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Chesapeake, VA Homes for Sale with In-Law Suite

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  • /48

    $455,000

    • 3 Beds
    • 3.5 Baths
    • 2,082 Sq Ft

    1808 Moravian Walk, Chesapeake, VA 23323

    Welcome to this stunning, move-in ready 3-story townhome in the sought-after Grassfield High School district! Built in 2022, this 3-bedroom, 3.5-bath home blends modern elegance with effortless functionality. The bright, open-concept second floor features LVP flooring, recessed lighting, and chef’s kitchen with granite counters, deep sink, S/S appliances, and huge island, perfect for

    Agent Photo

    Maritza Brandon

    The Real Estate Group

    (757) 551-2551

    1808 Moravian Walk, Chesapeake, VA 23323
  • /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
  • /44

    $875,000 Open Sun 12PM - 3PM

    • 5 Beds
    • 5 Baths
    • 3,388 Sq Ft

    2425 Sanderson Rd, Chesapeake, VA 23322

    Gorgeous Farm-House on 3+ acres in Hickory schools district. (2) Master suites---one up and one down. 1st level vaulted private office, 2nd level open loft and Home Theater room w-half bath. Open kitchen to great room features vaulted breakfast area, custom onsite built shaker style glazed cabinetry, leathered granite counter tops (kitchen and all baths), huge Island w/seating area, wood floors,

    Tom Duckett Howard Hanna Real Estate Services

    2425 Sanderson Rd, Chesapeake, VA 23322
  • /50

    $749,900

    • 5 Beds
    • 3 Baths
    • 2,711 Sq Ft

    428 Moores Landing, Chesapeake, VA 23322

    Located in a sought-after Great Bridge, this stunning custom Stephen Alexander build offers high-end finishes, an open-concept layout filled with natural light and a large backyard oasis.. You are welcomed by the charming porch into spacious living areas accented by detailed moldings and character throughout. The gourmet kitchen features granite counters, a large island, a walk-in pantry, and

    Cassidy Juarez 1st Class Real Estate Elevate

    428 Moores Landing, Chesapeake, VA 23322
  • /47

    $849,900

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

    705 Seagrass Reach, Chesapeake, VA 23320

    Beautiful five-bedroom home situated on a 1.6 acres, privately tucked away among trees and sea grass. The interior features newer windows and flooring. The kitchen was renovated in 2015 with high-end appliances, cabinets, granite countertops, and a stylish backsplash. The home offers two primary bedrooms, one on the first floor and another upstairs - both spacious, with the large first floor

    Andy Nelson Iron Valley Real Estate Hampton Roads

    705 Seagrass Reach, Chesapeake, VA 23320
  • /36

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 3,322 Sq Ft

    3500 Douglas Rd, Chesapeake, VA 23322

    Peaceful country living on 5 partially wooded acres—just 10 minutes from city amenities! This spacious 4 bed, 3.5 bath home offers room to grow and incredible potential with a little TLC and updating. Inside you'll find multiple bonus rooms and a dedicated office space, perfect for work, hobbies, or additional living space. Relax or entertain on the large screened-in porch overlooking the

    Courtney Myers Own Real Estate LLC

    3500 Douglas Rd, 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 Real Broker LLC

    922 Chattanooga St, Chesapeake, VA 23322
  • /38

    $823,000

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

    1305 Sanderson Rd, Chesapeake, VA 23322

    Nestled in sought-after, peaceful Hickory neighborhood. 5-bedroom, 3-bath ranch has dedicated Mother-In-Law Suite, Sits on 3.24 private acres. Long driveway loop leads to a 1-car attached garage & a 2-car detached garage with workshop. Detached garage comes with 200-amp electrical service & a 320 SF partially FROG. Great for a DIY enthusiast or man cave. Enjoy ultimate privacy with a 20x40

    Bill Loftis 757 Realty

    1305 Sanderson Rd, Chesapeake, VA 23322
  • /40

    $639,900

    • 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
  • /27

    $659,900 Open Sun 2PM - 5PM

    • 5 Beds
    • 3 Baths
    • 3,571 Sq Ft

    101 Stadium Dr, Chesapeake, VA 23322

    This 5 bed, 3 bath 3,571 SQ FT home sits on 1+ acres 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 644 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

    $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

    $899,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    1421 Saint Brides Rd W, Chesapeake, VA 23322

    1421 Saint Brides Rd W, the Ashbee or James Model TO BE BUILT By Wetherington Homes. Situated on a wooded and private 16+ acre parcel in Southern Chesapeake. Currently two floorplan options available! ASHBEE floorplan with 4 bedrooms plus an Office and Loft OR JAMES II floorplan with 4 bedrooms plus Loft with options including additional owner's suite and office. Both floorplans offer 1st floor

    Rachael Kraft Turner GreenTree Realty Inc.

