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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

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

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

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

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

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

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

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

3413 Cricket Hollow Lane, West Chesapeake
$310,000
3 Beds ⋅ 2.1 Baths ⋅ 10654543 MLS
Welcome to the Cricket Hollow neighborhood! Located in the desirable Western Branch section of Chesapeake, this spacious 3-bedroom, 3-bathroom townhouse offers 1,962 square feet of living space. With opportunities to implement your own touches, this home provides a comfortable and versatile layout with plenty of room for everyday living and entertaining. The first level has a smooth flow from the front foyer, to the dining room, kitchen and opens into a nice-sized living room. The second level provides generous bedroom accommodations that provide flexibility with a large primary bedroom with en-suite , spare rooms for guests and even a home office. Ideally situated in Western Branch North, this home offers convenient access to shopping, dining, schools, major roadways and the surrounding Hampton Roads area. Don't miss this opportunity to make this spacious Western Branch townhouse your new home!

3413 Cricket Hollow Lane, West Chesapeake

1813 B Hoover Avenue, Central Chesapeake
$440,000
5 Beds ⋅ 2.1 Baths ⋅ 10654588 MLS
Stunning New Construction! Welcome to this beautiful 4-bedroom, 2.5-bath home offering 1,862 square feet of modern living space. Designed with a spacious open floor plan, it's perfect for entertaining and everyday family living. Inside, the kitchen shines with soft-close cabinets, granite countertops. Bathrooms are also appointed with granite countertops and upgraded soft-close cabinetry ($5,000 upgrade) for a cohesive, upscale look. Throughout the home, you'll find a blend of durable LVP flooring and plush carpet. Tray ceiling in the primary bedroom and walk in closet. This home features a 1-car garage. This brand-new home is the perfect blend of comfort, style, and convenience-don't miss your chance to own it in the heart of Chesapeake!

1813 B Hoover Avenue, Central Chesapeake

4216 Genoa Crescent, West Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10653775 MLS
All-brick ranch on a generous 1/3-acre lot with a HUGE backyard and an impressive list of updates! This 3BD/2BA home blends timeless appeal with modern comfort, featuring a remodeled Primary Bath (2026), new ceramic tile flooring in the Kitchen (2026), newer deck, privacy fence, vinyl windows, 6" gutters, gas water heater & vapor barrier. The spacious eat-in kitchen shines with solid-surface counters, soft-close cabinetry, stainless steel appliances, ceramic tile backsplash & a cozy wood-burning fireplace. Fresh interior paint throughout creates a crisp, move-in-ready feel. The expansive backyard offers room to garden, entertain, play or simply enjoy the outdoors. Riding mower conveys! Speed Queen washer, Maytag dryer & chest freezer are negotiable. A well-cared-for home with updates you’ll appreciate—come see it before it’s gone!

4216 Genoa Crescent, West Chesapeake

320 Esplanade Place, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10650351 MLS
Welcome home to this cozy 2-bedroom, 2.5-bath townhome in the desirable Riverwalk community, offering 1,352 square feet of comfortable, light-filled living space. The open-concept kitchen and living area creates an inviting space for everyday living and entertaining. The kitchen features granite countertops and stainless steel appliances, while the main living area offers durable LVP flooring and a gas fireplace for added warmth and character. Two sets of double French exterior doors fill the space with natural light and open directly onto the refinished back deck. Step outside to enjoy a refinished private deck surrounded by flower beds, creating a relaxing outdoor retreat. Upstairs, both bedrooms feature comfortable carpeting, while the home's bathrooms are fully tiled for a clean, polished finish. Enjoy everything the Riverwalk community has to offer, including a clubhouse, swimming pool, tennis courts, and multiple walking trails throughout the neighborhood.

320 Esplanade Place, South Chesapeake

420 Dundee Lane, South Chesapeake
$520,000
3 Beds ⋅ 2.1 Baths ⋅ 10647647 MLS
Welcome home to easy, low-maintenance, luxury living in Eagle Pointe, Chesapeake’s premier 55+ community! This move-in-ready Hamilton plan features brand-new flooring, a new water heater, and TWO spacious primary suites - one on each level - perfect for guests or multi-generational living. The eat-in granite kitchen offers an island and stainless steel appliances and opens to a bright, sunny morning room. A formal dining room features a box-bay window and tray ceiling. The 1st-floor primary includes two closets, a ceramic shower, and a double vanity. Enjoy generous finished walk-in storage, too! At the heart of Eagle Pointe is the Bay Club with indoor & outdoor pools, hot tub, fitness center, billiards, library, game rooms, grand celebration room, catering kitchen, and so much more. Come experience the Eagle Pointe lifestyle! Call today to schedule your personal tour. Some pics digitally staged.

420 Dundee Lane, 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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