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832 Woodrow Court, South Chesapeake
$490,000
4 Beds ⋅ 2 Baths ⋅ 10653661 MLS
Welcome to this exceptionally clean and well-maintained home tucked away at the end of a quiet cul-de-sac. The inviting floor plan offers 3 bedrooms plus a spacious room over the garage, providing flexible space for a home office, recreation room, or additional living area. The kitchen features a comfortable breakfast area, while the wood-burning fireplace adds warmth and character to the main living space. Enjoy relaxing in the cozy sunroom overlooking a very private, fully fenced backyard with privacy fencing—perfect for outdoor enjoyment and entertaining. Additional features include a separate utility room, efficient geothermal heating and cooling system, and low-maintenance exterior trim. The seller is installing a new roof and will provide a clear termite and moisture letter, offering added peace of mind. Conveniently located within the Great Bridge school attendance area. This home has been carefully maintained, is move-in ready, and is priced to sell. Put this one at the top of your showing list before the opportunity is gone!

832 Woodrow Court, South Chesapeake

1644 Songbird Lane, South Chesapeake
$489,900
4 Beds ⋅ 3.1 Baths ⋅ 10657329 MLS
Move into this brand NEW home this year! Amazing location, schools, quality finishes & incentive for the first three homes - all upgrades are included - this is base price! Flexible layout w/1st floor guest suite, micro office on 2nd floor with living room/kitchen/dining room, and Primary Suite plus 2 Bedrooms on 3rd floor. Kitchen features quartz counters, maple shaker cabinets w/soft close, tile backsplash & under-cabinet lights. LVP on the entire 1st and 2nd floors! Family room has a cozy fireplace accented with shiplap trim. Durable LVT is included in all baths & laundry room. Primary Suite boasts a tray ceiling, walk-in closet w/custom wood shelving, tile shower & dual vanity! Enjoy nearby shopping, restaurants, entertainment & easy access to major interstates. Amenities include walking trails, playground, covered pavilion, splash pad, dog park - and Grassfield schools! Closing costs offered w/preferred lender & settlement agent. Call for a showing today!

1644 Songbird Lane, South Chesapeake

1318 Bainbridge Boulevard, Central Chesapeake
$489,900
4 Beds ⋅ 3 Baths ⋅ 10657296 MLS
NEW CONSTRUCTION. Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, front and back yard sod. Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage.

1318 Bainbridge Boulevard, Central Chesapeake

4215 Surf Avenue, Central Chesapeake
$489,900
5 Beds ⋅ 3 Baths ⋅ 10649524 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 4215 Surf Avenue, where the benefits of new construction meet the charm of an established neighborhood. Offering approximately 2,550 square feet, 5 bedrooms and 3 full baths, this thoughtfully designed home provides space, flexibility, and an open floor plan that works for a variety of lifestyles. One of the standout features is the oversized first-floor bedroom with direct access to a full bath that also opens to the hallway—creating an excellent setup for guests, multigenerational living, an in-law suite, or anyone looking for convenient first-floor accommodations. Upstairs, you'll find the home's primary suite, along with additional generously sized bedrooms and plenty of room for everyone to spread out. Come make 4215 Surf Avenue home!

4215 Surf Avenue, Central Chesapeake

2705 Sawyers Arch, South Chesapeake
$489,900
4 Beds ⋅ 2 Baths ⋅ 10638400 MLS
WELCOME HOME! to this 1.5 story waterfront home on corner lot with 1st floor master bedroom with tray ceiling & 2 closets/master bath. Former model with converted garage-unlimited possibilities: he/she cave, office, daycare, home school, playroom, sewing/craft room, media room, bedroom, in-law apartment with separate entrance. Updates: new roof, new fence,freshly painted interior & beautiful! New carpet upstairs BR, new gas fireplace igniter & cleaned, large loft, new sink/vanity/floor-master bath w/jetted tub/separate shower. Kit with open bar to dining area, open dining area with pantry and mirrored accent wall, open family room with cathedral ceiling & sliding doors overlooking deck and water with nice shade tree & storage shed. Neighborhood park, clubhouse & pool for summer fun. Dog park and soccer park nearby as well as golf driving range, campground and shopping/dining. Hurry before it is gone!

2705 Sawyers Arch, South Chesapeake

539 Schaefer Avenue, West Chesapeake
$489,000
4 Beds ⋅ 2.1 Baths ⋅ 10655779 MLS
Built in 2017 and thoughtfully maintained, this spacious 4-bedroom, 2.5-bath Chesapeake home offers 2,225 square feet of comfortable living space with an inviting, open-concept layout. The kitchen flows seamlessly into the dining and living areas, creating a welcoming space for everyday living and entertaining. Custom finishes and a striking accent wall add character, while generously sized bedrooms provide flexibility for guests, hobbies, or a home office. The primary suite features a private bath and ample closet space. Outside, enjoy a patio, in-ground irrigation system, and a generously sized lot. An attached two-car garage provides additional convenience. Located in Homestead at Bowers Hill with access to shopping, dining, and major commuter routes, this home offers modern comfort without the wait for new construction. Schedule your private tour!

