Homes for Sale in 23323

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  /26

  $2,200,000

  $20M PRICE DROP

  • Land
  • 118 Acres
  • $18,644 per Acre

  118Ac West Rd, Chesapeake, VA 23323

  Exceptional 118 acre investment opportunity in southern Chesapeake, offering approximately 91 acres of open, cleared land and nearly 2,000 feet of frontage along West Rd. This is a rare assemblage of five contiguous tracts all ranging from 23–24 acres. It presents outstanding development and long term investment potential. A scenic blend of productive cropland and mature timber provides natural

  Danny Graham MOP Land and Farms Realty

  118Ac West Rd, Chesapeake, VA 23323
• 

  

  

  /50

  $610,000

  • 5 Beds
  • 2.5 Baths
  • 3,188 Sq Ft

  807 Gresham Way, Chesapeake, VA 23323

  Tucked away on a quiet cul-de-sac and sitting pretty on a corner lot, this updated 5-bedroom, 2.5-bath home has room for everyone & everything.From the moment you walk in, you'll feel the perfect blend of comfort and function this home was designed for. Cozy up in the den by thefireplace, host holidays in the separate dining room, or get work done in the private office—there's a space for

  Katherine Durbin Shaffer Real Estate Inc.

  807 Gresham Way, Chesapeake, VA 23323
• 

  

  /2

  $16,500

  • Land
  • 10,018 Sq Ft
  • $71,739 per Acre

  Lot 7 Tuck St, Chesapeake, VA 23322

  Six lots to be purchased together totaling 1.5ac +/-. Lot closest to Caddie street falls within city standards for not requiring builder to improve the ROW, meaning there is potential for one home site here without any paving, ditching, or other ROW improvements, gravel drive currently in place. Construction will be subject to a wetlands delineation. Most sites in this neighborhood are on

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 7 Tuck St, Chesapeake, VA 23322
• 

  

  

  /31

  $620,000

  $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  219 Dunway Ln, Chesapeake, VA 23323

  Welcome home to this beautiful spacious 5-bed, 3-bath home. Enjoy formal dining off an open-concept chef's kitchen/living area. In the family room, you will enjoy surround sound and recessed HDMI ports for those IT enthusiasts. Upstairs you will find a large laundry room and 4 bedrooms. Fall in love with the upstairs Primary suite; two walk-in closets, dual sinks, freestanding tub, and a

  Kathy Sexton CRG Coastal

  219 Dunway Ln, Chesapeake, VA 23323
• 

  

  

  /20

  $720,000

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,691 Sq Ft

  MM James 2, Chesapeake, VA 23322

  Model Home to Be Built - James II Model at Riverview Landing by Wetherington Homes. This thoughtfully designed floor plan offers an Owner's Suite, two additional bedrooms, and a utility room conveniently located on the first floor. Buyers may select their lot and personalize available design options. The home includes a variety of well-appointed features designed to support modern living. The

  Jasmine Feliu BHHS RW Towne Realty

  MM James 2, Chesapeake, VA 23322
• 

  

  /32

  $844,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,124 Sq Ft

  MM Taft (Davidson Homesite A-2) Rd, Chesapeake, VA 23322

  Indulge in the versatile beauty of The Davidson, a stunning floor plan that perfectly balances formal elegance with a spacious, modern flow. The heart of this 3,124+ square foot home is a gourmet kitchen featuring a massive multi-seating island, seamlessly overlooking a great room designed for grand holiday feasts and cherished family memories. On the main level, the stately primary suite serves

  Deana Renn AtCoastal Realty

  MM Taft (Davidson Homesite A-2) Rd, Chesapeake, VA 23322
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  /26

  $208,000

  • 3 Beds
  • 1 Bath
  • 975 Sq Ft

  1140 Woodland Terrace Dr, Chesapeake, VA 23323

  Brick ranch home with 3 bedrooms, 1 bath. Living room and dining room adjacent to kitchen. Convenient to interstates, shopping, entertainment and schools. Rooms are nicely sized and you have great sunlight throughout. 1 car attached garage, large yard.

  Charlene Howard Long & Foster Real Estate Inc.

