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$650,000
5 Beds 2.1 Baths 10652716 MLS
Custom 5-bedroom, 2.5-bath Chesapeake home on a huge half-acre lot, currently zoned for Grassfield High School! This beautifully updated home features an open floor plan, pickled oak hardwood floors, quartz countertops, stainless steel appliances, gas range, custom barn doors, and European-inspired lighting and fixtures. The spacious primary suite offers cathedral ceilings, dual closets, and a private deck with peaceful wooded views. The spa-like primary bath features a freestanding soaking tub and custom porcelain-and-glass shower. Outside, enjoy an expansive deck and plenty of room for outdoor living, entertaining, and recreation. If you’ve been searching for a custom Chesapeake home with space, style, updates, and a large lot, this one deserves a closer look. Schedule your tour today!

2100 Millville Road, 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

$525,000
4 Beds 2.1 Baths 10652912 MLS
A rare opportunity in one of Chesapeake’s most desirable neighborhoods!! Exceptional 4-bedroom, 2.1-bath home perfectly positioned on a corner lot overlooking the fairway in highly sought-after Las Gaviotas & the Grassfield school district. The first floor offers two generous living areas, a formal dining room, and an updated kitchen featuring granite countertops, tile backsplash, gas range, and ample cabinetry. Large windows frame peaceful views of the golf course, creating a bright, inviting atmosphere throughout. Four spacious bedrooms with the primary including a walk-in closet & a beautifully finished primary ensuite bathroom with a soaker tub, separate shower, and double-sink vanity. Step outside to enjoy composite decking & a backyard that opens directly to the fairway—an ideal setting for morning coffee, evening unwinding, or hosting friends. Just minutes from top-rated schools, shopping & dining, this home blends convenience with the charm & prestige of golf-course living.

400 Las Gaviotas Boulevard, South Chesapeake

$545,000
4 Beds 2.1 Baths 10652777 MLS
Exceptional opportunity in the sought-after Etheridge Lakes community located in the highly desirable Hickory High School district! This well-maintained 4 Bedroom, 2.5 Bath home offers comfort, space, and peace of mind with a NEW ROOF installed in 2026. The home features a functional layout perfect for everyday living and entertaining, with spacious bedrooms and plenty of natural light throughout. Versatile room downstairs for office needs or additional living area. All appliances convey, making this home truly move-in ready. Fenced yard offering privacy, yard space for pets or entertaining. 3 TVS convey! Enjoy the benefits of a well-established neighborhood with NO HOA fees or restrictions. Conveniently located near shopping, dining, parks, and major commuting routes, this home combines value, location, and pride of ownership in one outstanding package!

716 Tallahassee Drive, South Chesapeake

$989,900
4 Beds 3.1 Baths 10652733 MLS
Grace, Beauty, Functionality, Beautiful private location (acreage on a cul de sac) , only 10 lots on clear land bordered by mature trees as a backdrop. The primary opulent primary bath including an extra large closet and another large en suite are on the first floor along with a flex room. Our newest option is a "butlers kitchen" complete with full sink tucked just behind the well equipped main kitchen. Two additional large bedrooms upstairs. Covered rear porch with an amazing view! You couldn't ask for more. This semicustom building package is hard to beat! We have additional lots and plans available. This will be the last acreage neighborhood to be approved within the city. No main road lots here! If you are looking for new construction it a definite 'MUST SEE"! Ponds, wildflower field, private walking trail and more add up to an exceptional "positive vibe" . No upgrades needed, come see! Preferred lender incentives be sure to ask for details. We have 1 acre 3 acre and a 20 acre lot

4020 Tucker Lane, South Chesapeake

$629,999
4 Beds 2.1 Baths 10652753 MLS
This is the kind of home that makes you want to unpack and stay awhile! Conveniently located for access to major Hampton Roads military installations, commuter routes, shopping, and dining, this beautifully maintained property in the highly sought Fieldstone neighborhood of Chesapeake offers 2,559 sq ft of living space, 4 bedrooms, and 2.5 baths. Brand new LVP flooring on the main level and fresh carpet upstairs create an inviting, move-in-ready feel. The open kitchen features granite countertops, abundant cabinetry, and pantry storage, flowing seamlessly into the living and dining areas with a cozy gas fireplace. A dedicated first-floor office adds exceptional flexibility for remote work, study, or hobbies. Upstairs, spacious bedrooms include a generous primary suite with a private bath and walk-in closet. Outside, enjoy a fully fenced backyard and patio, wonderful for outdoor relaxation and summer gatherings. Some photos were virtually staged using AI.

1808 Ashlar Lane, South Chesapeake

$375,000
3 Beds 2.1 Baths 10652230 MLS
Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

$719,810
4 Beds 3.1 Baths 10652698 MLS
Beautiful lot backing to mature tree line. Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A large finished room over garage adds a 4th bedroom & full bath, included in list price, plus attic storage. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

2052 Charwood Drive, South Chesapeake

$460,000
3 Beds 2 Baths 10652558 MLS
Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan, designed for both everyday living and easy entertaining. Just off the kitchen, a cozy wood-burning fireplace creates a warm and inviting ambiance—perfect for relaxing evenings at home. With solid construction, stylish updates, and plenty of potential to make it your own, this is one you won’t want to miss!

152 Mann Drive, South Chesapeake

$565,000
4 Beds 3.1 Baths 10652602 MLS
This beautiful traditional style home nestled in the sought-after Cheshire Forest community of Chesapeake is ready for its next chapter. It offers comfortable living spaces inside and out. The family room is great for movie nights and entertaining, featuring a 120-inch projection screen and projector that conveys with the home. Go outside to enjoy your private screened-in porch, wonderful for morning coffee or relaxing evenings, with an attached trex deck offering even more space for gatherings to unwind. A new fence adds privacy to the backyard, while the partial house generator provides peace of mind. Living in Cheshire Forest means enjoying more than just a beautiful home. The community offers an impressive collection of amenities including a clubhouse, swimming pool, tennis courts and more. This property is more than a home, it's a community.

641 Edgewood Arch, South Chesapeake

$599,900
4 Beds 2.1 Baths 10652632 MLS
Welcome to 712 Appalachian Court in Centerville Commons! Move right into this detached single-family home featuring a second-floor loft converted into a true, spacious 4th bedroom! Built in 2014, this 2,389 sq ft home perfectly pairs classic charm with an inviting, modern layout optimized for comfortable living and entertaining. Main Level Highlights: Step into a bright, open-concept floor plan with natural light, custom blinds, and wood/laminate flooring. The expansive living room offers a cozy electric fireplace, flowing into an updated kitchen with stainless steel appliances, modern tile backsplash, crisp cabinetry, large pantry, and sunlit breakfast area. Upper Level Retreats: Features 4 bedrooms, highlighted by the newly converted 4th bedroom and a primary suite with an en suite bath and large walk-in closet. Outdoor Living & Efficiency: Relax on the rear deck overlooking a fenced backyard with peaceful local farm views. Large modern playset is negotiable. Capital updates include a 2025 HVAC system, tankless water heater, smart home features, and energy-efficient window tinting. Attached 2-car garage is ideal for parking, storage, or a home gym. Centrally located near bases and interstates. Bonus: Seller's preferred lender is offering closing cost assistance if utilized—ask LA for details!

712 Appalachian Court Court, South Chesapeake

$608,900
3 Beds 2.1 Baths 10652577 MLS
Visit SITE: GPS 369 Scotland Ln. Chesapeake OPEN S/S 12-4. Nestled in Greenbrier come visit the newest community by renowned local builder. Primrose Cottage welcomes you with an inviting full front porch, soaring two-story foyer and family room, and beautiful hardwood flooring throughout the main living areas. First-floor primary suite with custom walk-in closet and spa bath with quartz dual vanity, tiled shower, and private laundry.Designed for easy living and entertaining with open layout connects the family room, dining area, and HGTV-inspired chef’s kitchen featuring oversized quartz island, custom hood & floating shelves, and designer finishes. Upstairs two spacious bedrooms, tons of storage and 2nd laundry room and Opt. for 4th BR/Loft and/or add'l full bath. Professionally managed grounds for a low-maintenance lifestyle, giving you more time to enjoy the comfort, quality, and craftsmanship of your Primrose haven.

