Chesapeake, VA Homes

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  /49

  $2,400,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  1924 Sanderson Rd, Chesapeake, VA 23322

  Bridlewood Farm, a premier equestrian estate located in the Hickory School District of Chesapeake, VA, blends elegance and functionality. Morton-built barns overlook lush pastures, a 2-acre pond with bass and catfish, and top-tier riding facilities for all levels. The turn-key property features 42 stalls with 12x12s, mats, auto-waterers, and wash stalls with hot/cold water. A 100’x200’ indoor

  

  Caleb Hooker

  Mossy Oak Properties/Land and Farms Realty

  (757) 505-7439

  1924 Sanderson Rd, Chesapeake, VA 23322
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  /28

  $1,650 per month

  • 2 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Townhouse for Rent

  4133 Stonebridge Landing, Chesapeake, VA 23321

  Located on a quiet street this 2 primary suites on the second floor. It features a spacious living area, first floor laundry, spacious eat in kitchen and patio doors leading to a rear deck that backs up to a wooded natural area and water. It is conveniently located near Chesapeake Square Mall, the Western Branch School District, and offers easy access to the interstate. Fireplace is for

  Donna Laurens The Real Estate Group

  4133 Stonebridge Landing, Chesapeake, VA 23321
• 

  $765,000 Sold Oct 03, 2025

  • 3,024 Sq Ft
  • $253/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  802 Heritage Point, Chesapeake, VA 23322

  Welcome to a rare and remarkable opportunity to own a true waterfront paradise, tucked away in a secluded feeling lot while remaining just minutes from shopping. dining. schools. and commuter routes. This thoughtfully upgraded home blends high-end finishes, eco-friendly features, smart-home technology, and unmatched outdoor amenities-ideal for those seeking a tranquil lifestyle with all the

  Traci Lewis VanCamp RE/MAX Alliance

  802 Heritage Point, Chesapeake, VA 23322
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  /2

  Est $350,735 Not Listed For Sale

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

  421 Mishannock Way, Chesapeake, VA 23323

  421 Mishannock Way, Chesapeake, VA 23323
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  /43

  $430,000

  • 4 Beds
  • 2.5 Baths
  • 2,483 Sq Ft

  1244 Bell Tower Arch, Chesapeake, VA 23324

  Come view this great 4 bedroom traditional home in Chesapeake located at the end of a large cul-de-sac. This home has large living areas; great for entertaining with floor plan that is open between living room, kitchen, and eat-in area. The back door leads out to a spacious yard with privacy fence and good space on either side of the home. The primary bedroom is large and offers a large walk-in

  

  Jerome Caddell

  KFinCo Realty

  (757) 654-1738

  1244 Bell Tower Arch, Chesapeake, VA 23324
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  /14

  $1,150 per month

  Sunnybrook Apartments

  2 Beds

  2127-2129 Chesapeake Dr, Chesapeake, VA 23324

  Everything's new! Updated, 2 bedroom 1 bath apartments in Chesapeake. Close to interstate with a lovely park right down the street! We think you'll really like this :) Both upstairs and downstairs units available. Month to month leases available with $100. premium. We report on time payments to Experian credit to help residents build credit. Small dogs allowed with $300. non-refundable

  2127-2129 Chesapeake Dr, Chesapeake, VA 23324
• 

  $315,000 Sold Oct 03, 2025

  • 1,776 Sq Ft
  • $177/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  2600 Leytonstone Dr Unit 338, Chesapeake, VA 23321

  Welcome home to this beautifully maintained townhome offering a perfect blend of style and comfort! The open-concept living area features abundant natural light, hardwood floors, and a spacious family room with modern wall décor. The kitchen is a chef’s delight with granite countertops, stainless steel appliances, rich wood cabinetry, and a breakfast bar that flows into the dining area.

  Jordan Weare Shoreline Realty

  2600 Leytonstone Dr Unit 338, Chesapeake, VA 23321
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  /2

  Est $345,999 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,724 Sq Ft

  1326 Deep Creek Blvd, Chesapeake, VA 23323

  1326 Deep Creek Blvd, Chesapeake, VA 23323
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  /2

  $100,000

  • Land
  • 0.11 Acre
  • $934,579 per Acre

  813 Mullen Rd, Chesapeake, VA 23320

  43' x 108' buildable lot. Convenient to shopping and mass transit. Mostly cleared, one small bush or two..