  1140 Woodland Terrace Dr, Chesapeake, VA 23323
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  /39

  $599,500

  $16K PRICE DROP

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

  705 Creekwood Dr, Chesapeake, VA 23323

  Welcome home to this spacious and well maintained home located on a corner lot in the desirable Grassfield School district! With 5 bedrooms and 4 full bathrooms, this home provides space for every day living and entertaining. The upstairs primary suite provides two closets, double vanity, stand up shower, and relaxing garden tub. The downstairs bedroom with en suite bathroom is perfect as a guest

  A. Noel Hall Prodigy Realty

  705 Creekwood Dr, Chesapeake, VA 23323
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  /32

  $399,999

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,903 Sq Ft

  2604 Elkhart St, Chesapeake, VA 23323

  R. Anne Ahluwalia 1st Class Real Estate Integrity

  2604 Elkhart St, Chesapeake, VA 23323
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  /34

  $423,900

  • 3 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  1625 Redwing Arcade, Chesapeake, VA 23323

  Welcome to this beautifully maintained home in the highly sought after Cardinal Meadows neighborhood! A bright, open layout designed for comfortable everyday living and effortless entertaining. The kitchen features granite countertops, ample workspace, and flows seamlessly into the main living areas. Natural light throughout creates a warm and inviting atmosphere. Move-in ready and waiting for

  Chaidra Garcia Iron Valley Real Est Norfolk

  1625 Redwing Arcade, Chesapeake, VA 23323
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  /48

  $950,000

  • 5 Beds
  • 3 Baths
  • 3,252 Sq Ft

  1908 Benefit Rd, Chesapeake, VA 23322

  Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find.INTERIOR HIGHLIGHTSStep inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into

  Jason Houser North End Realty Group

  1908 Benefit Rd, Chesapeake, VA 23322
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  /33

  $580,000

  • 4 Beds
  • 2.5 Baths
  • 2,451 Sq Ft

  504 Dorothy Ct, Chesapeake, VA 23323

  Custom Built, single owner home in sought after Grassfield section of Chesapeake! Pride in ownership in quiet neighborhood. Peaceful yard backing up to quiet marsh and tidal water from the Elizabeth river. Sitting far off the street with a pond as one of your neighbors offers lots of privacy. Gas furnace and fireplace replace in 2025, all appliances replaced within last 10 years. refrigerator and

  Jeremy Young Wainwright Real Estate

  504 Dorothy Ct, Chesapeake, VA 23323
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  /43

  $674,000

  $10K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,928 Sq Ft

  952 Checkerspot Way, Chesapeake, VA 23323

  **Seller Offering Significant Rate Buy-Down or Flooring Allowance with an acceptable Offer. *** Upgrade your lifestyle in highly sought-after Grassfield with this move-in-ready home offering nearly 3,000 sq ft of relaxed, coastal living space. Impeccably maintained, it features open gathering areas and oversized bedrooms. The chef's kitchen showcases granite countertops, custom cabinetry, and a

  Marlan Church Creed Realty

  952 Checkerspot Way, Chesapeake, VA 23323
• 

  

  /25

  $769,900

  New Construction

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

  MM Taft (Kentland B-1) Rd, Chesapeake, VA 23322

  In The Kentland, every day unfolds in a home designed for both comfort and connection. The primary suite offers a retreat, where natural light and generous proportions create a relaxing escape from the pace of daily life. Thoughtful architectural details, including elevated ceilings, add depth and character throughout. The main living area is designed with versatility in mind, bringing together

  Deana Renn AtCoastal Realty

  MM Taft (Kentland B-1) Rd, Chesapeake, VA 23322
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  /24

  $720,000

  New Construction

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

  MM Bellhaven, Chesapeake, VA 23322

  The Bellhaven at Riverview Landing by Wetherington Homes offers a flexible 4-5 bedroom floor plan with an open-concept layout designed for everyday living and entertaining. The kitchen flows seamlessly through the butler's pantry into the dining area, creating a functional and connected space. A thoughtfully curated list of standard features is included, along with optional upgrades to

  Jasmine Feliu BHHS RW Towne Realty

  MM Bellhaven, Chesapeake, VA 23322
• 

  

  /9

  $849,900

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 2,754 Sq Ft

  1833 Shillelagh Rd, Chesapeake, VA 23323

  Under Construction – Luxury New Construction with Timeless Coastal Farmhouse Style! This stunning 3-level home blends classic board-and-batten architecture, clean lines, black-framed windows, and thougthful accents to create exceptional appeal. Inside, an open-concept first floor is designed for modern living, featuring a spacious family room, dining area, and a designer kitchen with a large

  Douglas Kellam EXP Realty LLC

  1833 Shillelagh Rd, Chesapeake, VA 23323
• 

  

