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924 Whisper Hollow Drive, South Chesapeake
$585,000
4 Beds ⋅ 2.1 Baths ⋅ 10651144 MLS
This is a charming 4 bedroom, 2,150 square foot home located in one of the most sought after areas of Chesapeake, Great Bridge in the Hickory school district. Located in a quiet cul-de-sac, it features an updated kitchen and updated bathrooms (2 1/2 baths total). A new roof in 2011, a new high efficiency furnace and air conditioning installed in 2015, a 20' x 40' in ground swimming pool, a 12' x 18' sunroom (with it's own mini split for AC and heat) and a 12' x 24' shed are among the many features of this home. New carpet and LVP (luxury vinyl plank) flooring installed in 2021 and new windows by Pella installed in 2016. Located minutes from Greenbrier and downtown Norfolk.

924 Whisper Hollow Drive, 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
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
1974 Woodgate Arch, South Chesapeake
$267,500
2 Beds ⋅ 1.1 Baths ⋅ 10650836 MLS
Remodeled townhome around the corner from all your daily necessities including restaurants, shopping, interstate access and parks. New paint, new carpet, new LVP flooring, updated kitchen with new appliances, new light fixtures and hardware throughout, new bathrooms.

1974 Woodgate Arch, South Chesapeake
208 Tinker Street, South Chesapeake
$729,990
6 Beds ⋅ 4 Baths ⋅ 10650921 MLS
Homesite special just listed! Welcome to Patriots Ridge! New homes in Chesapeake's Hickory HS district. Amenity-filled community 5 mins to Edinburgh shopping w/ quick access to Military and 168, 64 & 664. The Seneca single-family home exudes style and substance. Beyond the foyer, the versatile flex area sets the tone as a library, office or guest suite. Serve dinner in the functional dining room, or the gourmet kitchen and dining space, which flow effortlessly into the wide open family room. Add a covered porch for outdoor living!

208 Tinker Street, South Chesapeake
909 Sydenham Boulevard, South Chesapeake
$700,000
6 Beds ⋅ 3 Baths ⋅ 10650902 MLS
909 Sydenham Welcome to this spacious 6-bedroom home on a desirable corner lot, offering plenty of room to spread out and enjoy all that this home has to offer. With one bedroom conveniently located downstairs, the layout provides flexibility for guests, a home office, or multigenerational living.Step outside and enjoy your private pool, great for summer days, entertaining, and making memories at home. Recent updates provide added peace of mind, including a 2021 roof and a 2023 pool liner and pool heater.With six bedrooms, a corner-lot setting, and a pool, 909 Sydenham offers the space, flexibility, and outdoor living you’ve been looking for. Come see all this home has to offer!

909 Sydenham Boulevard, South 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
1109 Santeetlah Avenue, Central Chesapeake
$369,000
4 Beds ⋅ 2 Baths ⋅ 10650746 MLS
Welcome home to this fully remodeled 4-bedroom, 2-bath residence, thoughtfully updated with modern finishes. The spacious floor plan offers abundant living space for both everyday living and entertaining. The gourmet kitchen is a chef's dream, featuring stylish finishes and ample workspace. Relax in the private primary suite, complete with large walk in his-and-hers closets and a luxurious feel. Outside, enjoy a generously sized backyard with plenty of room for gatherings, play, or future outdoor enhancements. This move-in-ready home combines comfort, style, and lasting value.

1109 Santeetlah Avenue, Central Chesapeake
1605 Laurel Avenue, Central Chesapeake
$299,500
3 Beds ⋅ 1.1 Baths ⋅ 10650769 MLS
Single family two-story detached home located in the Norfolk Highlands section of Chesapeake. 3 bedrooms, 1.5 bathrooms. Spacious layout with a bedroom and half bathroom on the second floor. Many updates completed in 2021. First floor laundry. Large lot with huge fenced in backyard with an oversized shed. Seller has clear termite and moisture letter in hand.

