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$550,000
3 Beds ⋅ 2.1 Baths ⋅ 10645963 MLS
Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

2323 Herring Ditch Road, South Chesapeake
$699,900
4 Beds ⋅ 3.1 Baths ⋅ 10645155 MLS
Welcome to this beautiful and spacious, well-maintained home that boasts 3261 sq.ft., four 2nd floor Bedrooms, 3.5 Baths + 1st floor Office, Dining Room, Sunroom, Family Room with cozy gas log fireplace, Living Room with handsome built-in bookcases, 12x10 shed, over 1/3rd acre corner lot, 1000 sq.ft. paver patio, 2nd floor Bedroom with ensuite bath & adjacent Loft is perfect for an In-Law Suite. 3 car garage provides ample parking and storage. Come see your dream home today!

2300 Burgess Court, South Chesapeake
$435,000
4 Beds ⋅ 2 Baths ⋅ 10645687 MLS
Welcome to this inviting 4-bedroom ranch in the sought after Mill Creek neighborhood. Freshly painted throughout with brand new carpet and a new roof, this home is truly move-in ready. Enter into a bright living room featuring vaulted ceilings and a cozy wood-burning fireplace, seamlessly opening to the fully remodeled kitchen. The kitchen shines with white shaker soft-close cabinets, quartz countertops, and stainless steel appliances. Two bedrooms sit just off the living room, accompanied by a beautifully updated hall bathroom and laundry room. The spacious primary bedroom offers a remodeled en-suite bathroom and a generous walk-in closet. The FROG provides flexibility as a 4th bedroom, guest space, or bonus room. Out back, enjoy a wood deck overlooking an above-ground pool and a peaceful backyard with views of the wooded area maintained by the Army Corps of Engineers along the Dismal Swamp Canal. The property extends about 10 ft beyond the back fence line. Don't miss this one.

500 Willow Bend Drive, South Chesapeake
$899,900
4 Beds ⋅ 3 Baths ⋅ 10645653 MLS
Welcome to The Ashford by Wetherington Homes - MOVE IN BY AUGUST 2026! A 5-bedroom, 3-bath new construction home with over 2,700 sqft on approximately 2 acres in Hickory School District with NO HOA! Designed for todays buyer, this open-concept floorplan offers luxury finishes, designer details, outdoor entertaining, & flexible living spaces. The kitchen features quartz countertops, Frigidaire Professional appliances, custom wood hood, shaker cabinetry, & upgraded lighting. The 1st floor Primary Suite includes a tiled spa-style shower, dual vanities, & oversized walk-in closet. Two additional 1st floor bedrooms offer flexibility for guests or office space. Upstairs includes 2 bedrooms, full bath, & loft ideal for media room, playroom, or gym. Enjoy luxury new construction convenient to Edinburgh, Greenbrier, shopping, dining, & commuter routes while still offering privacy & acreage!

435 Gallbush Road, South Chesapeake
$280,000
2 Beds ⋅ 2 Baths ⋅ 10645506 MLS
This fantastic move-in-ready condo has undergone numerous recent upgrades (too many to list).LVP flooring and carpet, fresh paint throughout. 1st floor features include a BR with an attached bath and soaring vaulted ceilings. Tucked away in a secluded area, this property backs up to a private grassy area. Community amenities include a pool.

1641 Orchard Grove Drive, South Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10645613 MLS
Welcome Home! Thoughtfully updated throughout, this home features brand-new LVP flooring, carpet, fresh paint, blinds & added attic insulation (2026). Updated cabinets, granite countertops, light fixtures, bathroom vanities, and faucets. Major improvements provide peace of mind, including replacement windows and sliding patio doors (2021), a new roof (2017), and a water heater (2018). The spacious layout offers generously sized bedrooms, abundant closet space, and the convenience of a one-car garage. Outside enjoy the fully fenced backyard with a storage shed that backs up to the Indian River Park & inground firepit. The washer and dryer convey, making this home truly move-in ready. With its extensive updates, functional layout, and low-maintenance living, this is one you won't want to miss!

