Luxury Homes for Sale in Chesapeake, VA

• 

  

  

  /12

  $285,000

  • 3 Beds
  • 2 Baths
  • 950 Sq Ft

  3006 Menands Dr, Chesapeake, VA 23325

  New new new! Everything in the home has been remodeled brand new. This is a must come and see. Bring us an offer on your new home. Closing costs are negotiable.

  Jai Johnson EXIT Realty Central

  3006 Menands Dr, Chesapeake, VA 23325
• 

  

  

  /25

  $284,900

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  1244 Mill Lake Quarter, Chesapeake, VA 23320

  Welcome to 1244 Mill Lake Quarter. A charming 3 bedroom, 1.5 bathroom townhome perfectly situated in Greenbrier with beautiful lake views. This home features a bright and spacious living area with an updated kitchen, dining area, and living room which is perfectly centered around the wood burning fireplace. Downstairs you'll also find the half bathroom, and utility closet. Upstairs you'll find

  Francheska Ferguson The Real Estate Group

  1244 Mill Lake Quarter, Chesapeake, VA 23320
• 

  

  

  /17

  $282,000

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft

  1007 Holly Ave, Chesapeake, VA 23324

  Charming Historic Gem in South Norfolk - Lakeside Park Views & Downtown Convenience! Step into this 3-bed, 2-full-bath single-family home nestled in the heart of South Norfolk's historic district. Spanning nearly 1,600 SF of thoughtfully designed living space, this residence blends classic charm with modern comfort, offering the perfect backdrop for your next chapter. Enjoy views of Lakeside Park

  Douglas Livermon Atlantic Sothebys Int'l Realty

  1007 Holly Ave, Chesapeake, VA 23324
• 

  

  

  /40

  $280,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  2330 Alcott Way, Chesapeake, VA 23321

  Welcome to this stunning modern residence perfectly situated in the heart of the sought-after Western Branch area of Chesapeake. Built in 2022, this thoughtfully designed home offers 1,329 sq ft of living space with 2 bedrooms with ensuites and a half bath. • Step into a bright and inviting open floor plan where the living area flows effortlessly into the kitchen, making it both relaxing evenings

  

  Nichole Nance

  EXP Realty LLC

  (757) 210-6846

  2330 Alcott Way, Chesapeake, VA 23321
• 

  

  /2

  $279,990 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,966 Sq Ft

  700 Stewart St, Chesapeake, VA 23324

  Welcome to 700 Stewart Street, nestled in the historic South Norfolk community of Chesapeake. This traditional-style home offers 3 bedrooms and 2 full baths, delivering comfort and convenience in a well-established neighborhood. Its central location provides quick access to major interstates, local shopping, parks, and public greenspaces. Whether you’re commuting to nearby military installations,

  Ethelbert Johnson Swell Real Estate Co

  700 Stewart St, Chesapeake, VA 23324
• 

  

  /30

  $279,900

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

  1232 Stewart St, Chesapeake, VA 23324

  Unique opportunity to own this centrally located single family home with first floor bedroom and full bathroom. With accessibility via exterior ramp you will have the option to age in place or bring in family or friends in need of less stairs for access. Updated and very well maintained. Easy access to 464 for commuting and travel. Schedule your showing today!

  Hannah Forsberg Swell Realty Co

  1232 Stewart St, Chesapeake, VA 23324
• 

  

  /3

  $279,500

  • Land
  • 7.69 Acres
  • $36,346 per Acre

  416 Centerville Turnpike N, Chesapeake, VA 23320

  Unique opportunity to build on wooded acreage , but close to the city. Lot is 7 acres, primarily wooded. It is primarily wetlands but has an "Uplands Area" in the rear that can be built on. A lot of legwork has already been done so your questions can be answered. Site plan has been designed and submitted to City of Chesapeake w comments being addressed. Application for wetlands also has begun.

