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63 Colonial Way, Central Chesapeake
$276,237
3 Beds ⋅ 1.1 Baths ⋅ 10648440 MLS
Welcome home to this charming 3BR, 1.5BA townhome nestled in the highly sought after Georgetown area of Chesapeake! The exterior features brick, while the interior offers many updates including new LVP and carpet flooring, fresh paint, and updated kitchen with stainless-steel appliances. Enjoy the covered, screened-in back porch for relaxing summer days and nights or entertaining family and friends with fresh air and privacy. Cozy up on cool evenings in front of the wood-burning fireplace, creating the ideal atmosphere for unwinding. Retreat upstairs to your spacious owner’s suite after a long day and enjoy comfort, convenience, and a layout that truly feels like home.

63 Colonial Way, Central Chesapeake
3248 Galberry Road, South Chesapeake
$510,000
5 Beds ⋅ 3 Baths ⋅ 10646864 MLS
Charming & lovingly updated farmhouse in heart of Deep Creek on 1.2 acres includes all modern conveniences while respecting historic heritage w/features like original hardwood floors, crown molding, chair railing w/both welcoming front porch & screen porch. Beautiful kitchen w/SS appliances, granite counters, peninsula w/gas range, prep sink, SS wine fridge, oversized breakfast bar & pendent lighting. Bright & airy upstairs w/3 beds 2 w/walk-in closets, linen closet & updated hall bath w/beaded board wainscoting. 4th bed downstairs w/ensuite bath. Fantastic laundry room w/cabinetry, counter space, shelving & utility sink. Updates include: newer HVAC, ductwork & insulation, hardy plank siding & vinyl replacement windows. Spacious backyard 2 sheds & irrigation. Detached garage boasts almost 1500 sq feet split between the 2 levels. Upstairs living area has a full bedroom, bathroom and bonus closet/storage area. Great for your guests!

3248 Galberry Road, South Chesapeake
789 Caddie Street, South Chesapeake
$609,000
5 Beds ⋅ 3 Baths ⋅ 10646979 MLS
Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

789 Caddie Street, South Chesapeake
785 Caddie Street, South Chesapeake
$599,000
5 Beds ⋅ 3 Baths ⋅ 10644309 MLS
Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

785 Caddie Street, South Chesapeake
1016 Briars Landing, South Chesapeake
$527,000
3 Beds ⋅ 2.1 Baths ⋅ 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing, South Chesapeake
3860 Schooner Trail, West Chesapeake
$186,000
3 Beds ⋅ 1.1 Baths ⋅ 10641943 MLS
Come see this one first—it won’t last long at this price. This Chesapeake townhome is vacant and move-in ready, offering a great opportunity for both first-time buyers and investors. Featuring a new roof, new HVAC, new electrical panel with wiring, new windows and new appliances, this home has major updates already completed. Easy to rent and a strong addition to any investment portfolio. Conveniently located with access to Western Branch High School and no HOA or condo fees. Sold as-is.

3860 Schooner Trail, West Chesapeake
912 Jennings Ln, South Chesapeake
$539,245
3 Beds ⋅ 3.1 Baths ⋅ 10626930 MLS
Fall delivery! Time to select your MOOD to style your home with UPGRADES GALORE! Built by award-winning builder. Stunning home with curated features uniquely designed. Extensive Mohawk flooring mid-level with Gourmet Kitchen with Custom hood, 10’ island, Quartz counters, GE Cafe 6 Burner Gas range, GE Cafe Dishwasher, and GE Cafe Microwave Drawer. 10' ceilings main, 9' First & Third Floors, Nat. Gas Tankless water heater, 2-zone HVAC. Primary bedroom with 2 custom closets and Spa ensuite bath. Second Petite Suite with ensuite bath and large walk-in closet. Large laundry room w/linen closet. First floor bedroom with ensuite bath! Extend your living on oversized Screened covered porch with composite decking. 2-car garage! LOW $95 condo fee- Cabana, Fire pits, Bocce ball and Professional landscape and lawn maintenance for easy living! Legacy is waiting for you!

