Deep Creek-Portsmouth Homes for Sale

• 

  

  

  /41

  $440,000

  • 4 Beds
  • 3.5 Baths
  • 2,120 Sq Ft

  1712 Defiance Dr, Chesapeake, VA 23323

  WELCOME TO 1712 DEFIANCE DRIVE, NESTLED IN THE RESORT STYLE WATERFRONT COMMUNITY ON BRYAN'S COVE IN CHESAPEAKES DEEP CREEK SOUTH AREA. BUILT IN 2022, THIS LIKE NEW STRAUSS MODEL CONDO OFFERS A BEAUTIFUL BLEND OF MODERN FINISHES AND THOUGHTFUL DESIGN. 4 SPACIOUS BEDROOMS & 3 1/2 BATHROOMS. WITH A 1ST FLOOR BEDROOM AND FULL BATH, IDEAL FOR GUESTS, IN-LAWS OR A PRIVATE HOME OFFICE. GENEROUS

  Dan Lawson GreenTree Realty Inc.

  1712 Defiance Dr, Chesapeake, VA 23323
• 

  

  

  /50

  $279,999

  • 3 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1040 George Washington Hwy N, Chesapeake, VA 23323

  Beautifully renovated in 2023, this charming 3-bedroom, 1-bath home blends style and function with a modern kitchen and updated bath. Enjoy a spacious layout with a versatile bonus room—perfect as a home office, playroom, or creative space. Fresh finishes throughout give the home a warm, contemporary feel. Plenty of off-street parking adds convenience. Whether you're a first-time buyer or

  Kareen Edwards Fathom Realty

  1040 George Washington Hwy N, Chesapeake, VA 23323
• 

  

  

  /44

  $575,000

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

  2204 Harton Ln, Chesapeake, VA 23323

  Welcome to this stunning 4-bedroom, 3.5-bath home. This beautiful home offers a rare and flexible layout featuring primary suites on both the first and second floors. Step inside to a grand foyer with soaring vaulted ceilings and rich hardwood floors that carry through the main hallway and into the spacious kitchen. The open-concept design flows seamlessly into the living room, where a cozy gas

  Brock Thompson ONYX Realty Professionals

  2204 Harton Ln, Chesapeake, VA 23323
• 

  

  

  /49

  $419,900

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft

  1011 Gabion Way, Chesapeake, VA 23323

  Welcome to modern waterfront living in the highly sought after community of Bryans Cove! This stunning 2022 built end unit townhome offers 3 bedrooms, 2.5 bathrooms, and 1,978 square feet of stylish, energy-efficient living spread across three levels. Enjoy peace of mind and utility savings with solar panels, natural gas heating, and central air. The open-concept kitchen is equipped with ENERGY

  Edgar Munoz Iron Valley Real Estate Prestige

  1011 Gabion Way, Chesapeake, VA 23323
• 

  

  

  /29

  $460,000

  • 3 Beds
  • 2.5 Baths
  • 2,573 Sq Ft

  907 Adventure Way, Chesapeake, VA 23323

  Located in the heart of Grassfield, this like-new Chesapeake townhome is a must see! Situated on a desirable corner lot, this beautifully maintained home features an open-concept design with a spacious living room, dining area and gourmet kitchen. The kitchen boasts granite countertops, a stylish backsplash, gas cooking, stainless steel appliances and a walk-in pantry. Enjoy the ease of a

  Tammy Busche Long & Foster Real Estate Inc.

  907 Adventure Way, Chesapeake, VA 23323
• 

  

  /25

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,360 Sq Ft

  1444 Culpepper Ave, Chesapeake, VA 23323

  Pictures don't do this justice. Old Ranch turned into 2025 Open Floor plan just like TV. All new appliances & hot water heater. New Roof, Windows and siding. All new inside, doors, floors and ceiling fans & lights. Bathrooms New too. Kitchen, Kitchen, Kitchen. Cabinets to ceilings, Central island for entertaining huge great room. Did you need that "extra room" converted garage will suffice.