  /39

  $419,900

  $3K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,776 Sq Ft

  1607 Songbird Ln, Chesapeake, VA 23323

  This end unit townhome has been meticulously cared for by the original owners since purchasing it new in 2023. From the welcoming foyer, LVP flooring throughout the 1st floor leads to a stunning great room, which flows nicely into the dinette and gourmet kitchen that provides abundant counter space for all your kitchen storage needs. Upstairs, 3 spacious bedrooms and 2 full bathrooms provide

  Fiona Chen Yao Creed Realty

  1607 Songbird Ln, Chesapeake, VA 23323
• 

  

  /46

  $510,000

  • 4 Beds
  • 2.5 Baths
  • 2,127 Sq Ft

  513 Simpson Ln, Chesapeake, VA 23323

  This beautifully maintained and tastefully designed 4 bedroom home in the highly sought after community of Culpepper Landing is waiting for you to call it home! At only 11 years old, it offers the peace of mind of low maintenance on your high ticket items such as HVAC, roof and windows. Not to mention, fresh paint floor to ceiling throughout, year old flooring on stairs and upstairs, the spacious

  Skylar Barfield Own Real Estate LLC

  513 Simpson Ln, Chesapeake, VA 23323
• 

  

  /12

  $335,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,109 Sq Ft

  2725 Spinners Way, Chesapeake, VA 23323

  Priced 50k below market, this home features an open and bright floor plan and sits on an amazing lot with a huge fenced backyard. HVAC only a couple years old. Newer Pella windows upstairs. If you are ready to provide a little TLC, this is an amazing opportunity. Located in the beautiful and quiet Spinners Creek section of Deep Creek. Close to shopping, highways, and all bases.

  Ron Sawyer RE/MAX Prime

  2725 Spinners Way, Chesapeake, VA 23323
• 

  

  /23

  $763,990

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,226 Sq Ft

  984 Intracoastal Way, Chesapeake, VA 23322

  Introducing the Tillman, a spacious 3226 sq. ft. home that offers both comfort and style. With 5 bedrooms, 3 bathrooms, and a 2-car garage, this home is perfect for families looking for ample space and modern living.Upon entering the Tillman, you'll be greeted by a large, welcoming dining room that seamlessly flows into the expansive kitchen. The kitchen features a generous center island,

  D.R. Horton Builder

  984 Intracoastal Way, Chesapeake, VA 23322
• 

  /2

  $95,000

  $3K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 764 Sq Ft

  2053 Iowa St, Chesapeake, VA 23323

  Value is in the land. Property being sold as-is. Home is not in livable condition.

  Dwayne Hart Keller Williams Coastal Virginia Chesapeake

  2053 Iowa St, Chesapeake, VA 23323
• 

  

  /45

  $950,000

  Coming Soon

  • 5 Beds
  • 5 Baths
  • 4,253 Sq Ft

  1040 Drumcastle Ln, Chesapeake, VA 23323

  Welcome to 1040 Drumcastle Lane, where space, neighborhood, and convenience come together on approximately 4.8 acres! Located in a beautiful neighborhood of large lots, this expansive property provides the feel of living in the country with the convenience of being near stores and schools. Custom built with care and quality, the home features stone detail inside and out, a fantastic open great

  Julia Shea Keller Williams Coastal VA Norfolk

  1040 Drumcastle Ln, Chesapeake, VA 23323
• 

  

  /50

  $479,900

  $5K PRICE INCREASE

  • 3 Beds
  • 2.5 Baths
  • 1,882 Sq Ft

  312 Sawmill Arch, Chesapeake, VA 23323

  Light-filled, completely move-in ready home, on a large lot in the highly sought-after Sawyer's Mill neighborhood. The home offers an open concept with new flooring & fresh paint throughout. The primary shower was just redone & the HVAC was replaced in 2021. The Sawyer's Mill community offers playground, pool, and clubhouse - all while being zoned for Grassfield schools!

  Jennifer Johnson Signature Homes

  312 Sawmill Arch, Chesapeake, VA 23323
• 

  /2

  $16,500

  • Land
  • 10,018 Sq Ft
  • $71,739 per Acre

  Lot 9 Tuck St, Chesapeake, VA 23322

  Six lots to be purchased together totaling 1.5ac +/-. Lot closest to Caddie street falls within city standards for not requiring builder to improve the ROW, meaning there is potential for one home site here without any paving, ditching, or other ROW improvements, gravel drive currently in place. Construction will be subject to a wetlands delineation. Most sites in this neighborhood are on

  Dustin Floyd Howard Hanna Real Estate Svcs.

