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$415,000
4 Beds ⋅ 2.1 Baths ⋅ 10637465 MLS
NEWER HVAC, UPDATED KITCHEN, NEW PLUMBING, EV CHARGING STATION! And the YARD!! Welcome Home to 909 Portland Street in Chesapeake! This spacious and beautifully maintained brick ranch offers a blend of comfort, updates, and location. Featuring 4 bedrooms and 2.5 bathrooms, this home boasts large bedrooms and a functional layout designed for everyday living. Recent improvements include new hardwood flooring, new carpet, a new HVAC system, fresh paint throughout, and all new plumbing, making this home truly move-in ready. The attached garage and two separate driveways provide plenty of parking and convenience. Step outside to enjoy a large, shaded backyard, imagined for relaxing, entertaining, or enjoying quiet evenings outdoors. Located in a quiet neighborhood near the naval base, this home offers both tranquility and accessibility. With its thoughtful updates, spacious design, and beautiful outdoor space, 909 Portland Street is truly a must-see.

909 Portland Street, Central Chesapeake
$565,000
4 Beds ⋅ 4 Baths ⋅ 10636627 MLS
Private 4-bedroom, 4-bath home on a wooded corner lot in Inland Colony with .96 acre! Walk into the open kitchen with white cabinets, breakfast area & attached sunroom. Large living room with fireplace with separate porch and entrance. 2 bedrooms with a shared hallway bath. Circle around into another open living space with built in shelves and vaulted ceiling, attached back porch, full bathroom and large utility room. Primary bedroom is upstairs w/balcony, walk in closet & full bath. Loads of windows and natural light from every side. Full In-law suite with living room, kitchen, fireplace, bedroom, full bath and separate entrance making it great for multi-generational living or guests. Large fully fenced backyard. 2023 roof. RV hookup. Leafguard on gutters. U-shaped driveway for multi-car parking. Two sheds with electric for extra storage. Conveniently located near top-rated schools, shopping, dining and nearby water access along the Elizabeth River. Seller is offering 2.75% VA assumption to VA buyers with substitution of eligibility.

1137 Inland Road, South Chesapeake
$449,900
4 Beds ⋅ 2 Baths ⋅ 10637343 MLS
Welcome home to this beautifully maintained 4-bedroom property in the heart of Great Bridge! Pride of ownership is evident throughout, with numerous updates and upgrades completed over the years. The spacious primary suite features a private full bath, while the inviting living room offers a cozy fireplace framed by custom built-in cabinets, creating the perfect gathering space. The versatile room over the garage serves as a fourth bedroom, home office, media room, or additional living area to fit your needs. Step outside to a large deck overlooking an expansive .37-acre fenced backyard with privacy fencing—ideal for entertaining, pets, gardening, or relaxing outdoors. Conveniently located in the Hickory School District and near shopping, dining, entertainment, parks, and commuter routes, this move-in-ready Great Bridge home combines comfort, space, and location. Don't miss this exceptional opportunity!

540 Aylesbury Drive, South Chesapeake
$268,000
5 Beds ⋅ 3 Baths ⋅ 10637287 MLS
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 separate walk-in closets and 3 good size bedrooms with a full bathroom. 3% closing cost assistance for TLC

915 Harbour North Drive, Central Chesapeake
$618,000
4 Beds ⋅ 3 Baths ⋅ 10637261 MLS
Welcome to 336 Spice Bush in Chesapeake, VA! This stately two-story brick home offers classic curb appeal, a two-car garage, beautiful landscaping, and a spacious yard in a desirable location near Greenbrier. Inside, you’ll find bright living spaces with hardwood flooring, detailed trim, and comfortable flow for everyday living and entertaining. The family room features a cozy brick fireplace and opens to the screened porch, creating a relaxing indoor-outdoor retreat. The updated kitchen is a standout with white cabinetry, granite countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and an island with prep space. A formal dining room and flexible living/office area provide room for gatherings, work, or hobbies. Upstairs, spacious bedrooms include a primary suite with updated bath featuring a soaking tub, separate shower, and stylish vanity. Enjoy the screened porch overlooking the large backyard, great for relaxing, play, pets, gardening, or entertaining.

