Chesapeake, VA Homes for Sale under $400,000

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  /37

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,360 Sq Ft

  1472 Culpepper Ave, Chesapeake, VA 23323

  Welcome home to this fully updated 4-bedroom, 2-bath ranch style home that perfectly blends modern style with comfortable living. Step inside to an open-concept layout filled with natural light — ideal for entertaining or relaxing with family. The stunning kitchen features updated cabinetry, sleek countertops, and stainless steel appliances, opening seamlessly to the spacious living and dining

  Megan Owens Howard Hanna Real Estate Svcs.

  1472 Culpepper Ave, Chesapeake, VA 23323
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  /7

  $349,000

  • Land
  • 11.45 Acres
  • $30,480 per Acre

  8 Shillelagh Rd, Chesapeake, VA 23323

  Beautiful 11.453 acres of wooded lot in the heart of chesapeake located in the Grassfield area. If you are quiet you may get lucky and see some deer or even a wild turkey. Enjoy peaceful country living w nearby conveniences of schools, shopping, restaurants and access to the interstate. Check with the city of Chesapeake for building and other questions.

  Debbie Esposito Howard Hanna Real Estate Svcs.

  8 Shillelagh Rd, Chesapeake, VA 23323
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  /10

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1138 Seaboard Ave, Chesapeake, VA 23324

  Welcome to this FULLY RENOVATED gem, boasting NEW modern comfort! From the moment you arrive, you'll be captivated by the BRAND-NEW METAL ROOF, designed for both style & durability. Step inside to discover bright, open-concept living spaces with all NEW finishes- perfect for family gatherings or entertaining guests. Enjoy optimal comfort year round with a NEW state of the art HVAC system. Each

  Marquis Bynum A Better Way Realty Inc.

  1138 Seaboard Ave, Chesapeake, VA 23324
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  /32

  $345,000

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  4004 River Breeze Cir, Chesapeake, VA 23321

  Welcome home to the River Breeze Community! You have an open canvas home to see how you'd like your furniture to be layed out in the space! A Single Family Unit with an open concept, 2-car garage in desirable Western Branch! Upon entering, the quaint living room with two colums that gives a distintive look & meets throughway that opens to the great room, dining room and kitchen. The Washer/Dryer

  MarQuita Holloway KW Coastal Chesapeake Virginia

  4004 River Breeze Cir, Chesapeake, VA 23321
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  /33

  $374,900

  • 4 Beds
  • 2 Baths
  • 1,785 Sq Ft

  123 Ridgewood Rd, Chesapeake, VA 23325

  Fantastic, fully renovated 4 bed 2 bath, Ranch! Gleaming Kitchen with Island, Subway tiled Backsplash & ceramic flooring, Gas Oven, SS appliances, Granite counters & newer adjustable Cabinets. This open floorplan is complimented by NEW: wideplank LVP flooring, fresh Wall Color, & bedroom Carpet. Two updated full bathrooms & spacious Bedrooms, each with sizable closets. The backyard is sure to

  Courtney Kellam Howard Hanna Real Estate Svcs.

  123 Ridgewood Rd, Chesapeake, VA 23325
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  /46

  $399,900

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1116 Elder Ave, Chesapeake, VA 23325

  Gorgeously updated ranch style home featuring 5 bedrooms and 2 full bathrooms. This move-in-ready home offers all new flooring throughout, a stunning updated kitchen, and a spacious layout filled with natural light. Enjoy a large yard with a deck, great for entertaining or play. Conveniently located near shopping, schools, and interstates.

  Denise Cowan 1st Class R E - Equity Group

  1116 Elder Ave, Chesapeake, VA 23325
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  /12

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 1,536 Sq Ft

  1022 Hill St, Chesapeake, VA 23324

  Welcome to this charming home tucked away on a quiet street. The open layout creates an easy flow throughout the spacious rooms, offering plenty of flexibility for everyday living. New LVP flooring throughout the first floor. Enjoy generously sized bedrooms and the convenience of an upstairs laundry room. Set in a peaceful, established neighborhood yet close to local amenities, this home provides

  Michele Obenour Howard Hanna Real Estate Svcs.