16 Farington Circle, Central Chesapeake
$644,900
4 Beds ⋅ 2.1 Baths ⋅ 10645606 MLS
Ask Agent about a potential VA assumable loan opportunity! Better Than New and Built in 2023, this beautifully and thoughtfully upgraded home offers the benefits of newer construction without the wait. Move-in ready with quick closing available. Bright, open-concept floor plan with abundant natural light. Gourmet kitchen features quartz countertops, oversized island, premium gas range, stainless steel appliances, walk-in pantry, and custom cabinetry. Spacious primary suite includes tray ceiling, dual walk-in closets, soaking tub, tiled shower, and dual vanities. Enjoy covered front and rear porches, extended patio, fully fenced backyard with wooded views, irrigation system, storage shed, custom window treatments, and exceptional attic storage. Convenient to military bases, shopping, dining, and major commuter routes. Trusted lender Steve Hawley (NMLS #1813927) from Southern Trust Mortgage (NMLS #2921) will provide a 1% lender-paid buydown on this listing. Ask Listing Agent for details.

640 Appalachian Court, South Chesapeake
$675,000
6 Beds ⋅ 2.1 Baths ⋅ 10645171 MLS
Rare opportunity to own over 6 private acres in the heart of Deep Creek! This exceptional property includes two parcels conveying with the sale, creating a combined 6+ acres of wooded privacy at the end of a quiet road. The spacious 6-bedroom home offers endless possibilities for multigenerational living, a home office, hobby space, or guest accommodations. Enjoy the peace and seclusion of country-style living while remaining just minutes from shopping, dining, schools, and major interstates. Come see this one first!

3249 Pioneer Lane, South Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10645413 MLS
Hard to find single level living! Newer LVP flooring in main living area, carpet in bedrooms less than 2 years old, galley kitchen and updated light fixtures. End unit tucked away but right across from the pool! All new windows and sliding glass door, move in ready.

1012 Rue Marseille, South Chesapeake
$529,900
4 Beds ⋅ 2.1 Baths ⋅ 10645403 MLS
You have seen the pictures and now I am sure you are curious about everything this house has to offer. Well, it is absolutely 100% turn-key, move-in ready with all of the bells and whistles. The home feels so good and invites tons of natural light. The kitchen has been thoughtfully remodeled adding tons of cabinet space, a center island, a pot filler and more functional layout. The cabinets, flooring (hand scraped bamboo), counters and appliances have all been recently upgraded as well. The bathrooms have all been remodeled and the primary bath is a small piece of heaven. Separate sinks, dual shower heads in the tile/glass shower and a separate soaking tub. Go outside and you might not go back in for quite a while. A covered porch and expansive deck greet you with the hot tub around the corner. Drop down to the 28,000 gallon in-ground pool complete with a built-in endless pool for serious swimmers. Backing up to the woods, this private, backyard paradise awaits you!

2107 Sunset Maple Lane, South Chesapeake
$765,000
5 Beds ⋅ 2.1 Baths ⋅ 10645076 MLS
Why wait on new construction when this one's already done? This home was taken all the way down to the foundation and completely rebuilt and expanded — outside of one corner of the home everything here is new. Home inspection is complete, every item addressed, so you can move in with genuine peace of mind. Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this modern farmhouse ranch offers the privacy and charm buyers dream about. Huge wraparound-feel porches front and back give you outdoor living space to spare, and the wide-open yard makes this property feel like a true retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gathering space. The farmhouse-inspired kitchen features white cabinetry, an oversized island with bar seating, and ample storage. Bedrooms are thoughtfully spaced for added privacy, while the hall bath offers a double vanity, step-in shower, and beautiful natural light. The primary suite feels like its own getaway, with private porch access, dual closets, and a spa-style bath featuring a floor-to-ceiling marble-tiled shower. A detached storage shed conveys, and the sprawling backyard offers endless possibilities — gardening, entertaining, or future additions. All the character of country living, with the peace of mind of a brand new home. Welcome home.