539 Schaefer Avenue, West Chesapeake

224 Northview Drive, South Chesapeake
$485,000
3 Beds ⋅ 2.1 Baths ⋅ 10653649 MLS
Renovated brick ranch in the Great Bridge school district, in established Chesapeake Colony. Less than half a mile to Great Bridge Middle, about a mile to Great Bridge Primary and under 2 miles to Great Bridge High. This single-level 3-bedroom, 2.5-bath home offers 1,854 sq ft with hardwood floors, two wood-burning fireplaces and a renovated kitchen with Corian countertops, stainless steel appliances and LVP flooring. Both full bathrooms have been fully renovated with natural stone flooring, custom tile and updated vanities. System updates include roof (2010) HVAC (2010) and tankless water heater (2025). Natural gas, a generator hookup and an oversized attached garage add everyday convenience. The 0.34-acre lot is set among mature trees, Japanese maples and azaleas. Out back: a privacy-fenced yard with a two-level composite deck and low-voltage lighting, a Wellis hot tub, a gazebo with swing, a pea gravel patio, a separate gated dog run and a powered 10x14 shed with loft and workbench. Irrigation and a double-wide driveway with parking for five complete the package. Minutes to Great Bridge shopping, dining and Chesapeake Regional Medical Center.

224 Northview Drive, South Chesapeake

824 Heritage Point, South Chesapeake
$480,000
4 Beds ⋅ 2.1 Baths ⋅ 10656500 MLS
Beautiful Colonial-style home situated on a spacious 0.41 acre corner lot w/ deep water access, dock and bulkhead. This large yet cozy home offers 4 bedrooms and 2.5 bathrooms w/ blends of classic charm and comfy living. Enjoy family evenings by the fireplace and take advantage of the expansive backyard-perfect for entertaining, outdoor activities, or future enhancements. The large corner lot provides added privacy and curb appeal, while the storage shed and attached garage offers lots of extra space for tools and lawn equipment. A rare opportunity to own water front property w/ room to spread out, both inside and out right in the heart of the city. Close to shopping yet private for your family needs.

824 Heritage Point, South Chesapeake

1121 Kinderly Lane, South Chesapeake
$479,972
3 Beds ⋅ 2.1 Baths ⋅ 10656369 MLS
Move right in to this beautifully maintained home, built in 2016 and perfectly situated on over ¾ of an acre at the end of a quiet cul-de-sac. Designed with both comfort and entertaining in mind, this home features 9-foot ceilings, an open-concept floor plan, quartz countertops, and stainless steel appliances. Upstairs, you’ll find a convenient laundry room with washer and dryer that convey. The expansive backyard offers endless possibilities, with plenty of room to add a pool, garden, or outdoor living space—all enhanced by attractive fencing.Enjoy a tucked-away, private setting while still being just minutes from shopping, interstates, and military bases. This home truly offers the best of space, style, and location. Attractive financing using the Seller's preferred lender . Be sure to inquire.

1121 Kinderly Lane, South Chesapeake

4327 Taylor Road, West Chesapeake
$479,900
4 Beds ⋅ 2.1 Baths ⋅ 10653864 MLS
This stunning new EDC home offers 4 spacious bedrooms, 2.5 baths, a formal dining room, living and family rooms, and a 2-car garage. The open floor plan features 9-ft ceilings, luxury vinyl plank flooring, and a gourmet kitchen with granite countertops, stainless steel appliances, peninsula island, and custom soft-close cabinetry. The primary suite includes a vaulted ceiling, walk-in closet, and en suite bath with picture window, tub, and stand-up shower. Enjoy upgraded carpet in bedrooms, brushed-nickel fixtures, crown molding, craftsman-style doors, and a wide front porch great for relaxing. Built with quality craftsmanship and attention to detail, every EDC home is loaded with upscale finishes and thoughtful design throughout. Ask about how we can assist with your closing costs! Seller offering up to 2% from builder and 1% from lender in concessions with acceptable offer when using builder’s preferred lender and title company

4327 Taylor Road, West Chesapeake

1060 Butte Lane, South Chesapeake
$479,900
4 Beds ⋅ 3.1 Baths ⋅ 10637985 MLS
Ready NOW-Model Home for sale!! Luxury End Unit townhome condo w/rear load 2 car garage. covered front deck and entry.Luxury LVP, 2nd Floor:Kitchen GE stainless appliances including refrigerator, pantry,center island w/shiplap, living area linear fireplace w/shiplap and built ins,office/flex room,dining area.1st floor: br/ flex room,hall bath,mudroom. 3rd floor: Primary bedroom,ceramic shower-2 shower heads, dual sinks, linen closet, laundry. Quartz tops kitch, all baths, covered entry, fenced front yard w/gate to multi trail,2nd flr front covered deck. Wood shelving all closets. Pet Friendly. Quiet easy lifestyle with the comfort of quality construction & name brand building materials including James Hardie Fire Retardant Fiber Cement Board. Builder 2-10 home warranty, master insurance, trash pick up, private streets, city water/sewer, multipurpose trails with lake and fountain. Only 56 homes. Central Greenbrier location.

