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168 Boxwood Lane, Isle of Wight - North
$499,000
5 Beds ⋅ 2.1 Baths ⋅ 10644145 MLS
Space, comfort and resort-style living await in desirable Benns Grant! This spacious five-bedroom home offers an inviting floor plan, a versatile flex room and a well apointed kitchen with an oversized island ideal for entertaining and everyday living. With room for everyone and exceptional community amenties, this home combines the lifestyle you want with the convenience you need. Benns Grant's residents enjoy community amenities that include: a spacious Clubhouse with lakes and pool views; resort-style pool with waterslide; beach-like entrance; splash park; lap lanes; cabanas; abundant deck space and 3 naturally stocked lakes. Conveniently located near Riverside Smithfield Hospital (0.5 mile away), Historic Downtown Smithfield, shopping, dining, Newport News Shipyard and military installations.

168 Boxwood Lane, Isle of Wight - North

10142 Bolling Boulevard, Isle of Wight - North
$495,000
3 Beds ⋅ 2.1 Baths ⋅ 10656707 MLS
Prepare to be amazed by this stunning home featuring a wide-open floor plan designed for effortless living and entertaining. The spacious main level offers an inviting flow between the living, dining, and kitchen areas, creating an expansive feel throughout. With 3 bedrooms, including a giant primary suite conveniently located on the first floor, this home offers both comfort and functionality. Upstairs, you’ll find a very large game room or office, providing incredible flexibility for entertaining, working from home, a media room, or a second living space. A convenient powder room completes the second level. With its impressive scale, open layout, and versatile spaces, this home offers room to live, work, relax, and entertain in style. Come see it yourself—you won’t want to miss it!

10142 Bolling Boulevard, Isle of Wight - North

101 Fleetney Circle, Isle of Wight - North
$479,999
4 Beds ⋅ 3 Baths ⋅ 10649010 MLS
Escape to this charming 4-bedroom, 3-bathroom traditional farmhouse retreat, perfectly situated on a peaceful, private 1-acre corner lot in beautiful Smithfield, VA.The heart of the home is it's updated wrap-around porch—offering that classic Southern living space for morning coffee, evening sunsets, and effortless outdoor entertaining. Inside, a spacious and highly functional layout welcomes you with a coveted main-level bedroom and full bathroom, great for guests, a home office, or multi-generational living.The expansive acreage delivers unmatched versatility, offering plenty of cleared room for a thriving garden, a future workshop, or just enjoying the quiet rural charm Smithfield is famous for. Beautifully maintained and blending timeless farmhouse appeal with contemporary space, this property is a rare find in today's market with no HOA. Don't miss your chance to tour this gorgeous country home! 2 New HVAC units are being installed October 2026.

101 Fleetney Circle, Isle of Wight - North

2101 Mainsail Drive, Isle of Wight - North
$479,000
3 Beds ⋅ 3 Baths ⋅ 10641504 MLS
Welcome to effortless living in South Harbor, a 55+ community located in the heart of Carrollton! Built in 2025 and never lived in, this truly "like-new" home offers modern design, quality finishes, and a flexible floor plan great for today’s lifestyle. Situated on a large lot backing to mature trees, you'll enjoy privacy and peaceful views. The spacious main level features a luxurious primary suite, a second bedroom, and a versatile flex room for a home office, den, or hobby space. The gourmet kitchen boasts granite countertops, a massive center island, and an open flow to the great room with a cozy fireplace. Upstairs, you'll find a third bedroom, full bath, and expansive loft for guests or additional living space. A covered patio creates the perfect setting for outdoor entertaining and grilling. Community amenities include a clubhouse, pool, and more. Conveniently located near shopping, dining, and everyday conveniences. The Seller is offering a $2,000 Refrigerator allowance plus $5,000 in concessions for the buyer to use as they wish. Don’t miss this exceptional opportunity!

