Deep Creek-Portsmouth Homes

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  $750,900

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

  1916 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. Approvals, engineering, and survey documentation available to support future dock. The oversized windows will immerse you in light at every turn. Open and Elegant modern home.

  Monique Darling BHHS RW Towne Realty

  1916 Mccoy Rd, Chesapeake, VA 23323
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  /20

  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • House for Rent

  940 Willis St, Chesapeake, VA 23323

  No upfront deposits available! Fantastic 3-Bedroom, 2-Bath Home! Lovely kitchen space equipped with stainless steel appliances, granite countertops and tons of storage space. The primary bedroom features an en suite and access to the large back deck! Huge backyard; great for activities! Ideally located near Interstates. Pet Friendly! Pet screening and fees required. $60 per adult applicant.

  940 Willis St, Chesapeake, VA 23323
• 

  $375,000 Sold Aug 13, 2025

  • 2,080 Sq Ft
  • $180/SF
  • 19 Days On Market

  • Built 1945

  2304 Battery Park Rd, Chesapeake, VA 23323

  Rare owner-occupant opportunity in Chesapeake! This charming duplex is nestled on a tranquil, wooded lot and offers a spacious floor plan with a large backyard perfect for entertaining. Live in one unit and rent out the other to help offset your mortgage. Each unit has its own private driveway, and the detached garage has been thoughtfully partitioned for individual tenant use. Separate utilities

  Nicole Glocker Iron Valley Real Estate Hampton Roads

  2304 Battery Park Rd, Chesapeake, VA 23323
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  /39

  Est $579,722 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,700 Sq Ft

  1000 Annabranch Trace, Chesapeake, VA 23323

  1000 Annabranch Trace, Chesapeake, VA 23323
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  /48

  $449,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,608 Sq Ft

  1839 Whelp Way, Chesapeake, VA 23323

  Beautifully upgraded 2-story home in Bryan's Cove with one of the community's largest yards! The first-floor primary suite boasts a stunning new ceramic tile shower and custom designed closet. The great room shines with an electric fireplace framed by built-in cabinetry, while new tile flooring extends through the foyer, kitchen and great room. Hardwood stairs with wainscoting add timeless

  Kelly Hollowell BHHS RW Towne Realty

  1839 Whelp Way, Chesapeake, VA 23323
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  /24

  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • House for Rent

  2412 Meiggs Rd, Chesapeake, VA 23323

  Welcome to 2412 Meiggs Rd - a beautifully maintained 3-bedroom, 2-bath single-family home in the desirable city of Chesapeake. This charming rental offers a spacious open floor plan with natural light pouring in from large windows. The fully equipped kitchen flows into the dining and living areas, making entertaining a breeze. Enjoy the convenience of an attached garage and relax in your private,

  Eric Thompson RE/MAX Peninsula

  2412 Meiggs Rd, Chesapeake, VA 23323
• 

  $285,000 Sold Aug 11, 2025

  • 1,330 Sq Ft
  • $214/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1955

  219 Gale Ave, Chesapeake, VA 23323

  Charming Home in Grassfield School District! Beautifully updated 3-bedroom, 2.5-bath home is located on a corner lot. Updates include kitchen with new cabinets and countertops, new appliances, bathrooms with new toilets and vanities, LVP flooring and carpet and upgraded lighting. This home’s ready and waiting its happy new owner. Book your showing today!

  Alexis Lans 1st Class Real Estate Flagship

  219 Gale Ave, Chesapeake, VA 23323
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  /2

  Est $424,110 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,186 Sq Ft

  804 Oklahoma Dr, Chesapeake, VA 23323

  804 Oklahoma Dr, Chesapeake, VA 23323
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  /45

  $449,900

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

  1807 Whelp Way, Chesapeake, VA 23323

  This Grand Villa-style condo located directly on Deep Creek and the Elizabeth River has an open floor plan and first-floor owner’s suite. The front-entry 2-car garage leads to a spacious laundry room. The kitchen features granite counters, stainless appliances, pantry, peninsula, and dining area flowing into the cathedral-ceiling great room. A custom backyard deck, with views of trees and the

  Alan Psimas BHHS RW Towne Realty

  1807 Whelp Way, Chesapeake, VA 23323
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  /20

  $1,695 per month

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft
  • House for Rent

  938 Willis St, Chesapeake, VA 23323

  No upfront deposits available! Cozy 3-Bedroom, 1-Bath Home! The kitchen is equipped with stainless steel appliances and granite countertops! All 3 bedroom are spacious in size. Relax on the back deck! Pet Friendly! Pet screening and fees required. $60 per adult applicant. One-time administrative fee of $150.00, deposit, and pet fee(s) required upon approval. Tenant Benefit Package is $45 per

  938 Willis St, Chesapeake, VA 23323
• 

  $575,000 Sold Aug 08, 2025

  • 2,544 Sq Ft
  • $226/SF
  • 69 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2018

  218 Dunway Ln, Chesapeake, VA 23323

  Beautifully maintained 4-bedroom, 2.5-bath home offering 2,544 square feet of thoughtfully designed living space. This home is nestled on a private lot with a tree buffer on one side and a white vinyl fenced backyard with a spacious patio, great for relaxing or entertaining. Home has open floor plan featuring LVP flooring throughout the main level, wood tread stairs, and a cozy gas fireplace. The

  Kesha Wilkey-Prim BHHS RW Towne Realty

  218 Dunway Ln, Chesapeake, VA 23323
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  /2

  Est $267,825 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,221 Sq Ft

  2417 Livesay Rd, Chesapeake, VA 23323

  2417 Livesay Rd, Chesapeake, VA 23323
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  /33

  $435,000

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

  928 Michael Dr, Chesapeake, VA 23323

  Large Family or wanting more space... welcome to this beautiful 5 Bedroom 3 Full bath home in Chesapeake, VA. Situated on a quite street in Deep Creek this home offers a fabulous kitchen with granite countertops, stainless steel appliances and a high top bar that looks into your family room w/fireplace and open to dining room. 1st floor bedroom with access to full bathroom good for possible

  Kim Evans BHHS RW Towne Realty

  928 Michael Dr, Chesapeake, VA 23323
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  /20

  $2,400 per month

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  3204 Bruno Dr, Chesapeake, VA 23323

  Welcome home to this charming 4 bedroom, 2 bath ranch! The modern kitchen is beautifully updated with soft-close cabinets, granite countertops, and a matching backsplash—great for cooking and entertaining. The spacious master suite offers a relaxing retreat with oversized closets, while the open concept room flows seamlessly into the foyer and living area. Enjoy the fenced backyard for outdoor

  Ethan Windish Iron Valley Real Estate Norfolk

  3204 Bruno Dr, Chesapeake, VA 23323
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  $616,000 Sold Aug 06, 2025

  • 2,540 Sq Ft
  • $243/SF
  • 45 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2018

  204 Creston Ct, Chesapeake, VA 23323

  Spacious and beautifully maintained 5-bedroom, 3-full-bath home designed for comfort and style! The open layout offers room for everyone, while the luxurious primary suite boasts a spa-like bath with a soaking tub and tiled walk-in shower. Enjoy peaceful mornings or relaxing evenings on the screened-in back porch overlooking the private backyard, fully enclosed with a tall privacy fence, for

  Hillary Kaufman Swell Real Estate Co.

  204 Creston Ct, Chesapeake, VA 23323
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  /2

  Est $456,904 Not Listed For Sale

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

  1011 Shell Rd, Chesapeake, VA 23323

  1011 Shell Rd, Chesapeake, VA 23323
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  /35

  $470,000

  • 4 Beds
  • 2.5 Baths
  • 1,845 Sq Ft

  415 Triton Trace, Chesapeake, VA 23323

  Visit this one first! This home is located in the desirable Grassfield school district and offers a spacious open floor plan with plenty of potential. Features include a versatile room over the garage, a large fenced backyard with patio and mature trees, and a peaceful cul-de-sac setting. Conveniently located near Creekwood South Park, local shopping, dining, and major roadways for an easy

  Erika Stewart NextHome Beyond Keys

  415 Triton Trace, Chesapeake, VA 23323
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  /20

  $2,695 per month

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • Townhouse for Rent

  943 Centurion Cir, Chesapeake, VA 23323

  No upfront deposits available! Fantastic Condo located in Bryan's Cove! This condo features 3 bedrooms and 2.5 baths. Gourmet kitchen equipped with stainless steel appliances, granite countertops, large center island and access to the balcony! On the third level are 3 spacious bedrooms. The primary bedroom features a walk-in closet and an en suite with double vanity! Bottom level room can be used

  943 Centurion Cir, Chesapeake, VA 23323
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  $355,000 Sold Aug 06, 2025

  • 1,867 Sq Ft
  • $190/SF
  • 57 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1955

  2212 Wildwood Rd, Chesapeake, VA 23323

  Charming Ranch home has many upgrades: Updated kitchen has all stainless steel appliances, large stainless steel range hood, granite countertops, tile backsplash, soft close cabinets and drawers. Huge family room addition with a cozy fireplace and LVP floors. Spacious primary ensuite bathroom, all updated bathroom vanities have granite countertops. Huge backyard with large patio ready for

  Donna Melzer The Real Estate Group

  2212 Wildwood Rd, Chesapeake, VA 23323
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  /2

  Est $335,426 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,611 Sq Ft

  1061 Saint Julian Dr, Chesapeake, VA 23323

  1061 Saint Julian Dr, Chesapeake, VA 23323
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  /50

  $579,900

  • 5 Beds
  • 3 Baths
  • 2,549 Sq Ft

  2130 Chesterfield Loop, Chesapeake, VA 23323

  Spacious and inviting, this 5-bedroom, 3-bath, 2-story home offers 2,549 sq ft of comfortable living. A desirable first-floor bedroom and full bath provide flexibility for guests or a home office. The updated kitchen and bath flooring, open kitchen-to-living room layout, and abundance of natural light create a warm and welcoming feel. Enjoy both an eat-in kitchen and a formal dining room, plus a

  Lori Gomoke BHHS RW Towne Realty

  2130 Chesterfield Loop, Chesapeake, VA 23323
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  /46

  $2,375 per month

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft
  • House for Rent

  513 Cassway Arch, Chesapeake, VA 23323

  This spacious 3-bedroom, 2-bath Ranch home features a flexible floor plan with a large eat-in kitchen, spacious laundry room, formal dining room, and a front sitting room that can easily serve as a home office or additional bedroom. The primary suite offers a private bath and walk-in closet for added comfort. All walls have been painted a neutral beige, which is not reflected in the marketing

  Adam Poyner Bayview Realty

  513 Cassway Arch, Chesapeake, VA 23323
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  $250,000 Sold Aug 04, 2025

  • 1,532 Sq Ft
  • $163/SF
  • 30 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2007

  2741 Deep Creek Common, Chesapeake, VA 23323

  Beautiful townhome style condo in the center of Chesapeake. Minutes from I-64, I-664 and shopping. Approximately 4 miles from Norfolk Shipyard. Living room with corner gas fireplace, dining area with patio doors to back, and kitchen with pantry. 2 primary bedrooms each with their own full bathroom. Small loft style area at top of stairs great for office. Utility closet with full size washer &

  Angelia Williams Graves Homes by Angelia Realty & Property Management Company

  2741 Deep Creek Common, Chesapeake, VA 23323
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  /47

  Est $456,390 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 3,304 Sq Ft

  1016 Deaton Ct, Chesapeake, VA 23323

  1016 Deaton Ct, Chesapeake, VA 23323
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  /50

  $450,000

  • 5 Beds
  • 3 Baths
  • 3,044 Sq Ft

  604 Treemont Ct, Chesapeake, VA 23323

  Welcome Home to this charming rancher in the Oak Manor section of Deep Creek! Tucked away on a quiet cul-de-sac, this unique Home features a large front porch that leads to main entry. Enter into foyer which opens to large den. Hall leads back to updated kitchen with wood cabinets, newer tops, gas range, LVT floors, and stainless appliances. Main level features primary bedroom with ensuite bath,

  Cole Hart Own Real Estate LLC

  604 Treemont Ct, Chesapeake, VA 23323
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  $3,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,827 Sq Ft
  • House for Rent

  2404 Deer Neck Arch, Chesapeake, VA 23323

  SPACIOUS 4 BEDROOM HOUSE SITTING AT THE END OF A CUL-DE-SAC WITH A LARGE BACKYARD. SHOW FIRST! NO SMOKING. PET NEGOTIABLE. GO TO WWW.GEREKREALTY.COM FOR APPLICATION.

  Doug Gerek Gerek Realty Services Inc.

  2404 Deer Neck Arch, Chesapeake, VA 23323
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  $441,000 Sold Aug 01, 2025

  • 1,676 Sq Ft
  • $263/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1996

  713 Barbury Arch, Chesapeake, VA 23323

  Looking for a home in the Grassfield School District? Look no more. This charming home is nestled in a tree lined street, waterfront community that is away from all the hustle and bustle, yet close to interstates, shopping, & restaurants. This waterfront home is located in a cul-de-sac with amazing sunset views over the water! Open floor plan concept w/ a loft making it light, bright, open &

  Jessica Bailey The Real Estate Group

  713 Barbury Arch, Chesapeake, VA 23323
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  /2

  Est $389,386 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft

  2278 Cedar Rd, Chesapeake, VA 23323

  2278 Cedar Rd, Chesapeake, VA 23323
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  /41

  $430,000

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

  300 Grain Way, Chesapeake, VA 23323

  Escape to your own slice of tranquility in this beautifully maintained 4-bedroom home, nestled in a quiet cul-de-sac. Recent upgrades ensure peace of mind, with a newer roof, recently new windows and HVAC, and most recently installed, an in line gas water heater. This home boasts modern touches, a tastefully updated kitchen and newer countertops. As a bonus, there is an attached powered

  Jennifer Saballos 1st Class Real Estate Coastal Breeze

  300 Grain Way, Chesapeake, VA 23323
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  /15

  $3,200 per month

  • 4 Beds
  • 3 Baths
  • 2,879 Sq Ft
  • House for Rent

  1964 Beechwood Rd, Chesapeake, VA 23323

  This beyond gorgeous home has 2879 square feet of living space! Enjoy a floor plan perfect for entertaining or relaxing in comfort. Stunning open concept kitchen abundant in cabinets, granite counters, breakfast nook and island. Nine foot ceiling in the family room with gas fireplace. Spacious bedrooms and full bathrooms with double sinks and a mammoth size tiled shower. First floor bedroom

  Lisa Chandley The Real Estate Group

  1964 Beechwood Rd, Chesapeake, VA 23323
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  $593,000 Sold Jul 30, 2025

  • 2,757 Sq Ft
  • $215/SF
  • 45 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  3729 Longhill Arch, Chesapeake, VA 23323

  Welcome to your dream home with gorgeous pond views and serene surroundings! This spacious residence features 4 large bedrooms, including a luxurious primary suite, and the convenience of a second-floor laundry room. Enjoy quiet mornings or relaxing evenings in the sun-soaked sunroom, great for bird watching and unwinding in a light-filled space framed by an abundance of windows. The inviting

  Michele Salyer A Better Way Realty Inc.

  3729 Longhill Arch, Chesapeake, VA 23323
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  /2

  Est $393,395 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft

  3137 Hancock Dr, Chesapeake, VA 23323

  3137 Hancock Dr, Chesapeake, VA 23323
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  /35

  $470,000

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  509 Lake Crest Dr, Chesapeake, VA 23323

  This spacious home is great for a large or growing family and wonderful for entertaining guests. Located in a desirable area with top-rated schools, it offers the comfort, convenience, and value you've been looking for! The home features bright, inviting, abundant natural lighting; brand new carpets upstairs; freshly painted; solid wood cabinets with stainless steel appliances, and pantry in the

  Patty Bills BHHS RW Towne Realty

  509 Lake Crest Dr, Chesapeake, VA 23323
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  /25

  $2,399 per month

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  928 Oklahoma Dr, Chesapeake, VA 23323

  Welcome to your own slice of country charm! This 3-bedroom, 2.5-bath farmhouse offers over 1,400 square feet of inviting living space on nearly an acre of land. A long driveway leads to a detached garage and provides plenty of room to store your boat, RV, or extra vehicles. Inside, you’ll love the updated kitchen with stainless steel appliances, granite countertops, and ample cabinetry. The main

  Lisa Martin Shaffer Real Estate Inc.

  928 Oklahoma Dr, Chesapeake, VA 23323
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  $410,000 Sold Jul 29, 2025

  • 1,822 Sq Ft
  • $225/SF
  • 57 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  189 George Washington Hwy S, Chesapeake, VA 23323

  Charming 4 bedroom, 2.5 bath home with inground pool, sunroom located Deep Creek. This home offers tons of space both inside and out. The back yard is partially fenced and has an oversized 2 car garage great for a workshop or hobby space. Zoned for Grassfield HS a provides convenient access to major highways, shopping centers, school and recreational amenities. HVAC 4 years old and water

  Steve Marable Iron Valley Real Estate Hampton Roads

  189 George Washington Hwy S, Chesapeake, VA 23323
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  /2

  Est $481,840 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,552 Sq Ft

  3205 Jean Ct, Chesapeake, VA 23323

  3205 Jean Ct, Chesapeake, VA 23323
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  /2

  $430,000

  • 4 Beds
  • 3 Baths
  • 2,384 Sq Ft

  449 Sawyers Mill Crossing, Chesapeake, VA 23323

  This home is located on a corner lot in the sought after Sawyers Mill Community of Chesapeake and Grassfield School District. The home features 4 bedrooms, 3 full bathrooms, family room, dinning room, an additional multipurpose room down stairs for an office/guest room, 2 car garage and a fenced in backyard. New Roof in 2022. Price reflects the TLC this home needs in order to make it your own.

  Kim Stanley GreenTree Realty Inc.

  449 Sawyers Mill Crossing, Chesapeake, VA 23323
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  /6

  $3,195 per month

  • 5 Beds
  • 3 Baths
  • 2,416 Sq Ft
  • House for Rent

  401 Harper Ct, Chesapeake, VA 23323

  Great 5 bedroom 3 bath home in Chesapeake. 2 primary bedrooms one up and one down. Kitchen opens up to the den, stainless appliances. Backyard has creek. This property is close to shopping, interstates and bases.

  Tricia Brady The Real Estate Group

  401 Harper Ct, Chesapeake, VA 23323
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  $830,000 Sold Jul 28, 2025

  • 3,089 Sq Ft
  • $269/SF
  • 14 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2003

  2007 Kelsey Bay Ct, Chesapeake, VA 23323

  Waterfront Living at Its Finest!Meticulously maintained, this stunning 5-bedroom, 2.5-bath home offers breathtaking views of the Elizabeth River from nearly every room. The beautifully open concept kitchen flows seamlessly into the spacious living room and bright sunroom—an ideal spot to enjoy your morning coffee while soaking in the scenic water views.Step outside to a large deck overlooking a

  Shelly Taylor Real Broker LLC

  2007 Kelsey Bay Ct, Chesapeake, VA 23323
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  /2

  Est $369,865 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,475 Sq Ft

  622 Wooddale Ct, Chesapeake, VA 23323

  622 Wooddale Ct, Chesapeake, VA 23323

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