Chesapeake County, VA Homes

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  /50

  $899,900 Pending

  • 5 Beds
  • 4 Baths
  • 3,962 Sq Ft

  1207 Masters Row, Chesapeake, VA 23320

  Come see this Beautiful home next to the golf course in sought-after Emerald Greens. Saltwater inground pool with an Automatic pool cover (pool as is). Newer horseshoe driveway for easy entry and exit, two-story foyer with curved grand staircase, hardwood floors downstairs under carpet and neutral paint throughout. Large kitchen with granite counters and stainless steel appliances. First-floor

  

  Terry Smith

  BHHS RW Towne Realty

  (757) 260-5998

  1207 Masters Row, Chesapeake, VA 23320
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  /20

  $2,000 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,262 Sq Ft
  • House for Rent

  3701 Radford Cir, Chesapeake, VA 23321

  2 full Bedrooms upstairs w/1 full bath and 1half bath downstairs. Washer & Dryer upstairs. living room and dinning room combination. Covered deck on first and second floor. This end unit is great for entertaining. Back yard has privacy fence. Full kitchen w/ Refrigerator.2parking spaces. Application Fee$50.00per adult. Located near shopping and restaurants. No smoking or pets. Interstate 164 and

  Robert McBride Harbor Associates Real Estate

  3701 Radford Cir, Chesapeake, VA 23321
• 

  $235,000 Sold Aug 06, 2025

  335 Gainsborough Square, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 1996

  Last Sold Summary

  • $205/SF
  • 30 Days On Market

  Current Estimated Value $227,634

  Last Listing Agent Zena Ward BHHS RW Towne Realty

  335 Gainsborough Square, Chesapeake, VA 23320
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  /16

  Not Listed For Sale

  108 Henry Jefferson Way Unit 36143730, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  108 Henry Jefferson Way Unit 36143730, Chesapeake, VA 23322

  Last Sold Summary

  • 158 Days On Market
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  /46

  $729,000 Open House 5/23

  • 5 Beds
  • 2.5 Baths
  • 3,536 Sq Ft

  820 Amberline Dr, Chesapeake, VA 23322

  Discover your dream home in the heart of Great Bridge! Step into over 3,500 square feet of beautifully crafted living space featuring 5 spacious bedrooms and 2.5 baths, all designed with comfort and functionality in mind.Entertain and unwind in your own private backyard oasis. Host gatherings on the expansive deck that flows seamlessly to a custom paver patio surrounding the newer inground,

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 993-8006

  820 Amberline Dr, Chesapeake, VA 23322
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  /11

  $2,500

  Total Monthly Price

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • House for Rent

  1316 22nd St, Chesapeake, VA 23324

  1316 22nd St, Chesapeake, VA 23324 – 3 bed, 3 bath, ~1,500 sq ft single-family home in South Norfolk. Features include an updated kitchen, laminate floors, fenced yard with deck, and covered porch. Convenient to I-464, schools, and shopping. Ideal for families or roommates wanting space and comfort. Pets considered case-by-case. 12-month lease, credit/income verification required. Quiet

  1316 22nd St, Chesapeake, VA 23324
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  $560,000 Sold Oct 20, 2025

  854 Jo Anne Cir, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1980

  Last Sold Summary

  • $229/SF
  • 10 Days On Market

  Current Estimated Value $555,742

  Last Listing Agent Diane Pearman The Real Estate Group

  854 Jo Anne Cir, Chesapeake, VA 23322
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  /16

  Not Listed For Sale

  108 Henry Jefferson Way Unit 36143728, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,329 Sq Ft

  108 Henry Jefferson Way Unit 36143728, Chesapeake, VA 23322

  Last Sold Summary

  • 148 Days On Market
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  /39

  $499,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,800 Sq Ft

  140 Haviland Rd, Chesapeake, VA 23320

  Rare 5BR/3BA remodeled ranch with a fully equipped in-law suite, 1-car garage, huge deck, large .40-acre fenced lot, no HOA, and not in a flood zone! This house is ready for the new owners: Freshly painted walls and ceilings, recessed lighting throughout, new LVP flooring in living areas, & new carpet in bedrooms. Both kitchens are beautifully updated with tall soft-close cabinets, granite

  

  Val Milan

  Swell Real Estate Co

  (757) 919-9873

  140 Haviland Rd, Chesapeake, VA 23320
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  /7

  $2,150 Per Month

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • House for Rent

  714 B St, Chesapeake, VA 23324

  This charming two-story home is tucked away near the historic area of South Norfolk in Chesapeake. The house features a bright and open floor plan with three spacious bedrooms and two full bathrooms. You’ll stay comfortable year-round with the dual-zone HVAC system.Outside, the property includes a detached garage and a carport, providing plenty of off-street parking and extra storage space. The

