25A, Chesapeake VA image
1616 Redwing Arch Unit 25A, Chesapeake VA $392,500

ROXBURY. SOLD. TBB. QUARTZ COUNTERS.

  • 3 Beds
  • 2.1 Baths
  • 10437212 MLS
1444 Scoonie Pointe Drive, Chesapeake VA image
1444 Scoonie Pointe Drive, Chesapeake VA $424,883

Start packing... you've found your new home! This beautiful Seafield plan is move-in ready & a favorite in Eagle Pointe, Chesapeake's Premier Community for Adults 55+. Be...

  • 3 Beds
  • 2.1 Baths
  • 10437144 MLS
3705 Longhill Arch, Chesapeake VA image
3705 Longhill Arch, Chesapeake VA $645,000

Stunning open concept Savannah model with 1st floor in law suite (includes living room, full bathroom and 2 walk in closets) on 1/3 acre lot and no HOA. Gourmet kitchen w...

  • 5 Beds
  • 3.1 Baths
  • 10437178 MLS
MM Owens In Flagstone Quay, Chesapeake VA image
MM Owens In Flagstone Quay, Chesapeake VA $566,900

Our last and final phase is now available! At Flagstone Quay, we have some new & modified floor plans plus some proven favorites. Easy commute to anywhere in Chesapeake, ...

  • 4 Beds
  • 2.1 Baths
  • 10437134 MLS
MM Derring In Flagstone Quay, Chesapeake VA image
MM Derring In Flagstone Quay, Chesapeake VA $559,900

Our last and final phase is now available! At Flagstone Quay, we have some new & modified floor plans plus some proven favorites. Easy commute to anywhere in Chesapeake, ...

  • 4 Beds
  • 2.1 Baths
  • 10437128 MLS
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2872 Martins Point Way, Chesapeake VA $1,514,946

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  • 6 Beds
  • 5.1 Baths
  • 10437100 MLS
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1104 Halton Lane, Chesapeake VA $272,000

Beautiful all brick condo in heart of Greenbrier. Move in ready. Open floor plan with lots of natural light. Galley kitchen that opens to dining area. Foyer and dining ro...

  • 2 Beds
  • 2.1 Baths
  • 10437117 MLS
3509 Kathys Way, Chesapeake VA image
3509 Kathys Way, Chesapeake VA $549,000

Come see this stunning four bed, three-and-a-half bath, spacious home tucked away in Deep Creek. Formal dining room, updated kitchen with a view of the backyard through ...

  • 4 Beds
  • 3.1 Baths
  • 10437086 MLS
2520 Leytonstone Drive, Chesapeake VA image
2520 Leytonstone Drive, Chesapeake VA $258,500

Pristine 3 bedroom, 2.5 bath Condo. Spacious living room with beautiful picture window for natural light and opens to the dining room/ kitchen combo. The kitchen has stai...

  • 3 Beds
  • 2.1 Baths
  • 10436653 MLS
712 Tyler Way, Chesapeake VA image
712 Tyler Way, Chesapeake VA $680,000

Welcome to this stunning 5BR 4Ba home in the premier neighborhood of Chapel Hill Estates located in the Hickory High School District. Open floor plan for entertaining or ...

  • 5 Beds
  • 4 Baths
  • 10437052 MLS
MM Lee In Flagstone Quay, Chesapeake VA image
MM Lee In Flagstone Quay, Chesapeake VA $599,500

Our last and final phase is now available! At Flagstone Quay, we have some new & modified floor plans plus some proven favorites. Easy commute to anywhere in Chesapeake, ...

  • 4 Beds
  • 3.1 Baths
  • 10437069 MLS
1810 Aft Way, Chesapeake VA image
1810 Aft Way, Chesapeake VA $400,000

Seeing the price of new construction once you add all the additional packages making your head spin? Want a home right now - that's only a year old? Then 1810 Aft Way is ...

  • 3 Beds
  • 2.1 Baths
  • 10436946 MLS
522 Hermit Thrush Way, Chesapeake VA image
522 Hermit Thrush Way, Chesapeake VA $242,000

Open concept space in the living/dining/kitchen. Nice room off of the dining area for an office or a gym! 2 spacious bedrooms upstairs, each with it's own bath. The large...

  • 2 Beds
  • 2.1 Baths
  • 10436821 MLS
1341 Chesapeake Avenue, Chesapeake VA image
1341 Chesapeake Avenue, Chesapeake VA $250,000

Welcome to Historic South Norfolk! Pull into your own private driveway to this attractive home that has been tastefully updated with modern conveniences yet original char...

