Luxury Homes for Sale in Chesapeake, VA

• 

  

  

  /23

  $269,000

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  708 Inlet Quay Unit B, Chesapeake, VA 23320

  Well desired community. First Floor corner unit, move-in ready. Beautiful wood flooring, updatedappliances, large primary bedroom with bathroom. Condo amenities include a pool, clubhouse, tennis courtsand close to trails.

  Lynn Atkison BHHS RW Towne Realty

  708 Inlet Quay Unit B, Chesapeake, VA 23320
• 

  

  

  /6

  $268,000

  • 5 Beds
  • 3 Baths
  • 1,916 Sq Ft

  915 Harbour North Dr, Chesapeake, VA 23320

  Rare to find an end unit townhome on 0.16 Acre lot in Great Bridge area minutes to freeway I-64, I-464, to Greenbrier mall features a bedroom and a full bathroom on the first floor. Like new kitchen cabinets, SS appliances. Less than 5 years old roof, heat pump central HVAC, electric water heater, vinyl windows. Second floor has a master suite with a sitting or baby room or an office with 2

  Norman Domingo XRealty.NET LLC

  915 Harbour North Dr, Chesapeake, VA 23320
• 

  

  

  /33

  $265,000

  • 1,624 Sq Ft

  2000 Plow Ln, Chesapeake, VA 23324

  2000 and 2002 Plow Lane, a Duplex offering two units, each with 2 bedrooms and 1 full bath. Sold as-is, where-is.

  Melissa Boyce EXP Realty LLC

  2000 Plow Ln, Chesapeake, VA 23324
• 

  

  

  /38

  $264,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  500 Judah Way Unit 123, Chesapeake, VA 23320

  Gated Community! Elevator! Move in ready for serene living. Bright and modern condo with elevator access to the 2nd floor. Open floor plan, family room with fireplace, kitchen with granite counter tops and upgraded cabinetry, stainless steel appliances, pantry and utility room. Two primaries with en-suites and balcony. Hardwood floors. Upgraded custom built-ins throughout. Private storage room on

  Paul Bauer The Bauer Group-RE Solutions

  500 Judah Way Unit 123, Chesapeake, VA 23320
• 

  

  

  /20

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,245 Sq Ft

  4602 Woodmark Trail, Chesapeake, VA 23321

  THIS CLEAN WELL MAINTAINED 3BR, 2BTH HOME IS THE PERFECT FOR FIRST TIME BUYERS, DOWNSIZERS OR ANYONE LOOKING FOR A GREAT VALUE AND LOCATION WITHOUT YARD MAINTENANCE WITH ONE STORY LIVING IN A QUIET NEIGHBORHOOD. NEW VINYL IN BATHS AND NEW LVP IN LIVING RM & OPEN ADJOINING OFFICE. CONVENIENT LOCATION NEAR I664 & MONITOR-MERRIMAC MEMORIAL BRIDGE TUNNEL, SHOPPING, MILITARY BASSES AND HIGHLY DESIRED

  Barbara Dennis Chesapeake Bay Realty

  4602 Woodmark Trail, Chesapeake, VA 23321
• 

  /2

  $260,000

  • Land
  • 5.33 Acres
  • $48,808 per Acre

  B Taft Rd, Chesapeake, VA 23322

  Vacant cleared lot, road access via access easement via lot 1 adjacent to Taft road

  Tom Thrasher Greenbrier Real Estate & Appr.

