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4210 Bainbridge Boulevard, Central Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10654894 MLS
Love the home, need a lower rate? A 5% rate may be possible with a seller-paid buydown, ask us how! Now offering CCA or Rate buy down up to $10k. Welcome to 4210 Bainbridge Boulevard! This charming 3-bedroom, 2-bath home offers 900 square feet of thoughtfully designed living space with a versatile front flex room—great for a home office, playroom, or cozy sitting area. Enjoy the convenience of living in Chesapeake without the close-neighbor feel of a traditional subdivision. The neighboring property at 4212 Bainbridge Boulevard is also available, creating a rare opportunity to purchase both homes—amazing for extended family, multigenerational living, or living in one home while renting the other. Don’t miss this unique and flexible opportunity!

4210 Bainbridge Boulevard, Central Chesapeake

205 Thrasher Road, South Chesapeake
$299,999
3 Beds ⋅ 1.1 Baths ⋅ 10654604 MLS
Solid Bones. Endless Potential. Bring Your Vision. In the heart of Greenbrier. This all brick ranch with attached 1 car garage has a huge fenced back yard with large storage shed . Property has been very well maintained. Convenient to shopping, interstates, Hospital and restaurants. This is a rare chance to own a home with a strong, well-built structure and the freedom to make it your own. Great property for the investor, renovator, or hands-on buyer who can see what the home can become. Solid structure, a great foundation for a remodel. Needs vision and a little TLC. Room to build equity through updates. Sold strictly as-is, where-is. Seller makes no repairs or warranties. Buyers are encouraged to complete their own inspections and due diligence.

205 Thrasher Road, South Chesapeake

1028 Livingston Ave Avenue, Central Chesapeake
$294,500
2 Beds ⋅ 2 Baths ⋅ 10654423 MLS
Charming cottage-style single-family home on a quiet street in South Norfolk! This 2-bedroom, 2-bath gem offers 1,153 sq ft of comfortable living with a spacious eat-in kitchen and formal dining room. Enjoy the covered front porch and wood deck great for morning coffee or evening relaxing. Detached 1.5-car garage provides excellent storage. No HOA! Bonus: a heated and cooled second-floor space (not included in square footage) offers exciting potential for a home office, playroom, or extra storage, original stairs are available to restore access. Convenient location near I-464 and Bainbridge Blvd. Don't miss this move-in ready opportunity! Some photos have been virtually staged to showcase the home’s potential.

1028 Livingston Ave Avenue, Central Chesapeake

2514 Narrow Street, Central Chesapeake
$216,000
4 Beds ⋅ 2 Baths ⋅ 10654367 MLS
Opportunity awaits! This 4-bedroom, 2-bath brick ranch in the heart of Chesapeake offers 1,173 square feet of living space on a 0.15-acre lot. With a practical single-level layout and classic brick exterior, this property presents an excellent opportunity for buyers looking to renovate and create a home tailored to their vision. The home needs updating and renovation, making it ideal for those seeking a project with potential. Bring your ideas and transform this property into something special! Call today for more information and to schedule your tour! Case #544-330982 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 property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

2514 Narrow Street, Central Chesapeake

744 Helmsdale Way, South Chesapeake
$425,000
4 Beds ⋅ 2.1 Baths ⋅ 10654335 MLS
Discover timeless charm in this beautiful, traditional home located in the heart of Chesapeake. Featuring 4 bedrooms, 2.5 bathrooms, and a spacious two-story layout, this home includes a bedroom with its own en suite bath, making it great for guests or added privacy. Gather around the cozy fireplace on cool evenings, or enjoy casual meals in the bright breakfast area. Step outside to a fully fenced backyard, great for entertaining, pets, or relaxing outdoors. Recent upgrades, including new siding and roof (2021) and a remodeled primary bathroom (2025), enhance both the home's beauty and value. An attached garage and attic complete this exceptional property. Don't miss your opportunity to make this Chesapeake gem your own!

744 Helmsdale Way, South Chesapeake

1414 Loose Strife Place, South Chesapeake
$268,000
3 Beds ⋅ 2 Baths ⋅ 10654280 MLS
Experience airy, sun-drenched living in this beautifully updated two-story home. Enjoy an open living and dining space elevated by soaring ceilings, architectural skylights, and expansive windows that maximize natural light. Refreshed in 2026, the interior showcases brand-new flooring across both levelsfresh paint, and a new water heater. The fully serviced HVAC ensures year-round comfort. The sleek kitchen features premium granite countertops, stainless steel appliances, and a breakfast bar. A rare main-level bedroom and full bath offer ultimate flexibility. Upstairs, the primary retreat boasts vaulted ceilings, a walk-in closet, and an upgraded bath. Complete with clever storage and 2 assigned spaces, this home sits in a vibrant neighborhood featuring scenic ponds, green spaces, a pool, and a playground.

