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4316 Taylor Road, West Chesapeake
$309,500
3 Beds ⋅ 1 Baths ⋅ 10655713 MLS
Welcome home to this cute little ranch that perfectly blends comfort, charm, and convenience! This move-in-ready home offers easy one-level living with a welcoming layout and a warm, inviting feel throughout. Whether you're a first-time buyer, downsizing, or simply looking for a home that's easy to love and easy to maintain, this one is worth a look.Enjoy the convenience of being just minutes from major highways, making commuting and getting around Hampton Roads a breeze. When it's time to slow down and enjoy the outdoors, you'll appreciate having a beautiful nearby park and walking areas close to home. It's the perfect setting for an evening stroll, morning walk, or simply enjoying some fresh air.

4316 Taylor Road, West Chesapeake
1407 Hawick Terrace, South Chesapeake
$499,999
3 Beds ⋅ 3 Baths ⋅ 10656063 MLS
Welcome home to Chesapeake’s premier 55+ community! This move-in-ready home offers a fantastic and flexible floor plan featuring TWO spacious primary suites—one on each level—providing plenty of room for guests. The beautiful family room features soaring vaulted ceilings, luxury vinyl plank flooring, and a cozy gas fireplace. Just off the main living area is an additional first-floor flex space, perfect for a home office, reading room, or a relaxing spot to enjoy your morning coffee. The spacious eat-in kitchen features new stainless steel appliances and recessed lighting, while the formal dining room provides the perfect space for entertaining. The large first-floor primary suite offers a private bath with double vanity, separate shower, and oversized jetted tub. At the heart of the community is the Bay Club, featuring indoor and outdoor pools, hot tub, fitness center, billiards, library, game rooms, and so much more. Come experience resort-style living at Eagle Pointe!

1407 Hawick Terrace, South Chesapeake
718 Osborn Avenue, Central Chesapeake
$287,000
3 Beds ⋅ 1.1 Baths ⋅ 10656065 MLS
Don’t miss this charming brick starter home offering 3 bedrooms, 1.5 baths, and just under 1,200 sq. ft. The updated kitchen, newer roof, HVAC, and windows (all under 5 years old) provide peace of mind, while the fully fenced backyard offers plenty of space to relax or play. Conveniently located near interstates, military bases, shopping, and restaurants, and zoned for Indian River schools. A great opportunity to add your personal touches and make it your own!

718 Osborn Avenue, Central Chesapeake
109 Causeway Drive, South Chesapeake
$419,900
3 Beds ⋅ 2 Baths ⋅ 10655782 MLS
Welcome to 109 Causeway Dr, a charming home nestled on a quiet street in the highly desirable Great Bridge area of Chesapeake! Enjoy major peace of mind with recent big-ticket upgrades, including a newly updated HVAC system, new water heaters, flooring throughout, and the electrical panel in the garage updated within the last 2 years. One of the standout features of this property is the HUGE backyard—providing an abundance of open space for entertaining, gardening, or play. Plus, there is ample parking and side access with more than enough space to park your large RV, boat, trailer, or multiple vehicles. Location is everything! Situated just off Battlefield Blvd, you are minutes away from top-rated Chesapeake public schools, local parks, waterways, and the Intracoastal Waterway. You'll love the convenience of quick access to everyday shopping, dining, medical facilities, and major highways for an easy commute throughout Hampton Roads.

109 Causeway Drive, South Chesapeake
925 N Scarlet Oak Court, South Chesapeake
$385,000
3 Beds ⋅ 2 Baths ⋅ 10655823 MLS
Well Maintained Brick & Vinyl Ranch on Cul-de-sac. Fenced yard w/covered deck. Living room w/wood burn FP. Great room, dining room w/bench seat window. Ceiling fans throughout. 8' mirrored closet. Upgraded bath w/tile & granite. Newer windows, HVAC 2021. Kitchen slider door w/blinds. Laundry room w/shelving. Upgraded closet w/custom shelves, lights & doors in primary suite. LVT flooring. Path to lake & playground. Garage w/openers. Custom blinds. Storm front door. Close to shopping, restaurants & more!

