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Chesapeake, VA Homes for Sale

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  • /50

    $747,500

    • 4 Beds
    • 2.5 Baths
    • 4,013 Sq Ft

    2537 Lakewood Ln, Chesapeake, VA 23321

    Spacious and serene, this 4-bedroom, 2.5-bath waterfront home in Stonebridge Landing offers over 4,000 square feet of living space on a scenic 0.54-acre riverfront lot. A converted room over the garage makes an ideal in-law suite, guest space, or playroom. Enjoy the natural light in the Florida room, cozy evenings by the gas fireplace, and the charm of a spiral staircase leading to generously

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    Antar Wilson

    Judy Boone Realty Inc.

    (757) 362-9284

    2537 Lakewood Ln, Chesapeake, VA 23321
  • /46

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    2115 Tall Pine Dr, Chesapeake, VA 23323

    Charming 4-bed, 2.5-bath home in Summerwood, located in the desirable Grassfield school district. This well-maintained home features an open-concept layout with granite countertops, stainless steel appliances, gas stove, 8-ft island, and pantry. The morning room overlooks a private wooded backdrop. The spacious primary suite includes a walk-in closet and en suite bath. Enjoy a fenced backyard

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    Daniel Parrish

    Real Broker LLC

    (757) 505-7109

    2115 Tall Pine Dr, Chesapeake, VA 23323
  • /50

    $490,000

    • 4 Beds
    • 2.5 Baths
    • 2,513 Sq Ft

    4650 Longleaf Place, Chesapeake, VA 23321

    Welcome to 4650 Longleaf Pl in The Retreat at Western Branch—a 55+ community offering modern design and low-maintenance living. Built in 2022, this 4-bed, 2.5-bath home features over 2,500 sq ft, a first-floor primary suite, dedicated office/flex space, fresh paint, and new carpet. Open-concept kitchen and living areas make entertaining easy. Upstairs includes 3 beds, full bath, and loft. Condo

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    Mario Dove

    EXP Realty LLC

    (757) 540-2800

    4650 Longleaf Place, Chesapeake, VA 23321
  • /44

    $574,500

    • 4 Beds
    • 3.5 Baths
    • 2,653 Sq Ft

    1815 Honey Milk Rd, Chesapeake, VA 23323

    Welcome to The Reserve at Grassfield - where lifestyle and comfort come together beautifully. Nestled in the highly sought-after Grassfield school district, this stunning 2021-built townhouse offers the perfect blend of modern design and everyday convenience. With 4 spacious bedrooms and 3.5 luxurious bathrooms, there's plenty of room for everyone to spread out and relax. Enjoy cooking in the

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    Jeffrey Cancel

    World Class Realty

    (757) 908-3647

    1815 Honey Milk Rd, Chesapeake, VA 23323
  • /23

    $524,000

    • 4 Beds
    • 3.5 Baths
    • 2,220 Sq Ft

    1821 Honey Milk Rd, Chesapeake, VA 23323

    Welcome to this beautifully maintained townhome in the highly sought-after Grassfield Meadows community of Chesapeake! Purchased as new construction and lovingly cared for by its sole owner, this home features stunning custom accent walls that add warmth and personality throughout. Offering 4 bedrooms and 3.5 full bathrooms, this layout is great for flexible living. The first floor includes a

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    Alphradezsa 'Lexi' Church

    Creed Realty

    (757) 384-4443

    1821 Honey Milk Rd, Chesapeake, VA 23323
  • /29

    $299,000

    • 4 Beds
    • 1.5 Baths
    • 1,484 Sq Ft

    2905 Doris Ave, Chesapeake, VA 23324

    BACK ON MARKET! No seller's fault! Don't miss this beautiful home again! :) Fully updated 4BR ALL-BRICK rancher. Move-in ready, one-story home with major updates in 2025: roof, water heater, windows. New plumbing & electrical with recessed lighting, freshly painted interior, & luxury LVP flooring throughout. You’re going to FELL IN LOVE with your BRAND NEW kitchen with soft-close cabinets,

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    Val Milan

    Swell Real Estate Co.

