Chesapeake, VA Homes

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  /50

  $769,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,921 Sq Ft

  1266 Sebastian Ct, Chesapeake, VA 23322

  New Construction ! 2025 St Jude Dream Home - in Stoney Creek - quality built by Wetherington Homes, this new home has 4/5 bedrooms, 2.5 baths in 2921 sq ft - with a wraparound porch, chef's kitchen with all upscale, Bosch stainless appliances including gas range- this entertainer's dream also has a butler's pantry with wine cooler and great counterspace leading to the dining room. The kitchen

  

  Susie Edmunds

  Howard Hanna Real Estate Svcs.

  (757) 207-9386

  1266 Sebastian 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
• 

  $408,000 Sold Jun 10, 2025

  404 Guynn Ave, Chesapeake, VA 23323

  • 4 Beds
  • 2 Baths
  • 1,925 Sq Ft
  • Built 1962

  Last Sold Summary

  • $212/SF
  • 11 Days On Market

  Current Estimated Value $405,284

  Last Listing Agent Caroline Stroyeck Real Broker LLC

  404 Guynn Ave, Chesapeake, VA 23323
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  /31

  Est $274,211 Not Listed For Sale

  426 Faire Chase, Chesapeake, VA 23322

  • 2 Beds
  • 2.5 Baths
  • 1,162 Sq Ft
  • Built 1986

  426 Faire Chase, Chesapeake, VA 23322

  Last Sold Summary

  • 77% Above List Price
  • $133/SF
  • 68 Days On Market

  Last Sold Price $154,900

  Last Listing Agent Susan Jenkins Better Homes and Gardens Native American Group
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  /25

  $525,900 Open Sun 1PM - 4PM

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

  904 Jennings Ln, Chesapeake, VA 23322

  Interior Unit under Construction w/ June 2026 delivery - Mid Century Coastal look - $5K in OPTIONS or CCA with use of preferred lender. UPGRADES GALORE! Built by award-winning builder. Stunning home w/curated features uniquely designed in this home. Extensive Mohawk flooring through mid-level with Gourmet Kitchen w/Custom hood, 10' island with Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe

  

  Monique Darling

  BHHS RW Towne Realty

  (757) 697-8694

  904 Jennings Ln, Chesapeake, VA 23322
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  /20

  $4,600 per month

  • 5 Beds
  • 4 Baths
  • 3,700 Sq Ft
  • House for Rent

  1300 Parkdale St, Chesapeake, VA 23322

  Property Id: 1737498Stunning 5-Bedroom Luxury Home for Rent in ChesapeakeExperience modern luxury in this newer-construction (2022), thoughtfully designed 3,700 sq ft home located in one of Chesapeake's most desirable communities. Featuring an open-concept layout, premium finishes, advanced security, and smart-home technology, this home offers comfort, space, and convenience in an

  1300 Parkdale St, Chesapeake, VA 23322
• 

  $345,000 Sold Dec 30, 2025

  1008 Mains Creek Rd, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft
  • Built 1965

  Last Sold Summary

  • $201/SF
  • 10 Days On Market

  Current Estimated Value $337,183

  Last Listing Agent Vanessa Sawyer BHHS RW Towne Realty

  1008 Mains Creek Rd, Chesapeake, VA 23320
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  /2

  Est $536,905 Not Listed For Sale

  1421 Hillside Ave, Chesapeake, VA 23322

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft
  • Built 1995

  1421 Hillside Ave, Chesapeake, VA 23322

  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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  /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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  Community

  1221 Johnstown, Chesapeake, VA 23322

  • 3 - 5 Beds
  • 2 - 4.5 Baths
  • 2,564+ Sq Ft

  Last Sold Summary

  • 207 Days On Market

  Last Listing Agent Gina Allen

  1221 Johnstown, Chesapeake, VA 23322
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  /2

  Est $456,676 Not Listed For Sale

  417 Dahoon Ct, Chesapeake, VA 23320

  • 3 Beds
  • 3 Baths
  • 2,119 Sq Ft
  • Built 1989

  417 Dahoon Ct, Chesapeake, VA 23320

  Last Sold Summary
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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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  /20

