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$300,000
2 Beds ⋅ 2.1 Baths ⋅ 10648840 MLS
Welcome to 1234 Cedar Mill Square, a beautifully maintained townhome in the desirable Mill Quarter community of Chesapeake. This 2-bedroom, 2.5-bath home offers approximately 1,261 square feet across two levels, featuring two spacious primary suites, a cozy fireplace, an eat-in kitchen with ample pantry space, and a functional layout designed for comfortable living. Enjoy the convenience of a fenced backyard, patio, storage shed, and two assigned parking spaces. Ideally located near Greenbrier shopping, dining, parks, and major commuter routes, this home offers comfort and convenience in a sought-after Chesapeake location.

1234 Cedar Mill Square, South Chesapeake
$548,900
4 Beds ⋅ 3.1 Baths ⋅ 10648745 MLS
Welcome to 1044 Olmstead St in Chesapeake! This almost new home was built in 2022 & still feels like new! Featuring 4 bedrooms, 3.5 bathrooms spread out over 2337sq ft. Entering into the home from your covered front porch you will be greeted by natural sunlight beaming into the foyer. A home office/flex space is on the left & a half bath & laundry room on the right. Proceeding to the rear of the home you will walk into the open floor plan style kitchen w/a large island w/ seating for 4, stainless appliances & granite tops. With no walls separating the kitchen, living room, & formal dining room spending quality time w/ friends & family is easy in this space. Upstairs you will find all 4 bedrooms to be good sized with the primary bedroom being oversized w/a large walk-in closet, an en-suite bathroom w/ soaking tub, a separate shower area, & double sinks. The room over the garage is the 4th bedroom & has its own separate entrance w/a dedicated full bathroom. Call to schedule your showing!

1044 Olmstead Street, South Chesapeake
$434,900
3 Beds ⋅ 2.1 Baths ⋅ 10648817 MLS
Welcome to Bryan's Cove, where low-maintenance living meets exceptional community amenities in the heart of Chesapeake. This beautifully maintained townhome features a first-floor primary suite and an open-concept layout designed for both everyday living and entertaining. The kitchen offers stainless steel appliances, a pantry, peninsula seating, subway tile backsplash, and opens to the dining area and spacious living room highlighted by a custom floor-to-ceiling shiplap fireplace with floating wood shelving. The heated and cooled sunroom provides additional year-round living space, while luxury vinyl plank flooring, a custom frosted glass barn door leading to the primary bath, premium window treatments, and a smart thermostat add thoughtful style and convenience throughout. Outside, enjoy a fully fenced backyard with a stamped concrete patio, pergola, professional landscaping, and attached 2-car garage. Bryan's Cove offers resort-style amenities including a clubhouse, pool, fitness center, playgrounds, and access to the Elizabeth River, all with no flood insurance required. Conveniently located near shopping, dining, interstates, and military bases, this home is ready for its next owner. Incentives may be available through preferred partners. Contact listing agent for details and eligibility. Some photos are virtually staged.

1720 Barkadeer Cove, South Chesapeake
$584,900
5 Beds ⋅ 2.1 Baths ⋅ 10648848 MLS
A versatile floor plan with ample space for entertaining! The Palm offers 5 Bedrooms, 2.5 Baths, a large Family room, open to the kitchen, all BRs on the 2nd floor, large patio space for outdoor living. A desirable Primary Suite bath & walk-in closet. The Estates at Jolliff Landing is a charming neighborhood boasting single-family homes with covered porches, tree-lined sidewalks, lush gathering spaces, an assortment of yard games, a community playground, water features, a sports field, bike paths, and a community clubhouse with a resort-style in-ground swimming pool. A plethora of outdoor activities right at your doorstep in an exciting new homes community! The builder is offering partial CCA & $15,000 buyer incentive (See listing agent for details, as restrictions may apply) when using one of our preferred lenders. Model home open daily 12-5 pm at 5023 Annapolis Drive.

