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Chesapeake, VA Homes for Sale with In-Law Suite

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  • /50

    $665,000

    • 5 Beds
    • 3.5 Baths
    • 3,693 Sq Ft

    4415 McCaan Quay, Chesapeake, VA 23321

    Welcome home to Miars Plantation, Western Branch, Chesapeake. This gorgeous brick marsh front home features an open floor plan, entry way, formal dining room, gourmet kitchen, eat in kitchen, breakfast bar and pantry. The den has gas fireplace and is wired for surround sound with direct access to screened porch & deck. Formal living room can be used as an office or flex room. Primary suite

    Agent Photo

    Amber McCulloch

    Family First Realty Inc

    (757) 320-1766

    4415 McCaan Quay, Chesapeake, VA 23321
  • /39

    $539,000

    • 5 Beds
    • 3 Baths
    • 2,444 Sq Ft

    803 Bowling Green Trail, Chesapeake, VA 23320

    Welcome to your new home in southern Chesapeake! This beautiful two-story home sits on a .48 acre lot, with 4 spacious bedrooms plus a huge game room. The open floor plan includes a great room that connects to the kitchen featuring a center island, shaker style cabinets, marble counters, pantry, a large dining area, and stainless-steel appliances. The first floor also hosts a first floor bedroom

    Agent Photo

    Megan Crawford

    Heartland Realty L L C

    (757) 697-8193

    803 Bowling Green Trail, Chesapeake, VA 23320
  • /48

    $774,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    343 Ewell Ln, Chesapeake, VA 23322

    Welcome to Hickory! Experience this exquisite custom home, crafted by the esteemed Overholt Contracting, a reputable builder w/ 40+ yrs of expertise. This modern design caters perfectly to today’s family lifestyle, featuring 2 spacious primary suites (or game room) & 3 additional lg bedrooms, alongside a convenient first-floor home office. The exterior boasts durable James Hardie fiber cement

    Agent Photo

    Denise Hawkins

    Triumph Realty

    (757) 996-5410

    343 Ewell Ln, Chesapeake, VA 23322
  • /31

    $320,000

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    3924 Port Rd, Chesapeake, VA 23321

    This modern brick ranch showcases a truly unique family touch, thoughtfully built and lovingly updated through collaboration and care. From the moment you go inside, you’ll notice the fresh updates, including new LVP flooring and a crisp coat of paint throughout—each space reflecting its own personality and charm, capturing the imagination and the creativity. The spacious primary bedroom offers a

    Maria Irineo Better Homes & Gdns Ntv Am Grp

    3924 Port Rd, Chesapeake, VA 23321
  • /74

    $799,990 New Construction

    • 5 Beds
    • 4 Baths
    • 3,691 Sq Ft

    Roanoke Plan at Villages at Edinburgh, Chesapeake, VA 23322

    The Roanoke is a stunning two-story, five-bedroom, four-bath home with a side load garage, formal dining room, a dedicated office space with French doors, a spacious family room, a kitchen with an island and pantry, and a first-floor guest suite with a full bath. The second floor features the primary suite with dual closets, three secondary bedrooms with walk-in closets, a hall bath, a shared

    Eastwood Homes Builder
    300 Lomond Loop Unit 39562063, Chesapeake, VA 23322
  • /70

    $749,990 New Construction

    • 5 Beds
    • 3 Baths
    • 3,047 Sq Ft

    Davidson Plan at Villages at Edinburgh, Chesapeake, VA 23322

    The Davidson is a two-story, five-bedroom, three-bath home featuring a side-load garage, formal living room, formal dining room, spacious family room, kitchen with an island and pantry, separate breakfast area, and a first-floor guest suite with a full bath. The second floor features four bedrooms, including the primary suite, a hall bath, a large laundry room, and a loft area.Options available

    Eastwood Homes Builder
    300 Lomond Loop Unit 39562111, Chesapeake, VA 23322
  • /34

    $549,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,199 Sq Ft

    VERONA Plan at Smith Farm, Suffolk, VA 23435

    The Verona is a 5 bedroom, 3.5 bathroom plan offering 2,199+ square feet. It features an open-concept floorplan, with a large great room, kitchen, laundry/mud room and powder room on the first floor. The chef-inspired kitchen offers a large peninsula and walk-in pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The second level

