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Chesapeake, VA Homes for Sale

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  • /50

    $550,000

    $15K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,063 Sq Ft

    1113 Crystalwood Cir, Chesapeake, VA 23320

    Looking for space? This spacious home offers over 3,000 sq ft of living space 5 bedrooms and 3.5 baths. There is a first-floor primary suite and an oversized bonus room which could be a 6th bedroom. The downstairs flooring and carpet was installed in 2024. The family room has a cozy stone gas fireplace. The large eat-in kitchen features stainless steel appliances and plenty of cabinet space.

    Heather Meyers LPT Realty LLC

    1113 Crystalwood Cir, Chesapeake, VA 23320
  • /2

    $7,334

    • Land
    • 10,018 Sq Ft
    • $31,887 per Acre

    Lot 35 Trinkle St, Chesapeake, VA 23322

    Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

    Dustin Floyd Howard Hanna Real Estate Svcs.

    Lot 35 Trinkle St, Chesapeake, VA 23322
  • /25

    $239,000

    • 2 Beds
    • 2 Baths
    • 1,236 Sq Ft

    724 Sail Fish Quay, Chesapeake, VA 23320

    Back on market at no fault due to seller! Fantastic first floor condo in sought after Riverwalk. This 2 bed, 2 bath condo features a gas fire place,private patio, and fresh paint throughout. Seller offering $500 home warranty. This home provides ease of living while offering incredibleamenities for activity and relaxation. You will love the huge pool, gorgeous clubhouse,

    Jazmine Hall LPT Realty LLC

    724 Sail Fish Quay, Chesapeake, VA 23320
  • /50

    $649,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,913 Sq Ft

    2217 Nantucket Ave, Chesapeake, VA 23321

    The beautiful 4 bdrm Camellia model has a projected delivery date of Oct 2026. Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities, including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas, & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes

    Kathy Nelms Corinth Realty LLC

    2217 Nantucket Ave, Chesapeake, VA 23321
  • /35

    $310,500

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,870 Sq Ft

    2409 Leytonstone Dr, Chesapeake, VA 23321

    Welcome home to this beautifully maintained 2-bedroom condo featuring an open and functional floor plan. The spacious primary suite offers a private sitting area and an ensuite bath with a separate soaking tub and shower. A versatile first-floor media room or office provides the perfect space for working from home, entertaining, or relaxing. The gourmet kitchen boasts ample cabinetry, generous

    Tilman Dunbar Veterans First Realty LLC

    2409 Leytonstone Dr, Chesapeake, VA 23321
  • /16

    $395,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    4902 Apricot Way, Chesapeake, VA 23321

    Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded quartz countertops, subway tile backsplash, & under cabinet lighting. Easily

    Angela McCaskill Corinth Realty LLC

    4902 Apricot Way, Chesapeake, VA 23321
  • /50

    $609,900

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    1933 Reefwood Rd, Chesapeake, VA 23323

    100% move-in ready in the Grassfield school district! This open floor plan offers quality finishes throughout. Hardwood flooring runs throughout the main living areas. The first-floor office/study has direct access to the wraparound front porch. The family room opens to the dining area and spacious kitchen featuring granite countertops, white soft-close cabinets, a large island, stainless steel

    Steve Marable Iron Valley Real Estate HR

    1933 Reefwood Rd, Chesapeake, VA 23323
  • /12

    $655,610

    New Construction Open Fri 1PM - 4PM $9K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,652 Sq Ft

    725 Crestfield Dr, Chesapeake, VA 23320

    November Delivery. Elegant two-story home with approx. 2,652 square feet of meticulously designed living space. The main level boasts an open-concept layout with soaring 9-foot ceilings throughout. The heart of the home is the large kitchen, equipped w/tons of storage & countertops for meal prep & entertaining. A flex space on the first floor provides versatility for a home office, playroom, or

    Morgan Xenos Dragas Companies Realty Inc

    725 Crestfield Dr, Chesapeake, VA 23320
  • /33

    $358,000

    $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    3916 Port Rd, Chesapeake, VA 23321

    Welcome home to this beautifully maintained property featuring a spacious, well appointed kitchen complete with granite countertops, stainless steel appliances, abundant cabinet storage, and generous counter space-perfect for everyday living and entertaining. The inviting living area boast soaring vaulted ceilings and an expansive open feel, creating the perfect space to relax or gather with

    Deborah Woolford The Real Estate Group

    3916 Port Rd, Chesapeake, VA 23321
  • /29

    $770,425

    New Construction $11K PRICE INCREASE
    • 5 Beds
    • 3.5 Baths
    • 3,089 Sq Ft

    2039 Charwood Dr, Chesapeake, VA 23320

    10,000 square foot lot, ready early 2027, still time to customize. The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a

    Morgan Xenos Dragas Companies Realty Inc

    2039 Charwood Dr, Chesapeake, VA 23320
  • /2

    $7,334

    • Land
    • 10,018 Sq Ft
    • $31,887 per Acre

    LOT 40 Caddie St, Chesapeake, VA 23322

    Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

    Dustin Floyd Howard Hanna Real Estate Svcs.

    LOT 40 Caddie St, Chesapeake, VA 23322
  • /36

    $420,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,550 Sq Ft

    937 Mount Pleasant Rd, Chesapeake, VA 23322

    Welcome home to this move in ready, updated brick ranch situated on a spacious 2/3-acre lot in the heart of Chesapeake. Offering classic curb appeal and room to breathe, this home also boasts new paint & flooring throughout, all new kitchen cabinets, granite & appliances with breakfast bar. Large family room w loads of natural sunlight add to the functional, single-level layout designed for

    Denise Cowan Iron Valley Real Est Norfolk

    937 Mount Pleasant Rd, Chesapeake, VA 23322
  • /2

    $7,000

    • Land
    • 10,018 Sq Ft
    • $30,435 per Acre

    1 Arthurs Ct, Chesapeake, VA 23322

    Dustin Floyd Howard Hanna Real Estate Svcs.

    1 Arthurs Ct, Chesapeake, VA 23322
  • /2

    $16,700

    • Land
    • 10,018 Sq Ft
    • $72,609 per Acre

    1538 Tuck St St, Chesapeake, VA 23322

    Three adjoining wooded residential lots available as a package in the established Hillcrest area of South Chesapeake. Includes 1534, 1536 & 1538 Tuck St. These contiguous parcels offer a unique opportunity for builders, investors, or buyers looking to get multiple lots for future development or personal use. Conveniently located near S. Battlefield Blvd and Johnstown Road with access to nearby

    Nancy Bui Keller Williams Realty Twn Ctr

    1538 Tuck St St, Chesapeake, VA 23322
  • /31

    $227,000

    $13K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 940 Sq Ft

    497 Cobblewood Bend, Chesapeake, VA 23320

    Welcome home! This cozy 2 bedroom 1 bathroom twin home is easy to maintain and ready for a new owner! Nestled on a corner lot in the Dominion Pines neighborhood of Chesapeake, you are just minutes from highway access to bases, shopping, restaurants, and beaches. The fenced in backyard with deck provides private space for shaded quiet enjoyment.

    Joseph Bergamino Real Broker LLC

    497 Cobblewood Bend, Chesapeake, VA 23320
  • /4

    $859,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    MM Carley (The Albemarle) Ct, Chesapeake, VA 23322

    Introducing The Albemarle, a thoughtfully designed new construction home that blends modern comfort with timeless appeal. This versatile floor plan offers an inviting layout with a natural flow between living spaces, centered around a well-appointed kitchen that's great for both everyday living and entertaining. The primary suite is privately situated, creating a peaceful retreat with a focus on

    Julie Fish BHHS RW Towne Realty

    MM Carley (The Albemarle) Ct, Chesapeake, VA 23322
  • /2

    $345,900

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    4987 Boone Rd, Chesapeake, VA 23321

    Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st

    Lisa Kyriakides Corinth Realty LLC

    4987 Boone Rd, Chesapeake, VA 23321
  • /11

    $317,000

    • 3 Beds
    • 1.5 Baths
    • 1,431 Sq Ft

    4108 Wake Ave, Chesapeake, VA 23324

    Beautifully and fully remodeled ranch-style home offered by the original owners. Located in a quiet, well-established neighborhood and conveniently close to shopping, dining, and amenities. This three-bedroom, two-and-a-half-bath home features a spacious layout with numerous updates throughout and all new appliances.Enjoy a large backyard ideal for outdoor living and gatherings, along with a

    Christina Edmonds Paragon Real Estate Group

    4108 Wake Ave, Chesapeake, VA 23324
  • /46

    $766,740

    New Construction
    • 5 Beds
    • 4 Baths
    • 3,165 Sq Ft

    900 Intracoastal Way, Chesapeake, VA 23322

    The Summit floorplan offers a generous 3,165 sqft of 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 kitchen is a standout with a large kitchen island, quartz countertops,

    D.R. Horton Builder
    900 Intracoastal Way, Chesapeake, VA 23322
  • /26

    $699,990

    New Construction
    • 6 Beds
    • 3 Baths
    • 3,010 Sq Ft

    Lehigh Plan at Patriots Ridge, Chesapeake, VA 23322

    New homes in Chesapeake's Hickory HS district. Amenity-filled community near Edinburgh shopping with quick access to Military and 168, 64 & 664. The Lehigh single-family home combines smart design with light-filled spaces. Enter the inviting foyer, where versatile flex space can be used as a playroom, living room or office. The gourmet kitchen boasts a large island and walk-in pantry and connects

    Ryan Homes Builder
    108 Henry Jefferson Way Unit 36143727, Chesapeake, VA 23322
  • /35

    $525,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 2,302 Sq Ft

    5036 Queen St, Chesapeake, VA 23321

    Tucked away on a quiet end street shared by only three other homes, this brand new construction offers a rare sense of privacy while still being close to everything Western Branch has to offer. With minimal traffic and a park-like setting, it’s the kind of place where evenings are quiet, kids can play outside, and home truly feels like a retreat. Inside, this thoughtfully designed 5 bed, 3.5 bath

    Cavelle Mollineaux ONYX Realty Professionals LLC

    5036 Queen St, Chesapeake, VA 23321
  • /37

    $345,900

    $4K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,472 Sq Ft

    1016 Winged Foot Ct Unit B, Chesapeake, VA 23320

    One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

    Patty Cohen RE/MAX Allegiance

    1016 Winged Foot Ct Unit B, Chesapeake, VA 23320
  • /2

    $7,334

    • Land
    • 10,018 Sq Ft
    • $31,887 per Acre

    Lot 17 Binford St, Chesapeake, VA 23322

    Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

    Dustin Floyd Howard Hanna Real Estate Svcs.

    Lot 17 Binford St, Chesapeake, VA 23322
  • /20

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,766 Sq Ft

    220 Deepwater Dr, Chesapeake, VA 23322

    Rare opportunity to own on deep water in Chesapeake! Fish, kayak, boat right off your back dock. Keep your boat in your own backyard on the boat lift instead of paying for dry storage or slip fees. From your private dock, enjoy an approximate 40–50-minute cruise to the open waters of the Chesapeake Bay or to Downtown Norfolk’s vibrant Waterside District where waterfront dining, entertainment and

    Lorrie Gilbert BHHS RW Towne Realty

    220 Deepwater Dr, Chesapeake, VA 23322
  • /35

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,924 Sq Ft

    515 Sweet Leaf Place, Chesapeake, VA 23320

    Welcome to this beautifully maintained 3 bedroom, 2.5 bath home. Step inside to a bright, open floor plan featuring rich dark wood floors that flow throughout the main living areas. The stunning kitchen is designed to impress with custom cabinetry, upgraded appliances, and plenty of space for cooking and entertaining. The inviting great room is the heart of the home, complete with gas fireplace