  1022 Hill St, Chesapeake, VA 23324
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  /30

  $385,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  3237 Sir Meliot Dr, Chesapeake, VA 23323

  This beautiful property offers spacious common areas with brand NEW laminate flooring and carpet throughout, along with a NEW kitchen featuring stainless steel appliances and modern fixtures. Step outside to enjoy your own in-ground pool with a NEW pool lining, set in a large fenced-in backyard for relaxing or entertaining. Additional highlights include an attached two-car garage with a freshly

  Elizabeth Abrams Abrams Realty

  3237 Sir Meliot Dr, Chesapeake, VA 23323
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  /33

  $320,000

  • 2 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  712 Guildford Mews, Chesapeake, VA 23320

  Welcome to Warrington Hall's premier 55+ community, where style meets convenience! This stunning 2-story condo has been meticulously maintained and offers 2 spacious primary suites for flexible living, elegant granite countertops, rich wood floors, soaring 12' ceilings, and detailed crown molding throughout. Designed for easy living, the home provides a low-maintenance lifestyle so you can enjoy

  Jeremy Ruff Garrett Realty Partners

  712 Guildford Mews, Chesapeake, VA 23320
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  /33

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  929 Stanhope Gardens, Chesapeake, VA 23320

  Welcome to 929 Stanhope Gardens—an elegant 3-bedroom (loft can be converted as the 3rd bedroom), 2.5-bath brick condo townhome style in the highly desirable Warrington Hall community. With 2,100 sq ft of living space, this meticulously maintained home features hardwood floors, crown molding, and a cozy gas fireplace. The kitchen boasts granite countertops, stainless steel appliances, and ample

  Katrina Thomas KW Coastal Chesapeake Virginia

  929 Stanhope Gardens, Chesapeake, VA 23320
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  /29

  $349,000

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

  4111 Leyte Ave, Chesapeake, VA 23324

  Owners are offering 10K towards closing cost!! Welcome to 4111 Leyte Avenue—a beautiful single-family home nestled in a quiet, family-friendly neighborhood. With 4 bedrooms, 2 full baths, and plenty of comfortable living space, this home is the perfect blend of charm, comfort, and modern upgrades.Step inside to discover freshly painted interiors, warm hardwood floors, and sun-drenched living

  Tim Poe Real Broker LLC

  4111 Leyte Ave, Chesapeake, VA 23324
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  /44

  $300,000 Open Sat 10AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,570 Sq Ft

  504 Sloane St, Chesapeake, VA 23324

  Welcome to 504 Sloane Street in Chesapeake, Virginia! This three-story condo with an attached garage offers flexible living and plenty of space to make your own. The first floor features a large flex room that could easily be converted into a third bedroom, guest suite, home office, or additional living space. There is also access to the oversized one-car garage, ideal for parking and extra

  Samantha Janisch Own Real Estate LLC

  504 Sloane St, Chesapeake, VA 23324
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  /41

  $388,500 Open Sat 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  2449 Fieldsway Dr, Chesapeake, VA 23320

  Modern comfort meets convenience in this beautifully maintained home! Featuring 3 spacious bedrooms, 2.5 baths, and an open floor plan for entertaining and more. Enjoy a mud room entry, private backyard patio, and access to top-tier Coleman Farms community amenities including a gym and pool. Ideally located near Greenbrier Mall, I-64, and City Park, this townhouse-style condo offers the best of

  Tianna Davis Empire Real Estate

  2449 Fieldsway Dr, Chesapeake, VA 23320
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  /11

  $347,000

  • 3 Beds
  • 2.5 Baths
  • 1,428 Sq Ft

  2611 Abingdon St, Chesapeake, VA 23324

  Welcome home! This charming Chesapeake property offers the perfect blend of comfort and modern style. From the inviting living area to the beautifully updated dining it's perfect for a first time home buyer. The large fenced yard is perfect for gatherings or quiet evenings outdoors. Conveniently located near local dining and shopping.

  Melissa Zendrosky Prodigy Realty

  2611 Abingdon St, Chesapeake, VA 23324
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  /31

  $319,900

  • 4 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1209 Sparrow Rd, Chesapeake, VA 23325

  Look no further for your move in ready home! This home was completely renovated top to bottom only three years ago. Centrally located in the heart of Chesapeake it's a quick drive to local bases, interstate and much more. This home boast vaulted ceilings in the newly updated open planned kitchen and living room areas, all new bathrooms, new LVP flooring throughout, newer roof, HVAC and more. The

  Walter Whiteside Light Box Realty

  1209 Sparrow Rd, Chesapeake, VA 23325
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  /11

  $369,000

  • Land
  • 14.91 Acres
  • $24,748 per Acre

  LOT 2 Shillelagh Rd, Chesapeake, VA 23323

  Fantastic opportunity to purchase 14.91 acres in the Grassfield area of Chesapeake. Buyer to do all necessary due diligence. Sellers do not have a survey or any additional information about the parcel. Numerous possibilities with this much land!

  Wanda Adams RE/MAX Alliance

  LOT 2 Shillelagh Rd, Chesapeake, VA 23323
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  /22

  $394,900

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  3317 Foxgrove Ln, Chesapeake, VA 23321

  This inviting 3-bedroom, 2-bath brick ranch offers timeless appeal with modern updates, all nestled on a spacious corner lot. Here's a breakdown of its standout features: Interior Highlights• Freshly Painted Throughout: Crisp, clean walls create a bright and welcoming atmosphere.. Refinished Hardwood Floors: Classic charm meets polished elegance in the main living areas.• New LVP Flooring in Den:

  Al Parker Howard Hanna Real Estate Svcs.

  3317 Foxgrove Ln, Chesapeake, VA 23321
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  /34

  $345,000

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  4707 Dermott St, Chesapeake, VA 23320

  Say WOW when you see this totally new kitchen installed in 2025! Full appliance package, and extra large family room in addition to living room! New bathrooms 2025! This is such a gem! Great neighborhood and easy access to Interstate! Roof 5 years old, HVAC 5 years old! Huge detached garage! Large fenced backyard!

  Becky Claggett CENTURY 21 Nachman Realty

  4707 Dermott St, Chesapeake, VA 23320
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  /34

  $352,000

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

  1428 Leckford Dr, Chesapeake, VA 23320

  This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, space, and modern convenience. The inviting first floor features gorgeous wood flooring, fresh paint, and 8-foot ceilings. A multipurpose room/office on the main floor is ideal for working from home or entertaining. The heart of the home is the bright, spacious kitchen—complete with stainless steel

  Angela Jernigan Realty One Group Unified

  1428 Leckford Dr, Chesapeake, VA 23320
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  /50

  $345,000

  • 5 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  112 Grant St, Chesapeake, VA 23320

  Welcome to this bright and spacious 4 bedroom, 2.5 bath home, designed for both comfort and functionality. The inviting layout features a large kitchen equipped with stainless steel appliances and plenty of cabinet space. The expansive primary bedroom is conveniently located on the first floor and boasts an en suite bath for added privacy. Upstairs, you'll find three generously sized bedrooms

  Yashima Clarkson 1st Class RE-Signature Prop

  112 Grant St, Chesapeake, VA 23320
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  /20

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,237 Sq Ft

  4217 Wake Ave, Chesapeake, VA 23324

  Beautifully Updated 4-Bedroom Home with Huge Backyard in Chesapeake! Welcome to 4217 Wake Avenue, a refreshed 4-bedroom, 2-bath home offering comfort, space, and modern style. Inside, you’ll find fresh paint throughout, LVP flooring, and new appliances that create a move-in-ready feel. The open layout provides a flexible living area that supports both everyday routines and hosting. Step outside

  Gary Layne Proactive Real Estate Services

  4217 Wake Ave, Chesapeake, VA 23324
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  /32

  $380,000

  • 4 Beds
  • 2 Baths
  • 1,804 Sq Ft

  2517 Quail Ridge Ct, Chesapeake, VA 23321

  Step into this beautifully cared for brick ranch and feel right at home. With four spacious bedrooms and two full bathrooms, this property blends comfort with peace of mind thanks to a durable 50-year architectural roof (2020) and an updated septic system (2018). The interior has been freshly painted in soft, neutral tones, creating a bright and welcoming atmosphere. Enjoy multiple outdoor spaces

  Chris Jenkins Better Homes & Gdns Ntv Am Grp

  2517 Quail Ridge Ct, Chesapeake, VA 23321
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  /20

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,431 Sq Ft

  2916 Doris Ave, Chesapeake, VA 23324

  Welcome to this beautifully updated all-brick ranch in desirable Sunrise Hills! This 3-bed, 2-bath home offers bright single-level living with modern finishes and an open layout. Recent upgrades include a new roof, windows, paint, kitchen appliances, LVP flooring, a brand-new full bath, upgraded second bath, gutters, and downspouts. Energy-efficient solar panels help lower utility costs and may

  Anna Paduhovich Keller Williams Capital Props.

  2916 Doris Ave, Chesapeake, VA 23324
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  /18

  $317,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  2924 Candlewood Cir, Chesapeake, VA 23324

  Fantastic house on a quiet street! This home has solar panels that reduce the electric bill by approximately 80%! Newly renovated kitchen with gorgeous cabinets and counters. Baths renovated in the last few years as well as LVP flooring. Good sized rooms and a fantastic fully fenced large backyard! Hot water heater is only 2 years old.