1629 Shillelagh Road, South Chesapeake
$399,900
3 Beds ⋅ 2 Baths ⋅ 10645064 MLS
All brick ranch on expansive 1/2 acre lot with views of the river! 3 bedrooms with hardwood floors in most of the living areas. Impressive Sunroom addition allows for great family gatherings. Kitchen with gas cooktop. Covered carport and detached garage with lots of potential. Roof appx 5 yrs old.

2749 E Meadow Drive, West Chesapeake
$345,000
3 Beds ⋅ 1.1 Baths ⋅ 10644853 MLS
Nestled in the highly desirable Norfolk Highlands neighborhood of Chesapeake, this home built in 2000, offers the perfect combination of modern construction, generous outdoor space, and a location that's hard to beat. Situated on a spacious lot, with no immediate neighbor to the right, you'll enjoy plenty of room for entertaining, gardening, play, or future outdoor enhancements. Conveniently located near Greenbrier, major highways, military bases, shopping, dining, parks, and Chesapeake schools, this home is a must see!

1323 Oleander Avenue, Central Chesapeake
$425,000
3 Beds ⋅ 2 Baths ⋅ 10644727 MLS
Opportunity knocks for this completely updated 3 BR, 2 bath, 1,536 SF brick ranch on 1/3 acre with new central AC and gas furnace, newer tankless water heater (2021), new energy efficient vinyl windows & sliding glass door, new fiberglass front door & steel back door, 30-year architectural roof (2011), 2 masonry woodburning fireplaces, new LVP floors throughout living room, dining room, kitchen, baths, hall & utility room, new carpet & pad in bedrooms, new soft close two-tone kitchen cabinets, new granite countertops, new sink & fixtures, new Frigidaire Gallery stainless steel appliances, primary bath w/new double sink soft close vanity, new tile shower, new toilet & fixtures, hall bath w/new double sink soft close vanity, new tub/shower combo, new toilet & new fixtures, new washer & dryer, new paint throughout, new exterior light fixtures, bonus attached sunroom, detached brick oversized 1-car garage w/opener, detached screened porch/sunroom/greenhouse, pergola and storage shed!

1212 Santeetlah Avenue, Central Chesapeake
$595,000
4 Beds ⋅ 2.1 Baths ⋅ 10644529 MLS
Welcome to 909 Wheatfield Way situated at the back of a cul-de-sac with a covered front porch. The foyer entrance opens to the arched entrance to the formal dining room with crown molding and chair rail and the formal living room. The kitchen features a Butler's Pantry, tile flooring, newer appliances with gas range, dishwasher and hood. Kitchen also features granite tops & an island with power. The great room is open to the kitchen and features a gas fireplace for relaxing get togethers. The second floor features the Primary bedroom with vaulted ceilings, dual walk-in closets, private bath with tile floors, dual sinks, garden tub & shower stall. The second floor also has 3 additional bedrooms and full bath. Situated at the back of the cul-de-sac with a large backyard, storage shed and patio for entertaining. Located with views of the 48-acre Chesapeake Arboretum protected space and just minutes from the Battlefield Blvd corridor with easy access to shopping, dining & hospitals.

909 Wheatfield Way, South Chesapeake
$539,999
4 Beds ⋅ 2.1 Baths ⋅ 10644558 MLS
Located in the highly sought-after Jolliff Landing neighborhood of Western Branch, this like-new home has tons to offer! Backing to a protected preserve, you’ll have added privacy with no future construction behind you. Featuring an open floor plan with a versatile bonus/flex room and beautiful LVP flooring throughout the main living areas. The gourmet kitchen is equipped with stainless steel appliances, a gas range, quartz countertops, and a custom tile backsplash. A large center island makes entertaining easy, while the cozy gas fireplace adds warmth and charm to the living space. Additional upgrades include smart blinds, smart ceiling lighting in the living room, and an updated primary walk-in shower with a glass door. The community provides amenities such as a pool, walking trails, parks and plazas with outdoor seating, a playground, natural preservation areas, and a state-of-the-art clubhouse with kitchen, conference room, and fitness center. New construction without the wait! Schedule your showing today! Open to a 1-year lease at $3,600 per month. If you're interested in leasing or would like more information about this option, please contact the listing agent.

