Chesapeake, VA Homes for Sale under $400,000

• 

  

  

  /4

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft

  2423 Herring Ditch Rd, Chesapeake, VA 23323

  This property is a diamond just waiting to be found. With a little less than 3/4 of an acre, this home offers the country feeling right outside your back door, surrounded by corn fields and plenty of land to spread out on. Plenty of off-street parking, and 1 car attached garage space. Inside, you will find 3 rooms at 1 end of the home, with 1.5 baths spread across a 1,254 sq. ft. home. A

  Alisha Brown Signature Homes

  2423 Herring Ditch Rd, Chesapeake, VA 23323
• 

  

  

  /27

  $289,500

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  1232 Stewart St, Chesapeake, VA 23324

  This charming 3 bedroom, 2 bathroom home is ready for you! Featuring first floor primary bedroom and full bathroom for easy one-level living. Including fresh paint throughout the home with new carpets and recently updated LVP flooring. Centrally located nearby to beaches, bases, school, and shopping. Schedule your showing today!

  Ryan Forsberg Swell Realty Co

  1232 Stewart St, Chesapeake, VA 23324
• 

  

  

  /42

  $334,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,650 Sq Ft

  2833 Candlewood Cir, Chesapeake, VA 23324

  Four bedroom ranch with thoughtful updates throughout. The home features a freshly painted interior, new lighting, new interior doors, and updated laminate and carpet flooring. A spacious living room welcomes you inside, while a cozy den with a fireplace offers a great place to unwind. The kitchen has been refreshed with new granite countertops and stainless steel appliances. Each bedroom is

  Michael Daugherty Own Real Estate LLC

  2833 Candlewood Cir, Chesapeake, VA 23324
• 

  

  

  /9

  $235,000

  • 5 Beds
  • 3.5 Baths
  • 1,948 Sq Ft

  737 Partridge Ave, Chesapeake, VA 23324

  Investor special with endless potential! Opportunity awaits at this 5-bedroom, 31⁄2-bath home offering nearly 2,000 square feet of living space. Whether you’re an investor, flipper, or buyer looking to build sweat equity, this property is ready for your vision. The flexible floor plan provides plenty of room for a growing household or future rental investment. New water heater; HVAC and windows

  Debbie Reynolds Keller Williams Richmond West

  737 Partridge Ave, Chesapeake, VA 23324
• 

  

  

  /29

  $329,900

  • 3 Beds
  • 2.5 Baths
  • 1,328 Sq Ft

  508 Long Point, Chesapeake, VA 23322

  Move-in ready 3-bedroom, 2.5-bath townhouse in sought after Cedar Lakes. This home is offering a great blend of comfort and convenience with new carpet, paint, appliances, and countertops! The open floor plan features a spacious living area with plenty of natural light and a modern kitchen with stainless steel appliances. Upstairs, the primary suite includes a private balcony overlooking the

  Woody Warren LPT Realty LLC

  508 Long Point, Chesapeake, VA 23322
• 

  

  /41

  $399,990

  • 3 Beds
  • 2 Baths
  • 1,607 Sq Ft

  3433 Martin Johnson Rd, Chesapeake, VA 23323

  Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation.

  Ron Sawyer RE/MAX Prime

  3433 Martin Johnson Rd, Chesapeake, VA 23323
• 

  

  /29

  $314,500

  • 2 Beds
  • 2.5 Baths
  • 1,530 Sq Ft

  511 Sloane St, Chesapeake, VA 23324

  Well-maintained 3-story condo offering 2 spacious bedrooms, 2.5 baths, and approximately 1,570 square feet of living space. Open-concept main living area features abundant natural light and a functional layout for everyday living and entertaining. Kitchen opens to dining and living spaces and includes ample cabinet and counter space. Primary suite offers a private bath and generous closet space.

