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1128 Sir Galahad Drive, South Chesapeake
$357,000
3 Beds ⋅ 2.1 Baths ⋅ 10653187 MLS
PCS timing just right! Welcome to 1128 Sir Galahad Dr, an updated 3-bedroom, 3-bath Chesapeake home offering the flexibility, location, and lifestyle so many Hampton Roads buyers are looking for. Conveniently positioned near major commuter routes with easy access to Norfolk, Portsmouth, Virginia Beach, shopping, dining, and multiple military installations, this home makes getting around the region easy. Planning a PCS but not arriving until later this fall? This property offers a unique head start. Previously operated as a short-term rental and currently occupied by a long-term tenant through the end of November, the existing tenancy provides income in place during the transition and may help offset ownership costs before you’re ready to move in. It can also be a great fit for buyers looking for an approximately 60-day closing timeline. Inside, you’ll find an updated, move-in-ready interior with modern flooring, a refreshed kitchen featuring stainless steel appliances, generous cabinet and counter space, a fireplace, and comfortable living and dining areas. Large glass doors bring in natural light and lead directly to the backyard, creating an easy flow for everyday living and entertaining. The standout feature is your own in-ground pool! Whether you’re hosting friends, relaxing after work, or enjoying warm Hampton Roads days at home, the backyard adds a lifestyle feature that’s hard to beat. Whether you’re relocating to the area, planning ahead for your next move, or looking for a property with rental history and future flexibility, 1128 Sir Galahad Dr offers an uncommon combination of convenience, updates, rental potential, and a private pool. Secure your Chesapeake home now and make your move when the timing is right!

1128 Sir Galahad Drive, South Chesapeake

1914 Keeter Run, South Chesapeake
$437,500
4 Beds ⋅ 2.1 Baths ⋅ 10653149 MLS
Welcome home to Greenbrier! This beautifully maintained, move in ready home is tucked away on a desirable cul-de-sac in the heart of Chesapeake. Featuring numerous recent updates, you can move in with confidence and enjoy! The kitchen was updated in 2023 with new cabinets, countertops, and appliances. All bathrooms were refreshed in 2024 with new vanities, sinks, tubs, toilets, flooring, and paint. Major updates include a roof (2017), fence (2021), HVAC furnace (2025), condenser(2026), and water heater (2026). The first floor offers a spacious foyer, open living and dining areas, plus flexible bonus space great for a home office or playroom. Upstairs features a large primary suite with private bath and walk-in closet, three additional bedrooms, and a spacious shared bath. Conveniently located near Greenbrier shopping, dining, interstates, and local attractions. Don't miss your opportunity to make this home yours!

1914 Keeter Run, South Chesapeake

4706 Mahogany Run, West Chesapeake
$457,195
4 Beds ⋅ 2.1 Baths ⋅ 10653338 MLS
Now is the time to bring your vision to life and build your very own Shenandoah! We've started construction on the final building in The Retreat at Western Branch. This light-filled end-unit offers an open-concept kitchen and great room, first-floor primary suite, office, laundry, two-car garage, and covered porch. Upstairs, you'll find a spacious loft, three guest bedrooms, and full bath. This low-maintenance community features a clubhouse, fitness center, billiards, pool, outdoor grilling area, dog park, community garden, and landscaped grounds. Buy now and make it yours by selecting your finishes and options during construction. Final price will be determined by buyer-selected options and upgrades.

4706 Mahogany Run, West Chesapeake

3705 Davis Avenue, Central Chesapeake
$499,800
5 Beds ⋅ 3 Baths ⋅ 10653261 MLS
BRAND-NEW CONSTRUCTION IN AN ESTABLISHED CHESAPEAKE NEIGHBORHOOD! Welcome to 3705 Davis Avenue, where modern design and the ease of new construction come together in an established community. Offering approximately 2,550 square feet, this spacious home features 5 bedrooms, 3 full baths, and a thoughtfully designed open floor plan with flexibility for today's lifestyle. A standout feature is the oversized first-floor bedroom with direct access to a full bath, also conveniently accessible from the hallway. This versatile space is ideal for multigenerational living, an in-law suite, overnight guests, a private home office, or anyone seeking comfortable first-floor accommodations. Davis offers the opportunity to enjoy a fresh, modern home without giving up the character and convenience of an established neighborhood.

