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229 Cedar Road, South Chesapeake
$412,000
3 Beds ⋅ 1.1 Baths ⋅ 10651314 MLS
Welcome to this beautifully renovated Great Bridge classic! This all-brick ranch sits on an expansive half-acre, wood-lined lot and blends timeless charm with thoughtful 2025 updates. The home was completely renovated in 2025, featuring new flooring, appliances, a refreshed kitchen, and updated bathrooms. The spacious living room is filled with natural light from oversized windows and offers a cozy wood-burning fireplace. A convenient attached one-car garage provides added storage and functionality. Outside, enjoy the expansive, private yard surrounded by mature trees perfect for entertaining, gardening, or simply relaxing. Zoned for all highly sought-after Great Bridge schools, this home offers an exceptional opportunity in one of Chesapeake's most desirable areas!

229 Cedar Road, South Chesapeake

1561 Rollesby Way, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10651317 MLS
Welcome to 1561 Rollesby Way! This well-appointed 3-bedroom, 2.5-bathroom home offers a spacious and functional layout in the desirable Greenbrier area of Chesapeake. The first-floor primary suite features a large walk-in closet & private bathroom for added convenience. The kitchen offers stainless steel appliances, ample cabinetry, & a convenient bar overlooking the dining area. The living room provides a comfortable gathering space with a sliding glass door leading to the fenced-in backyard & patio, great for relaxing or entertaining. A first-floor half bath is conveniently located for guests. Upstairs, you’ll find two additional bedrooms, both featuring walk-in closets, along with a full bathroom & a versatile bonus room that would make an ideal home office, reading room, or flex space. Condo dues include access to the community pool, ground maintenance, trash pickup, & water service. Conveniently located in Greenbrier with easy access to shopping, dining, & entertainment.

1561 Rollesby Way, South Chesapeake

1332 Hazel Avenue, Central Chesapeake
$440,000
4 Beds ⋅ 3 Baths ⋅ 10651253 MLS
Welcome home to this beautiful property ideally situated on corner lot. 4 spacious bdrms. One downstairs bedroom w/ large walk-in closet and full bath access perfect for in-law or guest suite. Primary suite offers walk-in closet, jetted tub and double vanity. Upstairs laundry with cabinetry and laundry workspace. Kitchen with breakfast bar, pantry, double oven, and newer refrigerator, microwave and dishwasher. Go outside onto the Lanai w/ceiling and beautiful maturing landscaping. Low maintenance exterior with all wrapped exterior and gutter guards. The standout feature is the detached garage w/ recently installed attached 16x20 carport and expanded driveway-A true hobbyist or RV owners dream. Garage is wired with its own 100amp panel accommodating both 30 and 50 amp connections. Garage is heated and cooled by an installed window unit and pull down access to extra attic storage. A true must see.

1332 Hazel Avenue, Central Chesapeake

205 Gale Avenue, South Chesapeake
$249,000
3 Beds ⋅ 1 Baths ⋅ 10651333 MLS
Welcome to 205 Gale Avenue—a charming single-level home with fresh updates inside and out. The freshly painted interior features convenient tilt-in windows, tile flooring in the foyer and hallway, new carpet in the living room and bedrooms, and new luxury vinyl tile flooring in the kitchen. The refreshed kitchen offers cleaned and touched-up cabinetry, a ceramic-top range with convection oven, and a washer and dryer. Outside, enjoy a six-foot privacy-fenced 42 x 54 backyard with a fire pit and surrounding swings, plus a large storage shed. Additional improvements include a roof less than three years old and gutter screens. No Flood Insurance required Flood Zone X. Clean, comfortable, and ready for its next owner!

205 Gale Avenue, South Chesapeake

1519 Rollesby Way, South Chesapeake
$299,900
3 Beds ⋅ 2.1 Baths ⋅ 10651219 MLS
Looking for low-maintenance living without giving up space? This 3-bedroom, 2.5-bath condo in the heart of Greenbrier has plenty to offer! The bright living area features great natural light, while the spacious kitchen provides plenty of cabinet and counter space, a walk-in pantry, and an easy flow into the dining area. A first-floor bedroom gives you options for guests, an office, or additional living space. Go outside to your private fenced patio for morning coffee, grilling, or relaxing. Upstairs are two spacious bedrooms, each with a private bath and walk-in closet. The primary bath includes a soaking tub and separate shower. Even laundry gets an upgrade with a second-floor laundry room and utility sink! Community amenities include a pool, yard maintenance, trash pickup, sewer, and water. Within close proximity to Greenbrier shopping, dining, and interstates.