912 Jennings Ln, South Chesapeake
721 Crestfield Drive, South Chesapeake
$687,960
5 Beds ⋅ 3.1 Baths ⋅ 10622840 MLS
The Hawthorne floor plan offers flexibility & spacious living, making it the largest & most adaptable 2-story home at Crestfield. With an impressive 3,089 square feet, this open-concept home offers 5 bedrooms, including dual owner’s suites & 3.5 baths. The kitchen features quartz countertops, stainless steel appliances, and a generously sized island for seating & casual dining. Both levels boast 9-foot ceilings, enhancing the sense of space & light throughout the home. The front porch invites you to relax & enjoy the neighborhood, & the 2-car garage provides ample storage and parking. Buyer must register agent on or before first visit or first substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & Video are of previously built home for illustrative purposes, finishes & upgrades will vary in home to be built.

721 Crestfield Drive, South Chesapeake
4700 Elizabeth Harbor Drive, West Chesapeake
$137,000
10658557 MLS
FSBO sale.

4700 Elizabeth Harbor Drive, West Chesapeake
112 Clover Drive, South Chesapeake
$300,000
3 Beds ⋅ 1 Baths ⋅ 10654707 MLS

112 Clover Drive, South Chesapeake
4232 Greendell Road, West Chesapeake
$425,000
4 Beds ⋅ 2 Baths ⋅ 10653376 MLS
Welcome to your serene oasis at the end of a private cul-de-sac! Nestled on a rare 0.83-acre lot in Western Branch, this sprawling 4-bedroom ranch is a wonderful home with fruit trees, a tranquil stream and the Elizabeth River Trail right in your backyard. Inside, you will find hardwood floors, a bright formal living room with a large picture window, an inviting family room with a decorative fireplace, and a dedicated sunroom that is perfect for a home office. The kitchen features granite countertops, stainless steel appliances, and an enormous pantry. Practical, big-ticket upgrades include a 30-year architectural shingle roof, a dual-fuel heating system, and leaf-guard gutters. Plenty of space to live, work, and play!

4232 Greendell Road, West Chesapeake
504 Tunnel Court, South Chesapeake
$304,000
2 Beds ⋅ 2.1 Baths ⋅ 10652872 MLS
Welcome to this charming 2-bedroom, 2.5-bath condo offering comfortable living with a peaceful pond-front setting! The first-floor primary bedroom features a spacious walk-in closet. Inside, you’ll find updated windows, beautiful Norman plantation shutters throughout, and easy-care LVP and ceramic tile flooring. Step outside and relax by the pond while enjoying views of the fountain and local wildlife. Additional features include two reserved parking spaces conveniently located directly in front of the condo. The roof, water heater, and refrigerator are approximately 5–6 years old. Washer and dryer convey as-is. A wonderful combination of comfort, convenience, and serene waterfront views!

504 Tunnel Court, South Chesapeake
1020 Vanderploeg Drive, South Chesapeake
$350,000
3 Beds ⋅ 1.1 Baths ⋅ 10652815 MLS
Bring your vision and make this one yours! Located in Chesapeake’s convenient Greenbrier area, this 3-bedroom, 1.5-bath home offers the perfect blank slate for a first-time buyer, downsizer, or anyone ready to create a space that reflects their own style. With an additional flexible bonus room, 2-car garage, and nearly half-acre lot, there’s plenty of room to personalize and add value along the way. Enjoy the freedom to update at your own pace and turn this home into exactly what you want it to be. Conveniently located near shopping, dining, major interstates, military bases, and everyday essentials. 1020 Vanderploeg Dr. is full of potential and ready for its next chapter! OPEN HOUSE FRI. 5-7pm & Sat. 10am - 12pm.

1020 Vanderploeg Drive, South Chesapeake
2001 Candlelight Drive, Central Chesapeake
$295,000
3 Beds ⋅ 2.1 Baths ⋅ 10652531 MLS
Welcome to this 3 Bed, 2.5 Bath townhome in Chesapeake featuring several recent improvements throughout. The interior has been refreshed with fresh paint, new LVP flooring, and new carpet. The kitchen features new cabinets, providing a fresh look and added functionality. Additional features include a new roof, a fireplace in the living area, and a fully fenced backyard offering additional outdoor space. W Some photos have been AI generated to help show case the homes true potential.

