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2901 Bainbridge Boulevard, Central Chesapeake
$300,000
3 Beds ⋅ 1 Baths ⋅ 10657210 MLS
Fall in love with this freshly renovated gem in the heart of Chesapeake! Featuring 3 bedrooms and 1 full bath, this charming home welcomes you with gorgeous hardwood floors, freshly painted interiors, and an abundance of natural light. The bright kitchen offers granite countertops, stainless steel appliances, and a cozy breakfast area. Thoughtful details, including built-in cabinetry and ample storage, add both character and functionality. Step outside to enjoy the screened-in porch and wood privacy-fenced backyard, great for entertaining guests or simply unwinding. New HVAC. Complete with a spacious 2-car garage and situated on a corner lot, this home offers comfort and convenience with easy access to I-464 and the Jordan Bridge. Don't miss the opportunity to make this beautiful property your own!

2901 Bainbridge Boulevard, Central Chesapeake
836 Sir Lancelot Drive, South Chesapeake
$300,000
5 Beds ⋅ 2.1 Baths ⋅ 10652461 MLS
Charming 5 bedroom, 2.5 bath, 2544 Sq Ft home in the sought after area of Camelot. Kitchen equipped with Granite Countertops and Stainless Steel Appliances. This spacious first floor consists of living room, formal dining room, den, family room, and additional bonus room to be used as bedroom/recreation. Plus luxury vinyl flooring installed throughout family room and bonus room. Roof: 30 year Architectural Shingle installed 2021. All windows have been replaced IN 2021. This home is centrally located close to highways 64, 664, Hampton & Monitor-Merrimac Tunnels.

836 Sir Lancelot Drive, South Chesapeake
4261 Taylor Road, West Chesapeake
$300,000
3 Beds ⋅ 2 Baths ⋅ 10635158 MLS
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 Thousand dollars ($1,700,000). 4.68-acres of prime property in the heart of Western Branch. The street frontage of all three combined is 592-feet and the depth is 330-feet. Property adjoins the 'John DeTriqet Memorial Trail' 4245 Taylor Rd MLS#10635156 & 4249 Taylor Rd MLS#10635157

4261 Taylor Road, West Chesapeake
216 Astra Lane, Central Chesapeake
$299,900
3 Beds ⋅ 2.1 Baths ⋅ 10657730 MLS
Enjoy low-maintenance luxury at Estella Villas! This beautifully kept townhome makes daily life simple with hard-surface flooring throughout the first floor and cozy carpet upstairs. The open-concept floor plan is perfect for hosting guests and spending time with family. A welcoming foyer upon entry sets this property apart from many modern builds. The home features high ceilings, and the kitchen overlooks the great room. On weekends, enjoy a barbecue on your private patio and embrace simple living without the stress of tedious yard work. Large bedrooms, granite countertops, master bedroom with en suite bathroom, double vanity sink, and walk-in closet. Conveniently located 12 minutes or less from downtown Norfolk, Greenbrier Mall. This one is stunning and upscale. Schedule your showing today!

216 Astra Lane, Central Chesapeake
1311 Perry Street, South Chesapeake
$299,900
3 Beds ⋅ 2 Baths ⋅ 10656850 MLS
Completely transformed from top to bottom, this stunning ranch offers an exceptionally open floor plan and extensive updates inside and out! The foyer, living room, dining room, and kitchen flow seamlessly together, creating an ideal space for everyday living and entertaining. The remodeled kitchen features new cabinetry, granite countertops, stainless steel appliances, updated lighting, and finishes. Both bathrooms are fully renovated, with new flooring/carpet, fresh paint, light fixtures, hardware and switches throughout. The oversized primary suite offers an impressive private retreat. Major updates include a new roof, windows, 200-amp electrical panel/service, upgraded electrical, and new kitchen/HVAC circuits. Outside, enjoy a new front door and sliding glass door leading to a huge backyard. The detached 2 car garage has a new garage door and offers space for vehicles, storage or a workshop. This home is truly move-in ready!

