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Lot 22 Trinkle Street, South Chesapeake
$7,500
10632376 MLS
Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the corner. 400 feet from the end of the paved section of Trinkle street you will hit the first lot to the assemblage on your left. The paper street section of Trinkle is accessible and has ditches on both sides. Come take a walk through the massive oaks located on the property, nice open woods, truly a beautiful collection of lots to make your own, hold for an investment, urban archery hunt, or buy and re sell in parts for cash flow. All 15 parcels to be sold together.

Lot 22 Trinkle Street, South Chesapeake

Lot 21 Caddie Street, South Chesapeake
$7,500
10632306 MLS
Exciting investment opportunity in the Hillcrest neighborhood. One of the largest assemblages of lots in the neighborhood touting 15 parcels total with one being a double that can be resubdivided. Lots range from .22-.46 acres per tax records combined totaling 3.68ac +/- . Lots are located between Binford, Trinkle, and Caddie streets with only two located on the other side of Caddie on the corner. 400 feet from the end of the paved section of Trinkle street you will hit the first lot to the assemblage on your left. The paper street section of Trinkle is accessible and has ditches on both sides. Come take a walk through the massive oaks located on the property, nice open woods, truly a beautiful collection of lots to make your own, hold for an investment, urban archery hunt, or buy and re sell in parts for cash flow. All 15 parcels to be sold together.

Lot 21 Caddie Street, South Chesapeake

203 Hodges Rd, South Chesapeake
$639,155
3 Beds ⋅ 3.1 Baths ⋅ 10614562 MLS
Dreamy Augusta Cottage built by coveted local builder, with unmatched architectural details. Custom arches to soaring 10’ ceilings and stunning hardwood floors. The open-concept first floor effortlessly blends the Dining and Great Room, with French doors leading to your own private courtyard and patio, your personal oasis for outdoor living. Chef’s kitchen is a showstopper w/oversized island, sleek Quartz counters, and custom Kitchen Hood. The generous First-floor BR w/en-suite bath, versatile mudroom with pantry, and powder room of 2-car garage make for easy living. Upstairs, a sun-filled BR3 boasts a walk-in closet and BR4 (or loft) flexible to your needs, with shared dual bath and HUGE laundry room finish off. The private Primary retreat offers spa bath w/dual sinks, garden tub, large tiled shower, and a super-sized closet with two storage areas. Professional management of the of the grounds and a low-maintenance living. Your dream home awaits, come make it yours!

203 Hodges Rd, South Chesapeake

1131 Madison Lynn Way, South Chesapeake
$707,000
5 Beds ⋅ 3 Baths ⋅ 10644005 MLS
Don’t miss this large open-concept home with 5 spacious bedrooms, 3.5 bathrooms, and approximately 2,976 sq ft in the heart of Chesapeake. In addition to this well-appointed home, it features a fully paid-off solar package, offering long-term energy savings. A standout feature is the first-floor flex room, currently staged as a home office with an adjacent full bath—making it an ideal space for multigenerational living, guests, or a private home office. In addition the downstairs open concept floor plan offers room to gather, work from home, or simply relax, while upstairs the primary bedroom and full bathroom, large laundry room and 4 other bedrooms provide comfort and privacy for everyone. The primary suite serves as a peaceful retreat with an en-suite bath, dual closets and views of the water from the back of the home, creating the great place to unwind at the end of the day. This exceptional location combines the charm of a quiet neighborhood with the convenience of everything Hampton Roads has to offer. Don't miss the opportunity to make this wonderful Chesapeake home your own—schedule your private showing today!

1131 Madison Lynn Way, South Chesapeake

4207 Neptune Avenue, Central Chesapeake
$374,900
3 Beds ⋅ 2 Baths ⋅ 10643551 MLS
You deserve MORE in a Home and THIS one delivers! This is REALLY (4) Beds & (3) Baths! This beautifully maintained home offers a welcoming blend of comfort, style, & contemporary finishes throughout. The inviting floor plan features comfortable living areas with quality finishes from floor to ceiling that create a warm and functional atmosphere. There is DIRECT access to the spacious backyard with a sizable patio where you can enjoy time with the kids, play with the pets, & entertain Friends & Family! The additional STANDOUT feature is the versatile BONUS Studio Suite above the garage, complete with a kitchenette option & full bathroom serviced by a NEW Water Heater! Use for Guests, extended family, a private home office, or potential rental income, this flexible space adds exceptional value and convenience. With its comfortable layout, updated spaces with sleek finishes, and a highly functional bonus suite, this home offers an ideal combination of style, versatility, and everyday livability with quick access to interstates and all the FUN Hampton Roads has to offer! Contact me for ALL the details including recent updates & YOUR Private tour tour TODAY!

