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1500 Theodora Court, South Chesapeake
$821,075
4 Beds ⋅ 2.1 Baths ⋅ 10639172 MLS
Welcome to the sought-after neighborhood of Ravenna, located in the desirable Hickory school district. This original owner home has been meticulously maintained, is in like new condition & shows like a model. It is an all brick home located on a .68 acre cul-de-sac lot backing to a wooded natural area. The backyard is a real private oasis centered around an 18 x 36 diving pool & screened porch. The dramatic 2 story great room is the focal point of the downstairs w/fp & custom built in bookcases. It is open to an expansive kitchen w/natural maple cabinets, granite ctps, tiled backsplash, center island, pantry & built-in desk. The spacious downstairs primary suite w/impressive primary bath also overlooks the pool. Additional flex room downstairs could serve as a home office, exercise room or formal living room. True hardwood floors thruout most of downstairs. 3 spacious bedrooms upstairs including a primary sized bedroom w/ensuite access. Large floored walk-in attic on 2nd flr.

1500 Theodora Court, South Chesapeake

511 Sloane Street, Central Chesapeake
$316,900
2 Beds ⋅ 2.1 Baths ⋅ 10638806 MLS
Well-maintained 3-story condo offering 2 spacious bedrooms, 2.5 baths, and approximately 1,570 square feet of living space. Open-concept main living area features abundant natural light and a functional layout for everyday living and entertaining. Kitchen opens to dining and living spaces and includes ample cabinet and counter space. Primary suite offers a private bath and generous closet space. Attached 1-car garage plus additional driveway parking. Conveniently located near shopping, dining, interstates, military installations, and downtown Norfolk. Condo association provides exterior maintenance and community amenities. Move-in ready and available for quick possession. Contact listing agent for showing instructions and additional details.

511 Sloane Street, Central Chesapeake

404 Rhema Road, South Chesapeake
$461,500
4 Beds ⋅ 3.1 Baths ⋅ 10634289 MLS
Discover this stunning 2021-built 3-story 2177 square foot home in Chesapeake’s coveted school district (Grassfield/Great Bridge). Featuring 4 bedrooms and 3.5 baths, this home boasts a rare top-floor private suite for ultimate privacy, home office, or multi generational living. The upgraded interior includes a large bumped-out Chef style kitchen, stylish glass backsplash, premium cabinets, and luxury LVP flooring. Say goodbye to yard work with your own antibacterial pet-grade turf backyard! Additional perks: Fully finished garage with a side-mount opener preserving valuable ceiling storage space. Enjoy maximum convenience with a tankless water heater. Easy commute to Naval Stations & beaches. This is the perfect blend of luxury, comfort, and low-maintenance living.

404 Rhema Road, South Chesapeake

1136 Jackson Avenue, Central Chesapeake
$215,500
10629381 MLS
Chesapeake duplex opportunity in the established South Norfolk area. This property features two units, each offering 2 bedrooms and 1 full bathroom. Excellent income-producing potential—live in one unit while renting out the other, or add to your investment portfolio. Conveniently located near major interstates, the Jordan Bridge, shipyard, and downtown Norfolk and Portsmouth, making it attractive for tenants and commuters. Property needs some work and is priced with potential in mind. Great opportunity to renovate and maximize rental income. Make sure to ask about the 3D True Immersive Virtual Tour. This technology allows you to literally experience the home on any mobile device, laptop or desktop. You can measure rooms, view 3D dollhouse, view exterior, and interior and so much more. Check it out today!

1136 Jackson Avenue, Central Chesapeake

960 Intracoastal Way, South Chesapeake
$749,699
5 Beds ⋅ 4 Baths ⋅ 10617977 MLS
Welcome to Riverview Landing, where modern homes feature open-concept designs, premium quartz countertops, and stainless steel appliances-all nestled in a friendly neighborhood with amenities like walking trails and a cozy fire pit. Enjoy Chesapeake’s perfect blend of coastal charm and vibrant recreation, with waterfront parks, local festivals, and easy access to both beaches and the Blue Ridge Mountains. The Summit floorplan offers spacious living across 2 levels, including a first-floor bedroom and full bath, a flexible office or dining room, and a beautiful kitchen with a large island, gas cooktop, and a walk-in pantry. Upstairs, the owner’s suite boasts a huge walk-in closet, double vanities, a soaking tub, and separate shower, while 3 additional bedrooms, 2 full baths, a laundry room, and a loft provide versatile space. The finished basement adds even more flexibility with a bedroom and bath. Photos are representative.