336 Spice Bush Court, South Chesapeake
$1,274,900
4 Beds ⋅ 4 Baths ⋅ 10637217 MLS
MOTIVATED SELLER!!! Welcome to 709 Forest Mills Road, a stunning private estate nestled on approximately three acres in Chesapeake's highly sought-after Hickory community. This exceptional custom-built residence offers over 5,300 square feet of thoughtfully designed living space, blending timeless elegance with everyday comfort. Featuring four spacious bedrooms and four full bathrooms, the home boasts generous living and entertaining areas, soaring ceilings, abundant natural light, and quality craftsmanship throughout. The expansive floor plan provides flexibility for both formal gatherings and relaxed family living. Outside, the beautifully maintained acreage offers a rare combination of privacy and open space, creating the perfect setting for outdoor entertaining, recreation, gardening, or simply enjoying peaceful country living. Mature landscaping and a picturesque setting enhance the property's impressive curb appeal. Located within the award-winning Hickory school district and just minutes from shopping, dining, and major commuter routes, this remarkable property delivers the ideal balance of luxury, convenience, and tranquility. Experience the space, privacy, and lifestyle that make 709 Forest Mills Road a truly exceptional place to call home.

709 Forest Mills Road, South Chesapeake
$589,900
4 Beds ⋅ 2.1 Baths ⋅ 10637132 MLS
Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, South Chesapeake
$345,900
3 Beds ⋅ 2 Baths ⋅ 10637149 MLS
Welcome Home! Step into this beautifully renovated 3BR 2BA home in the heart of Chesapeake where modern upgrades meet everyday comfort. Thoughtfully redesigned with natural light and a flexible floorplan for relaxing, or working from home. Major upgrades include NEW ROOF and NEW HVAC SYSTEM, laundry room, new lighting inside and out. Enjoy stylish LVP flooring throughout, a stunning and fully updated kitchen with new stainless steel appliances, and sleek finishes that make both cooking and hosting a delight. Retreat to a spacious primary suite complete with a custom ensuite designed for comfort and privacy. Step outside to a fully fenced backyard with a new deck to unwind after a long day. The perfect blend of style, space, and location! Don't let this one get away! Come see it today!

4111 Williamson Street, Central Chesapeake
$615,000
4 Beds ⋅ 2.1 Baths ⋅ 10636808 MLS
This well-maintained home features hardwood floors throughout the main living areas. The kitchen includes stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating. The family room offers a fireplace, and the dining room features French doors. Upstairs, the primary suite includes a vaulted ceiling and private bath with dual sinks, a custom tiled shower, and a jetted tub. Three additional bedrooms, a full bath with dual vanities, and a laundry room complete the second floor. The sunroom overlooks the fenced backyard and extended patio, providing additional space for outdoor living and entertaining. Exterior recently repainted. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining. One or more photos have been virtually staged.

1853 Rockwood Drive, South Chesapeake
$240,000
10636984 MLS
Western Branch school zoned 6 acre parcel ready for you to build your dream home. NO Hoa fees or rules. Seller will provide survey just recently done and a copy of perk test for approved offers only. Non conforming septic systems can be used, and you will need to dig a private deep water well. Listing agent can provide some options for septic and local well companies, along with local builders and land lenders. Enjoy the privacy of "country style" living while being minutes from interstate access. Centrally located between Va Beach and Suffolk. This land was just appraised in January of 2026.

4809 Sondej Avenue, West Chesapeake
$750,000
5 Beds ⋅ 4 Baths ⋅ 10636961 MLS
Stunning all-brick home offering 5 bedrooms and 4 full bathrooms with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen features abundant cabinetry, generous counter space, and seamless flow into the main living areas. Beautiful hardwood floors and an abundance of natural light create a warm and inviting atmosphere throughout the home. The expansive primary suite serves as a private retreat with a cozy fireplace and luxurious space to unwind. Come outside to the deck overlooking the fenced backyard, perfect for relaxing, entertaining, or enjoying outdoor activities.