  Jay Kotchka BHHS RW Towne Realty

  1444 Culpepper Ave, Chesapeake, VA 23323
• 

  

  /42

  $635,000

  • 5 Beds
  • 3 Baths
  • 2,733 Sq Ft

  1820 Rockwood Dr, Chesapeake, VA 23323

  Welcome to this modern, fully renovated home in Grassfield's Summer Park neighborhood!This is a 5 bedroom, 3 bath home, on a large open floor plan with built-in storage cubbies, a first floor primary, and an optional home office on the first floor. The second floor boasts a HUGE primary, 3 additional large bedrooms, and a laundry room with cabinetry/storage. This home offers a cozy screened

  Courtney Harding Iron Valley Real Estate Prestige

  1820 Rockwood Dr, Chesapeake, VA 23323
• 

  

  /25

  $259,000

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  1001 Baugher Ave, Chesapeake, VA 23323

  Charming ranch-style home nestled in a well-established Chesapeake neighborhood, situated on a spacious corner lot. Enjoy the inviting atmosphere with laminate flooring throughout and elegant granite countertops. The generously sized bedrooms feature extended closets, while a heated and cooled sunroom provides additional, versatile living space. The large fenced yard offers privacy and includes a

  Shauna Lane BHHS RW Towne Realty

  1001 Baugher Ave, Chesapeake, VA 23323
• 

  

  /44

  $344,900

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  2813 Squire Ct, Chesapeake, VA 23323

  Welcome to this charming four-bedroom ranch home, located at the end of a peaceful cul-de-sac. Enjoy an open-concept layout with a beautifully updated kitchen (Fridge to be replaced with New SS one) and a spacious bonus room, superb for a FIFTH bedroom, home office, playroom, or guest suite.The fenced-in backyard offers privacy and space to relax or entertain, while solar panels help keep

  Bridget Ashcraft BHHS RW Towne Realty

  2813 Squire Ct, Chesapeake, VA 23323
• 

  

  /39

  $615,000

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

  1941 Beechwood Rd, Chesapeake, VA 23323

  Beautiful Cottage home on a corner lot in Summer Park! Light-filled, open floor plan that flows seamlessly into a large kitchen and dining area with its own fireplace complete with a first floor bedroom that could also be used as an office or flex room with adjoining full bath. Large bedroom on the second floor that feels separate from the rest. On the third floor you will find a very spacious

  Kandy Fullilove Proactive Real Estate Services

  1941 Beechwood Rd, Chesapeake, VA 23323
• 

  

  /13

  $378,500

  • 4 Beds
  • 3 Baths
  • 2,140 Sq Ft

  3205 Moat Ln, Chesapeake, VA 23323

  All-Brick Ranch in Deep CreekDon’t miss this beautifully upgraded 4-bedroom, 3-bath ranch offering the perfect blend of comfort, space, and style — all in a prime Chesapeake location! This home welcomes you with an open-concept living area, for large gatherings and entertaining. Enjoy generously sized bedrooms and fully updated bathrooms with modern finishes. Luxury vinyl plank flooring runs

  Carol Klass Real Broker LLC

  3205 Moat Ln, Chesapeake, VA 23323
• 

  

  /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
• 

  

  /11

  $199,700

  • Land
  • 5.00 Acres
  • $39,940 per Acre

  4729 Sunray Ave, Chesapeake, VA 23321

  Perfect opportunity to own 5 acres in the Western Branch zone of Chesapeake. 2 Acres in front are cleared and 3 acres in back are partially wooded. Property is zoned A1 - check with City of Chesapeake for endless possibilities for this property. Take a ride around the neighborhood, and you will find new country chic farm homes, horses, farm equipment, crops....lots of ways to be close to city

  LeAnn Amory BHHS RW Towne Realty

  4729 Sunray Ave, Chesapeake, VA 23321
• 

  

  /50

  $800,000

  • 4 Beds
  • 3.5 Baths
  • 3,546 Sq Ft

  1938 Lancing Crest Ln, Chesapeake, VA 23323

  This Magnificent brick home is situated on beautiful New Mill Creek with deep water access to the Elizabeth River. The home was custom built by owner/builder and designed to maximize water views. Open floor plan boasts 2-story foyer and great room, formal dining room and light/bright kitchen plus keeping room with custom office nook. The huge primary suite is conveniently located on 1st floor

  Rhonda Shelton BHHS RW Towne Realty

  1938 Lancing Crest Ln, Chesapeake, VA 23323
• 

  

  /42

  $364,900

  • 4 Beds
  • 3 Baths
  • 2,198 Sq Ft

  3012 Camelot Blvd, Chesapeake, VA 23323

  Welcome Home! This beautifully updated home features freshly painted interiors, new lighting, and refinished hardwood floors. The spacious kitchen offers ample cabinetry and new granite countertops. With four bedrooms and three full bathrooms, there’s plenty of room. Enjoy outdoor living in the large, fully fenced backyard. Additional updates include a new downstairs HVAC system.

