Chesapeake County, VA Homes

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  $248,000

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

  Welcome to this spacious condo located in a well-maintained traditional-style building with secured entrance, elevator access, and an intercom system for added peace of mind. This beautifully designed unit features two oversized bedrooms and two generously sized bathrooms, offering both comfort and convenience. The open-concept kitchen includes a large breakfast bar with seating for 4–6, Great

  

  Michele Salyer

  A Better Way Realty Inc.

  (757) 290-8046

  1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324
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  /12

  $961 - $1,133 per month

  Westbridge Commons

  1 - 2 Beds

  531 E Cedar Rd, Chesapeake, VA 23322

  531 E Cedar Rd, Chesapeake, VA 23322
• 

  $412,500 Sold Dec 27, 2024

  1113 Fenton Quay, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Built 1989

  Last Sold Summary

  • $219/SF
  • 49 Days On Market

  Current Estimated Value $419,880

  Last Listing Agent Bruce Jones The Real Estate Group

  1113 Fenton Quay, Chesapeake, VA 23320
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  /2

  Est $520,115 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,636 Sq Ft

  901 Priscilla Ln, Chesapeake, VA 23322

  901 Priscilla Ln, Chesapeake, VA 23322
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  /40

  $280,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  2330 Alcott Way, Chesapeake, VA 23321

  Welcome to this stunning modern residence perfectly situated in the heart of the sought-after Western Branch area of Chesapeake. Built in 2022, this thoughtfully designed home offers 1,329 sq ft of living space with 2 bedrooms with ensuites and a half bath. • Step into a bright and inviting open floor plan where the living area flows effortlessly into the kitchen, making it both relaxing evenings

  

  Nichole Nance

  EXP Realty LLC

  (757) 210-6846

  2330 Alcott Way, Chesapeake, VA 23321
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  /12

  $2,900 per month

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft
  • House for Rent

  702 Wickwood Dr, Chesapeake, VA 23322

  Short term rental available Jan 2026- June 2026

  Billy Coons Hampton Roads Realty Services

  702 Wickwood Dr, Chesapeake, VA 23322
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  $260,000 Sold Aug 04, 2025

  2025 Allison Dr, Chesapeake, VA 23325

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1985

  Last Sold Summary

  • $217/SF
  • 18 Days On Market

  Current Estimated Value $258,345

  Last Listing Agent Jessica Bailey The Real Estate Group

  2025 Allison Dr, Chesapeake, VA 23325
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  /2

  Est $525,211 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft

  1308 Wanchese Ct, Chesapeake, VA 23322

  1308 Wanchese Ct, Chesapeake, VA 23322
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  /18

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324

  Make this your first stop! Beautifully maintained, low maintenance, open concept, second floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit will immediately feel like your new home. The bedrooms have dormers to bring in extra light and open up the space. Primary bedroom has a spacious walk-in closet and en-suite bathroom with a walk-in shower.

  

  Matthew Salway

  Iron Valley Real Estate HR

  (757) 914-9584

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324
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  /20

  $1,050 - $1,430 per month

  Crosswinds Apartments

  1 - 3 Beds

  910 Providence Rd, Chesapeake, VA 23325

  Crosswinds is conveniently located in Chesapeake, with easy access to Virginia Beach, Norfolk, and Greenbrier for shopping, dining, and entertainment. Our large 1, 2, and 3-bedroom floor plans provide enough room to relax and unwind. Call us today to schedule your tour!

  910 Providence Rd, Chesapeake, VA 23325
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  $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 $233,618

  Last Listing Agent Zena Ward BHHS RW Towne Realty

  335 Gainsborough Square, Chesapeake, VA 23320
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  /2

  Est $478,462 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,924 Sq Ft

  340 Briarfield Dr, Chesapeake, VA 23322

  340 Briarfield Dr, Chesapeake, VA 23322
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  /42

  $774,900 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  343 Ewell Ln, Chesapeake, VA 23322