2216 Hampton Roads Parkway, West Chesapeake
$689,000
5 Beds ⋅ 2.1 Baths ⋅ 10644518 MLS
Beautifully maintained 5-bedroom, 3,383-square-foot home offering peaceful golf course views in sought-after Wedgewood Estates. The thoughtfully designed floor plan features spacious living areas, an updated kitchen with a large center island, abundant cabinetry, and an open flow into the family room, creating a welcoming space for everyday living and entertaining. Large rear windows fill the home with natural light while overlooking the golf course and a beautiful wooded backdrop. Step outside to enjoy the screened porch and expansive patio, creating a private outdoor retreat. Thoughtfully maintained and exceptionally cared for, this home combines timeless character, quality updates, and outstanding curb appeal. Conveniently located in the heart of Greenbrier, just minutes from shopping, dining, parks, major highways, military installations, and healthcare, while offering the privacy and charm of one of Chesapeake's most desirable established neighborhoods.

1118 Fairway Drive, South Chesapeake
$599,000
5 Beds ⋅ 3 Baths ⋅ 10644309 MLS
Tired of expensive water and sewer bills, HOA restrictions, or dealing with the stress and cost of a fixer upper? Then this brand new home is exactly what you have been waiting for. Welcome to this stunning 2,600 sq. ft. open concept residence built by local award winning builder. Featuring 5 spacious bedrooms, including a first floor bedroom great for guests or multi generational living, and 3 full baths with upscale designer finishes throughout. Enjoy luxury features including granite countertops, ceramic tile, luxury vinyl plank flooring, a cozy fireplace, and a beautiful standalone soaking tub. With NO HOA, this property is superb for boat owners, campers, trailers, or anyone wanting freedom and flexibility without extra fees or restrictions. Located in a highly sought school district with flexible spaces wonderful for entertaining and everyday living. Everything is brand new, offering peace of mind and low maintenance living.

785 Caddie Street, South Chesapeake
$235,000
2 Beds ⋅ 2 Baths ⋅ 10644371 MLS
Move-in ready condo living at its best, situated in much sought-after the Riverwalk/Queens Gate community. Living level upstairs has open layout for easy living and entertainment + desirable natural light. Primary bedroom w/ensuite, second bedroom w/full bathroom across the hall. Renovated with new LVP flooring throughout condo, carpet on stairway, recently painted interior, remodeled kitchen includes new cabinets, quartz countertop, stainless steel appliances, and recessed lighting. New vanity lights and faucets in both bathrooms. Convenient location near dining, shopping, and entertainment! Must see before its gone!

709 Rapidan River Court Unit D, South Chesapeake
$1,299,997
4 Beds ⋅ 2.1 Baths ⋅ 10644328 MLS
Custom 4,300+ sq ft estate on 3 private, wooded acres on historic Taft Rd., located in the Hickory/Grassfield school districts. Perfect blend of country living & city access. Inside features exceptional build quality, ornate plasterwork, dentil moulding, & dual staircases. The main level hosts a home office, living room with a wood fireplace, half bath, & a sunroom. The spacious kitchen boasts a center island & matte white cafe; appliances, leading to a laundry room & 2-car heated garage. Upstairs features 4 large bedrooms, including a primary suite with 2 walk-in closets & 3rd-floor access. 2 full baths feature luxury defogging mirrors. The 3rd floor is ideal for a 2nd living room/studio. Outside boasts a wrap-around porch, 32k-gal saltwater pool (new liner 2025; new pump/filter/salt cell 2026), Trex deck, heated 3-car detached garage with mini-split, carport, shed (new roof 2026), & pole barn. Features 400A service (200A panel), generator tie, & grill propane line. Move-in ready!