2001 Candlelight Drive, Central Chesapeake
904 Stern Way, South Chesapeake
$443,500
3 Beds ⋅ 3.1 Baths ⋅ 10650460 MLS
Welcome to 904 Stern Way – Bryan's Cove! This model home offers the space of single-family living with the convenience of a townhome. The lower level is full of possibilities, featuring a flex room with a full bath and walk-out access to the yard. The main level centers around a huge eat-in kitchen with a massive island, built-in double oven, granite countertops, and a pantry, flanked by a dining room on one side and a family room on the other. Step off the kitchen onto an 8x18' composite deck, designed for entertaining. Upstairs, two bedrooms with ample closet space share a full bath, plus a convenient upper-level laundry room. The primary suite impresses with a tray ceiling, walk-in closet, and a luxury bath featuring a double-bowl vanity, soaking tub, and separate shower with seat. Bryans Cove offers a private marina club, pool, clubhouse, docks, boat tie-off, beach access, fitness center, playground, and dog park.

904 Stern Way, South Chesapeake
1028 Ramsgate Lane, South Chesapeake
$441,000
4 Beds ⋅ 2.1 Baths ⋅ 10648216 MLS
Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something special.

1028 Ramsgate Lane, South Chesapeake
141 Indian Creek Road, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10647922 MLS
Nestled on more than four acres, this beautifully designed home offers an exceptional blend of space, style, and comfort. Filled with natural light, the inviting open floor plan creates a seamless flow between the living room, dining area, and stunning kitchen, making it well suited for both everyday living and entertaining. The kitchen is thoughtfully appointed with white cabinetry, an 8-foot island, generous counter space, a walk-in pantry, and stainless steel appliances. Upstairs, the spacious primary suite features a beautifully finished ensuite bath and a walk-in closet, while each additional bedroom is generously sized and includes its own walk-in closet. A two-car attached garage provides added convenience and storage. The covered rear porch overlooks the spacious backyard, offering a wonderful setting to relax, entertain, or simply enjoy the privacy and peaceful surroundings.

141 Indian Creek Road, South Chesapeake
815 Mill Landing Road, South Chesapeake
$239,900
2 Beds ⋅ 1.1 Baths ⋅ 10642707 MLS
Located in the heart of Great Bridge, this townhome combines comfort with easy, low-maintenance living. Great for first-time buyers, downsizers, or anyone looking to settle in one of Chesapeake’s top school districts. Enjoy the convenience of nearby shopping, dining, parks, and military bases. Property is sold as-is, where-is, with no repairs by the seller. Call today to schedule a private showing.

815 Mill Landing Road, South Chesapeake
1120 Beaver Dam Road, South Chesapeake
$795,000
4 Beds ⋅ 2.1 Baths ⋅ 10653836 MLS
Privacy, acreage, a pool, and an updated interior—1120 Beaver Dam Road brings together everything buyers love about Hickory living. Situated on approximately 3.33 private acres, this beautifully maintained 4-bedroom, 2.5-bath home offers approximately 2,434 square feet with an open, functional layout designed for everyday living and entertaining. The updated kitchen features new quartz countertops, stainless steel appliances, ample cabinetry, and an open flow into the main living areas, while multiple living spaces downstairs provide flexibility for a home office, playroom, dining area, or additional entertaining space. All four bedrooms are located upstairs, including a spacious primary suite with a walk-in closet. Outside, enjoy your own private retreat with an in-ground pool surrounded by a security fence, spacious patio, and plenty of room to spread out. An attached 2-car garage, detached garage, additional utility shed, and goat and chicken pens that convey add even more versatility, with room for horses and endless possibilities to enjoy the space, privacy, and country lifestyle this Hickory property has to offer.

1120 Beaver Dam Road, South Chesapeake
3405 Anita Circle, West Chesapeake
$540,000
5 Beds ⋅ 3.1 Baths ⋅ 10652858 MLS
Located in the highly sought-after Miars Farm subdivision, this beautifully refreshed home offers 3,164 square feet of well-designed living space, featuring 5 bedrooms, 3.5 baths, brand-new carpet, and fresh paint throughout selected areas. The main level centers around an upscale kitchen complete with a 5-burner gas stove, a center island, and custom cabinetry that flows effortlessly into the living areas. Outdoor living is a true delight, showcasing a welcoming front porch alongside a brand-new back porch seating area seamlessly attached to a charming gazebo.Exceptional versatility is found in the spacious bonus room over the garage, which serves easily as a 5th bedroom, home office, or media room. Thoughtfully equipped for comfort and peace of mind, the property also includes a full-house gas generator, a newer gas water heater, and all appliances to convey. Please call or text the listing agent for showings!