    (757) 919-1926

    2905 Doris Ave, Chesapeake, VA 23324
  • /50

    $765,000

    • 6 Beds
    • 4 Baths
    • 4,000 Sq Ft

    1604 Tapgallant Quay, Chesapeake, VA 23321

    Pristine, estate living in this 4000 sq. ft., beautiful brick home, situated in a Cul-de-sac along the banks of the Elizabeth river. The immaculately manicured grounds, measuring nearly 3 quarters of an acre, are so private, you will feel like you ventured away from it all while actually living in close proximity to highly sought schools, shopping, restaurants, the interstate & area bases . New

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    Hazel Coleman

    RE/MAX Allegiance

    (757) 863-8874

    1604 Tapgallant Quay, Chesapeake, VA 23321
  • /36

    $685,500

    • 5 Beds
    • 5 Baths
    • 3,400 Sq Ft

    1161 Bells Mill Rd, Chesapeake, VA 23322

    Don't miss this opportunity to own a stunning 5-bedroom, 3-bath, 2-half bath home in the heart of Chesapeake, VA! Multi-generational living, it offers a primary suite on each level. As you enter through the front door, you’re welcomed by an airy foyer and an open concept that flows seamlessly. A cozy family room with an electric fireplace, and a large, well-equipped kitchen. The kitchen shines

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    Raietta Thomas

    Melody Matthews & Assoc. Real Estate Professionals

    (757) 697-2421

    1161 Bells Mill Rd, Chesapeake, VA 23322
  • /28

    $445,000

    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    1900 Varsity Dr, Chesapeake, VA 23324

    Stylishly Renovated Brick Ranch on a Prime Corner Lot Discover timeless charm blended with modern luxury in this fully updated all-brick ranch, nestled in a well-established neighborhood. Renovated top-to-bottom in 2023, this home boasts sleek granite countertops with a breakfast bar, elegant 42" soft-close cabinetry, and stainless-steel appliances that elevate the kitchen into a true showpiece.

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    Aretha Valentine

    BHHS RW Towne Realty

    (757) 551-3296

    1900 Varsity Dr, Chesapeake, VA 23324
  • /45

    $699,900

    • 4 Beds
    • 2 Baths
    • 2,863 Sq Ft

    732 Washington Dr, Chesapeake, VA 23322

    Gorgeous open floor custom built ranch w/ten ft ceilings in family & dining room, nine ft ceilings in bedrooms. Finished room over garage can serve as 4th bedroom or bonus room. Enjoy kitchen w/ granite countertop, bar seating area, stainless steel energy efficient appliances, custom cabinets, w/recessed lights; Opens to large breakfast nook overlooking a tranquil country backyard. Stunning

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    Carmen Anthony

    BHHS RW Towne Realty

    (757) 666-5762

    732 Washington Dr, Chesapeake, VA 23322
  • /33

    $320,000

    • 3 Beds
    • 3 Baths
    • 1,951 Sq Ft

    1338 Seaboard Ave, Chesapeake, VA 23324

    Stunning 3 bed/3 bath open-concept home loaded with upgrades! Enjoy brand-new stainless steel appliances, stylish fixtures, butcher block countertops, walk-in pantry, and an under-counter wine fridge. Each bathroom offers its own unique flair, with walk-in showers featuring body jets. Spacious closets, real hardwood floors throughout, LVP in the master. Major systems updated: roof, plumbing,

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    Nichole Harrison

    Prodigy Realty

    (757) 540-6405

    1338 Seaboard Ave, Chesapeake, VA 23324
  • /45

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,799 Sq Ft

    2017 Athens Ct, Chesapeake, VA 23323

    Welcome Home to Deep Creek, Geneva Shores, Chesapeake on over 1/3 acre. 2/10 mile from water. Room to park your boat in backyard! Enjoy your morning coffee on the front porch in view of the flowering shade tree. Relax in the large primary suite & 3 other bedrooms. Updated Kitchen with Stainless steel appliances & pass through to den. Living room with beautiful stone surround fireplace & gas

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    Amber McCulloch

    Family First Realty Inc.