4207 Neptune Avenue, Central Chesapeake

503 Nesbit Drive, South Chesapeake
$275,000
2 Beds ⋅ 2.1 Baths ⋅ 10643199 MLS
Back on market as of 7/22 at no fault to the seller. Move-in ready in the Villas at Culpepper Landing! This 1,454 sq ft condo packs 2 bedrooms, 2.5 baths, and a dedicated office into a bright, open floor plan with high ceilings and natural light throughout — great for entertaining or just everyday living. The kitchen is the heart of the home: granite countertops, stainless steel appliances, and plenty of cabinet space, flowing right into the open living and dining area. The office/flex space downstairs works as a home office, guest room, or hobby room — whatever you need it to be. Upstairs, both bedrooms come with their own private en-suite bath, so nobody's fighting over the mirror. Low-maintenance living comes standard here, with community amenities including a clubhouse, pool, fitness center, dog park, playgrounds, and walking trails. Easy access to I64 makes commuting anywhere in Cheasepeake, Norfolk or Virginia Beach possible Style, function, and location — this one's ready for its next owner.

503 Nesbit Drive, South Chesapeake

3808 Stonebridge Landing, West Chesapeake
$760,000
4 Beds ⋅ 3 Baths ⋅ 10643343 MLS
Live the fresh life! Rarely does something this special come to market. Come see one of Western Branch's loveliest riverfront properties in an established neighborhood with no HOA. Designed for a lifetime of family fun and multigenerational living, this beautifully crafted 2-story on the Elizabeth River combines timeless elegance with all modern comforts. Through the soaring two-story foyer, you'll discover thoughtful details around every corner...signature hardwood floors, spa-like bathrooms, custom kitchen cabinetry, and more. A luxurious primary suite awaits you upstairs with its own balcony overlooking the pool. This lot has deep water access with beautiful views of the water. Relax in the saltwater pool during the hot summer days or relax in the hot tub for those cooler winter evenings. New roof (2025), water heater (2022), pool pump (2024), and salt cell (2026). A truly rare waterfront retreat.

3808 Stonebridge Landing, West Chesapeake

700 New River Court Unit C, South Chesapeake
$240,000
2 Beds ⋅ 2 Baths ⋅ 10642730 MLS
Welcome to 700 New River Court #C, a refreshed Chesapeake condo offering comfort, style, and low-maintenance living in a convenient Greenbrier-area location. Step inside to bright neutral finishes, updated wood-look flooring, and an inviting layout.The spacious living room features natural light, a cozy fireplace with a bold black mantle, and room to relax or entertain. The dining area offers glass doors leading to a private fenced patio, perfect for morning coffee or quiet outdoor enjoyment. A breakfast bar connects to the kitchen, featuring white cabinetry, black hardware, subway tile backsplash, generous counter space, and a galley layout.Upstairs, the bedrooms feel bright and peaceful with soft neutral colors and great natural light. The primary bedroom offers direct access to the vanity area, while the additional bedroom is ideal for guests, an office, nursery, or hobby space. Convenient to Greenbrier shopping, dining, parks, medical facilities, and major commuter routes!

700 New River Court Unit C, South Chesapeake

1009 Seagull Court, South Chesapeake
$635,000
4 Beds ⋅ 2.1 Baths ⋅ 10642235 MLS
Brand-New 50-Year Roof! Brand-New Deck! Competitively Priced! Beautifully maintained 4-bedroom, 2.5-bath home, where a two-story foyer creates an inviting first impression. Thoughtfully designed, this home offers a formal dining room, spacious living room, and a welcoming family room with a cozy fireplace—ideal for gathering with family and friends. The well-appointed eat-in kitchen is the heart of the home, featuring granite countertops, a large center island with breakfast bar seating, ample cabinetry, and plenty of space for casual dining. Upstairs, you'll find four generously sized bedrooms, including an expansive primary suite with a relaxing sitting area, oversized walk-in closet, and a spa-like ensuite bath. Outside enjoy the fully fenced backyard and brand-new deck, creating the perfect setting for cookouts or simply unwinding in your own private retreat. With major updates already completed, including a brand-new roof with transferable warranty, this home is move in ready!

