Chesapeake, VA Homes

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  /46

  $619,900

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  2115 Tall Pine Dr, Chesapeake, VA 23323

  Charming 4-bed, 2.5-bath home in Summerwood, located in the desirable Grassfield school district. This well-maintained home features an open-concept layout with granite countertops, stainless steel appliances, gas stove, 8-ft island, and pantry. The morning room overlooks a private wooded backdrop. The spacious primary suite includes a walk-in closet and en suite bath. Enjoy a fenced backyard

  

  Daniel Parrish

  Real Broker LLC

  (757) 505-7109

  2115 Tall Pine Dr, Chesapeake, VA 23323
• 

  Explore Chesapeake

• 

  

  

  /16

  $1,545 per month

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft
  • Condo for Rent

  1713 Stoney Creek Arch Unit B, Chesapeake, VA 23320

  Fantastic 1st floor condo in Greenbrier!! Very spacious with 2 nice sized bedrooms, 2 full baths, large family room with a wood burning fireplace and dining area as well as an eat-at-bar. Gorgeous LVP flooring throughout! Washer/Dryer in unit. Private patio includes a large storage closet. Fantastic location behind Greenbrier Mall, super convenient to many dining and shopping establishments and

  

  Neal Wilson

  Patriot Property Management

  (757) 840-3390

  1713 Stoney Creek Arch Unit B, Chesapeake, VA 23320
• 

  $540,000 Sold Sep 19, 2025

  • 3,012 Sq Ft
  • $179/SF
  • 77 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1996

  3231 Bentham Ln, Chesapeake, VA 23321

  Everything you want! Come home to a serene cul-de-sac in the back of “The Crossings.” Meticulously maintained and upgraded by the ORIGINAL OWNER! The updated Eat-in Kitchen has Granite, Stainless Appliances, center Isle & Pantry plus there is HARDWOOD FLOORING practically everywhere you look! You will love the remodeled double Staircase & dramatic 2-story Foyer! There are FLEX SPACES in both

  George Trotman BHHS RW Towne Realty

  3231 Bentham Ln, Chesapeake, VA 23321
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  /2

  Est $294,693 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
• 

  

  

  /49

  $442,000

  • 3 Beds
  • 3.5 Baths
  • 2,082 Sq Ft

  1808 Moravian Walk, Chesapeake, VA 23323

  Seller offering $ 5,000 in Buyer closing costs assistance with a full price offer. Welcome to this stunning, move-in ready 3-story townhome in the sought-after Grassfield High School district! Built in 2022, this 3-bedroom, 3.5-bath home blends modern elegance with effortless functionality. The bright, open-concept second floor features LVP flooring, recessed lighting, and chef’s kitchen with

  

  Maritza Brandon

  The Real Estate Group

  (757) 551-2551

  1808 Moravian Walk, Chesapeake, VA 23323
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  /3

  $1,445 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  714 Rue Marseille, Chesapeake, VA 23320

  Look no further! This adorable 1 bedroom 1 bath condo is ready for occupancy! Open and spacious floorplan, freshly painted, double closets in bedroom, and washer and dryer in unit. There is a small, fenced patio area with a storage closet. Reserved parking space and plenty of visitor spaces. Playground and a Community Pool. Fantastic location just off of Great Bridge Blvd and close proximity

  

  Neal Wilson

  Patriot Property Management

  (757) 697-8527

  714 Rue Marseille, Chesapeake, VA 23320
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  /38

  $729,990 Sold Sep 18, 2025

  • 3,226 Sq Ft
  • $226/SF

  • 5 Beds
  • 3.5 Baths
  • Built 2025

  981 Intracoastal Way, Chesapeake, VA 23322

  Introducing the Tillman, a spacious 3,226 sq. ft. home that offers both comfort and style. With 5 bedrooms, 3 bathrooms, and a 2-car garage, this home is perfect for families looking for ample space and modern living. Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island,

  D.R. Horton

  981 Intracoastal Way, Chesapeake, VA 23322
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  /2

  Not Listed For Sale

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

  416 Harbour Dr N, Chesapeake, VA 23320

  416 Harbour Dr N, Chesapeake, VA 23320
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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
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  /50

