Chesapeake County, VA Homes

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  $599,900 New Construction

  • 6 Beds
  • 3 Baths
  • 2,812 Sq Ft

  MM Myrtle II, Chesapeake, VA 23321

  A versatile floor plan built with space for EVERYONE! Our Myrtle model offers ranch style living with 6 bedrooms including a large finished room over the garage. Family Room opens to the Kitchen and Breakfast Area. The Estates at Jolliff Landing is a charming neighborhood boasting single family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games,

  Christian Ramirez RHOAD & CO.

  MM Myrtle II, Chesapeake, VA 23321
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  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,915 Sq Ft
  • Townhouse for Rent

  1838 Doubloon Way, Chesapeake, VA 23323

  Amazing 3 bedroom, 2.5 bath townhouse in Bryan's Cove (home is on Doubloon Way) with many upgrades! Plantation shutters, custom closets, LVP downstairs, tankless water heater, custom kitchen/pantry lighting, gas range, sunroom, and private backyard with stamped concrete. The first floor master bedroom and en-suite bathroom boasts a double vanity and double shower heads. The house is a quick walk

  1838 Doubloon Way, Chesapeake, VA 23323
• 

  $293,000 Sold Aug 18, 2025

  620 S Lake Cir, Chesapeake, VA 23322

  • 3 Beds
  • 2.5 Baths
  • 1,472 Sq Ft
  • Built 1992

  Last Sold Summary

  • $199/SF
  • 17 Days On Market

  Current Estimated Value $300,001

  Last Listing Agent Katherine Durbin Shaffer Real Estate Inc.

  620 S Lake Cir, Chesapeake, VA 23322
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  /14

  Est $404,767 Not Listed For Sale

  2608 Smithson Dr, Chesapeake, VA 23322

  • 3 Beds
  • 1.5 Baths
  • 1,281 Sq Ft
  • Built 1963

  2608 Smithson Dr, Chesapeake, VA 23322

  Last Sold Summary

  • 195% Above List Price
  • $107/SF
  • 16 Days On Market

  Last Sold Price $137,000

  Last Listing Agent Susan Jenkins Better Homes & Gardens RENAG
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  /30

  $789,555 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,226 Sq Ft

  109 Lilypad Ct, Chesapeake, VA 23322

  Introducing the Tillman, a spacious home that offers both comfort and style. With 5 bedrooms, 3 bathrooms, and a 2-car garage.Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island, ideal for meal prep or casual dining, and opens to a spacious family room, creating the

  Victoria Clark D R Horton Realty of Virginia

  109 Lilypad Ct, Chesapeake, VA 23322
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  /5

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • House for Rent

  3305 Portobello Ct, Chesapeake, VA 23321

  Please Read Carefully: TOURING TO BE SCHEDULED AFTER APPLICATION. CHECK OUT THE 45 PHOTOS, WALKTHROUGH VIDEOS & DRIVE BY THE PROPERTY @ YOUR CONVENIENCE. Security Deposit=$2,500+1st Mo Rent Of $2,500 & Move In Cost=$5,000 with Excellent Credit & Rental History.Welcome home to this freshly renovated Ranch siting on a quarter of an acre Cul-De-Sac in the highly Sought After Neighborhood Of

  Boldstar Property Management Boldstar Real Estate

  3305 Portobello Ct, Chesapeake, VA 23321
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  $750,000 Sold Jun 11, 2025

  2411 S Battlefield Blvd, Chesapeake, VA 23322

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • Built 2018

  Last Sold Summary

  • $250/SF
  • 26 Days On Market

  Current Estimated Value $762,308

  Last Listing Agent Jessica Lewis Iron Valley Real Estate HR

  2411 S Battlefield Blvd, Chesapeake, VA 23322
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  /2

  Est $375,764 Not Listed For Sale

  3573 Forest Haven Ln, Chesapeake, VA 23321

  • 4 Beds
  • 3 Baths
  • 1,860 Sq Ft
  • Built 1970

  3573 Forest Haven Ln, Chesapeake, VA 23321

  Last Sold Summary

  Last Listing Agent Christian Harris BPRE
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  /48

