Chesapeake, VA Homes for Sale

• 

  Price To Be Determined

  New Construction

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

  The Bellhaven Multi Gen Plan at Riverview Landing, Chesapeake, VA 23322

  Wetherington Homes Builder

  324 Riverview Rd Unit 39644630, Chesapeake, VA 23322
• 

  Price To Be Determined

  New Construction

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

  The Macon Multi Gen Plan at Riverview Landing, Chesapeake, VA 23322

  Wetherington Homes Builder

  324 Riverview Rd Unit 39644541, Chesapeake, VA 23322
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  /24

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  2036 English Ave, Chesapeake, VA 23320

  Beautiful solid brick home in an established neighborhood of Chesapeake. This one owner home, is full of character and topped off with a white picket fence. The original hardwood floors are under the carpet for a future project. Complete with shed, peaceful backyard, work shop and more. This one you’ll have to see for yourself!

  Anita Daye Wainwright Real Estate

  2036 English Ave, Chesapeake, VA 23320
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  /36

  $455,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,144 Sq Ft

  421 Life Tree Trail, Chesapeake, VA 23323

  Beautifully designed townhome located in the highly sought-after Grassfield area of Chesapeake, built in 2023! This spacious home features 3 bedrooms and 3.5 bathrooms - with the flexibility to convert the loft into a 4th - located in the award-winning Grassfield High School district, one of the top school districts in Hampton Roads. American Home Shield warranty will convey with the home. Fresh

  Tanya M. Thompson LPT Realty LLC

  421 Life Tree Trail, Chesapeake, VA 23323
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  /27

  $738,425

  New Construction $5K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 2,803 Sq Ft

  729 Crestfield Dr, Chesapeake, VA 23320

  Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owners suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional

  Dragas Companies Builder

  729 Crestfield Dr, Chesapeake, VA 23320
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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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  /38

  $539,900

  $25K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,654 Sq Ft

  1002 Midway Dr, Chesapeake, VA 23322

  HEY BUYERS, would an interest rate buy down or closing cost assistance be helpful? Then don't miss out on this bonus. with an acceptable offer, the seller will give a $7500 credit! Welcome to 1002 Midway Drive—a rare nearly half-acre find in the sought-after Grassfield High School district! This 4-bedroom, 2.5-bath home boasts a bright, open floor plan. The spacious kitchen with custom cabinetry,

  Jason Freer KW Coastal Virginia Chesapeake

  1002 Midway Dr, Chesapeake, VA 23322
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  /27

  $734,900

  New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 2,287+ Sq Ft

  The Camden Ranch Plan at Crestfield at Centerville, Chesapeake, VA 23320

  The Camden Ranch floor plan is the smaller of our two ranch plans and offers between 2,287 and 2,803 square feet of comfortable living space across 1 to 1.5 stories. This versatile home offers 3 to 4 bedrooms and 2.5 to 3.5 baths, catering to various lifestyle needs. The main level features 3 bedrooms with a spacious owners suite located at the rear of the home for added privacy, complete with a

  Dragas Companies Builder

  2050 Elbow Rd Unit 36446324, Chesapeake, VA 23320
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  /30

  $644,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,652 Sq Ft

  The Everett Plan at Crestfield at Centerville, Chesapeake, VA 23320

  The Everett floor plan is an elegant two-story home encompassing approximately 2,652 square feet of meticulously designed living space. It features 4 generously sized bedrooms and 2.5 beautifully appointed bathrooms. The main level boasts an expansive, open-concept layout with soaring 9-foot ceilings throughout the entire home, creating a bright and airy atmosphere. The heart of the home is the

  Dragas Companies Builder

  2050 Elbow Rd Unit 36486434, Chesapeake, VA 23320
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  /27

  $295,700

  • 3 Beds
  • 1.5 Baths
  • 1,212 Sq Ft

  63 Colonial Way, Chesapeake, VA 23325

  Welcome home to this charming 3BR, 1.5BA townhome nestled in the highly sought after Georgetown area of Chesapeake! The exterior features brick, while the interior offers many updates including new LVP and carpet flooring, fresh paint, and stainless-steel appliances. Enjoy the covered, screened-in back porch for relaxing summer days and nights or entertaining family and friends with fresh air and

