Chesapeake, VA Homes

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  /46

  $619,900 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,420 Sq Ft

  2115 Tall Pine Dr, Chesapeake, VA 23323

  Charming 4-bed, 2.5-bath home in Summerwood, located in the desirable Grassfield school district. This well-maintained home features an open-concept layout with granite countertops, stainless steel appliances, gas stove, 8-ft island, and pantry. The morning room overlooks a private wooded backdrop. The spacious primary suite includes a walk-in closet and en suite bath. Enjoy a fenced backyard

  

  Daniel Parrish

  Real Broker LLC

  (757) 505-7109

  2115 Tall Pine Dr, Chesapeake, VA 23323
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  Explore Deep Creek-Portsmouth

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  /50

  $1,295 - $1,550 per month

  Lake Village

  2 - 3 Beds

  908 Lake Village Dr, Chesapeake, VA 23323

  Our apartment homes offer comfortable living with thoughtful floor plans to fit your lifestyle. Choose from our classic or newly renovated 2 & 3-bedroom homes. Each apartment home combines scenic views with modern amenities. Enjoy the convenience of nearby shopping, dining, and entertainment in a welcoming community just minutes from some of Chesapeake's famous waterways.

  908 Lake Village Dr, Chesapeake, VA 23323
• 

  $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 $380,466 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  2501 Southern Pines Dr, Chesapeake, VA 23323

  2501 Southern Pines Dr, Chesapeake, VA 23323
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  /43

  $345,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  1012 Saint Julian Dr, Chesapeake, VA 23323

  This beautifully updated 3-bedroom, 2-bath ranch-style home offers wonderful curb appeal and a warm, welcoming presence from the moment you arrive. Situated on a generous .26-acre lot with a peaceful wooded backdrop, it features soaring 9-foot ceilings and a bright, open layout filled with natural light. Inside, you are greeted by a spacious living room highlighted by elegant crown molding that

  

  Kristie Weaver

  Own Real Estate LLC

  (757) 384-9134

  1012 Saint Julian Dr, Chesapeake, VA 23323
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  /32

  $2,650 per month

  • 4 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • House for Rent

  27 Diamond Ave, Chesapeake, VA 23323

  Spacious 4-Bedroom Home with First-Floor Suite in ChesapeakeWelcome to this beautifully maintained 4-bedroom, 3-bath home in the heart of Chesapeake, offering the perfect mix of space, comfort, and functionality. Featuring two living levels and a convenient first-floor bedroom and full bath. With multiple living areas and plenty of natural light, there's room for everyone to relax and

  Kris Weaver Atlantic Sotheby's International Realty

  27 Diamond Ave, 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 $345,842 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,656 Sq Ft

  3021 Gauntlet Ct, Chesapeake, VA 23323

  3021 Gauntlet Ct, Chesapeake, VA 23323
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  /2

  $244,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,002 Sq Ft

  1006 White Pine Dr, Chesapeake, VA 23323

  Charming 3-bedroom, 1-bath home, including a breezy front porch and fully fenced backyard with a shed for extra storage. The kitchen features fresh paint and brand-new cabinets (2024), and fresh paint in the bathroom. Major updates include windows, HVAC, water heater, and roof (2016/2017), offering long-term peace of mind. A perfect blend of comfort and convenience!

  

  Maureen Montealegre

  Iron Valley Real Estate Hampton Roads

  (757) 586-4914

  1006 White Pine Dr, Chesapeake, VA 23323
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  /31

  $1,120 - $1,475 per month

  Marina Point

  1 - 3 Beds

  1301 Canal Dr, Chesapeake, VA 23323

  With gorgeous views of the Elizabeth River all around you, private access to your own boat ramp and fishing at your back door, Marina Point Apartments brings you the best of living life on the water in Chesapeake! Find your escape from the hustle and bustle in a quiet corner of Chesapeake that’s still nearby businesses, shopping, schools, recreation areas and military installations. Tucked away

  1301 Canal Dr, Chesapeake, VA 23323
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  $425,000 Sold Jul 23, 2025

  • 1,888 Sq Ft
  • $225/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1968

  2655 Village Ave, Chesapeake, VA 23323

  Charming ranch offering 3 bdrms, 2 full baths, featuring real hardwood floors, new carpet in the bdrms, updated light fixtures, updated bathrooms & a remodeled kitchen with quartz countertops. Cozy up on the screened-in front porch and enjoy serenity. Warm your entire home up with the wood-burning stove in the enclosed window-filled sunroom. Enjoy the added bonus, a sliver of waterfront land

  Anna Staylor BHHS RW Towne Realty

  2655 Village Ave, Chesapeake, VA 23323
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  /2

  Est $427,491 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,516 Sq Ft

  4757 Sunray Ave, Chesapeake, VA 23321

  4757 Sunray Ave, Chesapeake, VA 23321
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  /2

  $330,000

  • 4 Beds
  • 2 Baths
  • 1,705 Sq Ft

  1309 Boxwood Dr, Chesapeake, VA 23323

  Solid, Spacious & Full of Potential! This 4-bedroom ranch featuring a converted garage and dedicated office area offers a great layout and major system upgrades includes a newer HVAC, windows, low maintenance Trex deck with metal railing, and upgraded electrical panel. While it could use some cosmetic TLC, the bones are solid and the potential is clear. You'll love the private and expansive

  

  Brenda Armitage

  Swell Realty Co

  (757) 300-1113

  1309 Boxwood Dr, Chesapeake, VA 23323
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  /30

  $2,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,068 Sq Ft
  • Townhouse for Rent

  2704 Dockside Ct, Chesapeake, VA 23323

  Move in ready! New paint and pristine clean! Kitchen abundant with cabinet and counter space. Stainless appliances. Gas range. Spacious bedrooms and closet space. Mammoth-size fenced back yard. Double door attached garage has 506 square feet. All situated on a cul-de-sac. You will love where you live!

  Lisa Chandley The Real Estate Group

  2704 Dockside Ct, Chesapeake, VA 23323
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  $624,900 Sold Jul 21, 2025

  • 2,700 Sq Ft
  • $231/SF
  • 51 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2019

  219 Dunway Ln, Chesapeake, VA 23323

  Beautifully maintained 5-bed, 3-bath home with a spacious, thoughtful layout. The first floor includes a bedroom and full bath, formal dining, and an open-concept kitchen/living area. The chef’s kitchen features granite counters, mirrored backsplash, SS appliances, pantry, and built-in microwave. The family room boasts surround sound, recessed HDMI ports, and a gas fireplace with custom tile.

  Steve Marable Iron Valley Real Estate Hampton Roads

  219 Dunway Ln, Chesapeake, VA 23323
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  /2

  Est $270,691 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,225 Sq Ft

  413 George Washington Hwy N, Chesapeake, VA 23323

  413 George Washington Hwy N, Chesapeake, VA 23323
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  /2

  $375,000 Pending

  • 2,080 Sq Ft

  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

  (757) 979-2163

  2304 Battery Park Rd, Chesapeake, VA 23323
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  /18

  $1,010 - $1,725 per month

  Riverstone I

  1 - 3 Beds

  2604 Townhouse Ln, Chesapeake, VA 23323

  Welcome to Riverstone Townhomes, where style meets affordability in the heart of Chesapeake, VA. We offer one-, two-, and three-bedroom apartment and townhome options, all thoughtfully designed with modern conveniences to suit your lifestyle. And the best part? The good life comes at just the right price.

  2604 Townhouse Ln, Chesapeake, VA 23323
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  $360,000 Sold Jul 18, 2025

  • 1,633 Sq Ft
  • $220/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  201 Jarvis Rd, Chesapeake, VA 23323

  Welcome home to this charming, 3 bedroom, 2 bath rancher situated on a private 1/2 acre lot in the heart of Deep Creek. Beautifully maintained and tastefully renovated throughout, you'll love the open floor boasting loads of natural light, a welcoming living room with wood burning fireplace, an eat in kitchen with ample cabinet/counter space and stainless steel appliances, a bonus room/office,

  Andy Nelson Iron Valley Real Estate Hampton Roads

  201 Jarvis Rd, Chesapeake, VA 23323
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  /32

  Est $437,465 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  2449 Locks Landing, Chesapeake, VA 23323

  2449 Locks Landing, Chesapeake, VA 23323
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  /2

  $575,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,757 Sq Ft

  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.

  (757) 530-7880

  3729 Longhill Arch, Chesapeake, VA 23323
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  /50

  $2,795 per month

  • 4 Beds
  • 2.5 Baths
  • 2,321 Sq Ft
  • House for Rent

  2100 Docking Post Dr, Chesapeake, VA 23323

  Beautiful 4 bedroom, 2.5 bath home with a bright and open floor plan. The home features formal living and dining rooms, family room with fireplace that opens to the large eat-in kitchen which has a large breakfast bar, granite countertops and stainless steel appliances. The home also has 4 spacious bedrooms and a huge fence backyard with deck that is great for entertaining! Applications will only

  Amy Doll RE/MAX Alliance

  2100 Docking Post Dr, Chesapeake, VA 23323
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  $310,000 Sold Jul 18, 2025

  • 1,820 Sq Ft
  • $170/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  2816 Gavin Rd Unit 14, Chesapeake, VA 23323

  Welcome to your dream home in Chesapeake! This 3-bedroom, 2-bath beauty offers 1,820 square feet of bright, open living space with tall ceilings and natural light throughout. The gourmet kitchen shines with modern finishes, stainless steel appliances, and plenty of counter space, great for entertaining or everyday cooking. The first-floor primary suite is a true retreat, featuring dual walk-in

  Betsy Thompson The Agency

  2816 Gavin Rd Unit 14, Chesapeake, VA 23323
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  /2

  Est $287,242 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,206 Sq Ft

  505 Amster Ln, Chesapeake, VA 23323

  505 Amster Ln, Chesapeake, VA 23323
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  /2

  $579,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft

  2515 Deal Dr, Chesapeake, VA 23323

  Stunning new construction home built by experienced and award-winning builder! The spacious Swan model features an open-concept first floor with a generous living room, gourmet kitchen with custom cabinets and crown molding, a large granite island, stainless steel appliances, and a dining area made for entertaining. You'll also find a versatile bedroom or study and a full bathroom downstairs.

  

  Pamela Hunt

  Seaside Realty

  (757) 703-3036

  2515 Deal Dr, Chesapeake, VA 23323
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  /20

  $3,050 per month

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft
  • Townhouse for Rent

  1011 Gabion Way, Chesapeake, VA 23323

  Property Id: 1479104Welcome to this stunning three-story townhome in the sought-after Bryan's Cove community of Chesapeake. Built in 2022, this like-new home features solar panels that typically cover the household's electricity usage, reducing energy costs. The community offers resort-style amenities including a clubhouse, pool, gym, playgrounds, dog parks, walking trails, and a dock on

  1011 Gabion Way, Chesapeake, VA 23323
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  $375,000 Sold Jul 17, 2025

  • 1,905 Sq Ft
  • $197/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  1309 George Washington Hwy N, Chesapeake, VA 23323

  Charming brick Cape Cod style home on a spacious corner lot! This beautifully maintained property features a bright, updated kitchen with granite countertops and stainless steel appliances. Enjoy the large, open living areas filled with natural light, a versatile upstairs bonus room, and a modern bathroom with granite finishes. Step outside to a fully fenced backyard—perfect for pets or

  Jordan Weare Shoreline Realty

  1309 George Washington Hwy N, Chesapeake, VA 23323
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  /2

  Est $217,150 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 936 Sq Ft

  312 Diamond Ave, Chesapeake, VA 23323

  312 Diamond Ave, Chesapeake, VA 23323
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  /2

  $609,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  2507 Deal Dr, Chesapeake, VA 23323

  Discover the perfect blend of style, quality, and privacy in this brand-new construction by a local award-winning builder with nearly 40 years of excellence. Tucked away on a private cul-de-sac with no HOA, this exceptional Gannet model offers you the rare opportunity to own a beautifully crafted home in a peaceful setting.Step inside to an open-concept layout adorned with soaring 9-foot ceilings

  

  Pamela Hunt

  Seaside Realty

  (757) 514-8967

  2507 Deal Dr, Chesapeake, VA 23323
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  $2,499 per month

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • House for Rent

  1352 King Arthur Dr, Chesapeake, VA 23323

  Stunning 3-bedroom 2-bath ranch-style home centrally located neighborhood of Camelot. Situated on a nice landscaped yard, the huge backyard has extra-wide patio space & a detached garage. The home features an eat-in kitchen w/ upgraded appliances, including a stainless steel microwave, stove & refrigerator, as well as a new sink & faucet. Oversized laundry room with/ built-in cabinet. The large,

  Dee Gavin CENTURY 21 Top Producers

  1352 King Arthur Dr, Chesapeake, VA 23323
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  $343,000 Sold Jul 16, 2025

  • 1,134 Sq Ft
  • $302/SF
  • 10 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  816 Colony Manor Rd, Chesapeake, VA 23321

  This charming all brick ranch with 3 bedrooms and 2 full baths will not disappoint . The primary bath was completely remodeled in 2022. Not only does this home have an attached one car garage with a car port connected but comes with a detached two car garage(oversized) with attic access for additional storage. Conveniently located off of Military Highway near the interstate, restaurants, and

  Brandon Carney Seaside Realty

  816 Colony Manor Rd, Chesapeake, VA 23321
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  /14

  Est $305,467 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,286 Sq Ft

  312 Gale Ave, Chesapeake, VA 23323

  312 Gale Ave, Chesapeake, VA 23323
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  /39

  $569,999 New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  2519 Deal Dr, Chesapeake, VA 23323

  Thoughtfully designed and expertly built by local, award-winning builders, the Gannet model is more than just a house — it's a lifestyle upgrade. Featuring an open floor plan, elegant finishes, and attention to detail, this home is built for relaxed everyday living. High ceilings create a bright, airy atmosphere while the thoughtfully chosen LVP flooring throughout the main level adds timeless

  

  Pamela Hunt

  Seaside Realty

  (757) 982-3033

  2519 Deal Dr, Chesapeake, VA 23323
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  /24

  $2,750 per month

  • 3 Beds
  • 3 Baths
  • 1,820 Sq Ft
  • Condo for Rent

  2812 Gavin Rd, Chesapeake, VA 23323

  This property at 2812 Gavin Rd features 3 bedrooms and 3 bathrooms, offering a total of 1,820 square feet of living space. The living room provides ample room for relaxation and entertainment, while the kitchen is equipped with a dishwasher for convenience. Each bedroom is designed for comfort, with sufficient storage space available. The bathrooms are functional and well-maintained. Additional

  2812 Gavin Rd, Chesapeake, VA 23323
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  $325,000 Sold Jul 15, 2025

  • 1,977 Sq Ft
  • $164/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  1320 Boxwood Dr, Chesapeake, VA 23323

  Welcome to your new home! Centrally located in Hampton Roads and just minutes from the interstate—perfect for commuting to any part of the region! Step inside to find a freshly painted interior, newer appliances, and a spacious living room featuring vaulted ceilings and a stunning picture window that fills the space with natural light. Whether entertaining or relaxing, you’ll love the open, airy

  Michael & Lena Hogue Keller Williams Realty Town Center

  1320 Boxwood Dr, Chesapeake, VA 23323
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  /2

  Est $335,332 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  1025 Sean Dr, Chesapeake, VA 23323

  1025 Sean Dr, Chesapeake, VA 23323
• 

  /2

  $589,999 New Construction

  • 5 Beds
  • 3 Baths
  • 2,522 Sq Ft

  2508 Deal Dr, Chesapeake, VA 23323

  Stunning new construction home built by experienced and award-winning builder! The spacious Swan model features an open-concept first floor with a generous living room, gourmet kitchen with custom cabinets and crown molding, a large granite island, stainless steel appliances, and a dining area made for entertaining. You'll also find a versatile bedroom or study and a full bathroom downstairs.

  

  Pamela Hunt

  Seaside Realty

  (757) 997-7617

  2508 Deal Dr, Chesapeake, VA 23323
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  /22

  $2,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,262 Sq Ft
  • House for Rent

  631 Annaka Loop, Chesapeake, VA 23323

  Please call/text (757)717-1754 for showing information.

  Eli Miller Encompass Property Managment LLC

  631 Annaka Loop, Chesapeake, VA 23323
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  $580,000 Sold Jul 14, 2025

  • 2,428 Sq Ft
  • $239/SF
  • 23 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1995

  433 Cedar Pointe Ln, Chesapeake, VA 23323

  Whether you're a business owner with the need for a massive workshop or a family taking in an elderly parent that needs their own space, this property is pure perfection. Rare opportunity to live in the middle of a thriving community with great shopping, parks, restaurants, schools, and yet somehow feel like you're on a hidden retreat! Main home features over 2400 sq ft of living space, bamboo

  Hazel Coleman RE/MAX Allegiance

  433 Cedar Pointe Ln, Chesapeake, VA 23323
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  /2

  Est $405,334 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft

  1813 Doubloon Way, Chesapeake, VA 23323

  1813 Doubloon Way, Chesapeake, VA 23323

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