925 N Scarlet Oak Court, South Chesapeake
111 Goldcrest Drive Drive, Central Chesapeake
$465,000
3 Beds ⋅ 2 Baths ⋅ 10655863 MLS
Nestled off two quiet cul-de-sacs, this beautiful riverside ranch is the ultimate canvas for your custom dream home. Boasting exceptional bones and incredible profit potential, the spacious interior features original hardwood floors waiting to be restored. The layout offers a large front den centered around a classic wood-burning fireplace, three sizable bedrooms with generous closets, a formal dining area, and a secondary rear den that opens to a large, screened-in porch. Off the kitchen, a sun-flooded breezeway provides ideal flexible square footage for a home office or gym.The true highlight is the outdoor oasis. Framed by palm trees, the backyard features an in-ground pool with a diving board, fully fenced on the sides for privacy while leaving the rear wide open to serene water views. The waterfront infrastructure is already complete, including a concrete seawall and an existing dock. Schedule your showing today to unlock this property's full potential!

111 Goldcrest Drive Drive, Central Chesapeake
1809 Hearthside Court, Central Chesapeake
$244,900
3 Beds ⋅ 1.1 Baths ⋅ 10655854 MLS
Charming 3-bedroom, 1.5-bath townhome on Hearthside Court in Chesapeake, offering approximately 1,291 square feet across two stories. Features include beautiful wood-pattern LVP floors, stainless steel appliances, and abundant natural light. Conveniently located near shopping, dining, entertainment, and interstate access. Contact the listing office today!

1809 Hearthside Court, Central Chesapeake
708 Sail Fish Quay, South Chesapeake
$239,900
2 Beds ⋅ 2 Baths ⋅ 10655612 MLS
Beautiful Ground Floor Condo in Riverwalk! Enjoy the Spacious Living Room with Fireplace and Dining Area! This Open Unit features an Eat In Kitchen This property also features Two Bedrooms with Two Full Baths.

708 Sail Fish Quay, South Chesapeake
539 Schaefer Avenue, West Chesapeake
$489,000
4 Beds ⋅ 2.1 Baths ⋅ 10655779 MLS
Built in 2017 and thoughtfully maintained, this spacious 4-bedroom, 2.5-bath Chesapeake home offers 2,225 square feet of comfortable living space with an inviting, open-concept layout. The kitchen flows seamlessly into the dining and living areas, creating a welcoming space for everyday living and entertaining. Custom finishes and a striking accent wall add character, while generously sized bedrooms provide flexibility for guests, hobbies, or a home office. The primary suite features a private bath and ample closet space. Outside, enjoy a patio, in-ground irrigation system, and a generously sized lot. An attached two-car garage provides additional convenience. Located in Homestead at Bowers Hill with access to shopping, dining, and major commuter routes, this home offers modern comfort without the wait for new construction. Schedule your private tour!

539 Schaefer Avenue, West Chesapeake
1741 Fortune Terrace, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10655498 MLS
Welcome to your next home, where every day feels a little more special. Nestled in the highly sought-after Bryan's Cove community, this beautiful home offers more than just a place to live; it offers a lifestyle defined by comfort, convenience, and connection. Enjoy added privacy with a peaceful wooded backdrop and no rear neighbors. With a low condo fee, no flood insurance requirement, and zoning for the highly desirable Grassfield school district, this home truly checks all the boxes. Bryan's Cove is known for its scenic surroundings and exceptional amenities, offering the perfect blend of tranquility and everyday convenience. Residents enjoy access to a community dock, dog park, fitness center, clubhouse, and swimming pool. Nearby, you will find Publix, lots of other shopping and several restaurants, Tidewater Community College, and quick access to Interstates 64 and 264 makes commuting and daily errands effortless, while parks, recreation, and local attractions are all close by. Inside, you'll find a warm and inviting floor plan designed for both comfortable living and effortless entertaining. The spacious kitchen serves as the heart of the home, featuring a large center island with seating, abundant prep space, and a gas range that will delight home chefs. Every room has been thoughtfully designed to create a welcoming atmosphere where family and friends can gather and lasting memories can be made. Opportunities like this don't come along often. If you've been searching for a home in an exceptional community with outstanding amenities, top-rated schools, and a private, natural setting, this is one you won't want to miss. Schedule your private showing today and experience everything this remarkable home has to offer.

