Chesapeake, VA Homes

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  /50

  $490,000

  • 4 Beds
  • 2.5 Baths
  • 2,513 Sq Ft

  4650 Longleaf Place, Chesapeake, VA 23321

  Welcome to 4650 Longleaf Pl in The Retreat at Western Branch—a 55+ community offering modern design and low-maintenance living. Built in 2022, this 4-bed, 2.5-bath home features over 2,500 sq ft, a first-floor primary suite, dedicated office/flex space, fresh paint, and new carpet. Open-concept kitchen and living areas make entertaining easy. Upstairs includes 3 beds, full bath, and loft. Condo

  

  Mario Dove

  EXP Realty LLC

  (757) 540-2800

  4650 Longleaf Place, Chesapeake, VA 23321
• Explore Chesapeake

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  /20

  $2,200 per month

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft
  • Condo for Rent

  2802 Rowling Way, Chesapeake, VA 23321

  Freshly painted townhome built in 2019 with new LVP flooring in the living and dining rooms and new carpet on the stairs and bedrooms. Features an open floor plan with quartz countertops, stainless steel appliances including fridge and microwave, pantry, and washer & dryer. Upstairs offers two large bedrooms each with a private bath, walk in closet, and a flex room for office or guest use. Enjoy

  

  Sudan Weng

  Green Tree Real Estate Inc

  (757) 914-7791

  2802 Rowling Way, Chesapeake, VA 23321
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  /2

  $459,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,177 Sq Ft

  1024 Stillmeadows Ct, Chesapeake, VA 23320

  Welcome to your dream home in **Greenwood at Greenbrier**! This spacious 4-bedroom, 2.5-bath gem offers 2,177 sq ft of comfortable living with stunning golf course and water views. Nestled on a cul-de-sac, in a beautiful, well-maintained neighborhood, this home features numerous updates including a **new roof and water heater (2024)**. Enjoy open living spaces, plenty of natural light, and serene

  Jason Bare Own Real Estate LLC

  1024 Stillmeadows Ct, Chesapeake, VA 23320
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  /2

  $436,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 1,681 Sq Ft

  1808 Moravian Walk, Chesapeake, VA 23323

  Seller will contribute $5,000 toward Buyer closing costs with a full-price offer. Better than NEW construction, this meticulously maintained 3-story townhome in the Grassfield High district offers modern design and lots of upgrades. Built in 2022, it has 3 bedrooms, 3.5 baths, with open-concept. The gourmet kitchen features granite countertops, stainless-steel appliances, and huge island, LVP

  

  Maritza Brandon

  The Real Estate Group

  (757) 960-1683

  1808 Moravian Walk, Chesapeake, VA 23323
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  $1,094 - $2,169 per month

  Chesapeake Pointe

  1 - 3 Beds

  3537 Towne Pointe Rd, Chesapeake, VA 23321

  Welcome to Chesapeake Pointe Apartments in Chesapeake, VA. Our pet-friendly one, two, and three-bedroom apartment homes are well-designed and offer access to two resort pools – AION SPLASH. This sprawling park-like community is located in both Chesapeake, VA and Portsmouth, VA. Chesapeake Pointe is minutes to I-664, I-64, Downtown Norfolk, Old Dominion University, and less than 13 miles to the

  3537 Towne Pointe Rd, Chesapeake, VA 23321
• 

  $390,000 Sold Nov 03, 2025

  • 1,320 Sq Ft
  • $295/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  1107 Kings Mill Ct, Chesapeake, VA 23320

  Adorable 3 bedroom, 2 bathroom ranch home on quiet cul de sac! Recent updates include new siding, sheathing, roof, American Standard toilets, overhead lighting (Phillips Hue) done in 2024. New windows, exterior doors, garage door, dishwasher, plantation shutters (convey on all windows and slider) done in 2023. LVP flooring, HVAC with duct cleaning done 2021. New fridge and stoveinstalled

