Chesapeake, VA Homes for Sale under $500,000

• 

  

  

  /23

  $439,900

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,044 Sq Ft

  4906 Apricot Way, Chesapeake, VA 23321

  Unbelievable Incentives! Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This tri-level Ashbury plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ upgraded quartz countertops & subway tile backsplash. Easily maintained & durable

  Angela McCaskill Corinth Realty LLC

  4906 Apricot Way, Chesapeake, VA 23321
• 

  

  

  /4

  $256,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2566 Campostella Rd, Chesapeake, VA 23324

  This is a two bedroom home with two full bathrooms and a detached garage.

  Michael Bond Michael J. Bond Realty Inc.

  2566 Campostella Rd, Chesapeake, VA 23324
• 

  

  

  /28

  $282,400

  $3K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,315 Sq Ft

  1927 Candlelight Dr, Chesapeake, VA 23325

  Welcome to this immaculately maintained townhome with no HOA or condo fees! Offering two spacious bedrooms, each with it's own private en-suite full bathroom. Major updates including roof and HVAC system are both about 3 years old. This home features a spacious first floor with a kitchen and eat in area, a living room with a wood burning fireplace, a convenient half bath, and laundry. Sliding

  Mellissa Hecker Iron Valley Real Estate Prestige

  1927 Candlelight Dr, Chesapeake, VA 23325
• 

  

  

  /19

  $319,000

  $16K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,500 Sq Ft

  2801 Southport Ave, Chesapeake, VA 23324

  This beautifully updated property situated on a spacious corner lot of over a quarter acre in Chesapeake! Recent improvements completed in June 2026 include: a brand-new GAF architectural shingle roof, new gutters, new flooring throughout, and fresh interior paint, giving this home a clean, modern feel and added peace of mind. The versatile FLEX room offers endless possibilities and can easily

  Ryan Kilmon A Better Way Realty Inc.

  2801 Southport Ave, Chesapeake, VA 23324
• 

  

  

  /21

  $452,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,082 Sq Ft

  649 Allery Rd, Chesapeake, VA 23320

  Now preselling by appointment. This Marlow plan includes our 4th bedroom & full bath on 1st floor already spec'd and included in price. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded

  Dragas Companies Builder

  649 Allery Rd, Chesapeake, VA 23320
• 

  

  /33

  $308,900

  • 2 Beds
  • 2.5 Baths
  • 1,456 Sq Ft

  3106 Barred Owl Ln, Chesapeake, VA 23323

  Welcome to this beautiful, meticulously maintained end-unit condo in the highly sought-after Culpepper Landing community! Updated lighting and fresh paint throughout. Offering privacy, abundant natural light, and a spacious feel. Enjoy an open layout with generously sized living spaces and low maintenance living. Enjoy the resort style amenities of the pool and fitness center! Conveniently

  Dawn Boyer The Bryant Group

  3106 Barred Owl Ln, 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
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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
• 

  

  /18

  $349,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  2044 Mango St, Chesapeake, VA 23321

  1st LEVEL PRIMARY BDRM EN-SUITE featuring upgraded granite vanity & shower. This 2-level plan beautifully showcases an open floor plan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded granite countertops, tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring throughout, crown molding 1st level main areas. 12' ceilings on 1st level & 9' ceilings on 2nd level.

  Leslie Lambert Corinth Realty LLC

  2044 Mango St, Chesapeake, VA 23321
• 

  

  /19

  $449,900

  New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 2,100 Sq Ft

  The Marlow Plan at Grayson Commons - Townhomes, Chesapeake, VA 23320

  The best part about new construction is having options. The Marlow model offers 3 bedrooms and a large first-floor flex space, but it can also be upgraded if you want to include a 4th bedroom with full bath. This popular corner location offers an abundance of natural light and a balcony off the 2nd floor living room making it the perfect indoor/outdoor space for entertaining.