213 Maggie Bell Ln., South Chesapeake

$619,000
4 Beds 2.1 Baths 10652323 MLS
Welcome to the popular Wells Model in Hickory Manor, offering 4 bedrooms, 2.5 baths, and a versatile upstairs loft. This home features exceptional storage throughout, including a double-door pantry, hall closet, under-stair storage, two upstairs linen closets, and dual closets in the spacious primary suite. The oversized 8-foot-long island has quartz countertops, great for entertaining and everyday living. 9-foot ceilings throughout bring in abundant natural light, with unobstructed southern and western exposures. Upstairs, the primary suite offers double closets, dual vanities, a soaking tub, and a separate shower. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second floor. Additional features include a 50-amp outlet in the garage for EV charging. Hickory Manor is conveniently located near Edinburgh shopping in top-rated Hickory school district and provides neighborhood pool, clubhouse, fitness center, park, and lawn maintenance.

445 Middleton Way, South Chesapeake

$1,000,000
6 Beds 3 Baths 10652479 MLS
Open House Sat Sept 12 1-3pm. Modern Farmhouse Charm Meets Turnkey Living in Desirable Chesapeake! Discover the modern farmhouse you’ve been dreaming of, where peaceful country living meets thoughtful, top-to-bottom renovation. Set on serene acreage with panoramic wooded views. It embraces the natural surroundings. This beautifully refreshed home is ideal for extended family/multi generational living. Natural light fills the home, showcasing new flooring, fresh interior paint, updated lighting, and beautifully renovated bathrooms. The completely redesigned custom kitchen is the heart of the home, featuring quartz countertops, ceramic backsplash, abundant prep space, an inviting eat-in area and a KitchenAid appliance suite, ideal for everyday living and entertaining. The expansive living area offers plenty of room to gather, while the renovated wood-burning fireplace creates a cozy focal point with a new firebox, flue, chimney cap, and Buck Stove-style insert. Step onto the Trex deck with PVC railing and enjoy peaceful wooded views from the living space, primary suite or deck. The primary suite is a true retreat, featuring a custom-tiled shower with built-in bench and generous niche, deep soaking tub, double vanity and ceramic tile flooring. The expansive custom closet with built ins provides all the space you have been longing for. Additional improvements include an encapsulated crawlspace with dehumidifier, new septic system designed for 10 occupants, finished room over the garage with generous storage, updated downstairs ductwork, new interior and exterior doors and hardware, new lighting throughout, and a freshly graded crushed-aggregate driveway. The painted brick exterior adds a fresh, modern look while preserving brick’s timeless durability and character. Best of all, the home features a highly energy-efficient geothermal HVAC system. From the crawlspace to the exterior, virtually nothing has been overlooked. Renovated by New Again Houses VB. It offers the feel of quality new construction without sacrificing character, space or setting. See it today!

3132 Benefit Road, South Chesapeake

$629,000
4 Beds 2.1 Baths 10652508 MLS
Stunning, completely updated, and ready to impress! This house showcases like a model home with fresh paint, beautiful flooring, updated kitchen and baths, stylish lighting with dimmers, custom Closet Factory storage, new windows, new roof, and appliances less than 3 years old. The primary suite is a true retreat, featuring a closet to die for and a luxurious ensuite that feels like your own private spa. Step outside to your own private oasis on over half an acre, with an inground pool, Trex decking, gorgeous landscaping, and a brand-new fence. Just down the street from Grassfield schools and conveniently located near shopping, dining, and major interstates, making it easy to get anywhere you need to go. This home truly has it all—come see for yourself!

520 Leary Court, South Chesapeake

$485,000
4 Beds 2.1 Baths 10652092 MLS
Gorgeous renovated 4-bedroom, 2.5-bath home in sought after Riverwalk perfectly situated on a cul-de-sac. Open floor plan filled with natural light and stylish upgrades throughout. Stunning kitchen with custom cabinets, butcher block countertops, stainless-steel appliances and amazing center island. The formal dining room and cozy living room with fireplace offer ideal spaces for entertaining or relaxing. The primary ensuite has vaulted ceiling, double sink vanity, stunning shower and walk in closet. Enjoy relaxing on the oversized back deck for a peaceful backyard retreat. Additional highlights include a generous walk-in attic, oversized 2-car garage, and excellent storage throughout. Residents enjoy access to amenities including a clubhouse, swimming pool, playground, tennis courts, scenic trails, and a boat ramp and dock on the Elizabeth River. Close to beaches, military bases, amazing restaurants, shopping and more. Fantastic home and vibrant community!

