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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

    1524 Boxwood Drive, Chesapeake VA image
    1524 Boxwood Drive, Chesapeake VA $235,000

    This well maintained 3 bedroom 1 1/2 bath ranch is move-in ready! Spacious living space including a den off of the dining room. Beautiful backyard features a large deck a...

    • 3 Beds
    • 1.1 Baths
    • 10364009 MLS
    property image
    1257 Kingsway Drive, Chesapeake VA $295,000

    Situated in the heart go Greenbrier! All brick Ranch 3 Bedrooms 2 Full Bath with open floor plan! This home features a lovely new eat in kitchen with fireplace. New Kitc...

    • 3 Beds
    • 2 Baths
    • 10364010 MLS
    508 Sloane Street, Chesapeake VA image
    508 Sloane Street, Chesapeake VA $250,000

    Beautiful open concept home, 3 stories, large master, 1 car attached garage and flex space. Centrally located with easy access to interstates, shopping, restaurants and ...

    • 2 Beds
    • 2.1 Baths
    • 10363732 MLS
    703 Windy Road, Chesapeake VA image
    703 Windy Road, Chesapeake VA $237,500

    Check out this charming home, centrally located in Chesapeake. It is spacious at 1548 sqft with an open floor plan. It has 5 bedrooms, 2 full baths, eat-in kitchen with p...

    • 5 Beds
    • 2 Baths
    • 10363782 MLS
    1401 Sparrow Road, Chesapeake VA image
    1401 Sparrow Road, Chesapeake VA $230,000

    Beautifully remodeled home in a quiet neighborhood. Cathedral ceilings; Large yard; Corner lot. The following are new: HVAC, Windows, Water heater, Siding, S/S appliances...

    • 3 Beds
    • 1 Baths
    • 10363950 MLS
    1721 Shipyard Road Drive, Chesapeake VA image
    1721 Shipyard Road Drive, Chesapeake VA $344,990

    HOME UNDER CONSTRUCTION- MOVE IN MAY. The Beethoven is a townhome that lives like a single family home. Nest thermostat & wi-fi enabled garage opener included! Enter the ...

    • 3 Beds
    • 2.1 Baths
    • 10363947 MLS
    1705 Shipyard Road Drive, Chesapeake VA image
    1705 Shipyard Road Drive, Chesapeake VA $325,990

    HOME UNDER CONSTRUCTION- MOVE IN MAY. The Beethoven is a townhome that lives like a single family home. Nest thermostat & wi-fi enabled garage opener included! Enter the ...

    • 3 Beds
    • 2.1 Baths
    • 10363943 MLS
    1801 Shipyard Road Way, Chesapeake VA image
    1801 Shipyard Road Way, Chesapeake VA $439,990

    HOME UNDER CONSTRUCTION- MOVE IN APRIL. The Griffin Hall is a grand villas w/ an open layout & first floor owner’s suite. Nest thermostat & wi-fi enabled garage door open...

    • 3 Beds
    • 2.1 Baths
    • 10363931 MLS
    145 Harbor Watch Drive, Chesapeake VA image
    145 Harbor Watch Drive, Chesapeake VA $298,000

    Boasting in an array of sleek finishes, this 3 bdrm, 2.5 bathroom contemporary condo is immaculate and ready for its next family! The first floor encompasses a welcoming...

    • 3 Beds
    • 2.1 Baths
    • 10363910 MLS
    1123 Woodland Terrace Drive, Chesapeake VA image
    1123 Woodland Terrace Drive, Chesapeake VA $230,000

    Look no more!! This charming 3 bedrooms, 2 bathrooms, Ranch home with an amazing bounce sunroom is what you need! The hardwood flooring that runs throughout this home is ...

    • 3 Beds
    • 2 Baths
    • 10363905 MLS
    949 Johnstown Road, Chesapeake VA image
    949 Johnstown Road, Chesapeake VA $338,000

    Honey stop the car! Looking for a single-level home and total privacy for you and your family? Look no further. Your new home has upgrades to include the main rooms like ...

    • 3 Beds
    • 2.1 Baths
    • 10363809 MLS
    109 Hickory Ridge Road, Chesapeake VA image
    109 Hickory Ridge Road, Chesapeake VA $339,900

    This BEAUTIFUL brick ranch has so many upgraded features! Peaceful setting tucked away on a nice quiet street. Home has UPDATED kitchen with custom wood cabinets, GRANITE...

    • 3 Beds
    • 1.1 Baths
    • 10363601 MLS
    316 Middleton Way, Chesapeake VA image
    316 Middleton Way, Chesapeake VA $439,900

    Our amenities are one-of-a-kind in Hickory! Enjoy a large community center with kitchen and great room for resident use or to reserve for a private party, resort-style po...

    • 3 Beds
    • 2.1 Baths
    • 10363780 MLS
    628 Annaka Loop, Chesapeake VA image
    628 Annaka Loop, Chesapeake VA $345,000

    Come check out this beautiful 4 bedroom 2 and half bathroom located in the Deep Creek area of Chesapeake. This home is less than 5 years old. It come with beautiful chef'...

    • 4 Beds
    • 2.1 Baths
    • 10363771 MLS
    2417 Fieldsway Drive, Chesapeake VA image
    2417 Fieldsway Drive, Chesapeake VA $315,000

    Welcome home to Coleman Farms, the newest community from Platinum Homes! Coleman Farms is a beautiful luxury townhome community in Chesapeake, conveniently located with n...

