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$520,000
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
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10647834 MLS
This beautiful spacious 4 bedroom home has soaring ceilings and a very open and inviting layout. The large private backyard and deck create the perfect setting for entertaining, relaxing, or enjoying outdoor living. The garage retains its original concrete floor and has not been converted to living space, easy to restore to a traditional garage door if desired. Conveniently located with quick access to I-264 and I-64 for easy commutes. A combination of generous living space, outdoor privacy, and commuter convenience.

1316 Hawthorne Drive, Central Chesapeake
$799,900
5 Beds ⋅ 3 Baths ⋅ 10647712 MLS
New Home by Custom Builder in Martin’s Point (Western Branch) main floor living, 4 or 5 bedroom plan. First floor primary bedroom with luxury bath- zero entry tiled shower & free standing tub, Open floor plan with Huge Gourmet Kitchen w/ Quartz counter tops, 36” gas cooktop with built-in microwave/oven, Cathedral Ceiling Family Room w/ Beamed ceiling, amazing stone fireplace with built-in bookcases, expansive covered porch (29’x10’) overlooks a privately wooded backyard & scenic view .42 acre. 3 Bedrooms & Study with French doors on 1st floor with 2 add'l large rooms on the second floor, 3 baths. Excellent location, easy access to I-664, near schools, shopping, Custom Builder is a member of Southern Living Custom Home Builder Program (since 1993). Superior quality features include Trane HVAC system, tankless hot water heater, custom cabinetry, large utility room/drop zone, Hardie Plank exterior, quality upgrades throughout. Fully sodded and irrigated yard.

3909 Bruce Road, West Chesapeake
$645,000
4 Beds ⋅ 2.1 Baths ⋅ 10647705 MLS
Experience the perfect blend of quality, comfort, and outdoor living at 1928 Rockwood Drive in the highly sought-after Grassfield School District! Originally built by Stephen Alexander Homes, this beautifully maintained home is tucked away in a quiet neighborhood and features a dedicated office/study, second-floor laundry, and a spacious primary suite with soaring cathedral ceilings. The inviting living room showcases a gas fireplace flanked by custom built-ins. Outside, enjoy a private backyard oasis with an in-ground pool and TREX decking, installed in 2020. Additional updates include new windows and doors, installed in 2021. Complete with a two-car attached garage and driveway parking for four vehicles, this home truly has it all!

1928 Rockwood Drive, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10647636 MLS
Step into this Bentley Model with 4-bedrooms, 2.5-bath, 2,456 sqft offering modern living with community amenities buyers love. With a welcoming foyer entry leading to an open kitchen with mudroom & pantry, spacious dining area, and bright living room it's perfect for everyday comfort. Upstairs features all four bedrooms, including a generous primary suite with a custom walk-in closet system and convenient second-floor laundry. The fenced backyard provides great outdoor space for relaxing or entertaining, a blank slate ready for dream inspiration. Create your own private oasis with room for a pool, patio seating, or BBQ station. Solar panels convey at closing providing year-round savings at no cost to you! The front yard is professionally landscaped by the HOA, ensuring a polished curb appeal. This amenity rich Hickory Manor community with access to the clubhouse, pool, fitness center, playground, and scenic neighborhood spaces is the "one". Seller offering a flooring credit with acceptable offer, an excellent opportunity to customize the home to your style. Schedule your showing today!

614 Middleton Way, South Chesapeake
$344,900
3 Beds ⋅ 2.1 Baths ⋅ 10647836 MLS
Timeless character meets modern comfort in this beautifully updated 1915 South Norfolk home. A spacious wraparound porch sets a welcoming tone, while the light-filled, open-concept interior showcases an original staircase and updated finishes throughout. The custom kitchen features gray shaker cabinetry, soft-close doors and drawers, granite countertops, a large center island, stainless steel appliances, and distinctive lighting. The generous primary suite offers a private bath with dual sinks. Additional highlights include updated flooring, carpet, windows, doors, siding, and an HVAC system installed in 2021. Outside, enjoy a fenced backyard, side porch, and two-vehicle driveway. Move-in ready and filled with charm. Schedule your tour today!

1421 Chesapeake Avenue, Central Chesapeake
$450,000
4 Beds ⋅ 2.1 Baths ⋅ 10647814 MLS
Fantastic large brick home in Point Elizabeth! 4 bedrooms and 2 and a half bathrooms! Large Family room with cathedral ceilings. Lots of storage space. Hardwood floors underneath the carpet. Two gas fireplaces in separate living areas. Beautiful big screened porch to relax in the evenings! Large, fenced backyard with shed. Woods and walking trails located behind the privacy fence! Located in Western Branch area near everything!

