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Chesapeake, VA Homes for Sale with In-Law Suite

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  • /48

    $430,000

    • 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

    $735,000

    • 8 Beds
    • 5 Baths
    • 4,467 Sq Ft

    619 Emerald Ct, Chesapeake, VA 23320

    ACT FAST -- Remarkable property! Great for MULTI-GENERATIONAL LIVING or anyone seeking separate in-law quarters! Come see "Two Houses in One!" SPREAD OUT in 4400+ Square Feet with 8 BEDROOMS & 5 FULL BATHS in total! The Colonial style, "Main House," has 5 Bedrooms & 3 Full Baths plus a 2-CAR ATTACHED GARAGE. Connected to the Main House, the Ranch style "In-Law or Guest House" features NO Stairs,

    George Trotman BHHS RW Towne Realty

    619 Emerald Ct, Chesapeake, VA 23320
  • /49

    $799,000 Open Sat 12PM - 1PM

    • 6 Beds
    • 3.5 Baths
    • 4,074 Sq Ft

    4400 Anchor Bend Ct, Chesapeake, VA 23321

    Expansive 6BR, 3.5BA home in sought-after Western Branch offers 4,000+ sq ft of comfort & versatility—ideal for multigenerational living or grand entertaining. Features include a private in-law suite with its own entrance, jetted tub, shower, & laundry. Inside, enjoy spacious rooms, abundant natural light, open-concept kitchen/family room, & elegant formal dining. Upstairs bedrooms provide ample

    Tracey Caddy Southside Real Estate

    4400 Anchor Bend Ct, Chesapeake, VA 23321
  • /50

    $709,900

    • 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 EXP Realty LLC

    1922 Briton Ln, Chesapeake, VA 23322
  • /40

    $659,900 Open Sat 10AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,502 Sq Ft

    1029 Harwich Dr, Chesapeake, VA 23322

    This beautiful home features 2 downstairs masters. Perfect for multi-generational family. Amazing open layout with vaulted ceilings and plenty of natural light. Wood and tile floors throughout...no carpet!! The large family room features a gas fireplace and beautiful built-ins. The kitchen has plenty of cabinet space and countertops any baker would love. Backyard is peaceful and serene. Perfect

    Ron Sawyer RE/MAX Prime

    1029 Harwich Dr, Chesapeake, VA 23322
  • /49

    $669,000

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

    625 William Hall Way, Chesapeake, VA 23322

    THE SAVANNAH MODEL AT JORDAN HALL. THIS HOME IS LOCATED AT THE END OF A BEAUTIFUL POND. ENJOY THE VIEW FROM YOUR COVERED PORCH.5 BRS, 3 FULL BATHS, MEDIA ROOM WITH A WET BAR, GOURMET KITCHEN WITH GRANITE COUNTERTOPS, DOUBLE OVENS, 5-BURNER GAS COOKTOP. PLENTY OF COUNTER AND STORAGE SPACE.THIS HOME IS IN THE GREAT BRIDGE AREA OF CHESAPEAKE, CLOSE TO SCHOOLS, SHOPPING, AND GREAT RESTAURANTS.

    Alex Asercion The Bryant Group

    625 William Hall Way, Chesapeake, VA 23322
  • /42

    $700,000 Open Sat 12:30PM - 3:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,571 Sq Ft

    101 Stadium Dr, Chesapeake, VA 23322

    THIS 4 BED, 2.5 BATH 3,571 SQ FT HOME SITS ON 1+ ACRE OF LAND IN GREAT BRIDGE. THE HEART OF THE HOME IS THE DOUBLE-SIDED WOOD-BURNING STOVE ADDING WARMTH & AMBIANCE TO THE LIVING/DINING ROOMS. THE MASSIVE 1ST FLOOR PRIMARY SUITE W/HUGE WALK-IN CLOSET & A BEAUTIFULLY UPDATED FULL BATH ADD A TOUCH OF LUXURY. THE 576 SQ FT CONVERTED GARAGE COULD BE A 5TH BEDROOM. THE OUTDOOR SPACE FEATURES A HUGE

    Tracy McColgan The Real Estate Group

    101 Stadium Dr, Chesapeake, VA 23322
  • /50

    $650,000

    • 5 Beds
    • 3 Baths
    • 3,088 Sq Ft

    221 Ians Way, Chesapeake, VA 23320

    Welcome to this beautifully maintained 5-bedroom, 3-bath home the beautiful Everton Estates area of Chesapeake. Built in 2020, this spacious home offers over 3,000 sq ft of modern living space. The open floor plan features a bright and airy living area with a contempary vibe. The kitchen is a chef's dream with ample cabinetry and counter space + butler bar. The first-floor bedroom with a full