2208 Wilmington Avenue, West Chesapeake
$339,900
3 Beds ⋅ 2.1 Baths ⋅ 10648661 MLS
MOVE-IN READY and packed with upgrades! Fresh paint and brand-new flooring throughout make this newer 3-story condo truly shine. this energy-efficient home offers modern style, low-maintenance living, and exceptional versatility. The open floor plan features high ceilings, recessed lighting, and surround sound speakers in the living room. The gourmet kitchen boasts a breakfast bar, tile backsplash, full appliance package, and access to a private balcony through sliding glass doors. The first-floor office/flex space provides the perfect home office, guest area, or optional 4th bedroom. Enjoy community pool access and professional management. Tankless gas water heater and gas heat add efficiency and convenience. Best of all, NO FLOOD INSURANCE REQUIRED!

4376 Pickney Lane, Central Chesapeake
$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10648009 MLS
BEAUTIFULLY UPDATED THROUGHOUT! An amazing opportunity to own your piece of the American dream with this freshly painted 3BR/1.5 bath townhome located in the heart of Greenbrier! From the kitchen with new appliances, hardware and work station sink, to HVAC, water heater and roof (all 2025). Featuring luxurious crown and chair molding, newer flooring and newer Pella and Anderson windows and storm doors. All new ceiling fans and recessed lighting too! Out back, new paver patio, flower garden, pond and hand built privacy fence create a peaceful place to relax. Obvious attention to detail and quality throughout this wonderful home! You'll wanna see this one first!

1215 Cedar Mill Square, South Chesapeake
$320,000
3 Beds ⋅ 2.1 Baths ⋅ 10648267 MLS
Charming 3-bedroom, 2.5-bath home built in 2005. New outdoor wood grill/stove and recently replaced the oven/stove (February). Enjoy a functional layout with comfortable living spaces, all in a convenient location close to the highway for easy commuting. Move-in ready and waiting for its new owners!

4128 Williamson Street, Central Chesapeake
$975,000
6 Beds ⋅ 5.1 Baths ⋅ 10648547 MLS
Welcome to this impressive all-brick home offering over 5,000 sq. ft. of versatile living space and exceptional indoor–outdoor amenities. With 6 bedrooms, 5.5 bathrooms, and an additional first-floor flex room perfect as a 7th bedroom, home office, or formal living area, this home adapts beautifully to your lifestyle. Five of the bedrooms include private bathrooms, giving everyone their own comfortable retreat. A bright, oversized sunroom— but not included in the home’s total square footage. Step outside to your own backyard oasis. Brick pool house with heating/cooling + full bathroom. In-ground saltwater pool with a new liner ( installed 2025). Hot tub for 6. Expansive patio area for entertaining and relaxing. The property also features a three-car garage plus a half-circle driveway providing abundant parking for guests . Freshly painted, new carpets, refinished wood floors.

844 Greenfield Lane, South Chesapeake
$379,900
3 Beds ⋅ 2.1 Baths ⋅ 10648393 MLS
Welcome to 852 Royal Grove Court, a beautifully maintained 3-bedroom, 2.5-bath townhome in Chesapeake, Virginia. Offering 1,847 square feet, an attached one-car garage, and an open floor plan, this home blends comfort, style, and convenience. The first-floor primary suite features private patio access, a walk-in closet, a jetted walk-in tub, and a separate shower. The updated kitchen includes granite countertops, stainless steel appliances, generous cabinet space, and hardwood flooring. The spacious living area is filled with natural light and features a cathedral ceiling, skylights, hardwood floors, and a gas fireplace. Upstairs offers two additional bedrooms and a large loft that is ideal for a home office, media room, or flex space. Relax or entertain on the private patio overlooking the fenced backyard. Conveniently located near Greenbrier shopping, restaurants, entertainment, military installations, and major Chesapeake highways.

852 Royal Grove Court, South Chesapeake
$825,000
4 Beds ⋅ 3.1 Baths ⋅ 10648270 MLS
Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first! No HOA, bring your horses, chickens and goats!