2904 Sir Walter Crescent, West Chesapeake
$925,000
4 Beds ⋅ 3.1 Baths ⋅ 10647773 MLS
Enjoy a slower pace of life as you relax on the front porch w/ morning coffee or watch loved ones play in the expansive yard. This beautifully remodeled farmhouse-style home sits on approx. 5.207 acres, extensively updated in 2021.Step inside to a dramatic 2-story foyer that opens to a spacious living area featuring kitchen, dining, & family room, ideal for everyday living & entertaining. The 1st-floor primary suite offers comfort & convenience. Upstairs, you'll find a generous flex space perfect for a 2nd living area, home office, playroom, or gym. The 2nd level also features an additional primary bedroom suite w/ private bath, plus 2 more bedrooms connected by a Jack & Jill bath. Abundant storage can be found throughout the home. The outdoor lifestyle is just as inviting. Spend your days fishing in your private pond, harvesting produce from the garden, or enjoying peaceful views of the neighboring horse farm from your kitchen window, at the end of the day, unwind by the pool

2008 Pocaty Creek Lane, South Chesapeake
$630,000
5 Beds ⋅ 3 Baths ⋅ 10647563 MLS
BUY THIS AWESOME HOME, WE'LL BUY YOURS!* Welcome to 404 Clara Drive, where space, comfort, and style come together! Tucked away on a quiet cul-de-sac, this beautifully maintained home features 5 spacious bedrooms and 3 full bathrooms, providing plenty of room for everyone. Step inside to a dramatic two-story foyer that opens to formal living and dining rooms for entertaining. The eat-in kitchen is designed for both function and style with a center island, 42-inch cabinetry, stainless steel appliances, and ample storage. The inviting family room features a cozy fireplace, while a first-floor bedroom with direct access to a full bath for guests or multi-generational living. Upstairs, the impressive owner's suite offers double tray ceilings, a sitting area, oversized walk-in closet, and a spa-inspired bath with dual vanities, a jetted tub, and separate shower. Enjoy relaxing or entertaining in the large fenced backyard with a spacious deck. This exceptional home is one you won't want to miss!

404 Clara Drive, South Chesapeake
$670,000
5 Beds ⋅ 3 Baths ⋅ 10647695 MLS
Welcome to this beautifully maintained, one-owner custom home tucked away on a quiet cul-de-sac lot with breathtaking landscaping and water access. Situated on approximately .75 acres, this quality-built brick home offers 5 bedrooms and 3 full baths, including a desirable first-floor bedroom and full bath for guests, multigenerational living, or a home office. The oversized finished room over the garage provides endless flexibility as a potential 6th bedroom, media room, playroom, or gym. Inside, you’ll find spacious rooms, abundant storage, and exceptional craftsmanship throughout, all reflecting the pride and care of the original owners who built the home. Outside, enjoy stunning mature landscaping, stone walkways, colorful flowering shrubs, and a peaceful backyard setting along a scenic creek that leads directly to the river. A rare opportunity to own a truly special property in an established neighborhood.

3012 Golden Hind Road, West Chesapeake
$589,500
4 Beds ⋅ 3 Baths ⋅ 10647334 MLS
Welcome to Beautiful Briarwood, located in the HEART of Great Bridge! This Elegant Brick Colonial is a MUST SEE! Home features 4 spacious bedrooms, 3 full baths, dual stair cases & two gas fireplaces. The 2-zone HVAC & gas water heater updated in 2026. Kitchen features Corian countertops & stainlesss Steel appliances. Enjoy the NEW deck, fenced in backyard, and low traffic cul-de-sac. Come connect your heart with this HOME!

708 Shadowfield Court, South Chesapeake
$574,900
4 Beds ⋅ 2.1 Baths ⋅ 10647633 MLS
Not finding the quiet and privacy you are looking for in a brand-new construction home? Want quiet luxury on a lot nestled in trees and neighbored by a quiet tributary instead of fences, driveways and alleys? Don’t want to have to pay for an HOA you won't benefit from? If so, then you have to see this brand-new home. This stunning new construction home offers 2,235 square feet of beautifully designed living space, featuring 4 bedrooms and 2.5 baths, with NO HOA! Perfectly situated on a tributary of the Western Branch of the Elizabeth River, this property is an absolute dream for water enthusiasts. Launch your kayak, paddleboard, or small craft right from your own backyard, or take advantage of the ultra-convenient public boat launch located just next door! Enjoy nature among the mature trees with plenty of lawn and space from your neighbors. Inside, enjoy all the modern luxuries and pristine finishes that only new construction can offer, with an open floor plan designed for effortless entertaining and everyday living. If you have been dreaming of a turnkey waterfront lifestyle where every day feels like a vacation, your search ends here!

