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1021 Fentress Road, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10639389 MLS
Rare Double Lot in a Highly Sought-After School District! Discover unparalleled outdoor space and a top-tier location in this meticulously maintained 1,414 sq. ft. ranch. Situated in the heart of Hickory on a massive double lot, this 3-bedroom, 2-bathroom home features a freshly power-washed deck and a newer storage shed. Peace of mind is built in: owned by an HVAC technician, the systems are in peak condition, and the home is complemented by a newer roof and new kitchen plumbing. The interior shines with cosmetic updates, a primary walk-in closet, and a cozy gas fireplace. This turn-key property offers a seamless transition, as the fridge, washer/dryer, kitchen table, shelving, and play set all convey! Built on a solid slab with no crawlspace maintenance, this home is the definition of "worry-free" living in Chesapeake. Schedule your tour today!

1021 Fentress Road, South Chesapeake
200 Gregg Street, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10635651 MLS
Beautiful corner lot home featuring an open floor plan and side-loading 2-car garage in sought-after Chesapeake. The spacious primary bedroom offers an ensuite bath and two closets for added storage and convenience. Wood flooring and ceramic tile flow throughout the downstairs living areas. Roof was replaced in 2020. Conveniently located near shopping, dining, schools, and major interstates. Schedule your private showing today!

200 Gregg Street, South Chesapeake
1709 Foremast Loop, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10630756 MLS
Bryan's Cove offers more than low-maintenance living, with private beach access, a community fishing pier, kayak docks, and resort-style amenities throughout. Residents enjoy a pool, clubhouse with exercise room, walking trails, two parks, and two dog parks conveniently located throughout the neighborhood. This well maintained 3-bedroom, 2.5-bath townhouse-style condo offers a well-designed tri-level layout with approximately 1,720 square feet, including an entry-level flex space great for a home office, gym, or additional living area. The open-concept main level provides comfortable everyday living and easy entertaining. Conveniently located near shopping, dining, entertainment, interstates, and local military bases. A home warranty will transfer to the buyer at closing, providing added peace of mind. Move-in ready, schedule your showing today. "Smart Panel to convey"

1709 Foremast Loop, South Chesapeake
987 Bells Mill Road, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10631029 MLS
Charming ranch-style home situated on a spacious corner lot with a four-car driveway, attached one-car garage, and welcoming front porch. Step inside to a bright foyer that opens to the dining area and cozy living room featuring a gas-burning fireplace. Freshly updated throughout with new paint, LVP flooring, fixtures, blinds, and trim, this home is truly move-in ready. Down the hall you’ll find three generously sized bedrooms and two full baths with new vanities, mirrors, and toilets. The kitchen offers stainless steel appliances (2021) and great functionality for everyday living. Major updates provide peace of mind, including roof (2022), water heater (2021), Furnace (2021) and garage door opener (2026). Sellers are providing a one year home warranty through Achosa with full price offer. Call today for your private tour!

987 Bells Mill Road, South Chesapeake
1729 Ark Royal Road, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10627700 MLS
Stunning tri-level townhome-style condo in the highly desirable Bryan’s Cove waterfront community in Grassfield. The main living level offers an open-concept layout with LVP flooring, seamlessly connecting the kitchen, dining, and living areas—perfect for entertaining. The kitchen features stainless steel appliances, island, and easy access to the deck, along with a convenient powder room. Upstairs, the spacious primary suite includes a walk-in closet and private bath, plus two additional bedrooms, a full hall bath, and a laundry area. Enjoy resort-style living with community amenities including a pool, clubhouse, fitness center, dog parks, playgrounds, and private beach access.

1729 Ark Royal Road, South Chesapeake
450 Abelia Way, South Chesapeake
$380,000
3 Beds ⋅ 2.1 Baths ⋅ 10626053 MLS
Welcome to the good life!  An exceptional home, meticulously maintained & move-in ready is waiting for you! This inviting home has honey colored hardwood floors, stainless steel appliances, & a large breakfast bar w/granite countertops. The open floorplan is perfect for entertaining & has a private/fenced patio The major upgrades have been made! Brand new carpet, r oversized HVAC system replaced w/new Nest 3 thermostat. New high-end lighting & ceiling fans, newer stainless-steel refrigerator, microwave, and disposal, Replaced vanity in upstairs bath and downstairs bathroom flooring. New storm door, garage opener & more. Ask me for addl. list of upgrades.  A turnkey home that boasts pride of ownership in a fantastic location.

