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1131 Breakwater Trail, Isle of Wight - North
$357,355
3 Beds ⋅ 2.1 Baths ⋅ 10607784 MLS
Now selling the next phase at South Harbor Towns—a vibrant 55+ community in Carrollton, VA offering low-maintenance living with first-floor owner’s suites, maintenance free-backyards, 2-car garages, and multi-million-dollar amenities. The Caroline model features nearly 1,800 sq ft of open living space, including a luxurious main-level owner’s suite with dual vanities, walk-in shower, linen closet, and private water closet. The gourmet kitchen showcases a 10-foot island that flows into the great room and dining area. You can enjoy optional rear covered porch upgrades and maintenance-free backyards designed for relaxation without the upkeep. Upstairs includes two bedrooms, a full bath, and a walk-in storage room. Ready to experience South Harbor Towns? Schedule your tour today.

1131 Breakwater Trail, Isle of Wight - North
2043 Striper Court, Isle of Wight - North
$357,055
3 Beds ⋅ 2.1 Baths ⋅ 10625578 MLS
CAROLINE. SOLD. TBB.

2043 Striper Court, Isle of Wight - North
2039 Striper Court, Isle of Wight - North
$355,705
3 Beds ⋅ 2.1 Baths ⋅ 10629238 MLS
CAROLINE. SOLD. TBB.

2039 Striper Court, Isle of Wight - North
26 N Court Street, Isle of Wight - South
$355,000
4 Beds ⋅ 2 Baths ⋅ 10639208 MLS
This house has it all - land, charm and updates throughout! On just under an acre of land, the whimsy of this house, coupled with the thoughtful updates throughout, make this the perfect place to call home. Freshly painted, new refrigerator, new dishwasher, and curated updates, all you have to do is bring your toothbrush. Picture starting your morning with coffee in the sunroom or reading a book by the cozy fireplace; either way, it’ll likely be the best part of your day. Schedule your showing today.

26 N Court Street, Isle of Wight - South
213 Riley Way, Isle of Wight - North
$355,000
3 Beds ⋅ 2.1 Baths ⋅ 10630254 MLS
Check out this beautiful home in the Benn’s Grant neighborhood. This home has a beautiful open concept layout. The kitchen features granite countertops and stainless steel appliances and opens to a spacious living and dining area. The first floor primary suite offers a large walk in closet and a spacious bath with double vanities. Upstairs you will find two additional bedrooms and a full bath. The fully fenced backyard is great for outdoor living and entertaining, and Benn’s Grant offers a beautiful pool, clubhouse overlooking the lake, nature trails, and a playground. Don’t miss this one!

213 Riley Way, Isle of Wight - North
180 Spring Grove Way, Isle of Wight - North
$355,000
3 Beds ⋅ 2.2 Baths ⋅ 10625217 MLS
Welcome to 180 Spring Grove Way, a beautifully maintained three-story townhome in the sought-after Benns Grant community of Smithfield—just minutes from the new Riverside Smithfield Hospital. This spacious home offers the ideal blend of modern design and comfortable living. The main level features an open-concept layout seamlessly connecting the kitchen, dining, and living areas — works well for entertaining or everyday living. With 3 bedrooms and nicely sized closets, it allows for flexibility of use. Let's not forget the first level bonus space that can be used for workout space, or media room. And yes, the land adjacent to the home comes with the property! Residents of Benns Grant enjoy beautifully maintained surroundings, walking trails, and convenient access to shopping, dining, and major routes. The county is planning a new building for the elementary school just a short distance away! Moving into the area, this home is located within commuting distance of several military bases and government installations!

180 Spring Grove Way, Isle of Wight - North
105 S Court Street, Isle of Wight - South
$354,999
3 Beds ⋅ 2.1 Baths ⋅ 10619079 MLS
New construction with premium upgrades by an award-winning builder-move-in ready and built to impress! This modern home offers spacious open living, upgraded LVP flooring, elegant granite countertops, and upgraded cabinetry throughout. The upgraded windows and spray foam insulation make for a calm home! A designer lighting package enhances the bright, airy feel of every room. Conveniently located with quick access to Route 460, and just minutes from shopping, dining, and commuter routes. Don’t miss this opportunity to own a new construction home in Hampton Roads with high-end finishes and exceptional convenience.