1605 Laurel Avenue, Central 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
$626,955
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
1540 Eldwick Drive #101, South Chesapeake
$345,130
2 Beds ⋅ 2 Baths ⋅ 10650588 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 #101, South Chesapeake
1540 Eldwick Drive #302, South Chesapeake
$320,130
2 Beds ⋅ 2 Baths ⋅ 10650581 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 #302, South Chesapeake
4126 Scotfield Drive, West Chesapeake
$469,000
4 Beds ⋅ 2.1 Baths ⋅ 10650475 MLS
In a quiet cul-de-sac, this brick-front home features high ceilings in the entryway, a formal living room, and family room. It also offers a two-car garage, a spacious yard, and a large storage shed with electricity. New HVAC installed in 2021. Flooring allowance with acceptable offer.

4126 Scotfield Drive, West Chesapeake
504 Plummer Drive, South Chesapeake
$315,000
3 Beds ⋅ 1 Baths ⋅ 10650561 MLS
Investor Special! Brick ranch in Chesapeake featuring 3 bedrooms, 1 bathroom, a detached garage/workshop, and a spacious yard. This fixer-upper is being sold as-is and offers plenty of potential for renovation and customization. Bring your vision and transform this property into a great investment or personal home!

504 Plummer Drive, South Chesapeake
714 Edinburg Avenue, Central Chesapeake
$309,000
3 Beds ⋅ 2 Baths ⋅ 10650522 MLS
Brick ranch has hardwood floors and new carpet. Updated windows. Deck off kitchen. Updated baths. Primary has jetted tub. Fireplace and shed convey as is. Washer/dryer hookups in garage. Spacious 2 car garage.

714 Edinburg Avenue, Central Chesapeake
336 Spice Bush Court, South Chesapeake
$584,900
4 Beds ⋅ 3 Baths ⋅ 10650501 MLS
Welcome to 336 Spice Bush in Chesapeake, VA! This stately two-story brick home offers classic curb appeal, a two-car garage, beautiful landscaping, and a spacious yard in a desirable location near Greenbrier. Inside, you’ll find bright living spaces with hardwood flooring, detailed trim, and comfortable flow for everyday living and entertaining. The family room features a cozy brick fireplace and opens to the screened porch, creating a relaxing indoor-outdoor retreat. The updated kitchen is a standout with white cabinetry, granite countertops, stainless steel appliances, subway tile backsplash, recessed lighting, and an island with prep space. A formal dining room and flexible living/office area provide room for gatherings, work, or hobbies. Upstairs, spacious bedrooms include a primary suite with updated bath featuring a soaking tub, separate shower, and stylish vanity. Enjoy the screened porch overlooking the large backyard, great for relaxing, play, pets, gardening, or entertaining. ASK ME ABOUT CLOSING COST ASSISTANCE!

336 Spice Bush Court, South Chesapeake
2502 Livesay Road, South Chesapeake
$290,000
3 Beds ⋅ 2 Baths ⋅ 10650500 MLS
Welcome home to this charming 1,224-square-foot home with a comfortable layout and plenty to offer. Inside, you'll find an updated kitchen and bathrooms, inviting living spaces, and a home that's been freshly cleaned and is ready for its next chapter. A little fresh paint gives the new owner an easy opportunity to add their own style. Outside, enjoy a manageable yard and convenient driveway parking. Whether you're buying your first home, downsizing, or looking for an investment, this one is worth a look!

2502 Livesay Road, South Chesapeake
3116 Dunworken Drive, West Chesapeake
$374,900
4 Beds ⋅ 2 Baths ⋅ 10650484 MLS
Move-in ready and beautifully refreshed! This vacant 4-bedroom Chesapeake home has been thoughtfully updated from top to bottom, featuring a new roof (2025), HVAC (2026), water heater (2021), new LVP flooring, new carpet in all four bedrooms, renovated bathrooms, new kitchen appliances and custom cabinetry, new interior and exterior doors, updated GFCI outlets in the kitchen and bathrooms, and new light fixtures throughout. Enjoy the added curb appeal of a freshly repaved driveway and new framing around the left front window. Inside, a newly installed decorative TV wall with backlighting creates a stylish focal point for entertaining and relaxing. Located in the convenient Western Branch area, you're close to shopping, dining, recreation, schools, and major Hampton Roads routes. With major updates already completed and easy showings available, this home is ready for you to move in and make it yours! Schedule your showing today?this one is ready to impress