450 Abelia Way, South Chesapeake
305 Oak Gate Drive, South Chesapeake
$380,000
4 Beds ⋅ 2 Baths ⋅ 10618803 MLS
Come see this beautiful 4-bedroom, 2-bath home with a serene water view, perfectly located in the heart of Chesapeake. The home features a formal living room and dining room, plus an open-concept kitchen that flows seamlessly into the family room with a cozy gas-burning fireplace and a sunroom/media room-projector and equipment convey. A bedroom and full bath are conveniently located on the main level, with three additional bedrooms and a full bath upstairs. Additional highlights include a one-car attached garage and a fenced yard, offering both comfort and privacy. Vivant security system and all appliances convey - washer and dryer new (2025). Roof and skylights replaced in 2020 and HVAC in 2021.

305 Oak Gate Drive, South Chesapeake
732 Fallcreek Run, South Chesapeake
$379,500
3 Beds ⋅ 2.1 Baths ⋅ 10642744 MLS
Beautifully maintained 3 bedroom, 2.5 bath detached condo offering the perfect blend of comfort, style, and high end living. The spacious interior features granite countertops, stainless steel appliances, and a custom built nook tucked beneath the staircase, adding both character and functionality. Thoughtfully updated, this home includes a new roof, windows, and water heater (all 2021), plus an HVAC system replaced in 2022 for added peace of mind. Every detail has been well cared for, making this move in ready home an exceptional opportunity. Don't miss your chance to own this inviting property with modern updates and timeless appeal.

732 Fallcreek Run, South Chesapeake
1621 Thomason Trail, South Chesapeake
$378,000
4 Beds ⋅ 2.1 Baths ⋅ 10625388 MLS
Welcome to 1621 Thomason Trl! Nestled in the highly sought after Greenbrier area, this beautifully maintained end unit condo offers the perfect blend of comfort and convenience. Located in a quiet 28-unit community built by award-winning Ashdon Builders, this home is centrally located with easy access to shopping, dining, and all major interstates, making everyday living effortless. Offering over 1,900 sq ft of well-designed living space, this home features 4 spacious bedrooms, 2.5 bathrooms, with a versatile loft space on the second floor. The primary suite is conveniently located on the first floor, providing comfort and privacy along with beautiful hardwood floors throughout main living area. Backyard features enclosed space with patio and maintenance free turf. This low maintenance condo is available and ready to call "home"! Schedule your private tour today!

1621 Thomason Trail, South Chesapeake
1213 Saddleback Landing, South Chesapeake
$377,000
3 Beds ⋅ 2 Baths ⋅ 10635426 MLS
Welcome home to the heart of Greenbrier! This beautifully maintained 3-bedroom, 2 full bath ranch is tucked away on a quiet cul-de-sac next to the neighborhood park in Turtle Creek. Featuring an open floor plan perfect for entertaining, the spacious kitchen offers a large center island and flows seamlessly into the main living areas. Major updates include a roof replaced in 2018 and water heater in 2021. Enjoy one-level living in a prime location close to shopping, dining, schools, and interstate access. Don't miss this wonderful opportunity to own in one of Chesapeake's most sought-after communities!

1213 Saddleback Landing, South Chesapeake
805 Helmsdale Way, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10650654 MLS
Welcome home to this charming ranch offering plenty of space to spread out and enjoy! Inside, you’ll find a formal living room and dining room, along with a cozy living area featuring a wood-burning fireplace. The kitchen offers new flooring and opens to a breakfast nook with convenient backyard access. Just off the back of the home is a versatile bonus room, currently used as a playroom, that would also make a great sunroom, home office, or flex space. The primary bedroom features a private bath and two closets, and both bathrooms feature new flooring. Step outside from either the breakfast nook or bonus room to a fully fenced, private backyard complete with a storage shed, playset, cozy patio, and firepit area, patio for entertaining or relaxing outdoors. A comfortable floor plan with flexible spaces inside and a backyard ready to enjoy!

805 Helmsdale Way, South Chesapeake
3016 Aaron Drive, South Chesapeake
$375,000
4 Beds ⋅ 2.1 Baths ⋅ 10649682 MLS
Welcome home to waterfront living! Solar panels will be paid off at closing! Completely renovated in 2019, this stunning home offers the feel of new construction with modern finishes throughout. Enjoy fishing or kayaking right from your own backyard! Located in a quiet community with convenient access to the interstate, NMCP, USCG, shopping, and more. Major 2019 updates include the roof, windows, siding, and HVAC system. Move-in ready, beautifully updated, and waterfront—this home is ready for you!