105 S Court Street, Isle of Wight - South
2047 Striper Court, Isle of Wight - North
$351,395
3 Beds ⋅ 2.1 Baths ⋅ 10631822 MLS
CAROLINE. SOLD. TBB

2047 Striper Court, Isle of Wight - North
262 Bowler Way, Isle of Wight - North
$351,000
3 Beds ⋅ 2.1 Baths ⋅ 10625225 MLS
Welcome to 262 Bowler Way in the Benn’s Grant community of Smithfield. This spacious home offers an open-concept design with a bright kitchen, generous living area, and inviting dining space ideal for everyday living and entertaining. The primary suite features a large walk-in closet and a well-appointed bathroom with double vanities. Upstairs, two additional bedrooms and a full bath provide flexible space for guests, home office, or hobbies. Enjoy outdoor living in the fully fenced backyard with a patio perfect for relaxing or hosting gatherings. Upgraded features include a gas range, new refrigerator, tankless water heater, first level lvp flooring, and an epoxy-finished garage floor. Benn’s Grant residents enjoy exceptional amenities including a resort-style pool with waterslide, splash park, lakefront clubhouse, stocked lakes with fishing piers, scenic nature trails, and playground.

262 Bowler Way, Isle of Wight - North
132 Riley Way, Isle of Wight - North
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10638563 MLS
PRICE JUST REDUCED!! OPEN HOUSE SATURDAY JUNE 27, 1PM-3PM. Why wait for a "new build" when you can move into a home just a few years old? The Calvert Model has an open floorplan. This 3 bedroom home has a modern chefs kitchen W/all appliances, granite counters & ample room to store all your culinary gear. An open dining room/family room will accommodate room for those get togethers & holiday gatherings. Off the family room a door leads to the outdoor patio for good times overlooking the community lake. A spacious 1st floor primary bedroom, an on-suite w/double sink vanities, stall shower & a large walk-in closet. Laundry Upstairs you will find two more spacious bedrooms w/ a shared hall bathroom & tub/shower. There are sidewalks for your daily exercise, playgrounds, clubhouse, or enjoy a day at the pool! The yards are maintained by the association. Close proximity to shopping, schools, interstate & more! Some photos may be virtually enhanced or staged to highlight features. Call today to see!

132 Riley Way, Isle of Wight - North
914 Wilson Road, Isle of Wight - South
$349,800
3 Beds ⋅ 1.1 Baths ⋅ 10625520 MLS
Remodeled 3 bd/2 ba home (2023) roof, siding, updated systems (electrical, plumbing, HVAC), & a converted garage w/ extra laundry & bathrooms. Kitchen has solid wood cabinets, marble counters, apron sink, stainless appliances, & a pot filler. Hardwood floors, a master suite w/ walk-in closet & bath w/double floating vanity, & heated whirlpool tub w/tiled surround. Fenced yard, decks, sheds

914 Wilson Road, Isle of Wight - South
2090 Striper Court, Isle of Wight - North
$348,270
3 Beds ⋅ 2.1 Baths ⋅ 10617669 MLS
Now selling our new private, wooded, cul - de - sac homesites. Enjoy additional privacy and a beautiful, wooded view. South Harbor Towns—a vibrant 55+ community in Carrollton, VA offering low-maintenance living with first-floor owner’s suites, maintenance free-backyards, 2-car garages, and multi-million-dollaramenities. The Caroline model features nearly 1,800 sq ft of open living space, including a luxurious main-levelowner’s suite with dual vanities, walk-in shower, linen closet, and private water closet. The gourmet kitchen showcasesa 10-foot island that flows into the great room and dining area. You can enjoy optional rear covered porch upgradesand maintenance-free backyards designed for relaxation without the upkeep. Upstairs includes two bedrooms, a fullbath, and a walk-in storage room. Ready to experience South Harbor Towns? Schedule your tour today.

2090 Striper Court, Isle of Wight - North
1111 Breakwater Trail, Isle of Wight - North
$346,345
3 Beds ⋅ 2.1 Baths ⋅ 10610641 MLS
Now selling the next phase at South Harbor Towns—a vibrant 55+ community in Carrollton, VA offering low-maintenance living with first-floor owner’s suites, maintenance free-backyards, 2-car garages, and multi-million-dollar amenities. The Caroline model features nearly 1,800 sq ft of open living space, including a luxurious main-level owner’s suite with dual vanities, walk-in shower, linen closet, and private water closet. The gourmet kitchen showcases a 10-foot island that flows into the great room and dining area. You can enjoy optional rear covered porch upgrades and maintenance-free backyards designed for relaxation without the upkeep. Upstairs includes two bedrooms, a full bath, and a walk-in storage room. Ready to experience South Harbor Towns? Schedule your tour today.