  

  Cindy Caskey

  BHHS RW Towne Realty

  (757) 982-9465

  813 Mullen Rd, Chesapeake, VA 23320
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  /18

  $1,695 per month

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Townhouse for Rent

  4105 Holly Cove Dr, Chesapeake, VA 23321

  VACANT, CALL AGENT TO SHOW, THIS RENTAL HAVE FRESH PAINT 3 BEDROOMS 1 FULL AND 1/2 BATH, WASHER AND DRYER HOOKUP CENTRAL AIR AND HEAT DRIVEWAY AND STREET PARKING

  Jackie Pierce Keffer Realty

  4105 Holly Cove Dr, Chesapeake, VA 23321
• 

  $620,000 Sold Oct 03, 2025

  • 2,800 Sq Ft
  • $221/SF
  • 74 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  1124 Saint Brides Rd W, Chesapeake, VA 23322

  Excellent opportunity to own a 4 bedroom, 3.5 bath, ranch style home on 3 acres in beautiful Hickory! This home offers the perfect mix of space, location, and potential. The open layout offers an abundance of natural light, perfect for everyday living and entertaining. The kitchen flows seamlessly into multiple living areas. Enjoy the primary bedroom on the main floor plus a large bonus room

  Shawn Hoecker The Bryant Group

  1124 Saint Brides Rd W, Chesapeake, VA 23322
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  /2

  Est $347,426 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,656 Sq Ft

  3021 Gauntlet Ct, Chesapeake, VA 23323

  3021 Gauntlet Ct, Chesapeake, VA 23323
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  /42

  $495,000

  • 4 Beds
  • 2 Baths
  • 1,948 Sq Ft

  3154 Martin Johnson Rd, Chesapeake, VA 23323

  Welcome to your California-style dream home on nearly an acre of private paradise! This beautifully upgraded home blends high-end finishes with timeless comfort—and is loaded with jaw-dropping features inside and out. Features & Highlights: • Built-in surround sound system throughout the home—perfect for entertaining or relaxing • Built-in tilting TV that seamlessly swivels for

  

  Sarah Romero

  Real Broker LLC

  (757) 294-8201

  3154 Martin Johnson Rd, Chesapeake, VA 23323
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  /25

  $1,590 - $1,865 per month

  Helix

  Studio - 2 Beds

  1510 Summit Pointe Dr, Chesapeake, VA 23320

  Visit Us TodayCoastal Virginias newest urban lifestyle community, HELIX Apartments, is calling your name. Take advantage of the opportunity to live in Chesapeakes Summit Pointe. Being hailed as the Downtown Chesapeake, Summit Pointe is a distinctive, urban mixed-use community singularly focused on quality amenities. If youre looking for a bustling community complete with luxurious apartment homes

  1510 Summit Pointe Dr, Chesapeake, VA 23320
• 

  $481,831 Sold Oct 03, 2025

  • 1,900 Sq Ft
  • $254/SF
  • 59 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  1054 Butte Ln, Chesapeake, VA 23320

  Ready Now! Limited time: $20,000 concessions to buyer. Townhome w/2-car garage, fenced front yard w/gate, covered entry, deck off kitchen plus 19 x 12 back deck, Luxury LVP floors, kitchen center island w/shiplap, Kitchen w/GE Cafe Matt Black appliances w/ refrigerator, linear fireplace in large great rm with built ins, Primary 2 closets, tile shower, dual sinks,1st floor flex room/bedroom and

  Donna Melzer The Real Estate Group

  1054 Butte Ln, Chesapeake, VA 23320
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  /2

  Est $428,826 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  5112 York St, Chesapeake, VA 23321

  5112 York St, Chesapeake, VA 23321
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  /47

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  253 George Washington Hwy S, Chesapeake, VA 23323

  Bring your horses and your dreams to this rare 6+ acre oasis in Grassfield high school district of Chesapeake! Fully equipped for equestrian living, the property features a 10-stall barn with tack room, feed room, storage, and half bath, plus a lighted riding ring and two sheds—including one to be installed. Zoned for horses, boarding stables and riding academy and just minutes from major roads

  

  Kimberly Denton

  BHHS RW Towne Realty

  (757) 786-8081

  253 George Washington Hwy S, Chesapeake, VA 23323
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  /30

  $2,795 per month

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft
  • Condo for Rent

  1932 Canning Place, Chesapeake, VA 23322

  Beautiful condo ready for move in now! 3 Bedroom, 2.5 Bath 2 story condo home with fenced in yard! Newer development in desirable area! Built in 2021 and has a great open layout on first floor. Washer and dryer is as-is, but included for tenant use. Granite counter tops with SS appliances with large bar top in kitchen. Eat-in area and large living room with attached 1 car garage. Community has

  Lisa Martin Shaffer Real Estate Inc.

