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210 Dunn Street, South Chesapeake
$445,000
4 Beds ⋅ 2.1 Baths ⋅ 10648911 MLS
Welcome home to this spacious 4 bedroom home offering over 2,400 sq ft of living space and an impressive list of recent updates! The refreshed kitchen features quartz countertops, a farmhouse sink, updated fixtures and LVP flooring that now flows into the dining room. Enjoy newer carpet, blinds throughout, updated ceiling fans and refreshed bathrooms, including new fixtures, lighting, shower door, toilets and vanity. The versatile floor plan offers multiple living spaces, including a playroom/flex space, plus a 2 car garage. Outside, the fully fenced backyard has been enhanced with a new shed, pavers, landscaping, lawn edging and a sidewalk connecting the front yard to the back deck. Move in ready with space, function and updates already in place!

210 Dunn Street, South Chesapeake

904 Stern Way, South Chesapeake
$439,900
3 Beds ⋅ 3.1 Baths ⋅ 10650460 MLS
Welcome to 904 Stern Way – Bryan's Cove! This model home offers the space of single-family living with the convenience of a townhome. The lower level is full of possibilities, featuring a flex room with a full bath and walk-out access to the yard. The main level centers around a huge eat-in kitchen with a massive island, built-in double oven, granite countertops, and a pantry, flanked by a dining room on one side and a family room on the other. Step off the kitchen onto an 8x18' composite deck, designed for entertaining. Upstairs, two bedrooms with ample closet space share a full bath, plus a convenient upper-level laundry room. The primary suite impresses with a tray ceiling, walk-in closet, and a luxury bath featuring a double-bowl vanity, soaking tub, and separate shower with seat. Bryans Cove offers a private marina club, pool, clubhouse, docks, boat tie-off, beach access, fitness center, playground, and dog park.

904 Stern Way, South Chesapeake

672 Allery Road, South Chesapeake
$427,400
3 Beds ⋅ 3.1 Baths ⋅ 10638663 MLS
Now accepting presale reservations, pending state condo document approval. Estimated fall delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

672 Allery Road, South Chesapeake

900 Golden Cypress Court, South Chesapeake
$425,000
5 Beds ⋅ 2 Baths ⋅ 10653879 MLS
Tucked at the end of a quiet cul-de-sac in the heart of Greenbrier, one of Chesapeake’s most desirable areas, with easy interstate access to everything! Situated on a large 11,327 sq ft lot, this home features a fenced backyard, large shed, firepit, front & rear decks, mature cypress tree & Japanese maple. Inside offers an open-concept layout, luxury vinyl tile, built-in entertainment cabinet & spacious primary bedroom (15’3”x19’) with large walk-in closet. Kitchen features double oven, new 36” SS gas cooktop, glass electric cooktop, new SS refrigerator & dishwasher. Updates include new roof, siding, carpet, blinds & 3/4-glass front door. Additional features include 2 hotel-style shower valves, 2 commercial thermostats, hot water recirculating pump & laundry room with deep sink. Heated & cooled 2-car garage includes workbench & extensive cabinetry, plus 4 off-street parking spaces and a beautifully landscaped yard.

900 Golden Cypress Court, South Chesapeake

1100 Dane Street, South Chesapeake
$424,900
3 Beds ⋅ 2 Baths ⋅ 10653150 MLS
If you’re looking for a home that feels like a luxurious vacation retreat all year long, this is the one. Beautifully renovated inside and out, this home blends timeless traditional elegance with comfort and resort-style living. Inside, you’ll find two spacious living rooms, each with its own fireplace, creating warm and inviting spaces for relaxing or entertaining. The over sized primary bedroom is a private retreat, complete with a beautifully renovated, spa-inspired bathroom designed to make everyday life feel luxurious. Step outside into your own private backyard oasis, featuring a beautiful in-ground pool, covered pergolas, landscaped surroundings, and inviting outdoor living spaces where you can relax, entertain, and feel like you’re on vacation without leaving home. The property also features a two-car carport and a huge detached two-story workshop/flex storage building, offering exceptional additional space for storage, hobbies, projects, or more. This is more than a home, it's a lifestyle designed to enjoy every day. Extensive improvements completed in 2024 - 2025. A detailed Features & Upgrades, Conveyance/Exclusion, and Seller Information package available upon request. This home is a must-see in person contact your agent to schedule a private showing.

