19

Homes for Sale in Chesapeake, VA with 5-Bedrooms & a Private Pool

Section Image Section Image
  • /46

    $739,900 Open Sat 1PM - 3PM

    • 5 Beds
    • 2.5 Baths
    • 3,536 Sq Ft

    820 Amberline Dr, Chesapeake, VA 23322

    Discover your dream home in the heart of Great Bridge! Step into over 3,500 square feet of beautifully crafted living space featuring 5 spacious bedrooms and 2.5 baths, all designed with comfort and functionality in mind.Entertain and unwind in your own private backyard oasis. Host gatherings on the expansive deck that flows seamlessly to a custom paver patio surrounding the newer inground,

    Agent Photo

    Katie Burke

    Long & Foster Real Estate Inc.

    (757) 993-8006

    820 Amberline Dr, Chesapeake, VA 23322
  • /50

    $1,439,000

    • 5 Beds
    • 3.5 Baths
    • 5,633 Sq Ft

    1149 Waters Rd, Chesapeake, VA 23322

    Set on 1.5 serene acres in the heart of Great Bridge, this estate features two beautifully updated homes totaling 5,633 SF. The main house (3,916 SF) offers 5 bedrooms, 3.5 baths, a bourbon bar, and a reimagined kitchen with GE Cafe' appliances, slate countertops, hand-painted cabinetry, and imported reclaimed wood accents throughout. The guest house (1,717 SF) has 2 bedrooms, 2 baths, an office,

    Kesha Wilkey-Prim BHHS RW Towne Realty

    1149 Waters Rd, Chesapeake, VA 23322
  • /48

    $739,000

    • 5 Beds
    • 3.5 Baths
    • 3,396 Sq Ft

    500 Fall Ridge Ct, Chesapeake, VA 23322

    Tucked away in Chesapeake with no HOA and zoned for the sought-after Hickory schools, this property offers the kind of space and flexibility that’s getting harder to find. Inside, the remodeled kitchen sits at the heart of the home, opening into a layout that feels both comfortable and functional for everyday living and entertaining. The main-level primary suite, paired with convenient

    Leslie Coleman Own Real Estate LLC

    500 Fall Ridge Ct, Chesapeake, VA 23322
  • /50

    $880,000

    • 5 Beds
    • 3.5 Baths
    • 4,078 Sq Ft

    1412 Gunston Ct, Chesapeake, VA 23322

    Amazing Family Pool Home in Cahoon Plantation, All Brick w/ vinyl trim on a cul-de-sack. Large first floor primary, Huge Kitchen with Island and a butlers pantry, newer appliances, large pantry and separate Mud room. Great Room with gas fireplace and soaring ceilings, and additional Keeping Room with another gas fireplace. Upstairs is three additional bedrooms, two baths and a large finished room

    Annie Yoder The Real Estate Group

    1412 Gunston Ct, Chesapeake, VA 23322
  • /50

    $1,200,000

    • 5 Beds
    • 3.5 Baths
    • 3,786 Sq Ft

    1512 Gray Rock Rd, Chesapeake, VA 23322

    Experience refined country living in Chesapeake's sought-after Hickory community. Situated on 3 acres and in a quiet low traffic neighborhood, this custom brick residence offers nearly 3,800 sq ft of beautifully updated living space. The spacious eat-in kitchen features a large waterfall center island, breakfast bar seating, and flows seamlessly into the main living areas, great for everyday

    Betsy Thompson The Agency

    1512 Gray Rock Rd, Chesapeake, VA 23322
  • /48

    $1,500,000

    • 5 Beds
    • 4 Baths
    • 3,436 Sq Ft

    1952 Lancing Crest Ln, Chesapeake, VA 23323

    Stunning custom-built waterfront home on over 1.5 acres along the Elizabeth River in Chesapeake. This 5-bedroom, 4-bath residence offers an open, functional layout with granite countertops, custom cabinetry, and multiple living spaces ideal for entertaining. The spacious primary suite features a spa-like bath with soaking tub, tiled walk-in shower, and dual vanities. Enjoy resort-style outdoor

    Brinda Griffin Griffin Realty LLC

    1952 Lancing Crest Ln, Chesapeake, VA 23323
  • /48

    $980,000

    • 5 Beds
    • 4 Baths
    • 3,880 Sq Ft

    1137 Kingsbury Dr, Chesapeake, VA 23322

    A true dream home in the coveted Berkshire Estates! This stunning brick home features 5 bedrooms, 4 baths & has been meticulously maintained. This home features custom craftsmanship, tons of storage & beautiful updates throughout. This stunning home blends modern design with everyday comfort. Clean architectural lines, expansive windows, and an open-concept layout create a bright, airy atmosphere

    Ankur Khullar Long & Foster Real Estate Inc.