  Dragas Companies Builder

  0 Centerville Rd Unit 36470933, Chesapeake, VA 23320
• 

  

  /34

  $419,900

  Open Sun 12PM - 2PM $4K PRICE DROP

  • 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
• 

  

  /45

  $314,999

  Open Sun 10AM - 1PM $5K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,740 Sq Ft

  340 Gracie Rd, Chesapeake, VA 23325

  Welcome home to this well-maintained 4-bedroom, 1.5-bath ranch in the heart of Chesapeake! This move-in ready home offers a updated bathroom, replacement windows, and an inviting layout perfect for everyday living. Major updates include HVAC approximately 5 years old, crawlspace repairs completed within the last 5 years, updated appliances. Enjoy the spacious fenced backyard featuring a deck

  Ron Sawyer RE/MAX Prime

  340 Gracie Rd, Chesapeake, VA 23325
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  /39

  $349,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,186 Sq Ft

  4201 Nautilus Ave, Chesapeake, VA 23325

  Charming cape cod home situated on a corner lot with 3 bedrooms and 2 bathrooms, including a brand-new primary bedroom suite. This home has been completely renovated and is move-in ready. The kitchen has new cabinets, granite countertops, stainless steel appliances and a pantry. There is a utility room with a new washer/dryer and additional storage space. Additional improvements in the home

  Rene Bagne Creed Realty

  4201 Nautilus Ave, Chesapeake, VA 23325
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  /34

  $325,000

  • 2 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  650 Lacy Oak Dr, Chesapeake, VA 23320

  Welcome to this spacious two-bedroom, two-and-a-half-bath condo in the desirable Greenbrier/Kempsville area. The versatile bonus room on the main level is ideal for a home office, playroom, or guest space. The kitchen features stainless steel appliances and opens to the dining area, with a walk-in pantry and convenient half bath nearby. Laminate flooring flows throughout the first floor, while

  Stephanie Hynes Redefy Real Estate

  650 Lacy Oak Dr, Chesapeake, VA 23320
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  /38

  $450,000

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

  2904 Sir Walter Crescent, Chesapeake, VA 23321

  Fantastic large brick home in Point Elizabeth! 4 bedrooms and 2 and a half bathrooms! Large Family room with cathedral ceilings. Lots of storage space. Hardwood floors underneath the carpet. Two gas fireplaces in separate living areas. Beautiful big screened porch to relax in the evenings! Large, fenced backyard with shed. Woods and walking trails located behind the privacy fence! Located in

  Cheryl Huotte Metro Brokers of Hampton Roads

  2904 Sir Walter Crescent, Chesapeake, VA 23321
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  /40

  $479,972

  $90K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  1121 Kinderly Ln, Chesapeake, VA 23320

  Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over 3/4 of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances.Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The

  David Oglesby Coastal Towne Realty

  1121 Kinderly Ln, Chesapeake, VA 23320
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  /27

  $250,000

  • 2 Beds
  • 2.5 Baths
  • 1,254 Sq Ft

  206 Attwick Ct, Chesapeake, VA 23320

  Nicely updated 2bed, 2.5 bath condo in Knell's Ridge ready for you to move-in today! Both bedrooms with private, updated baths and walk-in closets. Fenced courtyard. Storage Shed. Convenient location. Community amenities include Pool, Clubhouse, Grounds Maintenance and Trash Collection.

  Karen Darden Aweigh Real Estate

  206 Attwick Ct, Chesapeake, VA 23320
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  /46

  $499,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,641 Sq Ft

  3901 Wedgewood Dr, Chesapeake, VA 23321

  Waterfront opportunity! Well-maintained home situated on a scenic waterfront lot in the desirable Western Branch area of Chesapeake. Enjoy peaceful water views from an enclosed porch, and a spacious backyard ideal for relaxing, entertaining, fishing, kayaking, or simply taking in the surroundings. Walk in basement and Attic with plenty of storage.Recent improvements and updates help make

  William Dean The Bryant Group

  3901 Wedgewood Dr, Chesapeake, VA 23321
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  /38

  $259,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  500 Judah Way Unit 123, Chesapeake, VA 23320

  Gated Community! Elevator! Move in ready for serene living. Bright and modern condo with elevator access to the 2nd floor. Open floor plan, family room with fireplace, kitchen with granite counter tops and upgraded cabinetry, stainless steel appliances, pantry and utility room. Two primaries with en-suites and balcony. Hardwood floors. Upgraded custom built-ins throughout. Private storage room on

  Paul Bauer The Bauer Group-RE Solutions

  500 Judah Way Unit 123, Chesapeake, VA 23320
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  /18

  $219,900

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2041 Lockard Ave, Chesapeake, VA 23320

  Great starter home! This charming 3-bedroom, 1-bath ranch offers comfortable single-level living with plenty of potential. Enjoy the bright front sunroom, perfect for relaxing or creating additional living space, plus a screened-in side porch that provides a cozy, private retreat. The fenced backyard and storage shed offer room for hobbies, pets, gardening or future improvements. Conveniently