1111 Breakwater Trail, Isle of Wight - North
13418 Bentley Heath Way, Isle of Wight - North
$341,000
3 Beds ⋅ 2.1 Baths ⋅ 10623489 MLS
Beautiful 3-bedroom, 2.5-bath home in Carrollton featuring a spacious primary suite with en-suite bath, large walk-in closet, and sitting area with a gas fireplace. The home offers a breakfast area, formal dining room, and a welcoming living room with fireplace—perfect for entertaining. A finished room over the garage provides flexible space for a home theater, office, or guest room. Enjoy outdoor living on the screened porch and deck. Additional features include attic storage, pantry, utility closet, and a 2-car attached garage with driveway and street parking. Community amenities include clubhouse, exercise room, pool, playgrounds, tennis courts, putting green, ground maintenance, and trash pickup.

13418 Bentley Heath Way, Isle of Wight - North
13279 Regent Park Walk, Isle of Wight - North
$340,000
3 Beds ⋅ 2.1 Baths ⋅ 10634397 MLS
Located in the desirable Woodbridge section of Eagle Harbor, this 3 bedroom, 2.5 bath home offers 2,370 square feet of well-designed living space backing to a protected wooded area for added privacy. Enjoy outdoor living with a screened-in porch, composite deck, and courtyard area off the 2 car attached garage perfect for play or relaxing. Downstairs features a spacious living and dining area filled with natural light, while the kitchen offers an eat-in space, two pantries, and opens to the cozy den with fireplace. Upstairs you'll find 3 spacious bedrooms including a massive primary suite with sitting area, jetted tub, tile shower, and large walk-in closet. Recent updates include upstairs carpet, 2021 Trane HVAC, and 2024 water heater. Plantation shutters and blinds convey. Community amenities in Eagle Harbor include a pool, clubhouse, walking trails, playgrounds, catch-and-release pond, and more!

13279 Regent Park Walk, Isle of Wight - North
25 E Griffin Street, Isle of Wight - South
$340,000
4 Beds ⋅ 1 Baths ⋅ 10624604 MLS
This home features 4 spacious bedrooms and a large full size bathroom, home is move-in ready with thoughtful upgrades throughout. Recent improvements include some Fresh interior paint creates a bright, welcoming atmosphere, kitchen has newer appliances, kitchen cabinets and floor, some rooms have new carpet, roof only 2 years old, newer huge 2 car bay garage/workshop. Nice real hardwood floors. Backyard fenced in, two sheds for outside equipment storage. Envision the added comfort and value with the possibility of adding a full bathroom to the primary. Right in the heart of Windsor. This home will not disappoint.

25 E Griffin Street, Isle of Wight - South
Court, Isle of Wight - North
$337,580
3 Beds ⋅ 2.1 Baths ⋅ 10617458 MLS
CAROLINE. SOLD. TBB.

Court, Isle of Wight - North
2074 Striper Court, Isle of Wight - North
$337,415
3 Beds ⋅ 2.1 Baths ⋅ 10621425 MLS
CAROLINE. SOLD. TBB.

2074 Striper Court, Isle of Wight - North
364 Spring Hill Place, Isle of Wight - North
$336,575
3 Beds ⋅ 2.1 Baths ⋅ 10629887 MLS
Nestled in the charming community of Benns Grant known for its stately homes, wide streets are lined with sidewalks where bikes, trikes, and tikes stroll in the safety and freedom. The community pool with waterslide and expansive playgrounds evoke the theme: "Live your best life!" This 3 level home begins with a 1st floor office/flex space, 2 car garage, and walk in closets. The efficient tankless HWH is just one of smart moves. The expansive 2nd floor centers on an open kitchen concept with a dramatic coffered accent walk and large dining area. The Juliet balcony provides views of the open countryside spaces. Minutes to the pool/playgrounds/biking trails that swirl around the nature preserve with wide open views of unspoiled nature. 3rd floor offers 3 bedrooms including en suite primary. Ample light floods the house and reminds you why thousands take the daily 45 min commute to charming Smithfield to embrace the beauty of VA and the affordability of luxury at a fraction of the cost.