1060 Butte Lane, South Chesapeake

5132 Charlotte Street, West Chesapeake
$479,500
4 Beds ⋅ 2.1 Baths ⋅ 10649469 MLS
Built in 2018, NO HOA, Convenient access to major interstates, shopping, dining & more. Beautifully maintained 4bed/2.5 bath home offering modern comfort, thoughtful upgrades, an open layout designed for everyday living and entertaining. Spacious kitchen features granite countertops, stainless steel appliances, generous cabinetry & large center island overlooking the main living area. Newly added wood flooring and fresh paint provide a polished, updated feel. Upstairs you'll find a generous primary suite with an ensuite bath and ample closet space. Three additional bedrooms provide flexibility for family, guests, a home office or hobbies. Energy conscious features include solar panels with a straight forward lease transfer process and no transfer fee along with an EV charger in the 2 car garage - great for today's modern living.

5132 Charlotte Street, West Chesapeake

901 Summerfield Crescent, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10657121 MLS
Fully updated and move-in ready, this spacious 4-bedroom (potentially 5), 2.5-bath home offers plenty of room to spread out! The downstairs primary suite is a true retreat, featuring a generous bedroom and ensuite designed to feel like your own private escape. Double vanity, jetted tub, separate stand-alone shower & toilet room and huge walk-in closet! The remodeled kitchen shines with brand-new cabinets, new granite countertops, and stainless-steel appliances, while fresh paint, new carpet, and all-new fixtures throughout give the entire home a clean, modern feel. Upstairs, you’ll find three additional bedrooms plus a versatile loft space that could easily be converted into a 5th bedroom, home office, playroom, or flex space. With updates throughout and a functional layout, this home offers space and flexibility. This corner lot condo provides low maintenance living with the space and privacy of a single-family home. Located nearby shopping, dining, great schools, major roadways & everyday conveniences, you’ll have everything you need just minutes from home!

901 Summerfield Crescent, South Chesapeake

1145 Sunlight Drive, South Chesapeake
$475,000
4 Beds ⋅ 2 Baths ⋅ 10655999 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, South Chesapeake

209 Springbrook Lane, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10651998 MLS
Welcome to 209 Springbrook Lane, nestled in Chesapeake’s established Wellspring community! This well-cared-for 4-bedroom, 2.5-bath home offers approximately 2,148 sq. ft. with a floor plan that flows effortlessly from room to room. The inviting living room features several windows providing plenty of natural light and flows into the adjoining dining room. The eat-in kitchen with bay windows offers an expansive view of the beautiful backyard and opens to a comfortable family room—perfect for everyday living. From the family room, step into the bonus enclosed sunroom with convenient access to the patio and backyard. Now, let’s talk about the lot—can you say gorgeous? Situated on approximately .34 acre, the property features mature trees and established landscaping, a welcoming covered front porch, expansive patio, fenced backyard, storage shed, and plenty of room to entertain, garden, or simply enjoy the outdoors.

209 Springbrook Lane, South Chesapeake

403 Caravelle Court N, South Chesapeake
$474,900
4 Beds ⋅ 2 Baths ⋅ 10656242 MLS
Charming ranch with large backyard and pool! Enjoy the welcoming front porch before heading inside to the thoughtfully updated interior, where fresh paint and beautiful new LVP flooring create a bright, inviting atmosphere. New carpet in the room above the garage adds comfort and versatility to the home's flexible living space. Designed for both everyday living and effortless entertaining, the home features a living room, dining room, and a cozy family room accented by wood beams and a fireplace. At the heart of the home, the eat-in kitchen offers all new sleek cabinetry, granite countertops, and stainless steel appliances. Four spacious bedrooms provide comfortable accommodations, while both full bathrooms have been refreshed with stylish new vanities. Outside, you're sure to enjoy the fully fenced backyard featuring a spacious deck overlooking the swimming pool creating an inviting setting for relaxing, entertaining, or enjoying warm summer days. Two storage sheds provide additional room for lawn equipment, tools, or hobbies, while the attached garage adds everyday convenience and extra storage.