  $2,975 per month

  • 4 Beds
  • 2 Baths
  • 2,372 Sq Ft
  • House for Rent

  2135 Sunset Maple Ln, Chesapeake, VA 23323

  Nestled in a prime location, this gem offers easy access to top-rated schools, shopping centers, and scenic views. Inside, enjoy a spacious kitchen, comfortable and inviting living areas, and multiple bedrooms to accommodate a variety of needs. The property is equipped with modern upgrades, including an Ecobee smart thermostat, Vivint home security system equipment, and solar panels—providing

  2135 Sunset Maple Ln, Chesapeake, VA 23323
• 

  $259,000 Sold May 23, 2025

  2028 Warfield St, Chesapeake, VA 23324

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

  Last Sold Summary

  • $202/SF
  • 43 Days On Market

  Current Estimated Value $267,856

  Last Listing Agent Cari Rausch Iron Valley Real Estate HR

  2028 Warfield St, Chesapeake, VA 23324
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  /2

  Est $774,801 Not Listed For Sale

  1801 Burson Dr, Chesapeake, VA 23323

  • 5 Beds
  • 4 Baths
  • 3,790 Sq Ft
  • Built 2020

  1801 Burson Dr, Chesapeake, VA 23323

  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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  /2

  $2,495 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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  $338,500 Sold Oct 03, 2025

  1503 Long Parish Way, Chesapeake, VA 23320

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2005

  Last Sold Summary

  • $209/SF
  • 6 Days On Market

  Current Estimated Value $340,701

  Last Listing Agent Julia Claytor CENTURY 21 Top Producers

  1503 Long Parish Way, Chesapeake, VA 23320
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  /2

  Est $460,321 Not Listed For Sale

  433 Weeping Cedar Trail, Chesapeake, VA 23323

  • 4 Beds
  • 3 Baths
  • 2,207 Sq Ft
  • Built 1996

  433 Weeping Cedar Trail, Chesapeake, VA 23323

  Last Sold Summary
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  /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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  /16

  $1,250 per month

  • 1 Bed
  • 1.5 Baths
  • 1,186 Sq Ft
  • Townhouse for Rent

  3441 Bruin Dr, Chesapeake, VA 23321

  Private Room for Rent – Shared Home in Chesapeake, VA (23321)- 3441 Bruin Dr, Chesapeake, VA 23321* $1,250/month | $300 security deposit | Available NowUnwind in this beautiful, modern, and cozy private bedroom located in a quiet shared home in the Western Branch area of Chesapeake, VA. This space is ideal for professionals looking for a comfortable, clean, and peaceful place to

  3441 Bruin Dr, Chesapeake, VA 23321
• 

  $200,000 Sold Dec 22, 2025

  0.4AC Flintfield Crescent, Chesapeake, VA 23321

  • Land
  • 0.4 Acre
  • $500,000 per Acre

  Last Sold Summary

  • 145 Days On Market

  Last Listing Agent Greg Garrett Garrett Realty Partners

  0.4AC Flintfield Crescent, Chesapeake, VA 23321
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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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  /32

  $584,990 Pending

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

  2024 Munro Ln, Chesapeake, VA 23322

  Welcome to the Shenandoah , a townhome with flexible living space, featuring 3 bedrooms, 3 bathrooms, and a two-car garage nestled in Retreat at Edinburgh. The first-floor primary bedroom offers 2 large closets, a double vanity, a walk-in shower, and a separate water closet. An additional guest room with a bath is also on this floor. The kitchen includes a quartz island that seats 6-8, stainless

  Victoria Clark D R Horton Realty of Virginia

  2024 Munro Ln, Chesapeake, VA 23322
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  /2

  $1,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,448 Sq Ft
  • Townhouse for Rent

  740 Hunters Quay, Chesapeake, VA 23320

  Stop and look at this adorable 3 bedroom, 2.5 bath townhome located in a Ghent location, before the toll bridge easy access to the interstate and conveniently located to all Hampton Roads. Open floor plan, with gas fireplace, large eat-in kitchen w/ ample cabinet space, private fenced in back yard and more! Schedule to view today before this one is RENTED! Apply online at:

  Tim and Dawn Peebles RE/MAX Alliance

  740 Hunters Quay, Chesapeake, VA 23320
• 

  $399,900 Sold Jul 25, 2025

  416 Longdale Crescent, Chesapeake, VA 23325

  • 4 Beds
  • 2.5 Baths
  • 2,008 Sq Ft
  • Built 1967

  Last Sold Summary

  • $199/SF
  • 23 Days On Market

  Current Estimated Value $402,489

  Last Listing Agent Ivy Williams KW Coastal Virginia Chesapeake

  416 Longdale Crescent, Chesapeake, VA 23325
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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
• 

  

  /41

  $539,999

  • 5 Beds
  • 3.5 Baths
  • 2,169 Sq Ft

  400 Beauregard Dr, Chesapeake, VA 23322

  Welcome to 400 Beauregard Drive in sought-after Great Bridge! This 5-bedroom, 3.5-bath home offers lots of flexible living space with timeless charm. OVERSIZED 2 car garage with full bath NEW kitchen features custom cabinetry, granite countertops and flows into spacious living areas, while the brick-walled sunroom provides the perfect spot for a relaxing retreat. Generous bedrooms and a versatile

  Patty Cohen RE/MAX Allegiance

  400 Beauregard Dr, Chesapeake, VA 23322
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  /25

  $1,850 per month

  • 2 Beds
  • 2.5 Baths
  • 1,216 Sq Ft
  • Townhouse for Rent

  4609 Olde Stone Way, Chesapeake, VA 23321

  2 BR / 2.5 Bath condo located close to military bases, interstates, shopping, walking trails, and a playground. FIRST FLOOR MASTER Bedroom w/French doors. Galley style, stainless kitchen opens up to the Living Room w/cathedral ceilings & gas fireplace. New LVP flooring. Upstairs loft bedroom with full bath overlooks the living room; space could also be used as an office. Patio area w/shed is a

  4609 Olde Stone Way, Chesapeake, VA 23321
• 

  $214,000 Sold Oct 16, 2025

  1721 Rock Bridge Mews Unit A, Chesapeake, VA 23320

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft
  • Built 1986

  Last Sold Summary

  • $219/SF
  • 33 Days On Market

  Last Listing Agent Eric Ziemer The Real Estate Group

  1721 Rock Bridge Mews Unit A, 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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  /46

  $734,990 New Construction

  • 5 Beds
  • 4 Baths
  • 3,147 Sq Ft

  MM Intracoastal (The Summit ) Way, Chesapeake, VA 23322

  Master Model listing by D.R. Horton. The Summit floorplan offers generous living space across two floors, providing ample room for families of all sizes. The main level features a FIRST FLOOR BEDROOM and full bathroom, an office or formal dining room, and a beautiful kitchen that opens to the great room, filled with natural light.The spacious kitchen is a standout with a large kitchen island,

  Victoria Clark D R Horton Realty of Virginia

  MM Intracoastal (The Summit ) Way, 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
• 

  $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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  /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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  /49

  $280,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  316 S Hill Ln, Chesapeake, VA 23322

  Great opportunity nestled in the heart of Great Bridge, centrally located to bases, airport, schools and interstate. Open floor plan with gated fenced back yard. Call today and schedule a private showing. HUD Case# 541-912931 IE (Insured Escrow). Seller makes no representations or warranties as to property condition. HUD Homes are Sold “As-Is”. Built prior to 1978, lead based paint may

  Susan Jenkins Better Homes & Gdns Ntv Am Grp

  316 S Hill Ln, Chesapeake, VA 23322
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  /38

  $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
• 

  $325,000 Sold Oct 31, 2025

  1649 Cardigan St, Chesapeake, VA 23324

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1977

  Last Sold Summary

  • $191/SF
  • 24 Days On Market

  Current Estimated Value $325,658

  Last Listing Agent Brian Wurst A Better Way Realty Inc.

  1649 Cardigan St, Chesapeake, VA 23324
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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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