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Chesapeake, VA Homes for Sale under $400,000

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  • /20

    $308,999

    $6K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    1602 Willow Ave, Chesapeake, VA 23325

    Welcome home to this beautifully updated 3-bedroom, 1.5-bath property offering the perfect blend of comfort, style, and space. Fresh paint throughout, newer LVP flooring, and updated kitchen and bathrooms give this home a modern feel while maintaining warmth and charm. Enjoy multiple living and dining areas that provide plenty of room for entertaining, relaxing, or everyday living. The spacious

    Agent Photo

    Jessica Lewis

    Iron Valley Real Estate HR

    1602 Willow Ave, Chesapeake, VA 23325
  • /27

    $389,900

    • 4 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    4100 3rd St, Chesapeake, VA 23324

    Welcome to a home where everything has already been done for you. Completely reimagined from top to bottom, this stunning renovation greets you with a brand-new front porch, fresh curb appeal, and a new concrete driveway. Inside, an open-concept layout seamlessly connects the living room, dining area, and a designer kitchen featuring new cabinetry, granite countertops, stainless steel appliances,

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    Alex Currie

    Long & Foster Real Estate Inc.

    4100 3rd St, Chesapeake, VA 23324
  • /46

    $345,000

    • 3 Beds
    • 1 Bath
    • 1,441 Sq Ft

    1204 Fontana Ave, Chesapeake, VA 23325

    Make this your first stop! This charming all-brick ranch sits on nearly a quarter-acre lot in the heart of Chesapeake and offers an incredible amount of space, storage, and versatility. Inside, you'll find 3 comfortable bedrooms, an open kitchen with bar seating, and a spacious sunroom that's perfect for entertaining, relaxing, or enjoying your morning coffee year-round. Outside is where this

    Agent Photo

    Matthew Salway

    Iron Valley Real Estate HR

    1204 Fontana Ave, Chesapeake, VA 23325
  • /35

    $380,000

    • 5 Beds
    • 3.5 Baths
    • 2,354 Sq Ft

    1417 Gust Ln, Chesapeake, VA 23323

    This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home

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    Candice Myers

    BHHS RW Towne Realty

    1417 Gust Ln, Chesapeake, VA 23323
  • /29

    $389,900

    • 4 Beds
    • 3.5 Baths
    • 1,950 Sq Ft

    2532 Lanier St, Chesapeake, VA 23324

    **Rare find with TWO spacious primary suites!** This move-in-ready 4-bedroom, 3.5-bath home offers the flexibility today's buyers are looking for. Perfectfor multi-generational living, extended family, guests, or a private home office with it's own separate entrance. The first-floor primary suite features aprivate sunroom ideal for an office, mini kitchen or sitting room, while the second

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    Tina Dubois

    A Better Way Realty Inc.

    2532 Lanier St, Chesapeake, VA 23324
  • /27

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    700 New River Ct Unit C, Chesapeake, VA 23320

    Welcome to 700 New River Court #C, a refreshed Chesapeake condo offering comfort, style, and low-maintenance living in a convenient Greenbrier-area location. Step inside to bright neutral finishes, updated wood-look flooring, and an inviting layout.The spacious living room features natural light, a cozy fireplace with a bold black mantle, and room to relax or entertain. The dining area offers

    Courtney Watkins

    Iron Valley Real Estate HR

    700 New River Ct Unit C, Chesapeake, VA 23320
  • /35

    $329,900

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1712 Ohio St, Chesapeake, VA 23324

    Fully remodeled 2-story home offering 4 bedrooms, 2 full bathrooms, and approximately 1300 sq ft of updated living space! This move-in ready property features a long list of upgrades, including brand new siding, windows, roof, HVAC system, water heater, electrical panel and flooring throughout. The kitchen has been completely renovated with granite countertops and modern finishes, while both

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    Alex Currie

    Long & Foster Real Estate Inc.

    1712 Ohio St, Chesapeake, VA 23324
  • /24

    $199,900

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft

    1233 Transylvania Ave, Chesapeake, VA 23324

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    Andy Nelson

    Iron Valley Real Estate HR

    1233 Transylvania Ave, Chesapeake, VA 23324
  • /50

    $284,850

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    1114 Hoover Ave, Chesapeake, VA 23324

    Welcome home! This inviting property features a spacious layout with plenty of room to spread out, making it ideal for everyday living and entertaining alike. Natural light fills the home, creating a warm and welcoming atmosphere throughout. The kitchen offers ample cabinet and counter space, ready for your personal touches and gatherings with family and friends. The bedrooms are generously

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    Kristen Boyd

    Next Chapter VA Realty Inc

    1114 Hoover Ave, Chesapeake, VA 23324
  • /46

    $229,900

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft

    508 Stalham Rd, Chesapeake, VA 23325

    Ranch home with 3 bedroom and 1 bathroom in the Plymouth Park neighborhood. Located near shopping, dining, and major roadways. Seller will not complete any repairs to the subject property, either lender or buyer requested. The property is sold in AS IS condition.