1311 Perry Street, South Chesapeake
1540 Eldwick Drive #204, South Chesapeake
$290,130
2 Beds ⋅ 2 Baths ⋅ 10651196 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #204, South Chesapeake
526 Windward Drive Drive, South Chesapeake
$290,000
3 Beds ⋅ 2.1 Baths ⋅ 10653125 MLS
Short sale — offer accepted and currently pending lender approval.

526 Windward Drive Drive, South Chesapeake
2502 Livesay Road, South Chesapeake
$290,000
3 Beds ⋅ 2 Baths ⋅ 10650500 MLS
Welcome home to this charming 1,224-square-foot home with a comfortable layout and plenty to offer. Inside, you'll find an updated kitchen and bathrooms, inviting living spaces, and a home that's been freshly cleaned and is ready for its next chapter. A little fresh paint gives the new owner an easy opportunity to add their own style. Outside, enjoy a manageable yard and convenient driveway parking. Whether you're buying your first home, downsizing, or looking for an investment, this one is worth a look!

2502 Livesay Road, South Chesapeake
708 Nottaway Drive, South Chesapeake
$289,900
2 Beds ⋅ 2.1 Baths ⋅ 10657099 MLS
Welcome to this spacious townhouse in Chesapeake in a great location with NO HOA!! The bright kitchen features a butler's window to provide a convenient pass-through for serving between the kitchen and dining area. The living room opens from the dining room and features a wood-burning fireplace as a centerpiece. Sliding glass doors lead from the living room to the back patio and fenced yard. Upstairs, you'll find two large bedrooms, each with its own ensuite bathroom and plenty of closet space. The primary bedroom also features a second wood-burning fireplace, creating a comfortable space to relax. Conveniently located near shopping, dining, schools, and major roadways. Property updates include a new tank water heater (2022), downstairs flooring (2022), fresh carpet and paint (2026), updated kitchen and bathroom faucets (2026), and a new backyard fence (2026). Water heater warranty may convey.

708 Nottaway Drive, South Chesapeake
300 San Roman Drive, South Chesapeake
$289,900
2 Beds ⋅ 1.1 Baths ⋅ 10655553 MLS
Welcome to this beautifully refreshed 2-bedroom, 1.5-bath townhome tucked away on a quiet cul-de-sac in sought-after Las Gaviotas. Head inside to a spacious living area featuring a cozy brick fireplace and an inviting floor plan perfect for relaxing or entertaining. Recent updates include fresh paint, new flooring and carpet, updated full bath, new rear deck, front porch railing, sliding glass doors, gutters, and water heater. Energy-efficient windows and kitchen appliances were replaced in 2020. Upstairs offers two generously sized bedrooms, a dual-entry full bath, and large hall closet for extra storage. Enjoy a private fenced backyard and new deck, perfect for morning coffee, grilling, or unwinding. Conveniently located near shopping, dining, parks, interstates, Chesapeake City Hall, and Grassfield schools. Move-in ready and waiting for its new owner!

300 San Roman Drive, South Chesapeake
1302 Portlock Road, Central Chesapeake
$289,900
3 Beds ⋅ 1 Baths ⋅ 10651587 MLS
Welcome to 1302 Portlock Road, where thoughtful updates and modern style come together to create a home that is truly ready to enjoy! From the moment you arrive, you’ll appreciate the fresh exterior paint, newer windows, and desirable corner-lot setting. Inside, the beautifully upgraded kitchen is sure to impress, featuring granite countertops, new cabinetry, and stainless-steel appliances, including a refrigerator, range, and microwave. The updated bathroom features attractive tiled walls, while new LVP flooring throughout provides a fresh, contemporary feel. The list of improvements continues with updated HVAC, water heater, smoke detectors, lighting fixtures, ceiling fans, interior door locks and hinges, plus fresh interior and exterior paint. These updates provide the perfect combination of style, comfort, and peace of mind. And there’s even more outside! The oversized storage shed with electrical offers an ideal space for a workshop, hobbies, projects, or additional storage. With extensive updates, modern finishes, a spacious corner lot, and a fantastic workshop/storage space, this home offers exceptional value and is ready for its next owner. Come see all that 1302 Portlock Road has to offer—you won’t want to miss this one!

