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$315,000
2 Beds ⋅ 1 Baths ⋅ 10648165 MLS
Rare 1.54-acre homesite in a highly desirable Chesapeake location! The property includes an existing home and out buildings that convey as-is. Suitable for renovation. R-15S zoning and an outstanding location near Greenbrier, major highways, shopping, dining, and schools, this property offers endless possibilities for investment.

304 Centerville Turnpike N, South Chesapeake
$300,000
2 Beds ⋅ 1 Baths ⋅ 10647978 MLS
Investors! 2 Parcels totalling 22.25 +/- acres currently zoned M1 for large tract (17.5acres) and residential small tract (4.75 acres) This piece of land must be purchased with 1828 Mount Pleasant Road which is right nextdoor and runs parallel to property and has a small house with power, septic and well. Subject to zoning, interested parties should contact the City of Chesapeake Zoning and Planning for allowable uses.

1832 Mount Pleasant Road, South 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
$372,700
3 Beds ⋅ 2.1 Baths ⋅ 10647714 MLS
Welcome to 3127 Patrick Henry Drive, a beautifully maintained townhome nestled in the highly desirable Culpepper Landing community of Chesapeake. Offering 1,831 square feet of thoughtfully designed living space, this immaculate home features 3 spacious bedrooms, 2.5 baths, and stylish updates throughout. The open-concept floor plan provides comfortable everyday living while offering plenty of room for entertaining. Beyond the home itself, Culpepper Landing is one of Chesapeake's premier planned communities, offering an exceptional lifestyle with resort-style amenities. Residents enjoy a community clubhouse, swimming pool, fitness center, playgrounds, nature and biking trails and more! If you've been searching for a turnkey home in one of Chesapeake's most sought-after neighborhoods, this is one you won't want to miss!

3127 Patrick Henry Drive, South Chesapeake
$380,000
3 Beds ⋅ 2 Baths ⋅ 10647804 MLS
You know that feeling when a house just makes sense? This one has it. Three bedrooms, two baths, and 1,356 square feet give you real room without a lot of upkeep. The LVP flooring is fresh, the windows are newer, and the kitchen has the space to actually cook and gather in. The cabinets were refinished and paired with butcher-block counters, and the lighting, trim, and fixtures have all been brought up to date. The bedrooms are comfortable and quiet, and one has a large closet you will be grateful for. Both baths are updated, with one done in full tile. What you do not see matters too. The HVAC and windows are newer, and the crawl space is fully encapsulated with a vapor barrier and spray foam, with a pest warranty behind it. It is also Verizon FIOS ready. And here is the part people love: it is a two-unit condo with no monthly condo fee. That is not easy to find. Easy living on day one. Come walk through and see how it feels.

716 Hillwell Road Unit B, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10647985 MLS
Charming Golf Course Living with Main-Level Primary Suite. 3BR - 2.5BA, this property is 1,635 Sq.ft and offers the perfect blend of privacy and convenience. The bright, inviting floor plan features soaring skylights with plenty of natural light, a cozy gas fireplace, and stunning golf course views. Enjoy effortless main-level living with a spacious first-floor primary suite.Peaceful, private, move-in ready and exceptionally located near Greenbrier’s premier shopping, dining, schools, and major routes.

1217 Crooked Stick Crossing, South Chesapeake
$384,900
3 Beds ⋅ 2.1 Baths ⋅ 10647937 MLS
You can be enjoying a great lifestyle when you decide to move to this townhouse/condo, convenient to stores, restaurants and interstates. Beautiful, sunny and inviting throughout. As soon as you walk in you will find engineered hardwood flooring, a cute sitting area and 1/2 bath. As you continue into your home you have a large dining area adjacent to the open kitchen with tile floors, and large island for extra seating. Your living room has built-in cabinet by the gas fireplace. Upstairs Is the laundry area, large primary with ensuite, hall bathroom and 2 additional bedrooms.