2239 Benefit Road, South Chesapeake
$639,900
4 Beds ⋅ 3 Baths ⋅ 10648148 MLS
The Marigold is a thoughtfully designed rear-load home that blends convenience, elegance, and flexible living. With 2,703 square feet, this home offers four bedrooms to fit your needs. Upon entry, a dining area leads you into the upgraded gourmet kitchen and open great room. Enjoy a first floor owner's suite with tray ceilings, a spacious walk-in closet, and a upgraded deluxe spa-inspired bath. The first floor also includes a secondary bedroom, full bath, and laundry room for added convenience. Upstairs, You'll also find 2 additional bedrooms, a hall bath, and a versatile bonus room ready to become whatever you need most.

1949 Paw Paw Place, West Chesapeake
$499,900
4 Beds ⋅ 2 Baths ⋅ 10648141 MLS
Welcome to this charming brick-front ranch offering 3 bedrooms plus a spacious room over the garage that can serve as a fourth bedroom, home office, hobby room, or flexible living space. Situated on .93 acre lot, this property provides an expansive backyard with plenty of room to enjoy outdoor activities, gardening, or simple relaxing. Unwind on the inviting fromt porch or entertainonthe large composite back deck overlooking the generous outdoor space. Inside, the open-concept kitchen and family room create a comfortabler gathering area, while the formal living and dining rooms provide additional space for entertaining or everyday living,. The attached garage is equipped with a mini-split system, offering year-round comfort and added versatility for a workshop, home gym, studio, or other uses. Extended driveway allows for extra parking, with its spacious layout, flexible living areas, and expansive lot, this home offers a wonderful blend of comfort, functionality, and outdoor enjoyment.

940 Saddleback Trail Road, South Chesapeake
$575,000
4 Beds ⋅ 3.1 Baths ⋅ 10648135 MLS
Welcome to 2072 River Pearl Way in well-established Waterstone; two-story home featuring 2,800 sqft, 4 bdms, 3.5 baths, giving you room to grow, host, and settle in. A fireplace warms the main living area, while exotic wood, carpet, and ceramic tile carry through the floor plan. Upstairs, the spacious primary suite offers a peaceful retreat complete with a private en suite featuring heated tile floors for a touch of everyday luxury. Step outside to a deck featuring composite decking materials designed for longevity overlooking the backyard, made for morning coffee or evening gatherings, with a long driveway providing ample parking. Waterstone is known for its tree-lined streets and community pond, where residents can paddle a kayak, canoe, or paddleboard right in their own neighborhood. Book your showing now!

2072 River Pearl Way, West Chesapeake
$389,000
3 Beds ⋅ 1.1 Baths ⋅ 10647071 MLS
Charming Brick Ranch in the Heart of West Chesapeake! This adorable 3-bedroom 1.5 bath ranch-style home sits on a spacious .39-acre lot and is move-in ready! Enjoy a freshly painted interior, new flooring & more. The home features a formal living room and dining room, a cozy wood burning fireplace. Additional highlights a detached oversized garage- great for a workshop, extra storage, or hobby’s space. Located in the established Chadswyck Terrace West neighborhood with easy access to shopping, dining, and major routes. No HOA! Don’t miss this gem-schedule your showing today!

2168 Armada Drive E, West Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10648047 MLS
One owner condo - shows like a model - professionally decorated - updates include flooring - kitchen - baths - systems - so well cared for - maintained - Cul-de-sac that borders the golf course - no thru traffic - duplex style condo with a garage and driveway parking - In the heart of Greenbrier on the 11th green of the Greenbrier Golf Course - wooded view out the back of the fenced in yard.

1016 Winged Foot Court Unit B, South Chesapeake
$449,900
3 Beds ⋅ 2.1 Baths ⋅ 10647905 MLS
Built in 2021, this beautifully designed townhouse-style condo offers 2,234 square feet of thoughtfully designed living space, featuring an open floor plan and a desirable first-floor primary suite. The spacious great room with soaring ceilings flows seamlessly into the kitchen, complete with granite countertops, stainless steel appliances, a pantry, peninsula seating, and an adjoining dining area. The primary suite features a generous walk-in closet and an en-suite bath with a double vanity and oversized shower. Upstairs, you'll find two spacious bedrooms, a full bath, a loft overlooking the great room, and an unfinished storage room for abundant storage. Additional highlights include a two-car attached garage, large laundry room, and tankless water heater. A private rear patio provides the perfect spot to relax and unwind. Enjoy low-maintenance living with resort-style amenities including a clubhouse, pool, dock, playgrounds, private beach, and ground maintenance, all within the highly sought-after Grassfield school district.