  Michael Daugherty Own Real Estate LLC

  3012 Camelot Blvd, Chesapeake, VA 23323
• 

  

  /40

  $425,000

  • 3 Beds
  • 4 Baths
  • 2,034 Sq Ft

  1732 Defiance Dr, Chesapeake, VA 23323

  Welcome to the highly sought out area of Chesapeake! You'll find Charisma and Charm @ 1732 Defiance Drive, a Modern, 3-Story Condo in Bryan's Cove offering just over 2000 sq. ft. Of living space. This 3 Bedroom, 2 Full / 2 Half Bath is nestled in the back of the community, amenities included; pool, parks, clubhouse. The highly sought after Grassfield School Districts a short distance away. Near

  Melissa Price Taylor Iron Valley Real Estate Hampton Roads

  1732 Defiance Dr, Chesapeake, VA 23323
• 

  

  /28

  $725,900

  • 4 Beds
  • 4 Baths
  • 2,500 Sq Ft

  1906 Mccoy Rd, Chesapeake, VA 23323

  NEW Home TO BE BUILT. Select your custom finish at Showroom with builder's designer. 4 BR with generous suites. Honoring the natural setting with waterfront living surrounded by egrets, wildlife and protected land. The oversized windows will immerse you in light at every turn. Open and Elegant modern home. Extensive HW flooring and 10' ceilings midlevel, plus HUGE 2nd floor Screened Porch with

  Monique Darling BHHS RW Towne Realty

  1906 Mccoy Rd, Chesapeake, VA 23323
• 

  

  /13

  $310,000

  • 4 Beds
  • 1.5 Baths
  • 1,145 Sq Ft

  2404 Livesay Rd, Chesapeake, VA 23323

  Great starter home, just for you. Convenient to interstate, main roads, shopping and schools. Open conceit floor plan. All appliances convey as is. Separate in-law suite or work out room/office. Go see this one first. Don't hesitate

  Tamara Lawrence Vision Real Estate Group LLC

  2404 Livesay Rd, Chesapeake, VA 23323
• 

  

  /50

  $615,000

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

  2000 Kelsey Bay Ct, Chesapeake, VA 23323

  Welcome to the Mill Creek Harbor neighborhood! This MOVE-IN ready home is located in the highly sought-after Grassfield section of Chesapeake, zoned for Grassfield schools. This nice sized corner lot is in a cul-de-sac with a beautifully maintained landscape offering a welcoming curb appeal. As you step inside, this home immediately shows off its' nice sized square footage with high ceilings and

  Richard Febus Next Chapter VA Realty Inc

  2000 Kelsey Bay Ct, Chesapeake, VA 23323
• 

  

  /13

  $250,000

  • Land
  • 0.50 Acre
  • $500,000 per Acre

  2304 Shipyard Rd, Chesapeake, VA 23323

  This is a wonderful opportunity to own and custom build your new home located on an 1/2 acre cleared lot in the Grassfield School area."All Utilities, water, sewer and retention pond have been installed as per city approved Plan" . Drive by or walk Lot # 1 , call agent for more details .

  Sandra Burton KW Coastal Chesapeake Virginia LLC

  2304 Shipyard Rd, Chesapeake, VA 23323
• 

  

  /45

  $614,900

  • 4 Beds
  • 2.5 Baths
  • 3,050 Sq Ft

  1853 Rockwood Dr, Chesapeake, VA 23323

  Step into this beautiful home where rich hardwood floors warmly welcome you. The chef’s kitchen is a dream, featuring stainless steel appliances, 42-inch cabinets, Corian countertops, a large deep sink, two pantries, and a spacious island with bar seating—perfect for cooking and gathering. Cozy up in the family room by the fireplace or enjoy meals in the dining room with charming French doors.

