Refine Search
Sort by
$335,000
3 Beds 2 Baths 10647026 MLS
Discover the possibilities in this charming ranch style home with great bones and a functional, single-level layout. Tucked away on a quiet double-ended cul-de-sac in the highly sought-after Greenbrier area, this home features a fully privacy-fenced backyard, spacious deck, and storage shed, creating plenty of room to relax, entertain, garden, or design your own outdoor retreat. The former garage was converted to create one bedroom and one full bath, completing the home’s now practical 3-bedroom, 2-bath floor plan. Bring your vision and personal touch to update the finishes, make the space your own, and build sweat equity along the way. Conveniently located near shopping, dining, highways, interstate access, military bases, and area beaches. Offered as-is and ready for its next chapter.

912 Scarlet Oak Court N, Chesapeake

$660,000
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, Chesapeake

$950,000
6 Beds 5 Baths 10647670 MLS
Welcome home to this exceptional 6-bedroom, 5-bath residence in the heart of Great Bridge in Chesapeake, wonderfully situated on a peaceful cul-de-sac. Designed with both comfort and functionality in mind, this spacious home features two inviting living areas, including one with a cozy fireplace, providing plenty of room to relax and entertain. The beautifully updated kitchen is the heart of the home, showcasing modern finishes, abundant cabinetry, and generous workspace. Retreat to the luxurious primary suite, complete with two walk-in closets and a spa-inspired ensuite featuring a large soaking tub for the ultimate in relaxation. A dedicated home office offers the perfect space for remote work, studying, or creative projects. Step outside to your private backyard retreat, where an in-ground pool and expansive fenced yard create the ideal setting for entertaining, outdoor recreation, or simply unwinding. Adding incredible versatility, the property also includes both an attached garage and a detached garage with a private in-law suite above. This separate living space features a bedroom, full bathroom, and kitchenette, great for guests, multigenerational living, or potential rental income. With its spacious layout, thoughtful updates, and outstanding amenities, this home truly has it all. Don't miss your opportunity, schedule your private tour today!

821 Spruce Forest Court, Chesapeake

$689,900
5 Beds 4 Baths 10647806 MLS
Pool days, cozy nights by the fire, and room for everyone! Buyers will finally find the space they've been searching for at 604 Glasgow Street, offering over 3,400 square feet with 5 bedrooms and 4 full baths in beloved Cheshire Forest. Formal living and dining rooms lead to the heart of the home, where a timeless kitchen with cabinets for days opens to a spacious family room — great for hosting or simply gathering with family & friends. The first-floor bedroom and full bath is the answer for guests, multi-generational living, or a dreamy home office. Upstairs, the large primary suite is a true retreat, while the oversized FROG offers endless possibilities: fifth bedroom, media room, playroom — flex space galore! Out back, your own backyard oasis awaits: a large saltwater, in-ground pool, expansive (updated) tiered composite decking, and privacy for summer gatherings and quiet evenings alike. Cheshire Forest living is the cherry on top! A community pool with active swim team, tennis and pickleball courts, playgrounds, scenic ponds to fish in, walking paths, and year-round neighborhood events! All of this and still convenient to top-rated Great Bridge schools, local shopping, dining & the interstate.Thoughtfully designed with generous room sizes throughout, THIS is the one you’ve been waiting for!

604 Glasgow Street, Chesapeake

$630,000
5 Beds 3 Baths 10647563 MLS
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, Chesapeake

$319,000
3 Beds 2.1 Baths 10647270 MLS
Updated and Move-In ready 3BR/2.5BA townhome in Great Bridge Area, in the HIGHLY RATED school district, with NO HOA Fees! RECENT UPDATES 2026: New HVAC, FULLY New Kitchen, Bathrooms, Flooring thoughout the house, Light Fixtures, Freshly Painted Walls & Ceilings, and so much more! House offers Open Concept layout with a lot of space and natural light. Gorgeous Eat-In Kitchen with New tall soft-close cabinets, New Granite Countertops, and New Stainless Steel Appliances; with a beautiful bay window and convenient long bar open to the dining room. Spacious Living room with wood-burning fireplace and access to the deck and your own backyard. Primary Bedroom Suite with walk-in closet, and remodeled own bathroom: new vanity with matching granite countertop, new toilet, and a shower. Two more bedrooms on the 2nd floor and hallway bathroom with new vanity, new toilet, and a bathtub. Large driveway for 2 cars parking; this house has everything you have been looking for! Convenient location, near shopping, dining, with easy highway access. Some photos were virtually staged or digitally enhanced for marketing purposes to help visualize the property’s potential. Schedule your showing today and make this house YOUR HOME!

