Chesapeake, VA Homes under $400,000

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  /43

  $345,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  1012 Saint Julian Dr, Chesapeake, VA 23323

  This beautifully updated 3-bedroom, 2-bath ranch-style home offers wonderful curb appeal and a warm, welcoming presence from the moment you arrive. Situated on a generous .26-acre lot with a peaceful wooded backdrop, it features soaring 9-foot ceilings and a bright, open layout filled with natural light. Inside, you are greeted by a spacious living room highlighted by elegant crown molding that

  

  Kristie Weaver

  Own Real Estate LLC

  (757) 384-9134

  1012 Saint Julian Dr, Chesapeake, VA 23323
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  /28

  $349,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 3 Baths
  • 1,400 Sq Ft

  1402 Elder Ave, Chesapeake, VA 23325

  Updated 3BR all brick ranch with THREE full bathrooms. Brand new kitchen with granite counter tops, bar seating, white shaker cabinets and stainless steel appliances, BRAND NEW heating and cooling system to include ductwork in 2023 - new windows 2023 - fresh paint and custom trim work - new light fixtures - refinished original hardwood floors! Home is ready to move in and enjoy your summer. Near

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 522-3490

  1402 Elder Ave, Chesapeake, VA 23325
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  /25

  $325,000

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  1504 Martin Ave, Chesapeake, VA 23324

  Great home with a generous sized living room and luxury plank vinyl throughout the first floor. Large eat-in kitchen with plenty of cabinets and counter space. Stainless appliances. Second floor boasts a very large primary bedroom with an on-suite bathroom. Front stoop with an over hang. Backyard with plenty of room for entertaining and outdoor BBQ's. New heating and Air.

  

  David Cacace

  BHHS RW Towne Realty

  (757) 551-6162

  1504 Martin Ave, Chesapeake, VA 23324
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  /2

  $330,000

  • 4 Beds
  • 2 Baths
  • 1,705 Sq Ft

  1309 Boxwood Dr, Chesapeake, VA 23323

  Solid, Spacious & Full of Potential! This 4-bedroom ranch featuring a converted garage and dedicated office area offers a great layout and major system upgrades includes a newer HVAC, windows, low maintenance Trex deck with metal railing, and upgraded electrical panel. While it could use some cosmetic TLC, the bones are solid and the potential is clear. You'll love the private and expansive

  

  Brenda Armitage

  Swell Realty Co

  (757) 300-1113

  1309 Boxwood Dr, Chesapeake, VA 23323
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  /11

  $325,000

  • 1,710 Sq Ft

  1215 Hoover Ave, Chesapeake, VA 23324

  

  Greg Garrett

  Garrett Realty Partners

  (757) 906-6964

  1215 Hoover Ave, Chesapeake, VA 23324
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  /26

  $364,900

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  602 Brickell Chase, Chesapeake, VA 23324

  Well-maintained tri-level condo in a quiet, amenity-filled community featuring a pool and playgrounds. This energy-efficient home includes LVP flooring, granite countertops, Nest thermostat, and keyless entry. First-floor offers versatility of office or guest space. Spacious layout with modern finishes and professionally maintained landscaping. Condo fee covers exterior maintenance and yard care.

  

  Craig Houston

  AtCoastal Realty

  (757) 699-5445

  602 Brickell Chase, Chesapeake, VA 23324
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  /30

  $360,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  408 Oaklette Dr, Chesapeake, VA 23325

  Step into timeless charm with this beautifully updated Chesapeake ranch! Nestled on a sprawling 0.33-acre lot, this 3-bedroom, 2-bathroom haven offers 1,638 sq. ft. of single-floor living. Gleaming hardwood and ceramic tile floors flow throughout—no carpet in sight! The updated kitchen dazzles with granite countertops and modern cabinetry, perfect for culinary adventures. Relax in the massive

  Robert Pickles KW Coastal Chesapeake Virginia LLC

  408 Oaklette Dr, Chesapeake, VA 23325
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  /30

  $384,900

  • 2 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  333 Sikeston Ln, Chesapeake, VA 23322

  Welcome to 333 Sikeston Lane — a beautifully appointed 2-bed, 3-bath home featuring sparkling granite-style countertops, stainless steel appliances, and an open-concept design that seamlessly connects the kitchen, dining, and living areas. Step outside to your private deck off the kitchen—an ideal spot for al fresco dining or morning coffee. Located just a few miles from excellent amenities:

  Annie Speckhart Redfin Corporation

  333 Sikeston Ln, Chesapeake, VA 23322
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  /30

  $349,900

  • 3 Beds
  • 1 Bath
  • 2,240 Sq Ft

  3428 Douglas Rd, Chesapeake, VA 23322

  ADORABLE BUNGALOW ZONED FOR GRASSFIELD HS-One of a Kind Find with 1 Acre Lot...2nd Floor Features Large Eat-In Kitchen with Lots of Cabinets & Counter Space, Living Room with Newer LVP Flooring, & 2 Bedrooms. 1st Floor Features 3rd Bedroom that Could also be used as Family Room, Bonus Room-Perfect for Home Office, Laundry Room, & Storage Area. Screened Porch & Large Backyard. Quiet Living with

  Faith Turner CENTURY 21 Nachman Realty

  3428 Douglas Rd, Chesapeake, VA 23322
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  /48

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,377 Sq Ft

  1512 Shell Rd, Chesapeake, VA 23323

  *If using seller's preferred lender, lender to pay 1% of loan amount to be used at buyer's discretion as lender allows.* New roof! Adorable Brick ranch in Chesapeake! Open concept, one story living! Renovated with new flooring, paint, quartz countertops & tons more! Welcoming front porch, wood-burning fireplace, huge walk in laundry room & large closet in primary bedroom. Seller recently

  Sarah Wood Creed Realty

  1512 Shell Rd, Chesapeake, VA 23323
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  /42

  $369,900

  • 4 Beds
  • 2 Baths
  • 2,030 Sq Ft

  3114 Tournament Dr, Chesapeake, VA 23323

  REMODELED, NEW TILE IN BATHROOM, NEW BATHROOM VANITIES, NEW GRANITE KITCHEN COUNTER TOPS, NEW FLOORS, NEW FIXTURE LIGHTS AND MUCH MORE.

  Nelson Vedia World Class Realty

  3114 Tournament Dr, Chesapeake, VA 23323
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  /26

  $360,000

  • 4 Beds
  • 2 Baths
  • 2,020 Sq Ft

  2617 Eastwood Ave, Chesapeake, VA 23324

  Discover the perfect blend of rustic charm and city convenience in this thoughtfully designed home. The main-level primary suite features walk-in closets, a double vanity, and a unique touch - a urinal for added comfort. Enjoy stainless steel appliances in the kitchen and stay cozy year-round with a programmable Nest thermostat. Work from home in style with a private-entry office, with a

  Ben Pickerel LPT Realty LLC

  2617 Eastwood Ave, Chesapeake, VA 23324
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  /30

  $350,000

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1316 Burns St, Chesapeake, VA 23320

  You'll love all of the space this updated ranch home offers! Recent updates include flooring throughout the main level, kitchen counters and cabinets, brand new stove and newer dishwasher and both bathrooms.The primary bedroom has an attached bathroom with a deep soaking tub. Two other bedrooms are on that side of the house, as well as a hallway bathroom. The 4th and 5th rooms are the FROG and

  Charity Buntz A Better Way Realty Inc.

  1316 Burns St, Chesapeake, VA 23320
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  /44

  $345,000

  • 4 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  4150 River Breeze Cir, Chesapeake, VA 23321

  Welcome to this beautiful 2-story, 4-bedroom, 2.5-bath condo in the desirable River Breeze community. The open-concept first floor features stylish LVP flooring, a dedicated dining area, and a spacious kitchen that flows seamlessly into the living room-great for entertaining or relaxing at home. All four bedrooms are located upstairs, including a large primary suite with a walk-in closet and

  Sandra Burton KW Coastal Chesapeake Virginia LLC

  4150 River Breeze Cir, Chesapeake, VA 23321
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  /39

  $370,000

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

  1717 Defiance Dr, Chesapeake, VA 23323

  The Beethoven isn’t your typical townhome—it feels like a single-family home! Walk in through your private 1-car garage to a flexible space great for a rec room, office, or gym, plus a big storage area. Upstairs, the main level has an open layout with a bright living room and a kitchen that checks all the boxes: granite or quartz countertops, island, pantry, and a balcony for your morning coffee.

  Julian Rivera Iron Valley Real Estate Norfolk

  1717 Defiance Dr, Chesapeake, VA 23323
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  /33

  $370,000 Open Sat 12PM - 2PM

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

  1726 Defiance Dr, Chesapeake, VA 23323

  Located in the highly desired Grassfield School District, this stunning 3-bedroom, 2.5 -bath home offers three levels of stylish and functional living. This home features a 2nd floor gourmet kitchen equipped with stainless steel appliances, large center island and access to the balcony! The 1st floor boasts a 1-car garage and flex room space, perfect for a home office or extra entertainment area.