1741 Taft Road, South Chesapeake
$300,000
2 Beds ⋅ 2 Baths ⋅ 10644330 MLS
Single level Condo in Greenbrier Country Club golfing community. Wooded. This 1 level 2 bedroom home is an great option for today's discerning buyer who is looking for simplicity and location. As-is where is. Seller cannot make repairs. Garage is designed for storage. No parking

1311 Eagles Path Trace Path Unit A, South Chesapeake
$565,000
4 Beds ⋅ 3 Baths ⋅ 10644284 MLS
Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake
$389,900
4 Beds ⋅ 3.1 Baths ⋅ 10644173 MLS
**Rare find with TWO spacious primary suites!** This move-in-ready 4-bedroom, 3.5-bath home offers the flexibility today's buyers are looking for. Perfect for multi-generational living, extended family, guests, or a private home office with it's own separate entrance. The first-floor primary suite features a private sunroom ideal for an office, mini kitchen or sitting room, while the second primary suite upstairs provides a separate retreat. Enjoy the convenience of two washer and dryer hookup locations, abundant closet space, and plenty of storage. Outside, you'll find a low-maintenance exterior, large fenced backyard, deck for entertaining, storage shed, and double wide driveway. Freshly painted and professionally cleaned, this home is truly turnkey. Conveniently located near Greenbrier shopping, dining,bases and major interstates, with the Virginia Beach Oceanfront just 20 minutes away. **Space, flexibility, and location, this home has it all!**

2532 Lanier Street, Central Chesapeake
$399,990
3 Beds ⋅ 2 Baths ⋅ 10643999 MLS
Welcome to this charming 3-bedroom, 2-bath Cape Cod nestled on 1.4 private acres in the Deep Creek area of Chesapeake! This property offers the perfect blend of peaceful outdoor living and everyday convenience. Enjoy gardening in the fenced garden, unwind in the wooded backyard, or take advantage of easy access to the nearby Portsmouth Ditch Trail for walking, biking, and outdoor recreation. Inside, you’ll find a warm and inviting layout with classic Cape Cod character and plenty of space to make your own. Whether you’re looking for room to spread out, enjoy nature, or simply escape the hustle while staying close to shopping, dining, and major commuting routes, this home checks all the boxes. Don’t miss this unique opportunity to own your own slice of Deep Creek!

3433 Martin Johnson Road, South Chesapeake
$1,069,417
5 Beds ⋅ 4 Baths ⋅ 10643118 MLS
The Rivermont is where everyday living feels just a little more special. Designed with comfort, style, and connection in mind, this thoughtfully crafted home offers the perfect spaces to gather, relax, and make lasting memories. At the heart of the home, the chef-inspired kitchen flows effortlessly into the spacious dining area and inviting great room, creating the ideal setting for everything from Sunday brunches to holiday celebrations. Just beyond, step onto the covered rear porch—your new favorite spot for morning coffee, evening cocktails, or cheering on a summer thunderstorm from the comfort of home. The vaulted first-floor primary suite provides a peaceful retreat, while generously sized secondary bedrooms and flexible living spaces offer room for family, guests, hobbies, or a home office. Every detail reflects the quality craftsmanship and thoughtful design Kirbor Homes is known for. Located in the desirable Sanderson Estates, you'll enjoy spacious homesites and the perfect blend of peaceful surroundings with convenient access to shopping, dining, recreation, and major commuting routes. Whether you're hosting family dinners, relaxing on the porch, or simply enjoying the comfort of a brand-new home, the Rivermont is designed for the moments that matter most. Come see why this could be the perfect place to call home! Contact LA to schedule an appointment at our design center today! Builder Contract. Ask about our current incentives!