362 Faire Chase, Chesapeake

$525,000
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, Chesapeake

$1,175,000
5 Beds 3 Baths 10646791 MLS
Rare opportunity to own a Chesapeake equestrian property offering the perfect blend of refined country living and modern convenience. This exceptional home offers 5 bedrooms, 3 full bathrooms, 3,046 square feet, and an additional 712 square feet of living space in a true in-law suite with private entrance. Equestrian enthusiasts will appreciate three fenced pastures, a riding ring with light, the run-in shed, and a three-stall stable with tack room, while the outdoor enthusiast will love the large garden, the raised garden beds, the blueberry and raspberry bushes, the gazebo, and the picturesque koi pond with fountain. Inside, the living room with beautiful stone mantle and pellet stove is open to the updated kitchen featuring gorgeous, leathered granite countertops, a large island, and an eat-in area with additional cabinetry. The spacious primary suite offers beautiful property views and includes a walk-in closet and luxurious bath with double quartz shower and dual sinks. Additional highlights include wood floors throughout, an office with French doors, a fantastic screened-in porch and a deck, a 2-car attached garage, a 3-car detached garage, a new well, reverse osmosis water system, generator hook-up, and a 400-gallon propane tank. The best of country living without sacrificing modern convenience, this country retreat is designed for both comfortable living and equestrian enjoyment.

2000 Long Ridge Road, Chesapeake

$375,000
4 Beds 2.1 Baths 10646350 MLS
Welcome to this beautiful 4-bedroom, 2.5-bath home nestled in the heart of the Camelot neighborhood! This move-in-ready home features newer luxury vinyl plank flooring, fresh interior paint, granite countertops, and stainless steel appliances. Offering a spacious and functional floor plan, you'll enjoy two separate living areas that provide plenty of room for entertaining, relaxing, or working from home. Situated on nearly a quarter-acre lot, the property also includes a huge two-car garage and a generous backyard with endless possibilities. Conveniently located just moments from Camelot Elementary School, the neighborhood park, shopping, dining, and more, this home truly has it all. Don't miss your opportunity to make this exceptional property your own! **Some photos have been virtually staged.

3329 Guenevere Drive, Chesapeake

$599,000
4 Beds 2 Baths 10646894 MLS
This is the one you’ve been waiting for! Beautifully updated & filled w/ character, this 2,800-square-foot ranch delivers 4 bedrooms, 2 baths and an incredible blend of indoor comfort & outdoor resort-style living. Covered front porch welcomes you to a light-filled interior where floor-to-ceiling windows surround the sunroom, while the family room showcases a fireplace, built-in bookcase & extensive molding. The spacious primary suite offers walk-in closets plus a versatile sitting area perfect for a home office, reading retreat or private escape. Outside, prepare to be wowed! The expansive backyard is your own private oasis with a 26,000-gallon saltwater pool (new pump 2025, salt cell 2026), deck, gazebo, fire pit, hammocks, pool house, sheds, fish pond with fountain, weeping willow, mature Japanese maple, peach tree and lush gardens. Smart-home features and Wi-Fi irrigation add modern ease. Finished room over garage, expansive attic, numerous updates & low traffic dead-end street.

318 Rio Drive, Chesapeake

$569,900
4 Beds 2.1 Baths 10646819 MLS
Welcome to this beautifully maintained 4 bedroom, 2 and a half bath, all-brick ranch in the Grassfield School District of Chesapeake. This home features updated eat-in kitchen to include granite counter tops, stainless steel appliances (KitchenAid Refrigerator), gas range, shaker cabinets, and fresh paint. Enjoy an open layout with a very spacious great room, vaulted ceilings and a gas fireplace. French doors offer privacy to the formal dining, living room/office. Stunning bamboo floors throughout the kitchen and living areas. The large finished bedroom over the garage offers new LVP flooring, lighting, shelving, built in reading nook or can be used as a bed. Major system upgrades include TRANE HVAC system installed in 2021 with duct work replaced and system zoned in 2025. RainSoft reverse osmosis, enclosed crawl space with dehumidifier, insulated garage doors, updated vents and a newer gas water heater. Half bath located next to the mudroom/laundry room, washer & dryer to convey. New carpet in all main floor bedrooms. Enjoy outdoor living on your covered front porch or in your private fenced in backyard and deck. Expansive attic space for storage and extended driveway for additional parking. A truly move-in-ready Chesapeake home, minutes to shopping, dining, and interstate access. Please ask for the detailed upgrade list of extensive repairs and improvements. The home has been meticulously maintained with major system updates throughout.