2101 Mainsail Drive, Isle of Wight - North

23261 Tara Court, Isle of Wight - North
$476,600
3 Beds ⋅ 2 Baths ⋅ 10656366 MLS
Welcome to this one owner home that has been well maintained and is ready to go. It is snuggled off the main road on a cul-de-sac creating peace and tranquility. New HW Heater 10/26, New dual HVAC installed in 2024 and roof installed approx. 8 yrs ago. Gleaming hardwood floors in downstairs living areas except the kitchen, which has tile. The kitchen was updated a few years ago with white cabinets, some with pull out shelves, granite tops and stainless appliances. Room over the garage has no privacy door but does have a closet, it's perfect for an office, playroom or add'l guest bedroom. The spacious outdoor deck and covered front porch provides a peaceful setting to enjoy the naturally wooded yard. This lovely home is within 5 minutes to all local community shopping, the James River Bridge and approx. 25 minutes to most military bases. Call for your private tour today!

23261 Tara Court, Isle of Wight - North

1437 Lawnes Neck Drive, Isle of Wight - North
$475,000
10659286 MLS
Lot 17 - Discover 4.98 breathtaking waterfront acres in the beautiful area of Lawnes Point on the James community in Smithfield. With approximately 150 feet of frontage along the James River, this exceptional homesite offers a rare opportunity to build the dream home of a lifetime in one of the area's most desirable neighborhoods. Enjoy the beauty, privacy, and serenity of an expansive waterfront setting while creating a custom estate designed to take full advantage of the river views and natural surroundings. Best of all, the property has no archaeological restrictions, providing added flexibility as you plan your future home. A truly exceptional opportunity to own a premier piece of James River waterfront in Lawnes Point on the James.

1437 Lawnes Neck Drive, Isle of Wight - North

22305 Charthouse Lane, Isle of Wight - North
$449,000
3 Beds ⋅ 2.1 Baths ⋅ 10650459 MLS
Welcome Home. This open, bright floor plan features a downstairs primary suite with a tray ceiling, separate tub and shower, and a large walk-in closet. The living room boasts a cozy gas fireplace, for those chilly evenings. The kitchen offers plenty of cabinet space and a spacious eat-in area. The formal dining room could also serve as a study or music room. Upstairs are two well-sized bedrooms, a full bathroom, and a large loft — the possibilities are endless. The private backyard is quiet and peaceful, for morning coffee or birdwatching. Eagle Harbor offers amazing amenities, including pools, a clubhouse, walking trails, pond with dock and playgrounds, with an easy commute to Chesapeake, Smithfield, and the Peninsula.

22305 Charthouse Lane, Isle of Wight - North

204 Jordan House Drive Unit DR, Isle of Wight - North
$385,000
4 Beds ⋅ 2.2 Baths ⋅ 10660397 MLS
Ask about the assumable FHA loan! Welcome home to Benn's Grant! Beautifully maintained and ideally situated at the end of the street, this three-story townhome offers added privacy with only one shared wall and peaceful views of surrounding farmland. Thoughtfully designed for comfortable living and entertaining, the open-concept main level seamlessly connects the kitchen, dining, and living areas. Stylish black cabinetry, designer light fixtures, and a dedicated coffee station add modern character, while a balcony offers the perfect spot to relax and unwind. Upstairs, three generously sized bedrooms provide ample closet space, including a spacious primary suite featuring an elegant tray ceiling. The versatile first-floor bedroom or bonus room offers flexibility for guests, a home office, or additional living space, complete with extra storage. Enjoy low-maintenance living and community amenities, including a lakeside clubhouse, swimming pool, playgrounds, trails, and nearby nature preserve. Just minutes from the New Riverside Smithfield Hospital, this home also puts you close to the charm of historic downtown Smithfield, where seasonal farmers markets, holiday parades, local eateries, and community events bring the town to life. Explore nearby Smithfield Station and its marina, with Smithfield Foods also just minutes away. Convenient access to major routes connects you to the Peninsula, Southside, Williamsburg via Scotland Ferry, military installations, and government facilities.

204 Jordan House Drive Unit DR, Isle of Wight - North

404 Spring Hill Place, Isle of Wight - North
$383,900
4 Beds ⋅ 3.1 Baths ