96,150

Chesapeake, VA Homes

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  • /31

    $245,000 Under Contract

    • 2 Beds
    • 1.5 Baths
    • 1,186 Sq Ft

    4323 Stafford Dr, Chesapeake, VA 23321

    Welcome to 4323 Stafford Dr! This beautifully updated home offers 1,186 sq ft of comfortable living space with 2 bedrooms and 1.5 baths. Recent upgrades include a brand-new HVAC system, roof, windows, and fencing, giving you peace of mind for years to come. Inside, stylish LVP flooring runs throughout, adding both durability and modern appeal. Enjoy the convenience of front parking and a private

    Agent Photo

    Scott Hendrickson

    Rocket Real Estate Inc

    (757) 540-1910

    4323 Stafford Dr, Chesapeake, VA 23321
  • /7

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    1308 Jackie Dr, Chesapeake, VA 23324

    Beautifully remodeled single-family ranch style home with separate garage. 3 bedrooms and one bath. All new kitchen with white shaker style cabinets and granite countertops, new stainless-steel appliances, new bathroom, new siding and windows, new washer and dryer and new LVP flooring throughout the home. Freshly painted. Screened in porch.

    Sharon Fenton Swell Realty Co

    1308 Jackie Dr, Chesapeake, VA 23324
  • 1509 Waitsel Dr Unit 102, Chesapeake, VA 23320

    $325,000 Sold Oct 15, 2025

    • 1,418 Sq Ft
    • $229/SF
    • 28 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    1509 Waitsel Dr Unit 102, Chesapeake, VA 23320

    Welcome to this modern 2-bedroom, 2-bath corner condo in Chesapeake’s Greenbrier area. Built in 2023, this 1,418 sq. ft. home offers an open-concept floor plan with tall ceilings, large windows, and plenty of natural light. The kitchen features quartz countertops, stainless steel appliances, and a spacious island with seating. The owner’s suite includes a private bath and walk-in closet with

    Jason Edwards EXP Realty LLC

    1509 Waitsel Dr Unit 102, Chesapeake, VA 23320
    • /2

      Est $642,845 Not Listed For Sale

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

      1924 Land of Promise Rd, Chesapeake, VA 23322

      1924 Land of Promise Rd, Chesapeake, VA 23322
  • /4

    $250,000 Under Contract

    • Land
    • 0.4 Acre
    • $625,000 per Acre

    0.4AC Flintfield Crescent, Chesapeake, VA 23321

    Build your dream home on this beautiful .4-acre mostly cleared lot with stunning views of the Elizabeth River. Located in the established Colonial Point neighborhood, this rare waterfront property offers a peaceful setting with convenient access to nearby amenities. Whether you're envisioning a custom estate or a tranquil retreat, this lot provides the perfect canvas with water access and scenic

    Agent Photo

    Greg Garrett

    Garrett Realty Partners

    (757) 997-7650

    0.4AC Flintfield Crescent, Chesapeake, VA 23321
  • /17

    $1,505 - $1,923 per month

    Pillars at Great Bridge

    1 - 3 Beds

    124 Fairwind Dr, Chesapeake, VA 23320

    Pillars at Great Bridge apartments offer great features and luxury living. Our beautifully appointed homes are designed with contemporary interiors, inviting outdoor spaces, and environmentally responsible building materials. Our amenity package includes a resort-style pool, bark park, car care center, cyber cafe, and more. Call today to reserve your new home or set up a tour at Pillars at Great

    124 Fairwind Dr, Chesapeake, VA 23320
  • 516 Copeland Dr, Chesapeake, VA 23322

    $465,000 Sold Oct 15, 2025

    • 2,405 Sq Ft
    • $193/SF
    • 39 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1977

    516 Copeland Dr, Chesapeake, VA 23322

    Welcome to 516 Copeland Drive! This is a 5 bedroom, 2.5 bath home offers 2,405 sq ft of living space and has been lovingly cared for by the original owners. Featuring fresh updates including new carpet and fresh interior paint, this home is move-in ready. The spacious primary suite includes a large closet and en-suite bath, with a hall bath conveniently serving the additional bedrooms. Enjoy