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    Susan Jenkins

    Better Homes & Gdns Ntv Am Grp

    508 Stalham Rd, Chesapeake, VA 23325
  • /44

    $202,000

    • 2 Beds
    • 1.5 Baths
    • 1,020 Sq Ft

    3208 Clover Rd E, Chesapeake, VA 23321

    Investor special with serious upside potential! This spacious property at 3208 Clover Street in Chesapeake offers a great opportunity to customize a home to their taste. Featuring a functional layout and solid potential, this property sits on a generously sized lot with room to enhance curb appeal and value. Conveniently located near shopping, dining, schools, and major interstates for an easy

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    Susan Jenkins

    Better Homes & Gdns Ntv Am Grp

    3208 Clover Rd E, Chesapeake, VA 23321
  • /46

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    1312 Hull St, Chesapeake, VA 23324

    Beautifully renovated 3-bedroom, 2-bath home in the historic South Norfolk neighborhood! Blending classic character with fresh, modern updates throughout, we start just past the brick porch and swing with a 2-story foyer. Just off the stairs, the first of three bedrooms has fresh paint, carpet, and 6-inch baseboards. Through the living room, the home boasts an expansive eat-in kitchen with new

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    Daniel Patton

    Prodigy Realty

    1312 Hull St, Chesapeake, VA 23324
  • /48

    $375,000

    • 4 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    4416 Greendell Rd, Chesapeake, VA 23321

    Welcome to 4416 Greendell Rd, where natural light pours into every corner of this beautifully updated home. This stunning ranch has it all 4 spacious bedrooms, a gorgeous updated kitchen with stainless steel appliances, and an awesome floor plan for everyday living and entertaining. Everything feels fresh and move in ready, with major updates already done for you, including an HVAC replaced in

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    Cindy Sinclair

    Iron Valley Real Estate Prestige

    4416 Greendell Rd, Chesapeake, VA 23321
  • /22

    $227,500

    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    4301 Colindale Rd Unit 208, Chesapeake, VA 23321

    Resort-style living in Kings Pointe at Western Branch! This bright, open-concept 2 BR/2 BA second-floor corner condo features 1,367 sq ft of modern space, serene water views, and a private balcony. Low-maintenance living covers water, sewer, trash, and ground maintenance. Enjoy incredible community perks like a pool, clubhouse and walking trails. Conveniently located near shopping, dining, and

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    Candace Jones

    Atlantic Sothebys Int'l Realty

    4301 Colindale Rd Unit 208, Chesapeake, VA 23321
  • /37

    $355,000

    • 3 Beds
    • 2.5 Baths
    • 1,633 Sq Ft

    3004 Big Bend Dr, Chesapeake, VA 23321

    Welcome to 3004 Big Bend Dr, where an open living, dining, and kitchen layout creates an easy flow for everyday living and entertaining. The fireplace adds warmth and character to the main living space, and with no carpet throughout, the home feels fresh and inviting. The kitchen offers generous cabinet and pantry storage to keep everything organized and within reach, and all appliances convey so

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    LJ Hunt

    Iron Valley Real Est Norfolk

    3004 Big Bend Dr, Chesapeake, VA 23321
  • /20

    $277,000

    • 3 Beds
    • 2.5 Baths
    • 1,275 Sq Ft

    1806 Beckwood Common, Chesapeake, VA 23320

    Well maintained, tenant occupied 1,275 sf, 3-bedroom, 2.5 bath Townhouse in Chesapeake's Woodgate Commons community. Ideally located near restaurants, shopping, interstate access, military bases, and a nearby golf course, this home offers both convenience and value. Recent updates include new first-floor flooring, remodeled bathrooms, fresh interior and exterior paint, updated kitchen appliances

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    Judy Boone

    Judy Boone Realty Inc.

    1806 Beckwood Common, Chesapeake, VA 23320
  • /36

    $267,500

    $27K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    523 Nesbit Dr Unit 101, Chesapeake, VA 23323

    PRICED 30,000 under market for a fast sale. We are PACKED AND READY TO GO. Generous paint and flooring allowance with full price offer! Make it YOURS. Who says "there are not any deals" THIS is a deal with walk in equity, seller must relocate!