  Lot 9 Tuck St, Chesapeake, VA 23322
• 

  

  /12

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2709 Whitestone Ave, Chesapeake, VA 23323

  Welcome to this inviting open concept home tucked away at the end of a quiet cul-de-sac. The spacious layout features a gourmet kitchen with granite countertops, an island range hood, and luxury vinyl plank flooring. The primary bedroom includes a custom closet with built-in shelving and drawers for added organization. Enjoy the large backyard with a covered patio, perfect for relaxing or

  Amber McCormick EXIT Realty Central

  2709 Whitestone Ave, Chesapeake, VA 23323
• 

  

  /42

  $660,000

  • 4 Beds
  • 2.5 Baths
  • 3,146 Sq Ft

  1928 Rockwood Dr, Chesapeake, VA 23323

  Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District! Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting

  Gregory Chaplain The Real Estate Group

  1928 Rockwood Dr, Chesapeake, VA 23323
• 

  

  /6

  $50,000

  $15K PRICE DROP

  • Land
  • 2,613 Sq Ft
  • $833,333 per Acre

  0 Folk St Unit 10640840, Chesapeake, VA 23323

  Corner lot for sale in established neighborhood. Buy individually or in conjunction with 28 Hinton.

  Jamey Fereday World Class Realty

  0 Folk St Unit 10640840, Chesapeake, VA 23323
• 

  

  /43

  $379,999

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

  832 Parapet Rd, Chesapeake, VA 23323

  Nestled in Chesapeake’s established Camelot neighborhood, this beautifully updated vinyl and brick ranch offers 4 bedrooms, 2 full baths, and 1,762 square feet of comfortable single-level living. Luxury vinyl plank flooring flows throughout the main living areas, while the freestanding wood-burning stove creates a warm focal point for gathering. The kitchen features an oversized island, abundant

  Cristian Juarez ONYX Realty Professionals LLC

  832 Parapet Rd, Chesapeake, VA 23323
• 

  

  /41

  $549,900

  • 4 Beds
  • 3.5 Baths
  • 2,337 Sq Ft

  1044 Olmstead St, Chesapeake, VA 23323

  Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the

  Roger McCann Atlantic Connection Real Estate

  1044 Olmstead St, Chesapeake, VA 23323
• 

  

  /3

  $914,500

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,585 Sq Ft

  2808 Raccoon Trail, Chesapeake, VA 23322

  Welcome to The Miles at Sanderson Estates! This stunning new construction by Kirbor Homes masterfully balances everyday functionality with refined comfort. Boasting 3,585 square feet, this home features 5 spacious bedrooms, 4.5 bathrooms, and an open-concept layout designed for modern living. The main level greets you with a grand foyer flanked by a home office and a formal dining room. The heart

  Joy Mills AtCoastal Realty

  2808 Raccoon Trail, Chesapeake, VA 23322
• 

  

  /50

  $545,000

  $30K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  402 Undershot Ct, Chesapeake, VA 23323

  Welcome to your ultimate retreat in the heart of Grassfield! Situated in a cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. The large open kitchen is equipped with granite countertops, white shaker soft-close cabinets and drawers, stainless steel appliances, kitchen island and tile

  Joseph Igana Iron Valley Real Est Norfolk

  402 Undershot Ct, Chesapeake, VA 23323
• 

  

  /5

  $450,000

  • Land
  • 24,306 Sq Ft
  • $806,452 per Acre

  2610 Elkhart St, Chesapeake, VA 23323

  Build-ready townhome development opportunity in Chesapeake! This 0.558-acre parcel is approved for 5 townhome units and offers a rare chance to step into an already entitled project. Zoned R-TH-1 with plans and approvals in place, saving valuable time and development costs. Appraisal, site plans, and renderings available. Great location with strong resale potential and easy access to major

  Alex Sanchez Real Broker LLC

  2610 Elkhart St, Chesapeake, VA 23323
• 

  

  /38

  $725,000

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,752 Sq Ft

  MM Ashbee, Chesapeake, VA 23322

  MM Ashbee at Riverview Landing - To Be Built. The Ashbee is a 5-bedroom home with a first-floor Owner’s Suite, fourbedrooms and a loft upstairs. Open-concept kitchen with large island, high-end finishes, double ovens, pantry, andplenty of counter space. Features include first and second-floor laundry (or option to convert upstairs laundry to a fullbath), mudroom, and optional rear

