Chesapeake, VA Homes for Sale under $400,000

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  /34

  $289,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

  The Addison Plan at Grayson Commons - Condominiums, Chesapeake, VA 23320

  Our interior model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with breakfast bar, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owners suite includes a private bath & walk-in closet with custom wood shelving.

  Dragas Companies Builder

  1516 Elbow Rd Unit 36469973, Chesapeake, VA 23320
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  /36

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft

  5 Harbor Watch Dr Unit 413, Chesapeake, VA 23320

  PARK YOUR BOAT HERE! Enjoy waterfront living in the heart of Great Bridge. This beautifully maintained 3BR/2BA condo offers an open floor plan and a private balcony with harbor views. The spacious primary suite includes a walk-in closet, double vanity, soaking tub, and separate shower. Sale includes a boat slip in the protected private harbor, two reserved parking spaces, and assigned storage.

  Cosette Lambourne Real Broker LLC

  5 Harbor Watch Dr Unit 413, Chesapeake, VA 23320
• 

  

  /2

  $275,000

  $45K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 905 Sq Ft

  843 Quail Ave, Chesapeake, VA 23324

  **Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

  Paula Moore Keffer Realty

  843 Quail Ave, Chesapeake, VA 23324
• 

  

  

  /22

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  716 Hillwell Rd Unit B, Chesapeake, VA 23322

  You know that feeling when a house just makes sense? This one has it. Three bedrooms, two baths, and 1,356 square feet give you real room without a lot of upkeep. The LVP flooring is fresh, the windows are newer, and the kitchen has the space to actually cook and gather in. The cabinets were refinished and paired with butcher-block counters, and the lighting, trim, and fixtures have all been

  Jeremy Johnson Long & Foster Real Estate Inc.

  716 Hillwell Rd Unit B, Chesapeake, VA 23322
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  /24

  $329,900

  • 2 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  514 Trellis Trail, Chesapeake, VA 23320

  Back on the market because a BRAND NEW A/C was installed!! Spacious 1,870-square-foot, 2-bedroom condo tucked away at the rear of a four-unit building, offering added privacy and a peaceful setting. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. The oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space. Sliding

  Kim Kirane RE/MAX Allegiance

  514 Trellis Trail, Chesapeake, VA 23320
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  /39

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 1,582 Sq Ft

  1213 Killington Square, Chesapeake, VA 23320

  MOVE-IN READY end-unit townhome in highly desirable Greenbrier! Fresh paint and brand-new carpet throughout give this home a clean, modern feel. The bright eat-in kitchen features stainless steel appliances and granite countertops, perfect for everyday living and entertaining. The spacious great room includes a dining area, cozy fireplace, and direct access to a large fenced backyard with storage

  Maribeth Dunlap Long & Foster Real Estate Inc.

  1213 Killington Square, Chesapeake, VA 23320
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  /34

  $324,800

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

  1800 Spar St, Chesapeake, VA 23321

  Charming three bedroom ranch with thoughtful updates throughout. New windows bring an abundance of natural light into the home, while fresh paint, new laminate and carpet flooring and new lighting create a bright, refreshed feel. The welcoming floor plan includes a sizable living room and dining area. The updated kitchen is sure to impress with all new granite countertops, stainless steel

  Michael Daugherty Own Real Estate LLC

  1800 Spar St, Chesapeake, VA 23321
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  /14

  $239,995

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  516 Rue Marseille, Chesapeake, VA 23320

  Spacious 2 bedroom/2 bath condo featuring an open floor plan and soaring cathedral ceilings. Bright end unit with abundant natural sunlight throughout. Well-designed layout for entertaining. Prime location with easy access to interstate, shopping, and restaurants. Property has been renovated with all new flooring, paint, kitchen cabinets and countertops, and bathroom vanities.

