Chesapeake, VA Homes

• 

  

  /2

  $400,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  2535 Roundtree Cir, Chesapeake, VA 23323

  Discover this spacious 2-story home situated on a generous lot with great outdoor and indoor living spaces. Enjoy a covered front porch and a welcoming foyer that leads to a flexible room—perfect for an office or sitting area. The great room features a decorative fireplace and opens to a kitchen with abundant cabinetry, granite countertops, and all appliances conveying. A large laundry room

  

  Diana Brink

  A Better Way Realty Inc.

  (757) 780-5336

  2535 Roundtree Cir, Chesapeake, VA 23323
• 

  

  

  /100

  $1,649 - $2,249 per month

  Fenwyck Manor Apartments

  1-3 Beds

  1805 Kerwyck Place, Chesapeake, VA 23320

  Embrace Luxury Living in Greenbrier, ChesapeakeExperience the elegance and luxury of resort-style living at the brand-new Fenwyck Manor Apartments in Chesapeake, VA, where your comfort and satisfaction are at the top of our list. Newly built on 32 alluring acres with an attractive assortment of recreational and entertainment options, this gated and fenced community features a beautiful 8-acre

  1805 Kerwyck Place, Chesapeake, VA 23320
• 

  $330,000 Sold Apr 30, 2025

  • 1,319 Sq Ft
  • $250/SF
  • 64 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1942

  701 Bloom Ave, Chesapeake, VA 23325

  Welcome to this delightful 3 bedroom, 1 bathroom home that blends comfort and functionality. Step inside to a cozy living area featuring beautiful built-in shelves, great for displaying your favorite books and decor. The kitchen boasts a charming bay window suitable for all your potted herbs. Two bedrooms are conveniently located on the main floor, with a third bedroom upstairs offering extra

  Kim Schweikarth Own Real Estate LLC

  701 Bloom Ave, Chesapeake, VA 23325
• 

  

  /2

  Est $275,835 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,270 Sq Ft

  317 Velva Dr, Chesapeake, VA 23325

  317 Velva Dr, Chesapeake, VA 23325
• 

  

  /2

  $575,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,093 Sq Ft

  1259 Smokey Mountain Trail, Chesapeake, VA 23320

  Welcome to a home made for gathering. This 4-bedroom, 3-bath beauty is built for those who love to host, featuring a grand foyer that opens into a spacious den with a cozy fireplace that is visible the moment you step inside. The formal living and dining room add a touch of elegance for dinner parties or holiday celebrations, while the large eat-in kitchen (a true chef's space!) has been

  

  Jackie Feagin

  BHHS RW Towne Realty

  (757) 767-4354

  1259 Smokey Mountain Trail, Chesapeake, VA 23320
• 

  

  /4

  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,692 Sq Ft
  • House for Rent

  2320 Woodhurst Ln, Chesapeake, VA 23322

  Prime location, sprawling backyard haven - WELCOME HOME! Located in the Grassfield school district and situated on 3.5+ acres, this 4 bedroom, 3.5 bath house features open living spaces with gorgeous natural lighting, cathedral ceilings, first and second floor primary suites, an oversized great room, an attached two car garage, plenty of additional space for storing an RV/boat, an encapsulated

  Thomas Aman RE/MAX Capital

  2320 Woodhurst Ln, Chesapeake, VA 23322
• 

  $334,650 Sold Apr 30, 2025

  • 1,968 Sq Ft
  • $170/SF
  • 80 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  428 Covington Ct, Chesapeake, VA 23320

  Wonderful, turn key ready, 3 bed (with potential for a 4th bedroom), 2 1/2 bath, maintenance free, end unit condo/townhome, WITH a garage. This home boasts beautiful, luxury vinyl plank flooring throughout the home, tankless hot water heater, and upgraded lighting in living areas. Relax & enjoy yourself while you entertain on your patio or 2nd floor back deck that overlooks the woods.