    (757) 601-9690

    2017 Athens Ct, Chesapeake, VA 23323
  • /50

    $699,900

    • 6 Beds
    • 3 Baths
    • 3,195 Sq Ft

    509 Hanbury Rd W, Chesapeake, VA 23322

    Step into this immaculately well kept property in the highly desired Great Bridge area of Chesapeake. Luxury meets peaceful living in this pristine 6 bedroom residence. With nearly 3,200 sqft, a gorgeous chef's kitchen with a stunning island, two ovens & a double sink, this property has so much to offer to those who love hosting & entertaining! The layout offers a convenient downstairs bedroom,

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    Laura Blackwood

    CENTURY 21 Nachman Realty

    (757) 731-2201

    509 Hanbury Rd W, Chesapeake, VA 23322
  • /7

    $375,000

    • 4 Beds
    • 3.5 Baths
    • 1,640 Sq Ft

    1623 Conoga St, Norfolk, VA 23523

    Come home to superior craftsmanship. This remodel is of the highest quality. It features first and second floor primary bedrooms. Virtually everything is new - plumbing, electrical, drywall, sheathing, interior framing, roof, gas line, and HVAC. Quartz counter and vanity tops are all level 1 quartz -the best quality. Tile is all porcelain - not ceramic. Huge, luxury soaker tub by Jason. Matching

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    Drew Little

    Real Broker LLC

    (757) 290-1941

    1623 Conoga St, Norfolk, VA 23523
  • /6

    $520,900

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

    MM Legacy 4 Branch, Chesapeake, VA 23322

    TO BE BUILT. Built by award-winning builder. Pick your vibe! Stunning home w/custom 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, Dishwasher, and Microwave Drawer. 10' ceilings MAIN, 9' First & Third Floors, 2-zone HVAC w/thermostat on each floor. Primary bedroom

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    Monique Darling

    BHHS RW Towne Realty

    (757) 540-5174

    MM Legacy 4 Branch, Chesapeake, VA 23322
  • /14

    $725,000

    • 4 Beds
    • 4 Baths
    • 2,500 Sq Ft

    MM Cove Amavida, Chesapeake, VA 23323

    TO BE BUILT. Select your custom finish at Showroom with builder's designer - honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Extensive HW flooring and 10' ceilings midlevel, plus HUGE 2nd floor Screened Porch with composite decking overlooks estuary

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    Monique Darling

    BHHS RW Towne Realty

    (757) 665-2431

    MM Cove Amavida, Chesapeake, VA 23323
  • /27

    $545,900 Open Sat 1PM - 4PM

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

    204 Traditions Way, Chesapeake, VA 23322

    Unique 3-Unit Bldg! Under construction with early 2026 delivery. Built by award-winning builder. Stunning home w/curated features uniquely designed.. 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' First & Third Floors, 2-zone HVAC

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    Monique Darling

    BHHS RW Towne Realty

    (757) 859-9454

    204 Traditions Way, Chesapeake, VA 23322
  • /34

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,727 Sq Ft

    1439 Thistlewood Ln, Chesapeake, VA 23320

    Back on market due to no fault of the seller. Beautifully maintained and updated Condo in the highly sought after Retreat At Greenbrier. Updated kitchen with Newer Stainless steel appliances, Quartz countertops, HVAC has been updated, Hot Water Heater recently replaced, Kitchen Flooring replaced. This home is truly turn key and move in ready. Come enjoy this active community!