  Lilia Vrenez Encompass Property Management

  714 B St, Chesapeake, VA 23324
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  $310,000 Sold Jul 18, 2025

  2816 Gavin Rd Unit 14, Chesapeake, VA 23323

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 2016

  Last Sold Summary

  • $170/SF
  • 9 Days On Market

  Last Listing Agent Betsy Thompson The Agency

  2816 Gavin Rd Unit 14, Chesapeake, VA 23323
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  /2

  Not Listed For Sale

  2009 Nicole Ln, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,614 Sq Ft
  • Built 2024

  2009 Nicole Ln, Chesapeake, VA 23322

  Last Sold Summary
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  /33

  $280,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,242 Sq Ft

  1984 Woodgate Arch, Chesapeake, VA 23320

  Welcome home to this beautifully updated 3-bedroom townhome in the heart of Greenbrier! Bursting with style and warmth, this move-in ready gem features fresh paint, luxury LVP flooring, and brand-new carpet throughout. The stunning kitchen is a true showstopper with crisp white cabinetry, quartz countertops, and sleek stainless steel appliances, perfect for everything from busy mornings to cozy

  

  Cara Kurth

  World Class Realty

  (757) 895-7041

  1984 Woodgate Arch, Chesapeake, VA 23320
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  /14

  $1,950

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Come visit this cute 3 bedroom 1.5 bath in Chesapeake

  906 Wickford Dr, Chesapeake, VA 23320

  Come visit this cute 3 bedroom 1.5 bath in Chesapeake!! It is a lovely home with off-street parking and washer/dryer hook-ups. Small fenced-in backyard.Join the waitlist to schedule a showing or "APPLY NOW" submit an application TODAY!! ***Pets Accepted - Contact Office for Breed Restrictions***Our company does not advertise on Craigslist, Facebook marketplace, or

  906 Wickford Dr, Chesapeake, VA 23320
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  $1,003,214 Sold Jul 07, 2025

  183 Hessian Loop, Chesapeake, VA 23322

  • 6 Beds
  • 5 Baths
  • 3,892 Sq Ft
  • Built 2025

  Last Sold Summary

  • $258/SF
  • 1 Day On Market

  Last Listing Agent Judy Duke Wainwright Real Estate

  183 Hessian Loop, Chesapeake, VA 23322
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  /2

  Not Listed For Sale

  .83 AC Johnstown Rd, Chesapeake, VA 23322

  .83 AC Johnstown Rd, Chesapeake, VA 23322

  Last Sold Summary

  • Last Sold Price $35,000

  Last Listing Agent Jason Dunaway Howard Hanna Real Estate Svcs.
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  /9

  $249,900 Pending

  • 1,566 Sq Ft

  908 Poplar Ave, Chesapeake, VA 23323

  Brick duplex with stable cash flow and long-term tenants in place! Each unit offers ~ 783 SF with 2 bedrooms and 1 bath (1566 SF total). Both units are leased at $950/month through 3/31/2027, providing immediate income and reduced vacancy risk. Tenants pay their own utilities; water is on one meter and reimbursed to landlord. Unit A features an updated bathroom. Property includes a large side

  

  Henri Ellis

  Howard Hanna Real Estate Svcs.

  (757) 294-8873

  908 Poplar Ave, Chesapeake, VA 23323
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  /10

  $2,995 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,453 Sq Ft
  • House for Rent

  315 Rio Dr, Chesapeake, VA 23322

  Spacious Colonial home in desirable Las Gaviotas neighborhood. Close to shopping, interstate and great school district. Pleaseapply at atkinsonrealtyrentals.com/vacancies with $50 fee. Pet considered with pet fee and $50 per month pet rent.

