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Chesapeake, VA Homes for Sale with In-Law Suite

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  • /50

    $500,000

    • 6 Beds
    • 3.5 Baths
    • 3,549 Sq Ft

    517 Dent Place, Chesapeake, VA 23325

    Discover this move-in-ready 6-bedroom ranch style home, a rare gem designed for versatile living on a sprawling half-acre lot in a serene neighborhood. Set on a cul-de-sac, this residence blends privacy, space, and modern convenience, ideal for diverse lifestyles. Featuring two primary suites—both on the main level—this home offers flexibility for multi-generational households or guests. Recent

    Agent Photo

    Debbie Childs

    RE/MAX Alliance

    (757) 861-9844

    517 Dent Place, Chesapeake, VA 23325
  • /39

    $590,000

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    1639 Mount Pleasant Rd, Chesapeake, VA 23322

    This home was designed for both connection and comfort. From the inviting foyer, you’ll be drawn into the open great room and chef-inspired kitchen featuring a large island, fantasy brown granite, and a walk-in pantry that makes meal prep a dream. The flexible room is perfect for a dining space, home office, or play area — whatever fits your lifestyle. Upstairs, you’ll find comfortably-sized

    Agent Photo

    Alphradezsa 'Lexi' Church

    Creed Realty

    (757) 908-6277

    1639 Mount Pleasant Rd, Chesapeake, VA 23322
  • /50

    $1,349,000

    • 5 Beds
    • 6 Baths
    • 4,387 Sq Ft

    516 Peaceful Rd, Chesapeake, VA 23322

    Tucked away on 3 private acres in Caroon Farms, this stunning all-brick estate is a rare blend of elegance, comfort, and nature. This 5 bedroom, 4 full and 2 half bath home offers a private guest, student, or in-law suite, a chef's kitchen, spa-inspired baths, and an oversized flex space. Outdoor living is unmatched-framed by lush blooms, the 15,000 gallon, two tier koi pond with a tranquil

    Agent Photo

    Janice Myers-Hollowell

    BHHS RW Towne Realty

    (757) 697-7481

    516 Peaceful Rd, Chesapeake, VA 23322
  • /48

    $419,900

    • 5 Beds
    • 3 Baths
    • 2,433 Sq Ft

    948 Hollywood Dr, Chesapeake, VA 23320

    This five bedroom, three full bath brick ranch with covered front porch sits on a little over half an acre. There is a separate In-laws suite with two bedrooms, living room and full bath with walk-in shower. There is also a separate exterior entrance through a set of French doors. Hardwood floors through out the house along with the In-laws suite. Primary bedroom in main house has its own

    Agent Photo

    David Cacace

    BHHS RW Towne Realty

    (757) 378-0799

    948 Hollywood Dr, Chesapeake, VA 23320
  • /50

    $749,900 New Construction

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

    345 Ewell Ln, Chesapeake, VA 23322

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

    Agent Photo

    Denise Hawkins

    Triumph Realty

    (757) 367-8323

    345 Ewell Ln, Chesapeake, VA 23322
  • /49

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 2,763 Sq Ft

    1922 Briton Ln, Chesapeake, VA 23322

    It’s time to make your home in the sought after Hickory area of Chesapeake! Built 2021, this stunner has 5 bedrooms, 3.5 Baths, 2 Primary suites with tiled showers and quartz vanity tops. Open concept living area with large kitchen, quartz counter tops, stainless appliances including GE Profile fridge and huge island w/lots of seating. 9' ceilings, walk-in closets w/ wood shelving, high-end

    Dan Whalen Real Broker LLC

    1922 Briton Ln, Chesapeake, VA 23322
  • /31

    $700,000

    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft

    2820 Bunch Walnuts Rd, Chesapeake, VA 23322

    Escape to serene country living just minutes from the city! These charming log-style homes sits on nearly 5 acres acres in Pleasant Grove and features 4 bedrooms and 3 bathrooms. This equestrian-ready property features 4 stalls, 2 run-ins, a round pen with a shed tack room & a chicken coop—perfect for horse lovers or hobby farmers. A separate 1-bedroom, 1-bath guest house includes a full kitchen

