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1147 Breakwater Trail, Isle of Wight - North
$363,275
3 Beds ⋅ 2.1 Baths ⋅ 10612303 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. ALL APPLIANCES INCLUDED THROUGH 12/15/25.

1147 Breakwater Trail, Isle of Wight - North
2085 Striper Court, Isle of Wight - North
$361,740
3 Beds ⋅ 2.1 Baths ⋅ 10621515 MLS
This beautiful home is an end unit and backs up to a serine pond view! 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, 2-car garages, and multi-million-dollar amenities. The Caroline floorplan features 1,775 sq ft of open living space, including a luxurious main-level owner’s suite with dual vanities, 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 large storage room. Ready to experience South Harbor Towns? Schedule your tour today.

2085 Striper Court, Isle of Wight - North
1123 Breakwater Trail, Isle of Wight - North
$361,435
3 Beds ⋅ 2.1 Baths ⋅ 10609863 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.

1123 Breakwater Trail, Isle of Wight - North
Trail, Isle of Wight - North
$360,340
3 Beds ⋅ 2.1 Baths ⋅ 10612661 MLS
MOVE IN MARCH 2026! 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.

Trail, Isle of Wight - North
256 Riley Way, Isle of Wight - North
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10645052 MLS
Welcome to this beautiful 3 bedroom, 2.5 bath home offering a spacious 1,967 square ft. floor plan in the Benns Grant community. The home features a spacious first floor primary suite with a private en suite bath and an inviting sunroom overlooking the backyard and pond. Step outside to an impressive custom pavered raised patio, complete with a retractable awning ideal for relaxing or entertaining. Enjoy peaceful water views throughout the community. The community offers a resort style pool with a waterslide, beach like entrance, splash park, lap lanes, and cabanas. A spacious clubhouse and a large children's playground. The community Director organizes scheduled, year round resident activities for all ages. Schedule your showing today!

256 Riley Way, Isle of Wight - North
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
400 Spring Hill Place, Isle of Wight - North
$355,000
4 Beds ⋅ 3.1 Baths ⋅ 10644024 MLS
Move-in ready 3-story townhome offering 4 bedrooms and 3.5 baths in the charming town of Smithfield. The first-floor bedroom with a full bath provides an ideal setup for guests, a home office, or multigenerational living. The spacious primary suite features a tray ceiling, walk-in closet, soaking tub, and separate walk-in shower. The second level boasts 9' ceilings, new LVP flooring, and an open-concept family room that flows into the gourmet kitchen with granite countertops, a large center island, stainless steel appliances, and a gas range. Enjoy outdoor living on the rear balcony, plus the convenience of a rear-loading 2-car garage. Located just minutes from historic downtown Smithfield with shopping, dining, and waterfront attractions, and within easy access to a nearby community park.

400 Spring Hill Place, Isle of Wight - North
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
1047 Breakwater Trail, Isle of Wight - North
$351,765
3 Beds ⋅ 2.1 Baths ⋅ 10607887 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.

1047 Breakwater Trail, Isle of Wight - North
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
16056 Carroll Bridge Road, Isle of Wight - North
$350,000
4 Beds ⋅ 2 Baths ⋅ 10649742 MLS
Welcome home to a slower pace of life in this charming, traditional-style retreat! Tucked away from the noise of the city, this spacious 4-bedroom, 2-bathroom home offers the perfect blend of cozy comfort and room to breathe. Step inside to find an inviting, light-filled layout featuring a generous living space that’s great for both quiet evenings or hosting loved ones. The real showstopper is the expansive, park-like yard—a massive outdoor canvas ready for garden beds, weekend barbecues, a playground, or simply relaxing under the open sky. Located in a quaint, tight-knit small town, you’ll enjoy peaceful, serene surroundings without sacrificing convenience. If you’ve been dreaming of space, privacy, and a true sense of community, this is the one. Schedule your tour today and fall in love with country living!

16056 Carroll Bridge Road, 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
10 Church Street, Isle of Wight - North
$349,900
3 Beds ⋅ 2.1 Baths ⋅ 10598890 MLS
Welcome Home to this Spacious and Beautiful Farm House on almost 1/2 an acre Nestled in the Heart of Windsor! Renovated to Include: Soft Close Shaker Style Cabinets, Granite Counters, Tiled Back Splash, Stainless Steel Appliances, Carpet, Paint, LVP Flooring, Upgraded Lighting and Fixtures! New Roof, HVAC and Most Windows are Brand New! Owners Retreat Offers a HUGE walk in Closet, Formal Dining Room, Large Eat in Kitchen and Family Room! Detached Garage! All This A Short Distance to Ample Shopping, Dining, Entertainment and the Interstate!!