521 Abelia Way, South Chesapeake
$370,000
4 Beds ⋅ 2 Baths ⋅ 10647914 MLS
Welcome home to this beautifully renovated 4-bedroom, 2-bath WATERFRONT property, where timeless character meets modern style. Originally built in the 1970s, this home has been thoughtfully refreshed while preserving the warmth and charm that make it truly inviting. The stunning kitchen and beautifully updated bathrooms showcase contemporary finishes, creating a move-in-ready home you’ll love from day one. Natural light pours into the spacious sunroom, offering endless possibilities for whatever best fits your lifestyle. Step outside to a large, privacy-fenced backyard that backs to the water, providing a peaceful setting for entertaining, relaxing, gardening, or simply enjoying the outdoors. With a functional layout, generous living spaces, and quality updates throughout, this home offers the perfect balance of comfort, character, and modern convenience. Schedule your private showing today before it’s gone!

3145 Kenelm Drive, South Chesapeake
$369,900
3 Beds ⋅ 1.1 Baths ⋅ 10647829 MLS
Kayak, paddleboard or fish right from your own backyard!! This 1447 sqft all brick ranch boasts 3 bedrooms and 1 1/2 baths, beautiful hardwood floors, updated kitchen with stainless appliances & granite countertops, Primary Bedroom with half bath, updated bath with clawfoot tub, Den with electric fireplace, Rinnai on demand gas water heater, and sunroom. Backyard has 3 sheds, greenhouse, a kayak rack, & a chicken coop! Enjoy the views of water & nature from your deck.

216 Shore Side Road, South Chesapeake
$335,000
3 Beds ⋅ 2 Baths ⋅ 10647026 MLS
Discover the possibilities in this charming ranch style home with great bones and a functional, single-level layout. Tucked away on a quiet double-ended cul-de-sac in the highly sought-after Greenbrier area, this home features a fully privacy-fenced backyard, spacious deck, and storage shed, creating plenty of room to relax, entertain, garden, or design your own outdoor retreat. The former garage was converted to create one bedroom and one full bath, completing the home’s now practical 3-bedroom, 2-bath floor plan. Bring your vision and personal touch to update the finishes, make the space your own, and build sweat equity along the way. Conveniently located near shopping, dining, highways, interstate access, military bases, and area beaches. Offered as-is and ready for its next chapter.

912 Scarlet Oak Court N, South Chesapeake
$333,000
3 Beds ⋅ 2.1 Baths ⋅ 10647568 MLS
Approved for VA, FHA, and conventional loan. Welcome home to this beautifully maintained 3-bedroom, 2.5-bath condo in the highly desirable Greenbrier area of Chesapeake. This well designed home features two primary suites, each with a private bath, offering exceptional flexibility for guests, roommates, or multigenerational living. The bright open floor plan provides comfortable living and entertaining space, while the 1st floor bedroom can be used as a home office or guest room. Conveniently located near shopping, dining, parks, and major interstates, this low-maintenance home combines comfort, convenience, and an unbeatable location.

1439 Rollesby Way, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10647646 MLS
WELCOME HOME TO EASY, LOW MAINTENANCE LIVING. MOVE RIGHT INTO THIS WELL MAINTAINED 3 BEDROOM, 2 1/2 BATH CONDO THAT OFFERS A SPACIOUS LAYOUT THAT IS PERFECT FOR EVERYDAY LIVING AND ENTERTAINING. CONDO ASSOCIATION AMENITIES INCLUDE GROUNDS MAINTENANCE, MASTER INSURANCE POLICY, POOL AND CLUBHOUSE. ROOF IS SCHEDULE TO BE INSTALLED THIS YEAR. $100 SPECIAL ASSESSMENT PER MONTH THROUGH 2027 FOR NEW ROOF. VACANT AND EASY TO SEE!

1470 Otterbourne Circle, South Chesapeake
$315,000
3 Beds ⋅ 2.1 Baths ⋅ 10647260 MLS
Welcome home to this beautifully maintained 3-bedroom, 2.5 bath townhome offering over 1,600 square feet of comfortable living space—and no HOA! Pride of ownership shines throughout this move-in-ready home featuring an upstairs laundry for added convenience and a security system that's already wired and ready for activation. Major updates provide peace of mind, including a new roof (2016), kitchen appliances and refrigerator (2021), washer and dryer (2023), and water heater (2026). Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this well-cared-for home offers the perfect combination of comfort, value, and convenience.