1519 Rollesby Way, South Chesapeake

3109 Codorus Street, South Chesapeake
$550,000
4 Beds ⋅ 2.1 Baths ⋅ 10651238 MLS
Updated home in desirable Culpepper Landing! Beautiful new LVP flooring throughout the entire first floor with fresh paint in select areas. This spacious home offers a den, living area, dining room AND a large flex space off the kitchen great for a breakfast nook, playroom, sunroom or additional living space. The flex space overlooks the large, fully fenced backyard w/ paver patio. All four bedrooms are generously sized. The spacious primary suite features TWO walk-in closets with custom shelving & ensuite bath w/ double sinks & private water closet. Nearby green space offers additional room for pets, play & outdoor enjoyment. Additional features include an encapsulated crawlspace & tankless water heater. Neighborhood pool w/ HOA dues.

3109 Codorus Street, South Chesapeake

624 Rock Drive, South Chesapeake
$399,700
4 Beds ⋅ 2 Baths ⋅ 10651224 MLS
Make this your first stop! This beautifully updated brick ranch in the desirable Oak Manor neighborhood was fully remodeled in 2022 and offers the perfect combination of style, space, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and an attached garage, this move-in-ready home has room for everyone. The thoughtful renovation included updated flooring, paint, lighting, and fixtures, creating a clean and modern feel throughout. In addition to the generous bedroom count, you'll find a dedicated office, a large bonus/rec room, and a workshop space—offering endless possibilities for working from home, hobbies, entertaining, or extra storage. Conveniently located near major highways, shopping, dining, and everyday amenities, this home delivers both comfort and convenience in one exceptional package!

624 Rock Drive, South Chesapeake

2114 Edwin Drive, South Chesapeake
$549,999
4 Beds ⋅ 3 Baths ⋅ 10651115 MLS
Welcome to The Retreat at Edinburgh, a sought-after community. Move in ready NO WAITING. This beautifully upgraded home features high ceilings, and a spacious open-concept layout. The kitchen is stunning with quartz countertops, soft-close shaker cabinetry, stainless steel appliances, and a gas range. This home has two primary suites. The first-floor primary suite boasts a tray ceiling, oversized walk-in closet, dual vanities, quartz counters, and a tiled shower with frameless glass. Upstairs you will find a spacious primary suite with a private full bath. An additional bedroom on the main floor with adjacent full bath. Bonus room great for a home office or hobby room. Amenities include a clubhouse, pool, fitness center. Conveniently located just minutes from Walmart, Target, grocery stores, restaurants, shopping and easy access to interstate.

2114 Edwin Drive, South Chesapeake

1540 Eldwick Drive #204, South Chesapeake
$290,130
2 Beds ⋅ 2 Baths ⋅ 10651196 MLS
Now Pre-Selling The Flats at Grayson Commons. Limited time incentives: $10K anyway allowance plus up to $7,000 toward closing cost assistance when using preferred lender for financing, see agent for details. Our Addison model features an open-concept floorplan & high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with center island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms & 2 baths. Owner’s suite includes a private bath & walk-in closet with custom wood shelving. Photos and video are for illustrative purposes only and are of models in a previous community, Finishes, upgrades and included features vary.

1540 Eldwick Drive #204, South Chesapeake

3521 Sugar Run, West Chesapeake
$220,000
2 Beds ⋅ 2 Baths ⋅ 10651040 MLS
Welcome to 3521 Sugar Run! Step inside and you’ll immediately notice the high ceilings and open, inviting feel. Offering 2 bedrooms, 2 full baths, and over 1,100 square feet, all living spaces are conveniently located on one level, with exterior stairs providing access to the home. Both bathrooms have been updated, while thoughtful touches like the barn door entrance to the pantry add character and style. The primary bedroom features its own private bath, and the second bedroom offers flexibility for guests, a home office, or additional living space. Conveniently located in Chesapeake’s Western Branch area near shopping, dining, and major roadways. If you’re looking for a move-in ready home that offers comfort, character, and an attractive Chesapeake price point, 3521 Sugar Run is one you’ll want to see. Schedule your private showing today!

