Chesapeake, VA Homes

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  /50

  $470,000

  New Construction $5K PRICE INCREASE Pending

  • 4 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  1724A English Ave, Chesapeake, VA 23320

  Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances.

  

  David Phillips

  The Real Estate Group

  1724A English Ave, Chesapeake, VA 23320
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  /32

  $3,595 Per Month

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  334 Preservation Reach, Chesapeake, VA 23320

  Available September 1st! Don't miss the opportunity to live in this award winning neighborhood! Clubhouse, pool, nature trails, are just some of the features! This home offers an oversized front porch, open floor plan, lots of closet space, Butler pantry, oversized 2 car garage and so much more! Applications will only be accepted via this link:

  Traci Lewis VanCamp RE/MAX Alliance

  334 Preservation Reach, Chesapeake, VA 23320
• 

  $235,000

  Sold Mar 06, 2026

  1302 Park Ave, Chesapeake, VA 23324

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Built 1940

  Last Sold Summary

  • $269/SF
  • 49 Days On Market

  Current Estimated Value $204,936

  Last Listing Agent Reagan Feuerhahn Prodigy Realty

  1302 Park Ave, Chesapeake, VA 23324
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  /14

  $599,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  213 Maggie Bell Ln, Chesapeake, VA 23320

  ONE SPECIAL PRICE! First Time Buyer 5.75 rate, low down, NO PMI! Site: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage (A) welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. Designed for easy living

  

  Monique Darling

  BHHS RW Towne Realty

  213 Maggie Bell Ln, Chesapeake, VA 23320
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  /10

  $1,600

  Total Monthly Price

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

  1038 Wickford Ct, Chesapeake, VA 23320

  1038 Wickford Ct, Chesapeake, VA 23320
• 

  $865,000

  Sold Jun 18, 2026

  224 Saint Brides Rd E, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,433 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Below List Price
  • $356/SF
  • 7 Days On Market

  Current Estimated Value $866,657

  Last Listing Agent Kesha Wilkey-Prim BHHS RW Towne Realty

  224 Saint Brides Rd E, Chesapeake, VA 23322
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  /2

  Est $629,721

  Not Listed For Sale

  1032 Waters Rd, Chesapeake, VA 23322

  • 5 Beds
  • 3 Baths
  • 2,080 Sq Ft
  • Built 1973

  1032 Waters Rd, Chesapeake, VA 23322
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  /2

  $1,195,795

  New Construction Pending

  • 5 Beds
  • 4 Baths
  • 3,982 Sq Ft

  4030 Tucker Ln, Chesapeake, VA 23322

  

  Janice Myers-Hollowell

  World Class Realty

  4030 Tucker Ln, Chesapeake, VA 23322
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  /32

  $1,700 Per Month

  • 3 Beds
  • 2 Baths
  • 950 Sq Ft
  • House for Rent

  4501 Old Battlefield Blvd S Unit 3, Chesapeake, VA 23320

  Freshly renovated unit with new carpets and fresh paint. Larg bedrooms and wide-open living spaces. This property has all the space anyone would need. 3 Bedrooms 2 full bathrooms, water, sewer, trash collection and ground maintenance included.Pets are considered case by case. NO CATS.

  Tyler Keffer Keffer Realty

  4501 Old Battlefield Blvd S Unit 3, Chesapeake, VA 23320
• 

  $1,020,770

  Sold Sep 18, 2025

  1506 Cedarville Rd, Chesapeake, VA 23322

  • 4 Beds
  • 3.5 Baths
  • 3,432 Sq Ft
  • Built 2025

  Last Sold Summary

  • $297/SF
  • 250 Days On Market

  Last Listing Agent Deana Renn AtCoastal Realty

  1506 Cedarville Rd, Chesapeake, VA 23322
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  Est $330,000

  Not Listed For Sale

  2361 Number Ten Ln, Chesapeake, VA 23323

  • Built 1960

  2361 Number Ten Ln, Chesapeake, VA 23323

  Last Sold Summary

  • 100 Days On Market

  Last Listing Agent Melissa Boyce EXP Realty LLC
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  /31

  $621,820

  New Construction Pending

  • 3 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  901 Calhoun Way, Chesapeake, VA 23322

  Augusta Cottage Home- Under Contract

  

  Monique Darling

  BHHS RW Towne Realty

  901 Calhoun Way, Chesapeake, VA 23322
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  /14

  $2,900

  Total Monthly Price

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

  1517 Rollesby Way Unit 24, Chesapeake, VA 23320

  ?? For Rent – 1517 Rollesby Way unit 24 Chesapeake, VAAvailable July!Updated and affordable 3-bedroom, 2.5-bath condo located in a convenient Chesapeake neighborhood. This home offers comfortable living space and is perfect for anyone looking for a move-in-ready rental.?? Rent: $2900.00/month??? Bedrooms: 3?? Bathrooms: 2.5? Features Include:•

  1517 Rollesby Way Unit 24, Chesapeake, VA 23320
• 

  $822,900

  Sold Aug 14, 2025

  1624 Sanderson Rd, Chesapeake, VA 23322

  • 4 Beds
  • 3.5 Baths
  • 2,767 Sq Ft
  • Built 2024

  Last Sold Summary

  • $297/SF
  • 300 Days On Market

  Current Estimated Value $849,065

  Last Listing Agent Deana Renn AtCoastal Realty

  1624 Sanderson Rd, Chesapeake, VA 23322
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  Est $536,880

  Not Listed For Sale

  257 Downing Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft
  • Built 1990

  257 Downing Dr, Chesapeake, VA 23322

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Steve Marable Iron Valley Real Estate HR
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  /26

  $525,900

  New Construction Pending

  • 3 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  912 Jennings Ln, Chesapeake, VA 23322

  Fall delivery! Time to select your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat.