817 Doe Run Drive, Chesapeake

$675,000
5 Beds 3 Baths 10646878 MLS
Welcome home to this spacious 5-bed, 3-bath home offering 3,842 sq ft of beautifully designed living space on a generous .84-acre lot. With multiple living areas, a HUGE bonus room over the garage, plus a formal living room, dining room, family room, and bright sunroom, there's plenty of space to spread out. The open kitchen flows seamlessly into the family room and sunroom. Upstairs, the spacious primary suite boasts a spa-like bath with a jetted tub, separate shower, and dual vanities. Brand-new carpet was installed upstairs. Step outside to your private backyard retreat featuring a Trex deck, outdoor kitchen, stamped concrete patio, and an expansive fenced yard with a newer vinyl privacy fence with four gates. A storage shed with power provides plenty of extra storage. Additional highlights include stunning curb appeal, a stamped concrete driveway, epoxy-coated garage floor, EV charger, and easy access to military bases, major highways, shopping, dining, and entertainment.

3204 Hearring Way, Chesapeake

$825,000
5 Beds 2.1 Baths 10646792 MLS
Space to gather, land to enjoy, and a separate apartment for the people who matter most. Nearly 3,900 square feet in the main home, 3 private acres, a detached three-car garage, and an approximately 1,000-square-foot apartment above it. This sprawling ranch offers four first-floor bedrooms, including the spacious primary suite with dual closets, beautifully refinished hardwoods, fresh paint, updated lighting, newer roof, new carpet and an expansive kitchen with gas cooking and newer appliances. A finished bonus room upstairs serves as the fifth bedroom or flexible space for guests, hobbies, or a quiet retreat. An enormous walk-in attic provides rare expansion potential, with room to add finished living space for an even more complete upstairs retreat. Enjoy the new Trex deck and peaceful backyard with room to entertain, garden, play, and bring your horses-picture them grazing outside your kitchen window while your coffee brews. Dreaming of an inground pool and backyard oasis? There is room for that too. Need space for your in-laws? Above the detached garage, the separately metered apartment includes its own bedroom, full bath, kitchen, living area, and laundry, creating true independent space for extended family, guests, a studio, or private home office. The apartment is not counted in sq ft/bedroom/bath count in this listing. Well and septic mean no monthly city water or sewer bill. Located in Riverwood, a quiet acreage community known for spacious homesites, mature trees, room for horses, and a neighborhood boat launch for enjoying nearby waterways. Enjoy the space and privacy of South Chesapeake in the Grassfield school district. Come see the lifestyle you have been searching for.

3700 Riverwood Crescent, Chesapeake

$520,000
4 Beds 2 Baths 10646823 MLS
Welcome to your oasis in Great Bridge, a beautifully maintained home tucked away on a quiet cul-de-sac in one of Chesapeake?s most desirable communities. This spacious property offers comfortable living with bright, inviting interiors, a functional floor plan, and generous living spaces perfect for everyday life and entertaining. Step outside to your private backyard oasis featuring an in-ground pool, ideal for relaxing or hosting family and friends. In addition to the attached garage, a second detached garage provides exceptional space for vehicles, a workshop, hobbies, or extra storage. Situated on a cul-de-sac and conveniently located near top-rated schools, shopping, dining, parks, and major commuter routes, this home offers the perfect combination of privacy, functionality, and convenience.

813 Woodrow Court, Chesapeake

$430,000
3 Beds 2.2 Baths 10646321 MLS
Built in 2022, this move-in-ready end-unit townhome in the sought-after Bryan's Cove community offers the perfect blend of modern design, comfort, and convenience. This three-story home features a flexible first-floor bonus room ideal for a home office, gym, or guest suite, plus an attached two-car garage. The open-concept main level is filled with natural light and showcases a gourmet kitchen with granite countertops, stainless steel appliances, a large center island, and an adjoining dining area with access to a private balcony—perfect for relaxing or entertaining. Upstairs, the spacious primary suite features a tray ceiling, walk-in closet, dual vanities, a soaking tub, and separate shower. Enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, dog parks, playgrounds, pier, and docks. Conveniently located near shopping, dining, military bases, and major interstates, this low-maintenance townhome offers exceptional value and an unbeatable lifestyle.

