Chesapeake County VA 2-Story Homes for Sale

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  /40

  $584,999

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

  5101 Annapolis Dr, Chesapeake, VA 23321

  Absolutely stunning home located on a corner lot in the highly desirable Jolliff Landing neighborhood! This beautifully maintained, only two-year-old home offers over 2,400 square feet of thoughtfully designed living space with 4 spacious bedrooms, 2.5 baths, and a large 2-car garage. The first floor features durable LVP flooring throughout and includes a private home office, an impressive mud

  Melissa Humpert RE/MAX Alliance

  5101 Annapolis Dr, Chesapeake, VA 23321
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  /17

  $250,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  102 Diamond Ave Unit D, Chesapeake, VA 23323

  A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. come into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, all new bathroom and bedroom/office downstairs with laundry. Private upstairs bedroom with spacious closet space and

  Kara Louk Iron Valley Real Est Norfolk

  102 Diamond Ave Unit D, Chesapeake, VA 23323
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  /45

  $389,900

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  1621 Thomason Trail, Chesapeake, VA 23320

  Welcome to 1621 Thomason Trl! Nestled in the highly sought after Greenbrier area, this beautifully maintained end unit condo offers the perfect blend of comfort and convenience. Located in a quiet 28-unit community built by award-winning Ashdon Builders, this home is centrally located with easy access to shopping, dining, and all major interstates, making everyday living effortless. Offering over

  Shana Mitchell Creed Realty

  1621 Thomason Trail, Chesapeake, VA 23320
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  /42

  $550,000

  • 4 Beds
  • 3 Baths
  • 2,887 Sq Ft

  627 Emerald Ct, Chesapeake, VA 23320

  Discover a special surprise on a quiet cul-de-sac in the heart of Greenbrier. This charming home has been thoughtfully updated with fresh paint, updated lighting, luxury vinyl plank flooring, Mohawk carpet, and designer tile throughout. The front room with built-in shelving is perfect for a home office, den, or homeschool space. The living room features a cozy wood-burning fireplace for relaxing

  Tanya M. Thompson LPT Realty LLC

  627 Emerald Ct, Chesapeake, VA 23320
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  /11

  $875,000

  • 5 Beds
  • 4.5 Baths
  • 4,343 Sq Ft

  103 Greengable Way, Chesapeake, VA 23322

  Stunning 5-bedroom, 4.5-bath home at 103 Greengable Way in Chesapeake, VA, offering 4,343 sq ft of spacious living. Enjoy a welcoming traditional design with a ranch-style layout, perfect for families. Features include a large living area, modern kitchen, and ample natural light throughout. The home sits on a well-maintained lot in a desirable neighborhood close to schools and amenities.

  Norman Domingo XRealty.NET LLC

  103 Greengable Way, Chesapeake, VA 23322
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  /24

  $665,000 Open Fri 2PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,681 Sq Ft

  700 Angel Wing Dr, Chesapeake, VA 23323

  Welcome to highly sought after Dominion Meadows in the Grassfield area of Chesapeake. First time offered by the original owner, this beautifully maintained home sits on a premium corner lot backing into a park and wood preserve. This spacious four bedroom 2 1/2 bath home features an open concept floor plan filled with natural light and hardwood flooring throughout the first floor. The private,

  Tammy Busche Long & Foster Real Estate Inc.

  700 Angel Wing Dr, Chesapeake, VA 23323
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  /45

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,653 Sq Ft

  3105 Lantern Place, Chesapeake, VA 23321

  SKIP THE WAIT FOR NEW CONSTRUCTION! This 2022 home in The Retreat at Western Branch is already upgraded, improved, and set on a premium lakefront lot. Sellers invested over $40,000 in builder upgrades, including a finished 4th bedroom, & paid $15,000 for the lakefront lot premium. After closing, over $15,000 more in enhancements including plantation-style blinds and surround sound wiring. The

  Ryan C. Benton BHHS RW Towne Realty

  3105 Lantern Place, Chesapeake, VA 23321
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  /50

  $510,000

  • 4 Beds
  • 2.5 Baths
  • 1,789 Sq Ft

  648 Rutherford Dr, Chesapeake, VA 23322

  This Gorgeous 4-bedroom, 2-story Colonial Home with its Private Backyard is Looking For its Next Owner. You'll Love the Flowing Floorplan with the Eat-In Kitchen, Formal Dining Room, Primary Bedroom with Two Closets, and the Spacious Living Room with Wood-Burning Fireplace. Relax or Entertain on Your Large Backyard Deck with Lake Access to Fish or Kayak. Hickory Schools with No HOA. Tucked-Away,

  Angela Kennedy 1st Class Real Estate Integrity

  648 Rutherford Dr, Chesapeake, VA 23322
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  /47

  $419,900

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  1955 Canning Place, Chesapeake, VA 23322

  Stunning, lakefront one owner and barely used luxury townhome in Hickory school district. Incredible community amenities include ponds and trails, an impressive clubhouse nearby with 24 hour gym access, pool, playground, outdoor grill area! You'll love the daily sunsets over the lake from your spacious rear patio. Tall ceilings, lvp flooring in living area that lets the natural light pour in.