    Amy Doll RE/MAX Alliance

    515 Sweet Leaf Place, Chesapeake, VA 23320
  • /28

    $692,950

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,287 Sq Ft

    MM Taft (Derring A-5) Rd, Chesapeake, VA 23322

    The Derring isn’t just a house; it’s a high-energy hub designed for the pulse of a busy, modern life. Forget those traditional, boxy layouts—this plan throws the doors open with a massive, light-drenched great room that flows straight into a kitchen built for "main character" energy, complete with a substantial floating island that’s destined to be your morning coffee spot and evening social

    Deana Renn AtCoastal Realty

    MM Taft (Derring A-5) Rd, Chesapeake, VA 23322
  • /45

    $499,895

    • 4 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    4257 Meadow Wood Dr, Chesapeake, VA 23321

    Beautifully renovated and move-in ready, this spacious 4-bedroom, 2.5-bath home offers approximately 2,621 square feet, including an addition that provides extra living space. The open and inviting main level features fresh luxury vinyl plank flooring, updated lighting, and a bright sunroom. The updated kitchen offers granite countertops, stainless steel appliances, and attractive cabinetry.

    Darryl Ward The Real Estate Group

    4257 Meadow Wood Dr, Chesapeake, VA 23321
  • /33

    $585,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    913 Montebello Cir, Chesapeake, VA 23322

    Welcome to this one of a kind custom all brick home designed for buyers who appreciate true craftmanship, architectural character, and timeless traditional design. Offering nearly 3000 sqft, 4 bedrooms and 2.5 baths, this home showcases features rarely found in newer construction, including a stunning wood spiral staircase, custom millwork, rich hardwood flooring, and 3 fireplaces that bring

    Paul Tatum Atlantic Sothebys Int'l Realty

    913 Montebello Cir, Chesapeake, VA 23322
  • /39

    $455,000

    $4K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    440 Fleming Cir, Chesapeake, VA 23323

    Beautiful 3 bedroom 2.5 bath home in the desirable Grassfield area of Chesapeake. This home offers a spacious layout with plenty of room for everyday living and entertaining. The kitchen has lots of cabinet and counter space and opens to the dining and living areas. The primary bedroom features a private bath and a walk-in closet. Roof replaced in 2017, windows replaced in 2021 and HVAC in 2025

    Cindy Powell Iron Valley Real Est Norfolk

    440 Fleming Cir, Chesapeake, VA 23323
  • /6

    $669,900

    • Land
    • 97.9 Acres
    • $6,843 per Acre

    2237 Shillelagh Rd, Chesapeake, VA 23323

    Vacant Land on Shillelagh Rd in a country setting that spans over 97.9 acres. Building on the property is used for the Hunt Club. Great location and School District. Quick access to Dominion Blvd to the I-64 to Downtown Norfolk, NPN, Hampton, and the MM-Tunnel and Military Bases. Go south to Benefit Rd and a short drive to the Outer Banks to NC and Virginia Beach Oceanfront or the Chesapeake Bay.

    Corinne Zedd The Real Estate Group

    2237 Shillelagh Rd, Chesapeake, VA 23323
  • /50

    $575,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,150 Sq Ft

    2534 Seven Eleven Rd, Chesapeake, VA 23322

    Prepare to fall in love with this immaculate home located on a half-acre lot. Fenced-in backyard with a hot tub, shed, patio pad and side sidewalk. Stunning updated kitchen with large island and backsplash. Beautiful updated light fixtures. Remodeled downstairs walk-in shower. Lovely LVP and tiled flooring. Lots of closet space! Spacious primary bedroom with separate closets, a barn door, a

    Ron Sawyer RE/MAX Prime

    2534 Seven Eleven Rd, Chesapeake, VA 23322
  • /13

    $290,000

    • Land
    • 7.4 Acres
    • $39,189 per Acre

    1813 Shillelagh Rd, Chesapeake, VA 23323

    Rare opportunity to own approximately 7.4 acres in the desirable Hickory area! This city-approved homesite has already been cleared and is ready for your dream home. Extensive due diligence and site preparation have been completed, including a boundary survey, successful perc test, engineered septic system design, wetlands mitigation, and full compliance with U.S. Army Corps of Engineers