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    Jamie Flowers

    Beach Realty United

    (757) 859-0381

    1439 Thistlewood Ln, Chesapeake, VA 23320
  • /18

    $793,900

    • 4 Beds
    • 4 Baths
    • 2,500 Sq Ft

    1918 Mccoy Rd, Chesapeake, VA 23323

    STUNNING Spec Home TO BE BUILT by award-winning builder! This 4-bedroom beauty offers ensuite baths for all, upscale finishes throughout, and light-filled living spaces with oversized windows. Entertainers kitchen - Quartz counters, custom backsplash, GE Cafe appliances, soft-close cabinetry, and a custom range hood. Enjoy 10' ceilings on the midlevel, an impressive stair tower with oak treads,

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    Monique Darling

    BHHS RW Towne Realty

    (757) 863-1689

    1918 Mccoy Rd, Chesapeake, VA 23323
  • /18

    $750,900

    • 4 Beds
    • 4 Baths
    • 2,500 Sq Ft

    1916 Mccoy Rd, Chesapeake, VA 23323

    NEW Home TO BE BUILT. Select your custom finish at Showroom with builder's designer. 4 BR with generous suites. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. Approvals, engineering, and survey documentation available to support future dock. The oversized windows will immerse you in light at every turn. Open and Elegant modern home.

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    Monique Darling

    BHHS RW Towne Realty

    (757) 780-8278

    1916 Mccoy Rd, Chesapeake, VA 23323
  • /24

    $520,900 Open Sat 1PM - 4PM

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

    913 Jennings Ln, Chesapeake, VA 23322

    LIGHT AND BRIGHT HOME! UPGRADES GALORE! Under construction with early 2026 delivery. 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'

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    Monique Darling

    BHHS RW Towne Realty

    (757) 207-9877

    913 Jennings Ln, Chesapeake, VA 23322
  • /24

    $520,900 Open Sat 1PM - 4PM

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

    911 Jennings Ln, Chesapeake, VA 23322

    LIGHT AND BRIGHT HOME! UPGRADES GALORE! Under construction with early 2026 delivery. 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'

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    Monique Darling

    BHHS RW Towne Realty

    (757) 551-6672

    911 Jennings Ln, Chesapeake, VA 23322
  • /25

    $545,900 Open Sat 1PM - 4PM

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

    909 Jennings Ln, Chesapeake, VA 23322

    LIGHT AND BRIGHT END HOME! UPGRADES GALORE! Under construction with early 2026 delivery. 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'

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    Monique Darling

    BHHS RW Towne Realty

    (757) 697-4065

    909 Jennings Ln, Chesapeake, VA 23322
  • /6

    $549,900

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

    900 Jennings Ln, Chesapeake, VA 23322

    LIGHT AND BRIGHT END HOME under construction! UPGRADES GALORE! Under construction with June 2026 delivery. 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'

    Monique Darling BHHS RW Towne Realty

    900 Jennings Ln, Chesapeake, VA 23322
  • /34

    $609,900

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    912 Koonce Ln, Chesapeake, VA 23322

    Dreamy Augusta Cottage built by coveted local builder, with unmatched architectural details. Custom arches to soaring 10' ceilings and stunning hardwood floors. The open-concept first floor effortlessly blends the Dining and Great Room, with two sets of French doors leading to your own private courtyard and patio, your personal oasis for outdoor living. Chef's kitchen is a showstopper w/oversized

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    Monique Darling

    BHHS RW Towne Realty

    (757) 244-9019

    912 Koonce Ln, Chesapeake, VA 23322
  • /34

    $614,900 Open Sat 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    203 Hodges Rd, Chesapeake, VA 23322

    Dreamy Augusta Cottage built by coveted local builder, with unmatched architectural details. Custom arches to soaring 10' ceilings and stunning hardwood floors. The open-concept first floor effortlessly blends the Dining and Great Room, with two sets of French doors leading to your own private courtyard and patio, your personal oasis for outdoor living. Chef's kitchen is a showstopper w/oversized