  Deanna Crook Signature Properties

  516 Rue Marseille, Chesapeake, VA 23320
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  /44

  $335,000

  • 3 Beds
  • 2.5 Baths
  • 1,472 Sq Ft

  1016 Winged Foot Ct Unit B, Chesapeake, VA 23320

  One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

  Jessica Downes RE/MAX Allegiance

  1016 Winged Foot Ct Unit B, Chesapeake, VA 23320
• 

  

  /17

  $235,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  701 Rapidan River Ct Unit A, Chesapeake, VA 23320

  Welcome home to this beautifully updated 2 bedroom, 2 bath condo in the desirable Riverwalk community! Featuring fresh paint throughout, newer luxury vinyl plank flooring, stylish new cabinetry, and updated countertops, this home is move-in ready. The kitchen is complete with stainless steel appliances, offering both modern style and functionality. Enjoy low-maintenance living with condo fees

  Eddie Gerardo-Ferrer RE/MAX Allegiance

  701 Rapidan River Ct Unit A, Chesapeake, VA 23320
• 

  

  /26

  $235,000

  $25K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,168 Sq Ft

  1002 Willow Green Ct, Chesapeake, VA 23320

  Located in the Riverwalk section of Chesapeake, this corner unit offers added privacy and a great position tucked toward the backside of the building. Enjoy a quiet serene lifestyle. The functional floor plan provides comfortable everyday living. 2 Bedrooms on the 2nd floor along with 2 Full-Baths with a convenient powder room on the 1st floor. Generous closet space and plenty of storage

  Pamela Boone-Skeeter BHHS RW Towne Realty

  1002 Willow Green Ct, Chesapeake, VA 23320
• 

  

  /22

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,405 Sq Ft

  2317 Southern Pines Dr, Chesapeake, VA 23323

  Come check out this amazing ranch on Oak Manor before its gone! 4 bedroom 2 bath including FROG. Located in the heart of Chesapeake & sits on .5 acres. Enjoy the cozy wood burning f/p in living room. Updated open kitchen with breakfast area and pantry cabinet. Newly renovated hall bath. Wonderful primary suite with double closets & renovated primary bath. Freshly painted throughout. Fully fenced

  Brianna Seeds Atlantic Sothebys Int'l Realty

  2317 Southern Pines Dr, Chesapeake, VA 23323
• 

  

  /20

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,039 Sq Ft

  1302 Portlock Rd, Chesapeake, VA 23324

  Welcome to 1302 Portlock Road, where thoughtful updates and modern style come together to create a home that is truly ready to enjoy! From the moment you arrive, you’ll appreciate the fresh exterior paint, newer windows, and desirable corner-lot setting.Inside, the beautifully upgraded kitchen is sure to impress, featuring granite countertops, new cabinetry, and stainless-steel appliances,

  Kim Stanley Green Tree Real Estate Inc

  1302 Portlock Rd, Chesapeake, VA 23324
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  /3

  $225,000

  • 2 Beds
  • 2 Baths
  • 962 Sq Ft

  401 Bracknell Arch Unit F, Chesapeake, VA 23320

  Tranquil and serene condo living, welcome to this desirably located greenbriar community close to local dinning and shopping. This property also offers quick access to major interstate Hwy and just a few blocks over from Chesapeake General Hospital

  Malcolm Jenkins Swell Realty Co

  401 Bracknell Arch Unit F, Chesapeake, VA 23320
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  /7

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  608 Edinburg Ave, Chesapeake, VA 23324

  Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator and new cabinets. This freshly painted property has some updates plus it has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  608 Edinburg Ave, Chesapeake, VA 23324
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  /12

  $260,000

  • 2 Beds
  • 2 Baths
  • 1,214 Sq Ft

  1914 Woodgate Arch, Chesapeake, VA 23320

  Open House Saturday 7/18/26, 10 am - 2 pm. Welcome to this beautifully renovated 2-bedroom, 2 bathroom townhome featuring impressive high ceilings that create an open, airy feel throughout. The updated interior boasts modern finishes, refreshed flooring, and a stylish kitchen perfect for both everyday living and entertaining. Spacious bedrooms offer comfort and privacy, while the thoughtfully