418 Supplejack Court, South Chesapeake

$749,000
5 Beds 2.1 Baths 10652400 MLS
Welcome to this spacious 5-bedroom home set on nearly half an acre in the Grassfield school district! Designed for comfortable everyday living and effortless entertaining, the light-filled layout features soaring ceilings and generous living spaces. Kitchen showcases granite countertops, abundant cabinetry, and stainless steel appliances, opening naturally to the main living areas. A first-floor bedroom offers flexibility for guests, a home office, or playroom. Upstairs, the expansive primary suite features a sitting area with fireplace, oversized walk-in closet, dual vanities, soaking tub, and tiled walk-in shower. Outside, enjoy a large deck, hot tub, and fully fenced backyard with plenty of room to gather, play, and unwind. An above-ground pool is currently in place for buyers who would like it, with removal also an option. Oversized two-car garage, ample driveway parking, and convenient access to shopping, dining, and major roadways complete this exceptional Chesapeake home.

905 Washington Drive, South Chesapeake

$534,900
4 Beds 2.1 Baths 10652341 MLS
One owner. 40+ Years of Care and Memories. Now it’s YOUR turn! This lovingly maintained 2,477 square foot Great Bridge Home offers 4 Bedrooms, 2 1/2 Baths & wonderfully distinctive architecture & floor plan. A true Sunken Living Room features a Soaring Brick Accent Wall & Wood Stove, while the oversized kitchen offers Abundant Cabinetry, Island & Sunny Bay Window dining area. Formal dining room, main-level Primary Suite + Additional 1st-floor Bedroom provide great flexibility. Upstairs, 2 Bedrooms share a Jack-and-Jill bath, plus an ENORMOUS Walk-in Attic provides exceptional storage & possibilities for future use! Enjoy a Corner lot, large Patio, Shed & 2-car Garage. Roof replaced 2022 and new water pump for geothermal HVAC installed 7/2026. All Great Bridge schools! A home with character and personality is a rare find in today’s “cookie cutter“ world. * Ask about the “secret hatch!” Bring your own vision to its classic spaces and make the next chapter yours!

716 Montebello Circle, South Chesapeake

$593,000
5 Beds 2.1 Baths 10652067 MLS
Special Buyer Bonus: Use our preferred lender and get your Home Inspection and Appraisal PAID FOR! Welcome home! Tucked away on a quiet cul-de-sac in desirable Miller's Run, this move-in-ready property welcomes you with a brand-new, rot-proof PVC front porch and brand new flooring throughout. Inside, enjoy an inviting kitchen equipped with updated appliances—including a new cooktop and dishwasher—plus a generous primary suite along designed for everyday comfort. Step out back to your private summer oasis! The spacious yard features an in-ground pool converted to saltwater in 2024 with updated equipment. The rear deck was extensively rebuilt with pressure-treated lumber. The seller will paint or stain it in your choice of color at closing! Schedule your private tour today and start packing!

3404 Louise James Court, South Chesapeake

$429,900
3 Beds 2.1 Baths 10652385 MLS
Now preselling by appointment. The Marlow plan offers three 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

661 Allery Road, South Chesapeake

$452,900
4 Beds 3.1 Baths 10652383 MLS
Now preselling by appointment. This Marlow plan includes our 4th bedroom & full bath on 1st floor already spec'd and included in price. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

649 Allery Road, South Chesapeake

$287,000
2 Beds 2.1 Baths 10651614 MLS
Come fall in love with this beautiful move-in ready corner unit in sought-after Greenbrier. You will be impressed by this spacious & bright open-concept layout connecting the living & dining areas, the updated kitchen with granite countertops & SS appliances. Kitchen & half bath grouted tile. New flooring downstairs in 2025. Home features 2 large bedrooms with 2 full en-suite baths & 2 large walk-in closets. Enjoy private enclosed patio with additional storage. Appl. working, but convey "as is". Condo fees include inground pool, trails with park benches, water, sewer, trash, grounds maintenance & master insurance policy. Minutes from shopping, dining & entertainment. Easy access to VAB oceanfront. Schedule a tour today!

322 Holyoke 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.