2800 Meadow Wood Drive E, West Chesapeake
$599,900
5 Beds ⋅ 2.1 Baths ⋅ 10647269 MLS
Spacious and beautifully updated, this 2-story Chesapeake home offers 5 bedrooms, 2.5 bathrooms, and a versatile loft perfect for a home office, playroom, or media space. Situated on a desirable corner lot, enjoy outdoor living on the composite deck and added peace of mind with a backup generator. Conveniently located near shopping, parks, military bases, and major interstates, this home combines comfort, functionality, and an unbeatable location.

513 Telfyan Drive, South Chesapeake
$535,000
5 Beds ⋅ 3.1 Baths ⋅ 10647572 MLS
Welcome home to this beautifully updated 5-bedroom home, where thoughtful upgrades and spacious living come together perfectly. The heart of the home is the stunning kitchen featuring quartzite countertops, a Sub-Zero refrigerator, butler's pantry, and an open layout overlooking the dining area and expansive family room—great for entertaining and everyday living. A first-floor bedroom with its own private en-suite bath offers the perfect space for guests or multi-generational living. Upstairs, retreat to the impressive primary suite with vaulted ceilings, a generous sitting area, and a walk-in closet. Convenient second-floor laundry includes a granite folding counter for added functionality. Enjoy abundant parking with a half-moon driveway plus additional gravel parking. Generator conveys as-is; sellers have never used it. 1.5% closing cost assistance with a full priced offer!

514 Waters Road, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10647376 MLS
Welcome home to this spacious property located in a quiet neighborhood with only one entrance, offering a peaceful setting and minimal through traffic. Situated on a large lot, this home features generous living spaces, including a large family room, formal dining room, and a versatile living room that can also serve as a home office. The open kitchen offers a center island, built-in desk, and plenty of workspace, making it suitable for everyday living and entertaining. Upstairs, the oversized primary suite provides a relaxing retreat with a large garden tub, double-sink vanity, and ample space to unwind. Recent updates include newer laminate flooring throughout the first floor, newer carpet upstairs, and an HVAC system and roof that are approximately four years old. Step outside to enjoy the large screened-in porch overlooking the spacious backyard—suitable for relaxing, entertaining, or enjoying the outdoors.

4921 Clifton Street, West Chesapeake
$1,200,000
4 Beds ⋅ 3.1 Baths ⋅ 10647623 MLS
Rare opportunity for true multi-generational living with exceptional flexibility, privacy, and space! This beautifully updated ranch offers one-level living with a finished room over attached 2-car garage, soaring ceilings, formal dining, first-floor laundry, and a luxury granite kitchen featuring KitchenAid appliances, built-in desk and a sun-filled eat-in. Relax year-round in the vaulted sunroom with a wood-burning fireplace or step outside to your private resort with a an inground saltwater pool, luxury landscaping, and expansive patio. The standout feature is the detached 3-car garage with a separate 3-bedroom, 1-bath apartment complete with kitchen, laundry, and private living space. Additional highlights include RV storage/hangar, workshop, Tesla charger, whole-house water filtration and softener, geothermal HVAC, encapsulated crawl space, buried drainage, sprinkler system, high-speed Cox WiFi, oversized walk-in attic, and extensive updates throughout.

1717 Long Ridge Road, South Chesapeake
$475,000
3 Beds ⋅ 2.1 Baths ⋅ 10647359 MLS
Light-filled, completely move-in ready home, on a large lot in the highly sought-after Sawyer's Mill neighborhood. The home offers an open concept with new flooring & fresh paint throughout. The primary shower was just redone & the HVAC was replaced in 2021. The Sawyer's Mill community offers playground, pool, and clubhouse - all while being zoned for Grassfield schools!