  Mike Zimmerman RE/MAX Ultra

  1107 Kings Mill Ct, Chesapeake, VA 23320
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  /2

  Est $359,093 Not Listed For Sale

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

  605 Brickell Chase, Chesapeake, VA 23324

  605 Brickell Chase, Chesapeake, VA 23324
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  /2

  $460,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,085 Sq Ft

  902 Summerfield Crescent, Chesapeake, VA 23322

  Tastefully remolded throughout! This is a Single Family home in a Condo Community. Everything is new or has recently been replaced. Spacious 4BR, 2.5BA home includes loft w/closet offers room for everyone! Enjoy a bright living room, formal dining, and kitchen with stainless steel appliances that opens to the family room with gas fireplace. Upstairs loft (4th BR) adds flex space for office,

  

  Cheralyn Whetstone

  GreenTree Realty Inc.

  (757) 540-5521

  902 Summerfield Crescent, Chesapeake, VA 23322
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  /30

  $2,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  312 Tarneywood Dr, Chesapeake, VA 23320

  Move-In Special: Receive $1,3700 off your first full month’s rent when you move in by Nov 30th. Come see this gorgeous 4 Bedroom 2.5 Bath home in the heart of Chesapeake. Located in the neighborhood of Driftwood Meadows. This home has everything you and your family want and need! As you walk in you are greeted by a lovely formal dinning room that opens into the kitchen and living room which

  Elizabeth Abrams Abrams Realty

  312 Tarneywood Dr, Chesapeake, VA 23320
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  $705,000 Sold Nov 03, 2025

  • 2,788 Sq Ft
  • $253/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  1633 Head of River Rd, Chesapeake, VA 23322

  Spacious & well maintained 4 bedroom brick ranch w/ Salt Water Pool sits on 3.15 acres in sought after Hickory district. Interior features incl. new LVP flooring flowing throughout 1st floor, spacious kitchen, living room & sun room w/ vaulted ceilings, front formal family room, dining room, mud room, half bath, large Master Suite includes WIC, jetted tub, stand up shower & double vanity. In

  Nadine Frost Swell Realty Co

  1633 Head of River Rd, Chesapeake, VA 23322
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  /27

  Est $568,893 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,367 Sq Ft

  3309 Patrick Henry Dr, Chesapeake, VA 23323

  3309 Patrick Henry Dr, Chesapeake, VA 23323
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  /2

  $299,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  2905 Doris Ave, Chesapeake, VA 23324

  BACK ON MARKET! No seller's fault! Don't miss this beautiful home again! :) Fully updated 4BR ALL-BRICK rancher. Move-in ready, one-story home with major updates in 2025: roof, water heater, windows. New plumbing & electrical with recessed lighting, freshly painted interior, & luxury LVP flooring throughout. You’re going to FELL IN LOVE with your BRAND NEW kitchen with soft-close cabinets,

  

  Val Milan

  Swell Real Estate Co.

  (757) 919-1926

  2905 Doris Ave, Chesapeake, VA 23324
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  $1,649 - $2,129 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
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  $655,000 Sold Nov 03, 2025

  • 3,800 Sq Ft
  • $172/SF
  • 60 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1985

  405 Briarwood Ct, Chesapeake, VA 23322

  Beautifully maintained 5BR, 3BA home with over 3,800 sq ft across 3 finished levels on a quiet cul-de-sac in Great Bridge, Chesapeake. Flexible layout includes a front room ideal as a formal living room or home office, a large family room, formal dining, and an expansive eat-in kitchen with granite, island, and sunny breakfast nook. First-floor flex room with full bath makes a perfect guest suite

  Kris Weaver Atlantic Sotheby's International Realty

  405 Briarwood Ct, Chesapeake, VA 23322
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  /2

  Est $286,401 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft

  1013 Mckinley Ave, Chesapeake, VA 23324

  1013 Mckinley Ave, Chesapeake, VA 23324
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  /20

  $294,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,085 Sq Ft

  1317 Old Atlantic Ave, Chesapeake, VA 23324

  Welcome to you freshly remodeled Chesapeake charmer! This home shines inside and out with a brand-new roof, new windows, updated electrical and plumbing, and a brand-new HVAC system keeping you comfortable year-round. Step inside to discover new flooring throughout, a sleek kitchen with new stainless-steel appliances, and two beautifully designed full bathrooms- including an ensuite bedroom for

  

  Alex Currie

  Long & Foster Real Estate Inc.