  B Taft Rd, Chesapeake, VA 23322
• 

  

  /27

  $258,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  720 Inlet Quay Unit A, Chesapeake, VA 23320

  First floor unit in desirable Riverwalk community. Enjoy all of the amenities of the community; Clubhouse, boat slip, tennis courts, pool, paths, playground and more. Close to restaurants, shopping, entertainment and interstate. This well maintained unit includes an AC system less than three years old. Refrigerator is less than three years old. Updated flooring, and sliding glass doors. Very

  Kenneth Holt The Real Estate Group

  720 Inlet Quay Unit A, Chesapeake, VA 23320
• 

  

  /23

  $255,000

  $20K 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
• 

  

  /9

  $254,900

  • 2 Beds
  • 1.5 Baths
  • 950 Sq Ft

  918 Seabreeze Ct, Chesapeake, VA 23320

  Charming 2-bedroom townhome in the highly desirable Greenbrier area! The main level features a spacious living room that flows seamlessly into the kitchen, creating an easy, comfortable layout. The kitchen offers ample cabinetry and counter space, a new refrigerator, and room for a breakfast table. Sliding glass doors lead to a fully fenced backyard with a patio, for relaxing or entertaining.

  Michael Daugherty Own Real Estate LLC

  918 Seabreeze Ct, Chesapeake, VA 23320
• 

  

  /5

  $250,000

  • Land
  • 4.75 Acres
  • $52,632 per Acre

  1836 Mount Pleasant Rd, Chesapeake, VA 23322

  Incredible value on this 4.75 acre lot. Don't miss this opportunity to own a piece of country living. This property is not in a flood zone.

  Patrick Venditti Green Tree Real Estate Inc

  1836 Mount Pleasant Rd, Chesapeake, VA 23322
• 

  

  /7

  $250,000

  • Land
  • 6 Acres
  • $41,667 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
• 

  

  /27

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,703 Sq Ft

  4610 Olde Stone Way, Chesapeake, VA 23321

  Welcome home to this well maintained 2 bedroom, 2.5 bath condo located in the highly sought after Western Branch area. Featuring a cozy gas fireplace, this home offers an open and inviting living space filled with natural light. Spacious bedrooms each offer comfort and privacy, and functional layout for everyday living and entertaining. Conveniently located near shopping, dining, and major

  Tavion Baker World Class Realty & Prop Mgmt

  4610 Olde Stone Way, Chesapeake, VA 23321
• 

  

  /8

  $250,000

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  2425 Lofurno Rd, Chesapeake, VA 23323

  Great starter home with huge backyard and easy access to highway, military bases & shopping.

  

  Janez Hargrove

  Verian Realty

  (757) 996-4236

  2425 Lofurno Rd, Chesapeake, VA 23323
• 

  

  /8

  $250,000

  • Land

  2716 Seven Eleven Rd, Chesapeake, VA 23322

  Excellent building opportunity. Great location. Surrounded by several custom built homes. Very private and priced below market.

  Fred Helm BHHS RW Towne Realty

  2716 Seven Eleven Rd, Chesapeake, VA 23322
• 

  

  /18

  $249,999

  $125K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,170 Sq Ft

  604 Amick Rd, Chesapeake, VA 23325

  Beautiful property offering both investment and owner-occupant potential. Located in a desirable area. Sold As-Is. Seller will not make repairs . 4bedrooms 2full baths.

  Norman Domingo XRealty.NET LLC

  604 Amick Rd, Chesapeake, VA 23325
• 

  

  /26

  $249,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,323 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, washer, and dryer. With a little updating and TLC, this property 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
• 

  

  /18

  $245,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  102 Diamond Ave Unit D, Chesapeake, VA 23323

  A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. come into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, all new bathroom and bedroom/office downstairs with laundry. Private upstairs bedroom with spacious closet space and

  Kara Louk Iron Valley Real Est Norfolk

  102 Diamond Ave Unit D, Chesapeake, VA 23323
• 

  

  /30

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Beautifully maintained, one-owner, 3rd-floor condo with elevator access in a secure-entry building. This open-concept home offers a bright, airy layout with a private balcony—great for relaxing. Gated parking adds convenience and peace of mind. Ideally located near downtown Norfolk, Waterside District, military bases, shipyard, interstates, dining, shopping, and entertainment venues. Adjacent to

  Sherri Bryant AtCoastal Realty

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324
• 

  

  /30

  $244,900

  $5K PRICE DROP

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

  1603 Seaboard Ave, Chesapeake, VA 23324

  Cozy two-story traditional home in the Quincy Place neighborhood of Chesapeake. Three bedrooms, one and a half bathrooms, approximately 1,360 square feet. New roof. Updated light fixtures. Two-space driveway. Central air conditioning with forced hot air heating. Partially finished attic. Outside of Flood zone. Convenient access to Interstate 464.

