Refine Search
Sort by
2033 Charwood Drive, South Chesapeake
$624,305
4 Beds ⋅ 2.1 Baths ⋅ 10659177 MLS
This beautiful Wells plan feature 4 spacious upstairs bedrooms, including an owner’s suite with a tiled shower and quartz double vanity. The bright, open kitchen boasts a large island, quartz countertops, stainless steel appliances, and a generous pantry. Enjoy an inviting front porch, a welcoming foyer with ample storage, and a fenced backyard. Additional highlights include a 2-car garage, large rear patio, and custom wood shelving in large closets. Seller to pay 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 substantial communication with listing agent and Agent must accompany Buyer on 1st visit, see Listing Agent for details. Photos & video are of previously completed home, finishes and upgrades vary.

2033 Charwood Drive, South Chesapeake

728 Morely Lane, South Chesapeake
$623,360
4 Beds ⋅ 2.1 Baths ⋅ 10659175 MLS
Spring 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.

728 Morely Lane, South Chesapeake

306 Wildlife Trace, South Chesapeake
$639,900
4 Beds ⋅ 3 Baths ⋅ 10659149 MLS
SHOW THIS ONE FIRST! This IMMACULATE home has been meticulously kept with a very high level of ownership. Floor plan is one of only three offered in The Preserve neighborhood. Open style 4 Bedroom, 3 Bath home with 9 ft ceilings, beautiful tile floors that flow through the foyer to the formal dining room, and into the large kitchen with eat-in area! Living area has a gas fireplace. Huge first floor master suite with tray ceiling, sitting area, large walk-in closet & master bath. Additional 1st floor bedroom and full bath. Beautiful front porch and screened in back porch to enjoy your morning coffee or just relax with a book. Oversized 2 car garage with additional parking & storage galore throughout the home. Downstairs HVAC unit replaced 3 years ago and is still under warranty. Upstairs HVAC unit was replaced in July. This sought after community has amazing amenities such as a clubhouse, nature trails, dock, waterfront gazebo, pool and gym. *OPEN HOUSE Sunday, October 25th from 2pm-5pm

306 Wildlife Trace, South Chesapeake

1540 Eldwick Drive #307, South Chesapeake
$325,130
2 Beds ⋅ 2 Baths ⋅ 10659135 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 #307, South Chesapeake

1540 Eldwick Drive #206, South Chesapeake
$295,130
2 Beds ⋅ 2 Baths ⋅ 10659134 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 #206, South Chesapeake

1540 Eldwick Drive #104, South Chesapeake
$320,130
2 Beds ⋅ 2 Baths ⋅ 10659133 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 #104, South Chesapeake

2519 Deal's Creek Court, South Chesapeake
$590,000
5 Beds ⋅ 2.1 Baths ⋅ 10659107 MLS
Thoughtfully designed and expertly built by local, award-winning builders, this home is more than just a house — it's a lifestyle upgrade. Featuring an open floor plan, elegant finishes, and attention to detail, this home is built for relaxed everyday living. High ceilings create a bright, airy atmosphere while the thoughtfully chosen LVP flooring throughout the home adds timeless beauty, durability, and ease of maintenance — ideal for busy households. The kitchen is truly a showstopper, featuring custom-designed cabinetry, granite countertops and stainless steel appliances. Upstairs, you’ll find a spacious primary suite with 2 walk in closets and a spa-like primary bath. Spacious secondary bedrooms and a 5th flex room! Very convenient to interstates, schools and shopping. Make this home yours for the holidays!

2519 Deal's Creek Court, South Chesapeake

428 San Roman Drive, South Chesapeake
$330,000
3 Beds ⋅ 2.1 Baths ⋅ 10659091 MLS
Welcome to Las Gaviotas! This spacious 3-bedroom townhome in the desirable Grassfield High School district offers a wonderful combination of space, functionality, and valuable updates. Major improvements include a new roof, energy efficient windows, sliding glass door and exterior doors in 2022 along with new appliances in 2024, fresh paint and new carpet. The kitchen offers ample space for everyday cooking and dining, while 2 generously sized upstairs bedrooms each feature their own private full bathroom. Go outside to enjoy the large backyard ,perfect for relaxing, entertaining or fishing in the lake. With its spacious layout and important updates already completed this home offers an opportunity to make it your own!