    Betsy Thompson The Agency

    516 Copeland Dr, Chesapeake, VA 23322
    • /2

      Est $370,638 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,500 Sq Ft

      611 Muscadine Dr, Chesapeake, VA 23323

      611 Muscadine Dr, Chesapeake, VA 23323
  • /44

    $385,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,742 Sq Ft

    1306 Edgewood Ave, Chesapeake, VA 23324

    Agent Photo

    Marie DePedro

    World Class Realty and Associates REALTORS

    (757) 666-4960

    1306 Edgewood Ave, Chesapeake, VA 23324
  • /38

    $2,950 per month

    • 3 Beds
    • 3.5 Baths
    • 2,140 Sq Ft
    • Townhouse for Rent

    411 Life Tree Trail, Chesapeake, VA 23323

    3 story 3 bedroom, 3.5 bath townhome style condo with attached 1 car Garage and driveway space. Exterior Features include onsite fitness park, pond with fountains, fenced in pet park, playground and covered picnic tables. Interior Features: marble tops, soft close cabinets, built-in microwave, upgraded stainless appliances, backsplash, fireplace, tankless water heater, double walk in closets in

    Team Fusion Real Estate Team Fusion Real Estate LLC

    411 Life Tree Trail, Chesapeake, VA 23323
  • 404 Wickwood Dr, Chesapeake, VA 23322

    $610,000 Sold Oct 15, 2025

    • 2,516 Sq Ft
    • $242/SF
    • 26 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1983

    404 Wickwood Dr, Chesapeake, VA 23322

    Beautifully updated all-brick home nestled in a quiet cul-de-sac in the heart of Great Bridge. Offering a spacious family/flex/bedroom over the garage, this home features numerous recent upgrades throughout. You’ll appreciate the convenience of the bedroom level washer & dryer location and the primary suite, with its updated bathroom offers two walk-in closets. The inviting floor plan includes a

    Paul Gitlin Redfin Corporation

    404 Wickwood Dr, Chesapeake, VA 23322
    • /2

      Est $225,641 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,300 Sq Ft

      4308 Colindale Rd Unit 207, Chesapeake, VA 23321

      4308 Colindale Rd Unit 207, Chesapeake, VA 23321
  • /25

    $249,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    2005 Lockard Ave, Chesapeake, VA 23320

    Discover this charming one bedroom home perfectly situated just minutes from Greenbrier mall and Kempsville areas of Virginia Beach. Enjoy a rare blend of comfort, style and convenience - whether you're a first time buyer, downsizing, or searching for a great investment opportunity!! Step inside to find bright open living spaces, modern finishes and a cozy atmosphere, that instantly feels like

    Agent Photo

    Katie Burke

    Long & Foster Real Estate Inc.

    (757) 512-6236

    2005 Lockard Ave, Chesapeake, VA 23320
  • /40

    $1,445 - $1,800 per month

    Lakes Of Greenbrier

    1 - 3 Beds

    1105 Merchants Ct, Chesapeake, VA 23320

    100% Smoke-Free Community!In the heart of Greenbrier, set amongst the tall trees and lush landscaping, come and discover Lakes of Greenbrier! Relax by the lakeside swimming pool, workout in our 24 hour fitness center, or catch a game of tennis with a friend. Choose between oversized one, two, and three bedroom apartments, with carefully designed interiors that offer spacious walk-in

    1105 Merchants Ct, Chesapeake, VA 23320
  • 1401 Shady Tree Way, Chesapeake, VA 23323

    $376,000 Sold Oct 15, 2025

    • 1,824 Sq Ft
    • $206/SF
    • 59 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    1401 Shady Tree Way, Chesapeake, VA 23323

    Welcome to this 4-bedroom, 2.5-bathroom home in the heart of Chesapeake. Inside, you'll find a blank canvas ready for your personal touch. With nearly 1,900 square feet, there’s so much space for bringing your personal style and vision to life! Situated on a spacious corner lot, the outdoor space opens up exciting possibilities, whether you're dreaming of a lush garden, entertaining area, or a

    Jonathan Melvin Benham Real Estate LLC

    1401 Shady Tree Way, Chesapeake, VA 23323
    • /28

      Est $609,504 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,650 Sq Ft

      3313 Patrick Henry Dr, Chesapeake, VA 23323

      3313 Patrick Henry Dr, Chesapeake, VA 23323
  • /31

    $549,000

    • 5 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    844 Stardale Dr, Chesapeake, VA 23322

    Welcome home! Don't miss out on this gorgeous 5 BR 2.5 Bath transitional home on LG corner lot in Great Bridge. All new paint, New Carpet, new beautiful laminate flooring and carpet throughout. Huge fenced backyard w/ decking - great for entertaining. Front & Back staircase, 2 car garage. Plenty of storage! LG Kitchen w/ granite countertops. Come check it out QUICK

    Agent Photo

    Katie Burke

    Long & Foster Real Estate Inc.