  Welcome to Hickory! Experience this exquisite custom home, crafted by the esteemed Overholt Contracting, a reputable builder w/ 40+ yrs of expertise. This modern design caters perfectly to today’s family lifestyle, featuring 2 spacious primary suites (or game room) & 3 additional lg bedrooms, alongside a convenient first-floor home office. The exterior boasts durable James Hardie fiber cement

  

  Denise Hawkins

  Triumph Realty

  (757) 530-8934

  343 Ewell Ln, Chesapeake, VA 23322
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  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • House for Rent

  710 Ray Ave, Chesapeake, VA 23320

  Welcome to this stunning 4 bedroom 2.5 bathroom residence, where comfort meets style! Nestled on a peaceful no-outlet street, this spacious 2470 square foot home offers the perfect blend of tranquility and modern living. Step inside to a beautifully designed open floor plan that invites you to entertain and unwind. The living space seamlessly flows into the kitchen, complete with all appliances

  Sabrina Thomas RE/MAX Peninsula

  710 Ray Ave, Chesapeake, VA 23320
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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

  Last Listing Agent Diane Pearman The Real Estate Group

  854 Jo Anne Cir, Chesapeake, VA 23322
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  /2

  Est $536,138 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,604 Sq Ft

  924 Arcadia Rd, Chesapeake, VA 23320

  924 Arcadia Rd, Chesapeake, VA 23320
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  /2

  $521,900 Pending

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

  915 Jennings Ln, Chesapeake, VA 23322

  UNDER CONTRACT. Built by award-winning builder. Stunning home w/curated features uniquely designed. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom with

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 982-8538

  915 Jennings Ln, Chesapeake, VA 23322
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  /25

  $1,250 - $1,460 per month

  Horizons at Indian River Apartment Homes

  2 - 3 Beds

  2815 Indian River Rd, Chesapeake, VA 23325

  We now feature brand new kitchens and bathrooms!! Our spacious floor plans, while still affordable, now feature modern black appliances, dark wood cabinets, tile back splash, and more! The perks don't stop there! When you aren't relaxing in your new home, enjoy lounging on the sundeck next to our private swimming pool or having fun by the playground. We know you will loving living here! Call us

  2815 Indian River Rd, Chesapeake, VA 23325
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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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  /14

  Est $223,223 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft

  1004 Saint Andrews Way, Chesapeake, VA 23320

  1004 Saint Andrews Way, Chesapeake, VA 23320
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  /13

  $769,900 Pending

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft

  1908 Mccoy Rd, Chesapeake, VA 23323

  The Cove on New Mill Creek offering 10 private waterfront and water view lots featuring a new home plan designed by Award winning builder. This stunning upscale home will immerse you in nature with abundant windows bringing in the light. Home finishes curated by Builder; Organic Modern - Modern - Mid Century - or you may select your own finishes. Elegant modern home with black windows, black

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 854-6993

  1908 Mccoy Rd, Chesapeake, VA 23323
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  /45

  $2,895 per month

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  4515 Westborough Dr, Chesapeake, VA 23321

  Beautifully updated Colonial Point home offering bright, open living spaces and a fresh, move-in ready feel. LVP flooring and neutral paint welcome you into a spacious living and dining area with great natural light and a tray ceiling detail. The kitchen features white cabinetry, stainless steel appliances, ample counter space, and a sunny breakfast nook overlooking the backyard. Upstairs,

  Amy Doll RE/MAX Alliance

  4515 Westborough Dr, Chesapeake, VA 23321
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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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  /32

  Est $283,618 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  884 Rivanna River Reach, Chesapeake, VA 23320

  884 Rivanna River Reach, Chesapeake, VA 23320
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  /42

  $589,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft

  2508 Deal's Creek Ct, Chesapeake, VA 23323

  Move in ready and absolutely stunning new construction home built by experienced, award-winning builder! The spacious Swan model features an open-concept first floor with a generous living room, gourmet kitchen with custom cabinets and crown molding, a large granite island, stainless steel appliances, and a dining area made for entertaining. You'll also find a versatile bedroom or study and a

  

  Pamela Hunt

  Seaside Realty

  (757) 231-3789

  2508 Deal's Creek Ct, Chesapeake, VA 23323
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  /25

  $1,255 - $1,880 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
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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 $597,714