  Anthony Horner Paragon Real Estate Group

  63 Colonial Way, Chesapeake, VA 23325
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  /39

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  712 Inlet Quay Unit F, Chesapeake, VA 23320

  Welcome to this spacious condo in the desirable Riverwalk community!! This home features an open-concept floor plan with a convenient first-floor bedroom. The kitchen and bathrooms were fully renovated in 2022, showcasing modern cabinetry and elegant granite countertops .New Carpet and LVP , Water heater replaced 2024. Step outside to a large private balcony—great for entertaining or relaxing.

  Constance Simms Keffer Realty

  712 Inlet Quay Unit F, Chesapeake, VA 23320
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  /36

  $525,000

  Open Sat 12PM - 2PM

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

  1805 Blackhawk Place, Chesapeake, VA 23321

  Welcome to Jolliff Woods in sought-after Western Branch! Lovingly maintained by the original owners since day one, this 4-bedroom, 2.5-bath home offers comfort, space, and timeless appeal. The first floor features an open living area ideal for everyday living and entertaining, along with a formal dining room and an eat-in kitchen with abundant counter space and room to gather. Upstairs, you'll

  Anna Koons Own Real Estate LLC

  1805 Blackhawk Place, Chesapeake, VA 23321
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  /32

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  4021 Tanglewood Trail, Chesapeake, VA 23325

  Move-in ready today! The big-ticket items are already completed for you at 4021 Tanglewood Trail. This beautiful corner lot in a quiet, established neighborhood has seen all the large items updated recently. Brand new kitchen in 2026; new HVAC and ductwork in 2025; new roof and plumbing (including sewer line to the street) in 2024. Enjoy original hardwood floors and updated bathrooms as well. The

  Jeremy Trickie KW Coastal Virginia Chesapeake

  4021 Tanglewood Trail, Chesapeake, VA 23325
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  /47

  $1,049,900

  • 5 Beds
  • 3 Baths
  • 4,369 Sq Ft

  1904 Ballahack Rd, Chesapeake, VA 23322

  Custom-built brick home nestled on 23+ acres in a rural setting within Grassfield. This 5-bed, 3-full bath residence blends timeless character with spacious design, feat. hardwood flrs, full-length casement windows, and a durable slate-style metal roof. The 1st flr primary suite offers a tray ceiling, generous bath, and space for relaxation, while the hometheater is designed for memorable

  David Pellerin BHHS RW Towne Realty

  1904 Ballahack Rd, Chesapeake, VA 23322
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  /33

  $364,900

  • 3 Beds
  • 3 Baths
  • 2,199 Sq Ft

  143 Harbor Watch Dr, Chesapeake, VA 23320

  Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized

  Kris Weaver Atlantic Sothebys Int'l Realty

  143 Harbor Watch Dr, Chesapeake, VA 23320
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  /2

  $7,334

  • Land
  • 20,037 Sq Ft
  • $15,943 per Acre

  19-20 Caddie St, Chesapeake, VA 23322

  Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the

  Dustin Floyd Howard Hanna Real Estate Svcs.

  19-20 Caddie St, Chesapeake, VA 23322
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  /26

  $499,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,462 Sq Ft

  2150 Edwin Dr, Chesapeake, VA 23322

  The Asheville, one of our quad-style homes, features 1,462 square feet, three bedrooms and three full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car

  D.R. Horton Builder

  2150 Edwin Dr, Chesapeake, VA 23322
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  /39

  $687,000

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

  1352 Auburn Hill Dr, Chesapeake, VA 23320

  This home has it all! Perfect for multi-generational living. Open Concept! 3 beds, 2 1/2 baths down (with Jack & Jill bath between 2 bedrooms), 2 VERY large rooms and a full bath upstairs. Closet space is in abundance! Laundry on first level. Two dining areas plus the kitchen island. Plantation shutters in main living areas, blinds on most windows. Tankless Gas Water Heater. NO CARPET IN THIS