1009 Seagull Court, South Chesapeake

1114 Ferebee Avenue, Central Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10641382 MLS
Welcome home to this well-maintained 3-bedroom, 2-bath ranch in the established community of Ferebee Manor! Thoughtfully designed for comfortable everyday living, this home features a welcoming dining room with a cozy reading nook, perfect for enjoying your morning coffee or favorite book. The spacious primary suite offers a large walk-in closet and private ensuite bath. The family room, located just off the kitchen, boasts a vaulted ceiling and provides easy access to the backyard, creating an ideal space for gathering with family and friends. Step outside to a fully fenced backyard featuring a large patio that's perfect for entertaining, outdoor dining, or a basketball hoop for recreation. A sizable storage shed with electricity adds valuable workspace and storage options. Conveniently located near interstate access, public library, and Norfolk Naval base.

1114 Ferebee Avenue, Central Chesapeake

1713 Orchard Way, South Chesapeake
$283,000
2 Beds ⋅ 2 Baths ⋅ 10641020 MLS
Welcome to 1713 Orchard Way—an inviting home offering comfort, style and versatility. Enjoy 2 dedicated parking spaces + ample guest parking & a charming covered front porch. 1st floor features incl BR with attached bath, soaring vaulted ceilings, new LVP flooring, fresh paint and cozy gas log FP, creating a bright, welcoming living space. Updated kitchen with new counters & SS appliances. Spacious primary BR offers large walk-in closet (easy attic access) & bath with relaxing Jacuzzi tub. Upstairs, HUGE loft/flex area ideal for office, gym or 3rd BR. Add’l highlights: new carpet, generous interior storage, ext storage & screened porch for seamless indoor/outdoor living. Community amenities incl pool. Conveniently located just minutes to bases, interstates, dining, shopping & all of Hampton Roads.

1713 Orchard Way, South Chesapeake

3116 Woodbaugh Drive, West Chesapeake
$330,000
3 Beds ⋅ 1.1 Baths ⋅ 10640239 MLS
Beautifully renovated ranch in the heart of Western Branch! This move-in ready 3-bedroom, 1.5-bath home offers 1,352 square feet of updated living space with extensive improvements throughout. From the moment you arrive, you'll appreciate the care and attention that has gone into this home, including fresh interior paint, new luxury vinyl plank flooring and carpet, updated bathrooms, a renovated kitchen, new appliances, and a freshly re-screened porch. Step inside to discover inviting living spaces highlighted by a cozy wood-burning fireplace and a functional single-level layout designed for comfortable everyday living. The updated kitchen features modern finishes, new appliances, and plenty of space for cooking and gathering. Both bathrooms have been tastefully refreshed, creating a clean and stylish feel throughout the home. Major system updates provide additional peace of mind, including a roof replaced in 2015, HVAC system replaced in 2017, water heater replaced in 2021, and a fully fenced backyard added in 2021. Enjoy relaxing mornings or evening gatherings on the screened porch overlooking the private backyard. With plenty of room for pets, play, gardening, or entertaining, the outdoor space is ready to be enjoyed year-round. Conveniently located near shopping, dining, military bases, schools, and major interstates, this beautifully updated home offers the perfect blend of comfort, convenience, and value. Simply unpack and start enjoying everything this home has to offer. Schedule your private showing today!

3116 Woodbaugh Drive, West Chesapeake

705 Aspen Forest Court, South Chesapeake
$710,000
4 Beds ⋅ 4 Baths ⋅ 10638628 MLS
NEW PHOTOS! This meticulously maintained 4-bedroom, 4-bath home in sought-after Forest Lakes is offering 3,458 sq ft on a .34-acre lot. A versatile FROG serves as a 4th bedroom, second living area, office, or media room. Need storage? There is plenty with attic space, a 2-car attached garage, and a rare 2+ car detached garage with extensive storage and workshop potential. The spacious kitchen features abundant cabinet storage and ample workspace, great for everyday living and entertaining. Step outside to your private backyard oasis featuring beautiful landscaping, a spacious deck, and hot tub—ideal for relaxing or entertaining. Numerous updates include the roof, HVAC, water heater, fence, deck, and front and backyard landscape lighting. Conveniently located near neighborhood amenities, shopping, and dining, this exceptional home offers the perfect blend of space, comfort, and functionality. Don't miss this opportunity! Seller will provide a clear termite/moisture letter.

