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Homes for Sale in 23323

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  • /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

    Agent Photo

    Daniel Parrish

    Real Broker LLC

    (757) 505-7109

    2115 Tall Pine Dr, Chesapeake, VA 23323
  • /31

    $725,900

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

    1906 Mccoy Rd, Chesapeake, VA 23323

    NEW Home TO BE BUILT. Spend $50K on options w/ builder's incentive. Then 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. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Extensive HW flooring and 10' ceilings

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    (757) 798-8638

    1906 Mccoy Rd, Chesapeake, VA 23323
  • /34

    $609,900 Open Sat 1PM - 4PM

    • 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

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    (757) 551-3818

    912 Koonce Ln, Chesapeake, VA 23322
  • /31

    $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,

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    (757) 863-1689

    1918 Mccoy Rd, Chesapeake, VA 23323
  • /31

    $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.

    Agent Photo

    Monique Darling

    BHHS RW Towne Realty

    (757) 780-8278

    1916 Mccoy Rd, Chesapeake, VA 23323
  • /33

    $399,999

    • 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

    Agent Photo

    Jackie Feagin

    BHHS RW Towne Realty

    (757) 290-1211

    3032 Barn Way, Chesapeake, VA 23323
  • /46

    $419,000

    • 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/

    Agent Photo

    Kara Evalenko

    Real Broker LLC

    (757) 697-8390

    1808 Aft Way, Chesapeake, VA 23323
  • /42

    $495,000

    • 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 seamlessly swivels for

    Agent Photo

    Sarah Romero

    Real Broker LLC

    (757) 294-8201

    3154 Martin Johnson Rd, Chesapeake, VA 23323
  • /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

    Agent Photo

    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.

    Agent Photo

    John Horton

    Samson Properties

    (757) 296-1605

    Par B George Washington Hwy S, Chesapeake, VA 23323
  • /12

    $640,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    Pelican Plan, Chesapeake, VA 23323

    Builder Photo

    Classic Design Builders

    Builder

    805 Shell Rd Unit 37905445, Chesapeake, VA 23323
  • /10

    $545,000 New Construction

    • 5 Beds
    • 2 Baths
    • 2,496 Sq Ft

    Gannett Plan, Chesapeake, VA 23323

    Builder Photo

    Classic Design Builders

    Builder

    805 Shell Rd Unit 37905421, Chesapeake, VA 23323
  • /46

    $697,740 New Construction

    • 4 Beds
    • 3 Baths
    • 2,761 Sq Ft

    100 Agave Ct, Chesapeake, VA 23322

    Welcome to the 2,761 sq ft Hadley model, featuring a modern open-concept living space designed for ultimate comfort and versatility. The main level boasts a spacious great room, a bright sunroom, and a generous casual dining area. The kitchen is perfect for any home chef, complete with a large center island, walk-in pantry, and plenty of counter space for all your culinary needs. The flex room

    D.R. Horton Builder
    100 Agave Ct, Chesapeake, VA 23322
  • /47

    $732,790 New Construction

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

    101 Agave Ct, Chesapeake, VA 23322

    Welcome to The Summit at Riverview Landing, where you’ll discover thoughtfully designed living space across 2 luxurious floors-perfect for families of every size. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops,

    Victoria Clark D R Horton Realty of Virginia LLC

    101 Agave Ct, Chesapeake, VA 23322
  • /50

    $560,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 2,926 Sq Ft

    2601 Sawtooth Cir, Chesapeake, VA 23323

    Welcome to highly sought-after Sawyers Mill in Chesapeake!This spacious 5-bedroom, 2.5-bath home offers over 3,000 square feet of comfortable living on a desirable corner lot. Enjoy a welcoming front porch and a bright, open floor plan perfect for entertaining. The kitchen opens to the living and dining areas, featuring plenty of cabinet space and natural light. Cozy up in the large living

    Karly Diggs Real Broker LLC

    2601 Sawtooth Cir, Chesapeake, VA 23323
  • /43

    $600,000

    • 4 Beds
    • 2.5 Baths
    • 2,663 Sq Ft

    824 Angel Wing Dr, Chesapeake, VA 23323

    Welcome to 824 Angel Wing Drive in Dominion Meadows! This beautiful home, located in the sought-after Grassfield school district of Chesapeake, offers 4 bedrooms and 2.5 bathrooms. Built in 2020, it features luxury vinyl plank flooring, an open-concept living area, and a spacious eat-in kitchen with an island, granite countertops, and stainless steel appliances. The flexible front room can serve

