Chesapeake County, VA Homes

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  /28

  $725,000 Open Sat 12PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  1517 Lookout Ct, Chesapeake, VA 23323

  Welcome to this beautifully maintained 5-acre property in Chesapeake's desirable Grassfield area. Built in 2020, this 4-bedroom, 2.5-bath home features freshly painted interiors, an open floor plan, and electric fireplaces with custom mantels. The spacious eat-in kitchen offers marble countertops and ample storage. Zoned for horses, the open acreage is ideal for equestrian use, recreation, or

  

  Barbora Jerabek

  BHHS RW Towne Realty

  (757) 330-1922

  1517 Lookout Ct, Chesapeake, VA 23323
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  /10

  $1,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,065 Sq Ft
  • Townhouse for Rent

  3719 Radford Cir, Chesapeake, VA 23321

  Well maintained 2 bedroom 1.5 bath townhome for rent in the heart of Chesapeake. Features LVP flooring throughout and a functional layout. Spacious living area with fireplace and convenient half bath on the main level. Both bedrooms and full Jack- Jill bath upstairs. Conveniently located near shopping, dining and major highways. Don't miss this move-in-ready townhome in a desirable area.

  Denise Cowan 1st Class R E - Equity Group

  3719 Radford Cir, Chesapeake, VA 23321
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  $485,000 Sold May 12, 2025

  1057 Austin Dr, Chesapeake, VA 23320

  • 5 Beds
  • 3.5 Baths
  • 2,028 Sq Ft
  • Built 1990

  Last Sold Summary

  • $239/SF
  • 29 Days On Market

  Current Estimated Value $488,812

  Last Listing Agent William Hickey 1st Class Real Estate Flagship

  1057 Austin Dr, Chesapeake, VA 23320
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  /2

  Est $432,511 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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  /24

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,668 Sq Ft

  4111 Leyte Ave, Chesapeake, VA 23324

  BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Check out this AWESOME home! Tucked away in an established Chesapeake neighborhood, this well-maintained 4-bedroom, 2-bath home offers over 1,600+ sqft of comfortable and functional living space. Freshly painted throughout, a mix of hardwood, ceramic, and LVP flooring, and updated bathrooms that add a modern touch. Large windows fill the home with natural

  

  Kelvin Reed

  Reeds Real Estate LLC

  (757) 320-4339

  4111 Leyte Ave, Chesapeake, VA 23324
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  /23

  $1,195 - $1,395 per month

  Harvard Apartments

  2 Beds

  2600 Harvard Dr, Chesapeake, VA 23324

  Welcome to Harvard Apartments, a community designed with your needs in mind. Our community offers 2-bedroom layouts, some fully renovated, providing you with the perfect space to call home. Experience modern living and comfort, and explore Harvard Apartments today! Nestled against a wooded setting off Harvard Drive, Harvard Apartments brings you closer to the best of the city while offering a

  2600 Harvard Dr, Chesapeake, VA 23324
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  $340,000 Sold Nov 07, 2025

  929 Costa Ave, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft
  • Built 2001

  Last Sold Summary

  • $221/SF
  • 2 Days On Market

  Current Estimated Value $339,468

  Last Listing Agent Jordan L. Williams KW Coastal Virginia Chesapeake

  929 Costa Ave, Chesapeake, VA 23320
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  /29

  Est $465,259 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

  $410,000 Pending

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

  948 Hollywood Dr, Chesapeake, VA 23320

  New 30 year Architectural Shingle roof installed! 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.

  

  David Cacace

  BHHS RW Towne Realty

  (757) 378-0799

  948 Hollywood Dr, Chesapeake, VA 23320
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  /49

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 2,254 Sq Ft
  • Townhouse for Rent

  1617 Catbird Ln, Chesapeake, VA 23323

  AVAILABLE FEB 22! 3 bedroom 2.5 bathroom plus bonus room and loft area. Two 2-car front entry garage, enters into a large laundry room and half bathroom. The kitchen stainless steel appliances, pantry, peninsula & dining area. The kitchen enters the huge great room w/ cathedral ceiling. The first floor owner's suite features attached bathroom and walk in closet. Upstairs are 2 large bedrooms, a