705 Aspen Forest Court, South Chesapeake

712 Jubilee Court, South Chesapeake
$695,000
5 Beds ⋅ 3 Baths ⋅ 10635747 MLS
Built by respected local builder Ryan Styron of Styron Building Co., this beautifully crafted Hickory home offers quality construction, modern style, and thoughtful design throughout. Features include durable LVP flooring, cathedral ceilings, LED lighting, abundant storage, a stunning kitchen with gas cooking, granite and quartz countertops, soft-close cabinetry, and a built-in office. The spacious primary suite includes a relaxing garden tub, while a first-floor bedroom and full bath provide flexible living options. Enjoy added conveniences like a walk-in attic, laundry room cabinetry, outdoor shed, and a covered screened patio overlooking a large private backyard. Nestled on a quiet cul-de-sac with wooded surroundings, this home offers exceptional privacy in a highly desirable, family-oriented neighborhood with top-rated Hickory schools.

712 Jubilee Court, South Chesapeake

701 Sparrow Road, Central Chesapeake
$355,000
3 Beds ⋅ 2 Baths ⋅ 10644956 MLS
Located in a well-established Chesapeake neighborhood, this charming brick ranch offers the perfect blend of comfort, space, and convenience. Situated on a large corner lot, 701 Sparrow Rd features 3 bedrooms, 2 full bathrooms, and single-level living. Inside, you’ll find a bright and functional layout with spacious living areas, ample storage, and plenty of natural light throughout.The oversized lot provides endless possibilities for outdoor entertaining, gardening, or simply relaxing, while the detached garage and driveway offer added flexibility for parking. Conveniently located near shopping, dining, schools, and major interstates, this home is ideal for first-time buyers, downsizers, or investors alike.Move-in ready with classic charm and room to make it your own — don’t miss this opportunity to own a well-maintained home in an established Chesapeake neighborhood!

701 Sparrow Road, Central Chesapeake

2504 Calabria Dr Drive, South Chesapeake
$810,000
5 Beds ⋅ 4 Baths ⋅ 10644739 MLS
This home has it all! Tall ceilings,recessed lighting throughout,custom built ins, ship lap walls, a high end kitchen with a built in area with electrical for a wine or beer fridge, frosted glass barn doors, a mud room, a primary suite like no other with a cool room off it that could be turned into a secret room for fun or games. The open floor plan and large lot invites entertaining or relaxation while spending time with friends or loved ones. The property line goes back into the woods beyond the large fenced in area. There is an extended drive way for plenty of parking, a large professionally built and installed shed that replicates a small home. Plush grass with installed drainage.There is so much more to tell but seeing is believing don't wait to take a tour of this magnificent home located on a small culdesac.

2504 Calabria Dr Drive, South Chesapeake

4321 Fontana Court, Central Chesapeake
$335,100
4 Beds ⋅ 2 Baths ⋅ 10644133 MLS
Welcome home to this beautifully renovated property, perfectly situated on a spacious 0.38-acre cul-de-sac lot! Enjoy the privacy and space this lot provides, plus backyard access convenient for parking a boat or RV. Inside, you'll find a stunning kitchen featuring soft-close cabinetry, granite countertops, a stylish backsplash, and all-new appliances — a true chef's dream. The home was completely renovated in 2017, including a new roof, windows, and hot water heater, giving you peace of mind for years to come. Additional highlights include an expansive laundry room with ample storage, new LVP flooring throughout (2024), a sparkling above-ground pool (2024), and a brand-new backyard patio (2025) — great for entertaining. The versatile back shed, complete with a window AC unit, offers the perfect workshop, hobby space, or "man cave/she-shed" retreat. Don't miss your chance to own this move-in-ready gem — schedule your showing today!

4321 Fontana Court, Central Chesapeake

1740 Land Of Promise Rd Road, South Chesapeake
$729,000
4 Beds ⋅ 2.1 Baths ⋅ 10643077 MLS
Sitting on just under 1 ACRE escape to your own private retreat in the heart of Hickory! Nestled on a peaceful wooded setting, this beautifully maintained home offers the perfect blend of space, comfort and modern updates. Inside, you'll find souring ceilings, abundant natural light, and inviting living spaces designed for both relaxing and entertaining. Enjoy the tranquility of country style living while still being conveniently located near shopping, dining, and sought after schools. Major system updates provide peace of mind including updated heat pump, septic improvements, well and water filtration updates, gutter systems enhancements, oversized shed, extended driveway offering ample space for boat or RV storage, and a generator hookup. This property combines rural charm with everyday practicality. Whether you're hosting guests, enjoying quiet mornings outdoors, or simply looking for more privacy and space, this property offers a rare opportunity to enjoy the best of Chesapeake.