  Debbie Crevier Kent Cottage Street Realty LLC

  416 Centerville Turnpike N, Chesapeake, VA 23320
• 

  

  /26

  $275,000

  • 1,878 Sq Ft

  701 Wingfield Ave, Chesapeake, VA 23325

  Fantastic opportunity to own this duplex with large first floor living area with 3 bedrooms and 1 full bath family room and dining room and eat-in kitchen. First floor unit A is a ranch on one level. Upstairs unit B is a one bedroom + 1 bath with a kitchen and living room. Access to unit B has wooden stairs on the exterior and a back door with stairs. Newer 30 yr arch roof + vinyl insulated

  Robin DiBuono Howard Hanna Real Estate Svcs.

  701 Wingfield Ave, Chesapeake, VA 23325
• 

  

  /32

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  1402 Earle Ave, Chesapeake, VA 23324

  Perfect opportunity for an Investor Flip or a 203K Renovation Loan. Will not qualify for regular financing. Comps within a 1/2 Mile radius are $365,000.00 to $390.000.00. Huge Great room with fireplace, screened in back porch and a 2 car garage!!! To be sold "As-IS, Where IS" any contents not removed will convey.

  Annalisa Previte Howard Hanna Real Estate Svcs.

  1402 Earle Ave, Chesapeake, VA 23324
• 

  

  /31

  $275,000

  • 2 Beds
  • 2.5 Baths
  • 1,251 Sq Ft

  66 King George Quay, Chesapeake, VA 23325

  Welcome home to this charming brick end-unit townhouse featuring a fully fenced backyard, can be used a relaxing or entertaining. Inside, you'll find a bright, open layout with stainless steel appliances in the kitchen and plenty of natural light throughout. Upstairs boasts two spacious bedroom en suites, each with its own large walk-in closet for exceptional storage and comfort. Conveniently

  Elizabeth Abrams Abrams Realty

  66 King George Quay, Chesapeake, VA 23325
• 

  

  /17

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,005 Sq Ft

  1004 Mayfield Ave, Chesapeake, VA 23324

  Indulge in an elevated lifestyle where tranquility meets utility in this distinguished residence, privately situated within a friendly and quiet neighborhood. Experience the pleasure of owning a home that perfectly accommodates both grand entertaining and peaceful repose. Picture yourself beginning each day with a moment of calm on the beautiful front porch, a stately entrance to your sanctuary.

  Deborah Reynolds Keller Williams Richmond West

  1004 Mayfield Ave, Chesapeake, VA 23324
• 

  

  /38

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,309 Sq Ft

  708 Stalham Rd, Chesapeake, VA 23325

  Renovated Ranch! Newly installed Plumbing, Electrical, Zoned Heat/A/C, Roof, Vinyl Siding, LVP Floors, Appliances, Water Heater, Patio, Most of The Windows, Sliding Glass Door & More! Too Many Upgrades to List! Home has an Open Feel and gets Tons of Light! Come See Today!

  Joshua Chilton EXP Realty LLC

  708 Stalham Rd, Chesapeake, VA 23325
• 

  

  /29

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,196 Sq Ft

  2114 Mclain St, Chesapeake, VA 23324

  This beautifully renovated ranch in Avalon blends classic charm with modern updates—offering more value than new construction! Step through the stone-accented sun porch into a cozy cottage filled with character, including refinished hardwood floors and a thoughtful layout. 2020 updates include HVAC and water heater as well as a full roof replacement. The spacious, powered workshop, privacy-fenced

  Logan Cooper EXP Realty LLC

  2114 Mclain St, Chesapeake, VA 23324
• 

  

  /6

  $274,900

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

  3340 Woodbaugh Dr, Chesapeake, VA 23321

  Lester Hooks 1st Class Real Estate Norfolk

  3340 Woodbaugh Dr, Chesapeake, VA 23321
• 

  

  /26

  $274,700

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  4418 Pepper Ridge Ct, Chesapeake, VA 23321

  ALL BRICK END UNIT with Fresh Paint & New Flooring, Eat-In Kitchen with Granite Countertops & Stainless Steel Appliances, Great Room with Fireplace, 2nd Floor Primary Suite with Private Bath featuring New Vanity & Toilet. 1st Floor Laundry with New Washer & Dryer. Private Patio Space. Established Neighborhood Convenient to Shopping, Dining, & Easy Access to I-664.