  Heather Donges Rooted Residential

  1617 Catbird Ln, Chesapeake, VA 23323
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  $369,900 Sold Mar 03, 2025

  1337 Linden Ave, Chesapeake, VA 23325

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1959

  Last Sold Summary

  • $210/SF
  • 22 Days On Market

  Current Estimated Value $371,170

  Last Listing Agent Mike Zimmerman RE/MAX Ultra

  1337 Linden Ave, Chesapeake, VA 23325
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  /16

  Est $420,200 Not Listed For Sale

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

  804 Oklahoma Dr, Chesapeake, VA 23323

  804 Oklahoma Dr, Chesapeake, VA 23323
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  /13

  $355,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  2518 Hemple St, Chesapeake, VA 23324

  This spacious home offers generously sized bedrooms, large bathrooms and walk in closets that are hard to find at this price point. Once a well-loved residence and more recently a rental, this home is now ready for its next chapter. Being SOLD-AS IS, its the perfect opportunity for investors, handy buyers or anyone looking to build instant equity with some cosmetic updates. The layout is

  

  Jackie Feagin

  BHHS RW Towne Realty

  (757) 320-2433

  2518 Hemple St, Chesapeake, VA 23324
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  /22

  $1,588 - $4,324 per month

  Streets of Greenbrier

  Studio - 3 Beds

  929 Wintercress Way, Chesapeake, VA 23320

  Welcome to Streets of Greenbrier Apartments, where an oasis of relaxation awaits. From the well-connected address to the thoughtful amenities of our apartments in Chesapeake, VA, we give you every reason to join the community. Its buzzing with good vibes and even better people, and youre the missing piece that completes the picture. Join us now!

  929 Wintercress Way, Chesapeake, VA 23320
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  $526,900 Sold Apr 14, 2025

  930 Brenner Rd, Chesapeake, VA 23320

  • 4 Beds
  • 2.5 Baths
  • 2,202 Sq Ft
  • Built 2025

  Last Sold Summary

  • $239/SF
  • 87 Days On Market

  Last Listing Agent Lisa Kyriakides Corinth Realty LLC

  930 Brenner Rd, Chesapeake, VA 23320
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  /53

  Est $508,146 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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  /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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  /40

  $2,150 per month

  • 4 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • House for Rent

  3945 Starboard Rd, Chesapeake, VA 23321

  This charming single-story ranch in the desirable Western Branch area of Chesapeake offers a perfect blend of comfort and convenience. The home features three spacious bedrooms and two full bathrooms across a well-maintained layout, highlighted by a classic brick exterior and an attached garage for easy parking or extra storage. Situated on a generous lot in the quiet Ahoy Acres community, you

  Eli Miller Encompass Property Management

  3945 Starboard Rd, Chesapeake, VA 23321
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  $262,000 Sold Jun 27, 2025

  3912 Starboard Rd, Chesapeake, VA 23321

  • 4 Beds
  • 2 Baths
  • 1,323 Sq Ft
  • Built 1964

  Last Sold Summary

  • $198/SF
  • 241 Days On Market

  Current Estimated Value $272,183

  Last Listing Agent Tamara Lawrence Vision Real Estate Group LLC

  3912 Starboard Rd, Chesapeake, VA 23321
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  /2

  Est $290,350 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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  /41

  $695,000

  • 5 Beds
  • 3.5 Baths
  • 2,686 Sq Ft

  416 Middleton Way, Chesapeake, VA 23322

  $100,945 in upgrades (see attachment). Practically new, built in 2024 and ideally situated on one of the community’s scenic lakes, this impressive 5-bedroom home offers space, style, and modern comfort. Enjoy dual owner’s suites—one on the main level and one upstairs—each featuring tiled showers and quartz vanity tops. The open-concept living area showcases a spacious kitchen with quartz

  

  Greg Garrett

  Garrett Realty Partners

  (757) 551-2743

  416 Middleton Way, Chesapeake, VA 23322
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  /50

  $1,469 - $2,069 per month

  Kingsbridge

  1 - 3 Beds

  13A Johnstown Crescent, Chesapeake, VA 23322

  Kingsbridge Apartments is a charming community offering one, two, and three-bedroom floor plans nestled in a calm residential neighborhood in the Great Bridge district of Chesapeake, VA.Our pet-friendly community offers residents an array of classic and renovated floor plan selections to choose from. Kingsbridge’s freshly renovated floor plans feature modern colors and finishes with