3116 Dunworken Drive, West Chesapeake
423 Seahorse Run, South Chesapeake
$262,500
2 Beds ⋅ 2.1 Baths ⋅ 10650478 MLS
PRICE REDUCED-WOW-Come see this beautiful 2 bedroom 2.5 bath condo in Mariner's Quay with 3rd floor loft and ready for you to move in-located in Riverwalk and near shopping and major routes. The eat-in kitchen is open with electric range, dishwasher and refrigerator. The primary bedroom is well proportioned with carpeting-the remaining bedroom is also good sized-bathrooms feature tub/shower combinations-the outdoor shed is there for extra storage. SOLD AS-IS, with no repairs by Seller. This property may qualify for Seller Financing (Vendee). If Property was built prior to 1978, Lead Based Paint Potentially Exists.

423 Seahorse Run, South Chesapeake
4908 Portsmouth Boulevard, West Chesapeake
$400,000
3 Beds ⋅ 1.1 Baths ⋅ 10650403 MLS
Prime Commercial Potential! Located in the Fast-Growing Southwest Corner of Portsmouth Blvd. & Jolliff Rd. Corridor of Chesapeake across from The Grove At Western Branch & Amazon Processing Center. This Property has been Designated for Commercial Development, Additional Adjoining Acres Available Boarding Hotels, across from Lowes Home Improvement, Cracker Barrel, 7-11, Navy Federal, etc. Just Block from I-664 Interstate & Chesapeake Sq. Mall. Property is being Sold in "AS IS" Condition, Info is as per City Records; Value is in the Land

4908 Portsmouth Boulevard, West Chesapeake
816 Poquoson Crossing, South Chesapeake
$688,900
5 Beds ⋅ 3 Baths ⋅ 10650242 MLS
Proudly offered by its original owner, this beautifully maintained 5-bedroom, 3 bathroom home is a rare opportunity in one of the area's most desired neighborhoods. The thoughtfully designed floor plan features a spacious downstairs bedroom and full bath, ideal for guest or multi-generational living along with a Great room, well-appointed kitchen, dining room, and flex room. Upstairs you will find 4 additional generous sized bedrooms, including the primary suite with a beautifully updated bathroom and large closet. Enjoy gathering with family and friends in the inviting family room complete with a built-in bar. Start your mornings on the welcoming front porch and unwind in the evenings on the spacious back patio, perfect for outdoor dining, entertaining, or simply relaxing. Find out why Warrington Hall is one of the most desired communities with all of its amenities including: pool, playgrounds, ball fields, and tennis courts.

816 Poquoson Crossing, South Chesapeake
2218 Vicker Avenue, Central Chesapeake
$399,900
4 Beds ⋅ 2 Baths ⋅ 10650357 MLS
Fully remodeled in 2018. This contemporary open floor plan has 2 large living areas and 2677 sqft! Kitchen has tons of cabinets, lots of cabinet space and opens to a large living area. Huge primary first floor bedroom with walk in closet and extra large primary bath. Stainless appliances, recessed lighting, lvp flooring, hat pump 2018 walk in attic, oversized living area with contemporary fireplace, large pantry with barn doors, circular driveway, lots of curb appeal. Move in ready! Lots of room to unpack and relax.

2218 Vicker Avenue, Central Chesapeake
4700 Harlequin Way, West Chesapeake
$560,000
4 Beds ⋅ 2.1 Baths ⋅ 10649934 MLS
Wonderful home located in the desirable Joliff Woods neighborhood. This 4 bedroom, 2.5 bath offers approx. 2,710 square feet of living space. Situated on a generous size corner lot. Screen Porch and rear yard is completely fenced. Seller took care of all the big ticket items. Downstairs hardwood floors have just been refinished. New Windows & Slider Doors 2020, Brand New Upstairs HVAC systems, All Exterior Composite Trim, Leaf Filter Gutter Guards, & more. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

4700 Harlequin Way, West 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.