960 Intracoastal Way, South Chesapeake

16 Farington Circle, Central Chesapeake
$300,000
3 Beds ⋅ 2.1 Baths ⋅ 10645613 MLS
Welcome Home! Thoughtfully updated throughout, this home features brand-new LVP flooring, carpet, fresh paint, blinds & added attic insulation (2026). Updated cabinets, granite countertops, light fixtures, bathroom vanities, and faucets. Major improvements provide peace of mind, including replacement windows and sliding patio doors (2021), a new roof (2017), and a water heater (2018). The spacious layout offers generously sized bedrooms, abundant closet space, and the convenience of a one-car garage. Outside enjoy the fully fenced backyard with a storage shed that backs up to the Indian River Park & inground firepit. The washer and dryer convey, making this home truly move-in ready. With its extensive updates, functional layout, and low-maintenance living, this is one you won't want to miss!

16 Farington Circle, Central Chesapeake

4320 Schooner Trail, West Chesapeake
$380,000
4 Beds ⋅ 2.1 Baths ⋅ 10644987 MLS
Welcome home to 4320 Schooner Trail! This beautifully maintained 4 -bedroom, 2.5 bathroom home in the sought- after Western Branch area of Chesapeake. This home offers an ideal blend of space, comfort, tons of storage and modern convenience. The downstairs features an open- concept floor plan seamlessly connecting the living room, dining area and kitchen area that has stainless steel appliances and a private office with French doors. Upstairs features a huge master bedroom with walk in closets and a massive attached bathroom. Enjoy the private, fully fenced in backyard that is perfect for relaxing and entertaining guests. The HVAC system was replaced in 2024 and the fireplace has never been used by the owner. The fireplace sold as-is. Call today for your private showing of your new home!

4320 Schooner Trail, West Chesapeake

4605 Longleaf Place, West Chesapeake
$450,605
4 Beds ⋅ 3 Baths ⋅ 10644044 MLS
Toss the lawn mower! It's too hot for that. It's time for low-maintenance living and relaxing by the pool at The Retreat at Western Branch. This move-in ready, new construction Lafayette floor plan features a first-floor primary suite, a huge island kitchen open to the living room, and a first-floor office or guest room with a full bath. Upstairs you'll find a spacious loft plus two additional bedrooms with a shared bath, ideal for guests, hobbies, or flexible living. Covered porch with an extended patio and a 2-car garage. Resort-style amenities include a clubhouse, pool, outdoor kitchen, fire pit, billiards, fitness center, community garden, dog park, and beautifully landscaped grounds. Exceptional value, priced to move, and ready for immediate enjoyment.

4605 Longleaf Place, West Chesapeake

3309 Mapleton Crescent, West Chesapeake
$520,000
4 Beds ⋅ 2.1 Baths ⋅ 10643359 MLS
Welcome home to this beautifully maintained sprawling brick rancher offering 2,430 square feet of thoughtfully designed living space with 4 bedrooms & 2.5 baths. Upon entering through the elegant double-door entry, you're welcomed into a gracious foyer that introduces the home's unique and inviting floor plan. Unlike a typical ranch, this home offers exceptional character with a formal living room and an elegant den, each featuring its own fireplace. The spacious kitchen opens to the cozy den, where custom built-in bookshelves, a stunning fireplace, and skylights fill the space with warmth and abundant natural light. The oversized primary suite is a true retreat, featuring 2 walk-in closets and an equally spacious en-suite bath. Situated on nearly 3/4 of an acre, the fenced backyard offers plenty of room to relax or entertain. Enjoy morning coffee or unwind in the evening from the screened porch overlooking the expansive backyard. Lovingly maintained and ready to welcome its next owners.

3309 Mapleton Crescent, West Chesapeake

4 Harbor Watch Drive Unit 508, South Chesapeake
$300,000
3 Beds ⋅ 2 Baths ⋅ 10641791 MLS
Renovated condo in private waterfront community in the heart of Great Bridge! This beautiful 3BR/2BA condo boasts an open floor plan great for entertaining. New LVP floors, carpet, tiled bathrooms, quartz countertops throughout, appliances, fixtures, paint & more ALL just in 2023. New HVAC 2025 .Enjoy a lifestyle with such amenities as ,communal fire pit and grilling area, outdoor pool, clubhouse, gazebo, kayak storage, docks, elevator, building exterior, water, sewer, trash pickup, grounds, master insurance policy, storage & 2 dedicated parking. Sale includes a deeded boat slip #5 in protected private harbor on the Intercostal Waterway that you can view from your unit and balcony! Call today for your private showing.