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    Monique Darling

    BHHS RW Towne Realty

    (757) 580-9375

    203 Hodges Rd, Chesapeake, VA 23322
  • /42

    $505,000

    • 4 Beds
    • 2 Baths
    • 1,948 Sq Ft

    3154 Martin Johnson Rd, Chesapeake, VA 23323

    Welcome to your California-style dream home on nearly an acre of private paradise! This beautifully upgraded home blends high-end finishes with timeless comfort—and is loaded with jaw-dropping features inside and out. Features & Highlights: • Built-in surround sound system throughout the home—perfect for entertaining or relaxing • Built-in tilting TV that

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    Sarah Romero

    Real Broker LLC

    (757) 294-8201

    3154 Martin Johnson Rd, Chesapeake, VA 23323
  • /4

    $155,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    3440 Clover Rd E, Chesapeake, VA 23321

    Investor-friendly end-unit condo in desirable Western Branch. This well-maintained 2-bedroom, 1-bath home features one-level living with an open floor plan, cathedral ceilings, a cozy fireplace, and a spacious utility room. Tenant-occupied with a lease in place through March 2026 at $1,400/month—lease must be honored by the buyer. Cash or conventional financing only. Showings require a 24-hour

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    Jenn Bryant

    The Bryant Group

    (757) 529-8636

    3440 Clover Rd E, Chesapeake, VA 23321
  • /4

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    904 Flintfield Crescent, Chesapeake, VA 23321

    Beautiful traditional style home. Located on a large lot in the Western Branch area of Chesapeake. Home features include three large bedrooms. Large family room with a fireplace. Eat in kitchen with stainless steel wireless refrigerator, stove, microwave, and washer and dryer, all convey. Dining room leads to the enormous living room. Primary bedroom includes a walk in closet. Huge

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    Adrienne Campbell

    Keller Williams Coastal Virginia Chesapeake

    (757) 296-8807

    904 Flintfield Crescent, Chesapeake, VA 23321
  • /47

    $650,000

    • 4 Beds
    • 2 Baths
    • 1,860 Sq Ft

    253 George Washington Hwy S, Chesapeake, VA 23323

    Bring your horses and your dreams to this rare 6+ acre oasis in Grassfield high school district of Chesapeake! Fully equipped for equestrian living, the property features a 10-stall barn with tack room, feed room, storage, and half bath, plus a lighted riding ring and two sheds—including one to be installed. Zoned for horses, boarding stables and riding academy and just minutes from major roads

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    Kimberly Denton

    BHHS RW Towne Realty

    (757) 786-8081

    253 George Washington Hwy S, Chesapeake, VA 23323
  • /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.

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    John Horton

    Samson Properties

    (757) 296-1605

    Par B George Washington Hwy S, Chesapeake, VA 23323
  • /11

    $295,000

    • 1,710 Sq Ft

    1215 Hoover Ave, Chesapeake, VA 23324

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    Greg Garrett

    Garrett Realty Partners

    (757) 906-6964

    1215 Hoover Ave, Chesapeake, VA 23324
  • /36

    $398,000

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    800 Monroe Ct, Chesapeake, VA 23320

    Nestled in the heart of Greenbrier, this end-unit condo sits on a tranquil cul-de-sac with upgraded interior trim, to include crown molding and expansive base molding. The inviting home is further offers custom paint, a spacious living room, formal dining area with glass french doors, and seamlessly integrated family room showcase the epitome of comfort, leading to an inviting kitchen. The

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    Chris Faircloth

    Swell Realty Co

    (757) 384-5756

    800 Monroe Ct, Chesapeake, VA 23320
  • /20

    $410,000

    • 5 Beds
    • 2 Baths
    • 2,030 Sq Ft

    117 Millwood Ave, Chesapeake, VA 23322

    This home puts checkmarks in many boxes. Open layout, plenty of bedrooms and bathrooms, just under an acre with an attached and detached garage. Back yard fully fenced. The decor is very neutral with all the maintenance items being well cared for to make your own. This is an investment opportunity for someone due to location and zoning. DON'T MISS IT. The inside will surprise you so be sure to