  Mark Laino The Bryant Group

  428 Covington Ct, Chesapeake, VA 23320
• 

  /2

  Est $278,756 Not Listed For Sale

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

  351 Middle Oaks Dr, Chesapeake, VA 23322

  351 Middle Oaks Dr, Chesapeake, VA 23322
• 

  /2

  $300,000 Pending

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

  504 Brandon Way, Chesapeake, VA 23320

  Diamond in the Rough. Solid brick ranch that has been well lived in. Needs paint, flooring, fixtures and updates to your taste. Priced well below market to allow for sweat equity. Nice large yard that is almost a quarter acre. Attached garage with entry into laundry room. Home has both a front formal living room and a back den area with fireplace. Plenty of room in kitchen to have a eat in area

  

  Kimberly Plourde

  EXIT Realty Central

  (757) 367-8860

  504 Brandon Way, Chesapeake, VA 23320
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  /88

  $1,670 - $2,405 per month

  Holly Point

  1-3 Beds

  2540 Holly Point Blvd, Chesapeake, VA 23325

  Visit Us Today!Holly Point Apartments in Chesapeake, Virginia was planned for inspired living. Every effort has been made to provide you with the best: the best environment, the best amenities the best in all things that make life more pleasurable.Seize your chance to live in one of the premier apartment communities in Chesapeake, VA. Picture coming home every day to the warm embrace of

  2540 Holly Point Blvd, Chesapeake, VA 23325
• 

  $442,000 Sold Apr 30, 2025

  • 1,462 Sq Ft
  • $302/SF
  • 119 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  2122 Edwin Dr, Chesapeake, VA 23322

  MOVE-IN READY! Nestled in the Edinburgh community in Southern Chesapeake, The Retreat at Edinburgh Farms offers resort style amenities – clubhouse with pool and lounging area, firepit, grilling station, dog park, community garden for green thumbs. All minutes of shopping, entertainment, and dining. The cottage-feel of the Asheville is single level living at its finest. A large covered front

  Victoria Clark D R Horton Realty of Virginia LLC

  2122 Edwin Dr, Chesapeake, VA 23322
• 

  /2

  Est $522,697 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,665 Sq Ft

  2709 River Oaks Dr, Chesapeake, VA 23321

  2709 River Oaks Dr, Chesapeake, VA 23321
• 

  /2

  $525,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,441 Sq Ft

  3924 Grand Isle Dr, Chesapeake, VA 23323

  

  Yanni Athanasiadis

  COVA Home Realty

  (757) 906-6676

  3924 Grand Isle Dr, Chesapeake, VA 23323
• 

  

  /21

  $3,200 per month

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • House for Rent

  2240 Angler Ln, Chesapeake, VA 23323

  This beautiful home in Mill Creek Harbor has an amazing view of the water. Beautiful, four bedroom, spacious, open floor plan. Vaulted ceiling office/formal living w/ custom arched windows. Kitchen with eat-in area with bay window views & granite center island w/ pendant lights. Huge primary bedroom, w/ primary bath with separate shower and jetted soaking tub. Den features gas fireplace and

  Bryant DeLapp Liz Moore & Associates Property Management LLC

  2240 Angler Ln, Chesapeake, VA 23323
• 

  $632,000 Sold Apr 29, 2025

  • 3,182 Sq Ft
  • $199/SF
  • 18 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1988

  407 Ventosa Dr, Chesapeake, VA 23322

  One owner's home! Well maintained custom built to include a rare first floor bedroom, with a separate entrance from the deck and the kitchen , a full bathroom and a large walk-in closet. 3 bedrooms up and a huge finished room over the garage with a separate sitting area. A total of 4 walk in closets and storage galore, including a permanent walk up attic. The family room, kitchen, downstairs