3405 Anita Circle, West Chesapeake
509 Cassway Arch, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10652556 MLS
Beautifully remodeled 4-bedroom, 2.5-bathroom home with water views in the sought-after Grassfield area of Chesapeake. This property offers the perfect blend of modern style and everyday comfort. Fresh paint, new flooring, new windows, and modern finishes throughout.Fully renovated bathrooms and an updated kitchen featuring granite countertops, stylish fixtures, and brand-new stainless steel appliances. A large patio door opens to a spacious backyard with a resort-like setting, featuring an inground pool and peaceful water views perfect for relaxing or entertaining.

509 Cassway Arch, South Chesapeake
2115 English Avenue, Central Chesapeake
$435,000
4 Beds ⋅ 2.1 Baths ⋅ 10652431 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath, 2,000 sq. ft. home in a desirable and centrally located area of Chesapeake. Built in 2018, this home offers a wonderful combination of modern updates, spacious living areas, and an inviting outdoor space. The impressive kitchen features tons of counter space, upgraded quartz countertops, a stylish tile backsplash, stainless steel appliances, all while opening seamlessly to the family room. The open-concept design makes this the space great for everyday living, entertaining, and gatherings. The spacious primary suite is a true retreat, featuring a custom ceiling, large walk-in closet, and ensuite bath with dual sinks, a separate shower, and soaking tub. The additional bedrooms are nicely sized and great closet space. You'll appreciate the many upgrades throughout, including custom modern light fixtures, a contemporary paint scheme, and upgraded finishes that give the home a fresh, stylish feel while maintaining its warmth and functionality. The backyard is ready for entertaining and enjoyment, featuring an extended patio, beautiful hardscape and softscape, and landscaped flower beds. There's plenty of room for kids and pets to play, as well as space to host gatherings, grill, relax, or simply enjoy the outdoors. Conveniently located in Chesapeake, this home offers easy access to shopping, dining, entertainment, schools, major roadways, and everyday conveniences.

2115 English Avenue, Central Chesapeake
405 Villanova Avenue, Central Chesapeake
$365,000
3 Beds ⋅ 2 Baths ⋅ 10652237 MLS
Welcome home to this beautifully updated brick rancher! This one is truly move-in ready, with LVP flooring throughout and a fresh, updated kitchen featuring soft close cabinets, granite countertops and new appliances. Major updates are already taken care of, too, with a new roof and HVAC in 2026. Outside, you’ll love the fenced-in backyard and the spacious deck, complete with a retractable awning that makes it a great spot to relax or entertain. And the detached garage is an added bonus — it has electricity and plenty of room for a workshop, hobbies, storage, or whatever you need. Comfortable, updated, and easy to love, this is one you’ll want to see in person!

405 Villanova Avenue, Central Chesapeake
2317 Southern Pines Drive, South Chesapeake
$395,000
4 Beds ⋅ 2 Baths ⋅ 10651553 MLS
Come check out this amazing ranch on Oak Manor before its gone! 4 bedroom 2 bath including FROG. Located in the heart of Chesapeake & sits on .5 acres. Enjoy the cozy wood burning f/p in living room. Updated open kitchen with breakfast area and pantry cabinet. Newly renovated hall bath. Wonderful primary suite with double closets & renovated primary bath. Freshly painted throughout. Fully fenced in back yard and large 16x12 storage shed. One car attached garage. Plenty of storage. Metal wrapped trim and vinyl soffit for easy exterior maintenance. 2 double gates on left side of house for easy storage of boats, trailers etc. No HOA! No flood zone! Welcome home!

2317 Southern Pines Drive, South Chesapeake
404 Creekwood Drive, South Chesapeake
$437,000
3 Beds ⋅ 2 Baths ⋅ 10651301 MLS
Welcome to this meticulously maintained ranch, 3 bedroom 2 full bath, 2 car garage. Front formal living room/office, dining room, back living room/den with wood fireplace, large kitchen with breakfast eat in area. Home has New (May2026) LVP through out main living areas, walk in closest (custom layout) in primary bedroom, plenty of closest space in other bedrooms. The attached garage provides plenty space for cars, hobbies or a workshop. Many upgrades, windows, 2015-30 yr architectural shingle, 2022 dishwasher,2022 New HVAC/duct work all new heating & 14 SEER cooling system, 2024 hall bath remodeled. Too many items to list call for more info.