4 Harbor Watch Drive Unit 508, South Chesapeake

708 Crestfield Drive, South Chesapeake
$636,990
3 Beds ⋅ 2.1 Baths ⋅ 10619408 MLS
Experience the perfect blend of comfort and functionality in this versatile ranch home. The heart of the residence features an expansive open-concept living area, overlooking the kitchen with oversized island. Retreat to the spacious owner’s suite, a private sanctuary complete with a generous walk-in closet & a spa-like ensuite featuring a soaking tub & separate walk-in shower. Two additional bedrooms offer flexibility for guests or a home office. A standout feature is the large attic with permanent stairs, providing easy access to storage. Buyer to receive up to $10K in closing cost assistance when using preferred lender, see agent for details. Buyer must register agent on or before first visit or first communication w/ listing agent & Agent must accompany Buyer on 1st visit, see Listing agent for details. Photos & Video are of previously built homes, finishes vary.

708 Crestfield Drive, South Chesapeake

1217 Willow Lakes Court, West Chesapeake
$565,000
4 Beds ⋅ 3 Baths ⋅ 10644284 MLS
Immaculate, move-in ready 4BR/3BA ranch nestled on a quiet cul-de-sac offers a perfect blend of comfort & functionality with an open floor plan and easy one level living! Rare in-law suite is great for multigenerational living, guests, or private home office. Spacious living area opens to kitchen with large island and new appliances! Primary Bedroom offers walk-in closet, ensuite with double sinks with shower & soaking tub! Relaxing screen porch overlooks peaceful, private backyard & patio is ready for summer cookouts! Peace of mind with upgraded appliances, water heater, and HVAC components being replaced within past 3 years! Pride of ownership shines throughout! Outside bonus features extended parking pad for RV, boats, etc...Combining immaculate condition, flexible living spaces, and desirable private setting, this beauty is a rare find! Conveniently located minutes to 664 for easy access to all of Hampton Roads with nearby dining, shopping, Western Branch schools!

1217 Willow Lakes Court, West Chesapeake

1323 Ormer Road, Central Chesapeake
$320,000
3 Beds ⋅ 2 Baths ⋅ 10643699 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch in the heart of Chesapeake! Freshly painted throughout, this move-in-ready home offers comfortable one-level living with thoughtful updates and plenty of space to enjoy. Much of the home still has the original hard wood floors. The bright kitchen features a newly installed floor and brand new quartz countertops and sink. The spacious layout provides comfortable bedrooms and two full bathrooms. Step outside to a large rear deck, great for entertaining, grilling, or simply relaxing while overlooking the backyard. A standout feature is the 320-square-foot detached garage, offering excellent space for parking, storage, hobbies, or a workshop, not to mention an additional storage shed. Conveniently located in Chesapeake with easy access to shopping, dining, schools, and major commuting routes. Schedule your showing today!

1323 Ormer Road, Central Chesapeake

413 Wickwood Drive, South Chesapeake
$618,000
4 Beds ⋅ 3 Baths ⋅ 10641168 MLS
Nestled on a quiet double cul-de-sac in the heart of Great Bridge, this beautifully maintained all-brick home offers the perfect blend of timeless character and modern comfort. Situated on a lush corner lot this custom 4-bedrm, 3-bath home features spacious bedrooms, hardwood floors, & custom updates designed for today's lifestyle. The renovated kitchen serves as the heart of the home, while the beautifully updated primary suite provides a peaceful retreat. Plantation shutters add warmth throughout and a light-filled sunroom overlooks the private backyard, where a large paver patio and expansive deck create an ideal setting for entertaining, gathering, or relaxing outdoors. Major improvements include an updated roof, encapsulated crawl, and an energy-efficient geothermal HVAC system, helping keep utility costs low while providing year-round comfort. Located in one of Great Bridge's most desirable areas, this home is the prime example of "they just don't build them like that anymore"

