Chesapeake, VA Homes

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  /50

  $570,000

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

  909 Douglas Eley Ln, Chesapeake, VA 23322

  Better than new! $20,000 in upgrades! Built in 2024, this beautifully designed townhome in offers approximately 2,300 sq ft with 3 bedrooms and 3.5 baths, combining modern style with low-maintenance living. The open main level features high ceilings, wide-plank flooring, and a gourmet kitchen with quartz countertops, oversized island, and premium appliances great for everyday living or

  

  Sue DeValdes

  BHHS RW Towne Realty

  (757) 540-2445

  909 Douglas Eley Ln, Chesapeake, VA 23322
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  /45

  $2,495 per month

  • 4 Beds
  • 2.5 Baths
  • 1,870 Sq Ft
  • Condo for Rent

  2464 Leytonstone Dr, Chesapeake, VA 23321

  Spacious, light-filled condo that truly feels like home! This bright and airy property features three large bedrooms upstairs, all with great closet space, plus a huge bonus room downstairs that could easily serve as a fourth bedroom, office, or flex space. The main living area offers a comfortable living room with a modern ceiling fan, dining area, and an open kitchen featuring stainless steel

  Jackie Ellis Dunbar RE/MAX Alliance

  2464 Leytonstone Dr, Chesapeake, VA 23321
• 

  $615,000 Sold Dec 02, 2025

  459 Sawyers Mill Crossing, Chesapeake, VA 23323

  • 6 Beds
  • 2.5 Baths
  • 3,246 Sq Ft
  • Built 1998

  Last Sold Summary

  • $189/SF
  • 21 Days On Market

  Current Estimated Value $612,354

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, Chesapeake, VA 23323
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  /2

  Est $352,463 Not Listed For Sale

  1905 Ardmore Ave, Chesapeake, VA 23324

  • 4 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 1959

  1905 Ardmore Ave, Chesapeake, VA 23324

  Last Sold Summary

  • 26% Below List Price
  • $157/SF

  Last Sold Price $280,000

  Last Listing Agent Cheri Nice Liz Moore & Associates-1
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  /38

  $359,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft

  1908 Rosemary Ln, Chesapeake, VA 23321

  Charming brick ranch in sought-after Raleigh Place! This 3 bedroom, 2 bath home has been lovingly maintained by its original owner and features hardwood floors, authentic pine wood accents in the kitchen and den, and a stunning brick gas fireplace as the heart of the home. The oversized one-car garage offers added flexibility, while the spacious backyard with shed provides room to play, garden,

  

  Kathy Keene

  CHJ Realty Inc

  (757) 540-2567

  1908 Rosemary Ln, Chesapeake, VA 23321
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  /31

  $1,787 - $6,280 per month

  The Morgan

  1 - 3 Beds

  111 Gateway Ct, Chesapeake, VA 23320

  Dream big with a stylishly modern apartment home at the The Morgan. Here, youll find resort-inspired amenities that beg you to rest and relax and interiors that create easy, everyday joys. Surrounded by everything you love to do in Chesapeake, Virginia, near Greenbrier Mall, youll feel inspired to keep life colorful. Lean into luxury and choose from a variety of pet-friendly 1, 2 & 3 bedroom

  111 Gateway Ct, Chesapeake, VA 23320
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  /46

  $674,990 Sold Jan 29, 2026

  980 Intracoastal Way, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $246/SF
  • 8 Days On Market

  D.R. Horton Riverview Landing

  980 Intracoastal Way, Chesapeake, VA 23322
• 

  

  /21

  Not Listed For Sale

  340 Mill Stone Rd, Chesapeake, VA 23322

  • 4 Beds
  • 6.5 Baths
  • 4,354 Sq Ft
  • Built 1985

  340 Mill Stone Rd, Chesapeake, VA 23322

  Last Sold Summary

  • 19% Above List Price
  • $184/SF
  • 17 Days On Market

  Last Sold Price $802,500

  Last Listing Agent Scott Cleveland RE/MAX
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  /41

  $450,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  2736 Horseshoe Dr, Chesapeake, VA 23322

  Welcome to this beautiful 4-bed, 2-bath home in Chesapeake, located in a peaceful neighborhood known for its high-rated schools and strong sense of community. Home is well-maintained and offers both comfort and character, making it an ideal place to call home. Inside, you’ll find a warm and inviting living space highlighted by a wood-burning fireplace, perfect for relaxing evenings. The dining

  