    Brittany Hendrickson Keller Williams Coastal Virginia Chesapeake

    824 Angel Wing Dr, Chesapeake, VA 23323
  • /48

    $635,500

    • 4 Beds
    • 2.5 Baths
    • 2,414 Sq Ft

    1730 Watershed Ct, Chesapeake, VA 23323

    This 3-year-old, 4 bed/2 1/2 bath home, in the Grassfield school district has an assumable VA Loan & features an open floor plan w/great room & dining area, a front flex room that can be used as a home office or study. A Galley style Kitchen with granite countertops, LVP flooring & energy star appliances, including a high-end Samsung French Door Refrigerator w/Family Hub & Inside Vision. A fully

    Joseph Quartararo CENTURY 21 Nachman Realty

    1730 Watershed Ct, Chesapeake, VA 23323
  • /50

    $560,000

    • 4 Beds
    • 2.5 Baths
    • 2,478 Sq Ft

    1036 Olmstead St, Chesapeake, VA 23323

    Fall in love with this beautiful 4-bedroom, 2.5-bath home in Culpepper Landing, built in 2022 and ready for your family! The open-concept layout connects the kitchen, dining, and living spaces for easy gatherings. A dedicated office provides flexibility for work or play. Upstairs, the spacious primary suite features his-and-hers walk-in closets and spacious ensuite. Enjoy your luxurious backyard

    Jillian Hill Prodigy Realty

    1036 Olmstead St, Chesapeake, VA 23323
  • /50

    $580,000

    • 5 Beds
    • 2.5 Baths
    • 2,692 Sq Ft

    2135 Docking Post Dr, Chesapeake, VA 23323

    This spacious, move-in ready home in the sought after Grassfield school district is ready for you to call home! It's easy to see the pride of ownership in this beautiful, well-maintained home. In addition to the open, spacious living spaces and bedrooms, you will find an abundance of storage and natural light that fills every room, 1st floor laundry and bedroom/office, a media closet & wiring for

    Jenni Ellington The Real Estate Group

    2135 Docking Post Dr, Chesapeake, VA 23323
  • /36

    $570,000

    • 4 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    704 Log Fern Ln, Chesapeake, VA 23323

    MOVE-IN READY IN CULPEPPER LANDING...Spacious Traditional with Over 2600 SF with Fresh Paint & New Flooring Throughout, Inviting Foyer, Formal Living & Dining Rooms, Family Room with Fireplace, Spacious Kitchen with Granite Countertops, Stainless Steel Appliances, & Pantry, Bright Sun Room Overlooking Backyard. 2nd Floor Primary Suite with Walk-In Closet & Private Bath with Soaking Tub, Separate

    Faith Turner CENTURY 21 Nachman Realty

    704 Log Fern Ln, Chesapeake, VA 23323
  • /40

    $535,000

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    3332 Conservancy Dr, Chesapeake, VA 23323

    Welcome home to this beautifully updated 3-bedroom, 2.5-bath home in the sought-after Culpepper Landing community of Chesapeake! This spacious floor plan offers a flexible layout with the potential for a first-floor 4th bedroom or office. Enjoy peace of mind with a brand new HVAC (Sept 2025) and fresh updates throughout including all-new paint, brand new hardwood floors and carpet (Feb 2025), a

    Eric Edwards Iron Valley Real Estate Prestige

    3332 Conservancy Dr, Chesapeake, VA 23323
  • /16

    $446,000

    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    1634 Whistling Rd, Chesapeake, VA 23323

    Fresh, modern, and move-in ready! This 2021-built townhome offers nearly 2000 sq ft of modern living with brand-new flooring throughout the first floor, including the living room, kitchen, and primary suite. Designed for everyday comfort and convenience, the open-concept main level features a bright living area, dedicated home office/flex space, and a first-floor primary suite. Upstairs, you'll

    Adey Clanton Samson Properties

    1634 Whistling Rd, Chesapeake, VA 23323
  • /45

    $457,000

    • 3 Beds
    • 3.5 Baths
    • 2,141 Sq Ft

    409 Asuza St, Chesapeake, VA 23323

    Experience elevated living in this designer-inspired three-story townhome in sought-after Grassfield. Built in 2022, this modern retreat blends luxury finishes with effortless style. The flexible first-floor suite is ideal for a home office, family room, or guest space. The open-concept great-room features 9' ceilings, LVP flooring, a cozy fireplace with built-ins, and a chef's kitchen with

    ShaVon Rhoades LPT Realty LLC

    409 Asuza St, Chesapeake, VA 23323
  • /45

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,551 Sq Ft

    1725 Burson Dr, Chesapeake, VA 23323

    Open house Sat & Sunday 11/1-2; Your Dream Home Awaits in GRASSFIELD~Discover the perfect blend of city convenience and country charm in this stunning, updated home, nestled within the highly sought-after Grassfield School District. From the moment you step inside, you'll be captivated by the bright, open layout—an entertainer's dream and a haven for daily living. The heart of this home is its

