Chesapeake, VA Homes for Sale under $300,000

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  /46

  $284,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  1114 Hoover Ave, Chesapeake, VA 23324

  Welcome home! This inviting property features a spacious layout with plenty of room to spread out, making it ideal for everyday living and entertaining alike. Natural light fills the home, creating a warm and welcoming atmosphere throughout. The kitchen offers ample cabinet and counter space, ready for your personal touches and gatherings with family and friends. The bedrooms are generously

  

  Kristen Boyd

  Next Chapter VA Realty Inc

  (757) 384-5329

  1114 Hoover Ave, Chesapeake, VA 23324
• Explore Chesapeake

• 

  

  

  /25

  $239,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  2005 Lockard Ave, Chesapeake, VA 23320

  Discover this charming one bedroom home perfectly situated just minutes from Greenbrier mall and Kempsville areas of Virginia Beach. Enjoy a rare blend of comfort, style and convenience - whether you're a first time buyer, downsizing, or searching for a great investment opportunity!! Step inside to find bright open living spaces, modern finishes and a cozy atmosphere, that instantly feels like

  

  Katie Burke

  Long & Foster Real Estate Inc.

  (757) 655-7895

  2005 Lockard Ave, Chesapeake, VA 23320
• 

  

  

  /50

  $239,900

  • 2,345 Sq Ft

  1136 Jackson Ave, Chesapeake, VA 23324

  Chesapeake duplex opportunity in the established South Norfolk area. This property features two units, each offering 2 bedrooms and 1 full bathroom. Excellent income-producing potential—live in one unit while renting out the other, or add to your investment portfolio. Conveniently located near major interstates, the Jordan Bridge, shipyard, and downtown Norfolk and Portsmouth, making it

  

  Susan Jenkins

  Better Homes & Gdns Ntv Am Grp

  (757) 699-5492

  1136 Jackson Ave, Chesapeake, VA 23324
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  /14

  $200,000

  $25K PRICE DROP

  • Land
  • 24,262 Sq Ft
  • $359,066 per Acre

  Par B George Washington Hwy S, Chesapeake, VA 23323

  Commercial Building Lot in the Deep Creek area of Chesapeake. Located on the Dismal Swamp Canal & George Washington Hwy across the street from a Shopping Center. Property is on the navigable Dismal Swamp Canal. Property Zoning is B-1 with over 250 feet of road frontage.

  

  John Horton

  Samson Properties

  (757) 296-1605

  Par B George Washington Hwy S, Chesapeake, VA 23323
• 

  

  

  /16

  $265,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  1229 Decatur St, Chesapeake, VA 23324

  This is such a lovely home with a fantastic backyard and oversized detached garage conveniently located close to bases, highways, shipyards, shopping & restaurants. Seller offering flooring allowance. Ask agent for more details. Quick access to Norfolk & Portsmouth without going through the tunnel.

  

  Patrick Istilart

  1st Advantage Realty LLC

  (757) 780-8421

  1229 Decatur St, Chesapeake, VA 23324
• 

  

  /8

  $250,000

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  2425 Lofurno Rd, Chesapeake, VA 23323

  Great starter home with huge backyard and easy access to highway, military bases & shopping.

  

  Janez Hargrove

  Verian Realty

  (757) 996-4236

  2425 Lofurno Rd, Chesapeake, VA 23323
• 

  

  /16

  $289,500

  $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,471 Sq Ft

  523 Nesbit Dr Unit 101, Chesapeake, VA 23323

  Want WALK IN EQUITY? This is it, identical unit next door listed for 309,900. This one needs some elbow grease for cosmetics but the seller is offering generous allowances on full price offer for paint, flooring and anything you see that needs to be taken care of. A little work on your part earns you instant equity. 1$ down to VA buyer if qualified.

  

  Janice Myers-Hollowell

  World Class Realty

  (757) 832-8195

  523 Nesbit Dr Unit 101, Chesapeake, VA 23323
• 

  

  /17

  $239,999

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1119 Seaboard Ave, Chesapeake, VA 23324

  Check out this awesome 3 bedroom 2 bathroom recently renovated home in Chesapeake! This home has beautiful LVP Floors, an open floor plan, and a large kitchen with a utility room leading to the side door. There is even a full bath! The upstairs has 3 large bedrooms and full bathroom. This home brings great curb appeal with a cute front porch - perfect for enjoying your morning coffee. Don't miss

  

  Jessica Lewis

  Iron Valley Real Estate HR

  (757) 654-4813

  1119 Seaboard Ave, Chesapeake, VA 23324
• 

  /2

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  34 Frailey Place, Portsmouth, VA 23702

  

  Sharon Rand Voogd

  1st Class RE-Signature Prop

  (757) 300-1097

  34 Frailey Place, Portsmouth, VA 23702
• 

  

  /25

  $290,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  4162 Reid St, Chesapeake, VA 23324

  This adorable ranch home is move-in ready and has been professionally renovated from top to bottom. The architectural roof adds exceptional curb appeal, and quality craftsmanship is evident throughout the home. Conveniently located near schools, shopping, and neighborhood amenities. Fresh interior paint and carpet, stylish knockdown wall finish adds a modern touch throughout. The spacious layout

  Natalie Carrier Redfin Corporation

  4162 Reid St, Chesapeake, VA 23324
• 

  

  /37

  $285,000

  • 3 Beds
  • 2 Baths
  • 975 Sq Ft

  1424 Martin Ave, Chesapeake, VA 23324

  Charming brick ranch offering 3 bedrooms and 2 full baths in the heart of Chesapeake! This home features a functional layout, spacious living area, and plenty of natural light throughout. Conveniently located near shopping, dining, schools, interstates, and military bases, making for an easy commute. Large backyard offers space to entertain, garden, or relax. Great opportunity for first-time

  Johanna Rocca 1st Class Real Estate Flagship

  1424 Martin Ave, Chesapeake, VA 23324
• 

  

  /23

  $300,000

  Open Sun 1PM - 4PM

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  3115 Hornsea Rd, Chesapeake, VA 23325

  Welcome home to 3115 Hornsea Road, a lovingly maintained 3-bedroom, 1-bath ranch that radiates warmth, comfort, and true pride of ownership. Thoughtfully cared for and filled with timeless charm, this inviting home offers a bright, welcoming layout with abundant natural light that creates a sense of ease the moment you step inside. Recent major updates provide peace of mind, including new

  Melissa Boyce EXP Realty LLC

  3115 Hornsea Rd, Chesapeake, VA 23325
• 

  

  /38

  $300,000

  • 3 Beds
  • 2 Baths
  • 2,242 Sq Ft

  4261 Taylor Rd, Chesapeake, VA 23321

  Perfect for an apartment complex, condominiums or a large number of new homes. Near shopping in Western Branch, Churchland & Harbor View, as well as interstates that can take you anywhere. It is currently used as a day-care academy. This property must be sold with two (2) other properties - - 4245 & 4249 Taylor Road. The total listed price for all three (3) properties is One Million Seven Hundred

  Phil Black CENTURY 21 Nachman Realty

  4261 Taylor Rd, Chesapeake, VA 23321
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  /33

  $265,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,275 Sq Ft

  915 Mckinley Ave, Chesapeake, VA 23324

  Experience the perfect blend of classic charm and modern convenience in this beautifully updated one-level, three-bedroom home, situated on a spacious lot with no HOA and priced under $300K.The inviting living area features luxury vinyl plank flooring throughout (no carpet) and a cozy wood-burning fireplace. The upgraded kitchen offers stainless steel appliances, granite countertops, and

  Conner Walters World Class Realty & Prop Mgmt

  915 Mckinley Ave, Chesapeake, VA 23324
• 

  

  /20

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft

  1333 Willow Ave, Chesapeake, VA 23325

  Set in an established Chesapeake location, this charming home offers the comfort, convenience, and everyday ease homeowners are looking for. Quick access to shopping, dining, parks, commuter routes, and the best of Hampton Roads keeps everything within reach. Inside, recently painted rooms and new LVP flooring create a fresh, updated feel, while the newly installed 2026 electric stove adds modern

  Debbie Reynolds Keller Williams Richmond West

  1333 Willow Ave, Chesapeake, VA 23325
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  /28

  $265,000

  • 2 Beds
  • 1.5 Baths
  • 1,256 Sq Ft

  2306 Bainbridge Blvd, Chesapeake, VA 23324

  Welcome to this beautifully updated 2 bedroom, 1.5 bath home located in South Norfolk! Renovated in 2023, this home offers a fresh, modern feel throughout. The updates included a fully remodeled kitchen featuring new cabinets, granite countertops, and new appliances, as well as both bathrooms upgraded with stylish tile surrounds. Upon entering, you’ll find an open and inviting space featuring