915 Shelter Rock Lane, South Chesapeake
$60,000
10636811 MLS
This 40’ x 105’ cleared buildable corner lot offers an excellent opportunity to build your dream home in the desirable Deep Creek area of Chesapeake. Zoned R6, the property has access to city utilities at the street, making the building process more convenient and efficient. No HOA! Ideally located near major highways and interstate access, as well as shopping, restaurants, and schools, this lot provides easy access to everything Chesapeake has to offer. Whether you are a builder, investor, or future homeowner looking to customize your next residence, this property offers the perfect blend of location, convenience, and potential. Don’t miss this opportunity!

29 Gale Avenue, South Chesapeake
$350,000
4 Beds ⋅ 1 Baths ⋅ 10636573 MLS
Welcome home to this beautifully maintained all brick ranch in the established Tanglewood neighborhood of Central Chesapeake. This move in ready 3 (can be 4) bedroom, 1 bath home offers approximately 1400 square feet of comfortable one level living on a spacious .28 acre fenced lot. Inside, you'll find an updated kitchen, brand new carpet, a cozy natural gas fireplace, a bright breakfast area, utility room, and attic storage. Major updates include a new roof installed in 2019 and a brand new high efficiency gas pack HVAC system installed in 2024 with a transferable 10 year warranty, providing peace of mind for years to come. The large fenced backyard offers plenty of space for entertaining, gardening, play, pets, or creating your own outdoor retreat. A long driveway provides ample off street parking. Conveniently located near shopping, dining, parks, schools, major highways, and military bases, this home combines comfort, convenience, and value. Whether you are a first time homebuyer, looking for additional space, downsizing, or adding to your investment portfolio, this is an exceptional opportunity. Schedule your private showing today.

313 Sparrow Road, Central Chesapeake
$599,900
3 Beds ⋅ 2 Baths ⋅ 10636653 MLS
RARE OPPORTUNITY TO OWN A RANCH ON 3 PRIVATE ACRES IN GREAT BRIDGE. THIS SPACIOUS 3 BED, 2 BATH HOME OFFERS APPX. 2500 SQ. FT. OF COMFORTABLE SINGLE LEVEL COUNTRY LIVING WITH TIMELESS CHARM. HOME COMES WITH 2 CAR SIDE LOADING ATTACHED AND A 2 CAR DETACHED SIDE LOADING GARAGES. ENJOY THE NEARBY DINING, SHOPPING, AND TOP RATED GRASSFIELD & HICKORY SCHOOLS. THE ATTACHED/DETACHED GARAGE, FLORIDA/SUN ROOM, AND OUTDOOR SPACE PROVIDES PLENTY OF ROOM FOR ACTIVITIES. ROOF WAS REPLACED WITHIN 5 YEARS. WATER HEATER 2018, GUTTERS/VINYL/& HVAC REPLACED APPX 2009.

645 Ravenwoods Drive, South Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10636555 MLS
Some houses make you feel like a guest. This one makes you never want to leave. Spread across two spacious stories in one of Chesapeake's most sought-after communities, this home was built for people who actually use their space — whether that's splashing in the private pool on a Virginia summer afternoon, hosting a backyard cookout on the deck, or just enjoying the rare luxury of a completely fenced yard where nobody can see in. Inside, the layout flows the way life actually does: room to cook, room to gather, room to disappear into your own corner. Four generous bedrooms upstairs mean everyone has their own space. The half-bath on the main level keeps guests out of your business. And the attached 2-car garage means no fighting for the driveway. This is the kind of house that sells itself — the only question is whether someone else will schedule a tour before you do.