    Christine Cahoon Real Broker LLC

    1725 Burson Dr, Chesapeake, VA 23323
  • /47

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 3,923 Sq Ft

    3108 Old Rock St, Chesapeake, VA 23323

    Stunning 5/6 bedroom, 3.5 bath corner-lot home in sought-after Culpepper Landing. With three levels of versatile living space, this home has it all. The main floor features formal living/dining, a private office (or 6th bedroom), and an open-concept kitchen/family room perfect for entertaining. The gourmet kitchen and breakfast nook overlook a backyard with a hot tub. The second floor boasts a

    Jeremy Johnson Long & Foster Real Estate Inc.

    3108 Old Rock St, Chesapeake, VA 23323
  • /28

    $739,900

    • 4 Beds
    • 2.5 Baths
    • 2,384 Sq Ft

    1517 Lookout Ct, Chesapeake, VA 23323

    Nestled on a peaceful 5-acre lot in the desirable Grassfield area, this beautiful 4-bedroom, 2.5-bath home offers the perfect mix of luxury, comfort, and outdoor space. Inside, you'll find a gorgeous eat-in kitchen with shiny marble countertops, an 8-foot island, and a high-quality double oven gas range, ideal for both everyday meals and entertaining. The two living areas are improved by

    Barbora Jerabek BHHS RW Towne Realty

    1517 Lookout Ct, Chesapeake, VA 23323
  • /44

    $609,900

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

    2029 Shipyard Rd, Chesapeake, VA 23323

    Spacious 4-Bedroom Home on Over Half an Acre - No HOA! This beautifully maintained 4-bedroom, 3-bathroom residence sits on a private 0.55-acre lot with no HOA and only one neighboring property, offering both privacy and freedom. Zoned for great schools, this home features a main-level bedroom, a cozy electric fireplace, and an open-concept kitchen great for family living and entertaining.

    Angela Kennedy 1st Class Real Estate Integrity

    2029 Shipyard Rd, Chesapeake, VA 23323
  • /39

    $575,900

    • 5 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    212 Andiron Arch, Chesapeake, VA 23323

    Welcome home to one of Chesapeake’s most sought after neighborhoods - Sawyers Mill – located in the highly-rated Grassfield School District. Nestled on a quiet cul-de-sac, this home backs up to serene woods & a local park. It features an elegant 2-story foyer & open stairs, impressive family room boasting soaring 20-foot ceilings, & a large open-feel updated kitchen that has ample counter space,

    Jessenia Aponte Iron Valley Real Estate Hampton Roads

    212 Andiron Arch, Chesapeake, VA 23323
  • /49

    $445,000 Open Tue 12PM - 2PM

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

    949 Gabion Way, Chesapeake, VA 23323

    Don't miss this opportunity, VA and non-VA qualified buyers can take advantage of the ASSUMABLE loan at 4.625%!The first-floor family room is a ready-made theater or media space, while upstairs offers plush sound-dampening carpet for a cozy feel year-round. The kitchen and bathrooms feature luxury tile, and upscale lighting enhances every room. A living room bump-out adds flexible space, the

    Harley Varga KW Coastal Chesapeake Virginia LLC

    949 Gabion Way, Chesapeake, VA 23323
  • /42

    $749,900

    • 5 Beds
    • 3 Baths
    • 3,900 Sq Ft

    712 Greenwing Dr, Chesapeake, VA 23323

    Deep Water in Chesapeake! This absolutely stunning home has been upgraded from top to bottom. Exterior features include a brand new roof (2025) with lifetime warranty, new siding and trim (2022) with lifetime warranty, new triple-pane windows (2022) with lifetime warranty, new gutters (2022), new well pump (2025), inground sprinkler system, and a completely rebuilt front porch (2024). Inside

    Melissa Humpert RE/MAX Alliance

    712 Greenwing Dr, Chesapeake, VA 23323
  • /36

    $555,000

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    2219 Angler Ln, Chesapeake, VA 23323

    Move-in ready brick beauty on a premium lot with wooded views! This spacious 4-bedroom sits on a fully fenced spacious yard and an extended driveway for those RV/boat lovers. Sunlit morning room with wall of windows. Open kitchen overlooking cozy fireplace living room. Two flex spaces for home offices, primary suite with soaking tub & walk-in closet, massive deck overlooking private wooded views.