    Anna Paduhovich Keller Williams Captial Properties

    2820 Bunch Walnuts Rd, Chesapeake, VA 23322
  • /50

    $950,000

    • 4 Beds
    • 3 Baths
    • 3,867 Sq Ft

    1901 Prince Edward Dr, Chesapeake, VA 23322

    Welcome to 1901 Prince Edward Drive in Chesapeake, VA! This property offers incredible space, privacy, and versatility, situated on a large 2 acre wooded lot with an updated septic system and a beautiful saltwater pool. The main home features 4 bedrooms, 3 baths, and 2,667 sq ft with a 2-car garage and abundant storage. The kitchen is a true showpiece, showcasing white cabinetry with glass

    Betsy Thompson The Agency

    1901 Prince Edward Dr, Chesapeake, VA 23322
  • /49

    $649,900

    • 5 Beds
    • 3 Baths
    • 2,750 Sq Ft

    510 San Pedro Dr, Chesapeake, VA 23322

    Prime Location! Come see this newly renovated 5 spacious bedroom and 3 full bath home with a stunning golf course view in the beautiful neighborhood of Las Gaviotas. This home boasts a custom designed kitchen, LVP flooring and luxury carpet. The large main bedroom en-suite boast a beautiful custom dual shower and double vanity. On the first floor you will find a guest bedroom with an

    Bessie Ostrander Fathom Realty

    510 San Pedro Dr, Chesapeake, VA 23322
  • /3

    $725,000

    • 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 designed home offers flexible living options with a private suite that includes its own living area, optional kitchenette, private bath, washer/dryer hookup, and dedicated garage bay. The multi-gen layout balances privacy with shared spaces, providing comfort and convenience for a variety of living

    Carmon Pizzanello BHHS RW Towne Realty

    MM Bellhaven-Multi-gen, Chesapeake, VA 23322
  • /50

    $685,000

    • 6 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    922 Chattanooga St, Chesapeake, VA 23322

    Step into style and space with this beautifully crafted 6-bedroom (7 with an easy upgrade), 3.5-bath gem in the heart of Grassfield. Built in 2023, this 3,236 sq ft smart home is serving open-concept luxury with sun-kissed natural light, energy-efficient systems, and bold, beautiful vibes throughout. The kitchen features a smart Samsung fridge, gas stove, convection microwave, and under-cabinet

    Ashley McDougal Howard Hanna Real Estate Services

    922 Chattanooga St, Chesapeake, VA 23322
  • /3

    $760,000

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

    MM MacOn-multi-gen In Stoney Creek, Chesapeake, VA 23322

    Master Model - To Be Built - Macon-Multi-Gen by Wetherington Homes. Thoughtfully designed home offering approximately 3,535 sq. ft. with a 3-car garage. The versatile multi-generational suite includes a living room, bedroom, private bath, and washer/dryer hookup. An optional kitchenette is also available, providing a flexible space that can serve as a private retreat, guest accommodations, or an

    Carmon Pizzanello BHHS RW Towne Realty

    MM MacOn-multi-gen In Stoney Creek, Chesapeake, VA 23322
  • /44

    $640,000

    • 5 Beds
    • 4.5 Baths
    • 3,700 Sq Ft

    3500 Maxim Ct, Chesapeake, VA 23323

    This 5 bedroom home has 3 large primary bedroom suites, each with their own bathroom including one on the main floor! Don't miss this well-maintained home on a quiet cul-de-sac with 3700 sq. ft. of living space! You'll love the gorgeous foyer with wood flooring and spacious eat-in kitchen that is open to the living area. A formal dining room and an additional living room make this a very

    Dennis Lemley Inlet Realty

    3500 Maxim Ct, Chesapeake, VA 23323
  • /29

    $649,900

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

    1203 Bonnie View Arch, Chesapeake, VA 23320

    Former builder's model home can now be yours! Open airy floor plan built with lots of custom touch with you in mind. Hardwood flooring in dining area and great room with coffered ceilings. Warm inviting gathering room with gas fireplace. Lovely kitchen added builder custom maple raised panel cabinets, granite countertops, gas stove, under cabinet lighting, stainless steel refrigerator, tile