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    Janice Myers-Hollowell

    World Class Realty

    523 Nesbit Dr Unit 101, Chesapeake, VA 23323
  • /25

    $355,000

    • 3 Beds
    • 1 Bath
    • 1,264 Sq Ft

    1505 Sparrow Rd, Chesapeake, VA 23325

    .25 acre Corner Lot 3-4 bedroom home featuring a convenient horseshoe driveway plus a paved driveway leading to the detached garage. Flexible bonus room works perfectly as an office, playroom, or guest space. Recent improvements include newer windows, **2025 roof**, **2024 flooring**, & **2025 HVAC service & cleaning**. The open floor plan connects the kitchen, dining area, and living room, with

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    Mary Jackowell

    Family First Realty Inc

    1505 Sparrow Rd, Chesapeake, VA 23325
  • /24

    $215,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    713 Rapidan River Ct Unit F, Chesapeake, VA 23320

    Welcome to 713 Rapidan River Court, a refreshed Chesapeake condo offering comfortable living with the convenience of low-maintenance ownership. Step inside to discover a bright, clean interior featuring NEW PAINT, NEW CARPET, and NEW LVP Flooring. The neutral finishes create a welcoming backdrop that is ready for your personal style, while the thoughtful layout provides flexible spaces for

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    Jessica Lewis

    Iron Valley Real Estate HR

    713 Rapidan River Ct Unit F, Chesapeake, VA 23320
  • /41

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1002 Mayfield Ave, Chesapeake, VA 23324

    Welcome HOME to this gorgeously remodeled, from top to bottom 2BR/2BA one-story ranch house. It has EVERYTHING you've been searching for: open concept layout, large updated windows, new luxury LVP flooring throughout, modern light fixtures, custom tile work, freshly painted, you name it! Completely NEW spacious chef’s kitchen shines with expensive QUARTZ countertops, large island with built-in

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    Val Milan

    Swell Real Estate Co

    1002 Mayfield Ave, Chesapeake, VA 23324
  • /20

    $273,851

    • 2 Beds
    • 1 Bath
    • 1,025 Sq Ft

    449 E Lake Cir, Chesapeake, VA 23322

    Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities close to home. Inside, you’ll find soaring vaulted ceilings and arched windows that fill

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    Timothy Eure

    COVA Home Realty

    449 E Lake Cir, Chesapeake, VA 23322
  • /2

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft

    2732 Cedarville Rd, Chesapeake, VA 23322

    1.039-acre Hickory lot, Historic home dating to 1725, restoration/rehab property, cash offers onlySeller to make no repairs, property conveys AS IS, WHERE IS! Windows replaced in 2022, Roof is approximately 8 yrs old. HVAC is approx. 7 yrs old with separate with dual zones for upstairs and downstairs. Hot water heater is brand new.

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    Chris Faircloth

    Swell Realty Co

    2732 Cedarville Rd, Chesapeake, VA 23322
  • /14

    $200,000

    $25K PRICE DROP
    • Land
    • 24,262 Sq Ft
    • $359,066 per Acre

    Par B George Washington Hwy S, Chesapeake, VA 23323

    Commercial Building Lot in the Deep Creek area of Chesapeake. Located on the Dismal Swamp Canal & George Washington Hwy across the street from a Shopping Center. Property is on the navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

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    John Horton

    Samson Properties

    Par B George Washington Hwy S, Chesapeake, VA 23323
  • /2

    $124,000

    • Land
    • 10,628 Sq Ft
    • $508,197 per Acre

    1721 Faulk St, Chesapeake, VA 23323

    Attention Builders and Visionaries: Beautiful large lot in the Deep Creek area of Chesapeake. Lot is ready for all your ideas of a new home.

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    Adrienne Campbell

    Keller Williams Coastal Virginia Chesapeake

    1721 Faulk St, Chesapeake, VA 23323
  • /29

    $395,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,945 Sq Ft

    3516 Parr Ln, Chesapeake, VA 23323

    Looking for space, privacy, and one-level living? Welcome to this move-in ready brick ranch nestled on nearly half an acre in Deep Creek. Inside you'll find beautiful original hardwood floors, an updated kitchen featuring quartz countertops and a butcher block island, plus a spacious flex room perfect for a family room, home office, or game room. Outside offers a detached two-car garage, storage

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    Raquel Ricci

    BHHS RW Towne Realty

    3516 Parr Ln, Chesapeake, VA 23323
  • /30

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    609 Crystal Ave, Chesapeake, VA 23324