  

  Monique Darling

  BHHS RW Towne Realty

  912 Jennings Ln, Chesapeake, VA 23322
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  /12

  $1,950 Per Month

  • 3 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • House for Rent

  1404 Algona Rd, Chesapeake, VA 23324

  Welcome to your new home! This beautifully updated and charming 3bdrm, 1ba rental sits in a well-established Chesapeake neighborhood. The entire interior features brand new paint that creates a bright and welcoming atmosphere. You will love the completely remodeled kitchen, which serves as a stunning centerpiece for the home. A major highlight of this property is the detached garage. This rare

  Angelle Aslett RE/MAX Alliance

  1404 Algona Rd, Chesapeake, VA 23324
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  $645,000

  Sold Apr 24, 2026

  341 George Washington Hwy S, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 2,674 Sq Ft
  • Built 1974

  Last Sold Summary

  • $241/SF
  • 33 Days On Market

  Current Estimated Value $599,193

  Last Listing Agent Jennifer Wotring Iron Valley Real Est Norfolk

  341 George Washington Hwy S, Chesapeake, VA 23323
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  /28

  Est $308,818

  Not Listed For Sale

  4 Harbor Watch Dr, Chesapeake, VA 23320

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft
  • Built 2003

  4 Harbor Watch Dr, Chesapeake, VA 23320

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Steve Ewell Coldwell Banker Traditions
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  /34

  $633,740

  New Construction $42K PRICE INCREASE Pending

  • 3 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  203 Hodges Rd, Chesapeake, VA 23322

  Dreamy Augusta Cottage built by coveted local builder, with unmatched architectural details. Custom arches to soaring 10’ ceilings and stunning hardwood floors. The open-concept first floor effortlessly blends the Dining and Great Room, with French doors leading to your own private courtyard and patio, your personal oasis for outdoor living. Chef’s kitchen is a showstopper w/oversized island,

  

  Monique Darling

  BHHS RW Towne Realty

  203 Hodges Rd, Chesapeake, VA 23322
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  /12

  $1,395

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  1319 Myrtle Ave Unit B, Chesapeake, VA 23325

  Welcome home to this charming second-story duplex located in the established Norfolk Highlands area of Chesapeake! This 2-bedroom, 1-bath offers a bright and comfortable living space with an open layout that's perfect for relaxing or entertaining.The home features a spacious living room filled with natural light, a functional kitchen with ample cabinet storage, and two generously sized

  1319 Myrtle Ave Unit B, Chesapeake, VA 23325
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  $270,000

  Sold Jul 21, 2026

  405 Cobblewood Arch, Chesapeake, VA 23320

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1987

  Last Sold Summary

  • $210/SF
  • 0 Days On Market

  Current Estimated Value $277,479

  Last Listing Agent Rob Owens RE/MAX Allegiance

  405 Cobblewood Arch, Chesapeake, VA 23320
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  /41

  $699,000

  New Construction 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

  KW Allegiance Shoreline

  3 AC Seven Eleven Rd, Chesapeake, VA 23322
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  /23

  $2,400 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft
  • Townhouse for Rent

  511 Marc Smiley Rd, Chesapeake, VA 23324

  Three story 2 bed 2.5 bath townhouse. Move in ready with furnished option available to those interested. This compact three level home is located in the back area of the surrounding HOA, nearby the HOA pool and main office. Ground maintenance, sewer, trash collection and water are all included in rent price.No Cats, pets are considered case by case.

  Tyler Keffer Keffer Realty

  511 Marc Smiley Rd, Chesapeake, VA 23324
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  $525,000

  Sold Jan 23, 2026

  658 Blackthorne Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 16 Days On Market

  Current Estimated Value $527,654

  Last Listing Agent Cathryn Duncan The Real Estate Group

  658 Blackthorne Dr, Chesapeake, VA 23322
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  Est $298,446

  Not Listed For Sale

  705 Mill Landing Rd, Chesapeake, VA 23322

  • 2 Beds
  • 2.5 Baths
  • 1,240 Sq Ft
  • Built 1986

  705 Mill Landing Rd, Chesapeake, VA 23322

  Last Sold Summary

  • 67 Days On Market

  Last Listing Agent Karen Harper The Real Estate Group
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  /31

  $619,760

  New Construction Pending

  • 3 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  201 Hodges Rd, Chesapeake, VA 23322