  Susan Pyatt ERA Real Estate Professionals

  2924 Candlewood Cir, Chesapeake, VA 23324
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  /43

  $375,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  1529 Oleander Ave, Chesapeake, VA 23325

  Renovated All-Brick Beauty with a Rare 30x30 Two-Story Garage! This open concept home features a large eat-in kitchen with stainless steel appliances. Beautiful original oak floors, new windows and trim, and fully updated bathrooms with floating vanities. Spacious mudroom with cabinetry and plenty of storage has waterproof flooring leading out to a stamped concrete patio and fenced backyard for

  Charlene Waler Better Homes & Gdns Ntv Am Grp

  1529 Oleander Ave, Chesapeake, VA 23325
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  /34

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,379 Sq Ft

  566 River Creek Rd, Chesapeake, VA 23320

  Take a look at this charming 3 bedroom, 1.5 bath ranch! This home has been updated kitchen w/stainless steel appliances, granite countertops and cabinets. Updated LVP, ceramic tile and carpet. Bathrooms have also been updated to include granite countertops and hardware. Step down into a large den with french doors that lead to a relaxing patio area and detached garage. Convenient to hospital,

  Daniel Prince All VA Real Estate

  566 River Creek Rd, Chesapeake, VA 23320
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  /22

  $400,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  732 Finck Ln, Chesapeake, VA 23320

  The residential property conveying with the church offers generous space and flexibility, for pastoral living or extended family use. The home features two separate living rooms, a formal dining room, and a functional kitchen designed for everyday comfort and gatherings. With four bedrooms and the potential for a fifth, the layout provides versatility for sleeping quarters, an office, or

  Saphire Nolan-Barnett Keller Williams Realty Twn Ctr

  732 Finck Ln, Chesapeake, VA 23320
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  /21

  $304,500

  • 3 Beds
  • 3 Baths
  • 1,519 Sq Ft

  1832 Elizabeth Ave, Chesapeake, VA 23324

  This 3 bedroom/3 bath two-story home offers 1,519 sq. ft. of comfortable living space. It sits on a 4,008 sq. ft. lot. Inside, you’ll find a kitchen with wooden cabinets, granite countertops, and wood flooring that opens into a cozy living area. The home features carpeted stairs, custom cabinetry in the bedrooms, and tile-floor bathrooms with under-sink storage. A dedicated laundry area adds

  Norman Domingo XRealty.NET LLC

  1832 Elizabeth Ave, Chesapeake, VA 23324
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  /24

  $359,900

  • 4 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  1425 Seaboard Ave, Chesapeake, VA 23324

  Welcome home to an inviting foyer that opens to a true first-floor bedroom or study and a full bath on the main level—for flexible living. Luxury Vinyl Plank flooring carries through the downstairs into a spacious, open-concept layout. The family room centers around a clean-lined fireplace and flows into a well-appointed kitchen featuring soft-close 42" white shaker cabinetry, granite counters, a

  Craig Houston AtCoastal Realty

  1425 Seaboard Ave, Chesapeake, VA 23324
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  /30

  $320,000

  • 4 Beds
  • 1 Bath
  • 1,587 Sq Ft

  185 George Washington Hwy S, Chesapeake, VA 23323

  Waterfront ranch home on almost half an acre of land! This home has been newly renovated with all new paint, lighting, fixtures, flooring, appliances, carpet and more! Open kitchen with granite countertops and stainless steel appliances. Beautifully remodeled bathroom. Spacious, finished attic serves as a bedroom. Big windows for great natural light. Backyard with covered porch and stone path.

  Joshua Britt Prodigy Realty

  185 George Washington Hwy S, Chesapeake, VA 23323
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  /19

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft

  4628 Helensburgh Dr, Chesapeake, VA 23321

  Welcome home to this 4 bedroom/2 bath brick ranch home in Dunedin. Fenced spacious backyard with firepit area. Home has been professionally cleaned and all carpets steam cleaned. Spacious eat-in kitchen with new dishwasher (11/2025) complimented by an adjacent large laundry/utility room. This home offers a family room, living room, and dining room offering 1960 square feet of well- designed

  Pixie Russell BHHS RW Towne Realty

  4628 Helensburgh Dr, Chesapeake, VA 23321
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  /30

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,418 Sq Ft

  2044 Cherry Ln, Chesapeake, VA 23323

  Charming, well-maintained, and full of character! This 3-bedroom, 1.5-bath home features hardwood floors, 1,400 sq ft of living space, and a roomy fenced backyard with a shed for extra storage. Located in a well-kept neighborhood, this home offers comfort inside and great outdoor space. It's ready for you to move in and make it your own. Schedule your private showing today before it's too late.

