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2062 Striper Court, Isle of Wight - North
$364,925
3 Beds ⋅ 2.1 Baths ⋅ 10629329 MLS
CAROLINE. SOLD. TBB.

2062 Striper Court, Isle of Wight - North
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
879 Maple Court, Smithfield
$360,000
3 Beds ⋅ 2.1 Baths ⋅ 10640718 MLS
Welcome to your new home! Nestled on a quiet culdesac, this home has been lovingly maintained and comes with many new fixtures to help give it a modern look. Enjoy the serenity of your expansive backyard from your deck, or make use of all the space by entertaining friends and family. Worried about mowing your new huge backyard? No problem! A new remote self-driven lawn mower conveys with the property. **Seller to offer new carpet to be installed in the bedrooms with a full price offer** Many recent updates and upgrades including: New roof 2022, New windows in garage and laundry 2026, Replace boards on deck & railing & waterproof stain 2023, Dishwasher 2023

879 Maple Court, Smithfield
12050 Greenbrier Lane, Smithfield
$360,000
4 Beds ⋅ 2 Baths ⋅ 10639062 MLS
This fully renovated rancher offers privacy, comfort, and peace of mind with major updates including a new roof 2026, brand new HVAC and electrical panel and brand new windows. Inside, brand new LVP floors, welcoming atmosphere, complemented by a timeless neutral color palette. The primary suite with a spacious closet, and a beautifully fully renovated bathroom. Three additional bedrooms and a full hall bath. Conveniently located near military bases and just minutes from downtown Smithfield’s shops and dining, this home offers the perfect blend of lifestyle and location.

12050 Greenbrier Lane, Smithfield
216 Monticello Court, Smithfield
$360,000
4 Beds ⋅ 2.1 Baths ⋅ 10638252 MLS
WELCOME TO THIS IMMACULATE 4 BEDROOM, 2 1/2 BATHROOM TOWNHOME WITH 2,124 SQUARE FET OF LIVING SPACE. THIS HOME PAIRS MODERN COMFORT WITH LOW MAINTENANCE LIVING. FEATURING AN ATTACHED GARAGE, A BRIGHT OPEN CONCEPT LAYOUT , A BEAUTIFUL FENCED BACKYARD AND A PRIME LOCATION NEAR LOCAL AMENITIES. CALL TODAY TO SCHEDULE YOUR TOUR!

216 Monticello Court, Smithfield
9354 Orchard Garden Lane, Smithfield
$360,000
4 Beds ⋅ 2 Baths ⋅ 10605867 MLS
This Tastefully Remodeled 4 Bedroom, 2 Full Bath Ranch-Style Home Offers Modern Comfort In A Peaceful Country Setting. The Open Floor Plan Fills With Natural Light To Highlight The Vinyl Plank Flooring And Fresh Paint. The Kitchen Is A Showstopper With Recessed Lighting, Granite Countertops, Stainless Steel Appliances, And Oversized Island With Bar Top. This Home Has Been Thoughtfully Upgraded Including New Windows, Modern Siding, HVAC System, Water Heater, & Roof— All Providing Energy Efficiency & Peace Of Mind. Enjoy The Tranquility Of Country Living While Only Being Nearby To The New Elementary School And Minutes From Downtown Smithfield, Shopping & Restaurants.

9354 Orchard Garden Lane, Smithfield
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
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
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
13447 Bentley Heath Way, Isle of Wight - North
$351,000
4 Beds ⋅ 2.1 Baths ⋅ 10595162 MLS
Spacious low maintenance condo nestled in quaint Woodbridge community with Eagle Harbor resort style amenities. 4 Bedrooms 2.5 Baths with formal living & dining area plus casual den featuring fireplace/entertainment wall. Screened back porch with private fenced yard idea for entertaining. Kitchen includes newer stainless appliances with gas range & generous counterspace. The backsplash teams with the light oak cabinets with undermount lighting. Primary Bedroom with ensuite features oversized luxury shower. No shortage of space as addtional 3 bedrooms that can easily serve as media/hobby room or home office. Recently replaced carpets upstairs. Double garage. Fun for all @ the resort style pool, tennis, catch/release lake, clubhouse & paths. Easy commute to Peninsula, North Suffolk & Smithfield.

13447 Bentley Heath 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
6043 W Blackwater Road, Isle of Wight - South
$350,000
2 Beds ⋅ 1 Baths ⋅ 10592981 MLS
Dreaming of country living? Walk into this charming brick ranch on 9.3 acres with instant Equity! With 2 cozy bedrooms and a spacious living room complete with a fireplace, it's the perfect blend of comfort and rustic charm. Bring your horses, goats, or donkeys - the fenced pasture is ready for them. Grow your own produce in the garden and enjoy fresh eggs from your chicken coops. Whether you're starting a hobby farm or just wanting room to breathe, this property is a rare find that combines functionality with rural serenity.

6043 W Blackwater Road, Isle of Wight - South
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
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
112 S Court Street, Isle of Wight - South
$345,000
3 Beds ⋅ 2.1 Baths ⋅ 10606672 MLS
Step inside this beautifully crafted custom home featuring premium finishes typically found in luxury properties. From the moment you enter, you'll notice the 9-foot ceilings, elegant knock-down textured walls, and abundant recessed lighting that create a bright, open feel. The kitchen is a showstopper with slab granite countertops, custom cabinetry, and a full stainless-steel appliance package. Enjoy thoughtful design touches throughout — tile floors and surrounds in the bathrooms, custom vanities, and a tray ceiling in the primary suite add timeless sophistication. The attached garage provides convenience, while quality craftsmanship and attention to detail make this home stand out as one of Windsor’s best values. If you’ve been searching for move-in ready at an affordable price, look no further. Schedule your showing today!

112 S Court Street, Isle of Wight - South
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

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.