1741 Fortune Terrace, South Chesapeake
3145 Codorus Street, South Chesapeake
$490,000
4 Beds ⋅ 2.1 Baths ⋅ 10655704 MLS
Seller is willing to negotiate CCA/rate buy down! VA Assumable rate of 2.875%. Beautifully updated and move-in ready, this home offers the perfect blend of comfort, style, and community. Recent improvements include luxury vinyl plank flooring throughout, a beautifully renovated primary bath with a spacious walk-in shower, and the addition of a fourth bedroom for added flexibility. Outside, the large backyard is framed by mature weeping willow trees, creating a peaceful retreat on a quiet side street. Beyond your front door, enjoy a lifestyle that’s hard to find—golf cart rides to the clubhouse, afternoons at the resort-style pool, workouts in the fitness center, visits to the dog parks and playgrounds, and a calendar full of neighborhood events including community picnics, book club, cigar & bourbon nights, festive holiday celebrations, and the beloved Christmas golf cart parade. Experience everything this vibrant, close-knit community has to offer in sought-after Culpepper Landing.

3145 Codorus Street, South Chesapeake
2604 Elkhart Street, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10655711 MLS

2604 Elkhart Street, South Chesapeake
2005 Lockard Avenue, Central Chesapeake
$229,900
1 Beds ⋅ 1 Baths ⋅ 10655691 MLS
Welcome home to this move-in ready Chesapeake gem! This bright and inviting one-bedroom, one-bath home offers an open-concept layout with the kitchen overlooking the living area, creating a functional space for everyday living and entertaining. Enjoy your own private patio, perfect for relaxing outdoors. A brand-new HVAC system. Conveniently located near Greenbrier, Kempsville, shopping, dining, parks, and major interstates, this home offers easy access to everything Chesapeake and the surrounding area have to offer. Whether you're purchasing your first home, looking to downsize, or searching for an investment property, this is an opportunity you won't want to miss.

2005 Lockard Avenue, Central Chesapeake
944 Bells Mill Road, South Chesapeake
$337,500
3 Beds ⋅ 1 Baths ⋅ 10655690 MLS
Own a piece of Chesapeake history! This charming Great Bridge Craftsman bungalow is documented by the Virginia DHR as Historic Resource #131-5027, dating to approx. 1915–1925. Full of warmth & character with beautiful wood floors, new LVP in the kitchen & laundry, fresh paint, updated fixtures, refreshed kitchen & bath, plus a versatile bonus room that can easily serve as an additional bedroom. Detached garage, spacious & a.36-acre lot. A rare blend of historic charm, modern touches & timeless character—ready to welcome you home!

944 Bells Mill Road, South Chesapeake
1405 Salton Drive, Central Chesapeake
$349,999
4 Beds ⋅ 2 Baths ⋅ 10655677 MLS
Welcome to this beautifully transformed 4-bedroom, 2-bath home in a sought-after Chesapeake neighborhood. Step inside to a bright, modern interior featuring a brand-new kitchen with quartz countertops, new cabinetry and stainless-steel appliances, two beautifully updated full bathrooms, fresh finishes, and a clean contemporary look throughout. You name it and its NEW in 2026! Roof, siding, doors, windows, drywall, flooring, carpet, paint, light fixtures, kitchen, bathrooms, appliances, HVAC, water heater…the list keeps going. And wait until you see the backyard. HUGE, fully fenced, and ready for the pets, cookouts, cornhole or that backyard setup you’ve been saving on Pinterest and swearing you’re going to build one day. With nearly everything replaced in 2026, this home gives you the fresh feel of new construction without the new construction wait. Turn-key, move-in ready, and looking for its next owner. Bring your furniture we already handled the hard part. Welcome Home!

1405 Salton Drive, Central Chesapeake
1225 Jackson Avenue, Central Chesapeake
$225,000
3 Beds ⋅ 1 Baths ⋅ 10655557 MLS
Charming 3 bedroom, 1 bath home situated on a deep 42' x 155' lot with plenty of outdoor space to enjoy. Inside, you'll find a comfortable living room with an accent wall, an eat-in kitchen with ample cabinetry and counter space, and a separate laundry area. All three bedrooms offer good natural light, with the primary bedroom featuring generous closet storage. A covered front porch adds a welcoming spot to relax, while the spacious backyard offers room for entertaining, gardening or future outdoor projects. The detached garage/workshop is equipped with electrical service, providing additional storage and a versatile space for hobbies or projects. Unapproved short sale. Property is being sold AS-IS. Seller to make no repairs.

