Chesapeake, VA Homes

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  /50

  $869,900

  • 4 Beds
  • 2.5 Baths
  • 3,413 Sq Ft

  1245 Taft Rd, Chesapeake, VA 23322

  Located in the sought-after Hickory area of Chesapeake, this 3,400+ sq ft brick ranch sits on 5 private acres and offers exceptional potential. Featuring 4 bedrooms, 2.5 baths, an open layout, spacious primary suite, large living areas, wood deck, and both a 2-car attached garage plus an additional 1-car detached garage, the property provides space, flexibility, and long-term value. Zoned A1 and

  

  Andy Nelson

  Iron Valley Real Estate HR

  (757) 697-5423

  1245 Taft Rd, Chesapeake, VA 23322
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  /27

  $2,400 per month

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft
  • Condo for Rent

  2870 Baldwin Dr, Chesapeake, VA 23321

  Adorable end unit condo in the heart of Western Branch. Welcome home. All 3 bedrooms here have an attached bathroom and walk in closets. Coxy family room with open kitchen and room for barstools and small table. Small fenced in patio and storage shed. 1 reserved space. Community Pool. Available now. Cats and 1 small dog considered with deposit. Apply online at howardhananrentals.com

  Kimberly Germond Howard Hanna Real Estate Svcs.

  2870 Baldwin Dr, 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 $274,453

  Last Listing Agent Tamara Lawrence Vision Real Estate Group LLC

  3912 Starboard Rd, Chesapeake, VA 23321
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  /2

  Not Listed For Sale

  526 Harbour Dr N, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 1,444 Sq Ft
  • Built 1970

  526 Harbour Dr N, Chesapeake, VA 23320

  Last Sold Summary

  Last Listing Agent Raquel Harrell Latitude Realty Co.
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  /30

  $458,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  524 Summit Ridge Dr, Chesapeake, VA 23322

  Welcome to this beautifully updated all-brick ranch in the desirable Bridgefield community of Chesapeake, VA, offering true move-in ready convenience and stylish upgrades throughout. Situated on a spacious corner lot, this home combines classic charm with modern improvements—ideal for today’s buyers seeking one-level living. Major updates include brand-new windows, HVAC system, and electrical

  

  Diana Brink

  A Better Way Realty Inc.

  (757) 529-3424

  524 Summit Ridge Dr, Chesapeake, VA 23322
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  /45

  $1,250 - $1,575 per month

  Great Bridge Apartments

  1 - 2 Beds

  100-110 Williamsburg Dr, Chesapeake, VA 23322

  We have exactly what you are looking for at Great Bridge Apartments. With a central location, your new home is conveniently located near AWARD-WINNING SCHOOLS, shopping and entertainment. The Department of Energy conducted a multi-million dollar weatherization rehab on this property to include new roofs, HVAC systems and generous additions to insulation to ensure the lowest utility bills possible

  100-110 Williamsburg Dr, Chesapeake, VA 23322
• 

  $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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  /2

  Est $611,279 Not Listed For Sale

  1955 Bexley Ln, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft
  • Built 2019

  1955 Bexley Ln, Chesapeake, VA 23322

  Last Sold Summary

  • 6% Below List Price
  • $234/SF

  Last Sold Price $575,000

  Last Listing Agent Olyvia Salyer RW Towne Realty
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  /22

  $175,000 Pending

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  2410 Payne Rd, Chesapeake, VA 23323

  Cute 2 Br, 1 bath with large fence yard and private wooded view! Priced below market due to needed repairs. Great opportunity for fix and rent. Features nice sized kitchen and great layout. Selling AS IS , Seller to make no repairs.