  Carolyne Nelson Atkinson Realty

  315 Rio Dr, Chesapeake, VA 23322
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  $594,000 Sold May 16, 2025

  925 Saddleback Trail Rd, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,317 Sq Ft
  • Built 1991

  Last Sold Summary

  • $256/SF
  • 23 Days On Market

  Current Estimated Value $590,324

  Last Listing Agent Diane Keeley BHHS RW Towne Realty

  925 Saddleback Trail Rd, Chesapeake, VA 23322
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  /2

  Not Listed For Sale

  .50AC Caddie St, Chesapeake, VA 23322

  .50AC Caddie St, Chesapeake, VA 23322

  Last Sold Summary
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  /45

  $685,000

  • 5 Beds
  • 3 Baths
  • 3,874 Sq Ft

  716 River Strand, Chesapeake, VA 23320

  Welcome Home! This masterpiece is located in a sought -after neighborhood, this beautifully maintained home offers the perfect blend on comfort , style and functionality. Featuring spacious living areas, abundant natural light, and a thoughtfully designed layout, this property is ideal for both everyday living and entertaining. The Kitchen provides ample cabinetry and workspace, flowing

  

  Brandy Jones

  Keller Williams Realty Twn Ctr

  (757) 993-7136

  716 River Strand, Chesapeake, VA 23320
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  /13

  $1,750

  Total Monthly Price

  • 2 Beds
  • 2.5 Baths
  • 1,254 Sq Ft
  • House for Rent

  735 Ridge Cir, Chesapeake, VA 23320

  Step into your future sanctuary at 735 Ridge Cir, Chesapeake, VA, where comfort and convenience unite seamlessly. This charming two-bedroom home boasts a generous 1,254 square feet of living space. With two full bathrooms and an additional half bath, morning routines and evening wind-downs are effortlessly accommodated. The thoughtfully designed layout maximizes every inch, providing a harmonious

  735 Ridge Cir, Chesapeake, VA 23320
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  $218,000 Sold Mar 12, 2026

  4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Below List Price
  • $159/SF
  • 18 Days On Market

  Current Estimated Value $221,844

  Last Listing Agent Judy Reed Judy Reed Realty

  4309 Hillingdon Bend Unit 303, Chesapeake, VA 23321
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  /2

  Not Listed For Sale

  1523 Aldershot Ln Unit 102, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 1,835 Sq Ft
  • Built 2006

  1523 Aldershot Ln Unit 102, Chesapeake, VA 23320

  Last Sold Summary
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  /35

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  152 Mann Dr, Chesapeake, VA 23322

  Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan,

  

  Bruce Jones

  The Real Estate Group

  (757) 821-6227

  152 Mann Dr, Chesapeake, VA 23322
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  /14

  $1,550 Per Month

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

  3327 Clover Meadows Dr, Chesapeake, VA 23321

  Recently renovated 2-bedroom, 2-bath condo featuring granite countertops, newer LVP flooring throughout, and fresh interior paint. Enjoy a cozy, quiet setting in a centrally located Western Branch community. Updated HVAC system and water heater for added efficiency. Washer and dryer included for tenant convenience; maintenance is tenant responsibility. One-time $150 lease preparation fee due upon

  Megan Oldfield World Class Realty & Prop Mgmt

  3327 Clover Meadows Dr, Chesapeake, VA 23321
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  $435,000 Sold Sep 12, 2025

  1344 Deep Creek Blvd, Chesapeake, VA 23323

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 2021

  Last Sold Summary

  • $173/SF
  • 21 Days On Market

  Current Estimated Value $451,126

  Last Listing Agent Crystal Salazar Own Real Estate LLC

  1344 Deep Creek Blvd, Chesapeake, VA 23323
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  /2

  Est $381,017 Not Listed For Sale

  2222 Vicker Ave, Chesapeake, VA 23324

  • 5 Beds
  • 4 Baths
  • 1,835 Sq Ft
  • Built 2025

  2222 Vicker Ave, Chesapeake, VA 23324

  Last Sold Summary
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  /27

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,420 Sq Ft

  1307 Eagles Trace Path Unit A, Chesapeake, VA 23320

  Welcome Home! This beautifully maintained 2 bed, 2 bath townhome is located in the desirable Greenbrier Country Club Golf community! This move-in ready home features a first-floor primary suite with ensuite bath and a spacious loft for a home office, guest space, or flex area. Freshly painted throughout (2026) with brand new carpet (2026) and LVP flooring (2020). Enjoy a fully updated kitchen

  

  Leslie Brennan

  Aweigh Real Estate

  (757) 294-8226

  1307 Eagles Trace Path Unit A, Chesapeake, VA 23320
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  /12

  $1,595

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Townhouse for Rent

  2605 Meadows Landing, Chesapeake, VA 23321

  - Located in a desirable, well-established community with easy access to shopping, dining, and major highwaysSpacious, thoughtfully designed layout ideal for both everyday living and entertaining- Generous living areas offering flexibility for hosting, relaxing, or working from home- All one level, open floor plan living - Washer and Dryer included- Dedicated parking- Low

  2605 Meadows Landing, Chesapeake, VA 23321
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  $497,000 Sold Jun 05, 2025

  808 Pleasant Way, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,085 Sq Ft
  • Built 1988

  Last Sold Summary

  • $238/SF
  • 19 Days On Market

  Current Estimated Value $501,306

  Last Listing Agent Loretta Killen Howard Hanna Real Estate Svcs.