  $3,200 per month

  • 5 Beds
  • 2.5 Baths
  • 2,591 Sq Ft
  • House for Rent

  4125 Duke of Gloucester Dr, Chesapeake, VA 23321

  Close your Eyes and Imagine a Virginia Colonial. Now Open them, 4125 Duke of Gloucester is that imagination come to reality. This well-maintained home nestled in the heart of Western Branch Chesapeake. This property offers a perfect blend of modern amenities and classic architectural details, making it an ideal rental for a year or maybe more. Kitchen features from stainless steel appliances,

  

  James Davis

  North End Realty Group

  (757) 666-4945

  4125 Duke of Gloucester Dr, Chesapeake, VA 23321
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  /5

  $17,000 Sold Sep 18, 2025

  • Land
  • 0.57 Acre
  • $29,825 per Acre

  • 16 Days On Market

  707 Arthurs Ct, Chesapeake, VA 23322

  This 0.57-acre vacant lot in Chesapeake City, VA offers the perfect balance of peaceful country living and convenient access to city amenities. Located near the shopping and dining options of Greenbrier and just minutes from the recreation at Locks Park, this residential lot is also conveniently located near Great Bridge schools. With easy access to the interstate, commuting is a breeze while

  Joel Hinckley PlatLabs, LLC

  707 Arthurs Ct, Chesapeake, VA 23322
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  /2

  Est $361,828 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

  $235,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  2351 Meadows Landing, Chesapeake, VA 23321

  Charming, meticulously maintained one owner Townhome centrally located to shopping, dining, USCG Base, Navy Hospital and interstates. No HOA fees! This lovely home contains furniture and other personal property that may be negotiable. Washer '04, Dryer '05, Refrigerator '06, Roof '11, Window World Windows '16 (with transferable warranty), Water Heater '23, HVAC July 2025. Crawl space encapsulated

  

  Tammy Bunch

  Bunch Real Estate Inc.

  (757) 551-2391

  2351 Meadows Landing, Chesapeake, VA 23321
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  /40

  $1,214 - $1,839 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
• 

  $475,000 Sold Sep 18, 2025

  • 2,189 Sq Ft
  • $217/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  842 Hardwood Dr, Chesapeake, VA 23320

  Welcome home to this 4-bedroom, 2.5 bath charmer in the heart of the sought-after Riverwalk community! Enter a bright foyer that flows into a spacious living area with a cozy wood-burning fireplace and an open kitchen featuring granite countertops, tile backsplash, and ample cabinet space. Upstairs, the primary suite is a peaceful retreat with walk-in closet, jetted tub, barn door, and shiplap

  Chris Berry The Real Estate Group

  842 Hardwood Dr, Chesapeake, VA 23320
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  /2

  Est $577,137 Not Listed For Sale

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

  3309 Patrick Henry Dr, Chesapeake, VA 23323

  3309 Patrick Henry Dr, Chesapeake, VA 23323
• 

  /2

  $599,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  217 Centerville Turnpike N, Chesapeake, VA 23320

  Come Fall In-Love with this Absolutely Gorgeous Home! Beautiful Kitchen with Granite Counters and Stainless appliances. Gather around the Breakfast Bar the is Open to the Main Living area and is ready for Entertaining. Feel the Elagance of the Stunning High Tray Ceilings with Crown Molding and Custom Lighting. Plenty of room for Gatherings in the 2 Big Open Living Spaces. The Bonus room can be an

  

  Jim Leland

  LPT Realty LLC

  (757) 320-4360

  217 Centerville Turnpike N, Chesapeake, VA 23320
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  /23

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Townhouse for Rent

  1214 Parkley Dr, Chesapeake, VA 23320

  Newer construction open floor plan 3 bedroom 2 1/2 bathroom townhome on the Va. Beach, Chesapeake border. All stainless steel kitchen appliances convey w/ the property(fridge, dishwasher, microwave, range). Backyard patio for entertainment. Water, sewage, trash pickup, and ground main. are included in the with rent. The community includes a fitness center, pool, and clubhouse for tenant use.