  Andy Hubba Exit Realty Professionals

  1955 Canning Place, Chesapeake, VA 23322
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  /25

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,141 Sq Ft

  213 Cedar Creek Terrace, Chesapeake, VA 23322

  SOLAR PANEL LOAN TO BE PAID AT SETTLEMENT!!!Townhouse in the heart of Great Bridge with many new updates to include, updated bathrooms, upstairs carpet, downstairs stamped concrete, hot water heater, asphalt roof, doors, ceiling fans, attic insulation, HVAC in 2021 and a new sewer line. Conveniently located to shopping, and sought after Great Bridge school district. Appliances work but convey as

  Michael Morgan Iron Valley Real Est. Prestige

  213 Cedar Creek Terrace, Chesapeake, VA 23322
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  /47

  $450,000

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

  1530 Bainbridge Blvd, Chesapeake, VA 23324

  Waterfront home along the Elizabeth River offering both lifestyle & investment potential. This 3 bed, 2.5 bath + Bonus room features a 1st floor primary en-suite, new LVP flooring downstairs, fireplace, & versatile living spaces. Newer upgrades: new HVAC system, new roof, granite countertops, & updated appliances. The second-floor landing offers additional flexible space, including a cozy dormer

  Karen Davis RE/MAX Allegiance

  1530 Bainbridge Blvd, Chesapeake, VA 23324
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  /48

  $549,900 Open Sat 11AM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,542 Sq Ft

  2216 Hampton Roads Pkwy, Chesapeake, VA 23321

  Located in the highly sought-after Jolliff Landing neighborhood of Western Branch, this like-new home has tons to offer! Backing to a protected preserve, you’ll enjoy added privacy w/ no future construction behind you. The open floor plan features a versatile bonus/flex room & beautiful LVP flooring throughout the main living areas. The gourmet kitchen is equipped with stainless steel appliances,

  Taylor Lennox Keller Williams Town Center

  2216 Hampton Roads Pkwy, Chesapeake, VA 23321
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  /40

  $615,000 Open Sat 10AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,445 Sq Ft

  413 Middleton Way, Chesapeake, VA 23322

  Move-in ready 4-bedroom, 2.5-bath home offering 2,445 sq ft in the top-rated Hickory school district. Built in August 2024, this like-new home offers modern construction without the wait. The open-concept floor plan features a spacious living area flowing into the heart of the home—a beautiful kitchen with quartz countertops, large center island, stainless steel appliances, and pantry—for

  Megan Luker Real Broker LLC

  413 Middleton Way, Chesapeake, VA 23322
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  /50

  $483,000 Open House 4/11

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft

  4620 Longleaf Place, Chesapeake, VA 23321

  Prepare to fall in love with this Beauty in the 55+ community of Retreat at Western Branch. You will be impressed as you move through the Entry Way and into the spacious and flowing Lafayette Floorplan that boasts a vaulted Great Room with gas fireplace that opens to the Dining Room and quartz Kitchen with large center island and upgraded appliances including gas range. You will find a 1st flr

  Rachael Kraft Turner GreenTree Realty Inc

  4620 Longleaf Place, Chesapeake, VA 23321
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  /48

  $580,000

  • 4 Beds
  • 2.5 Baths
  • 2,582 Sq Ft

  4704 Wood Stork Dr, Chesapeake, VA 23321

  Don’t miss this rare Lakes of Joliff gem in Western Branch—move-in ready and fully upgraded! This stunning 4-bedroom, 2.5-bath home offers approximately 2,600 sq ft of bright, open living space on a premium corner lot in a quiet cul-de-sac with a spacious fenced backyard wonderful for entertaining, relaxing, kids, and pets. Inside, enjoy luxury flooring throughout with tile in the kitchen and