    Maria Djordjevic Iron Valley Real Estate Prestige

    1203 Bonnie View Arch, Chesapeake, VA 23320
  • /50

    $781,700

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

    420 Stoney Mist Way, Chesapeake, VA 23322

    Caymus Multi Gen model under construction with anticipated end February completion. Open concept design is perfect for gatherings & entertaining! 1st floor multi gen suite has separate entry from foyer & includes living room, bedroom, full bathroom & two walk in closets. Great Room is open to Dining and Gourmet Kitchen w/ double ovens, gas cooktop w/range hood, expansive kitchen island and walk

    Heide Mahr Pointe East Realty LLC

    420 Stoney Mist Way, Chesapeake, VA 23322
  • /2

    $635,000

    • 5 Beds
    • 3.5 Baths
    • 2,465 Sq Ft

    1530 Jolliff Rd, Chesapeake, VA 23321

    Start building your custom dream home today! Exceptional new construction opportunity on a spacious half-acre lot in the heart of Western Branch. Design your own floor plan to match your lifestyle or choose from one of the builder's stunning models. This featured plan offers a modern open-concept layout with a first-floor guest suite including a private bath and walk-in closet. The chef's kitchen

    Frank Trygar BHHS RW Towne Realty

    1530 Jolliff Rd, Chesapeake, VA 23321
  • /2

    $705,410

    • 5 Beds
    • 4.5 Baths
    • 3,437 Sq Ft

    MM Capstone Gen Suite Stoney Creek, Chesapeake, VA 23322

    Hurry, last phase almost sold out! New home community off Johnstown Rd in Great Bridge school district. Generational Suite Offers Dbl Doors to Entry on 1st Floor, Bedrm, Laundry Hookups & Liv Area w/Optional Kitchenette w/sep Thermostat. Offering lots backing up to conserved open space. Extensive standard features include walk in pantry, bench w/cubbies, large center island, 2 bedroom ensuites

    Gina Allen Howard Hanna Real Estate Services

    MM Capstone Gen Suite Stoney Creek, Chesapeake, VA 23322
  • /38

    $939,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    1648 Sanderson Rd, Chesapeake, VA 23322

    MOVE IN READY! Looking for a inlaw suite that's set up like an apartment with its own entrance?? This is it!! No inlaw? No worries! This space can be used for a first floor guest bedroom, office, rec room, second entertaining room, or a gym! But can we talk about the size of the primary suite on the second floor? SPACIOUS is an understament. Dual vanities, large shower, free-standing soaking tub,

    Deana Renn AtCoastal Realty

    1648 Sanderson Rd, Chesapeake, VA 23322
  • /50

    $693,000 New Construction

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

    2430 Ballahack Rd, Chesapeake, VA 23322

    NEW CONSTRUCTION TO BE BUILT! 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 and comfort height vanity with double bowls and granite counters. Large EAT IN KITCHEN opens to GREAT ROOM and features

    Rachael Kraft Turner GreenTree Realty Inc.

    2430 Ballahack Rd, Chesapeake, VA 23322
  • /50

    $1,799,000

    • 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
  • /24

    $495,000

    • 4 Beds
    • 3.5 Baths
    • 2,487 Sq Ft

    3140 Martin Johnson Rd, Chesapeake, VA 23323

    Located on prestigious Martin Johnson Rd in Deep Creek, this spacious 4-bedroom, 3.5-bath ranch offers 2,487 sq. ft. of living space, including a wheelchair-accessible in-law suite with kitchen, walk-in closet, and pantry. Built by Taylor Brothers and ready for your personal touch, this home sits on nearly an acre of beautifully landscaped land with mature trees including pear, peach, apple, and

    Laurel (Laurie) DaPrano World Class Realty & Property Management

    3140 Martin Johnson Rd, Chesapeake, VA 23323
  • /50

    $1,525,000

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

    1149 Waters Rd, Chesapeake, VA 23322

    Two residences totaling 5,633 SF on 1.5 acres in the heart of Great Bridge! This completely renovated estate blends Old World English charm with modern luxury and craftsmanship. The main home (3,916 SF) offers 5 bedrooms and 3.5 baths featuring reclaimed wood doors and brick accents, a bourbon bar, and a reimagined kitchen with GE Café appliances, slate countertops, and hand-painted