413 Wickwood Drive, South Chesapeake

1937 Flintshire Drive, South Chesapeake
$580,000
4 Beds ⋅ 2.1 Baths ⋅ 10641398 MLS
Welcome to Summer Park at Parkview! This spacious 4-bedroom, 2.5-bath home offers a bright, open layout with a soaring two-story foyer, 10-foot ceilings, and inviting living spaces designed for everyday comfort. The eat-in kitchen features stainless steel appliances, a center island, pantry, and opens seamlessly to the family room with a cozy propane fireplace. Upstairs, the spacious primary suite offers a vaulted ceiling, oversized walk-in closet, and an ensuite bath with dual vanities, a garden tub, and separate shower. Thoughtful updates include luxury vinyl plank flooring throughout the first floor and new stair carpeting (2024), newer refrigerator, dishwasher, and double oven, plus a brand-new high-lift garage door with LiftMaster wall-mounted opener installed in 2026. Step outside to enjoy the composite Trex deck overlooking the backyard, professionally designed landscaping with drainage improvements, and a 10x16 shed with electricity—perfect for storage, hobbies, or a future workshop. Located in the desirable Grassfield school district with neighborhood playgrounds, nearby parks, and convenient access to shopping, dining, and major roadways. Schedule your showing today! Incentives may be available through preferred partners. Contact listing agent for details and eligibility.

1937 Flintshire Drive, South Chesapeake

5014 Pearl Street, West Chesapeake
$515,000
5 Beds ⋅ 3.1 Baths ⋅ 10641235 MLS
Welcome home to this light-filled and inviting residence where soaring ceilings create a grand first impression and a spacious, thoughtfully designed layout offers room to live, gather, and grow. Spanning three levels, this home provides exceptional flexibility, including a private third-level bedroom and half bath that can easily serve as a separate living suite, guest retreat, or home office. A main-level bedroom adds convenience for guests or multigenerational living, while a 2nd floor owner’s suite creates the ideal private retreat. The kitchen is the true heart of the home and connects seamlessly to the beautifully open family room with direct access to the deck—perfect for entertaining, dining outdoors, or simply enjoying everyday moments together. Additional highlights include a two car attached garage and generous bedroom sizes, all set within the sought after Western Branch school district. Schedule a tour today - you'll be glad you did!

5014 Pearl Street, West Chesapeake

1103 Northmoor Court, South Chesapeake
$520,000
4 Beds ⋅ 2 Baths ⋅ 10637966 MLS
WOW! This backyard is an entertainer's dream! From the spacious vaulted den to the relaxing screened-in porch, you'll enjoy an incredible amount of living and entertaining space both inside and out, with .56 of an acre. The above-ground pool, partially recessed into the ground and only three years old, provides the look and feel of an inground pool without the added expense. The beautiful curb appeal sets the tone for this charming all-brick ranch. Inside, you'll find hardwood flooring throughout the main living areas, vinyl replacement windows, and a brand-new water heater. Don't miss this opportunity to own a home with great bones, fantastic outdoor living spaces, and room to make it your own! You can keep the dining room now set up as an office, including furniture, or convert back.

1103 Northmoor Court, South Chesapeake

201 Kendra Court, South Chesapeake
$659,000
5 Beds ⋅ 3 Baths ⋅ 10637866 MLS
Rare opportunity for new construction in an established neighborhood by East Coast Development, a local award-winning builder. Seller will contribute up to $10,000 towards your closing cost /or rate buydown with seller’s preferred lender. Situated on a beautiful 1.5-acre cul-de-sac lot, this home features a first-floor bedroom with full bath, plus 3 additional bedrooms and a spacious flex/media room that can serve as a 5th bedroom. Interior highlights include luxury vinyl flooring on the main level, ceramic tile in baths, carpet in bedrooms, granite countertops, and an appliance package. The open floor plan is designed for easy living and entertaining. Additional features include a 2-car garage with opener. Conveniently located near the Rt. 168 Bypass and Hanbury Road exit, with access to highly regarded Great Bridge schools. Estimated completion end of July.

201 Kendra Court, South Chesapeake

800 Aaron Culbreth Court, South Chesapeake
$600,000
4 Beds ⋅ 3.1 Baths ⋅ 10636294 MLS
Welcome to a home that feels warm, inviting, and designed for everyday living. The stunning custom kitchen is both beautiful and highly functional, featuring floor-to-ceiling cabinetry, a huge island with quartz countertops, and hidden additional storage under the stairs. Hardwood floors flow throughout the first floor, where the gas fireplace serves as a beautiful focal point in the main living room with an open line of sight to the kitchen—perfect for entertaining. A formal dining room sets the stage for special occasion dinners, while a half bath and additional sitting room or office add flexibility. Upstairs offers 4 bedrooms, 3 full bathrooms, and a dedicated laundry room, making busy mornings easier for everyone. At the end of the day, unwind on the deck overlooking the woods and enjoy the privacy and peaceful retreat this home offers.

800 Aaron Culbreth Court, 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.

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