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$470,000
4 Beds ⋅ 2.1 Baths ⋅ 10646065 MLS

3404 Winterhawk Court, South Chesapeake
$329,500
3 Beds ⋅ 3 Baths ⋅ 10644249 MLS
Be the first to see this stunning 3 bedroom, 3 full bath condo in sought after Riverwalk on the Elizabeth River. Offering 1,776 square feet of living space, this home features soaring cathedral ceilings, skylights, a dramatic two story great room with gas fireplace, and a spacious loft with potential for a fourth bedroom conversion. Recent updates include new carpet, luxury vinyl plank flooring, and stainless steel appliances. Enjoy a private balcony great for relaxing outdoors. Riverwalk residents enjoy an exceptional array of amenities including a clubhouse, pool, tennis courts, pickleball, dock access, playgrounds, weekly food trucks, swim team, garden club, and a community atmosphere. Conveniently located near shopping, dining, and major interstates, this is low maintenance living at its best.

605 Sail Fish Quay, South Chesapeake
$689,000
5 Beds ⋅ 2.1 Baths ⋅ 10644518 MLS
Beautifully maintained 5-bedroom, 3,383-square-foot home offering peaceful golf course views in sought-after Wedgewood Estates. The thoughtfully designed floor plan features spacious living areas, an updated kitchen with a large center island, abundant cabinetry, and an open flow into the family room, creating a welcoming space for everyday living and entertaining. Large rear windows fill the home with natural light while overlooking the golf course and a beautiful wooded backdrop. Step outside to enjoy the screened porch and expansive patio, creating a private outdoor retreat. Thoughtfully maintained and exceptionally cared for, this home combines timeless character, quality updates, and outstanding curb appeal. Conveniently located in the heart of Greenbrier, just minutes from shopping, dining, parks, major highways, military installations, and healthcare, while offering the privacy and charm of one of Chesapeake's most desirable established neighborhoods.

1118 Fairway Drive, South Chesapeake
$299,000
2 Beds ⋅ 2 Baths ⋅ 10643917 MLS
Welcome to Sendero Ct! Located with-in a Cul-de-sac. Spacious End unit townhome has 2 bedrooms, Loft and 2 baths. Head inside and notice the bold, beautiful new flooring and freshly paint, updated Kitchen and 2 updated bathrooms. Fenced Backyard Oasis with Hot Tub and Grilling area. Located near Hwy 17 and easy access to Downtown Norfolk, VA Beach, Suffolk, Military Bases, Shopping, Restaurants and Schools. Move in Ready!

746 Sendero Court, South Chesapeake
$549,000
4 Beds ⋅ 2.1 Baths ⋅ 10642714 MLS
Impeccably maintained brick ranch with 4 bedrooms, 2.5 baths, an attached one-car garage, wood-burning fireplace and a spacious backyard. The remodeled kitchen features quartz countertops, soft-close cabinetry, stainless steel appliances, under-cabinet lighting, and a movable island. Updated bathrooms, custom wood trim, and closet organization systems add thoughtful touches throughout. Enjoy the 15x40 deck, fenced yard, storage shed, and newly expanded driveway with RV pad, 50-amp hookup, and generator connection. Major improvements over the years include windows, HVAC, 200-amp electrical panel, flooring, garage door, water heater, sprinkler/well system, and more. Convenient to bases, shopping & highways for easy access in Hampton Roads and to NC. Hickory HS district. This home has been diligently cared for inside and out and is truly move-in ready!

1025 Ramsgate Lane, South Chesapeake
$590,000
4 Beds ⋅ 2.1 Baths ⋅ 10643821 MLS
Lovely 4 bedroom, 2.5 bath home located in desirable Great Bridge area. This beautiful home has been well maintained by original owners and boasts custom features throughout including cathedral ceilings, custom crown molding and chair rail. New LVP flooring in primary bathroom and hall bathroom. New stainless steel appliances and granite counter tops in bright open kitchen that flows into the family room with a cozy gas fireplace for relaxing. Large bedrooms that are bright and inviting. Huge primary suite with cathedral ceiling, walk in closet, jetted tub & double sinks. Located in a cul de sac with wrap around front porch that overlooks the lush front yard & deck in the "secret garden" back yard with mature trees and shrubbery for privacy. Partially encapsulated crawl space & dehumidifier. Updates include HVAC (2022), windows (2016), Roof (2014), new rear sliding door & LVP flooring. 2 car garage with new side entry door. Freshly painted exterior. This truly feels like HOME!