428 San Roman Drive, South Chesapeake

408 Wenger Road, South Chesapeake
$624,900
4 Beds ⋅ 2.1 Baths ⋅ 10658823 MLS
Prepare to fall in love with this well maintained home sitting on 1.63 acres. Viwinco impact-resistant windows with sound reduction, gas tankless water heater, gas grill hookup, new refrigerator, new water system and so much more! Spacious living space and generously sized bedrooms and bathrooms. 1,232-square-foot metal pole barn with 3 garage doors, a separate meter, multi 220 outlets, a heater, and an air compressor. It's perfect for someone who needs a separate workshop or storage for extra vehicles and boats. The possibilities are endless! Septic has been maintained regularly by R & K. Seller also has a netted batting cage available for installation! Convenient country living! Excellent school district!

408 Wenger Road, South Chesapeake

1217 Club House Drive, South Chesapeake
$600,000
4 Beds ⋅ 2.1 Baths ⋅ 10658962 MLS
Las Gaviotas has the name recognition. This Colonial has the character to back it up. Set in one of Chesapeake’s most iconic, sought-after neighborhoods, the traditional exterior opens to an interior that feels bright, fresh, and full of personality. Natural light pours through large windows, playing across light-toned LVP flooring and freshly painted rooms. Updated lighting gives the spaces a current feel while the classic Colonial details retain their charm. The kitchen makes an impression with tall white cabinetry, granite countertops, and newer appliances, while the eat-in area and separate dining room give each occasion its own space. There’s a dedicated office, too, with plantation shutters that add a tailored finish. The living room has a character all its own, centered around a wood-burning fireplace and framed by more plantation shutters. Just beyond, the screened porch provides a natural transition to the deck, where an outdoor sauna adds a feature you don’t find every day. The smaller details are worth noticing, too: a surprise nook tucked beneath the stairs, generously sized bedrooms, and double doors that make the entrance to the primary bedroom feel a little more special. Throughout the home, traditional character meets a refreshed interior without losing the details that give this Colonial its charm. Recent window replacements, an updated water heater, and refreshed paint and lighting bring substance to the improvements. A two-car garage and extended driveway add the practical space to go with it. The neighborhood may be what first draws your attention, but the way this Colonial unfolds from sun-filled rooms to that unexpected outdoor retreat is what makes it memorable.

1217 Club House Drive, South Chesapeake

3532 Parr Lane, South Chesapeake
$350,000
4 Beds ⋅ 2 Baths ⋅ 10659049 MLS
Tucked away in an established Deep Creek neighborhood, this charming brick ranch offers comfort, space, and endless potential! Situated on a spacious corner lot just shy of half an acre, this 4-bedroom, 2-bath home features beautiful wood and LVP flooring, two remodeled bathrooms, and a brand-new privacy fence, perfect for enjoying the expansive backyard. Even better, the big-ticket updates have already been taken care of, including a new HVAC system in 2025 and a newer roof and gutters installed in 2022! With many of the major expenses already behind you, this home is ready for its next owner to add their personal touches and truly make it their own. Don't miss the opportunity to enjoy single-level living, a generous lot, and the charm of an established neighborhood! Location is convenient to the interstate, bases, shopping, dining and more!! Property is being sold AS-IS seller to make no repairs.

3532 Parr Lane, South Chesapeake

1108 Shell Road, South Chesapeake
$558,000
5 Beds ⋅ 3 Baths ⋅ 10658985 MLS
Welcome to the kind of home that feels good the moment you enter. Set on just over 2 peaceful acres, this 5-bed, 3-bath home offers the perfect blend of space, comfort, and modern style. Sunlight pours through the windows, filling every room with warmth, while the open layout creates an easy flow for everyday living and gathering with the people you love. The home features two spacious primary suites, one located on the first level, both with private baths and large closets, making it ideal for guests, or multigenerational living. You'll also love the luxury vinyl plank flooring, granite countertops, stainless steel appliances, and the beautiful laundry room! The backyard is just as inviting. Whether you're roasting marshmallows around the fire pit, spending summer afternoons in the saltwater pool, or simply enjoying the quiet views with your morning coffee, the backyard feels like your own private escape. Peaceful, welcoming, and full of room to grow! *One year Choice home warranty