  Theresa Reese

  Inner Banks Real Estate Group

  (757) 637-1849

  2736 Horseshoe Dr, Chesapeake, VA 23322
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  /50

  $2,895 per month

  • 4 Beds
  • 2.5 Baths
  • 2,050 Sq Ft
  • House for Rent

  2051 Maywood St, Chesapeake, VA 23323

  Beautiful maintained 2021 two-story home filled with natural light, all new carpet, and modern finishes! The flexible front room with custom built-in bookshelves is perfect for a sitting area, office, or formal dining space. The spacious kitchen features stainless appliances, granite countertops, rich cherry cabinetry, pantry, breakfast bar, and sunny eat-in area, all open to the inviting great

  Jackie Ellis Dunbar RE/MAX Alliance

  2051 Maywood St, Chesapeake, VA 23323
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  $507,000 Sold Aug 13, 2025

  3221 Sybilla St, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • Built 2015

  Last Sold Summary

  • $181/SF
  • 103 Days On Market

  Current Estimated Value $530,740

  Last Listing Agent Chris Jenkins Better Homes & Gdns Ntv Am Grp

  3221 Sybilla St, Chesapeake, VA 23323
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  /13

  Est $470,404 Not Listed For Sale

  521 Scarborough Dr, Chesapeake, VA 23322

  • 3 Beds
  • 2.5 Baths
  • 1,721 Sq Ft
  • Built 1976

  521 Scarborough Dr, Chesapeake, VA 23322

  Last Sold Summary

  • 80% Above List Price
  • $152/SF
  • 73 Days On Market

  Last Sold Price $261,900
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  /38

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,727 Sq Ft

  1439 Thistlewood Ln, Chesapeake, VA 23320

  BACK ON MARKET due to the buyer not being able to close. Beautifully maintained and updated Condo in the highly sought after adult active 55+ community The Retreat at Greenbrier. Updated kitchen with Quartz Countertops, Updated Appliances and plenty of storage. HVAC System and hot water heater have been replaced within the last 5 years. Come enjoy all this Home and Neighborhood have to offer!

  

  Jamie Flowers

  Beach Realty United

  (757) 210-9357

  1439 Thistlewood Ln, Chesapeake, VA 23320
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  /42

  $1,590 - $2,844 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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  $525,000 Sold Feb 02, 2026

  1000 Lil Walnut Ln, Chesapeake, VA 23320

  • 4 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 2008

  Last Sold Summary

  • $181/SF
  • 143 Days On Market

  Current Estimated Value $527,776

  Last Listing Agent Tommy Holland The Real Estate Group

  1000 Lil Walnut Ln, Chesapeake, VA 23320
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  /30

  Est $280,759 Not Listed For Sale

  1232 Corkwood Cir, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,192 Sq Ft
  • Built 1990

  1232 Corkwood Cir, Chesapeake, VA 23320

  Last Sold Summary

  • 12% Above List Price
  • $210/SF
  • 10 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Lamont Hobbs Hobbs Realty LLC
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  /50

  $650,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,172 Sq Ft

  1116 Walnut Neck Ave, Chesapeake, VA 23320

  Beautiful brick, vinyl-sided home on a lovely, quiet street in Warrington Hall. Amazing open floor plan, well-loved, with new luxury vinyl plank and fresh-painted 2-story home. Kitchen features quartz counters, pendant lights, high-end I-Live gold accented gas range w/gorgeous gold-plated pot filler. Knock down plaster finish on all walls, hardwood-stained steps, and railings. 4 generously sized

  

  Bill Kolovani

  BHHS RW Towne Realty

  (757) 697-0787

  1116 Walnut Neck Ave, Chesapeake, VA 23320
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  /40

  $2,495 per month

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft
  • Condo for Rent

  405 Green Meadow Dr, Chesapeake, VA 23320

  Location, location, location. This townhouse-style home has an updated kitchen, stainless steel appliances, hardwood floors, and more. One-car attached garage. An ample amount of restaurants, shopping, parks, and entertainment. Minutes from Interstate 64, move-in ready 4/15/ 26. Schedule your showing today.

  Evelyn Horne-James The Bryant Group

  405 Green Meadow Dr, Chesapeake, VA 23320
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  $195,000 Sold Sep 03, 2025

  1729 Rock Bridge Mews Unit A, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1988

  Last Sold Summary

  • $199/SF
  • 77 Days On Market

  Last Listing Agent Daniel Jones A Better Way Realty Inc.