  Debbie Crevier Kent Cottage Street Realty LLC

  1603 Seaboard Ave, Chesapeake, VA 23324
• 

  

  /31

  $239,900

  • 2 Beds
  • 1.5 Baths
  • 1,186 Sq Ft

  4336 Stafford Dr, Chesapeake, VA 23321

  Welcome to 4336 Stafford Drive! This beautifully updated home offers 1186 sq ft of comfortable living space with 2 bedrooms and 1.5 baths. Recent updates include NEW: HVAC; kitchen; vinyl floor, carpet, toilet, bath vanities with backsplash. Enjoy the convenience of front door parking and private fenced backyard. Located in desirable area in Chesapeake with easy access to shopping, schools, and

  Patty Bills BHHS RW Towne Realty

  4336 Stafford Dr, Chesapeake, VA 23321
• 

  

  /4

  $239,900

  $20K PRICE DROP

  • Land
  • 3.79 Acres
  • $63,382 per Acre

  737 Bedford St, Chesapeake, VA 23322

  This is one out of four available 3+ acre lots 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.

  Robert Wadsworth Pungo Realty LLC

  737 Bedford St, Chesapeake, VA 23322
• 

  

  /3

  $239,900

  $40K PRICE DROP

  • 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
• 

  

  /3

  $239,900

  $50K PRICE DROP

  • Land
  • 4.05 Acres
  • $59,205 per Acre

  749 Bedford St, Chesapeake, VA 23322

  This is a 4 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 Build

  Robert Wadsworth Pungo Realty LLC

  749 Bedford St, Chesapeake, VA 23322
• 

  

  /25

  $239,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  2005 Lockard Ave, Chesapeake, VA 23320

  Discover this charming one bedroom home perfectly situated just minutes from Greenbrier mall and Kempsville areas of Virginia Beach. Enjoy a rare blend of comfort, style and convenience - whether you're a first time buyer, downsizing, or searching for a great investment opportunity!! Step inside to find bright open living spaces, modern finishes and a cozy atmosphere, that instantly feels like

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 655-7895

  2005 Lockard Ave, Chesapeake, VA 23320
• 

  

  /14

  $239,000

  • 3 Beds
  • 2 Baths
  • 1,179 Sq Ft

  1800 Portlock Rd, Chesapeake, VA 23324

  Charming 3-bedroom, 2-bath single-family home offering 1,179 sq ft of potential! Bring your vision and make this home shine! Conveniently located near the interstate and more! Call today for more information and to schedule your tour! Case#544-376530 IE (Insurable with escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the

  Jonathan Melvin Benham Real Estate LLC

  1800 Portlock Rd, Chesapeake, VA 23324
• 

  

  /26

  $235,000

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

  3611 Radford Cir, Chesapeake, VA 23321

  Welcome HOME to this charming & affordable interior-unit townhouse located in highly desirable Western Branch area of Chesapeake. Move in ready & features fresh interior paint throughout, durable luxury vinyl plank (LVP) flooring spanning the entire first floor. Step outside into your own private backyard oasis, complete with deck, storage shed & fully fenced yard beautifully shaped by mature

  Sherri Thaxton CENTURY 21 Nachman Realty

  3611 Radford Cir, Chesapeake, VA 23321
• 

  /2

  $235,000

  • Land
  • 1.08 Acres
  • $217,593 per Acre

  4345 Ballahack Rd, Chesapeake, VA 23322

  fantastic opportunity to own a piece of land in the desirable Chesapeake!BUY and BUILD your dream home in the beautiful Hickory area!