  Steve Marable Iron Valley Real Estate Hampton Roads

  1853 Rockwood Dr, Chesapeake, VA 23323
• 

  

  /44

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  1951 Flintshire Dr, Chesapeake, VA 23323

  Welcome to this beautifully maintained Craftsman-style home, perfectly situated on a spacious corner lot in the sought-after Summer Park neighborhood. From the charming covered front porch to the lush, manicured yard, this home radiates curb appeal. Step inside to a warm and inviting foyer that opens into a light-filled, open-concept floor plan. The expansive kitchen features a large island,

  Michael Daugherty Own Real Estate LLC

  1951 Flintshire Dr, Chesapeake, VA 23323
• 

  

  /32

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft

  1830 Whelp Way, Chesapeake, VA 23323

  Welcome to your dream home in Chesapeake! This stunning 2-story end-unit townhome features 3 spacious bedrooms, 2.5 baths, and 1,975 square feet of stylish living space. Freshly painted with brand new carpet, it’s truly move-in ready.The kitchen is a showstopper with sleek white cabinets, all stainless steel appliances, and ample room to entertain and impress. Enjoy top-notch community amenities,

  Betsy Thompson The Agency

  1830 Whelp Way, Chesapeake, VA 23323
• 

  

  /27

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  2761 Cedar Rd, Chesapeake, VA 23323

  You will fall in love with this beautiful house from the first sign! This charming ranch boasts three bedrooms, two bathrooms and ample parking space, located in the sought-after Grassfield school district! The interior of the home welcomes you with an open floor plan, abundant natural light, tasteful fixtures, and a neutral color scheme. The new spacious kitchen, complete with quartz countertops

  Eva Fisher 1st Class Real Estate Flagship

  2761 Cedar Rd, Chesapeake, VA 23323
• 

  

  /36

  $380,000

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1320 Gust Ln, Chesapeake, VA 23323

  This beautifully renovated home features a brand-new kitchen, updated bathrooms, and all-newflooring throughout. Recent upgrades include a tankless water heater, roof, HVAC, and cosmeticimprovements, all completed within the last two years. Centrally located to shopping, the interstate,and Rivers Casino. The spacious lot is currently being subdivided, offering future opportunities. Don'tmiss your

  Tiffany Pommells Peninsula Realty LLC

  1320 Gust Ln, Chesapeake, VA 23323
• 

  

  /38

  $432,000

  • 4 Beds
  • 2 Baths
  • 1,589 Sq Ft

  2301 Broadnax Dr, Chesapeake, VA 23323

  Nestled on a corner lot in sought-after Deep Creek, this charming home sits on just under a quarter acre and offers the perfect blend of comfort and functionality. A massive two-story detached garage accommodates up to 3 cars - ideal for car lovers, hobbyists, or serious storage - and there are two driveways for ample parking. Inside, enjoy an updated kitchen with sleek countertops, soft-close

  Angela Kennedy 1st Class Real Estate Integrity

  2301 Broadnax Dr, Chesapeake, VA 23323
• 

  

  /47

  $675,000

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  253 George Washington Hwy S, Chesapeake, VA 23323

  Bring your horses and your dreams to this rare 6+ acre oasis in Grassfield high school district of Chesapeake! Fully equipped for equestrian living, the property features a 10-stall barn with tack room, feed room, storage, and half bath, plus a lighted riding ring and two sheds—including one to be installed. Zoned for horses, boarding stables and riding academy and just minutes from major roads

  Kimberly Denton BHHS RW Towne Realty

  253 George Washington Hwy S, Chesapeake, VA 23323
• 

  

  /26

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 1,651 Sq Ft

  909 Deer Crossing, Chesapeake, VA 23323

  Beautifully maintained home in a great location. The Grassfield school district! 3 Bed, 2.5 Bath with a huge fenced in yard. Absolutely amazing neighborhood with plenty of family-friendly activities. Near mass transit, the High School and shopping.

  Gordon Thomas LPT Realty LLC

  909 Deer Crossing, Chesapeake, VA 23323
• 

  

  /31

  $549,900

  • 4 Beds
  • 2.5 Baths
  • 2,551 Sq Ft

  1725 Burson Dr, Chesapeake, VA 23323

  Beautiful two-story single-family home located in the Parkview subdivision. Built in 2014, this residence offers 2,400 square feet of living space on a 0.31-acre lot. It features 4 bedrooms and 2.5 bathrooms, with a layout that includes an open-concept kitchen, dining, and family room area. The kitchen is equipped with granite countertops, stainless steel appliances, a large pantry, and a center

  Megann Dewey Signature Homes

  1725 Burson Dr, 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
• 

  

  /13

  $525,000

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

  2210 Chesterfield Loop, Chesapeake, VA 23323

  **Charming 5-Bedroom, 3 Full-Bath Home with Endless Potential!** Priced well below neighborhood comparable sales, this 5-bedroom, 3-bath home is a rare opportunity. Nestled on a beautiful lot, it offers incredible potential for those with a vision. A large bedroom and full bath on the first floor make it perfect for multi-generational living or hosting guests, while four additional bedrooms

  Laura McGuire VA Realty Professionals

  2210 Chesterfield Loop, Chesapeake, VA 23323
• 

  

  /6

  $395,000

  • Land
  • 39 Acres
  • $10,180 per Acre

  2057 Burson Dr, Chesapeake, VA 23323

  Ideal wooded +/- 38-acre building site with city sewer and water available. Boundary survey and environmental reports are available. Builder packages if interested or build your own home. Call agent for additional information.