1302 Portlock Road, Central Chesapeake
1540 Eldwick Drive #203, South Chesapeake
$284,900
2 Beds ⋅ 2 Baths ⋅ 10650605 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #203, South Chesapeake
1243 Damyien Arch, South Chesapeake
$280,000
4 Beds ⋅ 2.1 Baths ⋅ 10645218 MLS
Welcome to 1243 Damyien Arch, a beautiful townhome in the heart of Chesapeake's Greenbrier area! This spacious 3 possible 4-bedroom, 2.5-bath home offers an open and inviting floor plan designed for comfortable everyday living and effortless entertaining. The bright living area flows seamlessly into the dining space and kitchen, while the generous primary suite provides a private retreat with ample closet space and an en-suite bath. Enjoy low-maintenance living with a private patio, attached garage, and convenient access to shopping, dining, parks, major interstates, military bases, and Chesapeake Regional Medical Center. Located in an established neighborhood, this home is an excellent opportunity for anyone seeking a centrally located home with easy access to everything Hampton Roads has to offer. Schedule your private showing today and make this Chesapeake gem your new home!

1243 Damyien Arch, South Chesapeake
1213 Lakeview Court, South Chesapeake
$279,999
3 Beds ⋅ 1.1 Baths ⋅ 10645365 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath brick ranch nestled on a quiet cul-de-sac in the desirable Deep Creek area of Chesapeake. This charming home offers 1,392 square feet of comfortable living space, including a spacious den/family room perfect for entertaining, relaxing, or creating the ideal flex space. Major updates completed approximately 7 years ago include the roof, HVAC, windows, water heater, and encapsulated crawlspace, providing added peace of mind. The attached garage offers additional storage and convenience, while the washer and dryer convey with the home. Being sold As-Is, with the seller willing to consider reasonable buyer concessions with an acceptable offer. Don't miss this wonderful opportunity to make this home your own!

1213 Lakeview Court, South Chesapeake
1221 Commerce Avenue, Central Chesapeake
$279,725
3 Beds ⋅ 2.1 Baths ⋅ 10657786 MLS
A 2.75% ASSUMABLE MORTGAGE, UPDATED FEATURES, AND A FIRST-FLOOR PRIMARY SUITE! This Chesapeake home offers a combination of comfort, functionality, and potential financing advantages worth exploring. The bright, inviting kitchen features stainless steel appliances, updated cabinetry, and granite countertops, while water-resistant laminate flooring, ceramic tile, updated lighting, and ceiling fans add appeal throughout the home. The spacious first-floor primary suite features a vaulted ceiling, creating an open and relaxing retreat with an exceptional walk-in closet. Step outside to enjoy the deck and outdoor space, great for unwinding or entertaining, with the added convenience of a detached garage for parking, storage, or hobbies. If you're searching for an updated Chesapeake home with a first-floor primary suite and outdoor living space, this property deserves a closer look!

1221 Commerce Avenue, Central 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
638 Milby Drive, Central Chesapeake
$265,000
3 Beds ⋅ 1.1 Baths ⋅ 10653172 MLS
Make this your first stop! This well-maintained 3-bedroom, 1.5-bath ranch in Norfolk Highlands offers the convenience of single-level living and the peace of mind that comes with major recent updates. The kitchen was remodeled in 2024, both bathrooms were remodeled in 2025, the HVAC system was replaced in 2024, and the gutters were upgraded in 2025. Pride of ownership is evident throughout, making this home truly move-in ready. The attached garage provides additional storage and convenience, while clear termite and moisture reports are already available for buyers. Conveniently located near shopping, dining, major interstates, and military installations, this home combines comfort, updates, and an unbeatable central location!