  Jerrold Lattimore The Real Estate Group

  1214 Parkley Dr, Chesapeake, VA 23320
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  $780,000 Sold Sep 18, 2025

  • 3,333 Sq Ft
  • $234/SF
  • 30 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2003

  905 Lingale Arch, Chesapeake, VA 23322

  Luxurious & meticulously upgraded, 5 bed/3 bath home boasting elegant living space on a serene .24-acre cul-de-sac lot in the sought-after Emerald Lake neighborhood. Immediately enter through the expansive foyer to the richly appointed interior, featuring spacious gathering areas including a beautiful dining room adorned with custom lighting, & a spectacular custom kitchen that seamlessly flows

  Bethany White Keller Williams Coastal Virginia Chesapeake

  905 Lingale Arch, Chesapeake, VA 23322
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  /2

  Est $265,196 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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  /43

  $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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  /42

  $1,927 - $2,692 per month

  Acclaim at Greenbrier

  1 - 2 Beds

  880 Beech Tree Rd, Chesapeake, VA 23320

  Now Open! Discover Our New Active Adult Community in Chesapeake, VA! You’ll be proud to call our brand-new Virginia community your home. Located in one of the most desirable areas of the state, Acclaim at Greenbrier offers the perfect blend of maintenance-free living and vibrant social connection for active adults. Our community features 142 beautiful, private apartments bathed in natural light,

  880 Beech Tree Rd, Chesapeake, VA 23320
• 

  $640,000 Sold Sep 18, 2025

  • 2,574 Sq Ft
  • $249/SF
  • 60 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2001

  825 Great Marsh Ave, Chesapeake, VA 23320

  Turn-key 4BR/3BA all-brick home in sought-after Warrington Hall! This move-in ready beauty offers an open and inviting layout, great for entertaining. The spacious primary suite features a vaulted pan ceiling, two walk-in closets, a garden tub, separate glass-enclosed shower, and double bowl vanities. Three additional bedrooms and two more full baths provide plenty of space for family or guests.

  Ben Mills ERA Real Estate Professionals

  825 Great Marsh Ave, Chesapeake, VA 23320
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  /34

  Est $545,472 Not Listed For Sale

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

  3220 Farange Dr, Chesapeake, VA 23323

  3220 Farange Dr, Chesapeake, VA 23323
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  /44

  $574,500

  • 4 Beds
  • 3.5 Baths
  • 2,653 Sq Ft

  1815 Honey Milk Rd, Chesapeake, VA 23323

  Welcome to The Reserve at Grassfield - where lifestyle and comfort come together beautifully. Nestled in the highly sought-after Grassfield school district, this stunning 2021-built townhouse offers the perfect blend of modern design and everyday convenience. With 4 spacious bedrooms and 3.5 luxurious bathrooms, there's plenty of room for everyone to spread out and relax. Enjoy cooking in the

  

  Jeffrey Cancel

  World Class Realty

  (757) 908-3647

  1815 Honey Milk Rd, Chesapeake, VA 23323
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  /32

  $2,300 per month

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • House for Rent

  2421 Payne Rd, Chesapeake, VA 23323

  Welcome to 2421 Payne Road, Chesapeake, VA 23323! A wonderful Four bedroom, two bath single family home with a huge detached garage. At Encompass Property Management, we strive to provide an experience that is cost-effective and convenient. That's why we provide a Resident Benefits Package (RBP) to address common headaches for our residents. Our program handles insurance, identity protection,

  Christopher Bruneau Encompass Property Managment LLC

  2421 Payne Rd, Chesapeake, VA 23323
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  $490,000 Sold Sep 17, 2025

  • 2,245 Sq Ft
  • $218/SF
  • 40 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  1116 Fairhaven Rd, Chesapeake, VA 23322

  Welcome to 1116 Fairhaven Road—a home offering both comfort and style! Featuring a recently renovated primary bathroom with a luxurious soaking tub and an oversized walk-in closet, designed for escape and relaxation! Frustrated with a lack of hot water...fret not, this home has a tankless water heater which provides endless hot water for any family! Step outside to your private oasis backyard

  Daniel Goffigan Own Real Estate LLC

  1116 Fairhaven Rd, Chesapeake, VA 23322
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  /2

  Est $371,160 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
• 

  

  /28

  $315,000 Open Sat 11AM - 1PM

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

  2905 Doris Ave, Chesapeake, VA 23324

  Welcome home to this fully updated 4BR/1.5BA ALL-BRICK ranch in a quiet cul-de-sac. Move-in ready, one-story home with major updates in 2025: roof, water heater, and all new windows. New plumbing and electrical with recessed lighting, freshly painted interior, and luxury vinyl plank flooring throughout (no carpet!). You’re going to FELL IN LOVE with your BRAND NEW kitchen with all new soft-close

  

  Val Milan

  Swell Real Estate Co.