364 Spring Hill Place, Isle of Wight - North
3321 Lawrence Drive, Isle of Wight - North
$335,500
4 Beds ⋅ 3 Baths ⋅ 10625197 MLS
This four bedroom and three bathroom home is tucked away on a quiet back road and is sitting on just under 1 acre of land. The house is situated approximately 10 minutes from Windsor and 15 minutes from Franklin and has quick and easy access to 258 to get to either city. This house sits in the Isle of Wight County and school district. The previous owner has planted multiple fruit trees and bushes that provide a small amount of fruits when in-season. In the backyard, there is also a large metal garage that has been partitioned down the middle.

3321 Lawrence Drive, Isle of Wight - North
215 Monticello Court, Smithfield
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10631716 MLS
Beautifully maintained 3 bdr. 2.5 bath 1 car attached end unit townhome. Nestled in the heart of Smithfield and positioned on a cul-de-sac next to open green space and backing to the park. Inside you will discover an open airy floor plan highlighted by a soaring ceiling in the family room. The main level features newer lvp flooring thru out. The kitchen flows seamlessly into the dining area and family room making it ideal for everyday living and entertaining. The spacious 1st floor primary suite is complete with an en-suite bath with double vanity granite top, soaking tub and a walk in shower! Upstairs features a loft, 2 additional large bedrooms a full bath with private toilet and tub area plus walk in storage. The garage is extra clean whether you use it for parking or storage. Backyard is fully privacy fenced with pavers and room for a fire-pit and relaxing outback. There's even a small area of grass for the four legged family members to enjoy.

215 Monticello Court, Smithfield
24456 Walters Highway, Isle of Wight - South
$335,000
3 Beds ⋅ 2.1 Baths ⋅ 10628745 MLS
Nice 3 Bedroom, 2.5 Bath home on large corner lot. Stainless Steel Side by Side Refrigerator, Stainless Steel Range and Dishwasher. 2 car attached garage, Privacy Fenced backyard, Deck. Zoned HVAC. Convenient location for schools, employment, shopping and commuting.

24456 Walters Highway, Isle of Wight - South
207 Oakwood Ln, Isle of Wight - North
$335,000
3 Beds ⋅ 2 Baths ⋅ 10628346 MLS
Discover country charm in Wrenn's MIll Estates of Smithfield. Nestled on nearly an acre of beautifully wooded land, this home offers peaceful privacy while being just a short drive from everything Smithfield has to offer. Step inside to find a comfortable, inviting layout. 3BR 2BA, One Level Living Ranch Home, Primary Bedroom En-suite, spacious backyard with deck, Large screened in front porch extends your living space outdoors for relaxing, fenced front and backyard, 2 storage sheds, carport, whole home Generac backup generator, easy access to Smithfield Foods, Historic Smithfield district, nearby shopping and convenience center. Welcome Home!

207 Oakwood Ln, Isle of Wight - North
1118 Breakwater Trail, Isle of Wight - North
$334,990
3 Beds ⋅ 2.1 Baths ⋅ 10617668 MLS
MOVE IN SPRING! This home backs up to a pond view providing additional privacy. Upgraded quartz countertops, back patio and more! Just in time to enjoy the beautiful spring weather. Now selling the next phase at South Harbor Towns—a vibrant 55+ community in Carrollton, VA offering low-maintenance living with first-floor owner’s suites, maintenance free-backyards, 2-car garages, and multi-million-dollaramenities. The Caroline model features nearly 1,800 sq ft of open living space, including a luxurious main-levelowner’s suite with dual vanities, walk-in shower, linen closet, and private water closet. The gourmet kitchen showcasesa 10-foot island that flows into the great room and dining area. You can enjoy optional rear covered porch upgradesand maintenance-free backyards designed for relaxation without the upkeep. Upstairs includes two bedrooms, a fullbath, and a walk-in storage room. Ready to experience South Harbor Towns? Schedule your tour today.

1118 Breakwater Trail, Isle of Wight - North
2058 Striper Court, Isle of Wight - North
$334,020
3 Beds ⋅ 2.1 Baths ⋅ 10627512 MLS
CAROLINE. SOLD. TBB.