    Alicia Ford The Agency

    221 Ians Way, Chesapeake, VA 23320
  • /50

    $700,000

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

    2820 Bunch Walnuts Rd, Chesapeake, VA 23322

    Charming Log Cabin on Nearly 5 Acres – Horse Property Just Minutes from Town!Escape to the serenity of country living with this beautiful log cabin set on nearly 5 acres of picturesque, land. Thoughtfully designed for both comfort & functionality, the main home exudes rustic charm with wood-beamed ceilings & cozy spaces, ideal for those seeking privacy & tranquility. Spacious wraparound porch in

    Courtney Myers Own Real Estate LLC

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

    $565,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,425 Sq Ft

    2909 Drum Point Crescent, Chesapeake, VA 23321

    Backyard Oasis - with a large deck, huge koi pond, a fire pit & pergola. Gardening shed & sprinkler system. Home Office or exercise room, with a large mud room featuring a utility sink and room for freezers & more! Newer Roof w/skylights, HVAC, updated primary bathroom w/ jetted tub & dbl sinks. Updated Kitchen with loads of cabinets, cultured marble surfaces & double pantry. 9-foot ceilings &

    Mark Rusnak RE/MAX Allegiance

    2909 Drum Point Crescent, Chesapeake, VA 23321
  • /33

    $549,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,585 Sq Ft

    4252 Raleigh Rd, Chesapeake, VA 23321

    Fully renovated 4-bedroom, 2.5 bath home blending style and function! Enjoy peace of mind with a new roof, plumbing, electrical, HVAC, and more. Inside, you'll find new flooring, a sleek modern kitchen, updated baths, fresh lighting, and open living spaces. Outside features two new decks, a fresh driveway and walkway, plus a sparkling upgraded pool. Bonus: Finished room over the garage and a

    Naty Horev BHHS RW Towne Realty

    4252 Raleigh Rd, Chesapeake, VA 23321
  • /38

    $579,000

    • 5 Beds
    • 3 Baths
    • 2,856 Sq Ft

    958 Olmstead St, Chesapeake, VA 23323

    Relax on its charming front porch—for enjoying peaceful evenings. Welcoming foyer that opens to a formal living room, thoughtfully now a home office, and a main-level bedroom with a full bathroom—for guests or multi-generational living.The home features an open-concept kitchen with abundant cabinetry, granite countertops, and a spacious island with seating, flowing seamlessly into the dining area

    Noemy Conaway Samson Properties

    958 Olmstead St, Chesapeake, VA 23323
  • /50

    $1,285,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,809 Sq Ft

    1309 Taft Rd, Chesapeake, VA 23322

    Tucked away on 5+ acres, this custom built all brick Country Estate is surrounded by privacy & tranquility. A long private driveway leads to a landscaped, meticulously maintained & recently updated 3,800+ sqft ranch w/storage galore! The expansive front porch & foyer welcomes you to bright, open concept living space w/new LVP & all new paint throughout. Enjoy a large LR, & Den w/vaulted ceiling

    Farra Sawyer Howard Hanna Real Estate Services

    1309 Taft Rd, Chesapeake, VA 23322
  • /50

    $1,779,000

    • 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
  • /38

    $585,000 Open Sat 12PM - 1:30PM

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

    401 Preservation Reach, Chesapeake, VA 23320

    Welcome to this stunning home nestled in the sought-after community at The Preserve. This beautifully maintained property offers an open-concept layout filled with natural light, high ceilings, hardwood floors and luxury finishes throughout. The chef’s kitchen features granite countertops, stainless steel appliances, a spacious island, & an abundance of custom cabinetry. The way the living room

    Anna Paduhovich Keller Williams Coastal Virginia Chesapeake

    401 Preservation Reach, Chesapeake, VA 23320
  • /50

    $518,900

    • 4 Beds
    • 3.5 Baths
    • 2,571 Sq Ft

    891 Bells Mill Rd, Chesapeake, VA 23322

    Welcome to this beautifully designed 2-story home in the heart of Grassfield, offering the perfect blend of space, privacy, and versatility! Nestled on just under an acre and surrounded by woods, this 4-bedroom home features two spacious first-floor primary suites ideal for multigenerational living. Upstairs, you'll find two additional bedrooms and a full bath, providing plenty of room for