1758 Barkadeer Cove, South Chesapeake
$599,900
4 Beds ⋅ 3 Baths ⋅ 10647880 MLS
This beautiful 4 bdrm Carter model has a projected delivery date of Oct '26! Throughout this charming, tree-lined neighborhood are an assortment of exceptional amenities, including a resort-style pool, community trails, pocket parks & plazas w/ outdoor seating, a playground, natural preservation areas, & state-of-the-art clubhouse w/ kitchen, conference room, & fitness center. This homes kitchen will feature upgraded granite countertops, glass subway tile backsplash, soft-close drawers, & appliance pkg w/ gas range! Durable luxury vinyl plank flooring & crown molding throughout 1st level. 9' ceilings on both levels! Primary bdrm w/ lighted tray ceiling & en-suite featuring double granite vanity, soaking tub, & 5' shower. Enjoy water views from the spacious backyard! Gas heat!

2215 Nantucket Avenue, West Chesapeake
$460,000
4 Beds ⋅ 2.1 Baths ⋅ 10647834 MLS
This beautiful spacious 4 bedroom home has soaring ceilings and a very open and inviting layout. The large private backyard and deck create the perfect setting for entertaining, relaxing, or enjoying outdoor living. The garage retains its original concrete floor and has not been converted to living space, easy to restore to a traditional garage door if desired. Conveniently located with quick access to I-264 and I-64 for easy commutes. A combination of generous living space, outdoor privacy, and commuter convenience.

1316 Hawthorne Drive, Central Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10647636 MLS
Step into this Bentley Model with 4-bedrooms, 2.5-bath, 2,456 sqft offering modern living with community amenities buyers love. With a welcoming foyer entry leading to an open kitchen with mudroom & pantry, spacious dining area, and bright living room it's perfect for everyday comfort. Upstairs features all four bedrooms, including a generous primary suite with a custom walk-in closet system and convenient second-floor laundry. The fenced backyard provides great outdoor space for relaxing or entertaining, a blank slate ready for dream inspiration. Create your own private oasis with room for a pool, patio seating, or BBQ station. Solar panels convey at closing providing year-round savings at no cost to you! The front yard is professionally landscaped by the HOA, ensuring a polished curb appeal. This amenity rich Hickory Manor community with access to the clubhouse, pool, fitness center, playground, and scenic neighborhood spaces is the "one". Seller offering a flooring credit with acceptable offer, an excellent opportunity to customize the home to your style. Schedule your showing today!

614 Middleton Way, South Chesapeake
$344,900
3 Beds ⋅ 2.1 Baths ⋅ 10647836 MLS
Timeless character meets modern comfort in this beautifully updated 1915 South Norfolk home. A spacious wraparound porch sets a welcoming tone, while the light-filled, open-concept interior showcases an original staircase and updated finishes throughout. The custom kitchen features gray shaker cabinetry, soft-close doors and drawers, granite countertops, a large center island, stainless steel appliances, and distinctive lighting. The generous primary suite offers a private bath with dual sinks. Additional highlights include updated flooring, carpet, windows, doors, siding, and an HVAC system installed in 2021. Outside, enjoy a fenced backyard, side porch, and two-vehicle driveway. Move-in ready and filled with charm. Schedule your tour today!