  Joseph Johnson A Better Way Realty Inc.

  1726 Defiance Dr, Chesapeake, VA 23323
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  /25

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  3205 Tournament Dr, Chesapeake, VA 23323

  Welcome to this charming ranch in Chesapeake offering 4 bedrooms and 2 full bathrooms. Enter your bright & spacious living room with fireplace, dining room and kitchen, perfect for gatherings of all sizes. The kitchen has a SS Elec Range, SS Dishwasher, SS Microwave, a large picture window above the sink and opens to the laundry room, hot water heater and yard / garage access. The primary bedroom

  Debbie Crevier Kent Cottage Street Realty LLC

  3205 Tournament Dr, Chesapeake, VA 23323
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  /31

  $354,950

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1210 Maryview Ave, Chesapeake, VA 23324

  This beautifully remodeled Cape Cod-style home seamlessly blends timeless charm with modern elegance. The fully updated interior features a spacious open floor plan that fills the home with natural light, perfect for entertaining or relaxing in comfort. The brand-new kitchen is a chef’s dream, complete with custom cabinetry, granite countertops, and top-of-the-line appliances, offering both

  Brian Fockler COVA Home Realty

  1210 Maryview Ave, Chesapeake, VA 23324
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  /26

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  1408 Tatemstown Rd, Chesapeake, VA 23325

  Priced below $350K, this charming 3-bedroom, 2-bath, single-story home is full of updates and ready for you! Enjoy ceramic tile in all common areas and the primary suite, plus newer carpet in the bedrooms. The spacious primary suite features a walk-in closet and French doors leading to a bright sunroom—perfect for morning coffee or quiet evenings. You'll love the large, open kitchen and the

  Henri Ellis Howard Hanna Real Estate Services

  1408 Tatemstown Rd, Chesapeake, VA 23325
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  /21

  $350,000

  • 4 Beds
  • 1.5 Baths
  • 1,873 Sq Ft

  501 Fernwood Farms Rd, Chesapeake, VA 23320

  Don’t miss this incredible opportunity to transform a spacious 4-bedroom, 1.5-bath ranch with over 2,200 sq ft of living space! This home offers great bones and endless potential for the right investor or buyer with a vision. Situated on a generous lot with a fully fenced backyard, there’s plenty of room to create your ideal outdoor retreat. Being sold as is, where is—a true diamond in the rough

  Kris Weaver Atlantic Sotheby's International Realty

  501 Fernwood Farms Rd, Chesapeake, VA 23320
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  /39

  $345,900

  • 4 Beds
  • 2 Baths
  • 1,972 Sq Ft

  1126 Orville Ave, Chesapeake, VA 23324

  Motivated seller. Great 4br/2ba home with 2 car detached garage and garage apartment. Hardwood floors on 1st floor. New carpet upstairs, some new vinyl, newer gas heat, newer tankless water heater, eat in kitchen. Established neighborhood. Convenient to interstate, shopping, and bases. Agent related to seller.

  Dianna Levins Wainwright Real Estate

  1126 Orville Ave, Chesapeake, VA 23324
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  /44

  $344,900

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

  2813 Squire Ct, Chesapeake, VA 23323

  Welcome to this charming four-bedroom ranch home, located at the end of a peaceful cul-de-sac. Enjoy an open-concept layout with a beautifully updated kitchen (Fridge to be replaced with New SS one) and a spacious bonus room, superb for a FIFTH bedroom, home office, playroom, or guest suite.The fenced-in backyard offers privacy and space to relax or entertain, while solar panels help keep

  Bridget Ashcraft BHHS RW Towne Realty

  2813 Squire Ct, Chesapeake, VA 23323
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  /22

  $353,500

  • 4 Beds
  • 3 Baths
  • 1,596 Sq Ft

  1353 King Arthur Dr, Chesapeake, VA 23323

  Welcome to your dream home in the Camelot neighborhood—a great community with easy access to the interstate, shopping, dining, and all the local amenities. This home offers the perfect blend of comfort, functionality, and lifestyle. Enjoy an eat-in kitchen with bar seating, great for casual meals or entertaining guests. The versatile in-law suite provides privacy and flexibility for

  Harvey Raffensperger Iron Valley Real Estate Prestige

  1353 King Arthur Dr, Chesapeake, VA 23323
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  /24

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3217 Bangor Dr, Chesapeake, VA 23321

  Beautiful, updated brick home featuring new luxury vinyl flooring, new carpet, and fresh paint throughout. All new appliances, fixtures, doors, and windows. The kitchen features stainless-steel appliances, white cabinets, and tile backsplash. Fully updated bathrooms with tile and new vanities. Primary bedroom with bathroom. Sliding glass doors lead to a new wood deck and spacious backyard with a