  (757) 750-9596

  1317 Old Atlantic Ave, Chesapeake, VA 23324
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  /46

  $3,100 per month

  • 4 Beds
  • 3 Baths
  • 2,966 Sq Ft
  • House for Rent

  1126 Fairway Dr, Chesapeake, VA 23320

  Lovely traditional brick home on Greenbrier golf course lot in Wedgewood Estates. Well-appointed home waits for yearly rental. Step into an open foyer for a spacious first floor plan including huge kitchen with center island and large dining area. Den with fireplace with entry to screened porch/deck. Living Room/Office and formal dining room. Full bath downstairs. Spacious upstairs primary with

  Roger McCann Atlantic Connection Real Estate

  1126 Fairway Dr, Chesapeake, VA 23320
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  $310,000 Sold Nov 03, 2025

  • 1,400 Sq Ft
  • $221/SF
  • 78 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  2216 Berkley Ave, Chesapeake, VA 23324

  This 3-bedroom home has been completely renovated and is move-in ready for you. A large den welcomes you and your guests to a bright and modern space with fresh paint, new floors, new lighting, and more. The gorgeous kitchen features stunning quartz countertops, new appliances, ample cabinet space, and a dedicated dining area where family and friends can gather. The primary bedroom offers a

  Brian Shelton CapCenter

  2216 Berkley Ave, Chesapeake, VA 23324
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  /2

  Est $534,903 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,334 Sq Ft

  3220 Farange Dr, Chesapeake, VA 23323

  3220 Farange Dr, Chesapeake, VA 23323
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  /30

  $320,000 Under Contract

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft

  1338 Seaboard Ave, Chesapeake, VA 23324

  Stunning 3 bed/3 bath open-concept home loaded with upgrades! Enjoy brand-new stainless steel appliances, stylish fixtures, butcher block countertops, walk-in pantry, and an under-counter wine fridge. Each bathroom offers its own unique flair, with walk-in showers featuring body jets. Spacious closets, real hardwood floors throughout, LVP in the master. Major systems updated: roof, plumbing,

  

  Nichole Harrison

  Prodigy Realty

  (757) 885-7299

  1338 Seaboard Ave, Chesapeake, VA 23324
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  /33

  $1,800 - $3,520 per month

  Cottage Trails at Culpepper Landing

  1 - 3 Beds

  3000 Conservancy Dr, Chesapeake, VA 23323

  Discover the perfect blend of modern convenience and serene living at Cottage Trails at Culpepper Landing. Nestled in the heart of Chesapeake, VA, our community offers a selection of spacious 1, 2, and 3-bedroom apartment homes designed to meet your every need.Step inside and experience the beauty of modern hardwood-style flooring that complements the sleek, contemporary design of your new

  3000 Conservancy Dr, Chesapeake, VA 23323
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  $485,000 Sold Oct 31, 2025

  • 2,700 Sq Ft
  • $180/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  3540 Calverton Way, Chesapeake, VA 23321

  Welcome to this inviting 4 bed, 2.5 bath home in Chesapeake. From the landscaped yard and charming front porch to the comfortable spaces inside, this property blends style and function. The kitchen offers an island and breakfast nook overlooking the backyard and flows into a cozy family room with fireplace. A convenient half bath completes the first floor. Upstairs, the spacious primary suite

  Erin Ward Keller Williams Realty Town Center

  3540 Calverton Way, Chesapeake, VA 23321
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  /2

  Est $383,090 Not Listed For Sale

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

  2501 Southern Pines Dr, Chesapeake, VA 23323

  2501 Southern Pines Dr, Chesapeake, VA 23323
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  /48

  $685,000 Under Contract

  • 5 Beds
  • 4 Baths
  • 3,205 Sq Ft

  404 Dorchester Ct, Chesapeake, VA 23322

  Literally no stone left unturned in this extraordinary well kept desired Cheshire Forest home on a Cul-de-sac. Naturallight fills every room, luxury carpet and fresh paint highlight this home's warmth.The generous family room shows off2021 windows and the built in shelving with a wood burning fireplace for cozy gatherings. Venture outside to your ownprivate bird chirping retreat with