  Eric Sessions Compass Rose Realty

  511 Sloane St, Chesapeake, VA 23324
• 

  

  /30

  $390,000

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  601 Lord Byron Ct, Chesapeake, VA 23320

  Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that

  Phil Kazmierczak Atlantic Sotheby's Intl Realty

  601 Lord Byron Ct, Chesapeake, VA 23320
• 

  /2

  $285,000

  Open Sat 11AM - 2PM Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  939 Still Harbor Cir, Chesapeake, VA 23320

  Be settled before summer ends! Townhome offers a modern/functional layout. First floor features a light & bright eat-in kitchen, SS appliances, ample counter space & vintage cabinets. Living room boasts an attractive wood burning fireplace, you'll finally have that mantle for holiday decorating! Three bedrooms up with a full bath, new carpet, fresh paint throughout. Enjoy direct access to the

  Gail Sevacko Howard Hanna Real Estate Svcs.

  939 Still Harbor Cir, Chesapeake, VA 23320
• 

  

  /23

  $245,000

  $30K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,020 Sq Ft

  3202 Clover Rd E, Chesapeake, VA 23321

  Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of

  Marvin Smith KW Coastal Chesapeake Virginia

  3202 Clover Rd E, Chesapeake, VA 23321
• 

  

  /8

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  824 Nottaway Dr, Chesapeake, VA 23320

  Rich Zapata Real Broker LLC

  824 Nottaway Dr, Chesapeake, VA 23320
• 

  

  /17

  $324,000

  $1K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  4114 3rd St, Chesapeake, VA 23324

  Bring in your reasonable offer & work together to make this home your very own. Reasonable priced below assessed value. 2 story home with 3 bedroom, Primary suite, 2 1/2 bathroom and walk-in closet . . Sold as-is. Fenced in backyard . Convenient location closed to interstate . Sellers preferred quick closing.

  Ade DeVega World Class Realty & Prop Mgmt

  4114 3rd St, Chesapeake, VA 23324
• 

  

  /29

  $334,900

  $15K PRICE DROP

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

  1513 Pucknall Dr, Chesapeake, VA 23320

  Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Greenbrier area! Each bedroom features its own private ensuite, offering comfort and convenience for the homeowner and guests. The primary room is spacious with a sitting area. Huge primary bath with separate tub/shower. Laundry room located on the 2nd floor near bedrooms. The main level offers a spacious

  Diane Ragsdale Howard Hanna Real Estate Svcs.

  1513 Pucknall Dr, Chesapeake, VA 23320
• 

  

  /18

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,762 Sq Ft

  4 Harbor Watch Dr Unit 508, Chesapeake, VA 23320

  Renovated condo in private waterfront community in the heart of Great Bridge! This beautiful 3BR/2BA condo boasts an open floor plan great for entertaining. New LVP floors, carpet, tiled bathrooms, quartz countertops throughout, appliances, fixtures, paint & more ALL just in 2023. New HVAC 2025 .Enjoy a lifestyle with such amenities as ,communal fire pit and grilling area, outdoor pool,

  Donna Hollandsworth BHHS RW Towne Realty

  4 Harbor Watch Dr Unit 508, Chesapeake, VA 23320
• 

  

  /4

  $289,900

  • Land
  • 14,810 Sq Ft
  • $852,647 per Acre

  904 Brice Ct, Chesapeake, VA 23322

  You finally found a lot for sale in Great Bridge - in a subdivision - in a cul-de-sac-ready for your house to be platted - need a builder - no problem - got it covered yourself - no problem - give us a call - Great Bridge School District at every level -Whether you're an investor, builder, or future homeowner, this is a rare opportunity to secure a premium piece of land in a desirable

  Patty Cohen RE/MAX Allegiance

  904 Brice Ct, Chesapeake, VA 23322
• 

  

  /22

  $299,000

  $16K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft

  1303 Yeadon Rd, Chesapeake, VA 23324

  Beautifully updated all-brick ranch in Plymouth Park. This move-in ready home offers 3 bedrooms, 1 full bath, bamboo flooring, fresh interior paint, new carpet in the bedrooms, updated ceiling fans, and a dedicated laundry area. The renovated kitchen features granite countertops, a subway tile backsplash, stainless steel appliances, a new sink, and faucet. The bathroom includes a reglazed tub,