    Welcome home to this charming all-brick ranch offering the ease of one-level living! Move-in ready and full of warmth, this inviting home features an open-concept floor plan centered around a cozy brick wood-burning fireplace. Enjoy spacious living areas, generously sized bedrooms, and abundant closet space throughout. Recent updates include a newer roof, HVAC, hot water heater, and windows,

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    Nicole Glocker

    Iron Valley Real Estate HR

    609 Crystal Ave, Chesapeake, VA 23324
  • /33

    $365,000

    • 3 Beds
    • 2 Baths
    • 2,158 Sq Ft

    2704 Pendragon Ct, Chesapeake, VA 23323

    Great family home located in the Deep Creek area of Chesapeake! This lovely 3 Bedroom, 2 Bath home is very well maintained with a spacious fenced backyard, rear patio, and side patio w/ fire pit. Move in read, hardwood floors with a beautifully converted garage, sunroom, and eat-in kitchen. Interstate access with shopping nearby. Bring your buyer's here first!

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    Patrick Istilart

    1st Advantage Realty LLC

    2704 Pendragon Ct, Chesapeake, VA 23323
  • /8

    $250,000

    • 2 Beds
    • 1 Bath
    • 825 Sq Ft

    2425 Lofurno Rd, Chesapeake, VA 23323

    Great starter home with huge backyard and easy access to highway, military bases & shopping.

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    Janez Hargrove

    Verian Realty

    2425 Lofurno Rd, Chesapeake, VA 23323
  • /20

    $179,900

    • 3 Beds
    • 1 Bath
    • 1,321 Sq Ft

    1608 Ohio St, Chesapeake, VA 23324

    Uncover the potential in this 3-bedroom, 1-bathroom cottage located in the heart of South Norfolk. Spanning approximately 1,321 square feet, this 1953 home serves as a blank canvas for investors or ambitious homeowners looking to build equity through a full renovation. The interior features a functional layout and an original fireplace, awaiting your modern touch. A standout feature of this

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    Jon Bourque

    Verian Realty

    1608 Ohio St, Chesapeake, VA 23324
  • /8

    $295,900

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    813 Shenandoah River Rd, Chesapeake, VA 23320

    LARGE LIVING/DINING ROOM, EAT-IN KITCHEN W/PASS THROUGH, SEPARATE LOFT UPSTAIRS, 2 BEDROOMS & 2 FULL BATHS UPSTAIRS WITH HALF BATH DOWNSTAIRS, NICE MASTER BATH, WALK-IN CLOSET. REAR DECK, TREE LINED SETTING, ATTACHED GARAGE.

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    Tierra Walker

    Walker One Property Group LLC

    813 Shenandoah River Rd, Chesapeake, VA 23320
  • /42

    $345,000

    Open Sat 12:30PM - 2:30PM $15K PRICE INCREASE Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,300 Sq Ft

    1323 Oleander Ave, Chesapeake, VA 23325

    Nestled in the highly desirable Norfolk Highlands neighborhood of Chesapeake, this home built in 2000, offers the perfect combination of modern construction, generous outdoor space, and a location that's hard to beat. Situated on a spacious lot, with no immediate neighbor to the right, you'll enjoy plenty of room for entertaining, gardening, play, or future outdoor enhancements.Conveniently

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    Andy Gomez

    Iron Valley Real Estate HR

    1323 Oleander Ave, Chesapeake, VA 23325
  • /45

    $399,000

    $6K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,612 Sq Ft

    2406 Drum Creek Rd, Chesapeake, VA 23321

    Well-maintained 4-bedroom, 2.5 bath all-brick ranch situated on a beautifully landscaped 1+ acre lot in desirable Western Branch. This inviting home features a spacious living room filled with natural light from a large bay window and anchored by a cozy stone fireplace, perfect for relaxing or entertaining. Gorgeous hardwood floors flow throughout the main living areas, adding warmth and

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    LeeAnn Schadlich

    World Class Realty

    2406 Drum Creek Rd, Chesapeake, VA 23321
  • /23

    $239,900

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

    4332 Hillingdon Bend Unit 206, Chesapeake, VA 23321

    Located in the Western Branch North area of Chesapeake, Virginia, 4332 Hillingdon Bend, Unit 206, is a second-floor condominium built in 2014. The residence offers approximately 1,367 square feet of single-level living space with an open floor plan and nine-foot ceilings. It features two bedrooms and two full bathrooms, including a primary suite equipped with dual closets. The kitchen includes