    Melissa Gates The Bryant Group

    2219 Angler Ln, Chesapeake, VA 23323
  • /44

    $590,000

    • 4 Beds
    • 3 Baths
    • 2,968 Sq Ft

    3111 Yuban St, Chesapeake, VA 23323

    Beautifully maintained 4 bedroom, 3 full bath home built in 2014. Located in the sought after Culpepper Landing neighborhood. ADA-Compliant with wheel chair accessibility throughout including step-free entry and accessible primary bedroom. Open concept layout, spacious kitchen and abundant natural light. Peaceful backyard with water views. 2- car garage with newer shelving unit to convey. HVAC-

    Sarah Powers Triumph Realty

    3111 Yuban St, Chesapeake, VA 23323
  • /50

    $565,000

    • 5 Beds
    • 3 Baths
    • 2,549 Sq Ft

    2130 Chesterfield Loop, Chesapeake, VA 23323

    Spacious and inviting, this 5-bedroom, 3-bath, 2-story home offers 2,549 sq ft of comfortable living. A desirable first-floor bedroom and full bath provide flexibility for guests or a home office. The updated kitchen and bath flooring, open kitchen-to-living room layout, and abundance of natural light create a warm and welcoming feel. Enjoy both an eat-in kitchen and a formal dining room, plus a

    Lori Gomoke BHHS RW Towne Realty

    2130 Chesterfield Loop, Chesapeake, VA 23323
  • /50

    $575,000

    • 5 Beds
    • 2.5 Baths
    • 2,839 Sq Ft

    2150 Docking Post Dr, Chesapeake, VA 23323

    Pride of ownership is evident throughout this beautiful transitional home in a quiet cul-de-sac. Large backyard ready for you to design and create your own private oasis! 5-BDRMS, 2.5-BATHS. Awesome open floor plan w/ cathedral ceilings in the foyer, spacious sun room, and a cozy breakfast nook w/ bay windows. The huge primary bdrm will be your own personal retreat w/ its recently updated ensuite

    Jennifer Johnson Signature Homes

    2150 Docking Post Dr, Chesapeake, VA 23323
  • /34

    $565,000

    • 5 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    1857 Shipyard Rd, Chesapeake, VA 23323

    Prepare to fall in love with this beautiful home in Windrose Farms. Lovely open floor plan with spacious family room and formal dining room. Eat-in-kitchen with stainless steel appliances, island and large pantry. Generous sized master suite with dual sinks, garden tub and shower. Large finished room above garage. Nice sized corner lot with side entry garage and front porch! Grassfield High

    Ron Sawyer RE/MAX Prime

    1857 Shipyard Rd, Chesapeake, VA 23323
  • /37

    $594,900

    • 5 Beds
    • 2.5 Baths
    • 3,228 Sq Ft

    3009 Patrick Henry Dr, Chesapeake, VA 23323

    Welcome to this beautiful 5-bedroom, 2.5-bath home located in the highly sought-after Culpepper Landing community. This spacious home offers an open-concept layout, for modern living and entertaining. The kitchen features granite countertops, stainless steel appliances, and a large island. The primary suite includes a walk-in closet and a private bath with dual vanities. Enjoy a private backyard

    Tavion Baker World Class Realty & Property Management

    3009 Patrick Henry Dr, Chesapeake, VA 23323
  • /47

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 3,662 Sq Ft

    709 Phalarope St, Chesapeake, VA 23323

    Welcome to this beautiful home in sought-after Culpepper Landing! Featuring elegant Torino floors, this spacious residence offers a formal living room, dining room, and so much more! The gourmet kitchen is a chef’s dream with granite countertops, stainless steel appliances, a large center island, and an open view into the inviting family room, complete with a cozy fireplace. There’s plenty of

    Bridgette Hamm The Real Estate Group

    709 Phalarope St, Chesapeake, VA 23323
  • /19

    $625,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,623 Sq Ft

    MM Bayberry In Sc, Chesapeake, VA 23322

    MM Bayberry in Stoney Creek by the amazing Wetherington homes to be built! Master Model- To be Built, you choose the lot and design options. The Bayberry Floor plan is one of our incredible 6 floor plans that we offer in the highly sought after Stoney Creek Neighborhood! This home can be built as a 4 or 5 bedroom home offering an open and spacious floor plan with an office and a flex room. The

    Carmon Pizzanello BHHS RW Towne Realty

    MM Bayberry In Sc, Chesapeake, VA 23322
  • /6

    $569,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    MM Magnolia, Chesapeake, VA 23323

    The Magnolia is a grand floor plan with a 2 story foyer as you enter! Large family room that opens to the Kitchen and Eating Area. Downstairs utility space that allows for the perfect 'Mudroom.' 4 spacious bedrooms & 2 baths on the 2nd floor with a finished room over the garage. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined

    Christian Ramirez RHOAD & CO.

    MM Magnolia, Chesapeake, VA 23323

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