700 Turnbuckle Court, South Chesapeake
$700,000
4 Beds ⋅ 3.1 Baths ⋅ 10643713 MLS
Welcome home to this classic brick home tucked in a cul-de-sac, with comfortable living spaces, thoughtful updates, and a backyard made for enjoying Virginia summers. The main level offers inviting living and dining areas, a large bright kitchen with island seating, and an easy flow into the vaulted family room with skylights, a brick fireplace, and access to the deck and pool area. Upstairs, the spacious bedrooms offer flexibility for guests, hobbies, work, or everyday living. The primary suite features vaulted ceilings, generous closet space, and a large bath with a soaking tub set beneath a window-filled nook. Outside, enjoy an in-ground pool, deck space for relaxing or entertaining, mature landscaping, and a peaceful setting. Recent updates include new flooring, upstairs, HVAC, a new pool liner, an updated front door, refreshed lighting and fixtures, and new fencing. Come see all this home has to offer!

701 Aspen Forest Court, South Chesapeake
$550,000
4 Beds ⋅ 2 Baths ⋅ 10642398 MLS
Welcome to 529 Royal Grant Drive in the desirable Cheshire Meadows area of Chesapeake. This well-maintained 4-bedroom, 2-bath ranch offers approximately 2,064 square feet of living space with a comfortable layout, office/study, finished room over the garage, and attached 2-car garage. The updated kitchen features granite countertops and stainless appliances, along with cathedral ceilings, skylights, a wood-burning fireplace, updated bath tile and fixtures, new interior paint, updated exterior vinyl trim, new exterior doors, and a new garage door and opener. The backyard is perfect for relaxing or entertaining with a deck, patio, privacy fence, storage shed, and salt system in-ground pool with new liner. Conveniently located near Great Bridge schools, shopping, restaurants, and commuter routes. A wonderful opportunity in a sought-after Chesapeake location. Listed at $550,000.

529 Royal Grant Drive, South Chesapeake
$1,750,000
4 Beds ⋅ 4 Baths ⋅ 10642797 MLS
Set at the end of a quiet Hunters Ridge cul-de-sac, this custom brick estate rests on three private, gated acres, held by a single owner since its 2006 build. Beyond its 5,707 square feet of main finished living space, the home offers approximately 1,800 additional square feet of year-round conditioned space. A two-story foyer with a curved staircase opens to formal rooms and a two-story great room with a see-through gas fireplace. The island kitchen features granite, stainless, and a wet bar. The primary suite is a private retreat with a tray ceiling and a spa bath with a soaking tub. A temperature-controlled pool room, a rarity in Hunters Ridge, holds a heated pool beneath vaulted, skylit ceilings for year-round swimming and entertaining. A detached guest suite of about 715 finished square feet adds a kitchenette and full bath, ideal for extended family or long-term guests. A three-car garage, brick-pillar drive, pergola with hot tub, and patios complete the grounds.

2505 Sylvia Court, South Chesapeake
$570,000
5 Beds ⋅ 3 Baths ⋅ 10642122 MLS
Rare find in sought after neighborhood. Spacious and flexible floor plan features 5 bedrooms and 3 full baths, 4 closets in primary bedroom, huge family room and a flex room with fireplace that would be perfect for an office, library or study. Large back bedroom has its own entrance with easy, close access to full bath. Workshop has electricity. Well maintained by original owners. Make an appointment today to view this treasure and update to make it your own.