    D.R. Horton Builder
    0 Eastport Rd Unit 36376055, Suffolk, VA 23435
  • /46

    $645,000

    • 4 Beds
    • 3 Baths
    • 2,674 Sq Ft

    341 George Washington Hwy S, Chesapeake, VA 23323

    Discover the perfect blend of comfort and versatility in this charming home set on nearly 2.5 acres. This property features four bedrooms and three full baths, ensuring ample space for the whole family. An in-law suite setup over the converted garage offers an ideal space for guests or extended family. Enjoy the beautiful sunroom, a perfect spot for relaxation and enjoying views of the serene

    Jennifer Wotring Iron Valley Real Est Norfolk

    341 George Washington Hwy S, Chesapeake, VA 23323
  • /42

    $774,900

    • 6 Beds
    • 3.5 Baths
    • 4,100 Sq Ft

    112 Station Rd, Chesapeake, VA 23322

    SUPER RARE PROPERTY ALERT!!!! ~3.5acres, 60 ft of deepwater Riverfront, 2 separate (& legal!)Homes on one parcel. Both homes operate on seperae septic (clean out 2024/2025) and wells (H20 filtration sy) Main home has a walk down basement (not included in sq/ft) and 3rd floor finished attic-of roughly 1200sq/ft each unlimited potential. These homes are solid & have been well maintained over the

    Alexandra Serrano The Real Estate Group

    112 Station Rd, Chesapeake, VA 23322
  • /2

    $680,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,600 Sq Ft

    201 Kendra Ct, Chesapeake, VA 23322

    Rare opportunity for new construction in an established neighborhood by East Coast Development, a local award-winning builder. Situated on a beautiful 1.5-acre cul-de-sac lot, this home features a first-floor bedroom with full bath, plus 3 additional bedrooms and a spacious flex/media room that can serve as a 5th bedroom. Interior highlights include luxury vinyl flooring on the main level,

    Debbie Rountree BHHS RW Towne Realty

    201 Kendra Ct, Chesapeake, VA 23322
  • /43

    $449,990

    • 4 Beds
    • 3 Baths
    • 2,206 Sq Ft

    301 Sikeston Ln, Chesapeake, VA 23322

    Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living.

    J Adam Harris LPT Realty LLC

    301 Sikeston Ln, Chesapeake, VA 23322
  • /50

    $757,580 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,480 Sq Ft

    1221 Sebastian Ct, Chesapeake, VA 23322

    MOVE IN READY!- Savannah multi gen suite floor plan is sure to impress w/ it's open concept design perfect for entertaining& gatherings! Great room w/fireplace is open to dining rm, breakfast area & gourmet kitchen w/ large island, gas cooktop &dbl ovens. 1st floor multi gen suite has separate entrance into multi gen living room & includes bedroom, full bathroom & 2walk in closets.

    Heide Mahr Pointe East Realty LLC

    1221 Sebastian Ct, Chesapeake, VA 23322
  • /37

    $620,000

    • 5 Beds
    • 3 Baths
    • 2,520 Sq Ft

    1208 Cowpens Ct, Chesapeake, VA 23320

    Welcome to this move-in-ready 5-bedroom, 3-bath home offering 2,520 sq. ft. of thoughtfully designed living space. Built in 2015, the home features brand-new carpet throughout and an inviting, open layout. The expanded chef’s kitchen boasts granite countertops, stainless steel appliances, a stylish backsplash, breakfast bar, gas range, and electric convection oven. The formal dining room and

    Kristen Arnold Real Broker LLC

    1208 Cowpens Ct, Chesapeake, VA 23320
  • /38

    $668,000 New Construction

    • 5 Beds
    • 3 Baths
    • 2,350 Sq Ft

    2116 Cedar Rd, Chesapeake, VA 23323

    Rare find on Cedar Road! This multi-generational 5-bed, 3-bath home features two primary bedrooms one downstairs and a larger one upstairs deal for multigenerational, extended family or flexible living. The Open Living Format seamlessly connects the kitchen, dining, and great room for effortless entertaining. Enjoy LVP flooring, quartz counters, tile backsplash, pendant lighting, and a

    Marc Hrisko EXP Realty LLC

    2116 Cedar Rd, Chesapeake, VA 23323
  • /62

    $779,990 New Construction

    • 5 Beds
    • 3 Baths
    • 3,483 Sq Ft

    Charleston Plan at Villages at Edinburgh, Chesapeake, VA 23322

    The Charleston is a stunning two-story, five-bedroom, three-bath home with a side-load garage, formal living and dining rooms, a kitchen with an island and large pantry, a first-floor guest suite with a full bath, an oversized entry from the garage, and a two-story family room. The second floor features four bedrooms, including the primary bedroom with two closets, a large, second-floor laundry

    Eastwood Homes Builder
    300 Lomond Loop Unit 39562112, Chesapeake, VA 23322
  • /28

    $799,000

    • 5 Beds
    • 5 Baths
    • 4,175 Sq Ft

    1945 Lancing Crest Ln, Chesapeake, VA 23323

    Welcome to 1945 Lancing Crest Ln, a stunning custom built brick home in the highly sought after Mariners Point community & Grassfield High School district of Chesapeake. This spacious residence offers 5 bedrooms (4 en-suite), 4.5 baths, including a rare first floor mother-in-law suite with backyard and water views. Inspired by the Frank Betz Flanagan design, the open floor plan features vaulted

    Anna Paduhovich Keller Williams Capital Props.

