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$329,500
3 Beds ⋅ 3 Baths ⋅ 10644249 MLS
Be the first to see this stunning 3 bedroom, 3 full bath condo in sought after Riverwalk on the Elizabeth River. Offering 1,776 square feet of living space, this home features soaring cathedral ceilings, skylights, a dramatic two story great room with gas fireplace, and a spacious loft with potential for a fourth bedroom conversion. Recent updates include new carpet, luxury vinyl plank flooring, and stainless steel appliances. Enjoy a private balcony great for relaxing outdoors. Riverwalk residents enjoy an exceptional array of amenities including a clubhouse, pool, tennis courts, pickleball, dock access, playgrounds, weekly food trucks, swim team, garden club, and a community atmosphere. Conveniently located near shopping, dining, and major interstates, this is low maintenance living at its best.

605 Sail Fish Quay, South 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
$299,900
2 Beds ⋅ 2.1 Baths ⋅ 10644570 MLS
Private end-unit in desirable Greenbrier Fairways with a first-floor primary suite and spacious second bedroom. Versatile loft with closet overlooks the great room, great for an office, flex space, or potential third bedroom. Kitchen features ample cabinetry, pantry, and breakfast bar. Enjoy a backyard patio and attached storage shed. HVAC & roof (2019), flooring (2017), paint (2023). FHA/VA approved, pet-friendly (up to 35 lbs), and low condo fees. Move-in ready and well maintained! Perfect location to many corporate businesses including Dollar General corporate office, Chesapeake Regional Hospital, Great condo for traveling nurses, relocation for temps, investor for rental opportunity or for Buyer looking to pay less than rent!

1313 Quail Creek Hollow Unit C, South Chesapeake
$499,900
4 Beds ⋅ 2.1 Baths ⋅ 10644597 MLS
Welcome to your dream Craftsman-style 4 bdrm 2 1/2 bath home w/a 2 car garage nestled in the heart of Chesapeake. This meticulously crafted residence offers a perfect blend of modern convenience & classic charm promising a lifestyle of comfort & sophistication. The heart of the home lies in the gourmet kitchen adorned w/luxurious granite countertops & equipped with stainless steel appliances. Whether you're whipping up a culinary masterpiece or enjoying a casual meal at the breakfast bar, this culinary haven is sure to inspire your inner chef. As you venture outdoors, discover & enjoy your own oasis in the backyard waiting for your personal touch. With its prime location in Chesapeake, you'll enjoy easy access to local amenities, schools & major thoroughfares, ensuring that every convenience is w/in reach. Projected completion is mid August 2026. The lot is almost 9400 sq ft. LVP flooring will be installed throughout the 1st floor. Photos from previous build. Make your appt today. Backyard fence being installed soon.

120 Taxus Street, South Chesapeake
$545,000
4 Beds ⋅ 2.1 Baths ⋅ 10644692 MLS
Eagle Pointe is Chesapeake's Premier 55+ Adult Community with resort-style amenities. Beautiful Waterford plan with a three-season finished porch.

526 Strathmore Lane, South Chesapeake
$390,000
3 Beds ⋅ 2.1 Baths ⋅ 10644197 MLS
Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that serves as your own private oasis, perfect for hosting weekend gatherings, gardening, or relaxing in the sun. Situated in a peaceful community just minutes from local shopping, dining, schools, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this house your home sweet home! Schedule your private tour today! Listing photos contain virtually staged media.

601 Lord Byron Court, South Chesapeake
$565,000
4 Beds ⋅ 2.1 Baths ⋅ 10644474 MLS
Step into this spacious & immaculate totally remodeled ranch in the much-desired Etheridge Woods neighborhood. Amazing newly designed open floor plan for an active family and for entertaining. Brand new roof, newer HVAC. Totally renovated well-appointed open kitchen with built in stainless appliances and huge eating, entertainment area. Generous size primary suite with bath plus 3 additional bedrooms including FROG. Converted garage perfect for home office, gym, home school, etc. Floored attic for storage. Lovely backyard with screened porch, patio and 10X14 insulated workshop with electric and A/C. Quiet cul-de-sac lot. Hickory school district. This totally updated home is a must see!

1008 Chalbourne Drive, South Chesapeake
$239,000
2 Beds ⋅ 2 Baths ⋅ 10644533 MLS
Back on market at no fault due to seller! Fantastic first floor condo in sought after Riverwalk. This 2 bed, 2 bath condo features a gas fire place, private patio, and fresh paint throughout. Seller offering $500 home warranty. This home provides ease of living while offering incredible amenities for activity and relaxation. You will love the huge pool, gorgeous clubhouse, walking/biking trails, tennis courts, playgrounds, boat ramp, dock, landscaping, and more. Don't miss this opportunity and schedule your visit today!