    Marco Rivas 757 Realty

    1813 Shillelagh Rd, Chesapeake, VA 23323
  • /33

    $800,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 3,240 Sq Ft

    MM Bellhaven-Multi-gen, Chesapeake, VA 23322

    Master Model- To Be Built- Bellhaven Multi-Gen by Wetherington Homes. This thoughtfully desinged floor plan offers flexible living spaces to suit a variety of needs. A private suite includes its own living area, optional kitchenette, private bath, washer/dryer hookup, and dedicated garage bay- ideal for extended stays, guests, or additional workspace. The open-concept main living area features

    Jasmine Feliu BHHS RW Towne Realty

    MM Bellhaven-Multi-gen, Chesapeake, VA 23322
  • /30

    $368,000

    Open Sat 11AM - 2PM $7K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    2415 Fieldsway Dr, Chesapeake, VA 23320

    Embrace a life of vibrant neighborhood and comfort within this meticulously updated Chesapeake real estate standout. This pristine condition attached home features 3 spacious beds, 2.5 baths, a private one-car garage, and a spectacular master suite complete with a massive walk-in closet. Relax out back on your peaceful privacy-fenced patio. Schedule a showing today! Seller to provide closing

    Warren Neal Real Broker LLC

    2415 Fieldsway Dr, Chesapeake, VA 23320
  • /14

    $280,000

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

    1641 Orchard Grove Dr, Chesapeake, VA 23320

    This fantastic move-in-ready condo has undergone numerous recent upgrades (too many to list).LVP flooring and carpet, fresh paint throughout. 1st floor features include a BR with an attached bath and soaring vaulted ceilings. Tucked away in a secluded area, this property backs up to a private grassy area. Community amenities include a pool.

    Paul Spektor 757 Realty

    1641 Orchard Grove Dr, Chesapeake, VA 23320
  • /46

    $599,900

    Open Sat 12PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,959 Sq Ft

    1102 Watsons Glen Ct, Chesapeake, VA 23322

    Welcome to this beautiful move in ready Stephen Alexander home, nestled on a cul-de-sac lot in the highly sought-after Grassfield School District in Great Bridge. Enjoy relaxing on the charming front porch or entertaining on the spacious new deck. Inside, you'll find an open floor plan with hardwood floors, a family room with a gas fireplace, a spacious kitchen with a center island, a formal

    Tracey Patrick Coldwell Banker Premier

    1102 Watsons Glen Ct, Chesapeake, VA 23322
  • /31

    $1,150,000

    $45K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,335 Sq Ft

    520 Youngstown Ct, Chesapeake, VA 23322

    Nestled in the heart of Great Bridge a fully remodeled home in a coveted 12 house cul de sac neighborhood. This custom built home redefines elevated living. The grand staircase entrance flows seamlessly into the dining and living spaces. The kitchen featuring a 12 foot quartz island and new stainless appliances is any chefs dream. The primary suite is a private retreat with spa-inspired bath

    Emilee Davis Wainwright Real Estate

    520 Youngstown Ct, Chesapeake, VA 23322
  • /41

    $479,900

    New Construction Open Fri 12PM - 5PM
    • 4 Beds
    • 3.5 Baths
    • 1,900 Sq Ft

    1060 Butte Ln, Chesapeake, VA 23320

    Ready NOW-Model Home for sale!! Luxury End Unit townhome condo w/rear load 2 car garage. covered front deck and entry.Luxury LVP, 2nd Floor:Kitchen GE stainless appliances including refrigerator, pantry,center island w/shiplap, living area linear fireplace w/shiplap and built ins,office/flex room,dining area.1st floor: br/ flex room,hall bath,mudroom. 3rd floor: Primary bedroom,ceramic shower-2

    Donna Melzer The Real Estate Group

    1060 Butte Ln, Chesapeake, VA 23320

Showing Results 441 - 480, Page 12 of 18

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