    (757) 703-7627

    844 Stardale Dr, Chesapeake, VA 23322
  • /50

    $3,400 per month

    • 4 Beds
    • 2.5 Baths
    • 3,062 Sq Ft
    • House for Rent

    4017 Grand Isle Dr, Chesapeake, VA 23323

    Welcome waterfront home! This 4 bedroom 2 1/2 bath 2 story beauty sits right on the water for an unbeatable view! Enter and take in the beautiful open floor plan that opens into the dining room and living room and fully equipped kitchen making it the spot for entertaining guests! As you make your way upstairs into the primary bedroom, you will be blown away by its size including a lovely sitting

    Electra Alexander BHHS RW Towne Property Management

    4017 Grand Isle Dr, Chesapeake, VA 23323
  • 2224 Logans Mill Trail, Chesapeake, VA 23320

    $428,500 Sold Oct 10, 2025

    • 1,970 Sq Ft
    • $218/SF
    • 13 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1985

    2224 Logans Mill Trail, Chesapeake, VA 23320

    4BR/3BA Home in Logans Mill with Dual Primary Suites! This beautifully maintained 4-bedroom, 3-bathroom single-family home offers a flexible floor plan with two primary bedrooms. Step into the bright and inviting living room, featuring custom built-ins that add charm and functionality. The eat-in kitchen is ideal for everyday meals and gatherings, with ample space for dining and entertaining.

    Riya Thorson Liz Moore & Associates LLC

    2224 Logans Mill Trail, Chesapeake, VA 23320
    • /2

      Est $546,343 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,474 Sq Ft

      3112 Poplar Hill Rd, Chesapeake, VA 23321

      3112 Poplar Hill Rd, Chesapeake, VA 23321
  • /36

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    1406 Otterbourne Ct, Chesapeake, VA 23320

    This beautifully maintained 3-bedroom, 2.5-bath home offers exceptional comfort and convenience, currently the largest available home in the neighborhood. Tall ceilings and an open layout create a bright, airy atmosphere throughout the living spaces. Featuring two bedrooms with en-suites, one on the first floor and another upstairs, this home provides flexible living options for guests or

    Agent Photo

    Madison Mason

    Steel Forged Real Estate LLC

    (757) 863-7511

    1406 Otterbourne Ct, Chesapeake, VA 23320
  • /20

    $1,200 - $1,945 per month

    Miars Farm

    1 - 3 Beds

    4415 Deborah Ct, Chesapeake, VA 23321

    HOUSE-SIZE APARTMENTS! Welcome to Miars Farm Apartments, where comfort, convenience, and elegance blend perfectly in the heart of Chesapeake, VA. Discover our selection of thoughtfully designed 1-bedroom apartments for rent, 2-bedroom apartments for rent, and 3-bedroom apartments for rent, each featuring spacious layouts and high-end finishes that create a true sense of home. If you’re looking

    4415 Deborah Ct, Chesapeake, VA 23321
  • 705 Milby Dr, Chesapeake, VA 23325

    $430,000 Sold Oct 10, 2025

    • 2,212 Sq Ft
    • $194/SF
    • 15 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2013

    705 Milby Dr, Chesapeake, VA 23325

    Discover the Allure of Norfolk Highlands Living at 705 Milby Drive, Chesapeake!Tucked in the welcoming Norfolk Highlands neighborhood—a family-oriented gem in Chesapeake with top-rated schools, serene parks, and effortless access to shopping, dining, and coastal escapes—this beautifully updated home invites you to envision your next chapter. Picture expansive living spaces flowing seamlessly,