  Berenice Garcon AQ Realty LLC

  4345 Ballahack Rd, Chesapeake, VA 23322
• 

  

  /26

  $234,999

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft

  315 Gainsborough Square, Chesapeake, VA 23320

  Welcome to this beautifully updated 2-bedroom, 2-bath condo offering comfortable, move-in-ready living space. Freshly painted throughout, this home features brand-new carpet and vinyl flooring, creating a clean and modern feel. The bright and functional floor plan provides a spacious living area, great for relaxing or entertaining. The kitchen is equipped with all new appliances, making meal

  Cindy Powell Iron Valley Real Est Norfolk

  315 Gainsborough Square, Chesapeake, VA 23320
• 

  

  /12

  $234,900

  • 2 Beds
  • 2.5 Baths
  • 1,275 Sq Ft

  401 Henley Ct Unit K, Chesapeake, VA 23320

  Affordable living in the largest condo model available in Wimbledon Chase. Easy access to I64, the Chesapeake Expressway, Greenbrier and Great Bridge. No car needed for access to shopping & restaurants; adjacent to Chesapeake Regional Medical Complex. Summertime living is easy with the community pool. All appliances convey including washer & dryer, as-is.Besides the generous ensuite, the

  Rob Waring Creed Realty

  401 Henley Ct Unit K, Chesapeake, VA 23320
• 

  /2

  $234,900

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

  34 Frailey Place, Portsmouth, VA 23702

  STOP HERE FIRST...if you're looking for a move-in ready home with value! As you approach the home, you'll notice a wraparound screened in porch ready for summer. Home features newer roof (2020) and newer HVAC, paint and LVP flooring (2022). Kitchen and bath features newer cabinets and counter tops (2022). New gas hot water heater installed in 2023. Generational living with a detached converted

  

  Sharon Rand Voogd

  1st Class RE-Signature Prop

  (757) 300-1097

  34 Frailey Place, Portsmouth, VA 23702
• 

  

  /18

  $230,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2041 Lockard Ave, Chesapeake, VA 23320

  Great investment opportunity! This 3 bedroom, 1 bath ranch comes with a tenant in place through January 2027, offering immediate rental income. Enjoy a bright front sunroom that adds extra living space and screen-in side porch - a cozy, private spot to relax. The fenced backyard and storage shed provide versatility for tenants or future updates. Single-level living in a convenient location near

  Andreia Worst Wainwright Real Estate

  2041 Lockard Ave, Chesapeake, VA 23320
• 

  

  /50

  $230,000

  $10K PRICE DROP

  • 2,345 Sq Ft

  1136 Jackson Ave, Chesapeake, VA 23324

  Chesapeake duplex opportunity in the established South Norfolk area. This property features two units, each offering 2 bedrooms and 1 full bathroom. Excellent income-producing potential—live in one unit while renting out the other, or add to your investment portfolio. Conveniently located near major interstates, the Jordan Bridge, shipyard, and downtown Norfolk and Portsmouth, making it

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 699-5492

  1136 Jackson Ave, Chesapeake, VA 23324
• 

  

  /22

  $225,000

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  713 Rapidan River Ct Unit F, Chesapeake, VA 23320

  Beautiful first-floor condo in desirable Riverwalk featuring 2 bedrooms, 2 baths, and an open layout great for everyday living and entertainment. Move-in ready and conveniently located near shopping, dining, and more! New LVP flooring, Paint and carpet. Condo amenities include ground maintenance, pool, trash pick-up, sewer and exterior maintenance expect exterior doors, windows and fixtures.

  Al Parker Howard Hanna Real Estate Svcs.