  Faith Turner CENTURY 21 Nachman Realty

  4418 Pepper Ridge Ct, Chesapeake, VA 23321
• 

  

  /28

  $274,000

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  4429 Pepper Ridge Ct, Chesapeake, VA 23321

  Welcome to this Western Branch 3 Bedroom, 2.5 Bath Brick condo in Miars Farm. Great investment the roof was replaced by Stublen, HVAC in 2020, Hot water large tank system with alarm & auto shut off in 2020, top of the line windows in 2024, metal lite pull down attic steps, back entrance and front entrance (more parking) new antibacterial carpet 2021, painted 2020, top of the line wood laminate

  LeAnn Amory BHHS RW Towne Realty

  4429 Pepper Ridge Ct, Chesapeake, VA 23321
• 

  

  /39

  $274,000

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  4449 Pepper Ridge Ct, Chesapeake, VA 23321

  Welcome to this beautiful, spacious and well-maintained 3 bedroom, 2.5 bath townhome located in the highly sought-after Western Branch community. This spacious end unit has been fully renovated. This home combines modern updates with timeless charm. The open layout offers almost 1,600 square feet of comfortable living space. Enjoy the benefits of being an end unit with natural light and a private

  Carmon Pizzanello BHHS RW Towne Realty

  4449 Pepper Ridge Ct, Chesapeake, VA 23321
• 

  

  /22

  $270,000

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

  500 Judah Way Unit 121, Chesapeake, VA 23320

  Beautiful 2-bedroom and two full bathroom condo in the centrally located Greenbriar neighborhood. This gated community includes an elevator, fitness center, ground maintenance, security, and trash pickup. This condo features beautiful cherry cabinets with granite countertops and stainless steel appliances, a custom television entertainment unit with a gas fireplace, and assigned covered parking,

  Angela Jernigan Realty One Group Unified

  500 Judah Way Unit 121, Chesapeake, VA 23320
• 

  

  /24

  $269,900

  • 3 Beds
  • 1.5 Baths
  • 1,524 Sq Ft

  6464 Duquesne Place, Virginia Beach, VA 23464

  REMODELED, NEW GRANITE KITCHEN COUNTER TOPS, NEW FLOORS, NEW FIXTURE LIGHTS, NEW HVAC AND MUCH MORE.

  Nelson Vedia World Class Realty

  6464 Duquesne Place, Virginia Beach, VA 23464
• 

  

  /25

  $265,000

  • 3 Beds
  • 1 Bath
  • 1,115 Sq Ft

  103 Swain Ave, Chesapeake, VA 23324

  Step into this charming home where much of the hard work has been completed, leaving only a few cosmetic touches to make it your own. Recent improvements include a new water heater in 2024, updated windows installed around 2022 with a transferable warranty, beautifully renovated bathroom completed in 2022 featuring double shower heads for added comfort. Above the toilet, you’ll notice a discreet

  Lynn Hundley 1st Class RealEstate Integrity

  103 Swain Ave, Chesapeake, VA 23324
• 

  

  /32

  $265,000

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

  2905 Tracker Ln Unit 134, Chesapeake, VA 23321

  Welcome to Western Branch Commons! This well-kept 1,703 sq ft condo offers 2 bedrooms, 2.5 baths, and comfortable low-maintenance living in the highly desired Western Branch school district. Enjoy a bright, open layout with a spacious living area, private patio, and outdoor storage. HVAC updated in 2025. Water Heater replaced in 2017. The primary bedroom features a full ensuite bath, and the

  Devin Lundy Realty Source

  2905 Tracker Ln Unit 134, Chesapeake, VA 23321
• 

  

  /9

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,026 Sq Ft

  923 Captains Ct, Chesapeake, VA 23320

  This 2 bedroom, 1.5 bath, end unit townhouse is a must see! Renovated throughout... Kitchen with granite countertops, new carpet on stairs and bedrooms, new flooring in bathroom and freshly painted. Family room with fireplace. Fenced patio with shed. Conveniently located, minutes to interstates, shopping, restaurants and mall.