3521 Sugar Run, West Chesapeake

700 Sarasota Arch, South Chesapeake
$595,000
4 Beds ⋅ 2.1 Baths ⋅ 10651170 MLS
Welcome to 700 Sarasota Arch, offering nearly 2,900 sq. ft. of versatile living space on a .36-acre cul-de-sac lot in Chesapeake's Etheridge Lakes community. This 4-bedroom, 2.5-bath home features a spacious floor plan designed for everyday living and entertaining. The family room is anchored by a gas fireplace with custom built-in bookcases, while the bright breakfast nook provides views of the backyard. A formal dining room adds additional space for gatherings and special occasions. The generous FROG serves as the fourth bedroom and offers flexibility for an office, media room, hobby space, or guest accommodations. Located within the Hickory School zone, this home combines space and flexibility. Bring your vision and make this home your own!

700 Sarasota Arch, South Chesapeake

3201 Letcher Court Court, South Chesapeake
$590,000
5 Beds ⋅ 2.1 Baths ⋅ 10651123 MLS
JUST THE HOME YOU'VE BEEN LOOKING FOR! WELCOME HOME TO THIS BEAUTIFUL 5BR 2.5 BTH 2 CAR GAR HOME OFFERING THE PERFECT BLEND OF SPACE, COMFORT, AND STYLE. DESIGNED WITH BOTH EVERYDAY LIVING AND ENTERTAINING IN MIND. FEATURES GENEROUSLY SIZED BEDROOMS/CLOSET SPACE, INVITING GATHERING SPACES TO INCLUDE A SUNROOM/FLEXROOM, PLUS A ROOM OVER GAR, 4 LINEN CLOSETS, EXTRA STORAGE SPACE AND A WELL-PLANNED LAYOUT SUITED FOR A VARIETY OF LIFESTYLES. TASTEFULLY DESIGNED 2 STORY FOYER WITH ARCHS/COLUMNS AND AN OPEN STAIRCASE AS YOU ENTER HAS A WOW EFFECT. THE KITCHEN HAS A CENTER ISLAND PENDANT LIGHTS, GLASS MOSAIC BACKSPLASH, NEW LIGHT FIXTURES, SAMSUNG MICROWAVE, NEW FAUCET AND MORE. LIKE NEW SS GAS RANGE AND DISHWASHER ARE HIGH END APPLIANCES BY LG. KITCHEN TRANSITIONS INTO THE MAIN LIVING AREA CREATING A WARM AND WELCOMING ENVIRONMENT FOR HOSTING FAMILY AND FRIENDS. PRIMARY SUITE IS A PRIVATE RETREAT WITH A JETTED TUB, SEPARATE SHOWER, HIS/HERS VANITIES, WATER CLOSET, AND A LARGE WALK IN CLOSET. NEW FENCE JUST INSTALLED. SHOWS PRIDE OF OWNERSHIP! MUST SEE TODAY BEFORE IT'S GONE!

3201 Letcher Court Court, South Chesapeake

1313 Duchess Of York Quay, South Chesapeake
$420,000
3 Beds ⋅ 2.1 Baths ⋅ 10650785 MLS
Well-maintained 3-bedroom (Loft could easily be converted to a 4th bedroom), 2.5-bath home featuring new flooring in the kitchen and bathrooms. Major updates completed in 2018 include the roof, HVAC system, range, microwave, and dishwasher. The functional floor plan offers comfortable living spaces, while the attached 2-car garage and driveway provide ample parking and storage. With key improvements already completed, this home is ready for its next owner to enjoy. Schedule your showing today! This is an AnnieMac Rate Relief Eligible Property! Rate Relief makes this home more accessible and budget-friendly for you. What is a Rate Relief Eligible Property? Rate Relief is a program offered by AnnieMac Home Mortgage where the mortgage interest rate is reduced for the life of the loan. This reduction is achieved through an upfront payment made during the purchase process, and here's the best part — the seller and/or seller's agent have committed to covering this cost for you! The reduced interest rate is available through 11/16/2026. See the full details and disclosure available through the listing agent.