2861 Raccoon Trail, South Chesapeake
$449,900
4 Beds ⋅ 3 Baths ⋅ 10644044 MLS
Toss the lawn mower! It's too hot for that. It's time for low-maintenance living and relaxing by the pool at The Retreat at Western Branch. This move-in ready, new construction Lafayette floor plan features a first-floor primary suite, a huge island kitchen open to the living room, and a first-floor office or guest room with a full bath. Upstairs you'll find a spacious loft plus two additional bedrooms with a shared bath, ideal for guests, hobbies, or flexible living. Covered porch with an extended patio and a 2-car garage. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds. Exceptional value, priced to move, and ready for immediate enjoyment.

4605 Longleaf Place, West Chesapeake
$440,000
3 Beds ⋅ 1.1 Baths ⋅ 10644034 MLS
Escape to serene equestrian country living! This inviting 3-bedroom, 1.5-bath ranch (with additional non-heated/cooled bedroom/flex room over garage and additional full bath) sits on over 3 acres in Chesapeake's desirable Western Branch area, offering the perfect blend of privacy, open space, and modern updates. Inside, you'll find a move-in-ready home featuring a bright, updated kitchen, durable LVP flooring, spacious bedrooms, and the convenience of single-level living. The room over the attached garage provides flexible space for a home office, guest suite, 4th bedroom, or in-law suite. Outside, the 3-stall horse barn needs TLC, plus plenty of room for gardening, recreation, or creating your own mini homestead. Recent improvements include land improvements (2019), well service (2020), electrical panel service (2020), foundation improvements (2021), new appliances (2022). Tenant occupied at $2,800 per month thru 1/31/27. Live in or rent out.

4309 East Road, West Chesapeake
$700,000
4 Beds ⋅ 3.1 Baths ⋅ 10643713 MLS
Welcome home to this classic brick home tucked in a cul-de-sac, with comfortable living spaces, thoughtful updates, and a backyard made for enjoying Virginia summers. The main level offers inviting living and dining areas, a large bright kitchen with island seating, and an easy flow into the vaulted family room with skylights, a brick fireplace, and access to the deck and pool area. Upstairs, the spacious bedrooms offer flexibility for guests, hobbies, work, or everyday living. The primary suite features vaulted ceilings, generous closet space, and a large bath with a soaking tub set beneath a window-filled nook. Outside, enjoy an in-ground pool, deck space for relaxing or entertaining, mature landscaping, and a peaceful setting. Recent updates include new flooring, upstairs, HVAC, a new pool liner, an updated front door, refreshed lighting and fixtures, and new fencing. Come see all this home has to offer!

701 Aspen Forest Court, South Chesapeake
$756,000
6 Beds ⋅ 3 Baths ⋅ 10643666 MLS
Welcome to this beautiful brick home in the heart of Great Bridge! Situated on a quiet cul-de-sac, this home has it all! The foyer and entrance way are stunning and extend two stories and include a beautiful stair case. A gorgeous new primary shower, trayed primary bedroom ceiling, hardwood flooring and a private deck that offers a peaceful, wooded view. The first floor bedroom/office has direct access to a full bathroom with newer vanity and is just right for multi-generational living. Both HVAC systems are two years young. The heavying lifting has been done here, this one won't last long! See it today before it is SOLD!!!

909 Brice Court, South Chesapeake
$749,999
5 Beds ⋅ 3 Baths ⋅ 10643547 MLS
Beautiful, spacious all brick 5-bedroom, 3-bath home tucked away on a cul-de-sac in the sought-after Great Bridge school district. Situated on a large lot, this well-maintained home offers generous living spaces and plenty of room both inside and out. Recent updates include brand new carpet, a new deck great for entertaining or relaxing, and fresh paint throughout many of the rooms, creating a bright, inviting feel. The timeless brick exterior, functional layout, and convenient location make this home an exceptional opportunity. Move-in ready and waiting for its next owners!

145 Sinclair 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.