  

  Susan Caruana

  The Real Estate Group

  (757) 356-4061

  2410 Payne Rd, Chesapeake, VA 23323
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  /49

  $2,195 per month

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft
  • House for Rent

  1100 Wilbur Ave, Chesapeake, VA 23324

  This is one darling house and absolutely worth a look! Clean as a whistle and nicely cared for! Freshly painted interior, large living room, separate dining room PLUS a side sun porch (w/doggie door to back yard!). Upgraded vinyl fencing surrounding large back yard, pergola covering big hot tub, even a separate gas connecttion for your gas grill! Upgraded appliances in kitchen (gas range,

  Lisa Saunders RE/MAX Allegiance

  1100 Wilbur Ave, Chesapeake, VA 23324
• 

  $547,000 Sold Mar 18, 2026

  1009 Eagle Pointe Way, Chesapeake, VA 23322

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft
  • Built 2017

  Last Sold Summary

  • $223/SF
  • 42 Days On Market

  Current Estimated Value $511,708

  Last Listing Agent Beth Wiegan The Real Estate Group

  1009 Eagle Pointe Way, Chesapeake, VA 23322
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  /30

  Est $541,426 Not Listed For Sale

  3305 Patrick Henry Dr, Chesapeake, VA 23323

  • 3 Beds
  • 3.5 Baths
  • 2,178 Sq Ft
  • Built 2018

  3305 Patrick Henry Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 45% Above List Price
  • $172/SF
  • 48 Days On Market

  Last Sold Price $373,700

  Last Listing Agent Sidney James HHHunt Realty Inc
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  /38

  $400,000

  • 4 Beds
  • 3 Baths
  • 1,720 Sq Ft

  4225 Coffman Blvd, Chesapeake, VA 23321

  This beautifully updated 4-bedroom, 3-bathroom home offers an ideal blend of space, comfort, and modern updates. The spacious kitchen features granite countertops, ample cabinetry, and generous prep space, making it functional for everyday living and entertaining. Fresh interior paint throughout the home creates a clean, inviting feel, while the remodeled bathrooms add a polished, updated

  

  Michele Salyer

  A Better Way Realty Inc.

  (757) 250-2105

  4225 Coffman Blvd, Chesapeake, VA 23321
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  /29

  $1,348 - $1,553 per month

  Maplewood

  2 - 3 Beds

  3824 Maplefield Dr, Chesapeake, VA 23321

  Located in the heart of Chesapeake, VA, Maplewood offers the best of both worlds-beautiful housing at an affordable price. Located only minutes from I-264 and I-664, our community is also convenient to the Chesapeake Square Mall and many other recreational facilities.Enjoy Maplewood's newly renovated homes that include the special touches of luxury living Including: Full size washer and dryer,

  3824 Maplefield Dr, Chesapeake, VA 23321
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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 $672,679

  Last Listing Agent Diane Keeley BHHS RW Towne Realty

  620 Wood Nymph Ln, Chesapeake, VA 23323
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  /2

  Est $530,383 Not Listed For Sale

  3220 Farange Dr, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 2,334 Sq Ft
  • Built 2009

  3220 Farange Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 34% Below List Price
  • $169/SF

  Last Sold Price $395,000

  Last Listing Agent Rebecca Monday RE/MAX
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  /28

  $725,000 Pending

  • 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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  /42

  $2,300 per month

  • 2 Beds
  • 2.5 Baths
  • 1,760 Sq Ft
  • Townhouse for Rent

  2820 Cardiff Ln, Chesapeake, VA 23321

  Charming Townhome in the Heart of Chesapeake! Beautifully maintained 2-bedroom, 2.5-bath townhome offering a spacious and inviting open floor plan perfect for modern living. The kitchen features ample storage and generous counter space, ideal for cooking and entertaining. The home features separate living and dining areas, 2 spacious bedrooms and a bonus loft area that’s perfect for a home

  Amy Doll RE/MAX Alliance

  2820 Cardiff Ln, Chesapeake, VA 23321
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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 $280,110