  Cindy Caskey BHHS RW Towne Realty

  407 Ventosa Dr, Chesapeake, VA 23322
• 

  /2

  Est $634,979 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,010 Sq Ft

  302 Wildlife Trace, Chesapeake, VA 23320

  302 Wildlife Trace, Chesapeake, VA 23320
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  /49

  $459,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,036 Sq Ft

  419 Knells Ridge Dr, Chesapeake, VA 23320

  Absolutely stunning lakefront home! Upgrades Galore! Kitchen w/ eat in area and separate formal dining room. Granite counters, gorgeous hardwood floors and gas fireplace! Large FROG, screened porch and separate deck, Additional detached garage with a studio apartment and on deep water!! What more can you ask for?? You will not want to miss out on this amazing opportunity...Call TODAY and schedule

  

  Neal Wilson

  Patriot Property Management

  (757) 982-9201

  419 Knells Ridge Dr, Chesapeake, VA 23320
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  /101

  $1,550 - $2,350 per month

  Tapestry Park

  1-3 Beds

  728 Tapestry Park Loop, Chesapeake, VA 23320

  We are NEW and IMPROVED! As we evolve, our homes should too. Tapestry Park is happy to announce that our thoughtfully designed floorplans now feature brand NEW granite countertops in both the kitchen and bathrooms of each apartment home, plus upgraded fixtures throughout! Nestled off the beaten path, yet conveniently located in the heart of Chesapeake, Virginia, our community is the

  728 Tapestry Park Loop, Chesapeake, VA 23320
• 

  $360,000 Sold Apr 29, 2025

  • 2,334 Sq Ft
  • $154/SF
  • 29 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2018

  4300 Whitfield Ln Unit A, Chesapeake, VA 23324

  Amazingly maintained end-unit, 3-story condo offering modern living at its finest! This home features all LVP flooring, an open second-floor living area, and a kitchen with newer stainless steel appliances. The primary suite boasts an updated en-suite bathroom with a double vanity. The flexible downstairs space can easily serve as a fourth bedroom. A built-in surround sound system enhances the

  Chelsea Raglon KW Coastal Chesapeake Virginia LLC

  4300 Whitfield Ln Unit A, Chesapeake, VA 23324
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  /32

  Est $430,891 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  2449 Locks Landing, Chesapeake, VA 23323

  2449 Locks Landing, Chesapeake, VA 23323
• 

  

  /41

  $550,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 3,020 Sq Ft

  1319 Richwood Ave, Chesapeake, VA 23323

  Marsh Point Estates – Immaculately maintained home offering 5 bedrooms, 3 full baths, including 1 ensuite and a first-floor bedroom. Located in a quiet, secluded neighborhood backing to a Natural Preservation area. Open kitchen and living space ideal for entertaining. Room over the garage can serve as a 5th bedroom, theater, or family room. Updates include dual HVAC units (2021), new appliances

  

  Nicole Glocker

  Iron Valley Real Estate Hampton Roads

  (757) 797-9064

  1319 Richwood Ave, Chesapeake, VA 23323
• 

  /2

  $2,200 per month

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • House for Rent

  2317 Ferndale Rd, Chesapeake, VA 23323

  This charming residence boasts an aesthetically pleasing kitchen featuring a farmhouse-style sink. Additional noteworthy features include a tankless water heater and dual-zone heating and cooling system. The property encompasses a spacious wraparound porch, elegant hardwood floors, and ample driveway space accommodating a camper. Furthermore, the expansive yard provides an ideal setting for

  Princess Stuckey World Class Realty & Property Management

  2317 Ferndale Rd, Chesapeake, VA 23323
• 

  $172,000 Sold Apr 29, 2025

  • 1,320 Sq Ft
  • $130/SF
  • 14 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  3845 Schooner Trail, Chesapeake, VA 23321

  Looking for an updated, affordable, move-in ready home in the Western Branch school district? Look no further! This surprisingly spacious end-unit townhome is perfect for a starter home or would make an outstanding investment property. Recent updates include new luxury vinyl plank flooring downstairs, bathroom vanities, and more! With three bedrooms , one and a half baths, dedicated laundry room,

  Cara Milner RE/MAX Alliance

  3845 Schooner Trail, Chesapeake, VA 23321
• 

  /2

  Est $422,329 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,202 Sq Ft

  5017 James St, Chesapeake, VA 23321

  5017 James St, Chesapeake, VA 23321
• 

  

  /18

  $259,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft

  2028 Warfield St, Chesapeake, VA 23324

  Welcome to this lovely, move-in-ready home, featuring a fully fenced yard for privacy and security. Enjoy the convenience of a first-floor primary bedroom with an attached bath, offering ease and comfort. Situated on a peaceful dead-end street in a quiet neighborhood, this home provides a tranquil retreat while still being a short distance from major highways and shopping for added convenience.