  Patty Walsh Wainwright Real Estate

  923 Captains Ct, Chesapeake, VA 23320
• 

  

  /26

  $265,000

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  929 Still Harbor Cir, Chesapeake, VA 23320

  This unique 3-bedroom, 1.5-bathroom townhouse offers modern living with charming kitchen featuring stainless steel appliances, granite countertops, and vintage cabinets. Enjoy a private backyard with no homes directly behind and a peaceful greenspace. Located near shopping, dining, and just minutes from major highways and military bases. Low POA fees, no condo fees—easy living in a prime

  Rowan Whitenack LPT Realty LLC

  929 Still Harbor Cir, Chesapeake, VA 23320
• 

  

  /12

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  4052 Sunkist Rd, Chesapeake, VA 23321

  Sprawling brick rancher, with formal living room, dining room, and a great room off of kitchen, bonus Florida Room for all your relaxing enjoyment. Two bedrooms and primary bedroom with ensuite. hall bathroom is large and centrally located. 2 car attached garage, situated on a large corner lot.

  Charlene Howard Long & Foster Real Estate Inc.

  4052 Sunkist Rd, Chesapeake, VA 23321
• 

  

  /19

  $260,000

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

  824 Nottaway Dr, Chesapeake, VA 23320

  Move-in ready and perfectly located, this Knells Ridge townhouse offers a spacious, open layout designed for comfort and convenience. The bright eat-in kitchen flows seamlessly into the dining area and living room—for both everyday living and entertaining. Enjoy two oversized primary suites, each with generous closet space for all your storage needs. Step outside to your own private, fenced

  Chad Keeney Latitude Realty Co.

  824 Nottaway Dr, Chesapeake, VA 23320
• 

  

  /12

  $260,000

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  901 Washington Dr, Chesapeake, VA 23322

  Opportunity knocks! This .4-acre corner lot is located in the highly desirable Great Bridge area of Chesapeake. The existing home is being sold as-is, with the true value in the land itself. Surrounded by new construction and beautifully updated homes, this property offers incredible potential for builders, investors or anyone looking to create their dream home in a thriving neighborhood

  Phil Taylor BHHS RW Towne Realty

  901 Washington Dr, Chesapeake, VA 23322
• 

  /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
• 

  

  /25

  $259,900

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

  511 Appomattox St, Norfolk, VA 23523

  This renovated home is move-in-ready and absolutely adorable! New LVP flooring in living spaces, new carpet in bedrooms and tile in the bathrooms. Stunning kitchen with new cabinets, granite countertops and new Stainless-Steel appliances. All new lighting and plumbing fixtures, new siding, new roof, new HVAC. Lovely front porch and a great back yard. Make this lovely home yours before ethe

  

  Rachel Beasley

  Own Real Estate LLC

  (757) 863-6645

  511 Appomattox St, Norfolk, VA 23523
• 

  

  /21

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,278 Sq Ft

  2044 Christian Ave, Chesapeake, VA 23324

  4-bedroom, 2-bath home with a functional two-story layout and modern finishes throughout. The kitchen and bathrooms feature updated materials and fixtures. Bedrooms are located on the upper and lower levels. The floor plan offers a straightforward flow.

  Taylor Madison C O R E Real Estate + Design

  2044 Christian Ave, Chesapeake, VA 23324
• 

  

  /23

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft

  1217 Cleona Dr, Chesapeake, VA 23324

  Charming 3-bed, 1-bath ranch in Chesapeake’s Indian River neighborhood at 1217 Cleona Dr! This 1,014 sq ft single-family home sits on a spacious 5,837 sq ft lot, offering cozy curb appeal and endless potential. It’s immaculately maintained with fresh updates, hardwood floors, and a bright open layout. Enjoy a modern kitchen, generous bedrooms, and a full bath. Prime location near shopping, parks,

  Jasmina West Triumph Realty

  1217 Cleona Dr, Chesapeake, VA 23324
• 

  

  /24

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  611 Lafayette Ave, Chesapeake, VA 23324

  Beautifully renovated 3-bedroom home with flex room that can be used as a 4th bedroom!This move-in-ready home features new carpet, updated bathrooms, and a modern kitchen with stylish finishes. Freshly updated throughout, offering both comfort and functionality.