  $807,865 Pending

  • 6 Beds
  • 5 Baths
  • 4,427 Sq Ft

  1260 Kidbrooke St, Chesapeake, VA 23322

  Welcome to The Summit, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances

  Victoria Clark D R Horton Realty of Virginia

  1260 Kidbrooke St, Chesapeake, VA 23322
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  /15

  $3,950 per month

  • 5 Beds
  • 3 Baths
  • 3,000 Sq Ft
  • House for Rent

  931 Painted Lady Place, Chesapeake, VA 23323

  5BR Home in Grassfield District | Upgrades + Large Yard + Walk to SchoolDescription:Beautifully upgraded 5-bedroom, 2.5-bath single-family home in Dominion Meadows, located in the highly sought-after Grassfield school district walking distance to Grassfield High School.Interior features:-LVP flooring on main level; carpet upstairs-Plantation shutters and custom

  931 Painted Lady Place, Chesapeake, VA 23323
• 

  $499,900 Sold Dec 19, 2025

  339 Conservation Crossing, Chesapeake, VA 23320

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2019

  Last Sold Summary

  • $227/SF
  • 35 Days On Market

  Current Estimated Value $527,372

  Last Listing Agent Rodney Fentress Rodney Fentress Real Estate

  339 Conservation Crossing, Chesapeake, VA 23320
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  /13

  Est $420,725 Not Listed For Sale

  807 Nicholson Ct, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 2,222 Sq Ft
  • Built 2006

  807 Nicholson Ct, Chesapeake, VA 23320

  Last Sold Summary

  • 91% Above List Price
  • $99/SF
  • 25 Days On Market

  Last Sold Price $220,000

  Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group
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  $694,990 New Construction

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

  HADLEY Plan at Riverview Landing, Chesapeake, VA 23322

  Welcome to the 2748 sq ft Hadley model, featuring a modern open-concept living space designed for ultimate comfort and versatility. The main level boasts a spacious great room, a bright sunroom, and a generous casual dining area. The kitchen is perfect for any home chef, complete with a large center island, walk-in pantry, and plenty of counter space for all your culinary needs. The flex room

  D.R. Horton Builder

  985 Intracoastal Way Unit 36204035, Chesapeake, VA 23322
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  /20

  $2,000 per month

  • 2 Beds
  • 1.5 Baths
  • 1,262 Sq Ft
  • House for Rent

  3701 Radford Cir, Chesapeake, VA 23321

  2 full Bedrooms upstairs w/1 full bath and 1half bath downstairs. Washer & Dryer upstairs. living room and dinning room combination. Covered deck on first and second floor. This end unit is great for entertaining. Back yard has privacy fence. Full kitchen w/ Refrigerator.2parking spaces. Application Fee$50.00per adult. Located near shopping and restaurants. No smoking or pets. Interstate 164 and

  Robert McBride Harbor Associates Real Estate

  3701 Radford Cir, Chesapeake, VA 23321
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  $502,000 Sold Mar 20, 2026

  720 Indian Cedar Dr, Chesapeake, VA 23320

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 11 Days On Market

  Current Estimated Value $506,079

  Last Listing Agent Faith Turner CENTURY 21 Nachman Realty

  720 Indian Cedar Dr, Chesapeake, VA 23320
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  /21

  Est $330,055 Not Listed For Sale

  1323 Oleander Ave, Chesapeake, VA 23325

  • 3 Beds
  • 1.5 Baths
  • 1,258 Sq Ft
  • Built 2000

  1323 Oleander Ave, Chesapeake, VA 23325

  Last Sold Summary

  • 58% Above List Price
  • $166/SF
  • 52 Days On Market

  Last Sold Price $209,000

  Last Listing Agent James Bisbee Virginia Capital Realty
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  /24