724 Sail Fish Quay, South Chesapeake
$389,000
4 Beds ⋅ 2 Baths ⋅ 10644668 MLS
Welcome home to 1421 Glendale Avenue! Designed for effortless living, where quality craftsmanship, modern style & everyday convenience come together in this beautifully updated 4-Bedroom, 2 Bathroom Ranch home w/exceptional indoor & outdoor living spaces in the heart of Chesapeake! The high-end custom eat-in kitchen features abundant cabinetry, granite countertops, stainless steel appliances, washer & dryer, custom tile backsplash & flooring, breakfast bar area that flows seamlessly to the open concept living & dining areas. The spacious primary suite includes a versatile bonus room, ample closets & private ensuite bathroom. Outdoors you'll find beautifully landscaped grounds, a fenced private backyard oasis offering plenty of space to enjoy the covered patio, marshmallows by the fire-pit, beautiful flower gardens, substantial vegetable, herb & fruit gardens…. and don’t miss out on the oversized insulated detached garage/workshop plus storage shed. Call today for your private tour!

1421 Glendale Avenue, South Chesapeake
$315,000
4 Beds ⋅ 2 Baths ⋅ 10644591 MLS
Charming one-level brick ranch offering 4 bedrooms plus a versatile bonus 5th bedroom attached to primary suite, perfect for a nursery, home office, sitting room, or flex space. Two updated full bathrooms. Equipped with two central air systems to serve addition to property, both less than 6 years old. Newer kitchen with granite countertops, new dishwasher and newer big size washer and dryer. The spacious primary suite includes two oversized closets with built-in shelving and drawers, providing exceptional storage and organization. Step outside to a large private backyard with a wood privacy fence- ideal for entertaining, cookouts, or relaxing outdoors. Conveniently located near shopping, dining, and with easy access to major interstates.

2641 Gilmerton Road, South Chesapeake
$450,000
3 Beds ⋅ 3.1 Baths ⋅ 10644557 MLS
Welcome to this stunning, like-new home in the highly sought-after Grassfield area of Chesapeake! Built in 2021, this beautifully maintained 3-bedroom, 3.5-bath home offers 2,140 sqft of thoughtfully designed living space filled with natural light. Step inside to charming hall tree built-ins, soaring cathedral ceilings, and an open-concept layout perfect for everyday living and entertaining. The spacious living room with a cozy fireplace flows into the modern kitchen featuring granite countertops, stainless steel appliances, gas cooking, a large island, and adjoining dining area. The primary suite offers two walk-in closets and a private bath with dual vanities. The third-floor bonus suite includes a bedroom, full bath, walk-in closet, and endless flexibility for guests, a home office, or media room. Complete with a charming white picket fence and located near shopping, dining, interstates, and top-rated Grassfield High School, this move-in-ready home is one you won't want to miss!

433 Asuza Street, South Chesapeake
$670,000
4 Beds ⋅ 2.1 Baths ⋅ 10644514 MLS
Welcome home to sought after Etheridge Lakes! Nestled at the end of a cul-de-sac, this move in ready home in the Hickory school district has it all! Newer LVP flooring on first floor, granite counters, SS appliances, breakfast area, formal living and dining and sunroom overlooking the large backyard. The primary bedroom has an additional flex room - perfect as an office, nursery, exercise or sitting room. Primary bath recently updated, driveway extended, 30-amp electric added for RV, all surrounded by a white picket fence! See this one first!

806 Crosswood Court, South Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10644453 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
$793,267
5 Beds ⋅ 3 Baths ⋅ 10644581 MLS
The Bellhaven at Riverview Landing by Wetherington Homes. Estimated September 2026 delivery. Flexible 4-5 bedroom floor plan with an open-concept layout. Chef’s kitchen connects to the dining area through a butler’s pantry and features dual ovens, gas range, hood, and large island overlooking the covered rear porch. Upstairs loft and main-level full bath add functional living space. Includes a curated list of standard features, with time to personalize select options. Cul-de-sac lot in an active community with walking trails, fire pit, and convenient access to schools, beaches, parks, restaurants, and more! Contact the sales counselor to schedule an appointment and learn about current incentives.