1421 Chesapeake Avenue, Central Chesapeake
$449,000
4 Beds ⋅ 3 Baths ⋅ 10646631 MLS
Welcome home to this luxurious 4-bed, 3 full bath home located in the highly sought-after Great Bridge school district. The open floorplan is enhanced by 9-foot ceilings on both levels, recessed lighting, and plenty of natural light. The kitchen serves as the heart of the home, offering a large island, quartz countertops, and stainless-steel appliances— for both entertaining and everyday living. Upstairs, enjoy freshly installed carpet throughout, convenient upstairs laundry room, and a spacious primary suite that features both a generous walk-in closet and spa-like bathroom complete with a soaking tub, oversized shower, and double vanity. Additional highlights include a covered porch, relaxing back patio, and attached garage with extra driveway parking. Conveniently situated near interstates, shopping, schools, and military bases, this home combines modern style with low-maintenance living—an ideal opportunity to own in one of Chesapeake’s most desirable communities!

301 Sikeston Lane, South Chesapeake
$589,500
4 Beds ⋅ 3 Baths ⋅ 10647334 MLS
Welcome to Beautiful Briarwood, located in the HEART of Great Bridge! This Elegant Brick Colonial is a MUST SEE! Home features 4 spacious bedrooms, 3 full baths, dual stair cases & two gas fireplaces. The 2-zone HVAC & gas water heater updated in 2026. Kitchen features Corian countertops & stainlesss Steel appliances. Enjoy the NEW deck, fenced in backyard, and low traffic cul-de-sac. Come connect your heart with this HOME!

708 Shadowfield Court, South Chesapeake
$599,900
5 Beds ⋅ 2.1 Baths ⋅ 10647269 MLS
Spacious and beautifully updated, this 2-story Chesapeake home offers 5 bedrooms, 2.5 bathrooms, and a versatile loft perfect for a home office, playroom, or media space. Situated on a desirable corner lot, enjoy outdoor living on the composite deck and added peace of mind with a backup generator. Conveniently located near shopping, parks, military bases, and major interstates, this home combines comfort, functionality, and an unbeatable location.

513 Telfyan Drive, South Chesapeake
$475,000
4 Beds ⋅ 2.1 Baths ⋅ 10647376 MLS
Welcome home to this spacious property located in a quiet neighborhood with only one entrance, offering a peaceful setting and minimal through traffic. Situated on a large lot, this home features generous living spaces, including a large family room, formal dining room, and a versatile living room that can also serve as a home office. The open kitchen offers a center island, built-in desk, and plenty of workspace, making it suitable for everyday living and entertaining. Upstairs, the oversized primary suite provides a relaxing retreat with a large garden tub, double-sink vanity, and ample space to unwind. Recent updates include newer laminate flooring throughout the first floor, newer carpet upstairs, and an HVAC system and roof that are approximately four years old. Step outside to enjoy the large screened-in porch overlooking the spacious backyard—suitable for relaxing, entertaining, or enjoying the outdoors.

4921 Clifton Street, West Chesapeake
$396,900
3 Beds ⋅ 2.1 Baths ⋅ 10647620 MLS
Welcome to Breck Grove, an exquisite townhome community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This Laurel plan beautifully showcases an open floorplan w/ luxurious upgrades & a single car garage. The kitchen stuns guests w/ soft-close cabinetry & drawers, upgraded granite countertops, & subway tile backsplash. Easily maintained & durable luxury vinyl plank flooring throughout the 1st level & secondary baths. Crown molding featured throughout 1st level. Lighted tray ceiling & WIC in primary, & en-suite w/ glass-enclosed shower & double upgraded granite vanity. Enjoy exceptional amenities, including state-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Model home located at 4968 Breck Lane.