  Reagan Feuerhahn Prodigy Realty

  3217 Bangor Dr, Chesapeake, VA 23321
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  /17

  $350,000

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

  1109 Bells Mill Rd, Chesapeake, VA 23322

  Welcome to this beautifully updated 3-bedroom, 2-bath home featuring a spacious open floor plan and a large versatile loft—perfect for a home office, playroom, or guest space. The first-floor primary suite offers convenience and privacy, while the brand-new luxury vinyl plank flooring adds a modern touch throughout the main living areas. Enjoy peace of mind with a newer roof and HVAC system

  Daniel Jones A Better Way Realty Inc.

  1109 Bells Mill Rd, Chesapeake, VA 23322
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  /34

  $355,000

  • 4 Beds
  • 2.5 Baths
  • 1,516 Sq Ft

  5013 John St, Chesapeake, VA 23321

  You're in for a treat at 5013 John Street in the Western Branch area of Chesapeake! This 4 bed, 2.5bth gem offers 1,513sqft of thoughtfully designed space on one of the neighborhood’s larger lots. Inside you'll find plank flooring upstairs and down, stainless steel appliances, and a lovely screened-in patio off the dining room for extra living space. Convenient interstate access and within

  Leigh Sturm BHHS RW Towne Realty

  5013 John St, Chesapeake, VA 23321
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  /2

  $355,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  1012 Oldwood St, Chesapeake, VA 23324

  Experience the best in new construction with this beautifully designed home showcasing an open floor plan, soaring 9-foot ceilings, and elegant recessed lighting throughout. The kitchen features sleek granite countertops, stainless steel appliances, and a seamless flow perfect for entertaining. French doors lead to the backyard, offering an inviting extension of your living space. The luxurious

  Phyllis Willoughby EXIT Realty Central

  1012 Oldwood St, Chesapeake, VA 23324
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  /2

  $353,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  1010 Oldwood St, Chesapeake, VA 23324

  Exceptional new construction showcasing modern design and quality craftsmanship. This open-concept floor plan features soaring 9-foot ceilings, elegant recessed lighting, and a gourmet kitchen complete with stainless steel appliances and sleek granite countertops. French doors lead to the backyard, offering a seamless indoor-outdoor living experience. The luxurious primary suite boasts a double

  Phyllis Willoughby EXIT Realty Central

  1010 Oldwood St, Chesapeake, VA 23324
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  /2

  $358,550 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  1008 Oldwood St, Chesapeake, VA 23324

  Discover exceptional new construction on this premium lot with timeless appeal and modern comfort. This beautifully crafted home features an open-concept layout enhanced by 9-foot ceilings and elegant recessed lighting. The gourmet kitchen boasts stainless steel appliances, granite countertops, and a seamless flow for effortless entertaining. French doors open to the backyard, creating a bright

  Phyllis Willoughby EXIT Realty Central

  1008 Oldwood St, Chesapeake, VA 23324
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  /29

  $354,900

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  2428 Taylorwood Blvd, Chesapeake, VA 23321

  Hurry to see this lovely brick ranch home located in the desirable Taylorwood Estates neighborhood in Western Branch area of Chesapeake! Situated on a spacious wooded lot, this home features 3 bedroom, 2 baths, formal living and dining room, family room with a fireplace, custom cabinetry in large eat-in kitchen with a bay window, hardwood floors and more! Interior could use updating, but has

  Judy Farris Howard Hanna Real Estate Services

  2428 Taylorwood Blvd, Chesapeake, VA 23321
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  /34

  $350,000

  • 4 Beds
  • 3 Baths
  • 2,414 Sq Ft

  305 Taft Dr, Portsmouth, VA 23701

  Welcome to 305 Taft Drive in Portsmouth — a beautifully updated home situated on a spacious lot of over 0.5 acres. This fully rehabbed property features a brand new roof, updated flooring, modern cabinetry, and ample storage throughout. Enjoy multiple living spaces including a bright living room, cozy den, and a dedicated home office. Large windows fill the home with natural light, creating a

  Cavelle Mollineaux ONYX Realty Professionals LLC

  305 Taft Dr, Portsmouth, VA 23701
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  /2

  $347,000

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  1012 Towanda Rd, Virginia Beach, VA 23464

  Property being sold "AS IS". Appliances convey "AS IS". Contents and debris in and on the property at settlement convey. Due diligence should be completed prior to submitting offer. No contingencies please. Property is being sold by a Conservator and as a result requires approval by a Comm'r of Accounts before any offer can be ratified.