  Kim Mills Kirkby The Real Estate Group

  1352 Auburn Hill Dr, Chesapeake, VA 23320
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  /42

  $969,900

  • 4 Beds
  • 3.5 Baths
  • 3,589 Sq Ft

  1149 Beaver Dam Rd, Chesapeake, VA 23322

  Private 3+ acre sanctuary, complete with outbuildings and fenced areas in front and back. Fenced areas are an oasis for animals including horses, goats, chickens and rabbits. Includes stable and coops. Property offers both seclusion & space, ideal for families and children. Outbuildings for animal care, workshop, or get away space. Features a paved driveway & expansive stamped-concrete parking

  Kathy Kunze Swell Realty Co

  1149 Beaver Dam Rd, Chesapeake, VA 23322
• 

  Price To Be Determined

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,888 Sq Ft

  The Bellhaven Plan at Riverview Landing, Chesapeake, VA 23322

  Wetherington Homes Builder

  324 Riverview Rd Unit 39644626, Chesapeake, VA 23322
• 

  

  /22

  $674,990

  New Construction $4K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,250 Sq Ft

  976 Intracoastal Way, Chesapeake, VA 23322

  Welcome to the Denton, a beautifully designed 2,250 sq ft single-story home offering a modern open-concept living space with luxury finishes throughout. Perfect for those seeking one-level living, this home features a spacious living room, which opens to a dining area and a kitchen with a large center island, ideal for cooking and entertaining. The large primary suite is a true retreat, offering

  D.R. Horton Builder

  976 Intracoastal Way, Chesapeake, VA 23322
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  /25

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  1032 Valmire Dr, Chesapeake, VA 23320

  Welcome to 1032 Valmire Drive. This ranch style home is in the heart of Chesapeake. Close proximity to plenty of shopping and dining. This home features 3 bedrooms, 1.5 Baths. Sunroom off the back of the house. HUGE .47 Acre yard, almost half acre. Plenty of space for all your backyard activities. Large deck.

  Steven OBrien Redefy Real Estate

  1032 Valmire Dr, Chesapeake, VA 23320
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  /47

  $699,900

  $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,256 Sq Ft

  1432 Pine Grove Ln, Chesapeake, VA 23321

  Over 3,200 sq ft beautifully maintained 5br brick ranch in the heart of Riverbend. Situated on a spacious 0.756 acre lot. This multigenerational layout offers 4 generously sized bedrooms on the main level, including a primary suite w/ a stunning custom-modeled bath. The flexible fourth main-level bedroom off the kitchen can easily function as an in-law suite with walk in closet & a full bath

  Brooke Cooper Long & Foster Real Estate Inc.

  1432 Pine Grove Ln, Chesapeake, VA 23321
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  /4

  $494,900

  • 4 Beds
  • 2.5 Baths
  • 2,746 Sq Ft

  903 Willow Brook Ct, Chesapeake, VA 23320

  Nestled in the heart of Chesapeake, this brick home features spacious living areas, classic curb appeal, and a warm inviting atmosphere on a quiet court, all ready for your personal esthetic touches to make this home truly yours. Being sold AS-IS.

  Ann Davis BHHS RW Towne Realty

  903 Willow Brook Ct, Chesapeake, VA 23320
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  /50

  $1,295,000

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

  516 Peaceful Rd, Chesapeake, VA 23322

  Tucked away on 3 private acres, this stunning brick estate blends timeless colonial elegance with thoughtful modern updates. The beautifully appointed kitchen features granite countertops, stainless steel appliances, & flows seamlessly into multiple spacious dining & living areas. A separate in-law suite offers flexibility for guests or extended family. Outside, enjoy your own private retreat

  Becky Gordon BHHS RW Towne Realty

  516 Peaceful Rd, Chesapeake, VA 23322
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  /31

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,625 Sq Ft

  436 Fairfield Dr, Chesapeake, VA 23322

  Beautifully maintained all-brick ranch in the highly desirable Hickory school district! This move-in ready home offers incredible indoor and outdoor living space, including an attached garage and a 672 sq. ft. detached garage/workshop complete with parking area, cabinets, counters, and overhead storage. The oversized family room features a cozy fireplace, custom wainscoting, built-in shelving,