  1932 Canning Place, Chesapeake, VA 23322
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  $718,000 Sold Oct 03, 2025

  • 3,096 Sq Ft
  • $232/SF
  • 97 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1986

  621 Briarwood Dr, Chesapeake, VA 23322

  Don't miss this opportunity—bring your offer and make this home yours! Welcome to 621 Briarwood Dr—a beautifully maintained Colonial-style home with modern upgrades and timeless charm. Sunlight fills the open layout, enhanced by custom wood trim and a cozy wood-burning fireplace, perfect for chilly evenings. The remodeled gourmet kitchen (2021) boasts high-end appliances, including a premium

  Natalie Carrier Redfin Corporation

  621 Briarwood Dr, Chesapeake, VA 23322
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  /29

  Est $453,011 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  318 Melonie Ct, Chesapeake, VA 23322

  318 Melonie Ct, Chesapeake, VA 23322
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  /48

  $419,900

  • 5 Beds
  • 3 Baths
  • 2,433 Sq Ft

  948 Hollywood Dr, Chesapeake, VA 23320

  This five bedroom, three full bath brick ranch with covered front porch sits on a little over half an acre. There is a separate In-laws suite with two bedrooms, living room and full bath with walk-in shower. There is also a separate exterior entrance through a set of French doors. Hardwood floors through out the house along with the In-laws suite. Primary bedroom in main house has its own

  

  David Cacace

  BHHS RW Towne Realty

  (757) 378-0799

  948 Hollywood Dr, Chesapeake, VA 23320
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  /12

  $889 - $1,058 per month

  Westbridge Commons

  1 - 2 Beds

  531 E Cedar Rd, Chesapeake, VA 23322

  531 E Cedar Rd, Chesapeake, VA 23322
• 

  $585,000 Sold Oct 02, 2025

  • 2,234 Sq Ft
  • $262/SF
  • 2 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2021

  2548 Pocaty Rd, Chesapeake, VA 23322

  Dreaming of the country life with coastal vibes? Welcome to 2548 Pocaty Road, a hidden gem in Chesapeake’s Blackwater community. This 5-bed, 2.5-bath home offers 2,234 sq ft of charm, upgrades, and thoughtful design. The open floor plan flows seamlessly, featuring a bright kitchen with white cabinetry, stainless steel appliances, and a spacious island perfect for gatherings. Upstairs, the

  Savannah Goodling Own Real Estate LLC

  2548 Pocaty Rd, Chesapeake, VA 23322
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  /2

  Est $269,232 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,338 Sq Ft

  733 Creekside Crescent, Chesapeake, VA 23320

  733 Creekside Crescent, Chesapeake, VA 23320
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  /14

  $160,000

  • Land
  • 0.56 Acre
  • $287,253 per Acre

  Par B George Washington Hwy S, Chesapeake, VA 23323

  Commercial Building Lot priced below Chesapeake Assessment value! Located on the Dismal Swamp Canal & George Washington Hwy across street from Shopping Center. Property is on navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

  

  John Horton

  Samson Properties

  (757) 296-1605

  Par B George Washington Hwy S, Chesapeake, VA 23323
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  /17

  $2,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • House for Rent

  1615 Songbird Ln, Chesapeake, VA 23323

  Stunning and well maintained 3bdr 2.5bth townhome located in the heart of Chesapeake, VA. This home offers an open kitchen/living/dining floorplan with gorgeous kitchen, LVP flooring, stainless steel appliance package and quartz countertops. On the second floor there’s a large primary with two closets and an ensuite, two additional bedrooms which are serviced by a well appointed full bathroom

  Christopher Griebel RE/MAX Connect

  1615 Songbird Ln, Chesapeake, VA 23323
• 

  $475,000 Sold Oct 02, 2025

  • 2,451 Sq Ft
  • $194/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1995

  404 Lynnfield Rd, Chesapeake, VA 23323

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath home in a sought-after neighborhood with top-rated schools, shopping, highways, and bases nearby. Step inside to a semi-open floor plan where the dining room, living area, and kitchen flow together, offering the perfect balance of spaciousness and privacy. The backyard oasis features a fully fenced yard, stone patio with a built-in grill,

  Jordan Hoskins Coastal Towne Realty

  404 Lynnfield Rd, Chesapeake, VA 23323
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  /2

  Est $415,065 Not Listed For Sale

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

  804 Oklahoma Dr, Chesapeake, VA 23323

  804 Oklahoma Dr, Chesapeake, VA 23323
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  /11

  $295,000

  • 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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  /25

  $1,215 - $1,943 per month

  The Birches

  1 - 2 Beds

  1700 Birch Trail Cir, Chesapeake, VA 23320

  Welcome home to The Birches! Our garden-style apartment community features amenities and floor plans that are sure to satisfy your needs. Located in the Greenbrier area, The Birches is moments from 1-64, giving you access to military installations, beaches, downtown Norfolk and more. Our community is even close to the 168 Bypass, a scenic route to North Carolina's Outer Banks! At The Birches, you

  1700 Birch Trail Cir, Chesapeake, VA 23320
• 

  $365,000 Sold Oct 02, 2025

  • 2,034 Sq Ft
  • $179/SF
  • 21 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  1063 Shoal Creek Trail, Chesapeake, VA 23320