  

  Cari Rausch

  Iron Valley Real Estate Hampton Roads

  (757) 379-8554

  2028 Warfield St, Chesapeake, VA 23324
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  /24

  $1,548 - $3,498 per month

  ReNew Chesapeake

  1-2 Beds

  301 Oak Lake Way, Chesapeake, VA 23320

  A premier apartment community in the Greenbrier West neighborhood, ReNew Chesapeake welcomes residents home with views of the community lake and mature trees. Our spacious 1 and 2-bedroom apartment homes offer chef-inspired kitchens, cozy fireplaces, vaulted ceilings, skylights, spa-like bathrooms, and oversized closets.Come home to a fully remodeled apartment featuring wood-like flooring,

  301 Oak Lake Way, Chesapeake, VA 23320
• 

  $225,000 Sold Apr 29, 2025

  • 1,250 Sq Ft
  • $180/SF
  • 32 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  2915 Mattox Dr, Chesapeake, VA 23325

  This charming 3-bedroom, 1-bath brick home in Chesapeake is ready for your vision! Nestled in a well-established neighborhood, this property offers great potential with solid bones—just bring your creativity and renovation skills. Perfect for investors, flippers, or buyers looking to build sweat equity, this home is priced to sell AS-IS, seller to make no repairs and awaits your personal touch.

  Beth Fischer The Real Estate Group

  2915 Mattox Dr, Chesapeake, VA 23325
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  /25

  Est $813,308 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,627 Sq Ft

  933 Brookmont Ln, Chesapeake, VA 23320

  933 Brookmont Ln, Chesapeake, VA 23320
• 

  

  /49

  $670,000 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 3,134 Sq Ft

  940 Baneberry St, Chesapeake, VA 23323

  BUY THIS AWESOME HOME, WE'LL BUY YOURS!* This gorgeous Foxglove floor plan features 5 bedrooms and 2.5 bathrooms. The gourmet kitchen includes granite countertops, double ovens, a cooktop kitchen island, and a spacious sunroom! The owner's suite is expansive, offering tray ceilings, a large walk-in closet, and a luxurious bath with dual sinks, stand up shower w/ dual shower heads and a jetted

  

  Kelvin Reed

  Your Home Sold Guaranteed Realty-Reeds Real Estate

  (757) 529-8402

  940 Baneberry St, Chesapeake, VA 23323
• 

  

  /31

  $1,895 per month

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  1148 Bainbridge Blvd, Chesapeake, VA 23324

  Great two-story home located in Historic South Norfolk neighborhood. Interior boasts beautiful hardwood floors, recessed lighting, and huge upper bedrooms with cathedral ceilings and skylights, providing plenty of natural light. Main level features spacious eat-in kitchen, plus dining room with gas-burning stove, and first-floor bedroom. Large sun-room overlooking back yard. Covered front porch.