  • 3 Beds
  • 2 Baths
  • 10436297 MLS
1684 Teton Court, Chesapeake VA image
1684 Teton Court, Chesapeake VA $618,823

Derring II model, construction starting spring 2022, sodded front yard, full front porch, 9' ceilings throughout the 1st & 2nd floor, LVP throughout 1st floor, white cabi...

  • 4 Beds
  • 2.1 Baths
  • 10437059 MLS
509 Eldridge Lane Unit 19D, Chesapeake VA image
509 Eldridge Lane Unit 19D, Chesapeake VA $439,035

MOVE IN JANUARY 2023! The Griffin Hall is a grand villas w/ an open layout & first floor owner’s suite. Nest thermostat & wi-fi enabled garage door opener included. From ...

  • 3 Beds
  • 2.1 Baths
  • 10437047 MLS
1625 Songbird Lane Unit 17B, Chesapeake VA image
1625 Songbird Lane Unit 17B, Chesapeake VA $379,695

MOVE IN JANUARY 2023! The Roxbury townhome offers a flexible, 1-car garage floor plan designed for modern living. From the welcoming foyer, a hall leads to the stunning g...

  • 3 Beds
  • 2.1 Baths
  • 10437044 MLS
2204 Battery Park Road, Chesapeake VA image
2204 Battery Park Road, Chesapeake VA $220,000

Charming cottage-like home on a large lot with plenty of room for outdoor activities. This home has many added features and updates including new HVAC system with UV ligh...

  • 2 Beds
  • 1 Baths
  • 10436930 MLS
508 Eldridge Lane Unit 21E, Chesapeake VA image
508 Eldridge Lane Unit 21E, Chesapeake VA $441,630

GRIFFIN HALL. SOLD. QUARTZ COUNTERS. TBB.

  • 3 Beds
  • 2.1 Baths
  • 10436991 MLS
2900 Tyre Neck Road, Chesapeake VA image
2900 Tyre Neck Road, Chesapeake VA $475,000

Come and see this beautiful 6 bedroom, 3 FULL bathroom, that is located in the heart of Western Branch Chesapeake. The kitchen features, stainless steel appliances, BEAUT...

  • 6 Beds
  • 3 Baths
  • 10436984 MLS
722 Sparrow Road, Chesapeake VA image
722 Sparrow Road, Chesapeake VA $219,900

Freshly painted inside and out Ranch home with so much New! New kitchen cabinets with granite, stainless steel appliances with over the range microwave, electric stove, n...

  • 2 Beds
  • 1 Baths
  • 10436981 MLS
1628 Redwing Arch Unit 25G, Chesapeake VA image
1628 Redwing Arch Unit 25G, Chesapeake VA $385,010

ROXBURY. SOLD. TBB.

  • 3 Beds
  • 2.1 Baths
  • 10436980 MLS
4016 3rd Street, Chesapeake VA image
4016 3rd Street, Chesapeake VA $320,000

Enjoy a beautiful home in a great location in Chesapeake. With not one, but two primary bedrooms that could serve someone wonderfully for an elder relative, in laws, or f...

  • 4 Beds
  • 3 Baths
  • 10436934 MLS
600 Shasta Drive, Chesapeake VA image
600 Shasta Drive, Chesapeake VA $799,900

Your wish has come true. We are selling the model home! The McComas 4 bedroom, 3 bathroom home comes with too many upgrades to list them all! Nothing has been overlooked....

  • 4 Beds
  • 3 Baths
  • 10436972 MLS
837 Parker Road, Chesapeake VA image
837 Parker Road, Chesapeake VA $514,500

Fantastic home in Cheshire Forest of Chesapeake. Great Bridge Schools. This yard and deck will not disappoint; all just in time for those summer cook-outs. FROG could be ...

  • 5 Beds
  • 2.1 Baths
  • 10436802 MLS
1161 Commerce Avenue, Chesapeake VA image
1161 Commerce Avenue, Chesapeake VA $269,900

This Beautiful and Tastefully Renovated Home Offers: Soft Close Solid Wood Shaker Style Kitchen Cabinets, Stainless Steel Appliances, Granite Counters, Subway Tiled Back ...

  • 3 Beds
  • 2.1 Baths
  • 10436955 MLS
3347 Reserve Trail, Chesapeake VA image
3347 Reserve Trail, Chesapeake VA $575,000

PRIDE IN HOMEOWNERSHIP! This meticulous well kept home in Western Branch Reserve boasts 6 BEDROOMS 4.5 BATHROOMS with 3350 sqft of pure living space, with hardwood floori...

  • 6 Beds
  • 4.1 Baths
  • 10436937 MLS
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Chesapeake Quick Links

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Keller Williams Realty

1100 Volvo Pkwy Suite 200,
Chesapeake, VA 23320

Office: 757-500-2404

Broker: 757-361-0106

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