  Mike Robinson Chesapeake Bay Realty

  1012 Towanda Rd, Virginia Beach, VA 23464
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  /29

  $395,000

  • 4 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  4308 Center Mast Crest, Chesapeake, VA 23321

  This well-maintained four-bedroom home features fresh paint inside and attractive engineered hardwood throughout the first floor. A separate dining room and large eat-in kitchen with island flow into a spacious family room with fireplace, ideal for gathering. The sizable master suite includes a generous walk-in closet and an ensuite bath with dual sinks, jetted tub, and separate shower. The new

  Stephen Simmons Creed Realty

  4308 Center Mast Crest, Chesapeake, VA 23321
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  /50

  $345,000

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

  1439 Otterbourne Cir, Chesapeake, VA 23320

  Gorgeous 3 Bedroom, 2- & 1/2-Bathroom condo in the heart of Greenbrier with attached garage! Great room with gas fireplace. Spacious primary bedroom with vaulted ceiling and walk-in closet. Third bedroom could be used as office/study/playroom. Beautiful lake and fountain views and fenced-in patio. Amenities include clubhouse, pool, water, sewer, trash pick-up and grounds maintenance. Centrally

  Dr. Karen Powell Iron Valley Real Estate Hampton Roads

  1439 Otterbourne Cir, Chesapeake, VA 23320
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  /30

  $300,000

  • 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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  /40

  $300,000 Open Sat 10:30AM - 12:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,327 Sq Ft

  631 Sedgefield Ct, Chesapeake, VA 23322

  Cute as a Button, this updated and spacious brick front Townhome is Move in Ready! Located in the Cedar Mill neighborhood and attends all Great Bridge Schools. This lovely and impressive Gem offers a brand new HVAC system with programmable thermostat, new electric water heater, new wide plank LVP flooring on the first floor, new carpeting on stairs and 2nd floor, and freshly painted interior

  Rachael Kraft Turner GreenTree Realty Inc.

  631 Sedgefield Ct, Chesapeake, VA 23322
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  /32

  $330,000

  • 3 Beds
  • 3 Baths
  • 1,648 Sq Ft

  2229 Holly Berry Ln, Chesapeake, VA 23325

  Discover this charming 2-story detached condo in Chesapeake's sought-after Holly Glen neighborhood! Featuring 3 bedrooms, 3 full baths, and 1,648sqft, this bright home offers a spacious living area with a large open floorplan and cathedral ceilings. There is a convenient first-floor bedroom for guests or in-laws, and a large master suite upstairs with a walk-in closet. Enjoy the versatile

  Jeremiah Burns Garrett Realty Partners

  2229 Holly Berry Ln, Chesapeake, VA 23325
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  /39

  $315,000

  • 3 Beds
  • 1.5 Baths
  • 1,134 Sq Ft

  1506 Hawthorne Dr, Chesapeake, VA 23325

  Prepare to fall in love with this well maintained all brick ranch. Newer roof, floors, bathroom, HVAC and concrete pad! Nice touches throughout. Large fenced in backyard. Convenient location close to shopping, bases, interstate and restaurants. Clean and move in ready!

  Ron Sawyer RE/MAX Prime

  1506 Hawthorne Dr, Chesapeake, VA 23325
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  /30

  $340,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  115 Ridgewood Rd, Chesapeake, VA 23325

  This home truly is in move-in condition. The following items were installed in 2024: LVP flooring, Quartz countertops, undermount sink with touch-less kitchen faucet, stainless steel appliances, and LED light fixtures. The interior was freshly painted in 2024. The large yard has 2 sheds. The newer shed is 10'x20'. The older shed which will convey (as-is) has electricity. The roof was replaced in

  Chris Kren BHHS RW Towne Realty

  115 Ridgewood Rd, Chesapeake, VA 23325
• 

  

  /22

  $329,000

  • 2 Beds
  • 2.5 Baths
  • 1,378 Sq Ft

  1151 Killington Arch, Chesapeake, VA 23320

  Waterfront living in the heart of Greenbrier! This cheerful townhome offers a rare double primary suite layout and an open, sun-filled floor plan that’s perfect for relaxing or entertaining. Enjoy cozy nights by the decorative fireplace or host gatherings in the formal dining area. Step outside to a huge back deck overlooking the lake—ideal for morning coffee, evening cocktails, or launching your

  Alexandra Marshall Atlantic Sotheby's International Realty

  1151 Killington Arch, Chesapeake, VA 23320

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