1225 Jackson Avenue, Central Chesapeake
518 Whisper Walk, South Chesapeake
$439,900
4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS
Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, South Chesapeake
5001 Clifton Street, West Chesapeake
$200,000
3 Beds ⋅ 1 Baths ⋅ 10655489 MLS
Rare package deal opportunity in highly sought-after Western Branch! This move-in ready 3-bedroom ranch sits on a quiet street. The home has new paint, new floors, new A/C & heat systems, new wrap around porch, newer appliances and windows. The large rear yard and side lot provide an abundance of space for storing an RV, boat, or multiple extra cars. Nestled in a quiet neighborhood just minutes from local shopping, parks, schools, and military bases. No HOA. Additional lot next door can be purchased as well at 4999 Clifton St.

5001 Clifton Street, West Chesapeake
405 Tekoa Road, Central Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10655463 MLS
Chesapeake Rancher offering Living room, eat in kitchen, bonus/den room, 3 beds 2 full baths, detached garage with power (as is where is). Gas heat and hot water, Central Ac, driveway holds 3 vehicles.

405 Tekoa Road, Central Chesapeake
1321 Seaboard Avenue, Central Chesapeake
$275,000
4 Beds ⋅ 2 Baths ⋅ 10655376 MLS
Beautifully updated 4 bedroom, 2 bath home in Chesapeake! Spacious home that features modern updates throughout and offers easy access to nearby interstates for a quick commute. Don’t miss the amazing blend of style, comfort, and convenience!

1321 Seaboard Avenue, Central Chesapeake
245 Old Drive, South Chesapeake
$410,000
3 Beds ⋅ 1.1 Baths ⋅ 10655362 MLS
THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

245 Old Drive, South Chesapeake
3433 Martin Johnson Road, South Chesapeake
$385,000
3 Beds ⋅ 2 Baths ⋅ 10655347 MLS
Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, South Chesapeake
2821 Meadow Wood Dr E Drive, West Chesapeake
$409,500
3 Beds ⋅ 2 Baths ⋅ 10655209 MLS
Welcome home to this single-story masterpiece offering high-end designer finishes & modern elegance from top to bottom. Step inside to the seamless open flow accented by recessed lighting, modern light fixtures, stylish ceiling fans, & durable Luxury Vinyl Plank (LVP) flooring throughout the main living spaces. The chef-inspired kitchen features pristine quartz countertops, a custom tile backsplash, brand-new stainless steel appliances, & soft-close shaker cabinetry. Both bathrooms feature artistic custom tile work surrounding the tub & shower, elevated by high-end fixtures & vanity details. All 3 bedrooms feature fresh plush carpet for maximum comfort. Outdoors, enjoy an expansive, private backyard complete w/ a custom deck for entertaining, an extended driveway, & additional concrete pad—great for extra vehicle parking or outdoor storage setup. Located in a top-tier school district & just minutes from premier shopping, dining, & retail options. Nothing left to do but move right in!

2821 Meadow Wood Dr E Drive, West Chesapeake
605 Wingfield Avenue, Central Chesapeake
$279,900
4 Beds ⋅ 1 Baths ⋅ 10655177 MLS
Welcome to this charming two-story Cape Cod offering 4 bedrooms and a spacious open floor plan designed for comfortable living. The home's inviting layout provides plenty of room for family gatherings and everyday enjoyment. Living room, dinning room, eat-in kitchen, 2 bedrooms on 1st floor and 2 bedrooms on 2nd floor. A full family bathroom serves the home, while the generous bedroom count offers flexibility for guests, a home office, or growing households. Newer water heater and windows have been replaced. This property is being sold as-is, and presents a great opportunity for homeowners or investors looking to add their personal touches and build equity.