    1137 Kingsbury Dr, Chesapeake, VA 23322
  • /50

    $1,200,000

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

    313 Scone Castle Loop, Chesapeake, VA 23322

    Stunning all-brick home in sought-after Edinburgh, backing to wooded preserve for privacy. Entertainer’s dream with inground pool and large stamped concrete entertainment area . Grand foyer opens to formal living room/office, dining room & spacious family room with fireplace and built-ins. Chef’s kitchen features granite, center island, gas cooktop, wall oven, walk-in pantry & keeping room with

    Charlene Waler Better Homes & Gdns Ntv Am Grp

    313 Scone Castle Loop, Chesapeake, VA 23322
  • /50

    $845,000

    • 5 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    309 Sweetbay Dr, Chesapeake, VA 23322

    Gorgeous brick home sitting on a cul-de-sac! In ground salt pool, exterior gazebo, 2023 back deck, immaculately maintained landscaping is just the beginning to this beautifully curated home. Interiors have been updated, new LVP floors, accent walls, paint, light fixtures. Chefs kitchen with custom built pantry, downstairs primary suite, grand foyer, cathedral ceilings... Hurry up, this home is

    Steffanie Battles 1st Class Real Estate Flagship

    309 Sweetbay Dr, Chesapeake, VA 23322
  • /48

    $774,900

    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft

    1005 Long Beeches Ave, Chesapeake, VA 23320

    This gorgeous updated Warrington Hall home is waiting for you! Bask in the openness of the stunning sunlit great room featuring vaulted ceilings and expansive windows w/heated pool and backyard retreat view. Custom built bookcases align gas fireplace for cozy relaxation. Ease of flow from the large dining room to the updated kitchen - great for entertaining - a chef's paradise featuring a

    Joyce Carcaise BHHS RW Towne Realty

    1005 Long Beeches Ave, Chesapeake, VA 23320
  • /49

    $580,000

    • 5 Beds
    • 2.5 Baths
    • 3,319 Sq Ft

    3505 Ethel James Dr, Chesapeake, VA 23323

    Step into this stunning 5-bedroom, 2.5-bath brick beauty boasting 3,325 sq ft of elegant living space and an inviting in-ground pool for summer relaxation. The main level welcomes you with a bright living room and formal dining room on one side, and a versatile bedroom currently used as a study on the other. The heart of the home is the grand eat-in kitchen, opening to a spacious family room and

    Allan Ho Swell Realty Co

    3505 Ethel James Dr, Chesapeake, VA 23323
  • /50

    $697,500 Open Sat 12PM - 2PM

    • 6 Beds
    • 2.5 Baths
    • 3,490 Sq Ft

    1617 Banff Ct, Chesapeake, VA 23320

    Located in Chesapeake’s Centerville Commons, this upgraded home offers flexible space that fits real life. With over 3,400 square feet, a downstairs bedroom, a finished bonus room, and a sunroom added during construction, the layout can function as up to six bedrooms, easily adapting to remote work, guests, hobbies, or growing households. Fresh paint and updated flooring have the home move-in

    Kristin Wood EXP Realty LLC

    1617 Banff Ct, Chesapeake, VA 23320
  • /36

    $499,000

    • 5 Beds
    • 3.5 Baths
    • 3,338 Sq Ft

    2252 Dunbarton Dr, Chesapeake, VA 23325

    Discover this beautifully maintained 3338 square foot, six-bedroom, three-and-a-half-bath ranch home featuring an inground pool and versatile living spaces throughout. The main level offers a spacious primary suite, along with three additional bedrooms and a full bath. Upstairs, you’ll find two more generously sized bedrooms and another full bathroom. A flexible bonus room provides the perfect