1108 Shell Road, South Chesapeake

605 Saddlehorn Drive, South Chesapeake
$585,000
4 Beds ⋅ 2 Baths ⋅ 10658781 MLS
Space, Charm & Country Living on Over 3 Acres! Discover the perfect blend of comfort, functionality, and outdoor living with this 4-bedroom, 2-bath home situated on over 3 acres! Offering room to spread out both inside and out, this property features beautiful hardwood floors, inviting living spaces, and plenty of opportunities to enjoy the outdoors. The primary bedroom features a private en-suite bath, while three additional bedrooms provide flexibility for guests, a home office, or hobbies. Step outside to the screened-in porch, an ideal spot to enjoy your morning coffee, unwind after a long day, or take in the surrounding landscape. For those seeking a little more room for outdoor activities, this property delivers! The existing chicken coop and enclosed run offer a head start on backyard poultry keeping, while the detached storage shed provides additional space for tools, equipment, and outdoor essentials. An attached one-car garage adds everyday convenience, and the water softener system is another practical feature. With over 3 acres of land, there's plenty of room to explore gardening, outdoor recreation, and other possibilities. If you've been searching for a 4-bedroom home with acreage, hardwood floors, a screened porch, and room for outdoor hobbies, this property is one you won't want to miss! Schedule your private showing today and discover the possibilities of owning over 3 acres with 2 peach and 2 fig trees and neighborhood trail!

605 Saddlehorn Drive, South Chesapeake

1016 Cedar Tree (Squire On Homesite 4) Court, South Chesapeake
$799,097
3 Beds ⋅ 2 Baths ⋅ 10658960 MLS
Welcome home to well-designed open design on expansive homesites in the sought-after Grassfield High School district! The versatile Squire floor plan offers effortless ranch-style living with the option to add a second floor to easily expand your living space. Need a specific home style or layout, Choose from designs with the primary suite down, primary suite up, dual primary suites, or multi-generational living configurations to suit your lifestyle. Need more space outside and inside - let us help you tailor your new home your way on a homesite that fits you best. NO HOA fees. Take advantage of generous lender incentives available through our trusted lender. Contact us today to explore floor plans and available homesites! Pictures from previous build and may show options not included.

1016 Cedar Tree (Squire On Homesite 4) Court, South Chesapeake

904 Intracoastal Way, South Chesapeake
$867,136
5 Beds ⋅ 4.1 Baths ⋅ 10658871 MLS
The Sterling Multi-Gen by Wetherington Homes at Riverview Landing. Discover striking Craftsman architecture, elevated finishes, and thoughtfully designed living spaces. This impressive 5-bedroom, 4.5-bath home offers exceptional versatility, including a multi-generational layout ideal for extended stays, private guest accommodations, or everyday living. Enjoy a beautifully appointed kitchen, spacious gathering areas, and room to spread out while maintaining comfort and privacy. Located in desirable Southern Chesapeake with access to the sought-after Hickory school district, this home blends style, function, and convenience. A rare quick-delivery opportunity with anticipated January 2027 completion lets you plan your next move sooner! Contact our Sales Counselor today for details!

904 Intracoastal Way, South Chesapeake

333 Greens Edge Drive, South Chesapeake
$749,900
4 Beds ⋅ 3.1 Baths ⋅ 10658718 MLS
Welcome to this luxurious property in Cahoon Plantation. You'll step inside & be captivated by the exquisite features this home has to offer. The recently renovated gourmet kitchen is a chef's delight, featuring granite countertops & beautiful, tiled flooring. The updated kitchen flows seamlessly into the open-concept living area, great for entertaining. The hardwood floors throughout add a touch of elegance to the space. A highlight of this home is the presence of two primary suites. The oversized doorways & rooms with handicap accessible showers make this home ready for everyone. Whether you need an extra bedroom for guests or need multi-generational living, this property offers flexibility to suit your lifestyle. The attention to detail is evident in this meticulously kept home. The spacious backyard w/cement patio is perfect to enjoy morning coffee & summer BBQs. Schedule a showing today and experience luxury living at its finest.