  $629,790 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,226 Sq Ft

  5229 Corolla Dr, Chesapeake, VA 23321

  The Tillman is a beautifully designed 3,226 sq. ft. home that offers 5 bedrooms, 3 bathrooms, and a 2-car garage, making it ideal for families who value both space and style. The open-concept layout welcomes you with a spacious dining room that flows into an expansive kitchen featuring a large center island, perfect for meal prep or casual dining, and a cozy family room. The main floor boasts a

  Victoria Clark D R Horton Realty of Virginia

  5229 Corolla Dr, Chesapeake, VA 23321
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  $2,950 - $3,000 per month

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

  254 Hurdle Dr, Chesapeake, VA 23322

  Please Read Carefully:DUE TO COVID, TOURING TO BE SCHEDULED AFTER APPLICATION & PRE-APPROVAL.CHECK OUT THE PHOTOS & DRIVE BY THE PROPERTY @ YOUR CONVENIENCE.Security Deposit=$2,950+1st Mo Rent Of $2,950 & Move In Cost=$5,900.To Avoid Security Deposit, Book on AIRBNB OR VRBO.Fully Furnished! Freshly Renovated Duplex You Can't Resist! This Gorgeous Top Unit Features: Newly

  254 Hurdle Dr, Chesapeake, VA 23322
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  $320,000 Sold Nov 25, 2025

  352 Hurdle Dr, Chesapeake, VA 23322

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft
  • Built 1963

  Last Sold Summary

  • $215/SF
  • 39 Days On Market

  Current Estimated Value $325,029

  Last Listing Agent Adriane Muncher BHHS RW Towne Realty

  352 Hurdle Dr, Chesapeake, VA 23322
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  /17

  Est $405,513 Not Listed For Sale

  3808 Cannon Point Dr, Chesapeake, VA 23321

  • 4 Beds
  • 2.5 Baths
  • 1,636 Sq Ft
  • Built 1974

  3808 Cannon Point Dr, Chesapeake, VA 23321

  Last Sold Summary

  • 114% Above List Price
  • $116/SF
  • 39 Days On Market

  Last Sold Price $189,800

  Last Listing Agent Joan Williamson Coldwell Banker (NRT-Southeast-MidAtlantic)
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  /22

  $334,000

  • 2 Beds
  • 2 Baths
  • 1,589 Sq Ft

  1015 Winged Foot Ct Unit A, Chesapeake, VA 23320

  Beautiful two-story condo overlooking the 17th hole of Greenbrier Country Club Golf course. Thoughtfully designed layout features two spacious bedrooms with private ensuite baths, including one on the first floor and another on the second level for added privacy. The upper level also offers a versatile loft space perfect for a home office, exercise area, or flex space. Bright living areas capture

  Lisa Wilberger Long & Foster Real Estate Inc.

  1015 Winged Foot Ct Unit A, Chesapeake, VA 23320
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  /2

  $1,195 per month

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • House for Rent

  2008 Plow Ln, Chesapeake, VA 23324

  Welcome to this charming duplex in Chesapeake, VA, offering 2 bedrooms and 1 bathroom. This well-maintained home features convenient driveway parking along with additional off-street parking for added ease. Enjoy a private, fenced-in yard. With its practical layout and comfortable living spaces, this home is ideal for those seeking a simple and convenient lifestyle in a great location. Don’t miss

  RuthAnn Fields Osprey Property Managment Inc

  2008 Plow Ln, Chesapeake, VA 23324
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  $453,000 Sold Feb 26, 2026

  1216 Myrtle Ave, Chesapeake, VA 23325

  • 5 Beds
  • 3.5 Baths
  • 2,200 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $206/SF
  • 15 Days On Market