  Ashley Link BHHS RW Towne Realty

  1303 Yeadon Rd, Chesapeake, VA 23324
• 

  /2

  $299,000

  $46K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,166 Sq Ft

  744 Partridge 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

  744 Partridge Ave, Chesapeake, VA 23324
• 

  

  /15

  $182,000

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  3860 Schooner Trail, Chesapeake, VA 23321

  Come see this one first—it won’t last long at this price. This Chesapeake townhome is vacant and move-in ready, offering a great opportunity for both first-time buyers and investors. Featuring a new roof, new HVAC, new electrical panel with wiring, new windows and new appliances, this home has major updates already completed. Easy to rent and a strong addition to any investment portfolio.

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  3860 Schooner Trail, Chesapeake, VA 23321
• 

  

  /8

  $375,000

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  305 Providence Rd, Chesapeake, VA 23325

  Welcome to this charming 4 bedroom brick ranch located in Chesapeake's desirable Georgetown neighborhood. This home offers a spacious backyard, creating the perfect space for relaxing or entertaining family and friends. Inside you will find stylish updates including tile in secondary bathroom, ceiling fans, warm wood flooring, and a newer furnace (2020). Seller is offering $20,000.00 towards

  Drucilla Griffin The James Allen Group

  305 Providence Rd, Chesapeake, VA 23325
• 

  

  /39

  $400,000

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  4320 Schooner Trail, Chesapeake, VA 23321

  Welcome home to 4320 Schooner Trail! This beautifully maintained 4 -bedroom, 2.5 bathroom home in the sought- after Western Branch area of Chesapeake. This home offers an ideal blend of space, comfort, tons of storage and modern convenience. The downstairs features an open- concept floor plan seamlessly connecting the living room, dining area and kitchen area that has stainless steel appliances

  Jennifer Hudson Britt Keller Williams Realty Twn Ctr

  4320 Schooner Trail, Chesapeake, VA 23321
• 

  

  /20

  $276,000

  $33K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  4310 Cromwell Ave, Chesapeake, VA 23325

  This charming 3 bedroom, 1 bath home offers an open floor plan with cathedral ceilings which create a bright, spacious feel throughout. The efficient layout makes the most of every square foot, providing comfortable single level living that is easy to maintain and enjoy Situated on a quiet street in an established neighborhood, this home features a large fenced backyard with plenty of room for

  Phyllis Mihalas Swell Real Estate Co

  4310 Cromwell Ave, Chesapeake, VA 23325
• 

  

  /37

  $229,999

  • 2 Beds
  • 2 Baths
  • 1,326 Sq Ft

  4332 Hillingdon Bend Unit 208, Chesapeake, VA 23321

  Don't miss this great 2nd floor unit. Updates have been done and its ready to go. Close to shopping center, Highway, Hospital, Military Bases, Shipyard and more. Get it before its gone.

  Armin Harris EXIT Realty Central

  4332 Hillingdon Bend Unit 208, Chesapeake, VA 23321
• 

  

  /26

  $320,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  1535 Lyons Ave, Chesapeake, VA 23324

  Charming ranch home with 3 bedrooms and 1.5 bathrooms, new LVP flooring and paint, and overlooking a pond in the fenced backyard. Inquire today!