  Elizabeth Zetlin BHHS RW Towne Realty

  2044 Cherry Ln, Chesapeake, VA 23323
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  /42

  $357,700

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  3412 Saint Clair Dr, Chesapeake, VA 23321

  A MUST SEE! HURRY THIS GORGEOUS UPDATED RANCH WILL NOT LAST LONG. EVERYTHING HAS BEEN DONE FOR YOU. NEW LUXURY VINYL FLOORING THROUGHOUT, NETURAL, GRAINTE COUNTERTOPS AND UPDATED CABINETS AND APPLIANCES, LARGE BACKYARD IS FENCED, LARGE PATIO AND FIREPIT. PRIDE OF OWNERSHIP ABOUNDS. WESTERN BRANCH SCHOOLS, WESTERN BRANCH CLOSE TO EVERYTHING, SHOPPING, SCHOOLS, ACTIVITIES AND DINING. JUST OFF 664

  Mary Jo Harrell The Real Estate Group

  3412 Saint Clair Dr, Chesapeake, VA 23321
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  /22

  $400,000

  1005 Chesapeake Ave, Chesapeake, VA 23324

  Unique mixed-use asset positioned in the heart of South Norfolk’s downtown district, offering both street-level commercial visibility and rear residential income. The front commercial suite features an open, gallery-style layout with updated lighting, modern flooring, and a dedicated restroom—ideal for retail, studio, office, or wellness use. Behind the storefront sits a two-unit residential

  Jonathan Mironchik LPT Realty LLC

  1005 Chesapeake Ave, Chesapeake, VA 23324
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  /33

  $388,500

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

  3018 Guenevere Dr, Chesapeake, VA 23323

  Beautiful colonial 4 bedroom, 2.5 bath home with lots of sunlight and bountiful upgrades. This home is perfect for entertaining from front to back with multiple living areas and a deck out back. Recently renovated with like new flooring throughout the entire home, All this AND in the highly-desirable and centrally-located Camelot neighborhood. Check it out today!

  Nelson Vedia World Class Realty

  3018 Guenevere Dr, Chesapeake, VA 23323
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  /32

  $354,900

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

  4049 Oak Dr, Chesapeake, VA 23321

  This beautiful ranch combines timeless charm with modern enhancements. The inviting floorplan offers a seamless flow between the living room, dining room, sunroom, and kitchen creating a wonderful space for everyday living and entertaining. The kitchen features new granite countertops, a contemporary tile backsplash, new stainless steel appliances, and generous cabinet storage. The interior has

  Michael Daugherty Own Real Estate LLC

  4049 Oak Dr, Chesapeake, VA 23321
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  /24

  $385,000 Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 2,054 Sq Ft

  1363 Cypress Place, Chesapeake, VA 23320

  Welcome home to Cypress Place! Nestled in the heart of Chesapeake, this home offers endless possibilities and convenience all around. With a little vision and TLC, you can transform this property into your dream home while possibly creating an opportunity to build valuable sweat equity along the way. Don't miss the chance to make this home truly yours and enjoy everything this vibrant community

  Travis Minson ONYX Realty Professionals LLC

  1363 Cypress Place, Chesapeake, VA 23320
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  /41

  $348,000

  • 3 Beds
  • 1 Bath
  • 1,973 Sq Ft

  2320 Battery Park Rd, Chesapeake, VA 23323

  This cream puff of a home is truly move-in ready! Completely renovated with a brand-new kitchen featuring new cabinets, granite countertops, new electric range, new hood vent and flooring. Beautifully refinished hardwood floors, and updated paint inside and out. Upgraded electrical, new plumbing and new light fixtures. Enter into the spacious family room with wood fireplace and built-in shelving

  Dawn Crocker Samson Properties

  2320 Battery Park Rd, Chesapeake, VA 23323
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  /16

  $375,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  4958 Apricot Way, Chesapeake, VA 23321

  Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded granite countertops, subway tile backsplash, & under cabinet lighting. Easily

  Angela McCaskill Corinth Realty LLC

  4958 Apricot Way, Chesapeake, VA 23321
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  /31

  $339,000

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  4109 Franklin St, Chesapeake, VA 23324

  Welcome to this sweet three bedroom, 2.5 bath home. You'll love how the kitchen opens to the living room, newer luxury plank flooring downstairs and comfortable carpet in each of the bedrooms. The home is located near shopping, interstates, navy bases and is very close to downtown Norfolk. It's a a perfect place to call home!

  Jerri Hartz LPT Realty LLC

  4109 Franklin St, Chesapeake, VA 23324

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