212 Kwanzan Court, South Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10644227 MLS
**OPEN HOUSE THIS SATURDAY, 7/18/26 FROM 12-2PM**Beautifully maintained townhouse in sought-after Cedar Lakes community with 3 bedrooms and 2 1/2 baths. The kitchen shines with brand-new stainless-steel appliances, including a gas range, microwave, French door refrigerator, and dishwasher, along with a new disposal and faucet. The entire home has been professionally painted, offering a fresh, move-in ready feel. Major systems are updated with a roof approximately 10 years old, HVAC replaced in 2020, and a brand-new hot water heater with an Apollo system providing supplemental heat, and windows replaced about 6 years ago. All toilets are new. Enjoy relaxing in the screened-in porch. Washer/Dryer and Gas Fireplace convey as-is. Great Bridge school district and just minutes from shopping, dining, parks, City Hall and easy access throughout Hampton Roads. Homeowner's Association includes a pool and clubhouse.

626 South Lake Circle, South Chesapeake
$420,000
3 Beds ⋅ 2 Baths ⋅ 10644472 MLS
Experience the charm of country living without sacrificing convenience! Nestled in Chesapeake's highly desirable Grassfield area, this property offers the perfect blend of privacy, open space, and everyday comfort. Enjoy peaceful surroundings with room to relax, entertain, garden, or simply take in the natural beauty. The thoughtfully designed home features inviting living spaces filled with natural light and a layout that's great for both everyday living and special gatherings. Located just minutes from shopping, dining, schools, and major commuter routes, you'll loving having the best of both worlds-quiet rural living with city conveniences nearby. Whether you're looking for your forever home or your own private retreat, this is a rare opportunity you won't want to miss. Schedule your private tour today!

4321 Ballahack Road, South 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
$210,000
2 Beds ⋅ 2.1 Baths ⋅ 10644311 MLS
Welcome to easy living in the desirable Riverwalk community! This adorable 2-bedroom, 2.5-bath condo offers a bright, open floor plan with spacious bedrooms, each featuring its own private bath. Enjoy low-maintenance living with fantastic community amenities, including a pool, ground maintenance, playgrounds, and more. Conveniently located near Greenbrier shopping, dining, hospitals, and major interstates. Association covers the roof.

802 Primrose Lane, 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
$273,851
2 Beds ⋅ 1 Baths ⋅ 10644283 MLS
Welcome home to this bright and inviting condo conveniently located just off Cedar Rd, placing you minutes from shopping, local restaurants, entertainment, and everything the area has to offer. Whether you’re grabbing dinner, meeting friends, or enjoying a night out, you’ll appreciate having so many amenities close to home. Inside, you’ll find soaring vaulted ceilings and arched windows that fill the home with natural light, creating an open and airy feel throughout. The spacious living room features a cozy fireplace and access to a private balcony overlooking mature trees and a lake, providing a peaceful place to relax. The kitchen offers ample cabinet and counter space and opens to a sunny dining area framed by a dramatic arched window. The bedrooms continue the home’s bright, open feel with high ceilings and plenty of room to make your own. One of the unique perks of this location is being just a few blocks from the city’s annual parade route. Just a short drive from home, The Chesapeake Rotary Christmas Parade, is a longtime local tradition that brings the community together each year while still allowing you to enjoy the comfort of home. Whether you’re a first-time buyer, looking to downsize, or searching for a low-maintenance home in a convenient location, this condo offers the perfect opportunity to add your personal style and enjoy everything this vibrant area has to offer.

449 E Lake Circle, South Chesapeake
$795,000
6 Beds ⋅ 3.1 Baths ⋅ 10643149 MLS
Well-maintained, spacious home on a prime lot in the beautiful Riverwalk community. New Roof, all new Windows, new paint interior and exterior, and new carpet in 2026! Beautiful wood floors in living and dining areas. Six bedrooms, 3 full and 1 half baths. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, a formal butler station off the dining room. and exceptional flow throughout. The spacious eat-in kitchen and bar-top seating area open to the inviting family room with a cozy fireplace. Three additional bedrooms are located on the second level, including a versatile FROG that can serve as the 6th bedroom, home office, or recreation room. Current cooktop and built-in microwave to be replaced; buyer can choose. Large back deck with gas hookup. Residents of Riverwalk enjoy exceptional neighborhood amenities, including walking trails, a community pool, boat ramp and dock, playground, and a popular summer swim team. This is a wonderful opportunity to own a meticulously cared-for home in one of Chesapeake’s most desirable communities.