    Robert Pickles KW Coastal Chesapeake Virginia LLC

    705 Milby Dr, Chesapeake, VA 23325
    • /2

      Est $226,552 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,367 Sq Ft

      4332 Hillingdon Bend Unit 104, Chesapeake, VA 23321

      4332 Hillingdon Bend Unit 104, Chesapeake, VA 23321
  • /25

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,122 Sq Ft

    814 Hughes Ave, Chesapeake, VA 23324

    Welcome to this beautifully updated home in Chesapeake! From the moment you arrive, the welcoming front porch invites you in to explore a bright, open living area, perfect for gathering or relaxing. The dining area flows seamlessly into the newly renovated kitchen, featuring brand new appliances, perfect for your favorite recipes. A convenient mudroom off the kitchen leads to a spacious backyard,

    Agent Photo

    Brian Simon

    Fit Realty

    (757) 840-4047

    814 Hughes Ave, Chesapeake, VA 23324
  • /32

    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,765 Sq Ft
    • Townhouse for Rent

    4215 Meander Way, Chesapeake, VA 23321

    Chesapeake, 3 bedrooms, End Unit-Quick Move-in. Welcome to this stunning 2024 construction in Chesapeake, VA. This modern, three-story end unit boasts three spacious bedrooms and two and a half bathrooms. The home is designed with a sleek, stainless steel appliance package that complements the contemporary aesthetic. The bonus room downstairs offers additional space for a variety of uses, from a

    Corinna Escalet Atlantic Sotheby's International Realty

    4215 Meander Way, Chesapeake, VA 23321
  • 900 Brookedale Ct, Chesapeake, VA 23322

    $714,000 Sold Oct 10, 2025

    • 2,490 Sq Ft
    • $287/SF
    • 27 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1983

    900 Brookedale Ct, Chesapeake, VA 23322

    Beautiful brick traditional home on a large 1.39 acre cul-de-sac lot, with in-ground pool with salt system, with expanded pool surround and large deck with pergola providing lots of space to enjoy and entertain. Located in the heart of Chesapeake, near Hanbury Rd and 168. Lots of space for your many cars or creative endeavors with 2 car attached garage AND 2 car detached garage. Driveway is

    Jeff Colley Atlantic Connection Real Estate

    900 Brookedale Ct, Chesapeake, VA 23322
    • /2

      Est $577,918 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,438 Sq Ft

      324 Middleton Way, Chesapeake, VA 23322

      324 Middleton Way, Chesapeake, VA 23322
  • /39

    $590,000

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    1639 Mount Pleasant Rd, Chesapeake, VA 23322

    This home was designed for both connection and comfort. From the inviting foyer, you’ll be drawn into the open great room and chef-inspired kitchen featuring a large island, fantasy brown granite, and a walk-in pantry that makes meal prep a dream. The flexible room is perfect for a dining space, home office, or play area — whatever fits your lifestyle. Upstairs, you’ll find comfortably-sized

    Agent Photo

    Alphradezsa 'Lexi' Church

    Creed Realty

    (757) 908-6277

    1639 Mount Pleasant Rd, Chesapeake, VA 23322
  • /31

    $1,120 - $1,475 per month

    Marina Point

    1 - 3 Beds

    1301 Canal Dr, Chesapeake, VA 23323

    With gorgeous views of the Elizabeth River all around you, private access to your own boat ramp and fishing at your back door, Marina Point Apartments brings you the best of living life on the water in Chesapeake! Find your escape from the hustle and bustle in a quiet corner of Chesapeake that’s still nearby businesses, shopping, schools, recreation areas and military installations. Tucked away

    1301 Canal Dr, Chesapeake, VA 23323
  • 1949 Mill Pond Dr, Chesapeake, VA 23320

    $515,000 Sold Oct 10, 2025

    • 2,145 Sq Ft
    • $240/SF
    • 43 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1990

    1949 Mill Pond Dr, Chesapeake, VA 23320

    Welcome to where modern updates meet timeless charm on Mill Pond Drive! This beautifully maintained home offers peace of mind with major upgrades already done for you: new roof (2023), HVAC system (2023), chimney cap (2024), and fresh interior paint throughout. All bathrooms were stylishly renovated in 2022, blending contemporary finishes with everyday functionality.Enjoy plenty of space inside