1414 Loose Strife Place, South Chesapeake

601 Lord Byron Court, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10653788 MLS
Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that serves as your own private oasis, perfect for hosting weekend gatherings, gardening, or relaxing in the sun. Situated in a peaceful community just minutes from local shopping, dining, schools, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this house your home sweet home! Schedule your private tour today! Listing photos contain virtually staged media.

601 Lord Byron Court, South Chesapeake

1118 Commerce Avenue, Central Chesapeake
$379,800
4 Beds ⋅ 3 Baths ⋅ 10653792 MLS
*****Seller offering up to 6% in closing cost assistance, subject to buyer's loan program, lender approval, and allowable closing costs.***** Located in the heart of Chesapeake’s South Norfolk community, this well-maintained residence offers 4 bedrooms and 3 full bathrooms, giving you plenty of space whether you need room for guests, hobbies, or simply a place to hide from laundry you meant to fold. The home features a spacious layout with thoughtfully designed rooms throughout. The downstairs bedroom includes newly installed LVP flooring (2026) and a walk-in closet — storage, organization, or pretending you’re in a dramatic movie scene while picking out an outfit. Upstairs, you’ll find carpeted bedrooms, including a primary suite with its own walk-in closet (because one walk-in is never enough). Enjoy easy access to downtown Norfolk, major shipyards, and nearby interstates, making commutes simple and efficient. This inviting property is ready to welcome its next owner.Come see this gem and explore all it has to offer ---your future self might thank you for it!

1118 Commerce Avenue, Central Chesapeake

302 Honey Locust Way, South Chesapeake
$635,000
4 Beds ⋅ 2.2 Baths ⋅ 10653782 MLS
Former Home-A-Rama award-winning home with character you simply don't find every day. Tucked away on a .43-acre cul-de-sac lot, this 3-story Victorian-style home offers approximately 3,100 sq. ft. of living space and a wrap-around porch. Inside you'll find hardwood floors, generous living and dining spaces, custom details, two fireplaces and two staircases. The gourmet kitchen features quartz countertops, black stainless appliances, custom cabinetry, island and pantry. Spacious bedrooms lead to an impressive primary suite with walk-in closet, ensuite bath and fireplace. A third-level bonus space offers flexibility for an office, study or workout room. Outside, an in-ground saltwater pool, multi-level deck, gazebo, fire pit and expansive backyard create a setting for entertaining or relaxing. A truly unique home ready for its next chapter!

302 Honey Locust Way, South Chesapeake

613 Mcrowland Way, South Chesapeake
$675,000
3 Beds ⋅ 3.1 Baths ⋅ 10653795 MLS
Welcome to this exceptional all brick home offering luxury, comfort, and an incredibly versatile floor plan. Featuring a 3-car garage and 3 spacious primary bedrooms, each with its own en-suite bathroom. This home is great for multigenerational living or guests who desire private retreats. Inside you will find all new LVP flooring and fresh paint throughout, creating a modern feel. The impressive living room showcases soaring ceilings, abundant natural light, and a gas fireplace, creating a warm & inviting space for relaxing and entertaining. The gourmet kitchen is truly a chef's dream with custom cabinets, granite counters, a commercial grade Cafe' gas range & Cafe' Refrigerator, a microwave drawer, dishwasher and a mini refrigerator. Step outside through brand-new sliding glass doors to a raised patio and gas firepit. Great place to enjoy your morning coffee. Additional upgrades include new dual zone AC systems and a new tankless HWH. Come check out this remarkable home. Seller is offering $10K towards closing cost assistance or a rate buy down with a reasonable offer.

613 Mcrowland Way, South Chesapeake

316 Janes Way, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10653639 MLS
Welcome home to this spacious, beautiful 4-bedroom, 2.5-bath home in sought-after Peyton Estates, offering nearly 2,800 square feet of comfortable living space on a generously sized lot. Inside, you’ll find plenty of room to spread out, including inviting living spaces and a cozy fireplace. A whole-house water filtration system adds an extra level of everyday comfort and convenience. The attached garage provides practical storage and parking, while the rear deck is a great place to relax, entertain, or enjoy the backyard. Tucked into an established Chesapeake neighborhood with convenient access to Greenbrier shopping, dining, interstates, and more, this home offers the space, location, and flexibility today’s buyers are looking for. Come see all it has to offer!