703 Hunters Quay, South Chesapeake
$319,000
3 Beds ⋅ 2.1 Baths ⋅ 10647270 MLS
Updated and Move-In ready 3BR/2.5BA townhome in Great Bridge Area, in the HIGHLY RATED school district, with NO HOA Fees! RECENT UPDATES 2026: New HVAC, FULLY New Kitchen, Bathrooms, Flooring thoughout the house, Light Fixtures, Freshly Painted Walls & Ceilings, and so much more! House offers Open Concept layout with a lot of space and natural light. Gorgeous Eat-In Kitchen with New tall soft-close cabinets, New Granite Countertops, and New Stainless Steel Appliances; with a beautiful bay window and convenient long bar open to the dining room. Spacious Living room with wood-burning fireplace and access to the deck and your own backyard. Primary Bedroom Suite with walk-in closet, and remodeled own bathroom: new vanity with matching granite countertop, new toilet, and a shower. Two more bedrooms on the 2nd floor and hallway bathroom with new vanity, new toilet, and a bathtub. Large driveway for 2 cars parking; this house has everything you have been looking for! Convenient location, near shopping, dining, with easy highway access. Some photos were virtually staged or digitally enhanced for marketing purposes to help visualize the property’s potential. Schedule your showing today and make this house YOUR HOME!

362 Faire Chase, 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
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10647070 MLS
Explore the Possibilities with a Traditional Brick Ranch style home in the Washington area of Chesapeake Virginia. This 3 bedroom 2.5 bath, 2,312 sqft has spacious rooms, open floor plan, attached garage, 2 separate parking spaces, private backyard, and original character throughout the home. Come view today, add your special touch and make this house your home. Located aprox 6miles to Greenbriar Mall, shops, Chesapeake City Park, entertainment, interstate, and so much more. Seller to make no repairs. Property is being sold as is, where is.

340 Fernwood Farm Road, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10646639 MLS
Great top-floor corner condo with a deeded boat slip complete with water and electricity, ideally located near the river for easy access to boating, fishing, kayaking, cruising. This 3-bedroom, 2-bath home offers a bright, open floor plan with a spacious kitchen overlooking the dining and living areas. Both bedrooms feature ensuite baths. The primary suite includes dual sinks and a large walk-in closet, while the second bedroom offers dual closets. French doors lead to the third bedroom, perfect as an office, den or guest room. Add'l features include a full laundry room, LVP and tile flooring throughout (no carpet), Andersen windows, Levolor retractable blinds, a private composite-deck balcony, elevator access, security system, and abundant storage. Enjoy the waterfront community with picnic/grilling areas and a swing overlooking the water, along with outdoor pool, clubhouse, gazebo, kayak storage. This condo is waiting for your personal touch to make it truly your own and enjoy all that it has to offer.

4 Harbor Watch Drive Unit #520, South Chesapeake
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10646628 MLS
Easy living awaits in this 3-bedroom, 2.5-bath condo in the heart of Greenbrier. The living room is filled with natural light and offers a warm, inviting feel from the moment you walk in. The large kitchen features plenty of cabinet and counter space, a walk-in pantry, and opens to the dining area, making everyday living and entertaining easy. A first-floor bedroom adds flexibility and convenience. Enjoy the private fenced patio, great for morning coffee, grilling, or relaxing outdoors. Upstairs, the primary suite offers a large walk-in closet and attached bath with a soaking tub and separate shower. The second upstairs bedroom also features an attached full bath and walk-in closet. A second-floor laundry room with sink adds extra convenience. Community amenities include a pool, yard maintenance, trash pickup, sewer and water. Conveniently located near shopping, dining, interstates, and more. Seller is offering closing costs assistance with an acceptable offer.

1523 Pucknall Drive, South Chesapeake
$399,999
4 Beds ⋅ 2 Baths ⋅ 10646242 MLS

2604 Elkhart Street, South Chesapeake
$329,900
2 Beds ⋅ 2.1 Baths ⋅ 10646125 MLS
Back on the market because a BRAND NEW A/C was installed!! Spacious 1,870-square-foot, 2-bedroom condo tucked away at the rear of a four-unit building, offering added privacy and a peaceful setting. The versatile first-floor office can easily serve as a third bedroom, guest room, or flex space. The oversized kitchen features a generous pantry, breakfast area, and plenty of cabinet space. Sliding glass doors open to a private, fenced patio with an exterior storage closet—wonderful for relaxing or entertaining. A spacious first-floor laundry room includes washer and dryer hookups for added convenience. Upstairs, you'll find two generously sized primary suites, each with its own private full bathroom, providing comfort and privacy for residents and guests alike. Enjoy low-maintenance living with ground maintenance, trash pickup, and sewer service included in the HOA. Community amenities include a sparkling swimming pool and clubhouse. Ideally located in the sought-after Greenbrier area, with easy access to interstates, shopping, and dining.