  Brandon Kersey Howard Hanna Real Estate Services

  1148 Bainbridge Blvd, Chesapeake, VA 23324
• 

  $420,000 Sold Apr 29, 2025

  • 2,012 Sq Ft
  • $209/SF
  • 37 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  820 Helmsdale Way, Chesapeake, VA 23320

  Welcome to this charming 4-bedroom, 2.5-bathroom home located in the desirable Glenleigh community of Chesapeake. This home features a spacious layout with a large bonus room, in addition to the living and dining area, complete with custom built-in storage chests to keep everything organized. The updated kitchen boasts a new dishwasher and refrigerator, ensuring modern convenience. Step

  Amanda Condon The Bryant Group

  820 Helmsdale Way, Chesapeake, VA 23320
• 

  /2

  Est $316,358 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  3404 Port Chambers Ct, Chesapeake, VA 23321

  3404 Port Chambers Ct, Chesapeake, VA 23321
• 

  

  /38

  $485,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  3525 Elkton Dr, Chesapeake, VA 23321

  Welcome to this charming 4-bedroom, 3-bathroom single-family home in the desirable Wellington neighborhood, within the Western Branch School District. Situated on a spacious 0.25-acre lot, this home offers a fully fenced yard, a large deck, and a screened-in porch, perfect for outdoor living. The interior features a beautiful kitchen with granite countertops and an island, ideal for cooking and

  

  Greg Garrett

  Garrett Realty Partners

  (757) 832-8913

  3525 Elkton Dr, Chesapeake, VA 23321
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  /55

  $1,717 - $2,545 per month

  Aspire at Towne Place

  1-3 Beds

  745 Eden Way N, Chesapeake, VA 23320

  Welcome to Aspire at Towne Place.

  745 Eden Way N, Chesapeake, VA 23320
• 

  $464,900 Sold Apr 29, 2025

  • 2,071 Sq Ft
  • $224/SF
  • 145 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  1407 Dons Way, Chesapeake, VA 23320

  Construction has begun on this popular 2-story end unit "Don Model" with 1st floor Primary Suite; approx. completion early spring. Hurry, you can still choose interior selections! Features to include mudroom built-ins, LVP in all common areas on 1st floor, tile floor & tile shower in primary bath with granite-topped dual vanity, painted shaker cabinets throughout, and 2-car attached, finished

  Jamie Hodge-Roser Wainwright Real Estate

  1407 Dons Way, Chesapeake, VA 23320
• 

  /2

  Est $268,470 Not Listed For Sale

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

  4606 Old Fox Trail, Chesapeake, VA 23321

  4606 Old Fox Trail, Chesapeake, VA 23321
• 

  

  /27

  $223,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft

  1214 Drayton Ct, Chesapeake, VA 23324

  Listed at bank approved price for short sale. Bank will accept $229,900.00 w/ 3% CCA. Property as is. House appraised for $242,500- Get your clients instant equity!

  

  Karly Diggs

  Real Broker LLC

  (757) 992-9079

  1214 Drayton Ct, Chesapeake, VA 23324
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  /36

  $2,150 per month

  • 3 Beds
  • 2.5 Baths
  • 1,590 Sq Ft
  • Townhouse for Rent

  307 Nottingham Dr, Chesapeake, VA 23322

  Lovely spacious updated townhome in the heart of Great Bridge in Johnstown Square. 3 Bedroom 2 1/2 bath unit with cathedral ceiling. Huge primary suite has private bath and walk in closet. Garage. Local shopping, hospital and highways nearby. No pets. Please check with agent regarding qualifications for tenant approval.

  James Williams Atlantic Connection Real Estate

  307 Nottingham Dr, Chesapeake, VA 23322
• 

  $420,000 Sold Apr 28, 2025

  • 1,932 Sq Ft
  • $217/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2000

  709 Sea Palling Ln, Chesapeake, VA 23323

  Filled with natural light, this charming 4-bedroom, 2.5-bath home on a quiet cul-de-sac is move-in ready! With 1,932 sq. ft. of comfortable living space, the airy layout creates a bright and inviting atmosphere throughout. Recent updates include a new roof (2020), SS kitchen appliances (2020), HVAC (2021), and a water heater (2025)—offering peace of mind for years to come. The versatile flex room

  Brandon Folse Own Real Estate LLC

  709 Sea Palling Ln, Chesapeake, VA 23323
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  /2

  Est $285,602 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  3369 Dunedin Dr, Chesapeake, VA 23321

  3369 Dunedin Dr, Chesapeake, VA 23321

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