312 Sawmill Arch, South Chesapeake
$674,500
5 Beds ⋅ 3 Baths ⋅ 10647461 MLS
Qualified buyers may be able to assume the Seller's existing VA Loan - Grassfield High School Zone | Outdoor Oasis with In-Ground Pool | Renovated Kitchen & 1st Floor Bedroom Welcome to 1076 Scenic Blvd, located on nearly half an acre with NO HOA! This spacious 5 bedroom home features a main-floor bedroom with a full bath, new LVP flooring, fresh Paint, and a fully remodeled 2026 kitchen with smart Appliances. Step into your private outdoor oasis complete with an in-ground pool surrounded by an extended concrete deck, plus a cozy fire pit for entertaining. Convenient to local bases, shopping, and dining. Schedule your tour today!

1076 Scenic Boulevard, South Chesapeake
$599,999
4 Beds ⋅ 3 Baths ⋅ 10647231 MLS
Welcome home to this beautifully updated all-brick detached condo tucked away in a quiet, peaceful community. Enjoy relaxing mornings on the inviting covered front porch with porch swing or covered rear porch and patio overlooking the beautifully maintained yard with extensive irrigation upgrades and lush landscaping throughout. Designed for easy living, this home offers mostly one-level living with a spacious room over the garage featuring its own en-suite bath. The luxurious remodeled kitchen opens seamlessly to the living area and boasts top-of-the-line stainless steel appliances, granite countertops, and a walk-in pantry. Engineered bamboo flooring, fresh paint, updated lighting and ceiling fans, plus a whole-home gas generator add comfort and peace of mind. A massive walk-in attic offers incredible storage or future expansion. HVAC replaced in 2020, and a tankless water heater was installed in 2023.

522 Bells Hollow Court, South Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10647389 MLS
MUST SEE 4 BR, 2.5 BATH HOME IN SOUGHT AFTER ETHERIDGE LAKES NEIGHBORHOOD. HOME SITS ON A LGE FENCED YARD, W/2CAR GARAGE AND PLENTY OF DRIVEWAY SPACE. KIT UPDATES INCLUDE TOP OF THE LINE SS APPLIANCES, INDUCTION STOVE, NEW FLOORING & PAINT. LGE PBR WITH SITTING/FLEX RM, ENSUITE BATH HAS BIG CLOSET, DOUBLE SINKS, JETTED TUB & STANDUP SHOWER. NICE SIZE BR'S, ALOT OF STORAGE INCLUDING A WALK-IN AREA BEHIND BED IN PBR. SUNRM ADDED IN '22, WINDOWS '21, ROOF '20, HVAC '19, HTWTR TANK '23. CHECK OUT THE HIGHLY RATED SCHOOLS. HOUSE KEPT UNDER TERMITE/MOISTURE CONTRACT. TAKE A LOOK, YOU WILL LIKE WHAT YOU SEE. QUICK CLOSING

1805 Crestwynd Drive, South Chesapeake
$208,000
3 Beds ⋅ 1 Baths ⋅ 10647527 MLS
Brick ranch home with 3 bedrooms, 1 bath. Living room and dining room adjacent to kitchen. Convenient to interstates, shopping, entertainment and schools. Rooms are nicely sized and you have great sunlight throughout. 1 car attached garage, large yard.

1140 Woodland Terrace Drive, South Chesapeake
$350,000
3 Beds ⋅ 2 Baths ⋅ 10647247 MLS
BACK ON MARKET DUE TO NO FAULT OF SELLER. Welcome to this beautifully updated 3-bedroom, 2-bathroom ranch home Western Branch. With an open floor plan that creates a seamless flow between living and dining spaces, this home is perfect for both relaxing and entertaining. The modern kitchen features stainless steel appliances, granite countertops, and lots of countertop space, making meal prep a breeze. Enjoy BBQs and family fun in a large, fully fenced backyard with a wood privacy fence. Conveniently located just minutes from shopping, schools, and parks, this home offers both comfort and convenience. Don’t miss the opportunity to make it yours!

3108 Bomar Drive, West Chesapeake
$825,000
4 Beds ⋅ 4 Baths ⋅ 10647485 MLS
Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you’ll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today’s buyers are looking for.

1837 Benefit Road, South Chesapeake
$845,000
5 Beds ⋅ 4.1 Baths ⋅ 10647443 MLS
The Macon Multi-Gen at Riverview Landing - Master Model Listing by Wetherington Homes. Buyers may select their lot and personalize available design options. Thoughtfully designed with approximately 3,535 sq. ft. of living space and a 3-car garage, the MM Macon Multi-Gen offers exceptional flexibility for today’s lifestyles. This home features a private multi-generational suite complete with a living room, bedroom, full bath, and washer/dryer hookup, with an optional kitchenette for added convenience. Ideal for extended stays, guests, or multi-generational living. Enjoy a convenient location close to schools, shopping, restaurants, and more! Contact our Sales Counselor today to learn more.