514 Trellis Trail, South Chesapeake
$355,000
3 Beds ⋅ 1 Baths ⋅ 10645994 MLS
Welcome to 944 Bells Mill Road, a beautifully updated Craftsman-style bungalow in the highly desirable Great Bridge area of Chesapeake. This home blends timeless character with modern updates, featuring fresh paint throughout, brand-new kitchen countertops, new luxury vinyl plank flooring in the kitchen and laundry room, and a refreshed bathroom. Situated on a spacious 0.36-acre lot, the property offers a detached garage/workshop, a welcoming front porch, a newer HVAC system, energy-efficient windows, and a durable metal roof. This charming home is just minutes from shopping, dining, parks, and major commuter routes. If you're looking for character, thoughtful updates, and an unbeatable location, 944 Bells Mill Road is ready to welcome you home.

944 Bells Mill Road, South Chesapeake
$325,000
2 Beds ⋅ 2.1 Baths ⋅ 10645916 MLS
Enjoy low-maintenance living in this move-in ready townhome-style condo in the desirable Warrington Hall community! Conveniently located just minutes from shopping, restaurants, parks, and major interstates, you'll have easy access to everything Chesapeake and Hampton Roads have to offer. Community amenities include a clubhouse, pool, tennis courts, and ground maintenance for a carefree lifestyle. Inside, the spacious layout features a kitchen with abundant cabinetry, all appliances, pantry, and a breakfast bar which opens up to the dining room. The inviting family room provides lots of natural lighting, and there is a convenient powder room for guests. Upstairs, both spacious bedrooms offer walk-in closets and private ensuite bathrooms. The primary suite features a dual vanity and tub/shower combination. Step outside to enjoy your own private patio, perfect for morning coffee or relaxing at the end of the day. Just move in and start enjoying all this community has to offer!

1115 Warrington Boulevard, 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
$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10645067 MLS
This property is a diamond just waiting to be found. With a little less than 3/4 of an acre, this home offers the country feeling right outside your back door, surrounded by corn fields and plenty of land to spread out on. Plenty of off-street parking, and 1 car attached garage space. Inside, you will find 3 rooms at 1 end of the home, with 1.5 baths spread across a 1,254 sq. ft. home. A fireplace built with craftsmanship and surely a conversation piece. This home is just looking for a little tlc to get it back to prime condition. The dining room is big enough to hold a large table, with an additional space to hold a small table in the kitchen. The garage has an enclosed additional room built to be a workshop with a door and potential for storage as well. Newer septic and newer roof. Sellers are listing well under market value to offset any and all repairs needed. All appliances are as-is, where is.

2423 Herring Ditch Road, South Chesapeake
$325,000
3 Beds ⋅ 2 Baths ⋅ 10644838 MLS
Discover single-level living at its finest in this charming Chesapeake ranch! Perfectly positioned on a generous corner lot, this 3-bedroom, 2-bath home boasts a bright and open atmosphere. The spacious living area flows seamlessly into a fully updated kitchen featuring modern appliances, a moveable island, and a cheerful breakfast nook. Down the hall, the primary suite offers a peaceful everyday escape, highlighting a beautifully updated closet and an inviting en-suite bathroom. The two additional bedrooms provide endless flexibility to suit your lifestyle. The outdoor space is a true highlight, featuring a brand-new deck that overlooks a spacious yard with endless possibilities for gardening or relaxing. With a new water heater already installed and a prime location near local parks, top-rated schools, and vibrant shopping, this home is completely turnkey!