  Robert Wadsworth Pungo Realty LLC

  2057 Burson Dr, Chesapeake, VA 23323
• 

  

  /4

  $6,000

  • Land
  • 0.18 Acre
  • $33,149 per Acre

  .181AC Shipyard Rd, Chesapeake, VA 23323

  An exceptional opportunity awaits with this 7,884 sqft parcel of prime land is perfect for expanding existing property coverage or creating additional development potential. Situated in a highly desirable location, this spacious lot offers flexibility for various residential applications. Whether you are looking to increase property value or enhance your investment portfolio, this land provides

  Tarane Parker BHHS RW Towne Realty

  .181AC Shipyard Rd, Chesapeake, VA 23323
• 

  

  /14

  $982,800

  • Land
  • 12 Acres
  • $80,000 per Acre

  1928 Moses Grandy Trail, Chesapeake, VA 23323

  Parcel A- residential lot on the waterway. Condemned home & small cemetery on premises. 12.285 ac in the heart of grassfield, perfect for building a home on a 15,000 sq foot lot and have privacy all around you. Parcels B,C & D are also available

  Carmon Pizzanello BHHS RW Towne Realty

  1928 Moses Grandy Trail, Chesapeake, VA 23323
• 

  /2

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,376 Sq Ft

  2465 Broadnax Cir, Chesapeake, VA 23323

  Welcome to this charming four-bedroom, two-bath ranch located in the desirable Grassfield High School district. Completely updated in 2022, this home features LVP flooring and a modern kitchen with stainless steel appliances and white shaker-style cabinets. A generously sized finished room over the garage can serve as a hobby room, hang out space, teenage retreat, and more. Outside, enjoy time on

  Amy Carder CRG Coastal

  2465 Broadnax Cir, Chesapeake, VA 23323
• 

  /2

  $360,000

  • Land

  2009 Shipyard Rd, Chesapeake, VA 23323

  Imagine the possibilities on these 3 acres of prime land in Chesapeake, VA, nestled in the heart of an established and desirable residential community. This expansive parcel offers a blank canvas for visionary developers or homeowners seeking to build their dream estate amidst the tranquility of mature neighborhoods yet close to modern conveniences. This land represents not just a purchase but an

  Candice Myers BHHS RW Towne Realty

  2009 Shipyard Rd, Chesapeake, VA 23323
• 

  

  /25

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,118 Sq Ft

  1105 Sir Gawaine Dr, Chesapeake, VA 23323

  Caitlin Dress COVA Home Realty

  1105 Sir Gawaine Dr, Chesapeake, VA 23323
• 

  /2

  $100,000

  • Land
  • 0.42 Acre
  • $238,095 per Acre

  910 Willis St, Chesapeake, VA 23323

  Tyler Keffer Keffer Realty

  910 Willis St, Chesapeake, VA 23323
• 

  /2

  $100,000

  • Land
  • 0.19 Acre
  • $526,316 per Acre

  912 Willis St, Chesapeake, VA 23323

  Tyler Keffer Keffer Realty

  912 Willis St, Chesapeake, VA 23323
• 

  

  /29

  $949,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,600 Sq Ft

  1653 Shipyard Rd, Chesapeake, VA 23323

  Exquisitely designed 5 bedroom, 4.5 bath new construction home on a 1 acre lot in the Grassfield school district has arrived. 3600 sq ft of truly custom living! The 1st floor features a luxurious primary suite, office, laundry, 10 ft ceilings, 8 it doors & a show stopping custom kitchen. The second level holds the additional bedrooms, bonus room, & loft. Instant equity as the home is appraised at

  Shanique Morris Opulent Realty LLC

  1653 Shipyard Rd, Chesapeake, VA 23323

Showing Results 41 - 80, Page 2 of 3