638 Milby Drive, Central Chesapeake
1106 Maryview Avenue, Central Chesapeake
$264,000
3 Beds ⋅ 1 Baths ⋅ 10646147 MLS
Welcome home to this charming ranch that's full of warmth, character, and timeless appeal! Nestled at the end of your street with no through traffic, this adorable home offers the perfect blend of privacy, comfort, and convenience. Enter to discover soaring vaulted ceilings that create an open, airy feel throughout the main living spaces. With two inviting fireplaces and two separate dens, there's plenty of room to gather with family, entertain guests, or simply relax with a good book. The spacious eat-in kitchen is great for casual mornings, while the adjoining dining area is ready for holiday meals and special celebrations. Every room is filled with charm, making this home feel welcoming from the moment you walk through the door. Outside, you'll love the yard, offering endless possibilities for gardening, play, pets, or creating your own backyard oasis. The oversized carport provides excellent covered parking and additional storage space.

1106 Maryview Avenue, Central Chesapeake
1007 River Birch Court, South Chesapeake
$260,000
3 Beds ⋅ 1.1 Baths ⋅ 10653121 MLS
Welcome home to this 3-bedroom, 1.5-bath home featuring a spacious living room with a fireplace, stainless steel appliances, and a kitchen with abundant cabinet storage. Three bedrooms and a full bath are located upstairs, with a convenient half bath on the main level. Enjoy the fully fenced backyard w/ storage, and the added value of a new HVAC system to be installed prior to closing. Conveniently located with easy access to shopping, dining, and everyday amenities.

1007 River Birch Court, South Chesapeake
920 Godwin Avenue, Central Chesapeake
$255,000
4 Beds ⋅ 2 Baths ⋅ 10653962 MLS
Bring your vision to 920 Godwin Ave! This 4 bedroom, 2 bath Chesapeake home offers the space, layout, and potential to create something truly your own. With two levels of living space, generously sized rooms, and a spacious lot with a detached garage, there is plenty of room to work with. This home is a great opportunity for a buyer looking to add their personal touch, take on a renovation project, or build equity through improvements over time. The existing character provides a starting point, while the flexible layout offers plenty of possibilities for reimagining the space. Conveniently located near shopping, dining, schools, and major roadways, this property combines opportunity with an established Chesapeake location. If you've been looking for a home where you can see the potential and make it your own, this one is worth a look.

920 Godwin Avenue, Central Chesapeake
3228 Woodbaugh Drive, West Chesapeake
$245,000
4 Beds ⋅ 2 Baths ⋅ 10652231 MLS
Looking for a fixer upper at a great price? This is a corner lot with a great 4 bedroom floor plan and priced to sell fast! Some photos have been AI enhanced. Need a quick sale.

3228 Woodbaugh Drive, West Chesapeake
924 Deep Branch Way, South Chesapeake
$241,000
3 Beds ⋅ 2.1 Baths ⋅ 10621128 MLS
Located at the back of the development this well-maintained 3-bedroom, 2-bath end unit condo offers space, and strong value. Open plan living with LVP throughout both levels.The kitchen features stainless steel appliances, generous counter space, and a pantry for extra storage. Upstairs you will find three good size bedrooms and laundry, a primary bedroom with walk-in closet and nice ensuite End unit location also provides added privacy and natural light. surrounded on two sides by High Privacy fence. This is a short sale and subject to lender approval. Excellent opportunity for buyers willing to navigate the short sale process in exchange for potential value.Serious inquiries only. Schedule your showing today.

924 Deep Branch Way, South Chesapeake
2144 Campostella Road, Central Chesapeake
$231,750
5 Beds ⋅ 2 Baths ⋅ 10596405 MLS
Opportunity awaits! This 5 bedroom, 2 bathroom home in the heart of Chesapeake sits on a generously sized lot and is full of potential. It’s a wonderful canvas to renovate and create your dream home or next investment property. Whether you're looking to personalize your first home or add value through updates, this property offers the space, location, and possibilities to make it truly shine. The large lot provides ample room for gardening, entertaining, or anything else you’d like! Call today to schedule your showing today and imagine the possibilities! Case#541-731999 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.