  Exceptional Townhouse! Amazing END UNIT features over 2000 sq ft, 2 separate en suites, Home Office, Powder Room & ATT. 2-CAR GARAGE! The Masters community borders Greenbrier County Club. Enjoy the spacious GREAT ROOM, vaulted ceilings, Gas Log FIREPLACE, built-ins & French doors out to the fenced yard. The roomy Kitchen has a pantry, bay window & tons of cabinets. There's GAS Heat & Hot Water

  George Trotman BHHS RW Towne Realty

  1063 Shoal Creek Trail, Chesapeake, VA 23320
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  /53

  Est $505,625 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft

  1605 Condor Ct, Chesapeake, VA 23321

  1605 Condor Ct, Chesapeake, VA 23321
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  /2

  $330,000 Pending

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

  2817 Camelot Blvd, Chesapeake, VA 23323

  Welcome to this charming ranch-style home offering 3 bedrooms and 2 full bathrooms in a well-kept neighborhood. Step inside to find a comfortable floor plan with a converted garage that provides a versatile flex room—perfect for a home office, gym, or playroom.Enjoy the natural light year-round in the screened-in sunroom, or relax outdoors on the backyard patio, ideal for entertaining

  

  Brandy Jones

  Keller Williams Realty Town Center

  (757) 418-8079

  2817 Camelot Blvd, Chesapeake, VA 23323
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  /18

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,068 Sq Ft
  • House for Rent

  2801 Bar Harbor Ct, Chesapeake, VA 23323

  Beautiful home in quiet neighborhood. Spacious kitchen opens to large family room with gas fireplace and cathedral ceilings. Carpet has since been replaced. Separate dining room off the kitchen. Primary bedroom has large in-suite office and wet bar, walk in closet and private bathroom. Plenty of parking and large backyard.

  Mandy Lacy Creed Realty

  2801 Bar Harbor Ct, Chesapeake, VA 23323
• 

  $535,000 Sold Oct 02, 2025

  • 2,128 Sq Ft
  • $251/SF
  • 22 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1986

  700 Walbury Ct, Chesapeake, VA 23322

  Beautifully updated brick ranch in sought-after Etheridge Manor features oversized garage & meticulously landscaped yard situated on corner lot in a quiet cul-de-sac. Freshly painted & updated throughout, w/ hand hewn wood flooring in living, dining, kitchen & carpet in bedrooms. Updated eat-in kitchen offers ample cabinet space, granite countertops, SS appliances, recessed lighting, even a

  Melody Workman Howard Hanna Real Estate Services

  700 Walbury Ct, Chesapeake, VA 23322
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  /13

  Est $420,380 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,864 Sq Ft

  1017 Cogliandro Dr, Chesapeake, VA 23320

  1017 Cogliandro Dr, Chesapeake, VA 23320
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  /2

  $415,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,675 Sq Ft

  209 Britwell Dr, Chesapeake, VA 23322

  ***BACK ON MARKET THROUGH NO FAULT OF THE SELLER*** Welcome to 209 Britwell Drive in the heart of Chesapeake. This inviting home features a beautiful open kitchen with stainless steel appliances and a comfortable flow throughout. Enjoy the screened-in porch and large deck, ready for entertaining friends or relaxing with family. The spacious backyard is a standout, offering a tulip tree, choke

  

  Jacquelyn Paolella

  Keller Williams Coastal Virginia Chesapeake

  (757) 859-9268

  209 Britwell Dr, Chesapeake, VA 23322
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  /2

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,577 Sq Ft
  • Townhouse for Rent

  905 Hornswaggle Way, Chesapeake, VA 23323

  Property Id: 2049864Property Description:Welcome to your new home! This charming and well-maintained property offers a cozy electric fireplace that adds warmth and ambiance to the spacious living area—perfect for relaxing evenings. Enjoy meals in the inviting dining room nook, ideal for both casual dining and entertaining guests. With thoughtful details throughout, this home blends

  905 Hornswaggle Way, Chesapeake, VA 23323
• 

  $280,000 Sold Oct 02, 2025

  • 1,350 Sq Ft
  • $207/SF
  • 56 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2009

  1424 Hambledon Loop Unit 191, Chesapeake, VA 23320

  Step inside and you’ll love the open floor plan that flows right out to your private patio—for morning coffee, evening grilling, or just kicking back and relaxing. Even better? There are TWO primary suites, each with its own walk-in closet and en-suite bathroom (hello, no sharing!). Oh, and don’t forget the bonus room—for an office, hobby space, or whatever makes you happy.The kitchen is

  Shannon Paschall AtCoastal Realty

  1424 Hambledon Loop Unit 191, Chesapeake, VA 23320
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  /2

  Est $291,407 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

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