  13A Johnstown Crescent, Chesapeake, VA 23322
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  $670,000 Sold Nov 03, 2025

  620 Wood Nymph Ln, Chesapeake, VA 23323

  • 5 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 2018

  Last Sold Summary

  • $223/SF
  • 12 Days On Market

  Current Estimated Value $670,301

  Last Listing Agent Diane Keeley BHHS RW Towne Realty

  620 Wood Nymph Ln, Chesapeake, VA 23323
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  /2

  Est $266,532 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,221 Sq Ft

  2417 Livesay Rd, Chesapeake, VA 23323

  2417 Livesay Rd, Chesapeake, VA 23323
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  /24

  $530,000

  • 4 Beds
  • 2.5 Baths
  • 3,169 Sq Ft

  4108 Lakeview Dr, Chesapeake, VA 23323

  Welcome To Your Waterfront Dream Home! This exquisite all-brick residence boast over 3,100 sq ft of luxurious living space, providing plenty of room for relaxation. This rare find includes 4 spacious bedrooms with plenty of natural light and designed for comfort. The heart of the home features white cabinetry with updated appliances. The comfort and efficiency of the recent HVAC and newer water

  

  Linda Brandon

  BHHS RW Towne Realty

  (757) 267-6715

  4108 Lakeview Dr, Chesapeake, VA 23323
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  /20

  $2,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,687 Sq Ft
  • Condo for Rent

  3815 Peppercorn Way, Chesapeake, VA 23321

  Location, Location, Location!! Come view this well kept spacious 2 story condo. There is fresh paint through out the entire unit, new lvp flooring in main living area down stairs and new carpets upstairs. Home has plenty of storage/closet space. Down stairs is open and feels very inviting yet cozy. Come make this unit your home!! Nice sized patio for entertaining, primary suite with large closet

  Sjockiea Mann Howard Hanna Real Estate Svcs.

  3815 Peppercorn Way, Chesapeake, VA 23321
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  $520,000 Sold Oct 30, 2025

  1141 Eagle Pointe Way, Chesapeake, VA 23322

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft
  • Built 2017

  Last Sold Summary

  • $226/SF
  • 34 Days On Market

  Current Estimated Value $515,725

  Last Listing Agent Beth Wiegan The Real Estate Group

  1141 Eagle Pointe Way, Chesapeake, VA 23322
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  /2

  Est $475,216 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,133 Sq Ft

  833 Needlerush Ct, Chesapeake, VA 23320

  833 Needlerush Ct, Chesapeake, VA 23320
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  /35

  $375,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  821 Fallcreek Run, Chesapeake, VA 23322

  Welcome to 821 Fallcreek Run—a well-maintained 3BR/2.5BA with 1,608 sq ft, an attached 2-car garage, and bright open-concept living. Major updates include new roof, HVAC, hot water heater, carpet, plus an updated kitchen and guest bath. The main level’s flowing layout links living, dining, and kitchen—ideal for everyday life and entertaining. Upstairs features a comfortable primary suite with

  

  Leslie Brennan

  Aweigh Real Estate

  (757) 207-2902

  821 Fallcreek Run, Chesapeake, VA 23322
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  /40

  $1,530 - $1,780 per month

  Green Tree Apartments

  1 - 2 Beds

  749 Green Tree Cir, Chesapeake, VA 23320

  Green Tree Apartments, offering premium apartments for rent in Chesapeake, VA. Situated in the highly desirable Greenbrier West neighborhood, Green Tree strikes the perfect balance between nature and convenience.Our pet-friendly community features spacious one and two-bedroom floor plans, each designed for comfort with fully-equipped kitchens and generous storage. Beyond your apartment,

  749 Green Tree Cir, Chesapeake, VA 23320
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  $269,900 Sold Apr 17, 2025

  627 Pine Bend, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,449 Sq Ft
  • Built 1979

  Last Sold Summary

  • $186/SF
  • 53 Days On Market

  Current Estimated Value $275,088

  Last Listing Agent Katie Burke Long & Foster Real Estate Inc.