    1945 Lancing Crest Ln, Chesapeake, VA 23323
  • /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

    $718,000

    • 5 Beds
    • 3.5 Baths
    • 3,608 Sq Ft

    1105 Timber Neck Mall, Chesapeake, VA 23320

    Welcome to this beautiful all-brick home in the highly sought after Warrington Hall community! This spacious property offers 5 bedrooms, including two primary suites - one on the first floor and one upstairs - ideal for flexible living arrangements.A grand foyer with soaring cathedral ceilings creates an inviting entrance. The home features formal living and dining rooms, perfect for

    Sandra Wood John E. Wood Realty Inc.

    1105 Timber Neck Mall, Chesapeake, VA 23320
  • /50

    $693,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    2430 Ballahack Rd, Chesapeake, VA 23322

    NEW CONSTRUCTION WITH APPROX 3 TO 4 MONTHS TO COMPLETION. 2 story transitional home boasting an open floorplan and situated on a 1 acre parcel in Southern Chesapeake. 4 bedrooms and 3.5 baths. TWO PRIMARY SUITES, one UP and one DOWN! Both suites include a walk in closet and full bath with tile flooring, granite top vanity and double bowls. Large Eat in Kitchen opens to Great Room and features

    Rachael Kraft Turner GreenTree Realty Inc

    2430 Ballahack Rd, Chesapeake, VA 23322
  • /29

    $639,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    789 Caddie St, Chesapeake, VA 23322

    Welcome home to this 2600 sq ft open-concept new construction featuring 4 bedrooms (including one on the first floor) and 3 full baths, built by local, award-winning East Coast Development Group.Estimated completion is end of April 2026. This thoughtfully designed home offers a media/flex room over the garage, great for a home theater, office, or playroom. The front elevation features an inviting

    Linda Jones BHHS RW Towne Realty

    789 Caddie St, Chesapeake, VA 23322
  • /32

    $800,000 New Construction

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

    MM Rivervew Landing (Bellhaven- Multi- Gen), Chesapeake, VA 23322

    Master Model - To Be Built - Bellhaven Multi-Gen by Wetherington Homes. This thoughtfully designed 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 a 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 Rivervew Landing (Bellhaven- Multi- Gen), Chesapeake, VA 23322
  • /29

    $639,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    785 Caddie St, Chesapeake, VA 23322

    Welcome home to this 2600 sq ft open-concept new construction featuring 4 bedrooms (including one on the first floor) and 3 full baths, built by local, award-winning East Coast Development Group.Estimated completion is end of April 2026. This thoughtfully designed home offers a media/flex room over the garage, great for a home theater, office, or playroom. The front elevation features an inviting

    Linda Jones BHHS RW Towne Realty

    785 Caddie St, 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
  • /48

    $799,900

    • 4 Beds
    • 3 Baths
    • 3,050 Sq Ft

    600 Shasta Dr, Chesapeake, VA 23320

    Welcome to 600 Shasta Drive!  A former model home built in 2021 offering upgrades, style, and move-in ready convenience. This 4-bedroom, 3-bath home features 2 bedrooms on the first floor, including a spacious primary suite, plus 2 upstairs. Enjoy an open-concept chef's kitchen, dining, and living area with electric fireplace...great for entertaining. Upgrades include LVP flooring throughout

    Vanessa Sawyer BHHS RW Towne Realty

    600 Shasta Dr, Chesapeake, VA 23320
  • /50

    $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
  • /49

    $1,850,000

    • 7 Beds
    • 6.5 Baths
    • 7,529 Sq Ft

    1409 Paul Eason Dr, Chesapeake, VA 23322

    Stunning full brick estate residence set on a private plus 3-acre homesite, built with 2x6 walls and spray foam insulation for efficiency and comfort. The main house offers 5 bedrooms, including two first floor suites, high ceilings, and a grand staircase. A bespoke gourmet kitchen with large island opens to the family room, plus second floor living areas and an additional entertainment den with

    Linda Jones BHHS RW Towne Realty

    1409 Paul Eason Dr, Chesapeake, VA 23322
  • /39

    $694,000

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

    917 Calhoun Way, Chesapeake, VA 23322

    ***No hassle, no headache, no wait!!*** Pristine, never lived-in, custom 2,500 sq ft home offers all the benefits of new construction without the wait or the headache. Thoughtfully upgraded throughout, this 3 bedroom, 3.5 bath home features an inviting open floorplan and flexible living spaces including a first-floor in-law suite with a private bath. The open-concept main level showcases designer

    Anna Daugherty A Better Way Realty Inc.