    Adrian Reed Fit Realty

    891 Bells Mill Rd, Chesapeake, VA 23322
  • /48

    $495,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,006 Sq Ft

    2329 Drum Creek Rd, Chesapeake, VA 23321

    Welcome to 2329 Drum Creek Rd in sought-after Drum Creek Estates! This spacious ranch-style home offers two primary suites plus two additional bedrooms, cathedral ceilings in the rear living room, a formal dining room, breakfast nook, large front sitting room/foyer, oversized laundry/utility room, and a bonus office off the garage. The primary suite in the main home offers vaulted ceilings, a

    Samantha Janisch Own Real Estate LLC

    2329 Drum Creek Rd, Chesapeake, VA 23321
  • /50

    $349,900

    • 4 Beds
    • 3 Baths
    • 1,488 Sq Ft

    3408 Dunedin Dr, Chesapeake, VA 23321

    Welcome home * What an amazing home on large corner lot to cul-de-sac * Mr. Rogers windows 2017 * Roof 2018 * oversized leaf guard gutters 2020 * Screened porch, patio, & 10x12 shed are great amenities to your fenced yard * French doors off DR lead to the 4th bdrm/in-law suite with its own bathroom, closets & private outdoor access * Hardwood under carpets * Home embellished with crown molding,

    Kelly May Howard Hanna Real Estate Services

    3408 Dunedin Dr, Chesapeake, VA 23321
  • /50

    $495,000

    • 3 Beds
    • 3.5 Baths
    • 2,211 Sq Ft

    427 Asuza St, Chesapeake, VA 23323

    LIVE LUXURIOSLY! Completed in May of 2022, this terrific Condo has over $70,000 in UPGRADES - Ask your Agent for the List! MUST SEE! Discover an OPEN floor plan, LVP flooring, Granite, Stainless Appliances, Gas Stove + oversized Island! Enjoy the open Great Room with Gas Fireplace and built-in Cabinets & Bookcases! There's a FIRST FLOOR BEDROOM + FULL BATH too! In fact, there are THREE EN SUITES

    George Trotman BHHS RW Towne Realty

    427 Asuza St, Chesapeake, VA 23323
  • /46

    $475,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 2 Baths
    • 3,119 Sq Ft

    4032 Georgia Rd, Chesapeake, VA 23321

    Welcome to your dream home in the heart of Western Branch! This beautifully updated 2-story all-brick home offers 5 spacious bedrooms, 2 full baths, and over 3,100 square feet of flexible living space—great for multigenerational living with a separate upstairs 2/1 layout! Enjoy peace of mind with wrapped exterior trim, a vinyl privacy fence, new windows, new LVP flooring downstairs, and fresh

    Betsy Thompson The Agency

    4032 Georgia Rd, Chesapeake, VA 23321
  • /20

    $549,000

    • 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
  • /41

    $510,000

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    444 Charleston St, Chesapeake, VA 23322

    Wonderful condo centrally located in the heart of Great Bridge has been lovingly cared for & is in immediate move-in condition. This tri-level end unit offers 2800 sqft of space to spread your wings. Kitchen features SS appliances, new custom drawer & cabinet organization, granite countertops & a new smart cooktop. The large living/dining area comes w/custom roller shades & engineered hardwood

    Carol King Southerland Real Estate Inc.

    444 Charleston St, 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
  • /45

    $969,289 New Construction

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

    1648 Sanderson Rd, Chesapeake, VA 23322

    MOVE IN READY!!! Welcome to your dream home, where multigenerational living meets expansive acreage & breathtaking sunsets. Stunning property features charming front porch plus a covered rear porch, great for enjoying serene evenings. The thoughtfully designed floor plan includes a convenient powder room with exterior access no more running through the house! The spacious primary suite on the

    Deana Renn AtCoastal Realty

    1648 Sanderson Rd, Chesapeake, VA 23322
  • /49

    $715,000 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
  • /23

    $369,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 1,751 Sq Ft

    503 Middlesex St, Norfolk, VA 23523

    **Stunning New Construction 3-Bedroom Traditional Home in Prime Norfolk Location**Welcome to this exceptional new construction home, a perfect blend of traditional charm & modern elegance. With 3 spacious bedrooms & an open, airy layout, this home is designed for both comfortable living & stylish entertaining. The 4th flex room would be ideal as an office, creative space, or gym, let your ideas

    Kellie Montie COVA Home Realty

    503 Middlesex St, Norfolk, VA 23523

Home Trends in Chesapeake, VA

Housing Trends

Median Sale Price
$400,000
Median Single Family Sale Price
$445,000
Median Townhouse Sale Price
$316,000
Median 2 Bedroom Sale Price
$255,000
Median 1 Bedroom Sale Price
$190,950
Average Price Per Sq Ft
$216
Number of Homes for Sale
510
Last 12 months Home Sales
3,411
Months of Supply
1.80
Median List Price
$415,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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