1100 Dane Street, South Chesapeake

2624 Powell Circle, South Chesapeake
$415,000
5 Beds ⋅ 3 Baths ⋅ 10651362 MLS
Updated top to bottom and built for flexibility — this home offers two separate entrances, making it ideal for extended family living or rental income potential. The main residence features 3 bedrooms and 2 full baths, plus a charming bonus space that works beautifully as a home office, mudroom, or whatever your needs call for. The secondary living quarters include 2 bedrooms, a living room, 1 full bath, and is fully plumbed and ready for a kitchen. Recent improvements include a new roof, new windows, a brand-new 2026 HVAC system, updated bathrooms, freshly painted cabinets, and fresh paint throughout. A bright sunroom adds an amazing spot to relax year-round. Conveniently located close to shopping, dining, schools, and major routes. Move-in ready with all the big-ticket items already done — schedule your showing today.

2624 Powell Circle, South Chesapeake

435 Supplejack Court, South Chesapeake
$410,000
3 Beds ⋅ 2 Baths ⋅ 10653003 MLS
Welcome to this well-maintained 3-bedroom, 2-bath ranch home in the gorgeous Riverwalk community! Proudly offered by its original owner, this charming one-story home offers 1,600 square feet of comfortable living with the convenience of a first-floor primary bedroom. The inviting layout provides plenty of space for everyday living, entertaining, or simply relaxing at home. Step outside to enjoy the back deck and create your own peaceful outdoor retreat. Riverwalk residents enjoy fantastic amenities including a clubhouse, swimming pool, playgrounds, tennis courts, scenic trails, and a boat ramp and dock with access to the Elizabeth River. Conveniently located to access bases, beaches, dining, entertainment, restaurants, shopping, and more. Well cared for and ready for its next chapter—come see all this wonderful home and community have to offer. Call now for your personal tour.

435 Supplejack Court, South Chesapeake

676 Allery Road, South Chesapeake
$407,400
2 Beds ⋅ 2.1 Baths ⋅ 10638626 MLS
Now accepting presale reservations, pending state condo document approval. Estimated fall delivery. The Bristol plan offers 2 spacious owner suites on 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. First floor flex space with 2-car rear-loading garage. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

676 Allery Road, South Chesapeake

832 Parapet Road, South Chesapeake
$379,999
4 Beds ⋅ 2 Baths ⋅ 10650851 MLS
Nestled in Chesapeake’s established Camelot neighborhood, this beautifully updated vinyl and brick ranch offers 4 bedrooms, 2 full baths, and 1,762 square feet of comfortable single-level living. Luxury vinyl plank flooring flows throughout the main living areas, while the freestanding wood-burning stove creates a warm focal point for gathering. The kitchen features an oversized island, abundant workspace, and opens to a dedicated laundry/mudroom. Spacious bedrooms, updated finishes, and a functional layout make this home truly move-in ready. Step outside to a privacy fenced backyard on an approximately 72’ x 101’ lot with room to entertain, garden, or unwind beneath mature shade trees. Ideally located near Camelot Elementary and Camelot Park with quick access to George Washington Hwy (US-17), Indian River Rd to I-64, and Military Hwy to I-264 for easy commuting throughout Hampton Roads.

832 Parapet Road, South Chesapeake

1073 Scenic Boulevard, South Chesapeake
$365,000
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

1020 Vanderploeg Drive, South Chesapeake
$350,000
3 Beds ⋅ 1.1 Baths ⋅ 10652815 MLS
Bring your vision and make this one yours! Located in Chesapeake’s convenient Greenbrier area, this 3-bedroom, 1.5-bath home offers the perfect blank slate for a first-time buyer, downsizer, or anyone ready to create a space that reflects their own style. With an additional flexible bonus room, 2-car garage, and nearly half-acre lot, there’s plenty of room to personalize and add value along the way. Enjoy the freedom to update at your own pace and turn this home into exactly what you want it to be. Conveniently located near shopping, dining, major interstates, military bases, and everyday essentials. 1020 Vanderploeg Dr. is full of potential and ready for its next chapter! OPEN HOUSE FRI. 5-7pm & Sat. 10am - 12pm.