1732 Defiance Drive, Chesapeake

$599,900
4 Beds 2.1 Baths 10646724 MLS
Welcome to this beautiful move in ready Stephen Alexander home, nestled on a cul-de-sac lot in the highly sought-after Grassfield School District in Great Bridge. Enjoy relaxing on the charming front porch or entertaining on the spacious new deck. Inside, you'll find an open floor plan with hardwood floors, a family room with a gas fireplace, a spacious kitchen with a center island, a formal dining room, and a versatile bonus room perfect for a home office, playroom, or flex space. The oversized primary suite offers a private retreat with an en-suite bath, while the additional bedrooms provide plenty of room for family or guests. Updates include: Roof (2022), Windows (2019), Water Heater (2020), HVAC serviced (2026), gas fireplace serviced and kitchen appliances (2022). Conveniently located near shopping, dining, and interstates, this home offers the perfect blend of comfort, style, and location. Schedule your private tour today! Seller is offering 1 year home warranty.

1102 Watsons Glen Court, Chesapeake

$559,000
5 Beds 3 Baths 10646652 MLS
This is classic Great Bridge living at it's best! Nestled on a quiet cul-de-sac in the desirable Southern Pines neighborhood, this beautifully maintained 5-bedroom, 3-bath home offers 2,491 square feet of versatile living space on a private, half-acre wooded lot. A standout feature is the in-law suite, complete with its own bedroom, attached sitting/living area, and full bath ideal for multigenerational living or long-term guests. Two bathrooms have been tastefully renovated, while the newer roof and replacement windows provide added peace of mind. The cozy living room features a gas log/wood-burning fireplace, and the finished room over the garage offers endless flexibility as a bedroom, playroom, media room, or home office. Relax on the welcoming front porch or entertain on the spacious rear deck overlooking the peaceful backyard. Complete with a 2-car attached garage, detached storage shed, and no HOA.

529 Wittington Drive, Chesapeake

$625,000
4 Beds 2.1 Baths 10646683 MLS
Nestled in one of the area's most desirable neighborhoods, this stunning home offers over 3000 sq ft of beautifully designed living space. Step inside to an inviting floor plan featuring a spacious living room with soaring cathedral ceilings and a gorgeous stone fireplace. The large eat in kitchen flows seamlessly to the living area with ample cabinetry, a brand-new kitchen sink, plenty of space for entertaining. This spacious 4-bedroom home also features a versatile flex room off the foyer, great for a home office or den. Retreat to the expansive primary suite through French doors, where you will find a generous walk-in closet & a en-suite bath designed for comfort and relaxation. All new windows 2024 and a new HWH. Outside, you'll love the newer deck and fenced in yard. Cheshire Forest residents enjoy exceptional lifestyle amenities including a neighborhood pool, the flying fish swim team, clubhouse, playgrounds, tennis & pickleball courts, pond for fishing & scenic walking paths.

609 Edgewood Arch, Chesapeake

$995,000
6 Beds 4 Baths 10645935 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, Chesapeake

$560,000
4 Beds 2 Baths 10646286 MLS
Escape to your own private waterfront retreat on nearly 1/2 acre in the sought-after Inland Colony community, where peaceful wooded surroundings and serene water views create the perfect connection to nature. This 2,494 sq. ft. home offers 4 bedrooms, 2 baths, a first-floor primary suite, detached ADU, 1-car garage, and private dock with access to the Intracoastal Waterway on the Elizabeth River. Enjoy the expansive deck overlooking the backyard and water or unwind on the screened porch off the primary suite. Fresh paint and new carpet enhance the bedrooms, while the spacious kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space. French doors open from the dining room to the living area, creating an ideal layout for entertaining. The FROG with new carpet and large walk-in attic provide excellent flexibility and storage. Some photos may be virtually staged. Conveniently located near shopping, dining, top-rated schools, and interstate access while offering a true waterfront escape.

1145 Sunlight Drive, 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.