  Ashley Faulk Wainwright Real Estate

  1914 Woodgate Arch, Chesapeake, VA 23320
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  /32

  $394,000

  $3K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,605 Sq Ft

  1415 Willow Ave, Chesapeake, VA 23325

  Welcome to this fantastic opportunity in the desirable Norfolk Highlands neighborhood! This versatile property features a spacious 3-bedroom, 2-bath main home plus a detached studio-style in-law suite complete with its own kitchen, full bath, and a new mini split system (2024)for heating and cooling great for multigenerational living, guests, or a private office. Enjoy a fully fenced backyard

  Melissa Gates The Bryant Group

  1415 Willow Ave, Chesapeake, VA 23325
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  /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
• 

  

  /5

  $289,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

  1540, Chesapeake, VA 23320

  Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details.Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island,

  Clarice Savereux Dragas Companies Realty Inc

  1540, Chesapeake, VA 23320
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  /9

  $240,000

  $10K PRICE DROP

  • Land
  • 6 Acres
  • $40,000 per Acre

  4809 Sondej Ave, Chesapeake, VA 23321

  Western Branch school zoned 6 acre parcel ready for you to build your dream home. NO Hoa fees or rules. Seller will provide survey just recently done and a copy of perk test for approved offers only. Non conforming septic systems can be used, and you will need to dig a private deep water well. Listing agent can provide some options for septic and local well companies, along with local builders

  LeAnn Amory BHHS RW Towne Realty

  4809 Sondej Ave, Chesapeake, VA 23321
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  /3

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,421 Sq Ft

  4908 Portsmouth Blvd, Chesapeake, VA 23321

  Prime Commercial Potential! Located in the Fast-Growing Southwest Corner of Portsmouth Blvd. & Jolliff Rd. Corridor of Chesapeake across from The Grove At Western Branch & Amazon Processing Center. This Property has been Designated for Commercial Development, Additional Adjoining Acres Available Boarding Hotels, across from Lowes Home Improvement, Cracker Barrel, 7-11, Navy Federal, etc. Just

  Denise Winslow CENTURY 21 Nachman Realty

  4908 Portsmouth Blvd, Chesapeake, VA 23321
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  /48

  $380,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  700 Saxon Ct, Chesapeake, VA 23323

  Tucked away on a peaceful cul-de-sac, this charming Chesapeake property welcomes you with exceptional features and inviting style. Inside, the home boasts premium, eco-friendly bamboo flooring across most of the living areas, creating a clean, modern ambiance. A standout highlight is the unique two-section screened porch, carefully crafted for year-round enjoyment, morning coffees, or evening

  Aaron Gutierrez Creed Realty

  700 Saxon Ct, Chesapeake, VA 23323
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  /45

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft

  4316 Hillingdon Bend Unit 305, Chesapeake, VA 23321

  Move in ready! Welcome to easy, low-maintenance living in the sought-after King's Pointe at Western Branch! This beautifully maintained 3rd-floor, 2-bedroom, 2-bath condo offers added privacy, abundant natural light, and peaceful treetop views from the large picture window. The open-concept living and dining areas create a comfortable space for everyday living and entertaining, while the kitchen

  Bridgette Hamm The Real Estate Group

  4316 Hillingdon Bend Unit 305, Chesapeake, VA 23321
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  /42

  $285,000

  $13K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 996 Sq Ft

  1225 Jackson Ave, Chesapeake, VA 23324

  Recently renovated and move-in ready, this charming home is the perfect place to call your own! Featuring a bright, refreshed interior, freshly painted and a brand-new HVAC system. This home offers comfort and peace of mind from day one. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this cute Chesapeake home is one you won't want to miss.

  Ron Sawyer RE/MAX Prime

  1225 Jackson Ave, Chesapeake, VA 23324
• 

  /2

  $285,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,402 Sq Ft

  2016 Rokeby Ave, Chesapeake, VA 23320

  Nice brick ranch with wooded views of the park. Great flow in this home with cozy family room with wood burning fireplace. Large lot with detached garage. Great layout. This fixer upper is just waiting for the next owners and updates!

  Renee Perry BHHS RW Towne Realty

  2016 Rokeby Ave, Chesapeake, VA 23320
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  /38

  $299,000

  • 3 Beds
  • 3 Baths
  • 1,329 Sq Ft

  2454 Whitman St, Chesapeake, VA 23321

  This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well- perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and

  Amanda Ackiss Triumph Realty

  2454 Whitman St, Chesapeake, VA 23321
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  /30

  $275,000

  • 4 Beds
  • 1.5 Baths
  • 1,624 Sq Ft

  708 B St, Chesapeake, VA 23324

  Updated 4-bedroom, 1.5-bath traditional two-story home featuring a welcoming front porch. Recent upgrades include a brand-new HVAC system with new ductwork, updated plumbing, and modernized electrical systems. The bathrooms have stylish tile finishes, a shower, and a tub. The stunning kitchen boasts granite countertops and stainless steel appliances. Convenient first-floor living includes a

  Kelly Liedtke AMW Real Estate Inc

  708 B St, Chesapeake, VA 23324
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  /39

  $290,000

  $35K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,430 Sq Ft

  1403 Algona Rd, Chesapeake, VA 23324

  Brick ranch, 3 bedrooms 1 1/2 baths. fresh pain throughout, newer flooring, new appliances. Large backyard. New HVAC.Termite and moisture report has been done.

  Amanda Martinez Gallery Realty LLC

  1403 Algona Rd, Chesapeake, VA 23324
• 

  

  /14

  $349,900

  Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,346 Sq Ft

  1205 Aaron Ct, Chesapeake, VA 23323

  This renovated ranch is nestled in the neighborhood and boasts new paint and LVP and lighting throughout. Brand new kitchen (with new SS appliances) with eye-catching quartz countertops, overlooks the dining room . Updated bathrooms with new ceramic tile and vanities. All this plus a new roof! Walk in and enjoy the open floor plan of your new home! Both sheds sold "as is".

  Marcella Montagna CoastalVA Realty Inc.

  1205 Aaron Ct, Chesapeake, VA 23323
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  /43

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,587 Sq Ft

  3568 Dunedin Dr, Chesapeake, VA 23321

  Welcome home to this beautifully renovated, move-in-ready home where the big-ticket updates are already DONE! Featuring a NEW roof, NEW HVAC, NEW windows and NEW hot water heater. The gorgeous new kitchen offers granite countertops, a large breakfast bar, stainless steel appliances and a stainless steel farmhouse sink. Enjoy custom tiled bathrooms, spacious walk-in closets, new flooring, fresh

  Bridget Combs COVA Home Realty

  3568 Dunedin Dr, Chesapeake, VA 23321
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  /27

  $339,900

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft

  4376 Pickney Ln, Chesapeake, VA 23324

  MOVE-IN READY and packed with upgrades! Fresh paint and brand-new flooring throughout make this newer 3-story condo truly shine. this energy-efficient home offers modern style, low-maintenance living, and exceptional versatility. The open floor plan features high ceilings, recessed lighting, and surround sound speakers in the living room. The gourmet kitchen boasts a breakfast bar, tile

  Danielle Sticha Howard Hanna Real Estate Svcs.