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

  627 Pine Bend, Chesapeake, VA 23320
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  /10

  Est $283,254 Not Listed For Sale

  1412 Oliver Ave, Chesapeake, VA 23324

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft
  • Built 1985

  1412 Oliver Ave, Chesapeake, VA 23324

  Last Sold Summary

  • 615% Above List Price
  • $34/SF
  • 28 Days On Market

  Last Sold Price $39,600

  Last Listing Agent Brian Liggan Virginia Capital Realty
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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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  /42

  $1,450 - $2,714 per month

  The Amber at Greenbrier

  1 - 3 Beds

  1150 Volvo Pkwy, Chesapeake, VA 23320

  Inspired living awaits in the vibrant community of The Amber at Greenbrier. Our one, two, and three bedroom, pet-friendly apartments invite you into a lifestyle of comfort with modern finishes and convenient features. Meanwhile, impressive amenities and exceptional management services set you up for a worry-free experience. Tour our Chesapeake, Virginia, community today and discover more about

  1150 Volvo Pkwy, Chesapeake, VA 23320
• 

  $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 $516,084

  Last Listing Agent Beth Wiegan The Real Estate Group

  1141 Eagle Pointe Way, Chesapeake, VA 23322
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  /2

  Est $546,513 Not Listed For Sale

  1329 Sommerton Way, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 2,808 Sq Ft
  • Built 2008

  1329 Sommerton Way, Chesapeake, VA 23320

  Last Sold Summary

  • 5% Below List Price
  • $185/SF

  Last Sold Price $519,900

  Last Listing Agent Jane Potter Williamsburg Realty
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  /43

  $464,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,607 Sq Ft

  3809 Harding Dr, Chesapeake, VA 23321

  Beautiful home in highly desirable Point Elizabeth! This charming 4 bedroom, 2.5 bath residence offers classic style, generous living spaces, and a serene setting on a large corner lot with tidal water views. Interior highlights include: an eat in kitchen with all appliances conveying, Formal living and dining rooms ideal for gatherings, a spacious family room featuring a cozy fireplace and built

  

  Evelyn Thomas

  CENTURY 21 Nachman Realty

  (757) 993-4279

  3809 Harding Dr, Chesapeake, VA 23321
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  /28

  $2,195 per month

  • 3 Beds
  • 2.5 Baths
  • 1,706 Sq Ft
  • House for Rent

  1526 Hazel Ave, Chesapeake, VA 23325

  Open floor plan. New LPV Flooring in kitchen, living room and half bath on first floor. New kitchen stove. Large primary bedroom with bath. Large laundry room on second floor. Extra large closet in Primary 2.5 baths, garage. Fireplace is non working.

  Pat Davis BHHS RW Towne Property Mgmt

  1526 Hazel Ave, Chesapeake, VA 23325
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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 $200,510

  Last Listing Agent Jennifer Morgan Thrive Realty

  612 Providence Rd, Chesapeake, VA 23325
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  /20

  Est $249,912 Not Listed For Sale

  800 Primrose Ln, Chesapeake, VA 23320

  • 2 Beds
  • 2.5 Baths
  • 1,180 Sq Ft
  • Built 1995

  800 Primrose Ln, Chesapeake, VA 23320

  Last Sold Summary

  • 10% Above List Price
  • $193/SF
  • 41 Days On Market

  Last Sold Price $228,000

  Last Listing Agent John Lin CapStar Properties
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  /36

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  728 Luther St, Chesapeake, VA 23322

  This beautiful home is nestled into a cozy neighborhood in the heart of Great Bridge. Boasting open floor plan with family/ great room and gas fireplace is great for rest and relaxation. Beautiful hardwood floors throughout, and lovely gourmet kitchen with stainless-steel appliances, and lots of cabinet space. Breakfast nook overlooks the deck and backyard. Great size laundry room as well. This

  