  Shannon Limbaugh North End Realty Group

  4704 Wood Stork Dr, Chesapeake, VA 23321
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  /50

  $685,000

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

  3307 Dodd Dr, Chesapeake, VA 23323

  2012 Homearama Showcase Home! Through the front door is the great room with floor to ceiling flagstone fireplace. To the right is the primary bedroom and ensuite bath with double vanity, walk-in closet, and custom cabinetry. Toward the back of the home you will find a gourmet kitchen with gas cooktop island and gorgeous contrasting granite colors. Room to entertain with bar countertop facing

  Kyle Willis Triumph Realty Group LLC

  3307 Dodd Dr, Chesapeake, VA 23323
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  $1,199,900

  • 4 Beds
  • 4 Baths
  • 4,385 Sq Ft

  1645 Falls Brook Run, Chesapeake, VA 23322

  Located in the highly desirable Edinburgh community of Chesapeake, this beautifully maintained 4-bedroom, 4-bath home sits on a premium corner lot with tranquil water views and access to a scenic walking trail around the lake. Offering a spacious and flexible floor plan, this home is designed for both comfortable living and everyday functionality. The family room features soaring ceilings and

  Kimberly Ocasio River Hill Realtors LLC

  1645 Falls Brook Run, Chesapeake, VA 23322
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  /49

  $740,000

  • 5 Beds
  • 3 Baths
  • 2,850 Sq Ft

  712 Jubilee Ct, Chesapeake, VA 23322

  Amazingly designed home featuring durable LVP flooring, cathedral ceilings, lots of storage space, and LED lighting throughout. The kitchen offers a gas stove, granite and quartz countertops, recessed lighting, and soft-close doors and drawers. Bonus built-in office provides flexible space for work or hobbies. Spacious primary bath includes a relaxing garden tub. This home also has an additional

  Kimberly Bedsole BHHS RW Towne Realty

  712 Jubilee Ct, Chesapeake, VA 23322
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  /31

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,849 Sq Ft

  1112 Marston Dr, Chesapeake, VA 23322

  Welcome to your dream home! This darling, fully renovated property sits on a massive cul-de-sac lot offering privacy and room to roam. Inside, you’ll find fresh, stylish updates, a gorgeous kitchen, and a stunning primary suite featuring an oversized, spa-inspired bathroom designed for relaxation. The expansive backyard is ideal for entertaining, play, or future possibilities. Shed is as-is.

  Alley Moore Consumer Real Estate Group LLC

  1112 Marston Dr, Chesapeake, VA 23322
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  /31

  $388,000

  • 3 Beds
  • 2.5 Baths
  • 1,774 Sq Ft

  1233 Parkley Dr, Chesapeake, VA 23320

  Like-new and built in 2022, this amazing townhome offers modern style and low-maintenance living in excellent condition! Featuring 3 spacious bedrooms and 2.5 baths, the thoughtfully designed open floor plan is perfect for everyday living and entertaining. The bright, spacious kitchen boasts a large island, abundant cabinetry, and an oversized pantry for exceptional storage. The seamless flow

  Nicholas Conigliaro The Real Estate Group

  1233 Parkley Dr, Chesapeake, VA 23320
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  /20

  $540,000

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  824 Heritage Point, Chesapeake, VA 23322

  Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. Offering approx. 2100 sq.ft. Of living space, this 4 bed 2.5 bth home blends classic charm w/ comfy living. Enjoy cozy evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot

  Heather Earley The Real Estate Group

  824 Heritage Point, Chesapeake, VA 23322
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  /29

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1321 Seaboard Ave, Chesapeake, VA 23324

  Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

  Tavion Baker World Class Realty & Prop Mgmt

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /15

  $392,000

  • 5 Beds
  • 3 Baths
  • 2,200 Sq Ft

  601 B St, Chesapeake, VA 23324

  Welcome to this beautifully maintained 5-bedroom, 3-bath home in the heart of Chesapeake. With an inviting layout and plenty of space, this home is perfect for comfortable family living. The kitchen and baths feature granite countertops and stainless steel appliances, including a glass-top range, dishwasher, and microwave. A spacious family room and large bedrooms provide room to spread out,

  Rayaneel Lecky ONYX Realty Professionals LLC

  601 B St, Chesapeake, VA 23324
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  /31

  $404,900

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  421 Blue Beech Way, Chesapeake, VA 23320

  Enjoy the carefree lifestyle of this community! Condo amenities include ground maintenance, clubhouse, in-ground swimming pool, sewer, water and trash pickup. This is a one-owner home which displays great pride in meticulous upkeep and cleanliness. LVP flooring was installed two years ago, microwave and water heater were installed in the past year. Neighborhood has a convenient layout for outdoor