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    Jon Bourque

    Verian Realty

    4332 Hillingdon Bend Unit 206, Chesapeake, VA 23321
  • /2

    $234,900

    • 3 Beds
    • 2 Baths
    • 1,020 Sq Ft

    34 Frailey Place, Portsmouth, VA 23702

    STOP HERE FIRST...if you're looking for a move-in ready home with value! As you approach the home, you'll notice a wraparound screened in porch ready for summer. Home features newer roof (2020) and newer HVAC, paint and LVP flooring (2022). Kitchen and bath features newer cabinets and counter tops (2022). New gas hot water heater installed in 2023. Generational living with a detached converted

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    Sharon Rand Voogd

    1st Class RE-Signature Prop

    34 Frailey Place, Portsmouth, VA 23702
  • /41

    $399,800

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,150 Sq Ft

    4205 Nautilus Ave, Chesapeake, VA 23325

    Renovated and move-in ready! This beautifully updated home offers modern style and everyday comfort with a stunning new kitchen featuring stylish cabinetry, quartz countertops, stainless steel appliances, and updated lighting. The open floor plan flows into spacious living areas with fresh paint, new flooring, and renovated bathrooms. Major updates provide peace of mind, making this home truly

    John Conard Redfin Corporation

    4205 Nautilus Ave, Chesapeake, VA 23325
  • /25

    $359,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    4111 Williamson St, Chesapeake, VA 23324

    Welcome Home! Step into this beautifully renovated 3BR 2BA home in the heart of Chesapeake where modern upgrades meet everyday comfort. Thoughtfully redesigned with natural light and a flexible floorplan for relaxing, or working from home. Major upgrades include NEW ROOF and NEW HVAC SYSTEM, laundry room, new lighting inside and out. Enjoy stylish LVP flooring throughout, a stunning and fully

    Franchon Hutchinson Paragon Real Estate Group

    4111 Williamson St, Chesapeake, VA 23324
  • /47

    $369,900

    $20K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,916 Sq Ft

    4122 Riverside Dr, Chesapeake, VA 23321

    Welcome to modern living at its finest on Riverside Drive in Chesapeake! Built in 2024, this stunning three-story home offers the blend of style, space, and convenience. Featuring 3 spacious bedrooms, 2 full bathrooms, and 2 half bathrooms, this move-in ready home is designed with today’s lifestyle in mind. Step inside to discover a thoughtfully designed layout with multiple levels of living,

    Kim McCabe Better Homes & Gdns Ntv Am Grp

    4122 Riverside Dr, Chesapeake, VA 23321
  • /2

    $295,000

    $30K PRICE DROP
    • Land
    • 1.99 Acres
    • $148,615 per Acre

    2524 Battlefield Blvd S, Chesapeake, VA 23322

    Excellent development opportunity in the Hickory area of Chesapeake. This mostly wooded parcel offers the opportunity to build a custom home in a well-established area with convenient access to shopping, dining, recreation, and major commuter routes. The residence originally built in 1957 was demolished and cleared in 2020. City water is available. Buyer to perform all due diligence regarding

    Cherrie Platt BHHS RW Towne Realty

    2524 Battlefield Blvd S, Chesapeake, VA 23322
  • /7

    $165,000

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    3337 Clover Meadows Dr, Chesapeake, VA 23321

    Welcome home to this charming first-floor condo in the desirable Clover Meadows community of Western Branch! Offering 2 bedrooms and 1 full bath, this well-maintained condo features an open and functional layout with abundant natural light and added privacy as an end unit. Enjoy easy one-level living with a spacious living area, cozy dining space, and a bright kitchen with ample cabinet storage.

    Jessica Cecchini RE/MAX Alliance

    3337 Clover Meadows Dr, Chesapeake, VA 23321
  • /29

    $378,000

    $8K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,774 Sq Ft

    1233 Parkley Dr, Chesapeake, VA 23320

    Like-new and beautifully maintained, this phenomenal Chesapeake townhome offers style, space, and convenience in an unbeatable location just minutes from the interstate! Designed for comfortable luxury living, this home features large, spacious rooms, an open and inviting layout, and modern finishes throughout. The well-appointed living areas flow seamlessly, creating the perfect setting for

    Nicholas Conigliaro The Real Estate Group

    1233 Parkley Dr, Chesapeake, VA 23320

Showing Results 1 - 40, Page 1 of 6

Home Price Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$475,000
Median Townhouse Sale Price
$340,000
Median 2 Bedroom Sale Price
$260,000
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$225
Number of Homes for Sale
689
Last 12 months Home Sales
3,858
Months of Supply
2.10
Median List Price
$444,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
21%
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