  

  Cindy Caskey

  BHHS RW Towne Realty

  (757) 819-4528

  404 Dorchester Ct, Chesapeake, VA 23322
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  /49

  $2,995 per month

  • 3 Beds
  • 2 Baths
  • 1,851 Sq Ft
  • House for Rent

  1218 Myrtle Ave, Chesapeake, VA 23325

  Gorgeous move-in ready brick ranch home with so many fabulous details! Covered front walkway under decorative arches opens to a beautiful floorplan with gleaming hardwood floors throughout (no carpet in this home). Huge living room with built-in entertainment system and electric fireplace. Truly light and bright space with lots of natural lighting too! Huge extra room could be formal dining room

  Jackie Ellis Dunbar RE/MAX Alliance

  1218 Myrtle Ave, Chesapeake, VA 23325
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  $700,000 Sold Oct 31, 2025

  • 3,100 Sq Ft
  • $226/SF
  • 22 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1994

  709 Fern Quay, Chesapeake, VA 23320

  No time to waste on making the right moves to call this one home! Stunning brick Custom-built executive one-owner home. One of the nicest Riverwalk lots. Owner never smoked or had pets. Fantastic curb appeal w/ pro landscaping, upgraded brick & dentil molding. Inviting front porch off formal living. New carpet, refinished hardwoods, bright foyer leading to dining & soaring great room w/ wall of

  Andy Hubba Exit Realty Professionals

  709 Fern Quay, Chesapeake, VA 23320
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  /49

  Est $481,648 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,397 Sq Ft

  1213 Eagle Pointe Way, Chesapeake, VA 23322

  1213 Eagle Pointe Way, Chesapeake, VA 23322
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  $1,100,000 Under Contract

  • 6 Beds
  • 4.5 Baths
  • 4,612 Sq Ft

  2604 Schiemann Ct, Chesapeake, VA 23321

  Experience waterfront luxury in Drum Point with this custom-built brick home. Savor sunrises from the second-floor balcony. Inside, a gourmet kitchen boasts granite counters, plentiful cabinetry, stainless appliances, a Wolf dual-convection gas range, and in-wall oven. The family room flows into a bright Florida room with an ice machine & wine fridge. Enjoy a formal dining room & a spacious FROG

  

  Evelyn Thomas

  CENTURY 21 Nachman Realty

  (757) 829-5750

  2604 Schiemann Ct, Chesapeake, VA 23321
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  /42

  $1,535 - $2,506 per month

  Hideaway at Greenbrier

  1 - 3 Beds

  150 Coveside Ln, Chesapeake, VA 23320

  Welcome home to Hideaway at Greenbrier Luxury Apartment Homes, perfectly located in the prestigious Greenbrier area of Chesapeake, Virginia. Hideaway at Greenbrier offers one, two, and three-bedroom apartments, each well-appointed with a breakfast bar, den/study area and spectacular views. The apartment home also comes with either a sunroom or patio/balcony, plus and hardwood flooring in

  150 Coveside Ln, Chesapeake, VA 23320
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  $330,000 Sold Oct 31, 2025

  • 1,676 Sq Ft
  • $197/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  1443 Rollesby Way, Chesapeake, VA 23320

  Welcome to this lovely maintained three bedroom two and half bath condo centrally located in the heart of Greenbrier. A spacious layout featuring stainless steel appliances and granite counter topps. The open concept living or relaxing in comfort. Master bedroom with full bathroom with walk-in-closet, and two additional bedrooms upstairs.

  David Douglas Michael Brown Real Estate LLC

  1443 Rollesby Way, Chesapeake, VA 23320
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  /2

  Est $302,504 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  335 San Roman Dr, Chesapeake, VA 23322

  335 San Roman Dr, Chesapeake, VA 23322
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  $234,500 Under Contract

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

  650 Ridge Cir, Chesapeake, VA 23320

  Don't miss this Beautiful 2 Bedroom 2 1/2 Bath Condo in the Heart of Chesapeake. Near shopping, restaurants, interstate, and health care facilities. Open Concept Kitchen to Dining and Living Area, wood Burning Fireplace. Large upstairs Bedrooms with full Baths and Walk-In Closets. Patio that is fenced for privacy and right off of the living room Area. Laundry Room and Half Bath off Kitchen.

