Chesapeake, VA Homes

• 

  

  

  /27

  $379,900

  Open Sat 1:30PM - 4PM $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  4100 3rd St, Chesapeake, VA 23324

  Welcome to a home where everything has already been done for you. Completely reimagined from top to bottom, this stunning renovation greets you with a brand-new front porch, fresh curb appeal, and a new concrete driveway. Inside, an open-concept layout seamlessly connects the living room, dining area, and a designer kitchen featuring new cabinetry, granite countertops, stainless steel appliances,

  

  Alex Currie

  Long & Foster Real Estate Inc.

  4100 3rd St, Chesapeake, VA 23324
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• 

  

  

  /88

  Starting at $1,830 Plus Fees

  • 1 - 3 Beds

  2540 Holly Point Blvd, Chesapeake, VA 23325

  Visit Us Today!Holly Point Apartments in Chesapeake, Virginia was planned for inspired living. Every effort has been made to provide you with the best: the best environment, the best amenities the best in all things that make life more pleasurable.Seize your chance to live in one of the premier apartment communities in Chesapeake, VA. Picture coming home every day to the warm embrace of

  Holly Point

  

  2540 Holly Point Blvd, Chesapeake, VA 23325
• 

  $421,900

  Sold Aug 28, 2025

  4938 Breck Ln, Chesapeake, VA 23321

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft
  • Built 2025

  Last Sold Summary

  • $206/SF
  • 60 Days On Market

  Last Listing Agent Angela McCaskill Corinth Realty LLC

  4938 Breck Ln, Chesapeake, VA 23321
• 

  

  

  /18

  Est $287,170

  Not Listed For Sale

  1218 Mill Stream Way, Chesapeake, VA 23320

  • 3 Beds
  • 1.5 Baths
  • 1,240 Sq Ft
  • Built 1984

  1218 Mill Stream Way, Chesapeake, VA 23320

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Michael Loomis ERA Woody Hogg & Assoc
• 

  

  

  /36

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,313 Sq Ft

  1414 Loose Strife Place, Chesapeake, VA 23320

  Beautifully remodeled 3BR/2BA home is ready for its new owner! Bright, open, spacious, this two-story home offers the kind of layout that feels impressive the moment you walk in. Two-story foyer, high ceilings, skylights, large windows, and open living/dining area create a light and airy feel throughout. Home was refreshed in 2026 with new water heater, new flooring on both levels, finished walls

  

  Val Milan

  Swell Real Estate Co

  1414 Loose Strife Place, Chesapeake, VA 23320
• 

  

  /31

  Starting at $2,148 Plus Fees

  • 1 - 3 Beds

  111 Gateway Ct, Chesapeake, VA 23320

  Dream big with a stylishly modern apartment home at the The Morgan. Here, you'll 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, you'll feel inspired to keep life colorful. Lean into luxury and choose from a variety of pet-friendly 1, 2 & 3 bedroom

  The Morgan

  

  111 Gateway Ct, Chesapeake, VA 23320
• 

  $390,000

  Sold Nov 13, 2025

  412 Prince Phillip Ct, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 1998

  Last Sold Summary

  • $200/SF
  • 35 Days On Market

  Current Estimated Value $398,397

  Last Listing Agent Steffanie Battles 1st Class Real Estate Flagship

  412 Prince Phillip Ct, Chesapeake, VA 23320
• 

  /2

  Est $593,704

  Not Listed For Sale

  1556 Pine Grove Ln, Chesapeake, VA 23321

  • 5 Beds
  • 3 Baths
  • 3,050 Sq Ft
  • Built 1990

  1556 Pine Grove Ln, Chesapeake, VA 23321
• 

  

  /28

  $599,999

  • 4 Beds
  • 2 Baths
  • 2,493 Sq Ft

  913 Long Ridge Rd, Chesapeake, VA 23322

  Welcome to this beautifully remodeled all-brick ranch tucked into the peaceful Hickory area of Chesapeake, where country charm meets modern comfort on approximately 3 sprawling acres. This 4-bedroom, 2-bath gem has been thoughtfully updated from top to bottom, featuring luxury vinyl plank flooring, tiled showers, granite countertops, and stainless steel appliances throughout a bright, open layout

  

  Victoria Segar

  Iron Valley Real Est Norfolk

  913 Long Ridge Rd, Chesapeake, VA 23322
• 

  

  /29

  Starting at $1,139 Plus Fees

  • 1 - 2 Beds

  1921 Robert Hall Blvd, Chesapeake, VA 23324

  Welcome Home to Starling Village!