  Juanita Harris Waterway Realty

  421 Blue Beech Way, Chesapeake, VA 23320
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  /46

  $624,900

  • 4 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  517 Middleton Way, Chesapeake, VA 23322

  Luxury living at its finest within the highly sought-after Hickory Manor neighborhood, zoned for Hickory high, middle and elementary schools just minutes away! This 4-bdrm, 2.5 bath home offers over 2,500sqft of living with numerous builder upgrades from top to bottom! The downstairs offers an open-concept flow, with 9ft ceilings and featuring a chef-level kitchen with quart countertops, upgraded

  Michael Morrill Verian Realty

  517 Middleton Way, Chesapeake, VA 23322
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  /23

  $310,000

  • 3 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  2455 Leytonstone Dr Unit 63, Chesapeake, VA 23321

  Welcome to this stunning corner condo, featuring three spacious bedrooms and two and a half baths. The versatile flex room downstairs can serve as a home office, gym, or a fourth bedroom, adapting to your lifestyle. Throughout the home, you'll enjoy custom plantation shutters, adding charm and elegance. The bright, open kitchen boasts stainless steel appliances, a walk-in pantry, and a large

  Samuel Reese Peninsula Realty LLC

  2455 Leytonstone Dr Unit 63, Chesapeake, VA 23321
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  /42

  $585,000

  • 5 Beds
  • 3 Baths
  • 2,858 Sq Ft

  328 Hagenspring Rd, Chesapeake, VA 23320

  Spacious and well-maintained home tucked into the established community of Oakbrooke Meadows! This 5-bedroom, 3-bath traditional home offers flexible living space, including a first-floor bedroom and multiple areas for work, play, or entertaining. The updated kitchen features modern finishes and opens to a comfortable living area with a gas fireplace. Conveniently located near parks, walking

  Angelina Johnson Garrett Realty Partners

  328 Hagenspring Rd, Chesapeake, VA 23320
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  /42

  $545,000

  • 4 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  719 Montebello Cir, Chesapeake, VA 23322

  Welcome home to the Pines of Warrick, where charm meets convenience in the heart of Great Bridge. Tucked just off Cedar Road, this classic brick 4-bedroom home offers the perfect blend of comfort and style. Inside, you’ll find spacious living areas great for entertaining or relaxing, while the nicely sized backyard makes everyday living easy and enjoyable. This home is truly move-in ready,

  Franklin Dalmida Own Real Estate LLC

  719 Montebello Cir, Chesapeake, VA 23322
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  /6

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  516 Rue Marseille, Chesapeake, VA 23320

  Spacious 2 bedroom/2bath condo featuring an open floor plan and soaring cathedral ceilings. Bright end unit that allows an abundant of natural sunlight throughout. We-designed layout for entertaining. Prime location with easy access to interstate, shopping and restaurants.

  Deanna Crook Signature Properties

  516 Rue Marseille, Chesapeake, VA 23320
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  /34

  $514,800

  • 4 Beds
  • 2.5 Baths
  • 2,637 Sq Ft

  1456 Branchview Way, Chesapeake, VA 23321

  Located in a quiet and well-established neighborhood, 1456 Branchview Way offers comfortable living with a functional layout ideal for everyday life. This inviting home features spacious living areas filled with natural light, creating a warm and welcoming atmosphere. The kitchen provides ample cabinet and counter space, making it perfect for both daily meals and entertaining. Bedrooms are

  Gregory Montie COVA Home Realty

  1456 Branchview Way, Chesapeake, VA 23321
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  /23

  $229,000

  • 3 Beds
  • 1.5 Baths
  • 1,227 Sq Ft

  705 Harbour North Dr, Chesapeake, VA 23320

  Back on the market -- no fault of seller. Welcome to this well-maintained brick home offering comfort, convenience, and thoughtful updates throughout! Enjoy peace of mind with a newer roof (2023), new water heater, and a 5-year-old HVAC system with central air. The kitchen features newer cabinetry and a brand-new stove. Upstairs showcases new flooring, adding a fresh, modern touch, as well as a

  Andy Zheng Swell Realty Co

  705 Harbour North Dr, Chesapeake, VA 23320
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  /48

  $659,000

  • 4 Beds
  • 2.5 Baths
  • 3,728 Sq Ft

  524 Warrick Rd, Chesapeake, VA 23322

  Spacious and beautifully appointed, this 4-bedroom, 3,728 sq ft home in the Great Bridge School District offers comfort and style in every room. Enjoy stunning beautiful countertops in the kitchen, generous living spaces, and a layout perfect for both everyday living and entertaining. Relax on the inviting screened porch, ideal for morning coffee or evening unwinding. Located in a desirable

  Nikki Johnson Own Real Estate LLC

  524 Warrick Rd, Chesapeake, VA 23322
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  /47

  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,465 Sq Ft

  828 Shadowberry Crest, Chesapeake, VA 23320

  Beautiful 4 Bedroom 2.5 Bath Home! This gorgeous property backs up to a pond with a small dock and an incredible view. A spacious kitchen, large master bedroom with a huge walk in closet. Master bath has dual sinks and a large garden tub.