  Last Listing Agent Diane Keeley BHHS RW Towne Realty

  925 Saddleback Trail Rd, Chesapeake, VA 23322
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  /2

  Est $252,608 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,064 Sq Ft

  1037 Still Harbor Cir, Chesapeake, VA 23320

  1037 Still Harbor Cir, Chesapeake, VA 23320
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  /7

  $880,035 Pending

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

  1917 Mccoy Rd, Chesapeake, VA 23323

  UNDER CONTRACT CUSTOM BUILD =THE COVE on New Mill Creek ~ Amavida modern home with water views designed by Award winning builder. This stunning home will immerse you in nature with abundant windows bringing in nature and light. OPEN Elegant modern home with 4 ensuite and includes black windows, black gutters and Heritage black and glass garage door. Open mid level with extensive HW flooring and

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 859-9895

  1917 Mccoy Rd, Chesapeake, VA 23323
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  /9

  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  1201 Transylvania Ave, Chesapeake, VA 23324

  Remodel 2 bedroom apartment in quaint neighborhood in South Norfolk area of Chesapeake. These will not last long at this price, so bring your clients! Easy to show.

  Nelson Vedia World Class Realty

  1201 Transylvania Ave, Chesapeake, VA 23324
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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 $436,891

  Last Listing Agent Crystal Salazar Own Real Estate LLC

  1344 Deep Creek Blvd, Chesapeake, VA 23323
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  /2

  Est $261,102 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft

  1104 Shore Rd, Chesapeake, VA 23323

  1104 Shore Rd, Chesapeake, VA 23323
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  /41

  $699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  3 AC Seven Eleven Rd, Chesapeake, VA 23322

  Hello Hampton Roads Barndos! The Aspen Barndominium to be built on 3 acres in highly desired Grassfield area of Chesapeake. Customize this 4 bedroom 2.5 bath barndo with your style, colors and finishes with the builder. Stunning Covered Front Porch leads to the Open Great Room designed with 15+ ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen with Stainless Steel

  

  Rachel Beasley

  Own Real Estate LLC

  (757) 540-3853

  3 AC Seven Eleven Rd, Chesapeake, VA 23322
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  /25

  $1,645 - $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
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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 $502,743

  Last Listing Agent Loretta Killen Howard Hanna Real Estate Svcs.

  808 Pleasant Way, Chesapeake, VA 23322
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  /16

  Est $297,604 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,436 Sq Ft

  1029 Baugher Ave, Chesapeake, VA 23323

  1029 Baugher Ave, Chesapeake, VA 23323
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  /40

  $469,990 Pending

  • 5 Beds
  • 3 Baths
  • 2,288 Sq Ft

  1324 Wingfield Ave, Chesapeake, VA 23325

  Discover exceptional value in this brand new 5-bedroom, 3-bathroom home, perfectly designed for growing families or those who love to entertain. Spanning generous living space, the open layout flows seamlessly from a bright family room to a modern kitchen featuring sleek stainless-steel appliances, gorgeous granite countertops, and soft-close cabinetry. The spacious primary suite offers a private

  

  Stacy Potts

  Focus Realty LLC

  (757) 979-6485

  1324 Wingfield Ave, Chesapeake, VA 23325
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  /40

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,384 Sq Ft
  • House for Rent

  820 Corcormant Ln, Chesapeake, VA 23323

  Meticulous home in highly sought Culpepper Landing. Easy commute to military bases, restaurants and malls. Resort style living in this community with plenty of walking trails, parks, club house, resort style pool fitness center and more. Open concept with large kitchen, granite countertops, stainless steel appliances huge island to work with and a bar area. New Floors throughout. All open to sun

  Electra Alexander BHHS RW Towne Property Mgmt

  820 Corcormant Ln, Chesapeake, VA 23323
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  $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 $267,415

  Last Listing Agent Andrea London Triumph Realty

  1316 Mill Lake Quarter, Chesapeake, VA 23320
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  /2

  Est $424,362 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  2856 Breeze Ave, Chesapeake, VA 23323

  2856 Breeze Ave, Chesapeake, VA 23323

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