  Joshua Britt Prodigy Realty

  1535 Lyons Ave, Chesapeake, VA 23324
• 

  

  /16

  $231,900

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  919 Decatur St, Chesapeake, VA 23324

  Welcome home to this charming 3 bedroom, 2 full bath single-family home! It offers over 1,000 square feet of comfortable living space. Situated on a 0.12-acre lot, this home features a functional floor plan. Conveniently located with quick access to major highways, military bases, shopping, dining, and entertainment, you'll enjoy an easy commute and all the conveniences of the area. Whether

  Jonathan Melvin Benham Real Estate LLC

  919 Decatur St, Chesapeake, VA 23324
• 

  /2

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,668 Sq Ft

  2008 Girard Ave, Chesapeake, VA 23323

  Own the end of the street! Tucked away in Deep Creek, this rare 7 parcel package spans both sides of Girard Avenue and offers a surprising sense of privacy within an established Chesapeake neighborhood. This residential listing represents 2 of the 7 parcels and includes the existing home, which conveys strictly as is. The remaining 5 parcels are offered through the coordinated land listing

  Nichole Douillard RE/MAX Ultra

  2008 Girard Ave, Chesapeake, VA 23323
• 

  /2

  $275,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,374 Sq Ft

  3136 Joseph Ave, Chesapeake, VA 23324

  Welcome to 3136 Joseph Ave, a charming single-level home offering 3 bedrooms, 2 full bathrooms, and 1,374 square feet of comfortable living space in Chesapeake's established South Norfolk community. This well-maintained ranch features a functional floor plan designed for both everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and dining space, while the

  Brandon Allen River City Elite Properties - Real Broker

  3136 Joseph Ave, Chesapeake, VA 23324
• 

  

  /4

  $190,000

  • 2 Beds
  • 2.5 Baths
  • 1,254 Sq Ft

  747 Ridge Cir, Chesapeake, VA 23320

  Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient

  Robert Thompson EXP Realty LLC

  747 Ridge Cir, Chesapeake, VA 23320
• 

  

  /35

  $319,999

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

  2409 Leytonstone Dr, Chesapeake, VA 23321

  Welcome home to this beautifully maintained 2-bedroom condo featuring an open and functional floor plan. The spacious primary suite offers a private sitting area and an ensuite bath with a separate soaking tub and shower. A versatile first-floor media room or office provides the perfect space for working from home, entertaining, or relaxing. The gourmet kitchen boasts ample cabinetry, generous

  Tilman Dunbar Veterans First Realty LLC

  2409 Leytonstone Dr, Chesapeake, VA 23321
• 

  

  /16

  $395,900

  New Construction

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

  4902 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 quartz countertops, subway tile backsplash, & under cabinet lighting. Easily

  Angela McCaskill Corinth Realty LLC

  4902 Apricot Way, Chesapeake, VA 23321
• 

  

  /33

  $365,000

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

  3916 Port Rd, Chesapeake, VA 23321

  Welcome home to this beautifully maintained property featuring a spacious, well appointed kitchen complete with granite countertops, stainless steel appliances, abundant cabinet storage, and generous counter space-perfect for everyday living and entertaining. The inviting living area boast soaring vaulted ceilings and an expansive open feel, creating the perfect space to relax or gather with

  Deborah Woolford The Real Estate Group

  3916 Port Rd, Chesapeake, VA 23321
• 

  

  /31

  $234,900

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft

  497 Cobblewood Bend, Chesapeake, VA 23320

  Welcome home! This cozy 2 bedroom 1 bathroom twin home is easy to maintain and ready for a new owner! Nestled on a corner lot in the Dominion Pines neighborhood of Chesapeake, you are just minutes from highway access to bases, shopping, restaurants, and beaches. The fenced in backyard with deck provides private space for shaded quiet enjoyment.

  Joseph Bergamino Real Broker LLC

  497 Cobblewood Bend, Chesapeake, VA 23320
• 

  /2

  $345,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,464 Sq Ft

  4987 Boone Rd, Chesapeake, VA 23321

  Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st

  Lisa Kyriakides Corinth Realty LLC

  4987 Boone Rd, Chesapeake, VA 23321
• 

  

  /11

  $317,000

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

  4108 Wake Ave, Chesapeake, VA 23324

  Beautifully and fully remodeled ranch-style home offered by the original owners. Located in a quiet, well-established neighborhood and conveniently close to shopping, dining, and amenities. This three-bedroom, two-and-a-half-bath home features a spacious layout with numerous updates throughout and all new appliances.Enjoy a large backyard ideal for outdoor living and gatherings, along with a

  Christina Edmonds Paragon Real Estate Group

  4108 Wake Ave, Chesapeake, VA 23324
• 

  

  /37

  $349,500

  • 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.