1740 Land Of Promise Rd Road, South Chesapeake

804 Greenspring Court, South Chesapeake
$480,000
4 Beds ⋅ 2 Baths ⋅ 10642873 MLS
Tucked away on a quiet wooded cul-de-sac in Brandermill, this quality-built 4-bedroom, 2-bath home blends timeless charm with modern updates. New Architectural roof, new beautifully renovated bathrooms, new kitchen countertops, newer LVP flooring. Centrally located dining area creates the warm, functional heart of the home. A spacious sun-filled addition with cathedral ceiling opens to the perfect patio gathering area for cookouts and a large backyard made for entertaining, yard games and having fun with family and friends. Unwind on the spacious shaded front porch and soak in the peaceful surroundings. This home has been thoughtfully maintained, a genuine gem offering comfort, character and is convenient to schools, shopping, dining and everyday essentials. Sparkling with style and ready to welcome you home!

804 Greenspring Court, South Chesapeake

1724 B English Avenue, Central Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10641374 MLS
Move in Ready! Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven Is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. With its prime location in Chesapeake, you'll enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach! Schedule your appt today to see this well built home! Photos are from previous build.

1724 B English Avenue, Central Chesapeake

208 Robinhood Road, South Chesapeake
$553,000
4 Beds ⋅ 2.1 Baths ⋅ 10641154 MLS
Welcome to Sherwood Forest, located in the desirable Great Bridge area. This beautiful home features 4 bedrooms and 2.5 baths, offering a bright and welcoming atmosphere that truly feels like home. Huge primary bedroom with room that can be use as a flex room. The updated, classic style kitchen flows seamlessly into the family room, creating an ideal space for everyday living and entertaining.The first floor features hardwood floors and has been meticulously maintained. A 2 car garage and a huge backyard provide plenty of space for family gatherings, outdoor entertaining, or simply relaxing with your morning coffee or evening cocktail.The property is located in an X-500 flood zone, with no mandatory flood insurance required. Best of all, there is no HOA! Schedule your tour today!

208 Robinhood Road, South Chesapeake

2312 Meadows Landing, West Chesapeake
$305,000
3 Beds ⋅ 2 Baths ⋅ 10636782 MLS
Welcome to 2312 Meadows Landing in the heart of Western Branch! This beautifully maintained home offers the perfect blend of comfort, space, and convenience in one of Chesapeake’s most desirable communities. Step inside to discover an inviting layout featuring spacious living areas, abundant natural light, and tasteful finishes throughout. The kitchen is thoughtfully designed with functional workspace, ample storage, and easy access to the dining and living areas, creating a comfortable flow for everyday living. The primary suite provides a relaxing retreat with a private bath and walk-in closet, while additional bedrooms offer flexibility for guests, home office space, or growing households. Enjoy outdoor living in the private backyard perfect for gatherings, gardening, or quiet evenings at home. Conveniently located near shopping, dining, parks, military bases, and major interstates, this move-in ready property truly has it all. Don’t miss the opportunity to call this Chesapeake gem your next home!

2312 Meadows Landing, West Chesapeake

1525 Scoonie Pointe Drive, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10635265 MLS
Welcome to easy, low-maintenance living in this beautifully appointed 3-bedroom, 2.5-bath condo located in a desirable 55+ community. Designed with comfort and convenience in mind, this home features an open, light-filled floor plan with an abundance of natural light throughout. The spacious main-level primary suite offers the ease of first-floor living, while engineered hardwood flooring adds warmth and elegance to the main living areas. The kitchen is equipped with stainless steel appliances, hard-surface countertops, and ample cabinetry, making it both stylish and functional for everyday living and entertaining. Additional highlights include a two-car garage with a durable epoxy-coated floor, generous secondary bedrooms, and thoughtfully designed living spaces that provide flexibility for guests, hobbies, or a home office. Enjoy the relaxed lifestyle and amenities of this welcoming 55+ community, where comfort, quality, and convenience come together.

1525 Scoonie Pointe Drive, 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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