  4376 Pickney Ln, Chesapeake, VA 23324
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  /3

  $239,900

  • Land
  • 3.77 Acres
  • $63,702 per Acre

  743 Bedford St, Chesapeake, VA 23322

  This is a 3+ acre lot zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off. Owner will consider

  Robert Wadsworth Pungo Realty LLC

  743 Bedford St, Chesapeake, VA 23322
• 

  

  /31

  $399,999

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  1117 Winsford Ln, Chesapeake, VA 23320

  Welcome home! This move-in ready townhome offers low-maintenance living in a convenient Chesapeake location near Greenbrier. Enjoy a fully renovated primary bath, a low-maintenance patio with AstroTurf, and community amenities including a pool and park. Conveniently located near shopping, dining, entertainment, and major roadways, this home offers the perfect blend of comfort, convenience, and

  Lexi Pace RE/MAX Alliance

  1117 Winsford Ln, Chesapeake, VA 23320
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  /29

  $287,000

  $2K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,112 Sq Ft

  718 Osborn Ave, Chesapeake, VA 23325

  Don’t miss this charming brick starter home offering 3 bedrooms, 1.5 baths, and just under 1,200 sq. ft. The updated kitchen, newer roof, HVAC, and windows (all under 5 years old) provide peace of mind, while the fully fenced backyard offers plenty of space to relax or play. Conveniently located near interstates, military bases, shopping, and restaurants, and zoned for Indian River schools. A

  Jennifer Lamb Triumph Realty

  718 Osborn Ave, Chesapeake, VA 23325
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  /32

  $343,000

  $7K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  3036 Bomar Dr, Chesapeake, VA 23321

  Updated ranch in Western Branch with open floor plan. Kitchen has beautiful granite countertops and stainless steel appliances. Large bonus room that could be used as an extra bedroom, playroom, office, entertainment room, or family room. Fully fenced back yard with detached garage. Close to interstates, shopping, restaurants, and Military bases.

  Catherine Blythe The Real Estate Group

  3036 Bomar Dr, Chesapeake, VA 23321
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  /33

  $340,000

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  815 Rutledge Rd, Chesapeake, VA 23320

  Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen

  Angela Kennedy 1st Class Real Estate Integrity

  815 Rutledge Rd, Chesapeake, VA 23320
• 

  

  /31

  $344,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  1540 Eldwick Drive #101, Chesapeake, VA 23320

  Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details.Our Rowen model is a 1st floor corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes.

  Clarice Savereux Dragas Companies Realty Inc

  1540 Eldwick Drive #101, Chesapeake, VA 23320
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  /32

  $397,000

  $38K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,315 Sq Ft

  2113 Quaker Place, Chesapeake, VA 23325

  This lovely Rancher style home has lots of room for you! Upon entrance you will see some of the wood laminated floors. The family room (18 X 16) with vaulted ceiling, has an open feeling plus gas fireplace. Roomy kitchen with lots of cabinet & counter space. Recently renovated Florida room (18 X 15). Lots of fresh painting, some new carpet and more! All bedrooms in this 4 bedroom rancher are

  Larry Townsend BHHS RW Towne Realty

  2113 Quaker Place, Chesapeake, VA 23325
• 

  

  /36

  $374,900

  $20K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,124 Sq Ft

  1421 Ardmore Cir, Chesapeake, VA 23324

  Welcome to 1421 Ardmore Circle! This charming cape cod home offers 5 bedrooms and 3 full bathrooms nestled on almost 1/2 an acre. Step inside to find a welcoming layout designed for both everyday living and entertaining. The spacious kitchen has been completely updated with white shaker style cabinets, quartz countertops, new stainless steel appliances, new faucet, new light fixture and new

  Kim McGlone Keller Williams Coastal Virginia Chesapeake

  1421 Ardmore Cir, Chesapeake, VA 23324
• 

  

  /16

  $349,900

  • 4 Beds
  • 2.5 Baths
  • 1,656 Sq Ft

  844 Parapet Rd, Chesapeake, VA 23323

  Welcome to this spacious two-story home offering a fantastic layout and incredible potential! The first floor features a formal living room, separate dining room, a cozy den, and a convenient half bath. Upstairs, you will find three comfortably sized bedrooms alongside a primary suite complete with its own private en suite bath. Excellent storage and parking are provided by the attached two-car

  Rachael Podruchny Vylla Home

  844 Parapet Rd, Chesapeake, VA 23323

Showing Results 201 - 240, Page 6 of 7