404 Creekwood Drive, South Chesapeake
1004 Fairway Drive, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10650131 MLS
Welcome to 1004 Fairway Drive, where thoughtful updates, great outdoor space, and a golf course backdrop come together! Inside, you’ll find engineered hardwood flooring and a beautifully renovated kitchen completed in 2024, including updated appliances, plenty of storage, and not one—but two pantries. The primary bath features a tiled shower for an updated, polished feel.Step outside to an iron-fenced backyard that backs directly to the golf course, giving you a beautiful view and an open feel beyond the yard. An irrigation system powered by its own well makes keeping the landscaping looking its best a breeze, while the storage shed adds even more functionality.And don’t overlook the garage! At approximately 460 square feet, this heated and cooled space offers so much more than parking—whether you need a workshop, home gym, hobby space, or simply want comfortable year-round storage. With major updates already completed and a location that’s hard to beat welcome to your new home!

1004 Fairway Drive, South Chesapeake
3504 Riverwood Crescent, South Chesapeake
$840,000
5 Beds ⋅ 4.1 Baths ⋅ 10649639 MLS
Discover luxury, space, and versatility all in one remarkable Chesapeake address. 3504 Riverwood Crescent delivers an extraordinary living experience, offering a total of 5 bedrooms and 5 bathrooms thoughtfully tailored for comfort and style. Every detail has been considered to provide an elevated lifestyle for you and your family.Designed with ultimate flexibility in mind, the layout includes a completely private 1-bedroom, 1-bathroom in-law suite—complete with its own dedicated amenities—making it ideal for multi-generational living, extended family, or visiting guests while ensuring complete privacy for everyone under your roof.Nestled in a peaceful neighborhood while remaining close to top-tier dining, shopping, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this incredible property your own!

3504 Riverwood Crescent, South Chesapeake
4936 Oriole Drive, West Chesapeake
$535,000
4 Beds ⋅ 2.1 Baths ⋅ 10647434 MLS
Welcome to this beautifully maintained home in Jolliff Woods! Offering approx 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath residence combines comfort, style, and functionality. Step inside to a beautiful two-story foyer filled with natural light, creating a bright and inviting first impression. The main level features engineered hardwood flooring, a well-appointed kitchen with stainless steel appliances, and a spacious family room highlighted by a cozy gas fireplace and custom built-in cabinetry—perfect for everyday living and entertaining. Situated on a generous 0.63-acre lot, the backyard is an entertainer's dream, featuring a large new deck with in-ground pool and expansive yard, providing the ideal setting for summer gatherings, outdoor dining, or simply relaxing in your own private retreat. Upstairs, you'll find four generously sized bedrooms with abundant closet space. The impressive primary suite offers a walk-in closet ,a spa-inspired ensuite bath with a jetted soaking tub, separate walk-in shower, and plenty of room to unwind. Additional features include ceiling fans throughout, elegant dining room light fixtures, and ample storage. Don't miss this incredible opportunity to make it yours!

4936 Oriole Drive, West Chesapeake
4900 Apricot Way, West Chesapeake
$447,900
3 Beds ⋅ 3.1 Baths ⋅ 10641947 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake.

4900 Apricot Way, West Chesapeake
1272 Kidbrooke Street, South Chesapeake
$816,740
6 Beds ⋅ 5 Baths ⋅ 10616627 MLS
Welcome to The Summit, where you’ll discover thoughtfully designed living space across 2 luxurious floors. The main level impresses with a versatile 1st-floor bedroom and full bath, a flexible office or formal dining room, and a sunlit great room that flows seamlessly from the gourmet kitchen, featuring a large island, quartz countertops, soft-close cabinets, premium stainless steel appliances (including double ovens and a gas cooktop),and a walk-in pantry. Upstairs, unwind in your expansive owner’s suite with a huge closet, double vanities, a relaxing bathtub, and a separate shower, while three additional bedrooms, two full baths, a laundry room, and a loft provide ample space and flexibility. Enjoy a vibrant, amenity-rich community with walking trails and a fire pit, all within reach of Chesapeake’s scenic waterways, local festivals, and easy access to Virginia’s beaches and mountains-your ideal lifestyle begins here. The home is complete with a walk out basement.

1272 Kidbrooke Street, 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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