    Breon Davis Iron Valley Real Estate Hampton Roads

    1949 Mill Pond Dr, Chesapeake, VA 23320
    • /2

      Est $395,709 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 1,933 Sq Ft

      2100 Steiner St, Chesapeake, VA 23321

      2100 Steiner St, Chesapeake, VA 23321
  • /36

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,521 Sq Ft

    1013 Sippel Dr, Chesapeake, VA 23320

    This beautifully maintained 3-bed, 2-bath home is updated with a comfortable open floor plan. Step inside to find all-new flooring & trim (2025) that give the home a fresh, cohesive look. The kitchen features updated appliances (2021), plenty of counter space (2025), a gorgeous, tiled backsplash (2025) & opens seamlessly to the living and dining areas. Both bathrooms were updated in 2025 with new

    Agent Photo

    Cari Rausch

    Iron Valley Real Estate Hampton Roads

    (757) 866-4787

    1013 Sippel Dr, Chesapeake, VA 23320
  • /24

    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 1,884 Sq Ft
    • House for Rent

    3209 Drawbridge Ct, Chesapeake, VA 23323

    MOVE IN READY! ENJOY FRESH, MODERN LIVING IN THIS NEWLY RENOVATED PROPERTY AVAILABLE FOR IMMEDIATE OCCUPANCY! IT FEATURES A HOST OF HIGH-END UPDATES. THE OPEN AIRY FLOOR PLAN SHOWCASES NEW FLOORING AND NEW NEUTRAL PAINT THROUGHOUT. THE HEAT OF THE HOME, THE KITCHEN HAS BEEN COMPLETLY TRANSFORMED WITH NEW CABINETS, COUNTERTOPS AND APPLIANCES. BE THE FIRST OT MOVE IN AND ENJOY THE SYTLISH FINISHES.

    Lisa Chandley The Real Estate Group

    3209 Drawbridge Ct, Chesapeake, VA 23323
  • 2014 Martin Ave, Chesapeake, VA 23324

    $140,000 Sold Oct 10, 2025

    • 1,360 Sq Ft
    • $103/SF
    • 226 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    2014 Martin Ave, Chesapeake, VA 23324

    Investor Special 3 Bedroom 1 Bath Ranch. Great potential but Sold "as is". New Construction Homes Nearby.

    Kirt Bunn Judy Boone Realty Inc.

    2014 Martin Ave, Chesapeake, VA 23324
    • /2

      Est $645,075 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,760 Sq Ft

      100 Heath Way, Chesapeake, VA 23322

      100 Heath Way, Chesapeake, VA 23322
  • /29

    $520,900

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

    902 Jennings Ln, Chesapeake, VA 23322

    Under construction early Summer '26 - time to choose your Mood finishes. 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 Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings MAIN, 9'

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    (757) 765-2218

    902 Jennings Ln, Chesapeake, VA 23322
  • /18

    $1,200 - $1,725 per month

    Riverstone I

    2 - 3 Beds

    2604 Townhouse Ln, Chesapeake, VA 23323

    Welcome to Riverstone Townhomes, where style meets affordability in the heart of Chesapeake, VA. We offer one-, two-, and three-bedroom apartment and townhome options, all thoughtfully designed with modern conveniences to suit your lifestyle. And the best part? The good life comes at just the right price.

    2604 Townhouse Ln, Chesapeake, VA 23323
  • 1625 Hydenwood Crescent, Chesapeake, VA 23321

    $452,000 Sold Oct 09, 2025

    • 2,230 Sq Ft
    • $203/SF
    • 7 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1974

    1625 Hydenwood Crescent, Chesapeake, VA 23321

    Welcome to this impeccably renovated brick ranch in the sought-after Forest Hills community. In April 2025, every inch of this home—and every major system—was replaced, including the roof, windows, HVAC, and water heater, offering complete peace of mind. The open-concept design highlights a brand-new kitchen with custom cabinetry, granite counters, and stainless appliances. Refinished hardwood

    Vanessa Sykes Own Real Estate LLC

    1625 Hydenwood Crescent, Chesapeake, VA 23321
    • /2

      Est $605,841 Not Listed For Sale

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

      1955 Bexley Ln, Chesapeake, VA 23322

      1955 Bexley Ln, Chesapeake, VA 23322

Showing Results 201 - 240, Page 6 of 18

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