  Late Summer delivery of this exquisite Augusta Cottage by a coveted local builder showcases refined architectural detail w/custom arches, soaring 10’ ceilings, & upgraded HW floors throughout the main lvl, loft, & upper hall—all included. The open-concept main level seamlessly blends dining & great room w/French doors opening to a private courtyard & patio, ideal for indoor-outdoor living. Chef’s

  

  Monique Darling

  BHHS RW Towne Realty

  201 Hodges Rd, Chesapeake, VA 23322
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  /24

  $3,300

  Total Monthly Price

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft
  • Sawyers Mill

  406 Nicked Pin Place, Chesapeake, VA 23323

  Welcome to Sawyers Mill in Chesapeake, VA — a spacious 4-bedroom, 2.5-bath home located on a cul-de-sac. The interior offers casual living with a breakfast area and a gas fireplace, while sliding out to a patio for outdoor meals and relaxation. The attached 2-car garage provides convenient parking and storage. Residents of the community can enjoy on-site playgrounds and a pool. This home blends

  406 Nicked Pin Place, Chesapeake, VA 23323
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  $679,000

  Sold Dec 16, 2025

  2822 Lilley Cove Dr, Chesapeake, VA 23321

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 1999

  Last Sold Summary

  • $251/SF
  • 9 Days On Market

  Current Estimated Value $699,700

  Last Listing Agent Gayle Upchurch BHHS RW Towne Realty

  2822 Lilley Cove Dr, Chesapeake, VA 23321
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  /32

  $699,700

  New Construction Pending

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

  1904 Mccoy Rd, Chesapeake, VA 23323

  Financing opportunities in low 5s and no PMI! Under Construction - Fall Delivery - 4 BR with generous suites. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliances, and a custom

  

  Monique Darling

  BHHS RW Towne Realty

  1904 Mccoy Rd, Chesapeake, VA 23323
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  /36

  $2,700 Per Month

  • 4 Beds
  • 2 Baths
  • 2,208 Sq Ft
  • House for Rent

  132 Causeway Dr, Chesapeake, VA 23322

  Beautiful traditional all brick ranch style home with an amazing addition on the back of home to add a huge open kitchen/family room overlooking the Elizabeth River waterway that includes a wrap around deck for all your entertaining and relaxation needs. Meticulously maintained and cared for by the owners and their professional property management company. Conveniently located in the heart of

  Roger McCann Atlantic Connection Real Est.

  132 Causeway Dr, Chesapeake, VA 23322
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  $308,000

  Sold Aug 13, 2025

  751 S Lake Cir, Chesapeake, VA 23322

  • 2 Beds
  • 2.5 Baths
  • 1,488 Sq Ft
  • Built 1987

  Last Sold Summary

  • $207/SF
  • 47 Days On Market

  Current Estimated Value $317,783

  Last Listing Agent Loretta Killen Howard Hanna Real Estate Svcs.

  751 S Lake Cir, Chesapeake, VA 23322
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  /14

  Est $256,477

  Not Listed For Sale

  1421 Shortleaf Ln, Chesapeake, VA 23320

  • 2 Beds
  • 2.5 Baths
  • 1,262 Sq Ft
  • Built 1999

  1421 Shortleaf Ln, Chesapeake, VA 23320

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group
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  /2

  $639,777

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,402 Sq Ft

  2500 Deal's Creek Ct, Chesapeake, VA 23323

  Stunning new construction ranch home by an experienced, award-winning builder! The popular Sandpiper model offers an open-concept main level designed for comfortable living and entertaining. The great room flows into the gourmet kitchen, featuring custom cabinetry, a large granite island, & stainless steel appliances. The primary suite is a private retreat with a generous walk-in closet &

  

  Pamela Hunt

  Seaside Realty

  2500 Deal's Creek Ct, Chesapeake, VA 23323
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  /11

  $1,800

  Total Monthly Price

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Townhouse for Rent

  4101 Holly Cove Dr, Chesapeake, VA 23321

  ?? For Rent – 4101 Holly Cove Drive Chesapeake, VA 3-bedroom, 1.5-bath Townhouse located in a convenient Chesapeake. This home offers comfortable living space and is perfect for anyone looking for a move-in-ready rental.?? Rent: $1800.00/month??? Bedrooms: 3?? Bathrooms: 1.5? Features Include:• Spacious living area• Nice kitchen with ample cabinet

  4101 Holly Cove Dr, Chesapeake, VA 23321
• 

  $500,000

  Sold May 21, 2026

  1501 Rosehill Dr Unit 46, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 2,062 Sq Ft
  • Built 2014

  Last Sold Summary

  • $242/SF
  • 48 Days On Market

  Current Estimated Value $494,772

  Last Listing Agent Charles Hiesel 1st Class Real Estate Flagship

  1501 Rosehill Dr Unit 46, Chesapeake, VA 23320
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  Est $432,962

  Not Listed For Sale

  1444 Debbs Ln, Chesapeake, VA 23320

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft
  • Built 1986

  1444 Debbs Ln, Chesapeake, VA 23320

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Patience MacCartney Iron Valley Real Est Norfolk

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