    Jaime King Signature Homes

    2252 Dunbarton Dr, Chesapeake, VA 23325
  • /24

    $1,100,000

    • 6 Beds
    • 3.5 Baths
    • 5,533 Sq Ft

    2325 Woodhurst Ln, Chesapeake, VA 23322

    Stunning all white brick custom-built colonial on 3.3 acres picturesque in sought after West Landing Estates. Circular driveway. Huge 5533 sqft of living space; hardwood floors;6 bedrooms;3 full and 1 half baths;2-car attached side entry garage;upgraded kitchen with granite countertop, wall ovens and stainless steel appliances. 3 zones heating/air conditioning heat pumps (5 years young). 3-car

    Norman Domingo XRealty.NET LLC

    2325 Woodhurst Ln, Chesapeake, VA 23322
  • /50

    $3,295,000

    • 5 Beds
    • 7.5 Baths
    • 8,000 Sq Ft

    4112 Mingo Trail, Chesapeake, VA 23325

    The owners have secured their next waterfront home creating a timely opportunity toacquire this exceptional gated deep-water estate with quick access tothe Chesapeake Bay, offering exceptional privacy, boating, and entertaining. Waterfrontincludes deep pilings, 3 boat lifts (2–30K, 1–16K) and jet ski lift. Resort-style outdoor livingfeatures saltwater pool, firepit, and expansive

    Debbie Rountree BHHS RW Towne Realty

    4112 Mingo Trail, Chesapeake, VA 23325
  • /49

    $1,650,000

    • 5 Beds
    • 4.5 Baths
    • 6,848 Sq Ft

    641 Ravenwoods Dr, Chesapeake, VA 23322

    Stunning property situated in the heart of Great Bridge on 3 acres! Brand new gourmet kitchen with 6 burner Cosmo range, additional prep sink, new top of the line appliances and custom cabinetry. All new paint, flooring and completely renovated baths and stairwells on first two primary living levels. Bonus third floor complete with full bath! HUGE primary suite complete with fireplace, fantastic

    Kelly Dipasquale Aweigh Real Estate

    641 Ravenwoods Dr, Chesapeake, VA 23322
  • /50

    $1,299,000

    • 6 Beds
    • 5 Baths
    • 4,726 Sq Ft

    2700 Ballahack Rd, Chesapeake, VA 23322

    Welcome to this stunning 6-bedroom, 5-bath, 4,726 sq ft brick estate set on nearly 6 acres of serene countryside. This two-story residence offers an amazing blend of luxury, comfort, and functionality. Inside, you’ll find expansive living spaces, a well-appointed kitchen, and generously sized bedrooms designed for both privacy and togetherness. The home is ideal for entertaining, featuring an

    Eric Edwards Iron Valley Real Est. Prestige

    2700 Ballahack Rd, Chesapeake, VA 23322
  • /35

    $592,900 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,661 Sq Ft

    5008 Cape May Loop, Chesapeake, VA 23321

    This beautiful model is the 5 bdrm Buxton! 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 gourmet kitchen features upgraded

    Kathy Nelms Corinth Realty LLC

    5008 Cape May Loop, Chesapeake, VA 23321
  • /47

    $912,000

    • 5 Beds
    • 4 Baths
    • 3,692 Sq Ft

    3796 River Oak Cir, Virginia Beach, VA 23456

    Welcome to this beautifully updated and well maintained 5 BD & 4 BTH home that offers the perfect blend of comfort & style. Step inside to discover a thoughtfully designed floor plan featuring elegant wood and tile flooring.The inviting LR & formal DR great for hosting celebrations. The warm and welcoming FR features a gas FP w/a stunning brick facade, flanked by built-in cabinetry.The heart of

    Karen Honore Corinth Realty LLC

    3796 River Oak Cir, Virginia Beach, VA 23456

Home Trends in Chesapeake, VA

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$459,000
Median Townhouse Sale Price
$355,000
Median 2 Bedroom Sale Price
$235,550
Median 1 Bedroom Sale Price
$177,450
Average Price Per Sq Ft
$224
Number of Homes for Sale
507
Last 12 months Home Sales
3,782
Months of Supply
1.60
Median List Price
$431,949
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
45%
How to Buy a Home How to Finance a Home How to Sell a Home