  Patty Cohen RE/MAX Allegiance

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

  

  /13

  $290,000

  • Land
  • 7.4 Acres
  • $39,189 per Acre

  1813 Shillelagh Rd, Chesapeake, VA 23323

  Rare opportunity to own approximately 7.4 acres in the desirable Hickory area! This city-approved homesite has already been cleared and is ready for your dream home. Extensive due diligence and site preparation have been completed, including a boundary survey, successful perc test, engineered septic system design, wetlands mitigation, and full compliance with U.S. Army Corps of Engineers

  Marco Rivas 757 Realty

  1813 Shillelagh Rd, Chesapeake, VA 23323
• 

  

  /30

  $375,000

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

  2415 Fieldsway Dr, Chesapeake, VA 23320

  Embrace a life of vibrant neighborhood and comfort within this meticulously updated Chesapeake real estate standout. This pristine condition attached home features 3 spacious beds, 2.5 baths, a private one-car garage, and a spectacular master suite complete with a massive walk-in closet. Relax out back on your peaceful privacy-fenced patio. Schedule a showing today!

  Warren Neal Real Broker LLC

  2415 Fieldsway Dr, Chesapeake, VA 23320
• 

  

  /18

  $389,000

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

  2415 Chesapeake Cir, Chesapeake, VA 23324

  Stunning fully renovated 5-bed, 2-bath home featuring brand-new kitchen cabinets, premium granite countertops, and stainless steel appliances. Includes a new roof, vinyl windows, and modern upgraded bathrooms with top-of-the-line finishes and meticulous attention to detail. Spacious backyard perfect for entertaining.Stunning fully renovated 5-bed, 2-bath home featuring brand-new kitchen cabinets,

  Steffanie Battles 1st Class Real Estate Flagship

  2415 Chesapeake Cir, Chesapeake, VA 23324
• 

  

  /37

  $399,999

  • 4 Beds
  • 2 Baths
  • 2,186 Sq Ft

  2600 Janson Dr, Chesapeake, VA 23321

  Come check out this DIAMOND IN THE ROUGH. House is in need of updating and priced accordingly. But the BONES TO THE HOUSE ARE GOOD. NEW ROOF (2023), 1 out of 2 AC UNITS NEW (2025). (and the other AC unit has been RECENTLY SERVICED). Unique floor plan with an area that could serve as an IN LAW SUITE, a QUIET NEIGHBORHOOD and a GOOD SCHOOL SYSTEM. LARGE CORNER LOT. Close to shopping, food, and the

  Barry Asimos Swell Real Estate Co

  2600 Janson Dr, Chesapeake, VA 23321
• 

  

  /24

  $257,500

  • 5 Beds
  • 2 Baths
  • 2,028 Sq Ft

  2144 Campostella Rd, Chesapeake, VA 23324

  Opportunity awaits! This 5 bedroom, 2 bathroom home in the heart of Chesapeake sits on a generously sized lot and is full of potential. It’s a wonderful canvas to renovate and create your dream home or next investment property. Whether you're looking to personalize your first home or add value through updates, this property offers the space, location, and possibilities to make it truly shine. The

  Jonathan Melvin Benham Real Estate LLC

  2144 Campostella Rd, Chesapeake, VA 23324
• 

  

  /18

  $350,000

  • 3 Beds
  • 3 Baths
  • 2,199 Sq Ft

  143 Harbor Watch Dr, Chesapeake, VA 23320

  Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized

  Kris Weaver Atlantic Sothebys Int'l Realty

  143 Harbor Watch Dr, Chesapeake, VA 23320

Showing Results 81 - 120, Page 3 of 6