  Jessica Stallings LPT Realty LLC

  436 Fairfield Dr, Chesapeake, VA 23322
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  /36

  $449,000

  New Construction Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  899 Railroad Ave, Chesapeake, VA 23324

  Seller will pay up to $12,000 for closing cost assistance or to be used at buyer's discretion using our preferred lender and our attorney; Stunning New Construction! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 1,762 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with

  Laura Rowe BHHS RW Towne Realty

  899 Railroad Ave, Chesapeake, VA 23324
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  /17

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,765 Sq Ft

  608 Muddy Creek Rd, Chesapeake, VA 23324

  Tri-level townhouse conveniently located near interstate access, Norfolk Naval base, Greenbrier shopping center, restaurants, and entertainment. Well maintained with new carpet and paint throughout. Whole house water filtration system and security system with motion sensors convey with property. Amenities feature a pool, playground, and clubhouse.

  Alicia Alvarado Iron Valley Real Estate Prestige

  608 Muddy Creek Rd, Chesapeake, VA 23324
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  /50

  $415,000

  • 3 Beds
  • 2.5 Baths
  • 1,742 Sq Ft

  1441 Scoonie Pointe Dr, Chesapeake, VA 23322

  Welcome home to this beautifully updated Kilmarnoch plan in Eagle Pointe, Chesapeake’s premier 55+ adult community. Thoughtfully designed for comfort, style, & low-maintenance living, this move-in-ready home features a sought-after first-floor primary suite with dual closets, a spacious laundry room, & an oversized pantry for added convenience. The open-concept layout is filled with natural light

  Beth Wiegan The Real Estate Group

  1441 Scoonie Pointe Dr, Chesapeake, VA 23322
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  /25

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,144 Sq Ft

  1614 Willow Point Arch, Chesapeake, VA 23320

  Move in ready home in Chesapeake featuring fresh interior paint, new carpet, new laminate flooring, and a new electric fireplace that adds a modern touch to the main living area. Kitchen offers new countertops along with ample cabinet and prep space. Functional floor plan provides comfortable everyday living with easy access to shopping, dining, parks, and major interstates. A great opportunity

  Jacob Bronk Own Real Estate LLC

  1614 Willow Point Arch, Chesapeake, VA 23320
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  /49

  $635,900

  $20K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,374 Sq Ft

  1501 James Landing, Chesapeake, VA 23321

  This beautiful two-story brick home is perfectly situated on a corner cul-de-sac lot, Major updates provide peace of mind, a new roof 2025 with a transferable warranty, HVAC system 2023. Beautiful hardwood floors, The kitchen with granite, an island, SS appliances, and a breakfast nook with access to the deck and fenced backyard. The great room offers a fireplace, Upstairs the spacious primary

  Holly Long The Real Estate Group

  1501 James Landing, Chesapeake, VA 23321
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  /19

  $501,763

  New Construction Open Thu 12PM - 5PM

  • 4 Beds
  • 3.5 Baths
  • 2,066 Sq Ft

  1070 Mesa Loop, Chesapeake, VA 23320

  Under Construction: Luxury End Unit townhome condo w/rear load 2 car garage. Luxury LVP floor in select living areas, 2nd floor: Kitchen GE Cafe Matt Black appliances including refrigerator, center island w/shiplap, living room linear fireplace w/shiplap, pantry, living area w/Office/flex room, 1st floorbr/flex room, hall bath & mudroom. 3rd floor Primary w/ceramic shower-2 shower heads, dual

  Donna Melzer The Real Estate Group

  1070 Mesa Loop, Chesapeake, VA 23320
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  /24

  $259,000

  • 3 Beds
  • 1 Bath
  • 989 Sq Ft

  2209 Wintergreen Dr, Chesapeake, VA 23323

  This charming home is located in a well-established, tranquil setting filled with longtime residents and a true sense of community. Lovingly maintained by previous owner for 63 years, the property offers character and pride of ownership throughout. Enjoy a large fenced backyard with plenty of space forentertaining, gardening, pets or relaxing outdoors. Conveniently located while still