  713 Rapidan River Ct Unit F, Chesapeake, VA 23320
• 

  

  /19

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft

  4332 Hillingdon Bend Unit 205, Chesapeake, VA 23321

  Well-maintained 2-bedroom condo with tenant in place through March 2027, offering immediate rental income and long-term stability. Ideal for investors, buyers planning a future move, or buyers seeking a potentially assumable 3.25% VA loan. Features include an open floor plan, spacious living areas, stainless steel appliances, ample cabinet space, and a primary suite with two closets. Conveniently

  Sarah Grace Doyle Sand & Sea Realty

  4332 Hillingdon Bend Unit 205, Chesapeake, VA 23321
• 

  

  /26

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  717 Inlet Quay Unit H, Chesapeake, VA 23320

  Move-in ready and ideally located in the heart of Chesapeake! This well-maintained home features a spacious layout, two private terraces, and convenient access to shopping, dining, and major commuter routes. Property is being sold as-is. Home could use some TLC, offering a great opportunity to make it your own in a prime location.** SOME PHOTOS ARE VIRTUALLY STAGED.

  Danielle Morse The Bryant Group

  717 Inlet Quay Unit H, Chesapeake, VA 23320
• 

  

  /17

  $219,999

  $30K PRICE DROP

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

  1119 Seaboard Ave, Chesapeake, VA 23324

  **SHORT SALE TO BE NEGOTIATED BY KEN BAILEY** Check out this awesome 3 bedroom 2 bathroom recently renovated home in Chesapeake! This home has beautiful LVP Floors, an open floor plan, and a large kitchen with a utility room leading to the side door. There is even a full bath! The upstairs has 3 large bedrooms and full bathroom. This home brings great curb appeal with a cute front porch - perfect

  

  Jessica Lewis

  Iron Valley Real Estate HR

  (757) 654-4813

  1119 Seaboard Ave, Chesapeake, VA 23324
• 

  

  /28

  $219,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  952 Saint Andrews Reach Unit B, Chesapeake, VA 23320

  SERENE AND CHARMING WATER VIEW HOME IN GREENBRIER AREA OF CHESAPEAKE! I-64 CONVENIENTLY LOCATED - SHOPPING - DINING PLUS, MORE! VERY INVITING OPEN FLOOR PLAN - CATHEDRAL CEILING - LARGE LIVING AREA - UPDATED KITCHEN WITH ALL APPLIANCES - EAT-IN BAR PLUS, DINETTE AREA - MOVE-IN READY! NICE LOFT AREA FOR ENTERTAINMENT OR SPECIALIZED GUEST AREA - SPACIOUS PRIMARY BEDROOM AND BATH - SKYLITES PLUS

  Jackie Thomas Jackie Thomas Real Estate LLC

  952 Saint Andrews Reach Unit B, Chesapeake, VA 23320
• 

  

  /12

  $210,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  1314 20th St, Chesapeake, VA 23324

  Well kept & maintained three bedroom ranch with central air, spacious kitchen, living room and dining room. Covered front porch and patio in the rear. Fenced yard. New carpet and flooring, HVAC updated in 2022. Property is ready for new owner occupant or landlord looking to increase their rental portfolio.

  Elizabeth DeVault Better Homes & Gdns Ntv Am Grp

  1314 20th St, Chesapeake, VA 23324
• 

  

  /24

  $209,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  964 Saint Andrews Reach Unit B, Chesapeake, VA 23320

  Tucked away in the sought-after Saint Andrews Condos of Greenbrier, this inviting 1-bedroom, 2-story home with a loft blends comfort, style, and convenience. Set back from the street for added privacy and just moments from the golf course and everyday amenities, it’s an easy fit for low-maintenance living.Step inside to a bright, airy first floor with a vaulted ceiling opening to the loft,

  

  Chris Mangold

  Abrams Realty

  (757) 384-4589

  964 Saint Andrews Reach Unit B, Chesapeake, VA 23320
• 

  

  /44

  $202,000

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

  3208 Clover Rd E, Chesapeake, VA 23321

  Investor special with serious upside potential! This spacious property at 3208 Clover Street in Chesapeake offers a great opportunity to customize a home to their taste. Featuring a functional layout and solid potential, this property sits on a generously sized lot with room to enhance curb appeal and value. Conveniently located near shopping, dining, schools, and major interstates for an easy

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 712-6206

  3208 Clover Rd E, Chesapeake, VA 23321

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