  Vernon Sims Keller Williams Realty Twn Ctr

  2306 Bainbridge Blvd, Chesapeake, VA 23324
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  /18

  $300,000

  • 3 Beds
  • 1 Bath
  • 1,239 Sq Ft

  1009 Emporia Ave, Virginia Beach, VA 23464

  Welcome to this charming home at Virginia Beach offering comfort, convenience, and a location that keeps you close to everything the area has to offer. Situated on a spacious lot in an established neighborhood, this property provides easy access to shopping, dining, schools, parks, and major commuter routes. Inside, you’ll find inviting living spaces with plenty of natural light and a layout

  Zackery Britt World Class Realty & Prop Mgmt

  1009 Emporia Ave, Virginia Beach, VA 23464
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  /32

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,629 Sq Ft

  1623 Orchard Grove Dr, Chesapeake, VA 23320

  Welcome to this beautifully updated condo offering space, style, and an unbeatable location! The large family room has soaring cathedral ceilings and a cozy gas fireplace w/ a shiplap accent wall. The updated kitchen features brass fixtures, ss appliances, quartz countertops, tile backsplash, pantry storage, and island seating that overlooks the dining area. One of the best features of the home

  Kristina McEathron AtCoastal Realty

  1623 Orchard Grove Dr, Chesapeake, VA 23320
• 

  

  /50

  $297,900

  Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft

  5 Harbor Watch Dr Unit 419, Chesapeake, VA 23320

  Life along the Intracoastal Waterway begins here—where mornings start with a cup of coffee on your private balcony and evenings end in a serene, relaxed atmosphere. The open-concept layout seamlessly transitions from the kitchen to the dining area, creating a space designed for effortless mornings and entertaining guests. A sliding glass door floods the space with natural light, extending your

  Paulette Harris Howard Hanna Real Estate Svcs.

  5 Harbor Watch Dr Unit 419, Chesapeake, VA 23320
• 

  

  /14

  $239,000

  • 3 Beds
  • 2 Baths
  • 1,179 Sq Ft

  1800 Portlock Rd, Chesapeake, VA 23324

  Charming 3-bedroom, 2-bath single-family home offering 1,179 sq ft of potential! Bring your vision and make this home shine! Conveniently located near the interstate and more! Call today for more information and to schedule your tour! Case#544-376530 IE (Insurable with escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the

  Jonathan Melvin Benham Real Estate LLC

  1800 Portlock Rd, Chesapeake, VA 23324
• 

  

  /18

  $245,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  102 Diamond Ave Unit D, Chesapeake, VA 23323

  A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. come into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, all new bathroom and bedroom/office downstairs with laundry. Private upstairs bedroom with spacious closet space and

  Kara Louk Iron Valley Real Est Norfolk

  102 Diamond Ave Unit D, Chesapeake, VA 23323
• 

  

  /18

  $295,000

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  804 Sutherland Arch, Chesapeake, VA 23320

  IDEAL LOCATION off of Great Bridge Blvd in Chesapeake!! Great first home and/or investment! Conveniently near Dominion Blvd. and the 168 Bypass making getting around Hampton Roads a breeze. Located in a townhome community with community playground and pool. The home includes a sizable primary bedroom large enough for a King and decently sized secondary bedrooms. 1/2 bath convenient for guests in

  Melannie Rhoad RHOAD & CO.

  804 Sutherland Arch, Chesapeake, VA 23320
• 

  

  /36

  $275,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  712 Inlet Quay Unit A, Chesapeake, VA 23320

  Move-in ready and one-level living! This spacious 2-bedroom, 2-bath home offers 1,304 sq ft with large living areas and a massive primary suite featuring a walk-in closet and full bath. Enjoy an outdoor patio with an exterior storage closet and the ease of low-maintenance living. The home features many thoughtful upgrades throughout that you don't want to miss out on. Schedule a showing today!

  Lizzy Zetlin Taylor BHHS RW Towne Realty

  712 Inlet Quay Unit A, Chesapeake, VA 23320
• 

  

  /6

  $268,000

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

  915 Harbour North Dr, Chesapeake, VA 23320

  Rare to find an end unit townhome on 0.16 Acre lot in Great Bridge area minutes to freeway I-64, I-464, to Greenbrier mall features a bedroom and a full bathroom on the first floor. Like new kitchen cabinets, SS appliances. Less than 5 years old roof, heat pump central HVAC, electric water heater, vinyl windows. Second floor has a master suite with a sitting or baby room or an office with 2

  Norman Domingo XRealty.NET LLC

  915 Harbour North Dr, Chesapeake, VA 23320
• 

  

  /39

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  712 Inlet Quay Unit F, Chesapeake, VA 23320

  Welcome to this spacious condo in the desirable Riverwalk community!! This home features an open-concept floor plan with a convenient first-floor bedroom. The kitchen and bathrooms were fully renovated in 2022, showcasing modern cabinetry and elegant granite countertops .New Carpet and LVP , Water heater replaced 2024. Step outside to a large private balcony—great for entertaining or relaxing.