  Debbie Crevier Kent Cottage Street Realty LLC

  2209 Wintergreen Dr, Chesapeake, VA 23323
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  /38

  $375,000

  Open Fri 5PM - 7PM

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  701 Sparrow Rd, Chesapeake, VA 23325

  Located in a well-established Chesapeake neighborhood, this charming brick ranch offers the perfect blend of comfort, space, and convenience. Situated on a large corner lot, 701 Sparrow Rd features 3 bedrooms, 2 full bathrooms, and single-level living. Inside, you’ll find a bright and functional layout with spacious living areas, ample storage, and plenty of natural light throughout.The oversized

  Austin Tydings World Class Realty

  701 Sparrow Rd, Chesapeake, VA 23325
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  /38

  $300,000

  • 3 Beds
  • 2 Baths
  • 2,242 Sq Ft

  4261 Taylor Rd, Chesapeake, VA 23321

  Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4245 & 4249 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred

  Phil Black CENTURY 21 Nachman Realty

  4261 Taylor Rd, Chesapeake, VA 23321
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  /22

  $699,000

  $51K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,072 Sq Ft

  4500 McRae Close, Chesapeake, VA 23321

  Discover exceptional single-level living in this stunning Homearama ranch, offering over 3,000 square feet of thoughtfully designed space and high-end craftsmanship. This impressive home blends luxury, comfort, and entertainment-ready amenities in one seamless layout. Step outside to your private backyard oasis featuring a beautiful in-ground pool, perfect for summer relaxation and hosting

  Jamie Stokes CENTURY 21 Nachman Realty

  4500 McRae Close, Chesapeake, VA 23321
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  /17

  $866,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,630 Sq Ft

  MM Racoon (Kentland Parcel 21 Homesite 2 ) Trail, Chesapeake, VA 23322

  Waking up in The Kentland every morning is an experience homeowners can cherish. As you step into the luxurious open-concept living area, the carefully curated interior design elements come to life. In the heart of the home lies the bustling kitchen—centered around the breakfast nook & great room. The primary suite is strategically placed on the opposite side of the home from all additional

  Deana Renn AtCoastal Realty

  MM Racoon (Kentland Parcel 21 Homesite 2 ) Trail, Chesapeake, VA 23322
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  /31

  $478,000

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  424 Rose Garden Ln, Chesapeake, VA 23320

  Nestled in the charming Rose Garden Estates, this beautiful 4-bedroom, 2.5-bath home, built in 2012, offers privacy and space. Backing to lush shrubs, you'll enjoy a peaceful backyard. The home features a large open-concept floor plan, with beautiful flooring and a cozy fireplace perfect for relaxing. The spacious kitchen boasts granite countertops and stainless steel appliances, plus a large

  Jessica Lucas KW Coastal Virginia Chesapeake

  424 Rose Garden Ln, Chesapeake, VA 23320
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  /48

  $575,000

  New Construction

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

  3620 Parr Ln, Chesapeake, VA 23323

  Newly Built 4 Bedroom 2 & 1/2 bath home! Featuring the top of the line finishes, including granite counters in the kitchen and baths, Stainless steel appliance package, stainless farmhouse sink, and electric fireplace. Lots of kitchen storage & work space with an island & butler's pantry. The primary suite has a tray ceiling, 2 walk-in closets, and an ensuite bath with a drop-in tub and a

  William Belliares Swell Realty Co

  3620 Parr Ln, Chesapeake, VA 23323
• 

  

  /13

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 3,656 Sq Ft

  2872 E Point Dr, Chesapeake, VA 23321

  Spanning over 3,600 square feet, this 4-bedroom, 3.5-bath brick contemporary is a masterclass in modern design. The expansive floor plan offers 3 full bathrooms and a half bath, providing ample space for guests and home office needs. A rare find that combines classic brick durability with a bold, contemporary aesthetic.The interior of this home is designed for grandeur and comfort, featuring

  Steven Bland New Market Realty

  2872 E Point Dr, Chesapeake, VA 23321

Showing Results 241 - 280, Page 7 of 18