1213 Lakeford Place, South Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10642308 MLS
Well cared for 3 bedroom 2.5 bathroom hoe in sought after neighborhood of Knells Ridge/Oak Lake Estates Freshly painted, new deck, new LVP flooring in hall bathroom, LG smart washer 2024, ADT touchscreen smart alarm system 2024, google nest protect smart smoke & carbon monoxide detector 2024, LG smart dishwasher 2023, LG smart dryer 2021, LG smart refrigerator 2021, hot water heater 2021, ring pro door bell 2018, ecobee smart thermostat 2017, 2013 new roof, new patio door 2013 Condo/HOA fees include mowing of front yard and trimming of bushes, trash pick up and pool

208 Oak Grove Run, South Chesapeake
$650,000
4 Beds ⋅ 2 Baths ⋅ 10641777 MLS
Welcome home to this charming 4-bedroom, 2-bath brick ranch nestled on 4.22 wooded acres at the end of a quiet cul-de-sac. Inside, you'll find a warm and inviting layout featuring a family room with a wood-burning fireplace, formal living and dining rooms, granite countertops, and beautifully updated primary and hall bathrooms. Step outside to relax on the new composite deck (2024), gather around the fire pit, or enjoy the peaceful wooded surroundings. The property also includes a detached 2-car garage with a finished studio apartment and full bath, plus a whole-house generator and water softener for added convenience. Offering space, privacy, and versatile living, this property is ready to welcome you home! You won't want to miss this one!

1345 Oak Ridge Drive, South Chesapeake
$504,500
4 Beds ⋅ 2.1 Baths ⋅ 10641660 MLS
Come check out this amazing well kept two story home in the heart of Greenbrier. Conveniently located to shopping, restaurants, parks, military bases and major interstates. Roof was replaced in 2015, HVAC in 016, gutter and vinyl wrap in 2017, master shower replaced in 2022. Home features a huge master bedroom sitting area as a bonus complete with an additional fireplace! Outside folks will love the proximity to the Chesapeake City Park!Romantic gas fireplace in primary suite and more!

527 Windward Drive, South Chesapeake
$599,000
4 Beds ⋅ 2.1 Baths ⋅ 10641342 MLS
Spacious Riverwalk home offering over 3,372 sq. ft. with 4 bedrooms, 2.5 baths, a two-car garage, 2 decks with private views of the lake. Recent improvements include gas HVAC in 2022, roof approximate 6 years old, encapsulated crawl space, Anderson windows with warranty, and new kitchen appliances. Large family room and kitchen - great for everyday life and easy hosting. Enjoy Riverwalk amenities including clubhouse, pool, playgrounds, and tennis courts. A wonderful opportunity to personalize a spacious home in a sought-after Chesapeake community. Close to the Hospital, Dining, Shopping and Interstates.

220 Marsh Island Drive, South Chesapeake
$334,900
2 Beds ⋅ 2.1 Baths ⋅ 10639821 MLS
MOVE-IN READY! Desirable END UNIT townhome in sought after Greenbrier. Fresh paint and new carpet throughout make this beautifully updated home shine. The bright eat-in kitchen features stainless steel appliances and granite countertops. The spacious great room offers a dining area, cozy fireplace, and access to the large, fenced backyard with utility room and storage shed (shed conveys As-Is). A half bath and laundry room complete the first floor. Upstairs, you'll find two generous EN-SUITE bedrooms filled with natural light. The third-floor loft provides flexible space perfect for a home office, study area, media room, playroom, or guest retreat. Conveniently located near shopping, dining, parks, and major highways, this low-maintenance home offers comfort, style, and an easy commute. Schedule your private showing today!

1213 Killington Square, South Chesapeake
$820,000
5 Beds ⋅ 4.1 Baths ⋅ 10639536 MLS
Well maintained and loved home nestled on a prime corner lot in the beautiful Riverwalk community, 700 Harbor Quay delivers nearly 5,000 square feet of refined living, where luxury and functionality come together effortlessly. Featuring 5 bedrooms, 4 full bathrooms, and 1 half bath. Designed for those who love to entertain, the expansive floor plan offers elegant gathering spaces, abundant natural light, and exceptional flow throughout. Whether hosting holiday celebrations, welcoming overnight guests, or simply enjoying everyday life, every detail of this home was thoughtfully crafted to accommodate it all. Roof replaced in 2021 and some windows have been updated. Encapsulated crawlspace. Beyond this front door awaits a lifestyle few communities can match. Residents enjoy access to resort-style amenities including a clubhouse, swimming pool, tennis courts, and close proximity to the beautiful Elizabeth River. Seller to provide a 1 year home warranty of buyer's choice up to $600. Seller to provide concession toward window upgrades with acceptable offer.