936 Saddleback Trail Road, South Chesapeake
$310,000
4 Beds ⋅ 1 Baths ⋅ 10636426 MLS
**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.**

843 Quail Avenue, Central Chesapeake
$299,000
4 Beds ⋅ 1 Baths ⋅ 10636446 MLS
**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.**

744 Partridge Avenue, Central Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10636443 MLS
Welcome to Jolliff Woods in sought-after Western Branch! Lovingly maintained by the original owners since day one, home offers comfort, space, and timeless appeal. The first floor features an open living area which is great for everyday living and entertaining, along with a formal dining room and an eat-in kitchen with abundant counter space and room to gather. Upstairs, you'll find three spacious bedrooms and a loft which can double as a fourth bedroom. There is plenty of flexibility for family, guests, or home office needs. Step outside to enjoy the large backyard, spacious deck built for relaxing and entertaining, and a two-story storage shed providing exceptional storage and workspace. Conveniently located near schools, shopping, and major routes. This well-cared-for home is ready for its next owners!

1805 Blackhawk Place, West Chesapeake
$575,000
4 Beds ⋅ 2.1 Baths ⋅ 10635488 MLS
Newly Built 4 Bedroom 2 & 1/2 bath home! Featuring the top of the line finishes, including granite counters in the kitchen and baths, Stainless steel appliance package, stainless farmhouse sink, and electric fireplace. Lots of kitchen storage & work space with an island & butler's pantry. The primary suite has a tray ceiling, 2 walk-in closets, and an ensuite bath with a drop-in tub and a deluxe-sized shower. All rooms are generously sized with ample closet space throughout the home. Premium LVP on the first floor and carpet upstairs. You’ll also appreciate the large 2-car attached garage with an extra wide driveway and the included whole-house water treatment system. Make an appointment today! Owner Agent.

3620 Parr Lane, South Chesapeake
$340,000
3 Beds ⋅ 1.1 Baths ⋅ 10636274 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 offer energy efficiency with a transferable payment agreement, helping offset monthly electric costs. Home and appliances convey as-is. Home is currently occupied and preparing for military relocation, with packing scheduled for the second week of June. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake
$440,000
4 Beds ⋅ 2 Baths ⋅ 10636036 MLS
Nestled in the sought-after Homestead Acres community of Chesapeake, this beautifully maintained brick ranch offers the perfect blend of comfort, charm, and functionality. Enjoy an inviting open floor plan with spacious living areas, an updated kitchen, bright sunroom, and screened-in porch to enjoy year-round. Step outside to a large backyard retreat complete with a built-in firepit, great for relaxing evenings under the stars. Additional features include reverse osmosis system, water softener maintained by Moody’s, and HVAC less than 3 years old with smart system technology. Conveniently located near top-rated schools, shopping, dining, and more. Please ask details from agent on short sale details.

2744 Horseshoe Drive, South Chesapeake
$414,800
3 Beds ⋅ 2.1 Baths ⋅ 10636025 MLS
Beautifully renovated 3-bedroom, 2.5-bath brick ranch located in a quiet, centrally located Chesapeake neighborhood. Open floor plan w/ LVP flooring, carpeted bedrooms, & 2 inviting family rooms offering endless possibilities for entertaining or relaxing. Dedicated dining room provides a warm, defined space for gatherings. Kitchen completed w/ quartz countertops, stainless steel appliances, soft-close cabinets & drawers, & a cozy breakfast nook. Primary bedroom is a private retreat w/ its own flex room great for a sitting area, office, or workout space. Enjoy two walk-in closets & a breathtaking ensuite bathroom designed like a luxury spa. This standout space features dual vanity sinks & an impressive 7' x 7' dual-head shower room transforming your daily routine into a rejuvenating experience. Secluded deck & private backyard for outdoor living. Property includes a two-level workshop, offering abundant storage & ample workspace for hobbies, projects, or equipment. Book your tour now!