  Current Estimated Value $447,418

  Last Listing Agent Alisia Minott NextHome Mission to Serve

  1216 Myrtle Ave, Chesapeake, VA 23325
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  /2

  Est $227,945 Not Listed For Sale

  2428 Lofurno Rd, Chesapeake, VA 23323

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1953

  2428 Lofurno Rd, Chesapeake, VA 23323

  Last Sold Summary
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  /50

  $1,439,000

  • 5 Beds
  • 3.5 Baths
  • 5,633 Sq Ft

  1149 Waters Rd, Chesapeake, VA 23322

  Set on 1.5 serene acres in the heart of Great Bridge, this estate features two beautifully updated homes totaling 5,633 SF. The main house (3,916 SF) offers 5 bedrooms, 3.5 baths, a bourbon bar, and a reimagined kitchen with GE Cafe' appliances, slate countertops, hand-painted cabinetry, and imported reclaimed wood accents throughout. The guest house (1,717 SF) has 2 bedrooms, 2 baths, an office,

  Kesha Wilkey-Prim BHHS RW Towne Realty

  1149 Waters Rd, Chesapeake, VA 23322
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  $2,950 - $3,000 per month

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

  254 Hurdle Dr, Chesapeake, VA 23322

  Please Read Carefully:DUE TO COVID, TOURING TO BE SCHEDULED AFTER APPLICATION & PRE-APPROVAL.CHECK OUT THE PHOTOS & DRIVE BY THE PROPERTY @ YOUR CONVENIENCE.Security Deposit=$2,950+1st Mo Rent Of $2,950 & Move In Cost=$5,900.To Avoid Security Deposit, Book on AIRBNB OR VRBO.Fully Furnished! Freshly Renovated Duplex You Can't Resist! This Gorgeous Top Unit Features: Newly

  254 Hurdle Dr, Chesapeake, VA 23322
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  $431,900 Sold Nov 24, 2025

  4901 Apricot Way, Chesapeake, VA 23321

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

  Last Sold Summary

  • $211/SF
  • 23 Days On Market

  Last Listing Agent Angela McCaskill Corinth Realty LLC

  4901 Apricot Way, Chesapeake, VA 23321
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  /16

  Est $221,369 Not Listed For Sale

  3429 Bruin Dr, Chesapeake, VA 23321

  • 2 Beds
  • 0.5 Baths
  • 1,178 Sq Ft
  • Built 1984

  3429 Bruin Dr, Chesapeake, VA 23321

  Last Sold Summary

  • 203% Above List Price
  • $62/SF
  • 21 Days On Market

  Last Sold Price $73,000

  Last Listing Agent Rob White Rob White Realty, LLC
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  /30

  $837,740 New Construction

  • 6 Beds
  • 4.5 Baths
  • 4,470 Sq Ft

  1248 Kidbrooke St, Chesapeake, VA 23322

  Welcome to the Tillman at Riverview Landing! This Property is great for multigenerational families! This spacious home includes 6 bedrooms, 4.5 baths, and a 2-car garage. The first-floor primary suite provides the perfect retreat with a massive walk-in closet, dual vanities, and a private water closet. Upstairs, you’ll find a second primary-style bedroom with direct access to a full bath,

  Victoria Clark D R Horton Realty of Virginia

  1248 Kidbrooke St, Chesapeake, VA 23322
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  /2

  $2,795 per month

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • House for Rent

  2825 N Creek Dr, Chesapeake, VA 23323

  Move-in ready and beautifully updated in a highly desirable Chesapeake location! Fresh finishes and a spacious layout make this home stand out. Featuring brand new LVP flooring and carpet throughout, along with newer appliances, this home offers a clean, modern feel. The well-designed floor plan includes a finished room over the garage—ideal for a home office, guest space, or bonus room. Enjoy a

  Aaron Taylor Howard Hanna Real Estate Svcs.