  Andreia Worst Wainwright Real Estate

  2041 Lockard Ave, Chesapeake, VA 23320
• 

  

  /44

  $354,900

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  2001 Athens Ct, Chesapeake, VA 23323

  Water access, generous outdoor space, and exceptional garage possibilities make this ranch in the sought after Geneva Shores one to see! Situated on a cul-de-sac, this well maintained 3-bedroom, 1.5-bath home features beautiful hardwood floors, an updated kitchen with granite countertops, stainless-steel appliances, and beautiful soft close cabinetry and updated bathrooms. The fenced backyard

  Wendy Carbaugh Better Homes & Gdns Ntv Am Grp

  2001 Athens Ct, Chesapeake, VA 23323
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  /8

  $234,900

  $15K PRICE DROP

  • Land

  2716 Seven Eleven Rd, Chesapeake, VA 23322

  Excellent building opportunity. Great location. Surrounded by several custom built homes. Very private and priced below market.

  Fred Helm BHHS RW Towne Realty

  2716 Seven Eleven Rd, Chesapeake, VA 23322
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  /48

  $369,000

  $1K PRICE DROP

  • 3 Beds
  • 4 Baths
  • 1,916 Sq Ft

  4122 Riverside Dr, Chesapeake, VA 23321

  Welcome to this well-maintained, like-new townhome in the desirable Fairview Towns community! Enjoy low-maintenance living in this newer gated community, conveniently located in Western Branch. This spacious tri-level townhome features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, along with two family rooms providing plenty of space for entertaining, relaxing, or creating a home office or

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  4122 Riverside Dr, Chesapeake, VA 23321
• 

  

  /27

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,098 Sq Ft

  3528 Sugar Run, Chesapeake, VA 23321

  Welcome to this beautifully maintained 2 bedroom, 2 full bathroom, first floor condo. Freshly painted throughout, this home gives a bright, welcoming feel. Seamlessly flowing from the living area into the kitchen, the open floor plan makes daily living and entertaining a delight. Enjoy the convenience of first-floor access with no stairs. Additional highlights include close proximity to highways,

  Stephen Do Iron Valley Real Est Norfolk

  3528 Sugar Run, Chesapeake, VA 23321
• 

  

  /14

  $404,900

  New Construction $28K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,076 Sq Ft

  672 Allery Rd, Chesapeake, VA 23320

  Estimated Early 2027 delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. Community will feature pool, playground, dog park

  Dragas Companies Builder

  672 Allery Rd, Chesapeake, VA 23320
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  /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
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  /13

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,550 Sq Ft

  1321 Seaboard Ave, Chesapeake, VA 23324

  Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

  Tavion Baker World Class Realty & Prop Mgmt

  1321 Seaboard Ave, Chesapeake, VA 23324
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  /50

  $424,900

  Open Sun 12PM - 2PM $1K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  458 Blue Beech Way, Chesapeake, VA 23320

  Welcome to 458 Blue Beech Way! This spacious 3-bedroom, 2.5-bath home offers a flexible floor plan with two primary suites—one conveniently located on the first floor and another upstairs. The living area features a cozy gas fireplace, while the generous walk-in attic provides abundant storage and potential for additional finished living space, subject to buyer verification and applicable

  Kelly Liedtke AMW Real Estate Inc

  458 Blue Beech Way, Chesapeake, VA 23320
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  /31

  $369,999

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,970 Sq Ft

  4225 High Tide Way Unit 111, Chesapeake, VA 23321

  Welcome to this corner lot, 3 bedroom, 2.5 bath home located in Western Branch. LARGE primary bedroom with 2 walk- in closets & bath with jetted tub & separate shower. Jack & Jill bath for other 2 bedrooms. This home features a two-car garage with finished floor. Spacious, open floorplan with a family room open to the breakfast area & kitchen. Kitchen has ample granite counter space with an

  Carol Gardner Swell Realty Co

  4225 High Tide Way Unit 111, Chesapeake, VA 23321
• 

  

  /9

  $389,990

  New Construction $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,436 Sq Ft

  905 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 3-bedroom, 2.5-bath home offering a modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close

  Laura Rowe BHHS RW Towne Realty

  905 Railroad Ave, Chesapeake, VA 23324
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  /32

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,315 Sq Ft

  816 Great Marsh Ave, Chesapeake, VA 23320

  Nestled among mature trees in a sought-after, amenity-rich community, this charming brick end-unit blends warmth with everyday functionality. Step inside to freshly finished hardwood floors on the main level and an abundance of natural light that fills the home with a bright, welcoming feel. This home is like brand new. New paint throughout and every item on the home inspection has already been

  Betsy Thompson The Agency

  816 Great Marsh Ave, Chesapeake, VA 23320
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  /6

  $285,000

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  4024 Oak Dr, Chesapeake, VA 23321

  3 bedroom ranch in Western Branch ready to be updated into an amazing home!