3016 Aaron Drive, South Chesapeake
173 Harbor Watch Drive, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10645496 MLS
Don't miss out on this waterfront Penthouse condo in the heart of Great Bridge. Relax on one of two huge decks overlooking your own private boat slip offering the epitome of coastal living. Once inside, you will find a light-filled open space great for indoor-outdoor living and entertaining. The updates, including the HVAC, low-maintenance LVP flooring, and fresh paint mean you can pack your backs (and life jackets) and move right in! The ample storage indoor and out (don't miss the walk-in attic inside the primary closet) adds practicality and function. The resort-style condo amenities are not to be missed- not only is trash, water, and sewer covered, but you also have a community pool, clubhouse, and ground maintenance to leave all of your free time to enjoy your new coastal lifestyle. The sellers are open to selling the new boat and floating dock for an additional cost.

173 Harbor Watch Drive, South Chesapeake
905 Shillelagh Road, South Chesapeake
$375,000
4 Beds ⋅ 2 Baths ⋅ 10643554 MLS
Welcome home to this charming four-bedroom ranch featuring a spacious, open floor plan designed for comfortable living. The inviting living room is anchored by a classic brick fireplace and flows seamlessly into the dining area and kitchen, complete with a cozy breakfast nook. An oversized utility room provides additional storage and everyday convenience. The home offers four generously sized bedrooms, including a primary suite with a private ensuite bathroom. Outside, enjoy the deck and patio overlooking the large backyard. The detached garage is accompanied by a substantial bonus room, creating endless possibilities for a workshop, hobby space, home gym, recreation room, studio, or additional storage. With its functional layout and versatile spaces, this home offers wonderful opportunities both inside and out

905 Shillelagh Road, South Chesapeake
1089 Saint Julian Drive, South Chesapeake
$375,000
4 Beds ⋅ 2 Baths ⋅ 10643138 MLS
Wonderfully updated and absolutely meticulously maintained and spotless ranch style home with 4 bedrooms 2 baths a 2 car DETACHED GARAGE in this lovely Chesapeake waterfront neighborhood! Modest sized home that comes to life with an open concept lover's dream!! This is the perfect house for entertaining! Sprawl out on the kitchen island and enjoy hosting- make sure to invite all your friends; the driveway and backyard can hold just about anyone and anything! Exclusive access to a public boat ramp—perfect for weekend adventures on the water!! Enjoy the convenience of a dedicated laundry room, and take full advantage of the expansive, fully fenced backyard—perfect for pets, play, and outdoor gatherings. Everything in the home has been updated in the last few years. Roof, hvac, water heater, flooring, kitchen, bathrooms and all new appliances. It’s all virtually new. All that’s missing is YOU!

1089 Saint Julian Drive, South Chesapeake
2839 Lambert Trail, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10640055 MLS
Welcome home to this charming ranch tucked away on a quiet street, offering comfort, functionality & an incredible backyard retreat. Designed for relaxing & entertaining, the backyard features lush banana trees, tranquil koi pond w/ waterfall, hot tub, paver patio ideal for grilling, fire pit area w/ pavers & space for seating - all surrounded by a full privacy fence. Impressive 2 story detached garage complete w/power, workbenches & upstairs storage. Featuring 3 bedrooms & 2 full baths the layout provides spacious living. Oversized kitchen w/ abundant counter space, large eat-in area w/backyard views. Converted garage creates second den, flex space, laundry, attic storage access. Expanded driveway offers plenty of parking. Relax on the welcoming front porch, unwind in the backyard, enjoy the comforts throughout the property.

2839 Lambert Trail, South Chesapeake
1073 Scenic Boulevard, South Chesapeake
$375,000
3 Beds ⋅ 1 Baths ⋅ 10639800 MLS
Closing cost assistance! Welcome to 1073 Scenic Boulevard! This beautifully updated ranch-style home offers modern finishes, flexible living space, and a private setting on approximately .4 acres in the desirable Great Bridge area. Step inside to an open and inviting floor plan featuring updated flooring, fresh paint, modern fixtures, and a stunning kitchen w/ white shaker cabinetry, granite countertops, stainless steel appliances, and a large breakfast bar for entertaining. The spacious living and dining areas flow seamlessly together, creating a bright and comfortable atmosphere. The updated bathroom adds a fresh, contemporary touch, while the screened porch provides the perfect place to relax and enjoy the peaceful, wooded backdrop. Outside, you'll find a detached garage with electricity, additional storage shed, ample parking, and a large backyard offering endless possibilities for recreation, gardening, or gatherings. Conveniently located near top-rated schools, shopping, dining, and more!