605 Wingfield Avenue, Central Chesapeake
601 Wingfield Avenue, Central Chesapeake
$299,900
3 Beds ⋅ 1 Baths ⋅ 10655176 MLS
Charming Cape Cod-style home situated on a desirable corner lot, offering plenty of character and potential. Features a spacious eat-in kitchen, beautiful hardwood floors, and a large living room highlighted by a cozy fireplace. The main level includes two comfortable bedrooms and a full family bathroom, while the second floor boasts a generously sized bedroom, providing additional privacy and space. An oversized detached garage with large driveway offers ample room for parking, storage, or a workshop. This two-story home is being sold as-is, presenting a great opportunity for homeowners, investors, or those looking to add their personal touch.

601 Wingfield Avenue, Central Chesapeake
1710 Defiance Drive, South Chesapeake
$399,000
3 Beds ⋅ 2.1 Baths ⋅ 10654966 MLS
Welcome home to 1710 Defiance Drive! This spacious townhouse-style condo offers 3 bedrooms, 2.5 baths, and 1,577 square feet of comfortable living space. The layout gives you plenty of room to spread out while still offering the easy, low-maintenance lifestyle condo living is known for. Whether you’re enjoying a quiet night at home or taking advantage of the neighborhood amenities, there’s plenty to love here. The community offers a clubhouse, exercise room, playground, pool, and ground maintenance—giving you more time to enjoy your home and less time worrying about exterior upkeep. A great option for anyone looking for space, convenience, and community amenities all wrapped into one!

1710 Defiance Drive, South Chesapeake
618 Ridge Circle, South Chesapeake
$225,000
2 Beds ⋅ 2.1 Baths ⋅ 10655183 MLS
Charming 2 bedroom 2.5 bath condominium near shopping, restaurants and close access to interstates and Chesapeake Regional Hospital. Located within the B.M. Williams district, a designated Purple Star school supporting military-connected families. Home has double walk-in closets, all new LVP flooring, fresh paint, privacy fence and patio. Brand new light fixtures, ceiling fans, and appliances.

618 Ridge Circle, South Chesapeake
609 Dupree Lane, Central Chesapeake
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10654902 MLS
Welcome to 609 Dupree Lane, a spacious 3-story end-unit townhome offering 3 bedrooms, 2.5 baths, and a thoughtfully designed layout. The first floor features a versatile flex room, ideal for a home office, den, fitness space, or additional living area. The main living level showcases new flooring, recessed lighting, and a generously sized kitchen featuring a large center island, pantry, and plenty of space for gathering and entertaining. Step outside to the second-floor balcony for additional outdoor living space. The spacious primary suite offers a walk-in closet and private bath with double bowl sinks. Additional highlights include new ceiling fans and an attached 2-car garage. Enjoy low-maintenance living with grounds upkeep included, along with community amenities featuring a clubhouse, pool, and playgrounds. A wonderful combination of space, style, and convenience in Chesapeake!

609 Dupree Lane, Central Chesapeake
2825 Estella Way, Central Chesapeake
$314,999
3 Beds ⋅ 2.1 Baths ⋅ 10655230 MLS
Beautiful luxury townhouse community. Two story townhouse that has 3 bedrooms and 2.5 baths. 42" cabinets in kitchen with soft close drawers & cabinets. Granite counter tops in the kitchen & baths. 9' ceilings on 1st and 2nd floors with a double pan ceiling in the master bedroom. Crown molding throughout home. Wainscoting and chair rail in powder room. Ceiling fans in the master bedroom, family room and BR3. Elongated, comfort height toilets in all bathrooms. Storage area on back deck. Eat in Kitchen. Amenities include ground maintenance and playground. Your water bill is included in your monthly fee. Won’t last long, make this beauty your home!

2825 Estella Way, Central Chesapeake
1940 Engle Avenue, Central Chesapeake
$355,000
3 Beds ⋅ 2.1 Baths ⋅ 10655218 MLS
Welcome to 1940 Engle Ave! This well-maintained home offers a comfortable, functional layout with spacious living areas and plenty of natural light. The home has been nicely cared for and is move-in ready, offering buyers the opportunity to settle in without taking on a major renovation. Conveniently located in Chesapeake with easy access to shopping, dining, schools, military bases, and major highways. A great opportunity to own a newer home in an established neighborhood with the space, condition, and location today's buyers are looking for.

1940 Engle Avenue, Central 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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