2058 Striper Court, Isle of Wight - North
13401 High Gate Mews, Isle of Wight - North
$332,000
3 Beds ⋅ 2.1 Baths ⋅ 10642531 MLS
Closing Cost Assistance Negotiable. Welcome home to comfort, convenience, and easy living in the highly sought after Woodbridge section of Eagle Harbor! This beautifully maintained 3 bedroom, 2.5 bath home offers spacious living areas designed for both everyday living and entertaining. The recently remodeled kitchen is a standout, featuring soft close cabinetry, under cabinet lighting, upgraded appliances, and modern finishes that make cooking and gathering a pleasure. Additional updates include new carpeting, updated light fixtures, and an epoxy coated garage floor, adding both style and functionality. Step outside to enjoy the screened porch overlooking the fully fenced backyard; an ideal space for morning coffee, outdoor dining, or relaxing at the end of the day. Eagle Harbor offers exceptional community amenities, including a clubhouse, swimming pool, trails, playgrounds, a catch and release fishing pond, and more. Conveniently located, this home provides easy access to shopping, dining, highways, and military bases.

13401 High Gate Mews, Isle of Wight - North
13428 Prince Andrew Trail, Isle of Wight - North
$330,000
4 Beds ⋅ 2.1 Baths ⋅ 10644184 MLS
Welcome home to this spacious 4-bedroom, 2.5-bath home featuring an open-concept floor plan that's well-suited for everyday living and entertaining. The generous backyard offers plenty of space for outdoor activities, gardening, or relaxing, while abundant storage throughout the home provides convenience and organization. Enjoy a low-maintenance lifestyle with outstanding community amenities, including a clubhouse, swimming pool, playgrounds, and tennis courts. This home offers the perfect combination of comfort, space, and resort-style living.

13428 Prince Andrew Trail, Isle of Wight - North
10270 Center Street, Isle of Wight - North
$330,000
4 Beds ⋅ 2 Baths ⋅ 10642446 MLS
Tucked away among the trees with views of the Pagan River and its wetlands you’ll find this charming Cape Cod Cottage. Enjoy both front porch and back deck views that welcome you home. The huge fenced yard with detached garage offers endless possibilities. Open light filled home with updated SS appliances. 1st floor primary suite and 2nd bedroom. 2 other bedrooms on the 2nd floor. Make your move now! Ai staging used for marketing purposes. Seller to install new roof. Not in flood zone. Accepting back up offers.

10270 Center Street, Isle of Wight - North
14306 Courthouse Highway, Isle of Wight - North
$330,000
3 Beds ⋅ 2 Baths ⋅ 10638904 MLS
The peaceful country setting you've been dreaming of, just 5 minutes from downtown Smithfield! Situated on a beautiful 1-acre lot and surrounded by mature trees and abundant wildlife, this charming home offers the perfect blend of privacy, comfort, and outdoor living. Built in 2016, the home features an inviting open-concept floor plan with butcher block countertops that create a warm and welcoming heart of the home. Step outside and enjoy the expansive back deck complete with a gazebo for shaded relaxation, overlooking a backyard designed for entertaining. Gather around the fire pit under charming café lights, enjoy evenings with family and friends, and take in the tranquility of rural living. Pet owners will appreciate the invisible fence, while the large shed provides plenty of storage for tools, equipment, and outdoor gear. The home boasts exceptional curb appeal with freshly repainted front porch and deck (2026), ample parking space for vehicles, trailers, or guests, and a setting that truly feels like a private retreat. If you've been searching for a rural property with modern conveniences, beautiful outdoor spaces, and room to enjoy nature, this is the one you've been waiting for.

14306 Courthouse Highway, Isle of Wight - North
607 Inland Walk, Isle of Wight - North
$329,000
3 Beds ⋅ 2 Baths ⋅ 10634777 MLS
Beautifully updated condo featuring an open floor plan with stylish luxury vinyl plank flooring, fresh paint, and modern upgrades throughout. The remodeled kitchen offers stainless steel appliances, a deep sink, and updated finishes perfect for everyday living and entertaining. The spacious primary suite includes a tray ceiling, large custom closet, and cozy sitting area for a private retreat. Its gorgeous bathroom has been tastefully renovated for a fresh contemporary feel. Enjoy relaxing outdoors on the serene private patio. Low maintenance living! Conveniently located in resort-style community just minutes from shopping, restaurants, and the James Riv. Bridge. Full of modern style and Move-In ready!

607 Inland Walk, Isle of Wight - North

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.