3705 Davis Avenue, Central Chesapeake

815 Rutledge Road, Central Chesapeake
$345,000
3 Beds ⋅ 1.1 Baths ⋅ 10653235 MLS
Welcome home to this well-maintained 3-bedroom, 1.5-bath ranch located in an established neighborhood with convenient access to major military bases, shopping, dining, and interstate access. Inside, you’ll find beautifully refinished hardwood floors, a recently updated kitchen with new cabinets and countertops, newer HVAC, newer roof, and updated dishwasher. The bonus room just off the kitchen creates a flexible layout great for entertaining, a playroom, office, or additional living space. Step outside to enjoy the backyard deck, great for gatherings and relaxing evenings. A large detached garage with an attached shed area provides abundant storage and workspace options. Solar panels can be paid off at closing with a full price offer, helping offset monthly electric costs. Home and appliances convey as-is. Schedule your private showing today!

815 Rutledge Road, Central Chesapeake

4009 1st Street, Central Chesapeake
$375,000
4 Beds ⋅ 3 Baths ⋅ 10653176 MLS
Welcome home to this beautifully updated two-story home offering the perfect blend of comfort, style, and functionality. As you enter, you'll find a convenient first-floor bedroom and full bathroom, ideal for guests, multi-generational living, or a private home office. The heart of the home features an open-concept layout where the living room, dining area, and kitchen flow seamlessly together beneath soaring 9-foot ceilings with recessed lighting throughout, creating a bright and inviting space for everyday living and entertaining. The kitchen provides easy access to the fully fenced backyard, making outdoor gatherings a breeze. You'll also love the oversized shed/workshop, offering endless possibilities for storage, hobbies, or a dedicated workspace. Upstairs, you'll find two additional secondary bedrooms along with a spacious primary ensuite designed for comfort and privacy. Fresh paint and NEW flooring completed in 2026 give the home a modern, move-in-ready feel, while the NEWER HVAC system (2022) and NEW maintenance-free metal-wrapped roofing trim (2026) provide added peace of mind. Conveniently located near shopping, dining, schools, and major interstates, this home is ready for its next owner. Virtually staged. Schedule your private tour today!

4009 1st Street, Central Chesapeake

2615 Cedar Road, South Chesapeake
$408,000
4 Beds ⋅ 2 Baths ⋅ 10653157 MLS
Renovated over the past few years, this beautifully kept brick ranch home is ready to welcome its next owners! Inside, the kitchen offers a fresh, modern feel with crisp white shaker cabinets, gleaming granite countertops, and newer stainless-steel appliances that make every day cooking a pleasure. Enjoy the charm of the hardwood floors, and other cozy features throughout this home as you add your own touch of decor! Before entering your backyard, enter into your fully screened and covered sunroom from your back door, enjoying the sounds and peace of your backyard. The adjoining fully enclosed sunroom provides a bright, inviting space for relaxing or entertaining, while the large backyard offers plenty of room for gatherings, play, or quiet evenings outdoors. Recent updates - including a newer installed roof and windows (2022), new front fencing (2025) newly remodeled bathroom showers (2024), and newly encapsulated crawl space by JES (2025), and for added peace of mind and long-term value with transferrable warranties! This charming home is truly move-in ready. Schedule your showing today!