  Jasmine Feliu BHHS RW Towne Realty

  MM Ashbee, Chesapeake, VA 23322
• 

  

  /29

  $430,000

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

  1112 Sir Gawaine Dr, Chesapeake, VA 23323

  Spacious 4 bedroom, 2.5 bath home built in 2014. Welcoming front porch leads into a bright interior featuring an open flow between the main living spaces and a large eat-in kitchen with ample cabinetry and counter space. Separate dining area provides flexibility for everyday living or entertaining. Upstairs offers well-sized bedrooms, including a comfortable primary suite with private bath.

  Shynara Manley ONYX Realty Professionals LLC

  1112 Sir Gawaine Dr, Chesapeake, VA 23323
• 

  

  /48

  $390,000

  • 4 Beds
  • 2 Baths
  • 1,716 Sq Ft

  700 Saxon Ct, Chesapeake, VA 23323

  Tucked away on a peaceful cul-de-sac, this charming Chesapeake property welcomes you with exceptional features and inviting style. Inside, the home boasts premium, eco-friendly bamboo flooring across most of the living areas, creating a clean, modern ambiance. A standout highlight is the unique two-section screened porch, carefully crafted for year-round enjoyment, morning coffees, or evening

  Aaron Gutierrez Creed Realty

  700 Saxon Ct, Chesapeake, VA 23323
• 

  /2

  $750,000

  • Land

  7.4 AC Moses Grandy Trail, Chesapeake, VA 23323

  SURVEYED, BUILDABLE BOTH PROPERTIES TO BE SOLD TOGETHER, TOTAL 7.4 AC+OR- RECENTLY SURVEYED BUIDABLE LEGAL DESCRIPTION FOR EACH PROPERTY NECK ROAD 4.352 AC, NECK ROAD 2.85 AC CHECK WITH CITY IF THINKING OF HAVING REZONED TO COMMERCIAL, ONE PROPERTY ON NORTH SIDE OF MOSSES GRANDY TRAIL OTHER ON SOUTH SIDE OF MOSES GRANDY TRAIL, BOTH DIRECTLY ACROSS FROM EACH OTHER, SURVEY IN DOCUMENTS

  Iris Cauldwell Coldwell Banker Premier

  7.4 AC Moses Grandy Trail, Chesapeake, VA 23323
• 

  

  /38

  $577,740

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,314 Sq Ft

  2154 Edwin Dr, Chesapeake, VA 23322

  Welcome to The Charleston, one of our beautifully designed quad-style homes, offering 2,314 square feet of living space. This home features a covered front porch, three spacious bedrooms, and three full bathrooms, along with a two-car garage for added convenience.At the heart of the home, the open great room with vaulted ceilings and a cozy corner fireplace creates the perfect space for

  D.R. Horton Builder

  2154 Edwin Dr, Chesapeake, VA 23322
• 

  

  /24

  $449,500

  • 3 Beds
  • 3.5 Baths
  • 2,228 Sq Ft

  450 Asuza St, Chesapeake, VA 23323

  Juniper Model built in 2021. 1st floor has flex room, can be used as office, mud room, or rec room. Also, separate bedroom with full bath. 2nd floor has huge open floor plan. Kitchen has large island, SS appliances, lots of cabinets, and large pantry. Great room with gas electric fireplace. Deck off front. Lots of windows for natural lighting. Please call night before to see.

  Victoria Schiano The Real Estate Group

  450 Asuza St, Chesapeake, VA 23323
• 

  

  /30

  $771,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,766 Sq Ft

  MM Taft (Engle B-1) Rd, Chesapeake, VA 23322

  Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really

  Deana Renn AtCoastal Realty

  MM Taft (Engle B-1) Rd, Chesapeake, VA 23322
• 

  

  /16

  $349,900

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

  844 Parapet Rd, Chesapeake, VA 23323

  Welcome to this spacious two-story home offering a fantastic layout and incredible potential! The first floor features a formal living room, separate dining room, a cozy den, and a convenient half bath. Upstairs, you will find three comfortably sized bedrooms alongside a primary suite complete with its own private en suite bath. Excellent storage and parking are provided by the attached two-car

  Rachael Podruchny Vylla Home

  844 Parapet Rd, Chesapeake, VA 23323

Showing Results 81 - 120, Page 3 of 4