    1421 Saint Brides Rd W, 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
  • /39

    $579,000

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

    3648 Mill Bridge Way, Chesapeake, VA 23323

    LOCATION! MUST SEE TO FULLY APPRECIATE THIS CUSTOM FLOOR PLAN! + 350sf sunroom + 950sf garage + over 800sf unfinished walk up attic & loft space! YES, YOU CAN HAVE IT ALL & UNDER $600k w/NO HOA! Meticulously maintained for 15+ years! Recent updates include roof, windows, kitchen, all bathrooms, water heater, hvac & guard gutters. Beautiful custom built home on 3/4 acre tucked away on a on

    Karen Parr VIRGINIA HOMES

    3648 Mill Bridge Way, Chesapeake, VA 23323
  • /47

    $1,375,000

    • 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

    Janice Myers-Hollowell BHHS RW Towne Realty

    516 Peaceful Rd, Chesapeake, VA 23322
  • /50

    $600,000

    • 5 Beds
    • 3.5 Baths
    • 3,141 Sq Ft

    1009 Cronin Ct, Chesapeake, VA 23322

    Welcome to your dream home in Chesapeake! This spacious 5-bedroom, 3.5-bath home offers 3,141 square feet of comfortable living, including a FROG and an in-law suite with private entry off the back porch. The heart of the home is an open-concept living area with an expansive kitchen featuring ample counter space, great for everyday living and entertaining. Step out back to your own summer oasis

    Betsy Thompson The Agency

    1009 Cronin Ct, Chesapeake, VA 23322
  • /50

    $450,000

    • 5 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    3411 Anita Cir, Chesapeake, VA 23321

    Spacious, custom-built 5-bedroom home w/upstairs & downstairs primary suites in a highly sought-after well-established Western Branch neighborhood w/sidewalks. Generously sized rooms are perfect for entertaining. Gleaming real solid hardwood floors throughout. One bedroom features a walk-in closet w/bonus room; all rooms offer ample storage. Step-saving eat-in kitchen & formal dining room—easily

    Tracie Gaskins Howard Hanna Real Estate Services

    3411 Anita Cir, Chesapeake, VA 23321
  • /42

    $524,999

    • 6 Beds
    • 4 Baths
    • 3,320 Sq Ft

    424 Rutgers Ave, Chesapeake, VA 23324

    Welcome to this 6-bedroom, 4-bathroom home offering 3,320 square feet of modern comfort and smart functionality. Fullyrenovated from top to bottom, this spacious residence features two full kitchens, each equipped with gleaming granite countertopsand stainless steel appliances, making it ideal for households seeking flexible living arrangements or potential rental income. Thelayout

    Clare Furfaro Atkinson Realty

    424 Rutgers Ave, Chesapeake, VA 23324
  • /22

    $353,500

    • 4 Beds
    • 3 Baths
    • 1,596 Sq Ft

    1353 King Arthur Dr, Chesapeake, VA 23323

    Welcome to your dream home in the Camelot neighborhood—a great community with easy access to the interstate, shopping, dining, and all the local amenities. This home offers the perfect blend of comfort, functionality, and lifestyle. Enjoy an eat-in kitchen with bar seating, great for casual meals or entertaining guests. The versatile in-law suite provides privacy and flexibility for

    Harvey Raffensperger Iron Valley Real Estate Prestige

    1353 King Arthur Dr, Chesapeake, VA 23323
  • /47

    $475,000

    • 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
  • /50

    $1,695,000

    • 8 Beds
    • 5.5 Baths
    • 6,400 Sq Ft

    2652 Benefit Rd, Chesapeake, VA 23322

    Nestled in the heart of Hickory, this one-of-a-kind equestrian estate offers the perfect fusion of historic charm and modern luxury. The fully renovated main home features structural upgrades, 2017 roof, updated electrical (2025), plumbing, HVAC, insulation, and energy-efficient windows. Enjoy marble bathrooms, custom kitchen with Wolf range, Cafe; appliances, marble counters, and brand new white

    Andrew Christie Atlantic Sotheby's International Realty

    2652 Benefit Rd, Chesapeake, VA 23322
  • /49

    $549,999

    • 4 Beds
    • 3 Baths
    • 2,380 Sq Ft

    3216 Meanley Dr, Chesapeake, VA 23323

    Don't miss your opportunity to make this beautiful house your home! Located in the neighborhood of Culpepper Landing. This Craftsman Style ranch with a room over the gargage includes a full bath and walk in closet . This open floor plan concept boast of 10' ceilings, wood floors, lots of upgraded wood trim throughout living areas. The kitchen offers granite countertops, stainless steal

    William Leon Green Tree Real Estate Inc

    3216 Meanley Dr, Chesapeake, VA 23323
  • /33

    $519,000

    • 4 Beds
    • 2 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 Open Sun 1PM - 3PM

    • 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

    $1,779,000

    • 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
  • /50

    $483,500

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

    427 Asuza St, Chesapeake, VA 23323

    SEE TODAY! Seller now OFFERING $10,000 in CONCESSIONS to any Buyer, for Closing Costs Assistance, Rate Buy-Down, Home Warranty and/or Condo Fees! Great set-up for MULTI-GENERATIONAL living + OVER $70,000 in UPGRADES! Features an OPEN floor plan, LVP flooring, Granite, Stainless Appliances & gourmet Kitchen! Great Room has Gas Fireplace and built-in Cabinets & Bookcases! There’s a FIRST FLOOR

    George Trotman BHHS RW Towne Realty

    427 Asuza St, Chesapeake, VA 23323
  • /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
  • /42

    $969,289 New Construction

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

    1648 Sanderson Rd, Chesapeake, VA 23322

    5% INTEREST RATE AVAILABLE! CALL FOR MORE INFO! 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

    Deana Renn AtCoastal Realty

    1648 Sanderson Rd, Chesapeake, VA 23322
  • /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
  • /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
$521,850
Median Single Family Sale Price
$619,000
Median Townhouse Sale Price
$383,187
Median 2 Bedroom Sale Price
$228,000
Average Price Per Sq Ft
$224
Number of Homes for Sale
95
Last 12 months Home Sales
1,250
Months of Supply
0.90
Median List Price
$530,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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