316 Janes Way, South Chesapeake

1307 Perry Street, Central Chesapeake
$252,000
4 Beds ⋅ 2 Baths ⋅ 10653579 MLS
Spacious 4-bedroom, 1.5-bath home in the heart of South Norfolk offering over 1,600 sq ft of living space on a 0.23-acre lot. Property needs some updating and TLC but presents tremendous potential for investors or buyers looking to build equity. Bring your vision and really make this home shine! Conveniently located near dining, shopping, the interstate, and more! Call today for more information and to schedule your tour! Case #544-246191 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 property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

1307 Perry Street, Central Chesapeake

916 Redstart Avenue, Central Chesapeake
$340,000
3 Beds ⋅ 2 Baths ⋅ 10653529 MLS
Discover the charm of this mid-century Craftsman style home. This property showcases the allure of cottage living. The front room picture window allows natural light to fill the home enhancing the natural grain of the rustic hardwood floors and the dining room's elegant French doors with glass panels. All this connects seamlessly to the spacious kitchen adorned with granite countertops and the sunken den with its magnificent stairway leading to the primary suite. This home has seen numerous upgrades providing Peace of Mind and convenience. Water Heater 2016, Garage door 2018, HVAC Gaspack 2020, Laundry Room upgrade to PVC 2021, Roof 2024 with 15 sheets of new plywood in carport ceiling. Mini split in primary 2026. The Darling backyard has a covered picnic area and works perfectly with the carport for entertaining. Detach Garage has its own electrical system and is a blank palette to be designed as the new owner desires. It is strictly as is.

916 Redstart Avenue, Central Chesapeake

815 Rutledge Road, Central Chesapeake
$345,000
3 Beds ⋅ 1.1 Baths ⋅ 10653235 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels can be paid off at closing with a full price offer, helping offset monthly electric costs. Home and appliances convey as-is. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake

5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
Adventure awaits right outside your door! Imagine starting your morning fishing from the dock, spending the afternoon kayaking or boating along the waterways, and ending the day with a waterfront picnic as the sun goes down. With deep-water access, every day offers a new opportunity to explore, unwind, and enjoy life on the water! Gather with friends at the community picnic area, cool off in the pool, or relax at the clubhouse. When the adventures are over, retreat to your spacious, well-maintained 3-bedroom, 2-bath condo offering 1,762 sq. ft. (per MLS) of comfortable, single-level living. Enjoy peaceful water views from your bedroom, abundant natural light, an updated kitchen with stainless steel appliances and wine fridge, and a generous primary suite. Association services include dock maintenance, water, sewer, and trash. Less maintenance, more adventure! Whether you're casting a line, paddling the waterways, or simply soaking up the scenery, this is waterfront living at its best!

5 Harbor Watch Drive Unit 405, South Chesapeake

1808 Ashlar Lane, South Chesapeake
$599,900
4 Beds ⋅ 2.1 Baths ⋅ 10652753 MLS
This is the kind of home that makes you want to unpack and stay awhile! Conveniently located for access to major Hampton Roads military installations, commuter routes, shopping, and dining, this beautifully maintained property in the highly sought Fieldstone neighborhood of Chesapeake offers 2,559 sq ft of living space, 4 bedrooms, and 2.5 baths. Brand new LVP flooring on the main level and fresh carpet upstairs create an inviting, move-in-ready feel. The open kitchen features granite countertops, abundant cabinetry, and pantry storage, flowing seamlessly into the living and dining areas with a cozy gas fireplace. A dedicated first-floor office adds exceptional flexibility for remote work, study, or hobbies. Upstairs, spacious bedrooms include a generous primary suite with a private bath and walk-in closet. Outside, enjoy a fully fenced backyard and patio, wonderful for outdoor relaxation and summer gatherings. Some photos were virtually staged using AI.