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    Janice Myers-Hollowell

    BHHS RW Towne Realty

    (757) 866-5816

    117 Millwood Ave, Chesapeake, VA 23322
  • /46

    $450,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,932 Sq Ft

    417 Heartfield Dr, Chesapeake, VA 23322

    Don’t miss this incredible opportunity! This beautiful 3-bedroom, 2.5-bath townhouse-style condo, built in 2019, feels practically brand new. The first-floor primary suite offers comfort and convenience, while the open layout and spacious rooms give you plenty of space to live and grow.Enjoy the finished bonus room over the garage—perfect for a home office, gym, or man cave. The home also

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    Dycallon James

    Keller Williams Town Center

    (757) 654-1107

    417 Heartfield Dr, Chesapeake, VA 23322
  • /50

    $1,100,000

    • 6 Beds
    • 4.5 Baths
    • 4,612 Sq Ft

    2604 Schiemann Ct, Chesapeake, VA 23321

    Experience waterfront luxury in Drum Point with this custom-built brick home. Savor sunrises from the second-floor balcony. Inside, a gourmet kitchen boasts granite counters, plentiful cabinetry, stainless appliances, a Wolf dual-convection gas range, and in-wall oven. The family room flows into a bright Florida room with an ice machine & wine fridge. Enjoy a formal dining room & a spacious FROG

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    Evelyn Thomas

    CENTURY 21 Nachman Realty

    (757) 829-5750

    2604 Schiemann Ct, Chesapeake, VA 23321
  • /33

    $409,999 Open House 10/19

    • 4 Beds
    • 2 Baths
    • 1,877 Sq Ft

    3032 Barn Way, Chesapeake, VA 23323

    This cape cod home is stylish, serene and spacious! Tucked away on a quiet dead end street with a cul-de-sac, 3032 Barn Way welcomes you home. The flexible layout offers the option of a first-floor primary suite with full bath or a private retreat upstairs. The main level features an open kitchen with all appliances conveying and a formal dining room with French doors. It's great for gatherings

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    Jackie Feagin

    BHHS RW Towne Realty

    (757) 290-1211

    3032 Barn Way, Chesapeake, VA 23323
  • /46

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 2,036 Sq Ft

    1808 Aft Way, Chesapeake, VA 23323

    Welcome home to the beautiful Mendelssohn model home in Bryan's Cove that features a 2-car garage & massive rec room w/ access to private back yard on the first level. The main living level kitchen includes granite, an island, a dining area, a pantry & access to an 8'x18' deck. The kitchen opens to a generous & bright living room with a conveniently placed powder room. Upstairs are 2 bedrooms w/

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    Kara Evalenko

    Real Broker LLC

    (757) 697-8390

    1808 Aft Way, Chesapeake, VA 23323
  • /23

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,383 Sq Ft

    1439 Orchard Grove Dr, Chesapeake, VA 23320

    $5,000 to Buyer if closed by Oct 31, 2025! Don’t miss this beautiful condo in the highly sought-after Orchard Grove community in Greenbrier. Perfectly located with a larger yard, 2 assigned parking spaces (#20 close by), and mailbox nearby. Features include NEW quartz kitchen countertops, New stove, 2 year old carpet, plus a screened in porch that backs up to trees for added privacy, and a

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    Carlos Cardo

    RE/MAX Ultra

    (757) 703-8735

    1439 Orchard Grove Dr, Chesapeake, VA 23320
  • /28

    $248,500

    • 2 Beds
    • 2 Baths
    • 1,169 Sq Ft

    1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

    Welcome to this spacious condo located in a well-maintained traditional-style building with secured entrance, elevator access, and an intercom system for added peace of mind. This beautifully designed unit features two oversized bedrooms and two generously sized bathrooms, offering both comfort and convenience. The open-concept kitchen includes a large breakfast bar with seating for 4–6, Great

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    Michele Salyer

    A Better Way Realty Inc.