  1729 Rock Bridge Mews Unit A, Chesapeake, VA 23320
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  /5

  Est $262,949 Not Listed For Sale

  432 Guynn Ave, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1962

  432 Guynn Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 45% Above List Price
  • $194/SF
  • 41 Days On Market

  Last Sold Price $181,500

  Last Listing Agent Tom Lyons Coastal Downsizing
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  /41

  $695,000 Under Contract

  • 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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  /24

  $1,589 - $3,039 per month

  ReNew Chesapeake

  1 - 2 Beds

  301 Oak Lake Way, Chesapeake, VA 23320

  A premier apartment community in the Greenbrier West neighborhood, ReNew Chesapeake welcomes residents home with views of the community lake and mature trees. Our spacious 1 and 2-bedroom apartment homes offer chef-inspired kitchens, cozy fireplaces, vaulted ceilings, skylights, spa-like bathrooms, and oversized closets.Come home to a fully remodeled apartment featuring wood-like

  301 Oak Lake Way, Chesapeake, VA 23320
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  $359,900 Sold Oct 08, 2025

  4124 Pinta Dr, Chesapeake, VA 23321

  • 4 Beds
  • 1.5 Baths
  • 1,354 Sq Ft
  • Built 1961

  Last Sold Summary

  • $266/SF
  • 16 Days On Market

  Current Estimated Value $351,480

  Last Listing Agent Monique Claytor Coldwell Banker Premier

  4124 Pinta Dr, Chesapeake, VA 23321
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  /14

  Est $313,771 Not Listed For Sale

  312 Gale Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,286 Sq Ft
  • Built 2006

  312 Gale Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 13% Above List Price
  • $216/SF
  • 45 Days On Market

  Last Sold Price $278,000

  Last Listing Agent Avi Ron SSG Real Estate LLC.
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  /32

  $349,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  3340 Woodbaugh Dr, Chesapeake, VA 23321

  Welcome home to this beautifully renovated 3-bedroom, 2-bath ranch offering timeless style and effortless, move-in ready living. The inviting eat-in kitchen features granite countertops and brand-new stainless steel appliances, blending classic finishes with everyday functionality. Fresh interior paint, new LVP flooring, plush carpet, and tastefully updated bathrooms create a cohesive design that

  

  Cara Kurth

  World Class Realty

  (757) 992-9255

  3340 Woodbaugh Dr, Chesapeake, VA 23321
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  /24

  $2,150 per month

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft
  • Condo for Rent

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324

  Beautifully maintained, low maintenance, open concept, second floor condo! Building is secured with intercom and fob access. This two bedroom, two bathroom unit feels like a 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. Convenience of access to the building's elevator.

  Sharon Dyer Anchor of Hope Real Estate Pro

  1016 Thoroughgood Way Unit 201, Chesapeake, VA 23324
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  $770,000 Sold Oct 01, 2025

  1012 Vineyard Ct, Chesapeake, VA 23322

  • 5 Beds
  • 3 Baths
  • 3,280 Sq Ft
  • Built 1997

  Last Sold Summary

  • $235/SF
  • 1 Day On Market

  Current Estimated Value $778,608

  Last Listing Agent Teresa Fowler Own Real Estate LLC

  1012 Vineyard Ct, Chesapeake, VA 23322
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  /2

  Est $374,720 Not Listed For Sale

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • Built 1966

  4001 Cedar Grove Crescent, Chesapeake, VA 23321

  Last Sold Summary

  • 7% Below List Price
  • $195/SF

  Last Sold Price $351,000

  Last Listing Agent Jim Sadler CENTURY 21 Nachman Realty
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  /24

  $290,000 Pending

  • 1,620 Sq Ft

  4109 5th St, Chesapeake, VA 23324

  Exclusive Showing Thursday, 2/26/26 from 10am to 11am! Exceptional Investment Opportunity! One unit is vacant; one is occupied by a tenant. Tenant needs 48 hours notice to approve showings for the occupied unit. DO NOT DISTURB TENANT. LARGE side-yard and backyard lot. Onsite driveway for parking in the front, with backyard access. Wonderfully situated near major interstates, military bases, and a

  

  Linda Brandon

  BHHS RW Towne Realty

  (757) 353-4334

  4109 5th St, Chesapeake, VA 23324
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  /55