  Starling Village

  

  1921 Robert Hall Blvd, Chesapeake, VA 23324
• 

  $417,000

  Sold Apr 24, 2026

  211 Diamond Ave, Chesapeake, VA 23323

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft
  • Built 2023

  Last Sold Summary

  • $225/SF
  • 14 Days On Market

  Current Estimated Value $415,612

  Last Listing Agent Taylor Dirk Iron Valley Real Estate Prestige

  211 Diamond Ave, Chesapeake, VA 23323
• 

  

  /40

  Est $405,446

  Not Listed For Sale

  1732 2nd St, Chesapeake, VA 23324

  • 4 Beds
  • 4 Baths
  • 3,015 Sq Ft
  • Built 1972

  1732 2nd St, Chesapeake, VA 23324

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Ann Hineline Shaheen Ruth Martin & Fonville
• 

  

  /24

  $215,000

  Pending

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  713 Rapidan River Ct Unit F, Chesapeake, VA 23320

  Welcome to 713 Rapidan River Court, a refreshed Chesapeake condo offering comfortable living with the convenience of low-maintenance ownership. Step inside to discover a bright, clean interior featuring NEW PAINT, NEW CARPET, and NEW LVP Flooring. The neutral finishes create a welcoming backdrop that is ready for your personal style, while the thoughtful layout provides flexible spaces for

  

  Jessica Lewis

  Iron Valley Real Estate HR

  713 Rapidan River Ct Unit F, Chesapeake, VA 23320
• 

  

  /42

  Starting at $1,768

  Total Monthly Price

  • 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

  Hideaway at Greenbrier

  

  150 Coveside Ln, Chesapeake, VA 23320
• 

  $490,000

  Sold Jun 01, 2026

  505 Woodbridge Ct, Chesapeake, VA 23322

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $255/SF
  • 28 Days On Market

  Current Estimated Value $487,641

  Last Listing Agent Dakota Bush LPT Realty LLC

  505 Woodbridge Ct, Chesapeake, VA 23322
• 

  /2

  Est $357,468

  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
• 

  

  /40

  $579,000

  $6K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  1045 Winchester Way, Chesapeake, VA 23320

  Beautifully updated and impeccably maintained, this exceptional 4BR/2.5BA home offers thoughtfully designed living space in the highly sought-after Kemp Woods neighborhood of Chesapeake. Nestled on a quiet, tree-lined street, this move-in ready home perfectly blends timeless elegance, quality craftsmanship, & modern updates. Step inside to an inviting floor plan filled with natural light, with

  

  Val Milan

  Swell Real Estate Co

  1045 Winchester Way, Chesapeake, VA 23320
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  /154

  Starting at $1,798 Plus Fees

  • 1 - 3 Beds

  504 Cap Stone Arcade, Chesapeake, VA 23323

  Tattersall Chesapeake Apartments offers the perfect blend of small-town charm and everyday convenience in historic Chesapeake, VA. Our spacious one-, two-, and three-bedroom apartment homes feature modern kitchens with islands, oversized bathroom vanities, and private patios or balconies designed for comfortable living.Enjoy resort-style amenities including a sparkling swimming pool with sundeck,

  Tattersall Chesapeake

  

  504 Cap Stone Arcade, Chesapeake, VA 23323
• 

  $567,000

  Sold Mar 26, 2026

  1503 Mulligan Ct, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,598 Sq Ft
  • Built 2007

  Last Sold Summary

  • $218/SF
  • 10 Days On Market

  Current Estimated Value $565,895

  Last Listing Agent Betsy Thompson The Agency

  1503 Mulligan Ct, Chesapeake, VA 23322
• 

  

  /15

  Est $283,188

  Not Listed For Sale

  708 Vellines Ave, Chesapeake, VA 23324

  • 3 Beds
  • 1.5 Baths
  • 1,351 Sq Ft
  • Built 1960

  708 Vellines Ave, Chesapeake, VA 23324

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Kirby Dickerson Luxe Living Realty Group
• 

  

  /46

  $339,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,441 Sq Ft

  1204 Fontana Ave, Chesapeake, VA 23325

  Make this your first stop! This charming all-brick ranch sits on nearly a quarter-acre lot in the heart of Chesapeake and offers an incredible amount of space, storage, and versatility. Inside, you'll find 3 comfortable bedrooms, an open kitchen with bar seating, and a spacious sunroom that's perfect for entertaining, relaxing, or enjoying your morning coffee year-round. Outside is where this

  

  Matthew Salway

  Iron Valley Real Estate HR

  1204 Fontana Ave, Chesapeake, VA 23325
• 

  

  /24

  Starting at $1,629

  Total Monthly Price

  • 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

  ReNew Chesapeake

  

  301 Oak Lake Way, Chesapeake, VA 23320
• 

  $610,000

  Sold Apr 29, 2026

  120 Cedar Rd, Chesapeake, VA 23322

  • 4 Beds
  • 3.5 Baths
  • 2,641 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $231/SF
  • 42 Days On Market

  Current Estimated Value $604,577

  Last Listing Agent Saphire Nolan-Barnett Keller Williams Realty Twn Ctr

  120 Cedar Rd, Chesapeake, VA 23322
• 

  

  /13

  Est $465,011

  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

  • 73 Days On Market
• 

  

  /25

  $240,000

  Pending

  • 3 Beds
  • 1 Bath
  • 917 Sq Ft

  1245 Great Bridge Blvd, Chesapeake, VA 23320

  Adorable home in the sought-after Great Bridge High School district! This well-maintained home features a spacious fenced backyard with a deck and storage shed, offering plenty of room to relax or entertain. Inside, you'll find wood flooring in the living room and a comfortable, functional layout. Major updates include a 5-year-old roof, HVAC replaced in 2017, and 5-year-old solar panels that