    (757) 290-8046

    1016 Thoroughgood Way Unit 100, Chesapeake, VA 23324

Showing Results 1 - 40, Page 1 of 18

Why Live in Chesapeake

The Great Dismal Swamp National Wildlife Refuge beckons nature lovers with extensive hiking trails and prime kayaking waters, while the Chesapeake Arboretum showcases themed gardens and walking paths. Northwest River Park provides camping, fishing, and boating opportunities alongside Oak Grove Lake Park's scenic waterfront and playground facilities. The city's dining scene features distinctive local establishments like Ang Sushi Bistro, known for innovative Asian fusion, and Cutlass Grille, serving Jamaican and Southern BBQ specialties. The Butcher's Son Chop House and Amber Lantern Restaurant deliver upscale dining experiences with locally sourced ingredients.

The Chesapeake housing market includes diverse options across several established neighborhoods. The median price for single family homes in Great Bridge is $555,000, while Greenbrier East commands $525,000. Western Branch presents more moderate pricing with a median of $445,000 for single family homes. South Norfolk and Indian River provide more affordable options, with median single family home prices of $300,000 and $320,000 respectively. Condominiums start at a median price of $191,000 for one bedroom units and $255,000 for two bedrooms.

Chesapeake maintains a favorable property tax rate of 0.82%, lower than Norfolk at 1.01% and Portsmouth at 1.07%. The city contains several highly rated schools, including Grassfield High School serving Great Bridge. Private education options include Veritas Collegiate Academy and St. Matthew's Catholic School, both rated A plus by Niche. Commute times to neighboring cities average 15 to 20 minutes to Norfolk and Virginia Beach via I 64, I 464, and I 664, with Hampton Roads Transit providing public transportation connections throughout the region.

Frequently Asked Questions

What is the average home price in Chesapeake, VA?
Homes for sale in Chesapeake, VA have an average home price of $459,398.
Are home prices dropping in Chesapeake?
Yes, home prices in Chesapeake are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Chesapeake, VA?
3,534 homes have sold in Chesapeake, VA over the last 12 months.
Is Chesapeake, VA a safe city?
In general, the safest neighborhoods in Chesapeake, VA with lower crime scores are Albemarle Acres West, Pleasant Grove East, Pleasant Grove West, Caroon Farms and Edinburgh.
What are the most popular zip codes in Chesapeake, VA?
The most popular zip codes in Chesapeake, VA include 23322, 23323, 23320, 23324 and 23325.
What are the most popular neighborhoods in Chesapeake, VA?
The most popular neighborhoods in Chesapeake, VA with the most homes for sale are Pleasant Grove West, Great Bridge, Western Branch, Greenbrier East and Deep Creek-Portsmouth.
How much do you need to make to afford a house in Chesapeake?
The median home price in Chesapeake is $421,900. If you put a 20% down payment of $84,400 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $2,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K a year to afford the median home price in Chesapeake.
How are the schools in Chesapeake, VA?
Chesapeake, VA has highly rated public and private schools. Some of the best schools in Chesapeake based on Niche Grades are Veritas Collegiate Academy, StoneBridge School and Floyd E. Kellam High School. The neighborhoods in Chesapeake with the highest rated schools are Albemarle Acres West, Pleasant Grove East and Pleasant Grove West. Browse all the schools in Chesapeake, VA to learn more.

Home Trends in Chesapeake, VA

Housing Trends

Median Sale Price
$408,000
Median Single Family Sale Price
$449,900
Median Townhouse Sale Price
$331,000
Median 2 Bedroom Sale Price
$243,500
Median 1 Bedroom Sale Price
$193,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
689
Last 12 months Home Sales
3,534
Months of Supply
2.30
Median List Price
$421,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-31%
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