  (757) 919-1926

  2905 Doris Ave, Chesapeake, VA 23324
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  /88

  $1,640 - $2,220 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
• 

  $360,000 Sold Sep 16, 2025

  • 2,020 Sq Ft
  • $178/SF
  • 31 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  2617 Eastwood Ave, Chesapeake, VA 23324

  Discover the perfect blend of rustic charm and city convenience in this thoughtfully designed home. The main-level primary suite features walk-in closets, a double vanity, and a unique touch - a urinal for added comfort. Enjoy stainless steel appliances in the kitchen and stay cozy year-round with a programmable Nest thermostat. Work from home in style with a private-entry office, with a

  Ben Pickerel LPT Realty LLC

  2617 Eastwood Ave, Chesapeake, VA 23324
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  /2

  Est $641,641 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,778 Sq Ft

  821 Fernbridge Place, Chesapeake, VA 23320

  821 Fernbridge Place, Chesapeake, VA 23320
• 

  

  /50

  $799,999

  • 6 Beds
  • 4 Baths
  • 4,000 Sq Ft

  1604 Tapgallant Quay, Chesapeake, VA 23321

  Pristine, estate living in this 4000 sq ft, beautiful brick home, situated in a Cul-de-sac along the banks of the Elizabeth river. The immaculately manicured grounds, measuring nearly 3 quarters of an acre, are so private, you will feel like you ventured away from it all while actually living in close proximity to highly sought schools, shopping, restaurants, the interstate & area bases . New

  

  Hazel Coleman

  RE/MAX Allegiance

  (757) 863-8874

  1604 Tapgallant Quay, Chesapeake, VA 23321
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  /36

  $2,250 per month

  • 3 Beds
  • 1 Bath
  • 1,214 Sq Ft
  • House for Rent

  811 Wilbur Ave, Chesapeake, VA 23324

  MOVE IN READY 3 Bedroom in Chesapeake! This beauty shines with wood and ceramic flooring, modern paint, kitchen and bathrooms. Enjoy an oversized living room, generous sized bedrooms and partially converted garage that can be used as a flex space. Relax after a long fall day in the large backyard and enclosed sunroom. LESS Worry with electric, water, sewer, trash and gas included in rent! No

  Reigne Brown RE/MAX Ultra

  811 Wilbur Ave, Chesapeake, VA 23324
• 

  $415,000 Sold Sep 16, 2025

  • 1,772 Sq Ft
  • $234/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  1609 Redwing Arch, Chesapeake, VA 23323

  Welcome to sought-after Cardinal Meadows in Chesapeake’s outstanding Grassfield area! You’re sure to be thrilled to find this beautiful, 3-years young townhouse-style condo with attached one-car garage w/added storage. Entertain your favorite people around the enormous center island in the stylish and thoughtful kitchen that opens to the elegant, light-filled main living area downstairs.

  Cyndi Kight The Real Estate Group

  1609 Redwing Arch, Chesapeake, VA 23323
• 

  /2

  Est $461,896 Not Listed For Sale

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

  1213 Eagle Pointe Way, Chesapeake, VA 23322

  1213 Eagle Pointe Way, Chesapeake, VA 23322
• 

  

  /50

  $465,000

  • 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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  /33

  $1,690 - $3,710 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
• 

  $525,000 Sold Sep 15, 2025

  • 2,130 Sq Ft
  • $246/SF
  • 21 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2017

  1029 Whitburn Terrace, Chesapeake, VA 23322

  Start packing... here is the home you've been waiting for in Eagle Pointe, Chesapeake's Premier 55+ Community. This beautiful Thornhill model sits on a premium homesite backing up to open green space & is move-in ready. The spacious, open first floor features 2 BRs & 2 BAs, including the primary suite w/tray ceiling, walk-in closet & spa-styled ceramic bath. Enjoy a gorgeous eat-in granite

  Beth Wiegan The Real Estate Group

  1029 Whitburn Terrace, Chesapeake, VA 23322
• 

  

  /20

  Est $245,795 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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