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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

1853 Rockwood Drive, South Chesapeake
$610,000
4 Beds ⋅ 2.1 Baths ⋅ 10651226 MLS
This well-maintained home features hardwood floors throughout the main living areas. The kitchen includes stainless steel appliances, 42-inch cabinets, quartz countertops, a large deep sink, two pantries, and a spacious island with bar seating. The family-room offers a fireplace, and the dining room features French doors. Upstairs, the primary suite includes a vaulted ceiling and private bath with dual sinks, a custom tiled shower, and a jetted tub. Three additional bedrooms, a full bath with dual vanities, and a laundry room complete the second floor. The sunroom overlooks the fenced backyard and extended patio, providing additional space for outdoor living and entertaining. Exterior recently repainted. Located in the Grassfield school district with convenient access to the expressway, shopping, and dining.

1853 Rockwood Drive, 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

389 Scotland Lane, South Chesapeake
$665,900
5 Beds ⋅ 3.1 Baths ⋅ 10651142 MLS
Low Loan Rate, NO PMI! Joseph’s Meadow MODEL GPS 369 Scotland Ln. Chesapeake. Nestled in Greenbrier come visit the newest community by renowned local builder. Lily Cottage C welcomes you w/ a full front porch, airy 10-foot ceilings & HW floors entire first floor. Designed for entertaining, the open-concept layout seamlessly connects the living room, dining area, & stunning chef’s kitchen featuring a 9-foot quartz island, custom hood, & HUGE walk-in pantry. Mudroom and powder room are conveniently tucked away by 2-car garage. Custom stair detail mid level with loft, 2 bedrooms + full bath -dual sinks, private tub/shower & water closet. HUGE laundry room. LUSH Primary suite entry w/custom walk-in closet and SPA retreat w/ quartz countertops, dual vanities, freestanding tub, tiled shower & private water closet. Third flr features 2 BR, Full bath, 2 walk in Attic storage! Easy living w/professionally managed grounds low-maintenance living, making easy living a reality!

389 Scotland Lane, South Chesapeake

2114 Edwin Drive, South Chesapeake
$539,999
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

2209 Beeblossom Lane, South Chesapeake
$695,000
5 Beds ⋅ 2.1 Baths ⋅ 10651057 MLS
Don't miss this Beautiful & Spacious 5 bedroom 2.5 bath home in the Grassfield High Zone! Outside,Your private backyard oasis awaits you w/ Saltwater pool, patio,& 2 pergolas w/tables perfect for entertaining & making memories! Inside,the Foyer leads to living & dining room areas & a convenient 1/2 bath. Open Sunny kitchen w/ granite counters, a center island, pantry & eat-in nook flows to family room w/gas Fireplace. First-floor flex room off kitchen is ideal for office,gym, playroom or whatever your needs may be! Upstairs offers an expansive primary suite w/ dual-entry walk-in closet & spa-like bath,tiled shower & double vanity.You will also find add’l bedrooms,hall bath, Laundry Room & a Theater room ready for Movie nights that can be 5th bedroom. Paid-off solar panels, dual-zone HVAC, tankless water heater & 2-car garage. Dominion Meadows has 5 parks, 2 lakes w/ fountains & community events. Close to interstates, bases, Dining,Shopping& more!—Come see & make this Home Yours!

2209 Beeblossom Lane, 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
$412,500
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

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

1432 Pine Grove Lane, West Chesapeake
$625,000
5 Beds ⋅ 3 Baths ⋅ 10650640 MLS
Over 3,200 sq ft beautifully maintained 5br brick ranch in the heart of Riverbend/ Western Branch area. Situated on a spacious 0.756 acre lot. This multigenerational layout offers 4 generously sized bedrooms on the main level, including a primary suite w/ a stunning custom-modeled bath. The flexible fourth main-level bedroom off the kitchen can easily function as an in-law suite with walk in closet & a full bath conveniently located off the kitchen. The home features three full baths, plus an additional large bd over the garage, for guests, bonus room, or home office. The expansive kitchen opens seamlessly to the family room and showcases stainless steel appliances and granite countertops, great for everyday living & entertaining. Spacious formal living & dining room. Additional highlights include, large laundry room, three-zone HVAC system, gas water heater replaced in 2021, newer gutters & electric fence. Two-car garage & a wonderful backyard w/ tree house complete this rare Riverbend opportunity. NO HOA

1432 Pine Grove Lane, West Chesapeake

2048 Charwood Drive, South Chesapeake
$641,955
4 Beds ⋅ 2.1 Baths ⋅ 10650669 MLS
Q1 2027 Delivery. Elegant two-story home with approx. 2,652 square feet of meticulously designed living space. The main level boasts an open-concept layout with soaring 9-foot ceilings throughout. The heart of the home is the large kitchen, equipped w/tons of storage & countertops for meal prep & entertaining. A flex space on the first floor provides versatility for a home office, playroom, or den, catering to your household's needs. Upstairs, 4 spacious bedrooms ensure comfort for everyone & the large, upstairs laundry room simplifies household chores. Fenced back yard with large patio, backing mature tree line. Seller to pay up to $10,000 in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before 1st visit or 1st communication with listing agent & Agent must accompany Buyer on 1st visit, see agent for details. Photos & video are of other Everett's completed, not actual home, finishes vary.

2048 Charwood Drive, South Chesapeake

705 Creekwood Drive, South Chesapeake
$595,000
5 Beds ⋅ 4 Baths ⋅ 10650611 MLS
This meticulously maintained home in the sought-after Grassfield area of Chesapeake is waiting for you! Featuring 5 bedrooms and 4 full bathrooms, this spacious home offers plenty of room for everyday living and entertaining. The upstairs primary suite provides a relaxing retreat with two closets, a double vanity, stand-up shower, and garden tub. Three additional bedrooms and two full bathrooms complete the upstairs living space. The downstairs bedroom with an en-suite bathroom offers flexibility for guests, an in-law suite, or home office. The well-appointed kitchen features granite countertops, a breakfast bar, and updated appliances. The spacious living room is warmed by a gas fireplace, creating a cozy gathering space. A bright sunroom offers peaceful views of the wooded backyard, where mature trees create a private and tranquil setting. Don't miss the opportunity to make this home in the desirable Grassfield area your next home! Come see today!

705 Creekwood Drive, South Chesapeake

1540 Eldwick Drive #303, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10650606 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 #303, South Chesapeake

1540 Eldwick Drive #103, South Chesapeake
$325,130
2 Beds ⋅ 2 Baths ⋅ 10650599 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 #103, 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.