10 Church Street, Isle of Wight - North
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
211 Red Oak Court, Isle of Wight - North
$344,500
3 Beds ⋅ 2 Baths ⋅ 10614338 MLS
Welcome to the highly sought after neighborhood of Wrenns Mill Estates. This well-maintained ranch is on a quiet cul-de-sac lot that’s just under one acre. Inside, you will find three spacious bedrooms, two bathrooms, and a large open living room and kitchen. Through the kitchen is the garage, which leads to a large sunroom, ideal for year-round entertainment. Seller is offering $5000 towards closing cost assistance! Don’t wait, call today to schedule a private showing.

211 Red Oak Court, Isle of Wight - North
362 Spring Hill Place, Isle of Wight - North
$343,000
3 Beds ⋅ 2.1 Baths ⋅ 10616816 MLS
Beautifully maintained 3-story townhome in the highly sought-after Benns Grant community! This 3-bedroom, 2.5-bath home features a flexible office/study space and is filled with upgrades throughout. The open-concept main living area showcases granite countertops, stainless steel appliances, a gas range, soft-close cabinetry, and hardwood floors on the first and second levels. Enjoy indoor-outdoor living with a private balcony off the dining/kitchen area—perfect for morning coffee or evening relaxation.The spacious primary suite offers a tray ceiling and en-suite bath, while additional bedrooms provide comfort and versatility. Additional highlights include a tankless water heater and thoughtful finishes throughout.Residents enjoy resort-style amenities including a stunning clubhouse with lake and pool views, a pool with waterslide, stocked lakes, scenic nature trails, and a large playground. Conveniently located with an easy commute to both the Peninsula and Southside.

362 Spring Hill Place, Isle of Wight - North
1055 Breakwater Trail, Isle of Wight - North
$342,115
3 Beds ⋅ 2.1 Baths ⋅ 10603639 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.

1055 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
2044 Striper Court, Isle of Wight - North
$340,975
3 Beds ⋅ 2.1 Baths ⋅ 10632709 MLS
CAROLINE. SOLD. TBB.

2044 Striper Court, Isle of Wight - North
13309 Regent Park Walk, Isle of Wight - North
$340,500
4 Beds ⋅ 2.1 Baths ⋅ 10599882 MLS
Welcome to this spacious 4-bedroom, 2.5-bath townhome offering over 2,300 sq. ft. of comfortable living space. The home features updated granite countertops, a bright and functional kitchen, and an open floor plan perfect for entertaining. Enjoy the convenience of a 2-car garage and the privacy of a fully fenced backyard.. Nestled in a quiet and well-kept neighborhood, this home provides both comfort and convenience offering plenty of amenities to include pool, clubhouse, tennis/ volleyball courts, playground, mini golf, walking trails and more.

13309 Regent Park Walk, 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
13435 Prince Andrew Trail, Isle of Wight - North
$340,000
4 Beds ⋅ 2.1 Baths ⋅ 10610542 MLS
Welcome to this lovely condo that lives like a single family home. Beautifully updated and maintained with newer windows, gas HW Heater, carpet and 7 yr old HVAC. Open and inviting floor plan with plenty of room for all. Vaulted ceilings and add'l windows bring in so much natural light. Kitchen upgraded with soft close cabinets, granite top, stainless appliances, tile backsplash. Spacious first floor primary features a WIC, ensuite with separate jetted tub, shower and double vanity. On the 2nd floor you will find 3 large secondary bedrooms and hall full bath. The private, fenced back yard offers a patio, extended pavers and a storage shed, perfect for relaxing and entertaining. Located in a fast growing corridor with new shopping and community amenities. Just minutes to JRB and 20 min. to I-664. Also within 10 min to Historical downtown Smithfield. Call for your private tour today!

13435 Prince Andrew Trail, Isle of Wight - North
305 Sycamore Walk, Isle of Wight - North
$339,900
3 Beds ⋅ 2.1 Baths ⋅ 10609321 MLS
Welcome to 305 Sycamore Walk! This spacious home features an open-concept layout with a bright kitchen, generous living area, and inviting dining space. The primary suite offers a large walk-in closet and a spacious bathroom with double vanities. Upstairs, you'll find two additional bedrooms and a full bath. Fully fenced backyard is great for outdoor living and entertaining. Benn's Grant offers incredible amenities, including a resort-style pool with waterslide, splash park, clubhouse overlooking the lake, stocked lakes with piers, nature trails, a playground, and a full-time Director of Fun who plans year-round activities for residents. This home offers the perfect blend of comfort, community, and lifestyle.

305 Sycamore Walk, Isle of Wight - North
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

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.

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