1020 Vanderploeg Drive, South Chesapeake

143 Harbor Watch Drive, South Chesapeake
$350,000
3 Beds ⋅ 3 Baths ⋅ 10643626 MLS
Experience waterfront living at its finest in this well maintained and beautifully updated condo on the Elizabeth River. Featuring LVP flooring throughout, this residence offers a seamless blend of style and durability. The updated kitchen shines with quartz countertops and stainless steel appliances, flowing effortlessly into the living space anchored by a cozy gas fireplace. The oversized primary suite is a true retreat, complete with a stunning en-suite bath showcasing floor-to-ceiling tile, dual sinks, and a new vanity with updated countertops. Two additional baths have been fully renovated with modern finishes. Go outside to your covered rear deck and take in serene water views, perfect for relaxing or entertaining. Community amenities include a pool, boat slip access, clubhouse, and more, offering a lifestyle of comfort and convenience.

143 Harbor Watch Drive, South Chesapeake

1540 Eldwick Drive #102, South Chesapeake
$344,900
2 Beds ⋅ 2 Baths ⋅ 10651240 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 Rowen model is a 1st floor corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. 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 #102, South Chesapeake

1555 Rollesby Way Unit 5, South Chesapeake
$325,000
3 Beds ⋅ 2.1 Baths ⋅ 10647123 MLS
Welcome home to this charming 3 bedroom, 2.5 bath condo in the heart of Greenbrier, offering the perfect blend of comfort, convenience, and low maintenance living. The thoughtfully designed floor plan features a first floor bedroom and half bath, potentially for guests, a home office, or flexible living. The spacious kitchen is equipped with granite countertops, rich cherry wood cabinetry, abundant counter space, and a breakfast bar that's for everyday living or entertaining. Upstairs, both bedrooms offer private en suites and walk in closets. The primary suite features a relaxing Jacuzzi style soaking tub, a separate shower, and plenty of space to unwind. An upstairs laundry room, complete with the washer and dryer, adds everyday convenience. Step outside to your private patio with an attached storage unit, providing additional space for your outdoor essentials. The condo association covers water, trash, landscaping, access to the community pool, and individual roof maintenance, making homeownership even easier. Conveniently located just minutes from Greenbrier Mall, golf courses, shopping, dining, schools, and major interstates, this move in ready home offers the ideal combination of location, comfort, and carefree living. Schedule your private tour today!

1555 Rollesby Way Unit 5, South Chesapeake

1540 Eldwick Drive #301, South Chesapeake
$319,900
2 Beds ⋅ 2 Baths ⋅ 10650558 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 Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. 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 #301, South Chesapeake

1540 Eldwick Drive #201, South Chesapeake
$310,130
2 Beds ⋅ 2 Baths ⋅ 10650593 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 Rowen model is a corner location that features an open-concept floorplan, high ceilings, large windows for plenty of natural light, & beautiful interior finishes. Spacious kitchen with island, quartz countertop, and stainless steel appliances. One level living w/ 2 bedrooms and 2 baths. Owner’s suite includes a private bath and walk-in closet with custom wood shelving. Enjoy a patio or balcony space off living room. 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 #201, South Chesapeake

424 Shell Road, South Chesapeake
$309,000
3 Beds ⋅ 1.1 Baths ⋅ 10651407 MLS
Welcome to 424 Shell Rd, where warmth, versatility, and everyday comfort come together. Beautiful wood floors add timeless character, while the kitchen feels fresh with new LVT flooring and a freshly painted ceiling. A repaired crawlspace dehumidifier adds another thoughtful update, plus have peace of mind with all new electrical receptacles, new electrical panel, and new service line to the house + garage (10yr transferrable warranty). Start your mornings or unwind in the evenings on the spacious front porch, perfect for enjoying a cool breeze. A driveway and attached one-car garage provide everyday convenience, while the standout 480sqft detached two-car garage/workshop offers power and a window A/C unit—ideal for projects, hobbies, storage, or potential ADU conversion for multigenerational living, guest accommodations, or supplemental income. Full of character and possibilities, this Chesapeake home is ready for its next chapter.

424 Shell Road, 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.