  Erin Ward LPT Network Realty LLC

  4024 Oak Dr, Chesapeake, VA 23321
• 

  

  /8

  $324,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,495 Sq Ft

  MM Boone Grove, Chesapeake, VA 23321

  MASTER MODEL. 1st LEVEL PRIMARY EN-SUITE! Welcome to Boone Grove, an exquisite boutique community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floor plan w/ luxurious upgrades. The kitchen stuns guests w/ shaker-style cabinets, stone countertops, tile backsplash, & soft-close drawers. Easily

  Leslie Lambert Corinth Realty LLC

  MM Boone Grove, Chesapeake, VA 23321
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  /28

  $399,000

  $6K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,409 Sq Ft

  224 Hickory Rd E, Chesapeake, VA 23322

  Welcome to this stunning, move-in-ready masterpiece located in the heart of Hickory. This home has been meticulously renovated, boasting new siding for exceptional curb appeal and energy efficiency. Step inside to discover a bright, open interior featuring stylish new flooring throughout and a renovated kitchen complete with modern cabinetry and high-end finishes. Combining the charm of an

  Brian Mansfield Wainwright Real Estate

  224 Hickory Rd E, Chesapeake, VA 23322
• 

  

  /50

  $475,000

  • 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
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  /43

  $365,000

  $35K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  1073 Scenic Blvd, Chesapeake, VA 23322

  Closing cost assistance! Welcome to 1073 Scenic Boulevard! This beautifully updated ranch-style home offers modern finishes, flexible living space, and a private setting on approximately .4 acres in the desirable Great Bridge area. Step inside to an open and inviting floor plan featuring updated flooring, fresh paint, modern fixtures, and a stunning kitchen w/ white shaker cabinetry, granite

  Chris Jenkins Better Homes & Gdns Ntv Am Grp

  1073 Scenic Blvd, Chesapeake, VA 23322
• 

  

  /33

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft

  7 Harbor Watch Dr Unit 221, Chesapeake, VA 23320

  Waterfront living takes center stage in this inviting, third-floor condo in the heart of Great Bridge. Enjoy lovely views of the Intracoastal Waterway from your private balcony where you can relax and watch the boats pass by. Even better, the property includes a deep-water access boat slip - an exceptional feature for boating enthusiasts! Inside, this 3-bedroom home offers an open layout

  Jamie Potts Focus Realty LLC

  7 Harbor Watch Dr Unit 221, Chesapeake, VA 23320
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  /34

  $289,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,355 Sq Ft

  The Addison Plan at Grayson Commons - Condominiums, Chesapeake, VA 23320

  Our interior model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with breakfast bar, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owners suite includes a private bath & walk-in closet with custom wood shelving.

  Dragas Companies Builder

  1516 Elbow Rd Unit 36469973, Chesapeake, VA 23320
• 

  

  /36

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft

  5 Harbor Watch Dr Unit 413, Chesapeake, VA 23320

  PARK YOUR BOAT HERE! Enjoy waterfront living in the heart of Great Bridge. This beautifully maintained 3BR/2BA condo offers an open floor plan and a private balcony with harbor views. The spacious primary suite includes a walk-in closet, double vanity, soaking tub, and separate shower. Sale includes a boat slip in the protected private harbor, two reserved parking spaces, and assigned storage.

  Cosette Lambourne Real Broker LLC

  5 Harbor Watch Dr Unit 413, Chesapeake, VA 23320
• 

  /2

  $275,000

  $45K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 905 Sq Ft

  843 Quail Ave, Chesapeake, VA 23324

  **Excellent investment opportunity! This tenant-occupied home is situated on a quiet street and offers cozy living with a large rear yard, great for children, pets, gardening, or outdoor entertaining. A property with great potential for investors or future homeowners alike.**

  Paula Moore Keffer Realty

  843 Quail Ave, Chesapeake, VA 23324

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