700 Harbor Quay, South Chesapeake
$629,900
4 Beds ⋅ 3 Baths ⋅ 10639144 MLS
WATERFRONT LIVING IN SOUGHT-AFTER HUNNINGDON LAKES! THIS BEAUTIFULLY MAINTAINED RANCH OFFERS 4 BEDROOMS, 3 FULL BATHS, FORMAL LIVING AND DINING ROOMS, A SPACIOUS FAMILY ROOM, 2 FIREPLACES, CATHEDRAL CEILINGS, AND 3 SKYLIGHTS THAT FILL THE HOME WITH NATURAL LIGHT. THE UPDATED INTERIOR FEATURES NEW FLOORING, REPLACEMENT WINDOWS, CUSTOM MOSAIC-STYLE KITCHEN CABINET DOORS, AND AN ENCAPSULATED CRAWL SPACE. THE FIRST FLOOR PRIMARY SUITE PROVIDE COMFORT AND CONVENIENCE. ENJOY YEAR-ROUND COMFORT, WITH 4 SEPARATE HVAC ZONES. STEP OUTSIDE TO YOUR PRIVATE LAKESIDE RETREAT WITH A LARGE DECK, PATIO, TRANQUIL 2-TIER WATERFALL KOI POND WITH KOI FISH, AND PEACEFUL WATER VIEWS. YOU CAN EVEN FISH FROM YOUR OWN YARD! A BRAND-NEW EMBANKMENT OFFERS LASTING SHORELINE PROTECTION. ADDITIONAL FEATURES INCLUDE 2 STORAGE SHEDS AND A TRANSFERABLE TERMINIX WARRANTY. PERFECT HOME TO LIVE, ENTERTAIN, UNWIND, AND ENJOY THE WATERFRONT LIFESTYLE RIGHT FROM YOUR BACKYARD!

1104 Copper Stone Circle, South Chesapeake
$730,000
4 Beds ⋅ 4 Baths ⋅ 10638628 MLS
NEW PHOTOS! This meticulously maintained 4-bedroom, 4-bath home in sought-after Forest Lakes is offering 3,458 sq ft on a .34-acre lot. A versatile FROG serves as a 4th bedroom, second living area, office, or media room. Need storage? There is plenty with attic space, a 2-car attached garage, and a rare 2+ car detached garage with extensive storage and workshop potential. The spacious kitchen features abundant cabinet storage and ample workspace, great for everyday living and entertaining. Step outside to your private backyard oasis featuring beautiful landscaping, a spacious deck, and hot tub—ideal for relaxing or entertaining. Numerous updates include the roof, HVAC, water heater, fence, deck, and front and backyard landscape lighting. Conveniently located near neighborhood amenities, shopping, and dining, this exceptional home offers the perfect blend of space, comfort, and functionality. Don't miss this opportunity! Seller will provide a clear termite/moisture letter.

705 Aspen Forest Court, South Chesapeake
$385,000
3 Beds ⋅ 2.1 Baths ⋅ 10638220 MLS
Beautiful waterfront 3-bedroom, 2.5-bath condo in the heart of Greenbrier! This move-in-ready home features an updated kitchen with stainless steel appliances and granite countertops, new garage door, new LVP flooring, new carpet, and a new HVAC system. Enjoy spacious walk-in closets, ample storage, and a walk-in attic. Built-in surround sound speakers throughout the home add a premium touch. Relax by the water or take advantage of the community pool just steps away. Conveniently located near shopping, dining, and everyday amenities. Don’t miss this exceptional opportunity!