  Carmen Anthony

  BHHS RW Towne Realty

  (757) 505-8584

  728 Luther St, Chesapeake, VA 23322
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  /41

  $1,728 - $5,138 per month

  MAA Adalay Bay

  1 - 3 Beds

  101 Sabal Palm Ln, Chesapeake, VA 23320

  TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Find your next home at a luxury hideaway in Chesapeake, VA. MAA Adalay Bay is nestled away in a quiet neighborhood, yet within reach of all the conveniences you want. Each one-, two-, and three-bedroom apartment home features its own washer/dryer, while select units feature sunrooms, garden tubs, stainless

  101 Sabal Palm Ln, 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 $554,089

  Last Listing Agent Heather Bass BHHS RW Towne Realty

  2816 Ashwood Dr, Chesapeake, VA 23321
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  /2

  Est $435,988 Not Listed For Sale

  5112 York St, Chesapeake, VA 23321

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • Built 2007

  5112 York St, Chesapeake, VA 23321

  Last Sold Summary

  • 16% Below List Price
  • $163/SF

  Last Sold Price $375,000

  Last Listing Agent Shavonne Miles Liz Moore & Associates-1
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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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  /39

  $4,000 per month

  • 4 Beds
  • 3 Baths
  • 2,980 Sq Ft
  • House for Rent

  213 Wisdom Path, Chesapeake, VA 23322

  Spacious 4-bedroom, 3 full bath home with nearly 3,000 square feet of living space and a bright, open floor plan. The large kitchen offers stainless steel appliances, ample cabinet storage, and generous counter space, making meal prep and everyday living easy.Enjoy a fully fenced backyard that provides privacy and plenty of room to relax or entertain, along with a stone fire pit. Storage shed

  Kacie Wilson AMW Real Estate Inc

  213 Wisdom Path, Chesapeake, VA 23322
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  $555,000 Sold Jul 28, 2025

  105 Trilby Ct, Chesapeake, VA 23325

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1959

  Last Sold Summary

  • $326/SF
  • 19 Days On Market

  Current Estimated Value $554,392

  Last Listing Agent Rebecca Smith Waterway Realty

  105 Trilby Ct, Chesapeake, VA 23325
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  /29

  Est $460,488 Not Listed For Sale

  318 Melonie Ct, Chesapeake, VA 23322

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft
  • Built 1989

  318 Melonie Ct, Chesapeake, VA 23322

  Last Sold Summary

  • 24% Above List Price
  • $247/SF
  • 4 Days On Market

  Last Sold Price $371,000

  Last Listing Agent Linda Yoder Yoder Properties, Inc.
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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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  /45

  $1,399 - $1,899 per month

  Taylor Pointe Apartments

  1 - 3 Beds

  3245 Meadows Way, Chesapeake, VA 23321

  Taylor Pointe Apartments offers the perfect combination of comfort and convenience. We offer well-appointed one, two, and three bedroom apartment homes complete with fully-equipped kitchens (with dishwasher and disposal), wall-to-wall carpeting, ample closet space and huge living areas. To top it off, each living area opens to your own private patio or balcony through gorgeous french doors!

  3245 Meadows Way, Chesapeake, VA 23321
• 

  $595,000 Sold Jan 16, 2026

  824 Angel Wing Dr, Chesapeake, VA 23323

  • 4 Beds
  • 2.5 Baths
  • 2,663 Sq Ft
  • Built 2020

  Last Sold Summary

  • $223/SF
  • 67 Days On Market

  Current Estimated Value $608,001

  Last Listing Agent Brittany Hendrickson KW Coastal Virginia Chesapeake

  824 Angel Wing Dr, Chesapeake, VA 23323
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  /16

  Est $414,666 Not Listed For Sale

  804 Oklahoma Dr, Chesapeake, VA 23323

  • 4 Beds
  • 2.5 Baths
  • 2,186 Sq Ft
  • Built 1964

  804 Oklahoma Dr, Chesapeake, VA 23323

  Last Sold Summary

  • 408% Above List Price
  • $37/SF
  • 77 Days On Market

  Last Sold Price $81,596

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

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