2144 Campostella Road, Central Chesapeake
3202 Clover Road E, West Chesapeake
$229,995
2 Beds ⋅ 1.1 Baths ⋅ 10649707 MLS
Opportunity to love this affordable updated 2-bedroom, 1.5 bath townhome in desirable Western Branch! Features an updated kitchen, updated baths, luxury vinyl plank flooring (LVP), HVAC and water heater all replaced within the last 5 years. Improvements also include energy efficient vinyl windows, 30-year architectural shingles, custom brick backyard with privacy fence and shed. Located at end of cul-de-sac with plenty of parking available.

3202 Clover Road E, West Chesapeake
508 Stalham Road, Central Chesapeake
$229,900
3 Beds ⋅ 1 Baths ⋅ 10644192 MLS
Ranch home with 3 bedroom and 1 bathroom in the Plymouth Park neighborhood. Located near shopping, dining, and major roadways. Seller will not complete any repairs to the subject property, either lender or buyer requested. The property is sold in AS IS condition.

508 Stalham Road, Central Chesapeake
2918 Berkley Avenue, Central Chesapeake
$229,000
3 Beds ⋅ 2 Baths ⋅ 10652470 MLS
Great opportunity to own a 3 bedroom/2 bath ranch fixer upper/investment property being sold as-is. Needs updates and some TLC. Make this one your own. Large front porch and fully fenced yard. Storage shed out back.

2918 Berkley Avenue, Central Chesapeake
1672 Benefit Road, South Chesapeake
$225,000
3 Beds ⋅ 2 Baths ⋅ 10659764 MLS
Two homes, one opportunity at 1672 & 1674 Benefit Road! These two neighboring properties are being sold together, giving you three separate living spaces on adjoining lots. The main home at 1674 is a charming 3-bedroom, 1.5-bath home with a welcoming covered front porch, a spacious yard, and a long driveway. Inside, you’ll find luxury vinyl plank flooring, bright bedrooms with ceiling fans, and an updated kitchen with white cabinetry, granite-look counter tops, and modern appliances. Out back, the garage has been fully converted into a code-compliant 2-bedroom, 2-bath apartment with its own entrance. It features a stylish galley kitchen with stainless appliances, in-unit laundry, durable LVP flooring, and a subway-tile walk-in shower with a built-in bench and pebble floor. Next door, 1672 is a 3-bedroom, 2-bath brick ranch that’s ready for your personal touch and adds even more space and income potential. This property can work for you in several ways. For multi generational living, keep loved ones close while everyone has their own kitchen, entrance, and privacy. Aging parents, adult children, and long-term guests can each have a place of their own, just steps away. To house hack, live in one home and let the other two help cover your mortgage, building equity and wealth while you live there. As an investor, hold all three as long-term rentals for three income streams in one purchase and one location. Best of all, the property can change with you: start as a family property today and convert it to rental income later, or the other way around. Opportunities like this rarely come to market. Properties must be purchased together, so bring your vision and schedule your showing today!

1672 Benefit Road, South Chesapeake
733 Wickford Drive, South Chesapeake
$225,000
3 Beds ⋅ 1.1 Baths ⋅ 10657002 MLS

733 Wickford Drive, South Chesapeake
1140 Woodland Terrace Drive, South Chesapeake
$225,000
3 Beds ⋅ 1 Baths ⋅ 10647527 MLS
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.

1140 Woodland Terrace Drive, South Chesapeake
4332 Hillingdon Bend Unit 205, West Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10633795 MLS
Well-maintained 2-bedroom condo with tenant in place through March 2027, offering immediate rental income and long-term stability. Ideal for investors, buyers planning a future move, or buyers seeking a potentially assumable 3.25% VA loan. Features include an open floor plan, spacious living areas, stainless steel appliances, ample cabinet space, and a primary suite with two closets. Conveniently located near shopping, dining, military bases, and local attractions. A great opportunity for income potential and future flexibility in today’s market.

4332 Hillingdon Bend Unit 205, West 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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