MM Macon-Multi-Gen, South Chesapeake
$922,500
5 Beds ⋅ 4 Baths ⋅ 10647253 MLS
Exceptional all-brick custom home nestled in the heart of Great Bridge, meticulously maintained and thoughtfully designed with a floor plan you’re sure to love. Offering 5 spacious bedrooms and 4 full bathrooms, this home also features a versatile first-floor flex room with adjacent full bath ideal as a 6th bedroom, home office, playroom, or guest suite. The private, beautifully landscaped backyard creates the perfect retreat, complete with a patio and full-yard irrigation system. Built as the builder’s personal residence, the home showcases quality craftsmanship and upscale details throughout, including extensive custom trim work and abundant storage. Additional highlights include a garage loft with extra storage space, dual heat pump/HVAC systems for comfort and efficiency, a large walk-in closet, oversized pantry, generous laundry room, and spacious secondary bedrooms. A rare opportunity to Buy a truly well-crafted custom home in one of Great Bridge’s most desirable locations.

138 Greengable Way, South Chesapeake
$425,000
3 Beds ⋅ 2.1 Baths ⋅ 10646703 MLS
Welcome home to this beautifully maintained 3 bedroom, 2.5 bath home featuring an open-concept layout with soaring ceilings and a versatile loft. Luxury vinyl plank flooring flows throughout the first floor, creating a stylish and low-maintenance living space. The spacious primary suite offers a private en suite bath, while generously sized secondary bedrooms provide flexibility for a variety of needs. Enjoy the convenience of a two-car garage and a fully fenced backyard - perfect for outdoor entertaining, pets, or play. Energy-efficient solar panels help reduce monthly electric costs. Ideally situated with easy access to shopping, dining, major highways, military bases, and everyday conveniences. Plus, receive 1% toward closing costs when using preferred lender. Don't miss this exceptional opportunity!

711 Pile Avenue, South Chesapeake
$667,000
5 Beds ⋅ 3 Baths ⋅ 10647378 MLS
Meticulously maintained 5-bedroom, 3-bath home in sought-after Las Gaviotas offering over 3,000 sq ft of bright, open living space with water views. Flexible layout includes 1st floor bedroom and bath, huge FROG can be bedroom, office, flex space. 2 Bathrooms feature updated Onyx showers for a modern touch. Enjoy a private, wooded backyard overlooking the canal—perfect for relaxing or entertaining. Ample storage throughout. A whole-house generator provides peace of mind, and no flood insurance is required. Community includes a pool, clubhouse, and golf - pool and golf have optional membership. Don’t miss this exceptional cul-de-sac opportunity!

504 Aguila Court, South Chesapeake
$277,500
4 Beds ⋅ 2 Baths ⋅ 10647346 MLS
4 bedroom ranch offering an open layout. This home features a converted garage that provides additional living space. Come check this home out, it wont last long!

3931 Port Road, West Chesapeake
$604,900
3 Beds ⋅ 2.1 Baths ⋅ 10647287 MLS
To Be Built - Financing 5.75 rate, NO PMI! Nestled in Greenbrier, Joseph’s Meadow is the newest community by a renowned local builder. The Primrose Cottage welcomes you with a charming full front porch, soaring two-story family room, and beautiful Mohawk flooring throughout the main living areas. Designed for effortless living and entertaining, the open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, designer finishes, and mudroom. The first-floor primary suite offers a custom walk-in closet, spa-like bath with quartz dual vanity, tiled shower, and private laundry. Upstairs two spacious bedrooms, tons of storage and large laundry room. (Opt. to add 4th BR or Loft) Professionally managed grounds provide a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven. To be built to your specs from designer showroom. Intimate neighborhood with limited building opportunities.

MM Primrose A, South Chesapeake
$364,000
4 Beds ⋅ 2 Baths ⋅ 10647317 MLS
Welcome to this classic brick cape cod home nestled on one of South Norfolks historic streets. This home offers beautiful wood floors and a spacious layout designed for everyday living and entertaining. The large living room provides plenty of space to gather and flows into the dining room. The kitchen looks on to the dining area. Two bedrooms and a full bath are conveniently located on the first level. Upstairs you will find two additional bedrooms, another full bathroom, and an expansive bonus room over looking the backyard. Whether you need another bedroom, family room or craft room, you will appreciate what this space provides. New HVAC upstairs.

1404 Chesapeake 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.