  627 Pine Bend, Chesapeake, VA 23320
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  /2

  Est $347,969 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,611 Sq Ft

  1061 Saint Julian Dr, Chesapeake, VA 23323

  1061 Saint Julian Dr, Chesapeake, VA 23323
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  /32

  $409,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  1349 Linden Ave, Chesapeake, VA 23325

  This charming home in Norfolk Highlands could be yours!! Super spacious offering 4 nice sized bedrooms and 2.5 baths. Lovely kitchen is equipped with all stainless appliances, lots of beautiful cabinetry, an eat-at bar and breakfast nook and overlooks a large family room with cozy fireplace. Separate formal dining room. Primary bedroom has vaulted ceilings, walk-in closet and full bath with tub

  

  Neal Wilson

  Patriot Property Management

  (757) 693-4271

  1349 Linden Ave, Chesapeake, VA 23325
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  /21

  $2,100 per month

  • 3 Beds
  • 2.5 Baths
  • 1,356 Sq Ft
  • Townhouse for Rent

  746 Creekside Crescent, Chesapeake, VA 23320

  Move in ready townhome available for immediate occupancy! This home features new carpet and fresh paint, 3 bedrooms, 2 and a half bathrooms and a fenced in backyard. Enjoy a spacious family room, an eat-in kitchen, and a private patio for relaxing outdoors. Riverwalk offers exceptional amenities, including a community pool, clubhouse, tennis courts, and trails, all conveniently located near

  Gabrielle Miller Triumph Realty

  746 Creekside Crescent, Chesapeake, VA 23320
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  $160,000 Sold Sep 18, 2025

  612 Providence Rd, Chesapeake, VA 23325

  • 2 Beds
  • 1 Bath
  • 1,112 Sq Ft
  • Built 1957

  Last Sold Summary

  • $144/SF
  • 7 Days On Market

  Current Estimated Value $197,156

  Last Listing Agent Jennifer Morgan Thrive Realty

  612 Providence Rd, Chesapeake, VA 23325
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  /2

  Est $289,320 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,336 Sq Ft

  1466 Oliver Ave, Chesapeake, VA 23324

  1466 Oliver Ave, Chesapeake, VA 23324
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  /49

  $613,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,445 Sq Ft

  602 Middleton Way, Chesapeake, VA 23322

  Make this your first stop! VA assumable loan at 3.125% Located in the highly sought after Hickory School district, the Bentley model is a favorite w/an open floor plan and tons of natural light. An amazing chef's kitchen features quartz counters, an abundance of storage both in cabinets and drawers. The bar is large and fantastic for entertaining.The great room, dining area, and kitchen all have

  

  Matthew Salway

  Iron Valley Real Estate HR

  (757) 290-8423

  602 Middleton Way, Chesapeake, VA 23322
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  /40

  $1,495 - $1,900 per month

  Lakes Of Greenbrier

  1 - 3 Beds

  1105 Merchants Ct, Chesapeake, VA 23320

  100% Smoke-Free Community!In the heart of Greenbrier, set amongst the tall trees and lush landscaping, come and discover Lakes of Greenbrier! Relax by the lakeside swimming pool, workout in our 24 hour fitness center, or catch a game of tennis with a friend. Choose between oversized one, two, and three bedroom apartments, with carefully designed interiors that offer spacious walk-in

  1105 Merchants Ct, Chesapeake, VA 23320
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  $558,000 Sold Oct 30, 2025

  2816 Ashwood Dr, Chesapeake, VA 23321

  • 5 Beds
  • 3.5 Baths
  • 2,870 Sq Ft
  • Built 1973

  Last Sold Summary

  • $194/SF
  • 56 Days On Market

  Current Estimated Value $550,937

  Last Listing Agent Heather Bass BHHS RW Towne Realty

  2816 Ashwood Dr, Chesapeake, VA 23321
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  /2

  Est $445,722 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  927 Brandon Quay, Chesapeake, VA 23320

  927 Brandon Quay, Chesapeake, VA 23320

Showing Results 201 - 240, Page 6 of 18