  Cassie Parker Renters Warehouse

  828 Shadowberry Crest, Chesapeake, VA 23320
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  /27

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  1127 Norcova Ct, Chesapeake, VA 23320

  Beautiful single family detached home in convenient Greenbrier area of Chesapeake, with plenty of space for entertaining. This solid home offers a spacious living area with gas fireplace, which opens to a large kitchen w/ granite countertops and two separate sinks (one in the kitchen island) and breakfast nook. This home also features a separate formal dining room and 2nd living room that could

  Michael Reilly The Bryant Group

  1127 Norcova Ct, Chesapeake, VA 23320
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  /36

  $549,900

  • 4 Beds
  • 3.5 Baths
  • 2,653 Sq Ft

  1815 Honey Milk Rd, Chesapeake, VA 23323

  Discover modern comfort in this beautifully maintained 2021-built townhouse in the highly sought-after Reserve at Grassfield, zoned for the desirable Grassfield school district. This spacious residence offers 4 generously sized bedrooms and 3.5 well-appointed bathrooms, providing flexible living options for family, guests, or a private home office. The impressive open-concept kitchen is perfect

  Andrew Christie Atlantic Sothebys Int'l Realty

  1815 Honey Milk Rd, Chesapeake, VA 23323
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  /25

  $475,000

  • 4 Beds
  • 2.5 Baths
  • 2,825 Sq Ft

  2804 Meadow Wood Dr W, Chesapeake, VA 23321

  Embrace timeless charm and modern comfort in this beautiful Colonial on a spacious .75-acre corner lot. Inside, a warm family room with a cozy fireplace flows into a sunlit eat-in kitchen with granite counters and a bay window. Host with ease in the formal dining room, then unwind on the screened porch or deck surrounded by nature. The spacious primary suite offers two walk-in closets and a

  Debbie Reynolds Keller Williams Richmond West

  2804 Meadow Wood Dr W, Chesapeake, VA 23321
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  /35

  $585,000

  • 4 Beds
  • 3 Baths
  • 2,634 Sq Ft

  3301 Wooded Hill Arch, Chesapeake, VA 23321

  Welcome to this beautiful corner-lot home located in the community of Western Branch Reserve in Chesapeake, VA. A welcoming front porch sets the tone as you enter this spacious, open-concept home featuring 4 bedrooms and 3 full baths. The first floor offers a versatile office area, formal dining room, and a large family room that opens to a modern kitchen complete with abundant cabinet space, a

  Gary Layne Proactive Real Estate Services

  3301 Wooded Hill Arch, Chesapeake, VA 23321
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  /36

  $499,900

  • 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
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  /48

  $589,900

  • 4 Beds
  • 2.5 Baths
  • 2,632 Sq Ft

  511 Cavendish Way, Chesapeake, VA 23322

  MOVE-IN READY! Welcome home to 511 Cavendish Way, ideally located in the beautiful, sought-after Hickory Manor. This beautifully maintained home features a bright, open floor plan perfect for everyday living and entertaining. Enjoy spacious living areas updated and filled with natural light, a well-appointed kitchen, with lots of cabinet space, and generously sized bedrooms offering comfort and

  Jason Bare Own Real Estate LLC

  511 Cavendish Way, Chesapeake, VA 23322
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  /30

  $5,625,000

  824 Post Ave, Chesapeake, VA 23324

  Sunnybrook Apartments (824 Post Ave and 2127 Chesapeake Drive, Chesapeake, VA) is a 48-unit multifamily community in the Hampton Roads metro, positioned for cash flow and upside. The property offers an attractive unit mix of forty-four (44) 2BR/1BA and four (4) 1BR/1BA apartments, supporting broad renter demand. Offered at a $5,625,000 list price, buyers may benefit from assumable financing of

  Christian Phillips Inlet Realty

  824 Post Ave, Chesapeake, VA 23324

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