2615 Cedar Road, South Chesapeake

1505 Sparrow Road, Central Chesapeake
$327,000
4 Beds ⋅ 1 Baths ⋅ 10653029 MLS
Corner-lot 3–4 bedroom home on 0.25 acres featuring a horseshoe driveway plus a paved drive leading to an oversized detached garage. Flexible bonus room; office, playroom, or guest space. Recent updates include newer windows, 2025 roof, 2024 flooring, and 2025 HVAC service. Open floor plan connecting the kitchen, dining area, breakfast bar, and living room. Large dedicated laundry room conveniently located off the kitchen. Outdoor living includes a welcoming front porch, private back patio, and additional side patio off the detached garage. The 696 sq. ft. detached garage offers exceptional parking, workshop potential, and storage. Move-in ready—schedule your showing today. (Some photos virtually staged.)

1505 Sparrow Road, Central Chesapeake

2556 Fieldsway Drive, Central Chesapeake
$415,900
3 Beds ⋅ 2.1 Baths ⋅ 10652794 MLS
Welcome to Coleman Farms! This bright and inviting 3-bedroom, 2.5 bath home features a very open living concept with seamless flow between kitchen, living and dining areas. The kitchen offers granite countertops, large pantry, stainless steel appliances and a new dishwasher. Upstairs you'll find 3 spacious bedrooms, including a comfortable primary suite with private bath, plus a convenient laundry room with new washer and dryer. Additional features include custom blinds throughout the home. Enjoy a private patio that backs up to the woods, offering a quiet, peaceful setting. The 2 car garage provides additional storage and parking. The driveway accommodates 2 additional vehicles, plus ample visitor parking. Coleman Farms is a private, tucked-away community that features a clubhouse, fitness center, and pool. Conveniently located near shopping, entertainment and major highways. Super clean and move in ready!

2556 Fieldsway Drive, Central Chesapeake

5 Harbor Watch Drive Unit 405, South Chesapeake
$310,000
3 Beds ⋅ 2 Baths ⋅ 10651901 MLS
Adventure awaits right outside your door! Imagine starting your morning fishing from the dock, spending the afternoon kayaking or boating along the waterways, and ending the day with a waterfront picnic as the sun goes down. With deep-water access, every day offers a new opportunity to explore, unwind, and enjoy life on the water! Gather with friends at the community picnic area, cool off in the pool, or relax at the clubhouse. When the adventures are over, retreat to your spacious, well-maintained 3-bedroom, 2-bath condo offering 1,762 sq. ft. (per MLS) of comfortable, single-level living. Enjoy peaceful water views from your bedroom, abundant natural light, an updated kitchen with stainless steel appliances and wine fridge, and a generous primary suite. Association services include dock maintenance, water, sewer, and trash. Less maintenance, more adventure! Whether you're casting a line, paddling the waterways, or simply soaking up the scenery, this is waterfront living at its best!

5 Harbor Watch Drive Unit 405, South Chesapeake

620 Estates Way Unit 120, South Chesapeake
$375,000
3 Beds ⋅ 2.1 Baths ⋅ 10652230 MLS
FINANCING FLEXIBILITY AVAILABLE! Ask about available seller concessions toward a 2-1 interest rate buydown or other financing options. Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available.

620 Estates Way Unit 120, South Chesapeake

152 Mann Drive, South Chesapeake
$460,000
3 Beds ⋅ 2 Baths ⋅ 10652558 MLS
Welcome to 152 Mann Drive in the heart of Great Bridge! This well-built brick ranch offers the perfect blend of charm and modern updates. Nearly every major improvement was completed in 2023, including luxury vinyl plank flooring, a fully updated kitchen, renovated bathrooms, HVAC system, and roof—giving you peace of mind for years to come. You’ll appreciate the seamless flow of the floor plan, designed for both everyday living and easy entertaining. Just off the kitchen, a cozy wood-burning fireplace creates a warm and inviting ambiance—perfect for relaxing evenings at home. With solid construction, stylish updates, and plenty of potential to make it your own, this is one you won’t want to miss!