  

  Melinda Swager

  NextHome Tidewater Realty

  1245 Great Bridge Blvd, Chesapeake, VA 23320
• 

  

  /55

  Starting at $2,034

  Total Monthly Price

  • 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

  Aspire at Towne Place

  

  745 Eden Way N, Chesapeake, VA 23320
• 

  $215,000

  Sold May 20, 2026

  701 Meherrin River Ct Unit D, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $217/SF
  • 34 Days On Market

  Last Listing Agent Marlan Church Creed Realty

  701 Meherrin River Ct Unit D, Chesapeake, VA 23320
• 

  

  /21

  Est $303,476

  Not Listed For Sale

  740 W Lake Cir, Chesapeake, VA 23322

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft
  • Built 1997

  740 W Lake Cir, Chesapeake, VA 23322

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Sylvia Woods BHHS RW Towne Realty
• 

  

  /35

  $380,000

  • 5 Beds
  • 3.5 Baths
  • 2,354 Sq Ft

  1417 Gust Ln, Chesapeake, VA 23323

  This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home

  

  Candice Myers

  BHHS RW Towne Realty

  1417 Gust Ln, Chesapeake, VA 23323
• 

  

  /31

  Starting at $1,866

  Total Monthly Price

  • 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

  Allure at Edinburgh

  

  249 Allure Ln, Chesapeake, VA 23322
• 

  $400,000

  Sold Oct 30, 2025

  1134 Mill Lake Quarter, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,488 Sq Ft
  • Built 1984

  Last Sold Summary

  • $269/SF
  • 3 Days On Market

  Current Estimated Value $399,278

  Last Listing Agent Zachary Lewis Keller Williams Realty Twn Ctr

  1134 Mill Lake Quarter, Chesapeake, VA 23320
• 

  

  /5

  Est $269,571

  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

  • 41 Days On Market

  Last Listing Agent Tom Lyons Coastal Real Estate & Auction Group
• 

  

  /24

  $359,000

  Open Sat 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,722 Sq Ft

  1050 Wingfield Ave, Chesapeake, VA 23325

  Fully updated, move-in ready 4bed/2bath home. Step inside to new LVP flooring, new carpet, new lighting fixtures, and fresh paint throughout. The spacious eat-in kitchen features new soft-close shaker cabinets, granite countertops, S/S appliances, and plenty of storage. Enjoy a convenient 1st floor primary suite w/ a large walk-in closet and a beautifully updated ensuite featuring a new double

  

  Rashida Mahoney

  ONYX Realty Professionals LLC

  1050 Wingfield Ave, Chesapeake, VA 23325
• 

  

  /25

  Starting at $1,150 Plus Fees

  • 1 - 2 Beds

  408 Trotman Way, Chesapeake, VA 23320

  Nestled in a Wooded Setting off Great Bridge Blvd - Find your haven in Chesapeake’s sought-after Greenbrier West locale at Oak Grove Apartments. Nestled against a wooded setting off Great Bridge Blvd, Oak Grove Apartments brings you closer to the best of the city with a quiet retreat to call home. Each one- or two-bedroom apartment home offers a fully equipped kitchen, ample closet space, and

  Oak Grove

  

  408 Trotman Way, Chesapeake, VA 23320
• 

  $352,000

  Sold Nov 26, 2025

  315 Diamond Ave, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 1,428 Sq Ft
  • Built 1950

  Last Sold Summary

  • $246/SF
  • 68 Days On Market

  Current Estimated Value $341,922

  Last Listing Agent Sarah Wood Bigler Creed Realty

  315 Diamond Ave, Chesapeake, VA 23323
• 

  

  /26

  Est $344,790

  Not Listed For Sale

  545 Trent Ave, Chesapeake, VA 23323

  • 3 Beds
  • 1 Bath
  • 1,738 Sq Ft
  • Built 1962

  545 Trent Ave, Chesapeake, VA 23323

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Donna Ellis Fathom Realty Virginia
• 

  

  /32

  $330,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  312 Esplanade Place, Chesapeake, VA 23320

  This end-unit townhome in the desirable Riverwalk community offers a functional layout, thoughtful updates, and exceptional amenities. Upstairs you will find two spacious bedrooms, both with ensuite bathrooms. The open-concept first floor seamlessly connects the living room, dining area, and kitchen, with durable LVP flooring throughout the main level and continuing upstairs. The kitchen is

  

  Melinda Swager

  NextHome Tidewater Realty

  312 Esplanade Place, Chesapeake, VA 23320
• 

  

  /29

  Starting at $1,365 Plus Fees

  • 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,

  Maplewood

  

  3824 Maplefield 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 $628,955

  Last Listing Agent Judy Reed Judy Reed Realty

  459 Sawyers Mill Crossing, Chesapeake, VA 23323
• 

  

  /14

  Est $314,513

  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

  • 45 Days On Market

  Last Listing Agent Avi Ron SSG Real Estate LLC.

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