  Constance Simms Keffer Realty

  712 Inlet Quay Unit F, Chesapeake, VA 23320
• 

  

  /25

  $265,000

  • 2 Beds
  • 2.5 Baths
  • 1,144 Sq Ft

  1614 Willow Point Arch, Chesapeake, VA 23320

  Move in ready home in Chesapeake featuring fresh interior paint, new carpet, new laminate flooring, and a new electric fireplace that adds a modern touch to the main living area. Kitchen offers new countertops along with ample cabinet and prep space. Functional floor plan provides comfortable everyday living with easy access to shopping, dining, parks, and major interstates. A great opportunity

  Jacob Bronk Own Real Estate LLC

  1614 Willow Point Arch, Chesapeake, VA 23320
• 

  

  /18

  $230,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  2041 Lockard Ave, Chesapeake, VA 23320

  Great investment opportunity! This 3 bedroom, 1 bath ranch comes with a tenant in place through January 2027, offering immediate rental income. Enjoy a bright front sunroom that adds extra living space and screen-in side porch - a cozy, private spot to relax. The fenced backyard and storage shed provide versatility for tenants or future updates. Single-level living in a convenient location near

  Andreia Worst Wainwright Real Estate

  2041 Lockard Ave, Chesapeake, VA 23320
• 

  

  /30

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,380 Sq Ft

  1194 Killington Arch, Chesapeake, VA 23320

  Opportunity awaits in desirable Hunningdon Lakes! This three-level offers plenty of living space with an open concept living area featuring a wood-burning fireplace and 9-foot ceilings! Eat in kitchen with brand new stainless steel appliances. Dual primary suites, the back suite features a private bath w/tub and ample closet space. The front suite features vaulted ceilings, walk-in closet,

  Conner Walters World Class Realty & Prop Mgmt

  1194 Killington Arch, Chesapeake, VA 23320
• 

  

  /27

  $258,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft

  720 Inlet Quay Unit A, Chesapeake, VA 23320

  First floor unit in desirable Riverwalk community. Enjoy all of the amenities of the community; Clubhouse, boat slip, tennis courts, pool, paths, playground and more. Close to restaurants, shopping, entertainment and interstate. This well maintained unit includes an AC system less than three years old. Refrigerator is less than three years old. Updated flooring, and sliding glass doors. Very

  Kenneth Holt The Real Estate Group

  720 Inlet Quay Unit A, Chesapeake, VA 23320
• 

  

  /40

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  2701 Omar St, Chesapeake, VA 23324

  A charming three-bedroom, two-bath single-story residence situated on a corner lot. The property features a detached garage. The kitchen has contemporary cabinetry, granite countertops, and stainless steel appliances. Common areas are (LVP) flooring, complemented by updated fixtures. Primary bedroom offers a modernized en-suite bathroom, a generous walk-in closet, and a sliding glass door

  Joshua Alvelo World Class Realty & Prop Mgmt

  2701 Omar St, Chesapeake, VA 23324
• 

  

  /22

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  720 Inlet Quay Unit F, Chesapeake, VA 23320

  Bright, open and well-loved condo in sought-after Riverwalk! Stainless steel appliances including a doubledutch oven. LVP flooring throughout main level with carpet upstairs. First-floor bedroom has a full bath. Twoadditional bedrooms and 1 full bath on second floor. Large laundry room upstairs. Cathedral ceiling. Fireplaceis wood-burning. Storage area located on the balcony. Condo

  Mila Elliott Atkinson Realty

  720 Inlet Quay Unit F, Chesapeake, VA 23320
• 

  

  /26

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,323 Sq Ft

  608 Edinburg Ave, Chesapeake, VA 23324

  Great opportunity to own a brick ranch in Chesapeake! This home features hardwood floors, a spacious front yard, and a fenced-in backyard. Includes a new refrigerator, washer, and dryer. With a little updating and TLC, this property has tons of potential—great for a first-time homebuyer or investor. Being sold as-is. Don’t miss your chance to make it your own!

  Melissa Gibbs Howard Hanna Real Estate Svcs.