804 River Strand, South Chesapeake
$645,000
4 Beds ⋅ 2.1 Baths ⋅ 10644442 MLS
Experience the lifestyle you've been searching for in one of Chesapeake's most desirable communities, just minutes from top-rated Grassfield High School. This beautifully maintained home welcomes you with a charming front porch and gleaming hardwood floors throughout the main level. A versatile flex room that can be used for a home office, playroom, or sitting area, while the formal dining room flows into the updated chef's kitchen featuring granite countertops, refreshed cabinetry, and new stainless steel appliances. The kitchen opens to a spacious family room centered around a cozy fireplace and an inviting sunroom filled with natural light. Upstairs, the expansive primary suite offers a spa-inspired bath with dual vanities, a jetted tub, and a glass-enclosed shower, along with three additional bedrooms, a full bath, and a convenient second-floor laundry room. Step outside to your own private backyard retreat complete with a stamped concrete patio, sparkling in-ground pool, and fully fenced yard—ready for relaxing or entertaining all summer long. Additional upgrades include a tankless water heater, solar panels that significantly reduce electric costs, updated main-level lighting, and a VA assumable loan with an incredible 3% interest rate for qualified buyers. Tesla EV charger.

2101 Beeblossom Lane, 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
$380,000
5 Beds ⋅ 3.1 Baths ⋅ 10644206 MLS
This unique property offers a main home and a separate second residence, creating flexibility that's hard to find. Whether you're looking for multigenerational living, a private in-law suite, rental income, guest accommodations, or space to run a home-based business (where permitted), this property adapts to your lifestyle. The main home features 3 bedrooms and 2.5 baths, while the second home offers 2 bedrooms and 1 bath. Two detached garages provide excellent space for workshops, hobbies, storage, vehicles, or equipment, and two sheds add even more functionality. Enjoy a deck for one home, a patio for the other, separate electric meters, ample parking, and room to spread out.

1417 Gust Lane, 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
$190,000
2 Beds ⋅ 2.1 Baths ⋅ 10644380 MLS
Unlock incredible potential with this two-bedroom, two-bathroom condo, offering a fantastic blank canvas for investors, flippers, or homeowners looking to customize their own space. The main living area features a bright, open-concept layout with wood floors, a cozy fireplace, and sliding glass doors that open to a private patio. The adjacent kitchen features white cabinetry and a convenient breakfast bar that overlooks the dining and living spaces, creating a great flow for daily living and entertaining. Upstairs, the home offers two bedrooms, including a spacious primary suite complete with a walk-in closet and an en-suite vanity area. While the property requires cosmetic updates and repairs throughout—including new flooring, fresh paint, and bathroom updates—it presents the perfect opportunity to build immediate equity. Bring your vision and design ideas to transform this property into a modern personal retreat or a highly profitable addition to your portfolio! Residents will enjoy low-maintenance living with HOA dues that cover community pool and clubhouse access, ground maintenance, and trash pickup.

747 Ridge Circle, South Chesapeake
$664,990
5 Beds ⋅ 3 Baths ⋅ 10644366 MLS
Come see why families are calling Patriots Ridge home! The Hudson single-family home fits the way you live. Flex space can be used as a playroom, a library and more. Gather in the spacious family room, which flows into the dining room and gourmet kitchen, separated by a convenient breakfast bar. Off the 2-car garage, a family entry controls clutter, while a quiet study is tucked away. Upstairs, 3 bedrooms offer abundant closet space and a full bath provides privacy. Your luxurious owner's bath will stun with its double bowl vanity and huge closet. Come home to The Hudson.

212 Tinker Street, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10644346 MLS
You will love coming home to this comfortable ranch home with cozy rooms. Located near the intersection of Greenbrier Parkway and Volvo Parkway in Turtle Rock on a cul-de-sac. Enjoy the floor plan which includes living room, dining room, den with fireplace, eat-in kitchen, laundry room, primary bedroom with bathroom, two other bedrooms and hall bathroom. Walking trails & playgrounds nearby. Lots of shopping and dining closeby in Greenbrier area. This home has been well cared for and is ready for you. Welcome home!

1109 Hearthstone Landing, 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
$450,000
5 Beds ⋅ 3 Baths ⋅ 10644216 MLS
Situated on a corner lot in sought after Culpepper Landing, this spacious home is ready for new owners to make it their own. A formal living and dining room, both with hardwood floors greet you as you enter. A large living room with gas fireplace opens to the spacious kitchen that includes tons of cabinet space and granite counters. The eat-in kitchen provides access to the large fenced-in backyard, great for entertaining. A bedroom and full bath are also located on the first floor. Upstairs, the primary bedroom includes an attached bath with double vanity, soaking tub and walk-in shower. Three more bedrooms and an impressive laundry room complete the second level. The attached 2-car garage provides excellent additional storage space. Neighborhood amenities include a clubhouse, exercise room, playgrounds, pool and more!

700 Canoe Street, 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.