  2825 N Creek Dr, Chesapeake, VA 23323
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  $140,000 Sold Oct 06, 2025

  1437 Chesapeake Ave, Chesapeake, VA 23324

  • 2,830 Sq Ft
  • Built 1923

  Last Sold Summary

  • $49/SF
  • 0 Days On Market

  Current Estimated Value $185,333

  Last Listing Agent Angela Kennedy 1st Class Real Estate Integrity

  1437 Chesapeake Ave, Chesapeake, VA 23324
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  /2

  Est $422,845 Not Listed For Sale

  2505 Border Rd, Chesapeake, VA 23324

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 2025

  2505 Border Rd, Chesapeake, VA 23324

  Last Sold Summary
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  /41

  $155,000 Pending

  • 3 Beds
  • 2 Baths
  • 937 Sq Ft

  808 State St, Chesapeake, VA 23323

  Charming one-story ranch situated on a desirable corner lot in Chesapeake! This 3-bedroom home offers easy single-level living with a functional layout designed for comfort and convenience. The spacious yard provides plenty of outdoor potential, while the detached 2-car garage could add exceptional value for parking, storage, hobbies, or workshop space. Enjoy the benefits of a corner lot with

  Susan Jenkins Better Homes & Gdns Ntv Am Grp

  808 State St, Chesapeake, VA 23323
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  /17

  $1,200 per month

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

  4109 5th St Unit B, Chesapeake, VA 23324

  This property is a side by side duplex. Each unit includes 2 bedrooms, 1 bathroom, a living room and kitchen area. New appliances were updated in both units. This property provides a spacious yard. Other than the train tracks that run behind the property, it is located on a quit street. This property is located 7 mi (13 min) from the Norfolk Naval Shipyard, 9 mi (20 min) from Norfolk

  4109 5th St Unit B, Chesapeake, VA 23324
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  $565,000 Sold Dec 02, 2025

  500 Piping Rock Dr, Chesapeake, VA 23322

  • 4 Beds
  • 2.5 Baths
  • 2,670 Sq Ft
  • Built 1995

  Last Sold Summary

  • $212/SF
  • 33 Days On Market

  Current Estimated Value $565,957

  Last Listing Agent Jeremy Young Wainwright Real Estate

  500 Piping Rock Dr, Chesapeake, VA 23322
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  /2

  Est $310,736 Not Listed For Sale

  830 Wilbur Ave, Chesapeake, VA 23324

  • 3 Beds
  • 1 Bath
  • 1,218 Sq Ft
  • Built 1940

  830 Wilbur Ave, Chesapeake, VA 23324

  Last Sold Summary
• 

  

  /26

  $579,990 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,614 Sq Ft

  2020 Munro Ln, Chesapeake, VA 23322

  Welcome to the Shenandoah at Retreat at Edinburgh -Chesapeake’s premier 55+ low-maintenance community! Enjoy luxury townhome living with a modern open-concept design, gourmet kitchen with quartz countertops and stainless steel appliances, and a sunlit family room perfect for entertaining. The first-floor primary suite offers a spa-inspired bath and oversized walk-in closet, while upstairs

  Victoria Clark D R Horton Realty of Virginia

  2020 Munro Ln, Chesapeake, VA 23322
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  /2

  $2,500 per month

  • 4 Beds
  • 2 Baths
  • 1,746 Sq Ft
  • House for Rent

  2929 Hilton Ave, Chesapeake, VA 23324

  Spacious 4 bedroom home. Large Eat in kitchen which leads to deck overlooking spacious back yard. Attached garage. Close to Interstates 264 and 664. Chesapeake General and Naval Bases are easily accessible. APPLICATION IN PLACE.

  Perdethia Lowery CENTURY 21 Top Producers

  2929 Hilton Ave, Chesapeake, VA 23324
• 

  $344,000 Sold May 20, 2025

  1124 Ferebee Ave, Chesapeake, VA 23324

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1948

  Last Sold Summary

  • $219/SF
  • 58 Days On Market

  Current Estimated Value $354,295

  Last Listing Agent Cliff Wells CENTURY 21 Nachman Realty

  1124 Ferebee Ave, Chesapeake, VA 23324
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  /2

  Est $594,392 Not Listed For Sale

  520 Warrick Rd, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,775 Sq Ft
  • Built 1988

  520 Warrick Rd, Chesapeake, VA 23322

  Last Sold Summary

Showing Results 441 - 480, Page 12 of 18