    917 Calhoun Way, Chesapeake, VA 23322
  • /50

    $849,999 New Construction

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

    2064 Cedar Rd, Chesapeake, VA 23323

    NEW CONSTRUCTION HOME IN GRASSFIELD COMMUNITY FEATURING 6 BEDROOMS, 4.5 BATHROOMS. WELL DESIGNED FLOOR PLAN INCLUDES FIRST FLOOR BEDROOM, FOR GUESTS OR MULTIGENERATIONAL LIVING. FIRST FLOOR AND SECOND FOOR LAUNDRY ROOMS. THE SPACIOUS FAMILY ROOM SHOWCASES COFFERED CEILINGS, ABUNDANT NATURAL LIGHTING, BUILT- IN WINE BAR W/ COOLER CREATES A FLOWING SEAMLESS LAYOUT FROM THE KITCHEN TO DINING AREAS

    Erica Turner-Guerrier Partners In Real Estate

    2064 Cedar Rd, Chesapeake, VA 23323
  • /2

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    4521 Moonlight Way, Chesapeake, VA 23321

    Welcome to your new home nestled in this sought after area. Walk in through the oversized foyer that also has an oversized hallway to the large mother-in-law suite, that is wheelchair accessible. It can also be used as a fifth bedroom. Enjoy your open-concept kitchen with granite counters and Stainless Steel appliances. Entertain friends and family as you all enjoy the ambiance of the gas

    Rhonda Canale A-Team Realty Group

    4521 Moonlight Way, Chesapeake, VA 23321
  • /3

    $845,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,535 Sq Ft

    MM Riverview Landing (MacOn-multi-gen) Way, Chesapeake, VA 23322

    The Macon Multi-Gen at Riverview Landing - Master Model Listing by Wetherington Homes. Buyers may select their lot and personalize available design options. Thoughtfully designed with approximately 3,535 sq. ft. of living space and a 3-car garage, the MM Macon Multi-Gen offers exceptional flexibility for today’s lifestyles. This home features a private multi-generational suite complete with a

    Jasmine Feliu BHHS RW Towne Realty

    MM Riverview Landing (MacOn-multi-gen) Way, Chesapeake, VA 23322
  • /48

    $819,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,738 Sq Ft

    Waverly Plan at Villages at Edinburgh, Chesapeake, VA 23322

    The Waverly is a five-bedroom, four-and-a-half-bath home with a large formal dining room, spacious family room, kitchen with island and pantry, home office, first-floor guest suite with a full bath, and a covered rear porch that spans almost the entire back of the home. The second floor features an oversized loft, the primary bedroom with two closets and a private bath, a Jack and Jill bath

    Eastwood Homes Builder
    300 Lomond Loop Unit 39562069, Chesapeake, VA 23322
  • /35

    $414,900

    • 3 Beds
    • 2.5 Baths
    • 1,744 Sq Ft

    1605 Redwing Arcade, Chesapeake, VA 23323

    Welcome home to this stunning two-story townhome featuring modern finishes and a functional open layout. This 3-bedroom, 2.5-bath home offers style, comfort, and convenience all in one package. The spacious kitchen is a chef’s dream with quartz countertops, stainless steel appliances, and ample cabinetry for storage. Enjoy the look and durability of luxury vinyl plank (LVP) flooring throughout

    Joel Dinse A Better Way Realty Inc.

    1605 Redwing Arcade, Chesapeake, VA 23323

Home Trends in Chesapeake, VA

Housing Trends

Median Sale Price
$419,900
Median Single Family Sale Price
$453,500
Median Townhouse Sale Price
$345,000
Median 2 Bedroom Sale Price
$235,550
Median 1 Bedroom Sale Price
$177,450
Average Price Per Sq Ft
$223
Number of Homes for Sale
446
Last 12 months Home Sales
3,751
Months of Supply
1.40
Median List Price
$429,949
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
45%
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