1073 Scenic Boulevard, South Chesapeake
1321 Hamill Lane, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10637304 MLS
Beautifully updated and move in ready home featuring an open floor plan with fresh paint and hard surface flooring throughout. Light and bright interior with a vaulted ceiling and cozy fireplace in the spacious great room. Tucked away in a quiet cup-de-sac in the heart of Greenbrier, this home offers convenience to shopping, dining and local restaurants. Enjoy outdoor living with a nice patio and privacy fenced backyard, for relaxing or entertaining. The perfect combination of comfort, style and location!

1321 Hamill Lane, South Chesapeake
612 Tuskegee Avenue, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10636616 MLS
Move-in ready and beautifully updated, this Chesapeake home in the desirable Crestwood area has it all—new carpet, fresh paint, new LVP flooring, renovated bathrooms, and a remodeled kitchen featuring new stainless steel appliances. The convenient first-floor primary suite offers a walk-in closet, while two additional bedrooms upstairs provide plenty of space for family or guests. A finished walk-in attic adds easy-access storage. Enjoy the outdoors on the refinished wood deck for grilling, entertaining and relaxing. Additional features include a Ring doorbell, and a wheelchair-accessible ramp for added convenience and mobility.

612 Tuskegee Avenue, South Chesapeake
2418 Fieldsway Drive, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10635457 MLS
Enjoy stylish, comfortable living in this beautifully maintained Goldenrod model with 3 bedrooms, 2.5 baths, and ~1,750 sq. ft. of thoughtfully designed space. The open floor plan is great for everyday living and entertaining, featuring a spacious primary suite, oversized pantry, and new carpet throughout. Relax or host in the private, fenced backyard with patio. Located in Coleman Farms, Chesapeake's premier luxury townhome community, just 1.5 miles from Greenbrier and minutes from I-64. Community amenities include a clubhouse, fitness center, and resort-style pool. Seller Will Cover 1 Year of Condo Fees to Make Your Move Effortless! Move-in ready and showing true pride of ownership

2418 Fieldsway Drive, South Chesapeake
2205 Wildwood Road, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10632858 MLS
Welcome to your new home in Chesapeake, beautifully updated on a quiet, tree-lined street. This move-in-ready property features 3 bedrooms and 2 full baths, including a spacious primary suite with en suite bath, walk-in closet, and direct access to a large, fenced backyard—perfect for relaxing or entertaining. Enjoy an open-concept layout with seamless flow between living spaces. Recent updates include brand-new LVP flooring, new carpet in bedrooms, and fresh paint throughout. Major systems have been updated with a newer roof, windows, HVAC, and water heater (all 2016). Just minutes from the Shipyard and bases, making for an easy, hassle-free commute. A perfect blend of comfort, style, and peace of mind—don’t miss this one!

2205 Wildwood Road, South Chesapeake
908 Hornswaggle Way, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10629972 MLS
Beautiful 3 bedroom, 2.5 bath located in the desirable Grassfield community of Bryans Cove. Main level offers open floor plan, large kitchen with granite counter tops and stainless steel appliances, lots of natural light and access to the balcony. Third level consists of 3 bedrooms with walk-in closet and double sinks in en suite, primary bathroom. Lower level could be used as a gym, office or playroom. private cove with beach, clubhouse, pool, boat dock, gym, playgrounds and dog park.

908 Hornswaggle Way, South Chesapeake
3104 Knight Road, South Chesapeake
$375,000
3 Beds ⋅ 2 Baths ⋅ 10629478 MLS
Welcome to this beautifully updated 3-bedroom, 2-bath home offering 1,898 sq ft of comfortable living, tucked away on a quiet cul-de-sac! Home renovated in 2018 with updated features throughout. Open floor plan that creates the perfect flow for both everyday living and entertaining. The home features a modernized kitchen with granite countertops, stainless steel appliances, upgraded tile, fixtures, and soft- closed cabinetry giving you plenty of storage and style. Major updates include roof, water heater, laminate flooring, carpet, and paint (2018), plus new HVAC with mini split installed (2025). Outside, you will love the spacious backyard, complete with a wood privacy fence and patio, perfect for relaxing, entertaining, or pets. Plus, a storage shed. Conveniently located near interstates, shopping, restaurants, military bases, beaches, and more.

3104 Knight Road, South Chesapeake
428 Rock Drive, South Chesapeake
$375,000
4 Beds ⋅ 2 Baths ⋅ 10627238 MLS
Welcome to this 4-bedroom, 2-bathroom classic brick ranch in the Deep Creek part of Chesapeake. Inside, you'll find new laminate flooring throughout and a functional layout featuring a formal dining room and comfortable living space with a wood burning fireplace. Major upgrades include a brand-new HVAC system and ductwork, an updated hall bathroom, and a new refrigerator, making this home truly move-in ready. Venture outside to enjoy the new privacy fence and large yard, made even more wide open thanks to recent tree removal. With gravel sitting area around a firepit, this yard is great for relaxing or entertaining. Conveniently located near shopping, dining, and major commuter routes, this home offers both comfort and accessibility. This home is the move-in ready house in Chesapeake, you've been looking for.