357 Dexter E Street, Central Chesapeake
$199,900
3 Beds ⋅ 2 Baths ⋅ 10635979 MLS

1233 Transylvania Avenue, Central Chesapeake
$1,089,000
5 Beds ⋅ 3.1 Baths ⋅ 10635945 MLS
NEW CONSTRUCTION HOME SITUATED ON 3 ACRE PRIVATE LOT. TRANSITIONAL STYLE HOME OFFERS AN OPEN FLOOR PLAN, 5 BEDROOMS, 3.5 BATHS & LOFT. KITCHEN WITH LARGE ISLAND, SPACE FOR SEATING AND OPENS TO THE GREAT ROOM AND FEATURES GRANITE COUNTERS, TILE BACKSPLASH, PANTRY AND GE CAFE STAINLESS APPLIANCES TO INCLUDE A REFRIGERATOR, GAS COOKTOP. FIRST FLOOR PRIMARY SUITE FEATURES A LARGE WALK IN CLOSET, WOOD SHELVING, FULL BATH, SHOWER, TILE SURROUND, SOAKING TUB, TILE FLOORING, DOUBLE VANITY, QUARTZ COUNTERS, SEPARATE WATER CLOSET. UPSTAIRS JACK & JILL BATH, AND A HALL BATH. LOFT CAN BE UTILIZED FOR TV/OFFICE/PLAYROOM THE CHOICE IS YOURS. COVERED SCREENED PORCH OFFERS A RETREAT-LIKE SETTING FOR HOMEOWNERS TO ENJOY. 3 CAR ATTACHED GARAGE, TANKLESS GAS WATER HEATER, LVP FLOORING ON 1ST FLOOR, CARPETING IN UPSTAIRS BEDROOMS, WOOD SHELVING FOR ALL BEDROOM CLOSETS, GRANITE COUNTERTOPS IN BATHS, ARCHITECTURAL SHINGLE/METAL ROOF.

2624 Ballahack Road, South Chesapeake
$499,990
3 Beds ⋅ 1.1 Baths ⋅ 10635788 MLS
Great opportunity in this all brick Ranch in the heart of Western Branch with a brand new roof and a huge attic for future expansion! The Family room with vaulted ceiling and gas log fireplace has built in casing and is open to the Kitchen, that offers dual ovens and large center island. The Dining Room also features built in shelving, perfect for the fine china or family keepsakes. 2 large first floor bedrooms and the Finished Room over Garage can be the 3rd bedroom or office/media room. The unfinished Attic is framed up for 3 rooms and a future bath if necessary. Fenced in yard is great for dogs or kids to play. Short distance to all Western Branch schools and no HOA!

2871 Lilley Cove Drive, West Chesapeake
$120,000
10635516 MLS
Three lots (38 BLK, 39 BLK & 40 BLK) must be sold together, $40k each.

38 BLK Darden Street, South Chesapeake
$400,000
10635445 MLS
Over 1 acre of commercially zoned land with strong road frontage and excellent visibility along George Washington Hwy and Canal Drive, situated in a high-traffic area. Zoned B-1, allowing for a rage of business and development uses. The site offers solid exposure for retail, service, or mixed-use potential. Priced below tax assessment, presenting an opportunity for investors or developers looking to establish a presence in a highly visible location. Seller financing available for a qualified buyer.

1200 George Washington Highway N, South Chesapeake
$849,500
4 Beds ⋅ 3.1 Baths ⋅ 10635181 MLS

2209 Centerville Turnpike S, South 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
$771,900
4 Beds ⋅ 3.1 Baths ⋅ 10634877 MLS
Let’s be real—a "dream home" should do more than just look good in photos; it should actually make your life easier. The Engle welcomes you with a spacious dining room that’s practically begging for holiday gatherings (even if your "cooking" usually involves a delivery app). The kitchen is the undisputed heart of the home, featuring a massive island. The second floor is where the magic really happens. The primary suite is tucked away —offering a much-needed sanctuary from the household buzz—complete with dual walk-in closets (because sharing is overrated). In a rare move, every single guest bedroom also features its own walk-in closet, finally solving the "where do we put all the stuff?" dilemma. Plus, the central loft is a total chameleon, ready to serve as a cozy media den or a quiet home office. The Engle is all about "Truly Living" with plenty of room to breathe. Ask about our current Incentives and come see us at the design center to start personalizing yours!

MM Taft (Engle B-1) Road, 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.