1808 Ashlar Lane, South Chesapeake

620 Estates Way Unit 120, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
FINANCING FLEXIBILITY AVAILABLE! Ask about available seller concessions toward a 2-1 interest rate buydown or other financing options. Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

213 Maggie Bell Ln., South Chesapeake
$608,900
3 Beds ⋅ 2.1 Baths ⋅ 10652577 MLS
Low Loan Rate, No PMI! Visit SITE: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. First-floor primary suite with custom walk-in closet and spa bath with quartz dual vanity, tiled shower, and private laundry.Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, and designer finishes. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR/Loft and/or add'l full bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

213 Maggie Bell Ln., South Chesapeake

909 Portland Street, Central Chesapeake
$365,000
4 Beds ⋅ 2.1 Baths ⋅ 10652567 MLS
This all-brick ranch is just waiting for you to call it home! Featuring 4 bedrooms & 2.5 baths, this spacious home has been thoughtfully updated throughout the years. Major improvements include a roof and water heater updated in 2020, HVAC replaced in 2022 & windows approximately 12 years old. Inside, you’ll find a large kitchen with expansive countertops, stainless steel appliances, a formal dining room, and a generously sized living room complete with a cozy gas fireplace. Primary bedroom has a walk-in in closet while the other bedrooms are generous in size. The outdoor space is just as impressive! The back deck overlooks the large, fully fenced backyard. 2 concrete driveways offer plenty of parking & the 2nd driveway extends to a double gate into the backyard, providing convenient access for trailers, boats, recreational vehicles, or additional parking. Come see everything this home has to offer and make it yours! Some photos have been virtually staged. Pre-approved short sale.

909 Portland Street, Central Chesapeake

1836 Bancroft Road, South Chesapeake
$730,000
3 Beds ⋅ 2 Baths ⋅ 10652410 MLS
Welcome to 1836 Bancroft! Immaculate, barely lived-in, and loaded with upgrades, this home truly feels brand new. Thoughtful improvements throughout make it as functional as it is beautiful. The open and inviting interior features ceiling fans in every room, including remote-controlled fans in the primary bedroom and living room, plus a spacious flex room offering endless possibilities as a home office, playroom, media room, or potential 4th bedroom. The home is exceptionally well-equipped for modern living, with Ethernet connections in every room and a central Ethernet relay in the coat closet, upgraded HDMI and cable connections in the living room, and prewiring for an electric vehicle. Smart-home conveniences continue with a Kwikset electronic lock, Wi-Fi connected refrigerator and dishwasher, and a Wi-Fi capable all-in-one washer/dryer. The kitchen features exterior-vented cooking ventilation, while both bathrooms have grab bars and walk-in showers—including the second full bath. A tankless water heater adds efficiency and convenience. Endless natural light, no short in thanks to the LARGE oversized sliding door installed off of the living room. Outside, enjoy a very spacious screened-in back porch perfect for relaxing or entertaining, a rear gas connection ready for your outdoor cooking setup, and an installed sprinkler system to help keep the yard looking its best. Meticulously maintained and thoughtfully upgraded from top to bottom, 1836 Bancroft offers the rare opportunity to enjoy the feel of a brand-new home without waiting for new construction. Simply move in and enjoy!

1836 Bancroft Road, South Chesapeake

209 Springbrook Lane, South Chesapeake
$449,900
4 Beds ⋅ 2.1 Baths ⋅ 10651998 MLS
NEW PRICE! GREAT OPPORTUNITY IN WELLSPRING! Bring your vision and make this home your own! Located in an established Chesapeake neighborhood, this 4-bedroom, 2.5-bath home offers 2,148 sq. ft. with separate living and family rooms, formal dining room, and eat-in kitchen. Situated on approximately one-third of an acre, features include a spacious fenced backyard, enclosed sunroom, patio, storage shed, two-car garage, and owned, paid-in-full solar panels. Convenient to shopping, dining, major highways, and area schools. This home needs updating and improvements but offers great potential for buyers looking to renovate and personalize a home to their taste. Property sold AS IS, WHERE IS. Sellers will make no repairs. Bring your vision and explore the possibilities this Wellspring home has to offer!

209 Springbrook Lane, South Chesapeake

1509 Waitsel Drive Unit 206, South Chesapeake
$320,000
2 Beds ⋅ 2 Baths ⋅ 10650907 MLS
Welcome home to this beautiful, like-new condo in the heart of Chesapeake! Built just 2 years ago, this home offers modern finishes, an open layout, and low-maintenance living.The open-concept floor plan connects the kitchen, dining, and living areas, creating a great space for everyday living or entertaining. The kitchen features quartz countertops, stainless steel appliances, upgraded cabinetry, and a large island with plenty of room for seating. LVP flooring, updated lighting, and plenty of natural light give the home a bright, welcoming feel throughout.The spacious primary suite offers a private retreat with a beautifully finished ensuite bath and generous closet space. Conveniently located near shopping, dining, and major interstates, you’ll have easy access to everything Chesapeake and Hampton Roads have to offer.Move-in ready, only 2 years old, and beautifully maintained—this is one you’ll want to see!

1509 Waitsel Drive Unit 206, South Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.

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