  808 Pleasant Way, Chesapeake, VA 23322
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  /2

  Not Listed For Sale

  1508 Orchard Grove Dr Unit 29, Chesapeake, VA 23320

  • 3 Beds
  • 2 Baths
  • 1,383 Sq Ft
  • Built 1995

  1508 Orchard Grove Dr Unit 29, Chesapeake, VA 23320

  Last Sold Summary
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  /45

  $405,000

  • 4 Beds
  • 2.5 Baths
  • 1,612 Sq Ft

  2406 Drum Creek Rd, Chesapeake, VA 23321

  Well-maintained 4-bedroom, 2.5 bath all-brick ranch situated on a beautifully landscaped 1+ acre lot in desirable Western Branch. This inviting home features a spacious living room filled with natural light from a large bay window and anchored by a cozy stone fireplace, perfect for relaxing or entertaining. Gorgeous hardwood floors flow throughout the main living areas, adding warmth and

  

  LeeAnn Schadlich

  World Class Realty

  (757) 267-4693

  2406 Drum Creek Rd, Chesapeake, VA 23321
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  /21

  $2,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,276 Sq Ft
  • Townhouse for Rent

  7 Mosely Cir, Chesapeake, VA 23320

  Incredible updated and modern home available for rent in super central location and highly sought after area, neighborhood and school district. With easy access to interstate, military bases, shopping, and entertainment, enjoy this 3 bedroom 2.5 bath property with an attached garage and fully fenced in back yard with privacy. Enjoy all of the association amenities including Pool, tennis courts

  Tara Davis RE/MAX Elevate

  7 Mosely Cir, Chesapeake, VA 23320
• 

  $265,000 Sold May 19, 2025

  1316 Mill Lake Quarter, Chesapeake, VA 23320

  • 2 Beds
  • 2.5 Baths
  • 1,301 Sq Ft
  • Built 1983

  Last Sold Summary

  • $204/SF
  • 42 Days On Market

  Current Estimated Value $265,281

  Last Listing Agent Andrea London Triumph Realty

  1316 Mill Lake Quarter, Chesapeake, VA 23320
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  /2

  Not Listed For Sale

  4300 Whitfield Ln Unit A, Chesapeake, VA 23324

  • 4 Beds
  • 4 Baths
  • 2,334 Sq Ft
  • Built 2018

  4300 Whitfield Ln Unit A, Chesapeake, VA 23324

  Last Sold Summary
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  /50

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 4,459 Sq Ft

  433 Truitt Rd, Chesapeake, VA 23321

  This home, on 5 acres, offers country living & modern updates. With 4-bedrooms, 2 living areas, 2 add'l flex rooms great for a home office, game room, guest space, or potential extra bedrooms, this property provides versatility today's buyers are searching for. There is new LVP flooring, updated bathrooms, & a remodeled kitchen completed in the last 6 years. The wood stove adds warmth & character

  

  Kevin Keogh

  BHHS RW Towne Realty

  (757) 992-8212

  433 Truitt Rd, Chesapeake, VA 23321
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  /18

  $2,195

  Total Monthly Price

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • House for Rent

  4136 Everett St, Chesapeake, VA 23324

  ?? “New Price — Available Immediately”Beautiful Move in Ready Home with Over 1500 sq ft and Attached Garage! Close Proximity to 64 and 464. Hardwood Floors and Tile in Kitchen and Bathrooms. Open Floor Plan on First Level. Large Master Bedroom with Sitting Area and Walk-In Closet. Schedule a Showing Today to See Your New Home. W/D included. Security Deposit financing options through

  4136 Everett St, Chesapeake, VA 23324
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  $745,000 Sold Apr 24, 2026

  2014 Millville Rd, Chesapeake, VA 23323

  • 5 Beds
  • 4 Baths
  • 2,700 Sq Ft
  • Built 2023

  Last Sold Summary

  • $276/SF
  • 179 Days On Market

  Last Listing Agent David Drogus G Daniels & Company

  2014 Millville Rd, Chesapeake, VA 23323
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  /2

  Not Listed For Sale

  613 Harbour Dr N, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft
  • Built 1972

  613 Harbour Dr N, Chesapeake, VA 23320

  Last Sold Summary

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