  Kellie Montie COVA Home Realty

  611 Lafayette Ave, Chesapeake, VA 23324
• 

  

  /18

  $259,000

  • 2 Beds
  • 1.5 Baths
  • 1,193 Sq Ft

  924 Wickford Dr, Chesapeake, VA 23320

  Attention, all buyers beautifully remodeled townhome. This is a must come and see. Seller is negotiable with closing costs. Home is centrally located great school, shopping centers nearby. Bring us an offer!

  Jai Johnson EXIT Realty Central

  924 Wickford Dr, Chesapeake, VA 23320
• 

  

  /50

  $257,000

  • 3 Beds
  • 2.5 Baths
  • 1,384 Sq Ft

  2642 Meadows Landing, Chesapeake, VA 23321

  Welcome to Stonebridge Landing in Western Branch. This 3 bedroom, 2.5 bath townhome sits in a quiet cul-de-sac within a highly rated school district. The home offers an open living and dining layout, a spacious kitchen, and a private fenced backyard. Upstairs you’ll find all bedrooms, including a primary suite with its own ensuite bathroom. Additional full bathroom and half bath provide

  Susan Jenkins Better Homes & Gdns Ntv Am Grp

  2642 Meadows Landing, Chesapeake, VA 23321
• 

  

  /9

  $250,000

  • 2 Beds
  • 2.5 Baths
  • 1,256 Sq Ft

  1940 Woodgate Arch, Chesapeake, VA 23320

  Discover the potential in this centrally located Greenbrier property is perfect for anyone looking to customize a home to their own style. This home offers a solid layout, ample living space, and a spacious yard, providing a great foundation for renovation or investment. Conveniently situated near shopping, dining, parks, and major roadways, this property combines location with endless

  Sheneika Wilson Garrett Realty Partners

  1940 Woodgate Arch, Chesapeake, VA 23320
• 

  

  /11

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,254 Sq Ft

  1317 Yeadon Rd, Chesapeake, VA 23324

  A brick house in the center of Plymouth Park neighborhood

  Travis Bouldin KW Coastal Virginia Chesapeake

  1317 Yeadon Rd, Chesapeake, VA 23324
• 

  /2

  $250,000

  • Land
  • 1.17 Acres
  • $213,675 per Acre

  1+ac Wilton St, Chesapeake, VA 23324

  Left side of lot has new 2 car garage with an apartment above. Built in 2017 and never lived in. New AC unit. 30ft high ceilings in garage.

  Paul Dadaian Swell Realty Co

  1+ac Wilton St, Chesapeake, VA 23324
• 

  

  /45

  $250,000

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft

  725 Inlet Quay Unit C, Chesapeake, VA 23320

  Come see this beautiful first-floor condo in the sought-after Riverwalk area! This home offers 2 bedrooms, 2 baths, and 1,223 sq. ft. of comfortable living space. The inviting living room features an electric fireplace, great for relaxing or entertaining. The kitchen opens to the dining and living areas, creating a nice flow for everyday living. The primary bedroom is very large with room for a

  Susan Jenkins Better Homes & Gdns Ntv Am Grp

  725 Inlet Quay Unit C, Chesapeake, VA 23320
• 

  

  /25

  $249,000

  • 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) 512-6236

  2005 Lockard Ave, Chesapeake, VA 23320
• 

  

  /28

  $248,000

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

  Welcome to this spacious condo located in a well-maintained traditional-style building with secured entrance, elevator access, and an intercom system for added peace of mind. This beautifully designed unit features two oversized bedrooms and two generously sized bathrooms, offering both comfort and convenience. The open-concept kitchen includes a large breakfast bar with seating for 4–6, Great

  

  Michele Salyer

  A Better Way Realty Inc.

  (757) 290-8046

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324
• 

  

  /49

  $247,555

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

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

  Make this your first stop! Beautifully maintained, low maintenance, open concept, Third floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit will immediately feel like your new home. Beautiful Views and Plenty of Natural lighting. Primary bedroom has a spacious walk-in closet and en-suite bathroom with a walk-in shower. Near Bases. Shipyards. And

  

  Eric Hovik

  RE/MAX Alliance

  (757) 300-5128

  1016 Thoroughgood Way Unit 307, Chesapeake, VA 23324

Showing Results 481 - 520, Page 13 of 15