428 Rock Drive, South Chesapeake
3204 Bruno Drive, South Chesapeake
$375,000
4 Beds ⋅ 2 Baths ⋅ 10623637 MLS
Make this your first stop! This beautiful brick ranch blends modern updates with classic charm. Roof and windows are less than 7 years old, and the freshly painted interior features LVP flooring in the bedrooms. The modern kitchen shines with updated soft-close cabinets, granite countertops, and a matching backsplash. Enjoy two full bathrooms, a spacious primary suite with oversized closets, and a dedicated laundry room. The open family room flows seamlessly into the foyer and living area. Outside, you’ll find a fenced backyard and detached rear garage. Easy access to the interstate, shopping, and dining with NO HOA!

3204 Bruno Drive, South Chesapeake
1534 Penton Mews Unit 32, South Chesapeake
$373,500
3 Beds ⋅ 2.1 Baths ⋅ 10638220 MLS
Beautiful waterfront 3-bedroom, 2.5-bath condo in the heart of Greenbrier! This move-in-ready home features an updated kitchen with stainless steel appliances and granite countertops, new garage door, new LVP flooring, new carpet, and a new HVAC system. Enjoy spacious walk-in closets, ample storage, and a walk-in attic. Built-in surround sound speakers throughout the home add a premium touch. Relax by the water or take advantage of the community pool just steps away. Conveniently located near shopping, dining, and everyday amenities. Don’t miss this exceptional opportunity!

1534 Penton Mews Unit 32, South Chesapeake
113 Walton Road, South Chesapeake
$373,000
3 Beds ⋅ 2 Baths ⋅ 10630087 MLS
Welcome to this beautifully maintained home in the highly desirable Butts Station neighborhood! Offering 3 bedrooms and 2 full bathrooms, this home reflects true pride of ownership throughout. The updated kitchen and bathrooms provide a modern touch, while the spacious primary suite features a walk-in closet for added convenience. Enjoy the oversized backyard, perfect for entertaining, relaxing, or future possibilities, all while being ideally located near shopping, dining, and everyday amenities. This is one you don’t want to miss!

113 Walton Road, South Chesapeake
1107 Sean Drive, South Chesapeake
$372,000
4 Beds ⋅ 2 Baths ⋅ 10642985 MLS
Don't miss your chance to own this beautiful and tastefully updated home in Deep Creek. This 4 BR home features the following updates completed in 2022: new plumbing throughout, remodeled bathrooms, new HVAC, water heater and windows. The converted garage is the perfect space for an office or bonus living area. The neighborhood is conveniently located near parts, schools, and several shopping centers. Schedule your showing today!

1107 Sean Drive, South Chesapeake
468 Blanche Drive W, South Chesapeake
$372,000
3 Beds ⋅ 1.1 Baths ⋅ 10641756 MLS
Welcome home to this well-appreciated 3-bedroom ranch, offering comfortable one-level living and plenty of space to enjoy. The open-concept home features a cozy eat-in kitchen, a spacious den with fireplace, a separate living room, a large sunroom perfect for relaxing or entertaining, and additional outdoor patio. Recent updates include new flooring in the sunroom, fresh interior paint, new gutter covers, and a sealed attic for added efficiency and peace of mind. Roof was done in 2016, Refrigerator (2018) and dishwasher, microwave, and oven (2016). Appliances and mechanical systems have been consistently maintained through a home warranty program. This solid, well-cared-for home reflects pride in ownership and is ready for its next chapter.

468 Blanche Drive W, South Chesapeake
716 Albemarle Court, South Chesapeake
$372,000
3 Beds ⋅ 2 Baths ⋅ 10627919 MLS
Meticulously maintained, this 3-bedroom, 2-bath ranch offers comfort, style, and thoughtful upgrades throughout. Enjoy a bright and airy sunroom addition, a great space to enjoy morning coffee or relaxing afternoons. The home features a spacious deck overlooking a well-kept yard with a sprinkler system, ready for outdoor entertaining or gardening. A one-car garage is complemented by a finished room above, providing versatile space for a home office, playroom, or guest retreat. Don’t miss the perfect blend of functionality and charm in this move-in-ready home!

716 Albemarle 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.