  

  Terry Smith

  BHHS RW Towne Realty

  (757) 520-0730

  650 Ridge Cir, Chesapeake, VA 23320
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  /12

  $950 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  2127 Chesapeake Dr Unit 4A, Chesapeake, VA 23324

  BEAUTIFULLY REMODELED 1 BEDROOM, 1 BATH APARTMENT WITH NEWER APPLIANCES, GORGEOUS LVP FLOORING THROUGHOUT, LARGE LIVING ROOM, WASHER AND DRYER INCLUDED, ALL IN QUAINT NEIGHBORHOOD IN LOVELY HISTORIC SOUTH NORFOLK AREA OF CHESAPEAKE! THESE WILL NOT LAST LONG AT THIS PRICE! PHOTOS ARE OF A SIMILAR UNIT.

  Pierce Ballard Inlet Realty

  2127 Chesapeake Dr Unit 4A, Chesapeake, VA 23324
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  $500,000 Sold Oct 31, 2025

  • 2,413 Sq Ft
  • $207/SF
  • 46 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1994

  3300 Laxey Ct, Chesapeake, VA 23321

  Get ready to fall in love! This 4-bedroom, 2.5-bath Chesapeake gem offers 2,413 sq. ft. of stylish, move-in-ready living. The updated kitchen shines with gorgeous white and blue cabinetry, sleek new countertops, stainless steel appliances, and a bright window overlooking your private backyard oasis, great for morning coffee or weekend meal prep. The bathrooms have been refreshed with modern

  Betsy Thompson The Agency

  3300 Laxey Ct, Chesapeake, VA 23321
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  /20

  Est $244,557 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,180 Sq Ft

  800 Primrose Ln, Chesapeake, VA 23320

  800 Primrose Ln, Chesapeake, VA 23320
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  /50

  $530,000

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft

  1321 Fernham Ln, Chesapeake, VA 23322

  Welcome to this immaculate and beautifully maintained home in a quiet cul-de-sac in Upton Farms! This property is a must see, and the value is in the details. This home boasts a brand new HVAC installed 2025, plus kitchen and all bathroom cabinets updated in 2025. Enjoy minimal maintenance with updated windows, upgraded rain gutters with leaf guards, newer interior paint, upgraded tile floor in

  

  Jacquelyn Paolella

  Keller Williams Coastal Virginia Chesapeake

  (757) 859-0413

  1321 Fernham Ln, Chesapeake, VA 23322
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  /29

  $1,595 - $2,055 per month

  Greenbrier Woods Apartments

  1 - 3 Beds

  1314 Kingston Way, Chesapeake, VA 23320

  Offering 1, 2, and 3 bedrooms floorplans to suit every lifestyle and perfectly located in Chesapeake, Greenbrier Woods on the Lake is steps away from a variety of dining and shopping options and easy interstate access. Gorgeously appointed floorplans amid graceful landscaping blends the convenience of this prime location with the scenic views of a park setting. Community amenities include a

  1314 Kingston Way, Chesapeake, VA 23320
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  $685,000 Sold Oct 31, 2025

  • 3,344 Sq Ft
  • $205/SF
  • 58 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2018

  809 Obsidian Ct, Chesapeake, VA 23322

  Don't miss this amazing opportunity. Newer Construction with No HOA! Built in 2018, this 5 Bedroom 3 Bath home offers over 3300 sqft of modern living space and 9 ft Ceilings with crown molding. Open concept design with large center island and double ovens creating an easy flow between your Kitchen, Living and Dining areas. 1st floor bedroom with full bath adjacent. 2 versatile flex/office spaces.

  Cecilia Warren Swell Realty Co

  809 Obsidian Ct, Chesapeake, VA 23322
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  /2

  Est $281,914 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,346 Sq Ft

  1245 Corkwood Cir, Chesapeake, VA 23320

  1245 Corkwood Cir, Chesapeake, VA 23320

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