    Kesha Wilkey-Prim BHHS RW Towne Realty

    1149 Waters Rd, Chesapeake, VA 23322
  • /27

    $597,000

    • 4 Beds
    • 3 Baths
    • 3,019 Sq Ft

    635 Shadow Brooke Dr, Chesapeake, VA 23320

    Welcome to this inviting split-level brick ranch, designed to accommodate several lifestyles under one roof. Whether you're part of a growing family, or someone who loves to host friends and family, this home offers comfort, flexibility, and charm. The main level features a private primary suite with a relaxing ensuite bath, while two additional bedrooms and a full bath are thoughtfully located

    Arthur Monroe BHHS RW Towne Realty

    635 Shadow Brooke Dr, Chesapeake, VA 23320
  • /30

    $390,000

    • 4 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    3237 Sir Meliot Dr, Chesapeake, VA 23323

    This beautiful property offers spacious common areas with brand NEW laminate flooring and carpet throughout, along with a NEW kitchen featuring stainless steel appliances and modern fixtures. Step outside to enjoy your own in-ground pool with a NEW pool lining, set in a large fenced-in backyard for relaxing or entertaining. Additional highlights include an attached two-car garage with a freshly

    Elizabeth Abrams Abrams Realty

    3237 Sir Meliot Dr, Chesapeake, VA 23323
  • /43

    $454,990

    • 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—great for both entertaining and everyday

    J Adam Harris LPT Realty LLC

    301 Sikeston Ln, Chesapeake, VA 23322
  • /43

    $525,000

    • 4 Beds
    • 4 Baths
    • 3,765 Sq Ft

    716 Johnstown Rd, Chesapeake, VA 23322

    Welcome to this beautifully updated home in the sought-after Great Bridge area of Chesapeake! Step inside to discover a fully renovated kitchen featuring sleek new hard surface counters and stylish LVP flooring, perfect for daily living and entertaining. The hall full bath also boasts brand new LVP flooring. This versatile property offers an income-producing short term rental space with a private

    Douglas Livermon Atlantic Sotheby's International Realty

    716 Johnstown Rd, Chesapeake, VA 23322
  • /50

    $575,000

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

    724 Hawkhurst Dr, Chesapeake, VA 23322

    Open house Sunday, November 2nd 11:00am-1:00pm. Assumable loan for all loan types, 3.0% interest rate! Spacious and versatile 5-bedroom, 4.5-bath home in Etheridge Pointe offering flexibility and thoughtful updates. Three bedrooms feature private en-suite bathrooms, with one offering its own entry for added convenience. The open kitchen flows into multiple living spaces, and the fully enclosed,

    Alec Kantor United Atlantic Realty

    724 Hawkhurst Dr, Chesapeake, VA 23322
  • /44

    $565,000

    • 4 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    401 Preservation Reach, Chesapeake, VA 23320

    Welcome to this stunning, move-in ready home nestled in the beautiful The Preserve. This beautifully maintained property features all new carpets, new paint, an HVAC and water heater that are less than one year old, as well an open-concept layout filled with natural light, high ceilings, hardwood floors &luxury finishes throughout. The chef’s kitchen features granite countertops, stainless steel

    Anna Paduhovich Keller Williams Captial Properties

    401 Preservation Reach, Chesapeake, VA 23320
  • /50

    $1,075,000

    • 4 Beds
    • 5.5 Baths
    • 5,100 Sq Ft

    516 Youngstown Ct, Chesapeake, VA 23322

    Gorgeous 5,100 sq. ft. home in the heart of Great Bridge, is luxury living at its best. 4BR/5 1/2B has two 1st floor Primary suites each with walk-in closets & ensuite baths w/double sinks, private WC, tub & separate shower. Home features open floor plan with hardwood floors, 2 large living rooms with shared gas fireplace, and spacious dining room, perfect for entertaining. Kitchen features 6

    Janet Kramer Howard Hanna Real Estate Services

    516 Youngstown Ct, Chesapeake, VA 23322
  • /43

    $1,375,000

    • 6 Beds
    • 5.5 Baths
    • 5,619 Sq Ft

    307 Hickory Station Dr, Chesapeake, VA 23322

    Welcome to your private oasis in Hickory! This single-owner property spans over 5500sqft between the main home and the detached addition and sits on a massive 3-acre lot. Beautiful crepe myrtles line the driveway as you enter and the exquisite landscaping guides you into the home's warm and inviting landscapes. Expert craftsmanship is apparent in the details as soon as you walk through the front