1313 Duchess Of York Quay, South Chesapeake

1435 Seaboard Avenue, Central Chesapeake
$379,900
3 Beds ⋅ 2.1 Baths ⋅ 10650855 MLS
Custom-built in 2025 and completely move-in ready! This beautifully designed home offers great value plus stylish, low-maintenance living with modern conveniences, a bright, open floor plan and attached garage. The modern kitchen features soft-close cabinetry, stainless steel appliances, and a farmhouse sink overlooking the generously sized family room, where a built-in fireplace creates an inviting setting for relaxing or entertaining. A separate dining room provides additional space for gatherings. Three spacious bedrooms include a primary suite with an ensuite bath, dual-sink vanity, and generous walk-in closet. A rear-loading one-car garage and driveway provide convenient off-street parking. Nearly new and ready to enjoy. Call today for your private tour!

1435 Seaboard Avenue, Central Chesapeake

1010 Cuervo Court, South Chesapeake
$599,900
5 Beds ⋅ 3 Baths ⋅ 10650705 MLS
PRICED TO SELL! Welcome to 1010 Cuervo Court, a spacious 5-bedroom, 3-bath home offering approximately 3,000 sq ft in sought-after Las Gaviotas! Flexible floor plan includes a first-floor bedroom and full bath, formal living room and a separate dining room. The large family room features cathedral ceilings, a stunning floor-to-ceiling brick fireplace, abundant natural light, and golf course views. Spacious primary suite offers a private balcony, large walk-in closet, and spa-like bath with dual vanities, jetted tub, and separate shower. Generously sized bedrooms, excellent closet space throughout, and a finished room over the garage provide plenty of space and flexibility. Additional features include a second level laundry room, side-loading 2-car garage, brand new dehumidifier recently installed in the crawlspace, newer carpet, and fresh paint in select rooms. Enjoy the charm of this established Chesapeake community with beautiful streets, golf course surroundings, cul dec sac living, walking trails, and highly regarded schools.

1010 Cuervo Court, South Chesapeake

917 Erie Street, South Chesapeake
$540,000
4 Beds ⋅ 3.1 Baths ⋅ 10650841 MLS
THE perfect blend of modern construction and warm lodge-inspired style in this stunning, nearly new home. Striking black windows add a sophisticated touch and beautifully complement the home’s gorgeous exterior. Featuring four bedrooms, including two bedrooms with full en-suite baths located on each floor, this home offers flexibility and privacy for everyone. The second-floor laundry adds everyday convenience, while the large, beautifully appointed kitchen is designed to be the heart of the home. Step outside to enjoy your morning coffee or unwind in the evening on the private deck just off the kitchen, with additional access from the main-level primary bedroom; perfect for indoor-outdoor living and entertaining. With new appliances, HVAC, roof, and more, this home is truly move-in ready, allowing you to settle in with confidence and enjoy it without the worry of major updates. Stand out from the rest with this exceptional, that combines style and peace of mind!

917 Erie Street, South Chesapeake

1209 Holly Avenue, Central Chesapeake
$465,000
4 Beds ⋅ 4 Baths ⋅ 10650575 MLS
Welcome to 1209 Holly Avenue—where timeless historic charm meets modern luxury. Nestled in the heart of Chesapeake's desirable South Norfolk Historic District, this beautifully renovated 4-bedroom, 4-bath home offers over 2,100 square feet of thoughtfully designed living space. Every detail has been carefully updated, creating a home that truly feels better than new. Step inside to an inviting open-concept floor plan featuring a stunning gourmet kitchen with granite countertops, custom cabinetry, stainless steel appliances, and generous space for entertaining family and friends. The sought-after first-floor primary suite provides comfort and convenience, while the flexible office space and expansive upstairs loft offer endless possibilities for working from home, a media room, or additional living space. Upstairs, spacious secondary bedrooms include a private en-suite, making the layout great for guests or multigenerational living.

1209 Holly Avenue, Central Chesapeake

4987 Boone Road, West Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10650732 MLS
Welcome to Piney Grove, an exquisite community in Western Branch, Chesapeake, where fine finishes & quality construction meet modern living. This 2-level plan beautifully showcases an open floorplan w/ luxurious upgrades. The kitchen stuns guests w/ upgraded quartz countertops, subway tile backsplash, & soft-close drawers. Easily maintained & durable LVP flooring & crown molding throughout 1st level. Lighted tray ceiling in primary bedroom. WIC's in both bedrooms. Quartz vanity in primary bath w/ glass-enclosed shower. Enjoy exceptional amenities, including stet-of-the-art clubhouse & sparkling pool, great for relaxation & socializing. Discover your new home today! Call agent to schedule an appointment & to take advantage of pre-opening special pricing!

4987 Boone Road, 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.