2015 Guava Lane, West Chesapeake
$625,000
4 Beds ⋅ 2.1 Baths ⋅ 10647389 MLS
MUST SEE 4 BR, 2.5 BATH HOME IN SOUGHT AFTER ETHERIDGE LAKES NEIGHBORHOOD. HOME SITS ON A LGE FENCED YARD, W/2CAR GARAGE AND PLENTY OF DRIVEWAY SPACE. KIT UPDATES INCLUDE TOP OF THE LINE SS APPLIANCES, INDUCTION STOVE, NEW FLOORING & PAINT. LGE PBR WITH SITTING/FLEX RM, ENSUITE BATH HAS BIG CLOSET, DOUBLE SINKS, JETTED TUB & STANDUP SHOWER. NICE SIZE BR'S, ALOT OF STORAGE INCLUDING A WALK-IN AREA BEHIND BED IN PBR. SUNRM ADDED IN '22, WINDOWS '21, ROOF '20, HVAC '19, HTWTR TANK '23. CHECK OUT THE HIGHLY RATED SCHOOLS. HOUSE KEPT UNDER TERMITE/MOISTURE CONTRACT. TAKE A LOOK, YOU WILL LIKE WHAT YOU SEE. QUICK CLOSING

1805 Crestwynd Drive, South Chesapeake
$208,000
3 Beds ⋅ 1 Baths ⋅ 10647527 MLS
Brick ranch home with 3 bedrooms, 1 bath. Living room and dining room adjacent to kitchen. Convenient to interstates, shopping, entertainment and schools. Rooms are nicely sized and you have great sunlight throughout. 1 car attached garage, large yard.

1140 Woodland Terrace Drive, South Chesapeake
$409,900
3 Beds ⋅ 2.1 Baths ⋅ 10647138 MLS
Deceptively spacious! Beautifully renovated 3-bedroom, 2.5 bathroom brick ranch in a quiet centrally located Chesapeake neighborhood. Open floor plan w/ LVP flooring, carpeted bedrooms, & 2 inviting family rooms offering endless possibilities for entertaining or relaxing. Dedicated dining room provides a warm, defined space for gatherings. Kitchen completed w/ quartz countertops, stainless steel appliances, soft-close cabinets & drawers & a cozy breakfast nook. Primary bedroom is a private retreat w/ its own flex room great for a sitting area, office, or workout space. Enjoy two walk-in closets & a breathtaking ensuite bathroom designed like a luxury spa. This standout space features dual vanity sinks & an impressive 7' x 7' dual-head shower room transforming your daily routine into a rejuvenating experience. Secluded deck & private backyard for outdoor living. Property includes a two-level workshop, abundant storage & ample workspace for hobbies, projects, or equipment. Tour it today!

357 Dexter E Street, Central Chesapeake
$519,900
5 Beds ⋅ 2.1 Baths ⋅ 10647023 MLS
Beautiful 5-bedroom brick colonial in sought-after Brittany Woods, perfectly situated on a quiet cul-de-sac. This well maintained one owner home features a granite kitchen with island, eat in area, and stainless steel appliances, plus a bright year round sunroom and cozy office/loft. Updated baths include Corian countertops, and the primary bath offers duals sinks and is enhanced with a ceiling heater for added comfort on cold winter nights. Laundry room with W/D. The primary bedroom also boasts a large walk-in closet. A spacious family room has a natural gas fireplace and built-ins with gleaming hardwood floors in the living room, dining room, and foyer. Major updates include a 2021 gas furnace with 5 ton 17 SEER AC and new ductwork, 2025 exterior paint, 2023 refrigerator, newer Pella windows, and LeafGuard® gutters. Large backyard ideal for entertaining. Convenient to shopping, fine dining, medical facilities, shipyards, Portsmouth Naval Hospital, and interstates. A must-see home!

3017 Lord Bradford Court, West Chesapeake
$489,000
4 Beds ⋅ 2.1 Baths ⋅ 10646861 MLS
This beautifully maintained home that offers the look and feel of new construction. . . without the wait! Thoughtfully upgraded with custom finishes throughout, this home perfectly blends modern style with everyday comfort. Step inside to discover an open, light-filled floor plan featuring a stunning custom accent wall that adds warmth and character to the main living space. The spacious kitchen flows seamlessly into the dining and living areas for entertaining or spending time with family. Retreat to the generously sized bedrooms, each offering plenty of space for relaxation, a home office, or growing families. The primary suite provides a peaceful escape with exceptional closet space and a well-appointed ensuite bath. Conveniently located near shopping, dining, schools, and major highways. Schedule your private showing today!

539 Schaefer Avenue, West 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.