  $1,649 - $2,626 per month

  Aspire at Towne Place

  1 - 3 Beds

  745 Eden Way N, Chesapeake, VA 23320

  Welcome to the best of resort-style living. Aspire at Towne Place boasts an ideal Chesapeake, Virginia, location, spacious and modern one, two, and three-bedroom apartments, and high-end features and amenities to make every day easier. From gourmet kitchens and plank flooring to a zero-entry swimming pool and sports pub, the homes and community at Aspire at Towne Place have everything you need in

  745 Eden Way N, Chesapeake, VA 23320
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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 $499,843

  Last Listing Agent William Hickey 1st Class Real Estate Flagship

  1057 Austin Dr, Chesapeake, VA 23320
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  /40

  Est $786,522 Not Listed For Sale

  2972 Bruce Station, Chesapeake, VA 23321

  • 5 Beds
  • 3.5 Baths
  • 4,554 Sq Ft
  • Built 2004

  2972 Bruce Station, Chesapeake, VA 23321

  Last Sold Summary

  • 11% Above List Price
  • $156/SF
  • 82 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Tariq Hafiz NetRealtyNow.com, LLC
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  /42

  $225,000

  • 3 Beds
  • 1.5 Baths
  • 900 Sq Ft

  2717 Thomas St, Chesapeake, VA 23323

  Charming move in ready Bungalow on a oversized lot. Covered front porch. New carpet and freshly painted throughout. Newer vinyl replacement windows. Kitchen remodeled two years ago with new appliances just replaced - stainless refrigerator and gas stove. Primary bedroom with 1/2 bathroom. Heating/Air 2021 and Water Heater 2020.

  

  David Cacace

  BHHS RW Towne Realty

  (757) 801-2721

  2717 Thomas St, Chesapeake, VA 23323
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  /50

  $3,000 per month

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

  412 Saddle Ct, Chesapeake, VA 23323

  Welcome to this beautiful home on a quiet cul-de-sac in the desirable Deep Creek area of South Chesapeake. Located just minutes from schools, shopping, dining, and convenient access to I-64, it offers comfort, space, and convenience. Enjoy an inviting open living room with a cozy fireplace—great for relaxing or gathering with family and friends. The thoughtful layout creates a warm, welcoming

  Donna Dasher RE/MAX Prime

  412 Saddle Ct, Chesapeake, VA 23323
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  $522,850 Sold Feb 27, 2026

  913 Jennings Ln, Chesapeake, VA 23322

  • 3 Beds
  • 3.5 Baths
  • 2,300 Sq Ft
  • Built 2026

  Last Sold Summary

  • $227/SF
  • 10 Days On Market

  Last Listing Agent Monique Darling BHHS RW Towne Realty

  913 Jennings Ln, Chesapeake, VA 23322
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  /2

  Est $373,467 Not Listed For Sale

  611 Muscadine Dr, Chesapeake, VA 23323

  • 3 Beds
  • 3 Baths
  • 1,500 Sq Ft
  • Built 2014

  611 Muscadine Dr, Chesapeake, VA 23323

  Last Sold Summary

  Last Listing Agent Cheralyn Whetstone Explore Coastal Virginia Homes Inc.
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  /45

  $399,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft

  2016 Jefferson St, Chesapeake, VA 23324

  Eight years young and thoughtfully designed, this beautifully maintained four-bedroom home offers flexible living with two primary suites, one on the first floor and the one on the second. The oversized kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. Freshly installed carpet enhances the interior, and updated light fixtures add a

  

  Anna Staylor

  BHHS RW Towne Realty

  (757) 520-7922

  2016 Jefferson St, Chesapeake, VA 23324
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  /55

  $1,822 - $2,647 per month

  Allure at Edinburgh

  1 - 3 Beds

  249 Allure Ln, Chesapeake, VA 23322

  Indulge in the best apartment living experience for yourself, explore community amenities and a neighborhood that offers everything you desire, and gather with whomever you choose, wherever you like. Your choices are endless at Allure at Edinburgh apartment homes. Conveniently located in the new Edinburgh area of Chesapeake, VA, Allure at Edinburgh apartments offers you everything you could ever

  249 Allure Ln, Chesapeake, VA 23322
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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 $340,558

  Last Listing Agent Jordan L. Williams KW Coastal Virginia Chesapeake

  929 Costa Ave, Chesapeake, VA 23320
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  /28

  Est $607,830 Not Listed For Sale

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  • 5 Beds
  • 3.5 Baths
  • 2,650 Sq Ft
  • Built 2017

  3313 Patrick Henry Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 54% Above List Price
  • $149/SF
  • 3 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Sidney James HHHunt Realty Inc

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