152 Mann Drive, South Chesapeake

909 Portland Street, Central Chesapeake
$385,000
4 Beds ⋅ 2.1 Baths ⋅ 10652567 MLS
This all-brick ranch is just waiting for you to call it home! Featuring 4 bedrooms & 2.5 baths, this spacious home has been thoughtfully updated throughout the years. Major improvements include a roof and water heater updated in 2020, HVAC replaced in 2022 & windows approximately 12 years old. Inside, you’ll find a large kitchen with expansive countertops, stainless steel appliances, a formal dining room, and a generously sized living room complete with a cozy gas fireplace. Primary bedroom has a walk-in in closet while the other bedrooms are generous in size. The outdoor space is just as impressive! The back deck overlooks the large, fully fenced backyard. 2 concrete driveways offer plenty of parking & the 2nd driveway extends to a double gate into the backyard, providing convenient access for trailers, boats, recreational vehicles, or additional parking. Come see everything this home has to offer and make it yours! Some photos have been virtually staged.

909 Portland Street, Central Chesapeake

2916 Mintwood Drive, West Chesapeake
$275,000
3 Beds ⋅ 2 Baths ⋅ 10652244 MLS
REAL ESTATE AUCTION – PRICE SHOWN IS THE ADVERTISED STARTING BID, NOT THE SELLER’S RESERVE OR GUARANTEED SALE PRICE. This single-story brick ranch offers approximately 1,564 square feet with 3 bedrooms, 2 full bathrooms, an attached garage and a 0.332-acre lot. Live on-site auction Saturday, October 24, 2026, at 11:00 a.m. Reserve auction subject to seller confirmation. A 10% buyer’s premium will be added to the accepted high bid to determine the contract purchase price. Successful bidder must provide the required $10,000 deposit and close within 30 to 45 days. Property is offered as-is, where-is, with all faults and without financing, appraisal, inspection or other contingencies. Pre-auction traditional real estate offers may be considered until 48 hours before the live auction. Sealed absentee bidding is available under the published auction terms. Bidders must be registered by Thursday October 23, 2026 5pm. Buyers should complete all inspections, financing arrangements and due diligence before bidding. Auction documents are available through the listing agent.

2916 Mintwood Drive, West Chesapeake

661 Allery Road, South Chesapeake
$429,900
3 Beds ⋅ 2.1 Baths ⋅ 10652385 MLS
Now preselling by appointment. The Marlow plan offers three 3rd floor bedrooms with the option to add an additional 4th bedroom & full bath on 1st floor. 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. 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 $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 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.

661 Allery Road, South Chesapeake

649 Allery Road, South Chesapeake
$452,900
4 Beds ⋅ 3.1 Baths ⋅ 10652383 MLS
Now preselling by appointment. This Marlow plan includes our 4th bedroom & full bath on 1st floor already spec'd and included in price. 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. 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 $8,000 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $15,000 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.

649 Allery Road, South Chesapeake

1441 Whittamore Road, South Chesapeake
$464,900
5 Beds ⋅ 2 Baths ⋅ 10650780 MLS
Welcome to a rare opportunity in Chesapeake's sought-after Hickory school district! Set on a full acre, this beautifully transformed 5-bedroom, 2-bath home offers the space and setting to enjoy a touch of country living while staying near the conveniences of the city. The renovation goes far beyond cosmetics, with a new roof, siding, windows, HVAC, flooring, carpet, plumbing, septic tank, appliances and more. Inside, fresh modern finishes create a bright, move-in-ready home with room for everyone. Outside, the expansive acre lot opens the door to gardens, outdoor entertaining, hobbies, animals or simply having more room to enjoy the outdoors. With golf courses nearby and easy access to everything Chesapeake has to offer, this property delivers a unique blend of space, location and modern living. Nearly everything has been refreshed or replaced- just bring your furniture and start enjoying the Hickory lifestyle!

1441 Whittamore 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.