    • 3 Beds
    • 2.1 Baths
    • 10363713 MLS
    1941 Lockard Avenue, Chesapeake VA image
    1941 Lockard Avenue, Chesapeake VA $209,900

    Great floorplan! 3 big bedrooms and 2 full baths! Brand new carpet through out, and freshly painted! Brand new refrigerator in huge country kitchen with wood burning fire...

    • 3 Beds
    • 2 Baths
    • 10363752 MLS
    2430 Fieldsway Drive, Chesapeake VA image
    2430 Fieldsway Drive, Chesapeake VA $314,990

    Welcome home to Coleman Farms, the newest community from Platinum Homes! Coleman Farms is a beautiful luxury townhome community in Chesapeake, conveniently located with n...

    • 3 Beds
    • 2.1 Baths
    • 10363694 MLS
    225 Unser Drive, Chesapeake VA image
    225 Unser Drive, Chesapeake VA $280,000

    Solid brick home in the heart of Great Bridge, just needs a little updating. Fenced in yard with large detached garage/shed.

    • 3 Beds
    • 2 Baths
    • 10363575 MLS
    3504 Mardean Drive, Chesapeake VA image
    3504 Mardean Drive, Chesapeake VA $415,900

    Honey Stop the car! You will fall in LOVE the minute you lay your eyes on this beautiful 5 Br 3 FULL bath home w/2 ensuites nestled in premier Western Branch Wellington C...

    • 5 Beds
    • 3 Baths
    • 10363715 MLS
    3344 Morningside Drive, Chesapeake VA image
    3344 Morningside Drive, Chesapeake VA $375,000

    Fantastic brick ranch in highly desirable neighborhood, ready for new owners! This 4 bedroom, 2 bath home features a spacious living room, formal dining room, eat in kitc...

    • 4 Beds
    • 2 Baths
    • 10363706 MLS
    669 William Hall Way, Chesapeake VA image
    669 William Hall Way, Chesapeake VA $515,000

    Come see this beautiful lakefront home conveniently located in Great Bridge! Built in 2013, this immaculate home has beautiful wood floors downstairs and a soaring ceilin...

    • 5 Beds
    • 3 Baths
    • 10363413 MLS
    MM The Landing At Grassfield - The Powell I, Chesapeake VA image
    MM The Landing At Grassfield - The Powell I, Chesapeake VA $524,990

    Move-in this September! With a roomy floorplan and custom flex areas, The Powell is just as inviting as it is functional. The optional full front porch continues the welc...

    • 4 Beds
    • 2.1 Baths
    • 10363675 MLS
    MM The Landing At Grassfield- The Lakeland I, Chesapeake VA image
    MM The Landing At Grassfield- The Lakeland I, Chesapeake VA $579,990

    The Lakeland single-family home blends space and style. A family entry off the standard 3-car garage leads to a gourmet kitchen with an island and lots of light. The adjo...

    • 4 Beds
    • 2.1 Baths
    • 10363671 MLS
    MM The Landing At Grassfield- The Roanoke I, Chesapeake VA image
    MM The Landing At Grassfield- The Roanoke I, Chesapeake VA $549,990

    The Roanoke has maximum curb appeal. The front porch continues the welcoming tone as it leads you into the grand foyer flooded with space and light. This beautiful home i...

    • 5 Beds
    • 3 Baths
    • 10363669 MLS
    117 Meta Street, Chesapeake VA image
    117 Meta Street, Chesapeake VA $350,000

    This beautiful, must see ranch home in Deep Creek was designed for entertaining! Inside enjoy a bright, open, flowing floorplan complete with large great room with vaulte...

    • 4 Beds
    • 2 Baths
    • 10363667 MLS
    MM The Landing At Grassfield- The Columbia I, Chesapeake VA image
    MM The Landing At Grassfield- The Columbia I, Chesapeake VA $514,990

    The Columbia is just as inviting as it is functional with a roomy floorplan and custom flex room erfect for an office or whatever you like! The family room flows beautifu...

    • 4 Beds
    • 2.1 Baths
    • 10363663 MLS
    MM The Landing At Grassfield- The Ballenger I, Chesapeake VA image
    MM The Landing At Grassfield- The Ballenger I, Chesapeake VA $489,990

    The Ballenger gives you just the right amount of space, over-delivers on flexibility. Nest thermostat & wi-fi enable garage door opener. LVP flooring featured throughout ...

    • 4 Beds
    • 2.1 Baths
    • 10363662 MLS
    728 Appalachian Court, Chesapeake VA image
    728 Appalachian Court, Chesapeake VA $450,000

    None

    • 5 Beds
    • 2.1 Baths
    • 10362729 MLS
    property image
    2999 Galberry Road Unit B, Chesapeake VA $349,900

    Upstairs carpet to be replaced. New paint, Neutral decor, Large 4 bedroom home, 2 car garage, Big fenced yard, Outside shed, Primary bedroom with oversized walk in closet...

    • 4 Beds
    • 2.1 Baths
    • 10363625 MLS
    1118 Madison Lynn Way, Chesapeake VA image
    1118 Madison Lynn Way, Chesapeake VA $510,000

    Gorgeous move-in ready home located in Great Bridge. No POA in this neighborhood. Open concept first floor with large kitchen island and rear covered patio, all perfect f...

    • 5 Beds
    • 4 Baths
    • 10363514 MLS
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    Keller Williams Realty

    1, Columbus Center, #700,
    Virginia Beach, VA 23462

    Office: 757-500-2404

    Broker: 757-499-5911

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