    Garrett Williams The Real Estate Group

    307 Hickory Station Dr, Chesapeake, VA 23322
  • /45

    $289,000

    • 2 Beds
    • 2 Baths
    • 834 Sq Ft

    708 Sparrow Rd, Chesapeake, VA 23325

    Charming 2BR, 2BA Cape Cod with original hardwood floors and open kitchen layout. Updated kitchen with stainless steel appliances. Large fenced backyard with swing set conveys. Welcoming front porch and triple-wide driveway. Detached garage converted to 1BR/1BA (buyer to verify permits).

    Sally Powell 757 Realty

    708 Sparrow Rd, Chesapeake, VA 23325
  • /31

    $409,900

    • 4 Beds
    • 3.5 Baths
    • 1,836 Sq Ft

    708 Glen Oak Crossing, Chesapeake, VA 23323

    Discover this 4-bedroom, 3.5-bath lakefront home in sought-after Woodlake Forest. Enjoy peaceful water views, a private pool, and a layout great for everyday living or entertaining. Granite countertops & kitchen sink (2014) Bathtub & toilets (2015)Pool & gutters (2016) Water heater (2018) Kitchen backsplash (2020) New windows (2023) Deck railing (2024) fence & guest-room HVAC (2025)The

    Dakota Bush LPT Realty LLC

    708 Glen Oak Crossing, Chesapeake, VA 23323
  • /46

    $364,900 Open Sat 1:30PM - 3:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,062 Sq Ft

    4195 Taughtline Loop, Chesapeake, VA 23321

    Welcome to this beautiful 3-bedroom, 2.5-bath condo in Goose Creek Estates, located in the sought-after Western Branch area. With nearly 2,100 square feet of living space and an attached 1-car garage, this home offers comfort, space, and convenience.The spacious primary suite features a custom walk-in closet, while an additional flex room could be a home office, playroom, or guest space. The open

    Karly Diggs Real Broker LLC

    4195 Taughtline Loop, Chesapeake, VA 23321
  • /50

    $1,679,000

    • 5 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    2801 Ballahack Rd, Chesapeake, VA 23322

    Stunning all-brick home on 4 acres with 5 bedrooms, 3.5 baths, 2 car attached garage and a 5-bay detached garage housing 7 automobiles with 1-bedroom guest quarters downstairs and a 2-bedroom apartment upstairs. The main house features hardwood floors, new quartz kitchen countertops, double oven, gas cooktop, and stainless steel appliances. 1st floor primary ensuite boasts a sizeable dressing

    Donna Johnson Long & Foster Real Estate Inc.

    2801 Ballahack Rd, Chesapeake, VA 23322
  • /20

    $480,000

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

    1415 Gust Ln, Chesapeake, VA 23323

    Explore the many possibilities of this unique property. It is comprised of 2 houses, 2 garages, 2 sheds, 2 electric meters, a deck, a patio & plenty of parking. House #1 has 3 bedrooms and 2.1 baths. House #2 has 2 bedrooms and 1 bath. Qualified buyers call to make an appointment for a private showing.

    Sandy Nance BHHS RW Towne Realty

    1415 Gust Ln, Chesapeake, VA 23323
  • /49

    $725,000 New Construction

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

    MM, Chesapeake, VA 23322

    Welcome to Stoney Creek, Chesapeake's newest single family home community! The Savannah Model Multi Gen floor plan is sure to impress with it's open concept design perfect for entertaining & gatherings! Great Room w/fireplace is open to the dinning area, breakfast room & gourmet kitchen w/large island, gas cooktop & double ovens. 1st floor offers multi gen suite w/separate entry from foyer &

    Heide Mahr Pointe East Realty LLC

    MM, Chesapeake, VA 23322
  • /2

    $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

Home Trends in Chesapeake, VA

Housing Trends

Median Sale Price
$409,000
Median Single Family Sale Price
$448,500
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$244,000
Median 1 Bedroom Sale Price
$184,950
Average Price Per Sq Ft
$220
Number of Homes for Sale
657
Last 12 months Home Sales
3,537
Months of Supply
2.20
Median List Price
$420,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
43%
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