333 Greens Edge Drive, South Chesapeake

2043 Canning Place, South Chesapeake
$410,000
3 Beds ⋅ 2.1 Baths ⋅ 10658921 MLS
Welcome home to the desirable Hickory Manor community in Chesapeake! This inviting 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to discover a welcoming layout with spacious living areas, a beautiful kitchen, and a comfortable primary suite. Enjoy your private fenced patio, good for morning coffee, outdoor dining, or simply relaxing. The attached garage adds everyday convenience! Residents enjoy fantastic community amenities, including a swimming pool, clubhouse, fitness center, and playgrounds. Condo association services include grounds maintenance, water, and trash pickup, allowing you more time to enjoy the things you love. Conveniently located near shopping, dining, and major roadways, this home offers a wonderful lifestyle. Come experience all that Hickory Manor has to offer!

2043 Canning Place, South Chesapeake

33-40 Trinkle Street, South Chesapeake
$60,000
10658918 MLS
This is a buy and hold opportunity. This encompasses 8 parcels total, lots 33-40, all 50x200, zoned R-8. About 2 acres +/-. You cannot build on this property without 1) paving the street up to the property (roughly 400') and 2) getting a wetlands delineation to determine where the wetlands currently are on the property. The ideal buyer is someone who would like to purchase a large parcel and sell off individual parcels for profit, someone who wants to hold and capitalize on the continually rising tax value, or recreational users. Owner financing for 12 months available.Take ambrose all the way to the end, make a left on trinkle. Once asphalt stops continue into the woods on foot another 400'. Lot 33 trinkle will be on your left at that point. Property then runs for another 400' along your left hand side.

33-40 Trinkle Street, South Chesapeake

471 San Roman Drive, South Chesapeake
$324,900
3 Beds ⋅ 1.1 Baths ⋅ 10658841 MLS
Welcome to this updated 3-bedroom townhome in the Grassfield school district! Situated on a spacious corner lot, this home offers a generous fenced backyard with room to create your own outdoor retreat. Inside, enjoy quartz countertops in the kitchen and bath, updated flooring, fresh interior paint, and brand-new upstairs carpet. The living area features a cozy fireplace, while the bright breakfast area offers a welcoming place to start your day. The primary bedroom connects to the hall bath and includes its own vanity area with a sink and closet. The tub has also been resurfaced. A newer deck expands your outdoor living space, and the storage shed conveys. Convenient to shopping, dining, and major roadways!

471 San Roman Drive, South Chesapeake

2150 Edwin Drive, South Chesapeake
$506,990
2 Beds ⋅ 2 Baths ⋅ 10658894 MLS
The Asheville, one of our quad-style homes, features two bedrooms and two full baths. Refreshing and cottage-like, The Asheville is single level living at its finest. A welcoming covered front porch leads you to a spacious living room with fireplace. At the heart of the home, the Kitchen is within reach of the dining room, pantry, laundry room, and access to the two-car garage. The Kitchen is accented with Shaker style cabinets, quartz countertops, tile backsplash, and stainless-steel appliances. The primary bedroom with ensuite offers a spacious walk-in closet, tiled shower with glass enclosure, counter-height vanity with double sinks and a separate water closet. For guests or an office, you’ll find a secondary bedroom with an adjacent full bath. $10,000 closing cost incentive with use of preferred lender! Photos and renderings are from builder's library, actual finishes and features may vary.

2150 Edwin Drive, South Chesapeake

1213 Fentress Airfield Road, South Chesapeake
$499,900
3 Beds ⋅ 2 Baths ⋅ 10658797 MLS
Beautifully updated brick ranch home on two acres for horses, gardening and recreational activities. Custom-built cabinetry and countertops in bathrooms and kitchen show quality craftsmanship. Hardwood flooring in main common areas of home, carpet in bedrooms. Converted garage affords privacy for work, play, hobbies or relaxation space. Detached 1196 sq ft garage/shop has power, concrete floor, 9-foot garage door. House roof new in 2025, HVAC new in 2023. "Better View" windows have lifetime, transferrable warranty, installed in 2020. Livestock-type fencing in back yard. Small storage shed conveys with the home. Tenant occupied; lease expires 06/30/2027. Woodstoves in home and shop do not convey. Propane logs will be installed in the home fireplace prior to closing. The shop "Hot Dawg" heater, the exhaust fan and lights inside paint booth do not convey. Propane tank is rented and buyer may continue the rental agreement.

1213 Fentress Airfield 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.

How much is your home worth?

Get instant property value now!