  608 Edinburg Ave, Chesapeake, VA 23324
• 

  

  /26

  $225,000

  • 2 Beds
  • 2 Baths
  • 978 Sq Ft

  1718 Rock Bridge Mews Unit B, Chesapeake, VA 23320

  JUST PLAIN CUTE. WELCOME TO THIS BEAUTIFULLY UPDATED FIRST FLOOR 2 BED/2 BATH CONDO WITH THE SWEETEST COASTAL INSPIRED KITCHEN WITH CUSTOM MOSIAC TILE. ITS COZY. LOW MAINTNANCE AND PERFECTLY LOCATED NEAR SHOPPING, RESTAURANTS AND INTERSTATE! CONDO ASSN COVERS MASTER INSURANCE POLICY, GROUNDS MAINTENANCE, WATER, SEWER.

  Sheri Pynn Creed Realty

  1718 Rock Bridge Mews Unit B, Chesapeake, VA 23320
• 

  

  /4

  $289,900

  • Land
  • 14,810 Sq Ft
  • $852,647 per Acre

  904 Brice Ct, Chesapeake, VA 23322

  You finally found a lot for sale in Great Bridge - in a subdivision - in a cul-de-sac-ready for your house to be platted - need a builder - no problem - got it covered yourself - no problem - give us a call - Great Bridge School District at every level -Whether you're an investor, builder, or future homeowner, this is a rare opportunity to secure a premium piece of land in a desirable

  Patty Cohen RE/MAX Allegiance

  904 Brice Ct, Chesapeake, VA 23322
• 

  

  /12

  $210,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  1314 20th St, Chesapeake, VA 23324

  Well kept & maintained three bedroom ranch with central air, spacious kitchen, living room and dining room. Covered front porch and patio in the rear. Fenced yard. New carpet and flooring, HVAC updated in 2022. Property is ready for new owner occupant or landlord looking to increase their rental portfolio.

  Elizabeth DeVault Better Homes & Gdns Ntv Am Grp

  1314 20th St, Chesapeake, VA 23324
• 

  

  /13

  $227,000

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,367 Sq Ft

  2469 Leytonstone Dr Unit 106, Chesapeake, VA 23321

  Welcome to beautiful Kings Pointe ! Just a convenient quick walk from an assigned parking space through a covered breezeway to open-concept living with 9 foot ceilings & newer LVP flooring (2023). Enjoy the refreshing community swimming pool this summer and take advantage of grilling with friends on the pool deck. Located in the Western Branch area of Chesapeake near restaurants and shops - plus

  Nancy Morefield Real Broker LLC

  2469 Leytonstone Dr Unit 106, Chesapeake, VA 23321
• 

  /2

  $220,000

  • Land
  • 3.7 Acres
  • $59,459 per Acre

  3.7 AC Cedar Rd, Chesapeake, VA 23323

  Priced under assessment value. City water and Sewer are available, the lot is over 700' deep and over500' wide with room for more than one home site with 160' of frontage on Cedar Rd as well.

  Garrett Maki Creed Realty

  3.7 AC Cedar Rd, Chesapeake, VA 23323
• 

  

  /15

  $290,000

  • Land
  • 7.4 Acres
  • $39,189 per Acre

  1813 Shillelagh Rd, Chesapeake, VA 23323

  Great opportunity to own approx 7.4 acres in Hickory! This city-approved building site has already been cleared and is ready for your dream home. All preliminary site work and necessary approvals are complete, to including surveying, engineered septic system with a successful perc test, wetlands mitigation, and full compliance with Corps of Engineers requirements. Bring the builder of your choice!

  Marco Rivas 757 Realty

  1813 Shillelagh Rd, Chesapeake, VA 23323
• 

  

  /4

  $249,900

  $10K PRICE DROP

  • Land
  • 3.79 Acres
  • $66,024 per Acre

  737 Bedford St, Chesapeake, VA 23322

  This is one out of four available 3+ acre lots zoned A1 for agriculture use and barns. Build your own barn for your personal equipment or animals. Potential for commercial office/warehouse use with a conditional use variance from the Chesapeake City Council and Navy. Septic and well approvals are available. This lot cannot be used for a residential building site and air rights have been sold off.

  Robert Wadsworth Pungo Realty LLC

  737 Bedford St, Chesapeake, VA 23322
• 

  

  /10

  $298,200

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1138 Seaboard Ave, Chesapeake, VA 23324

  Welcome to this FULLY RENOVATED gem, boasting NEW modern comfort! From the moment you arrive, you'll be captivated by the BRAND-NEW METAL ROOF, designed for both style & durability. Step inside to discover bright, open-concept living spaces with all NEW finishes- perfect for family gatherings or entertaining guests. Enjoy optimal comfort year round with a NEW state of the art HVAC system. Each

  Marquis Bynum A Better Way Realty Inc.

  1138 Seaboard Ave, Chesapeake, VA 23324

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