1553 Forest Cove Drive, South Chesapeake
$325,000
3 Beds ⋅ 1.1 Baths ⋅ 10644798 MLS
Own A Piece Of "Country Living" In "The City!" Original Farmhouse Type Home Situated On Approx. 2 Acres - Very Unusual Lot! Really Private Setting! Home Needs Renovating...Has Lots Of Potential! Located Off Shell Rd. (Firman St) With Flag Driveway To Back Of Properties. HVAC System 2 Years Old, Roof Approx 16 Years Old, 3 Bedrooms, 1 Bathroom Upstairs, Half Bath Downstairs. Good Sized Kitchen With Real Knotty Pine Cedar Cabinets! Laundry Room Off Kitchen. French Doors Into Living Room And Columns Into Dining Room. Original Hardwood Floors Downstairs. Just A Charming House...Needs Renovation! Huge "Pie Shape" Additional Lot...All On One Deed. Interested In Building Another Dwelling? Look Up The New Senate Bill 531 Which Requires All Localities To Allow Assessory Dwelling Units (ADVs) "By Right" In Single Family Residential Zones...It Might Apply! Buyer Would Do Their Own Due Diligence On This Property.

772 Shell Road, South Chesapeake
$379,900
3 Beds ⋅ 2.1 Baths ⋅ 10644759 MLS
Welcome home to this beautifully maintained townhome in the highly desirable Great Bridge area of Chesapeake! This spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and convenience. The open-concept floor plan is filled with natural light and features gleaming wood floors, granite countertops, stainless steel appliances, and crisp white cabinetry. The primary suite boasts a granite vanity and dual shower heads for a spa-like retreat. Pride of ownership shines throughout with a fresh interior paint refresh and a newly installed backyard gravel area, creating a low-maintenance outdoor space perfect for relaxing or entertaining. Complete with an attached garage and driveway parking, this move-in ready home is ideally located just minutes from shopping, dining, top-rated schools, parks, military bases, hospitals, and the area’s beautiful beaches. Don’t miss the opportunity to own this well-cared-for home in one of Chesapeake’s most sought-after communities!

432 Charleston Street, South Chesapeake
$325,000
3 Beds ⋅ 1 Baths ⋅ 10644687 MLS
Own the end of the street! Tucked away in Deep Creek, this rare 7 parcel package spans both sides of Girard Avenue and offers a surprising sense of privacy within an established Chesapeake neighborhood. This residential listing represents 2 of the 7 parcels and includes the existing home, which conveys strictly as is. The remaining 5 parcels are offered through the coordinated land listing referenced as 2004 Girard Avenue, with all 7 sold together as one package. Altogether, the property offers approximately 2.59 acres of R10 zoned land and room to imagine something bigger. Create a starter homestead, explore a shared living concept with room for more than one generation to call home together, take on your next rehab or investment project, hold the property for the future or bring an entirely new vision to life. Any proposed use is subject to zoning and required approvals. The end of Girard Avenue is ready for its next chapter!

2008 Girard Avenue, South Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10644197 MLS
Welcome home to this stunning 3-bedroom, 2.5-bathroom gem nestled in one of Chesapeake's most serene and desirable neighborhoods. The main level boasts a bright and cozy living room that flows seamlessly into a stylish kitchen, making everyday living and entertaining a breeze. Upstairs, you will find spacious, private bedrooms and well-appointed bathrooms. Outside is a generous backyard that serves as your own private oasis, perfect for hosting weekend gatherings, gardening, or relaxing in the sun. Situated in a peaceful community just minutes from local shopping, dining, schools, and major commuter routes, this home truly has it all. Don't miss the opportunity to make this house your home sweet home! Schedule your private tour today! Listing photos contain virtually staged media.

601 Lord Byron Court, South Chesapeake
$384,000
4 Beds ⋅ 2 Baths ⋅ 10644668 MLS
Welcome home to 1421 Glendale Avenue! Designed for effortless living, where quality craftsmanship, modern style & everyday convenience come together in this beautifully updated 4-Bedroom, 2 Bathroom Ranch home w/exceptional indoor & outdoor living spaces in the heart of Chesapeake! The high-end custom eat-in kitchen features abundant cabinetry, granite countertops, stainless steel appliances, washer & dryer, custom tile backsplash & flooring, breakfast bar area that flows seamlessly to the open concept living & dining areas. The spacious primary suite includes a versatile bonus room, ample closets & private ensuite bathroom. Outdoors you'll find beautifully landscaped grounds, a fenced private backyard oasis offering plenty of space to enjoy the covered patio, marshmallows by the fire-pit, beautiful flower gardens, substantial vegetable, herb & fruit gardens…. and don’t miss out on the oversized insulated detached garage/workshop plus storage shed. Call today for your private tour!

1421 Glendale Avenue, 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.