403 Caravelle Court N, South Chesapeake

176 Driftwood Drive, South Chesapeake
$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10657309 MLS
Welcome home to this desirable Driftwood Meadows property! Step inside to a spacious living room featuring a cozy gas fireplace and abundant natural light. The updated kitchen offers quartz countertops, stainless steel appliances, a pantry, and a charming eat-in breakfast area with built-in bench seating and wraparound windows overlooking the expansive backyard. The primary bathroom features updated flooring and a new tub/shower (2025), while the upstairs guest bathroom offers updated flooring and a new toilet. Step outside to the freshly painted back porch, perfect for relaxing or entertaining. Additional highlights include all-new plumbing throughout the home (December 2022), a spacious two-car driveway, and a private setting tucked away toward the back of the neighborhood. Conveniently located near shopping, dining, entertainment, and easy access to Interstate 64. Don't miss the opportunity to make this home yours!

176 Driftwood Drive, South Chesapeake

1441 Whittamore Road, South Chesapeake
$469,900
5 Beds ⋅ 2 Baths ⋅ 10650780 MLS
Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to everything Chesapeake has to offer, this property delivers a unique blend of space, location and modern living. Nearly everything has been refreshed or replaced- just bring your furniture and start enjoying the Hickory lifestyle!

1441 Whittamore Road, South Chesapeake

2808 Willows Arch, South Chesapeake
$469,900
4 Beds ⋅ 2.1 Baths ⋅ 10648837 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home on a desirable corner lot in a sought-after, sold-out Chesapeake neighborhood. Tucked away on a quiet cul-de-sac, this home offers a spacious contemporary floor plan perfect for everyday living & entertaining. The main level features a formal living room, dining room, den, & open kitchen with stainless steel appliances and a bright sunroom. The spacious primary suite offers beautiful skylights, abundant natural light, & a private en-suite bath with a relaxing soaking tub. Enjoy outdoor living on the large deck overlooking the expansive backyard, perfect for gatherings, grilling, or relaxing. With generous living spaces, a functional layout, & a prime location, this home is a wonderful opportunity to own in an established neighborhood with No POA & minutes from everything!

2808 Willows Arch, South Chesapeake

1915 Canning Place, South Chesapeake
$467,000
3 Beds ⋅ 2.1 Baths ⋅ 10643511 MLS
Make this your first stop! Beautiful maintained townhome located in the highly sought-after Hickory School District. This move-in ready home features a spacious first-floor primary suite with a large walk-in closet, 9-foot ceilings, quartz countertops, stainless steel appliances, and upgraded luxury vinyl plank flooring throughout. Upstairs, you'll find two generously sized bedrooms, each with its own walk-in closet, plus a walk-in attic offering abundant storage. Additional highlights include a one-car garage, a private patio, and low-maintenance living. Conveniently located near Route 168, shopping, dining and the Coast Guard Chesapeake Annex. Don't miss the opportunity to make this beautiful home yours! Newly painted throughout home, electric fireplace to convey. ***Seller needs rent back ~ Nov 1st for new build completion.

1915 Canning Place, South Chesapeake

518 Whisper Walk, South Chesapeake
$465,900
4 Beds ⋅ 2.1 Baths ⋅ 10655312 MLS
Welcome home to this beautifully maintained condominium in the highly sought-after Cedar Crossing community. This spacious open concept residence offers over 2,000 square feet of comfortable living space. Four bedrooms featuring a large primary bedroom suite on first level, with double vanity and large walk-in closet. Beautiful hardwood floors, and crown molding throughout. Tile in kitchen, bathrooms and mudroom. Enjoy the privacy of a fenced backyard with storage shed for additional equipment. Two car garage and driveway space. Neighborhood has a well-equipped playground, swimming pool, tennis court and clubhouse. Enjoy low-maintenance living in a vibrant community conveniently located near shopping, dining, schools, and major commuter routes.

518 Whisper Walk, South Chesapeake

1508 Bayberry N Court, South Chesapeake
$465,000
3 Beds ⋅ 2 Baths ⋅ 10657060 MLS
Welcome home to this beautiful ranch tucked away on a quiet cul-de-sac in a desirable Chesapeake location! This well-maintained home offers comfortable one level living, a spacious lot, and a long list of recent updates. Inside, the home features updated bathrooms, new carpet in the living room, and a welcoming living space with a fireplace and large sliding glass doors overlooking the backyard. Major updates include a new AC unit (2021), new roof, soffit and gutters (2023), new siding (2025), front door (2026) and new crawlspace insulation (2026). The two-car garage provides ample storage. Ideally located near Greenbrier’s shopping, dining, entertainment and recreational amenities, with easy access to I-64, beaches and Naval bases. A peaceful cul-de-sac setting combined with a private backyard and convenient location makes this a home you won’t want to miss!

1508 Bayberry N Court, 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.