1534 Penton Mews Unit 32, South Chesapeake
$209,900
1 Beds ⋅ 1 Baths ⋅ 10638133 MLS
"HOMEBUYERS INSPECTION" - SERENE AND CHARMING WATER VIEW HOME IN GREENBRIER AREA OF CHESAPEAKE! I-64 CONVENIENTLY LOCATED - SHOPPING - DINING PLUS, MORE! VERY INVITING OPEN FLOOR PLAN - CATHEDRAL CEILING - LARGE LIVING AREA - UPDATED KITCHEN WITH ALL APPLIANCES - EAT-IN BAR PLUS, DINETTE AREA - MOVE-IN READY! NICE LOFT AREA FOR ENTERTAINMENT OR SPECIALIZED GUEST AREA - SPACIOUS PRIMARY BEDROOM AND BATH - SKYLITES PLUS MORE-

952 Saint Andrews Reach Unit B, South Chesapeake
$565,000
4 Beds ⋅ 4 Baths ⋅ 10636627 MLS
Private 4-bedroom, 4-bath home on a wooded corner lot in Inland Colony with .96 acre! Walk into the open kitchen with white cabinets, breakfast area & attached sunroom. Large living room with fireplace with separate porch and entrance. 2 bedrooms with a shared hallway bath. Circle around into another open living space with built in shelves and vaulted ceiling, attached back porch, full bathroom and large utility room. Primary bedroom is upstairs w/balcony, walk in closet & full bath. Loads of windows and natural light from every side. Full In-law suite with living room, kitchen, fireplace, bedroom, full bath and separate entrance making it great for multi-generational living or guests. Large fully fenced backyard. 2023 roof. RV hookup. Leafguard on gutters. U-shaped driveway for multi-car parking. Two sheds with electric for extra storage. Conveniently located near top-rated schools, shopping, dining and nearby water access along the Elizabeth River. Seller is offering 2.75% VA assumption to VA buyers with substitution of eligibility.

1137 Inland Road, South Chesapeake
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10637408 MLS
Tucked away on a quiet cul-de-sac in Chesapeake's highly desirable Cedar Lakes community, this beautiful 3-BR + Loft, 2.5-BA end-unit townhome offers 1,621 sq ft of bright, comfortable living space. This bright & airy home offers soaring ceilings and skylights that provide lots of natural light. The versatile upstairs loft includes a closet - perfect for a home office, playroom, or extra bedroom. Lots of storage space and attached 1-car garage. Easy access to the neighborhood pool and clubhouse.

600 Windmill Point, South Chesapeake
$809,999
4 Beds ⋅ 4 Baths ⋅ 10636725 MLS
Take advantage of a seller-offered closing cost credit! Stunning all-brick former Homearama showcase home, winner of the Best Kitchen Award! Designed with an open floorplan concept, this elegant residence features a chef?s kitchen with two oversized granite islands, abundant workspace, timeless finishes, and a wine cooler station just off the dining room. Enjoy entertaining in the media room with wet bar or relax in the sunroom and glass-enclosed side porch. The first-floor study/office showcases custom built-ins and offers ideal work-from-home flexibility. Featuring two ensuite bedrooms, the spacious primary suite includes a wraparound walk-in closet and luxurious all-marble bath. Marble flooring welcomes you in the grand foyer, while soaring ceilings create an open, airy feel throughout. Additional highlights include newer HVAC systems, generous living spaces, and a prime location near shopping, dining, and interstate access.

700 Old Fields Arch, South Chesapeake
$539,900
4 Beds ⋅ 2.1 Baths ⋅ 10636555 MLS
Some houses make you feel like a guest. This one makes you never want to leave. Spread across two spacious stories in one of Chesapeake's most sought-after communities, this home was built for people who actually use their space — whether that's splashing in the private pool on a Virginia summer afternoon, hosting a backyard cookout on the deck, or just enjoying the rare luxury of a completely fenced yard where nobody can see in. Inside, the layout flows the way life actually does: room to cook, room to gather, room to disappear into your own corner. Four generous bedrooms upstairs mean everyone has their own space. The half-bath on the main level keeps guests out of your business. And the attached 2-car garage means no fighting for the driveway. This is the kind of house that sells itself — the only question is whether someone else will schedule a tour before you do.

936 Saddleback Trail Road, South Chesapeake
$500,000
4 Beds ⋅ 2.1 Baths ⋅ 10626438 MLS
Opportunity awaits! Whether you're an investor, renovator, or buyer looking to build equity, this property offers incredible potential. With the right updates and vision, this home could truly shine again. Great for someone ready to renovate and make it their own or transform it into a great investment property. Bring your ideas and creativity, this is a chance to add value and create something special.

1028 Ramsgate Lane, 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.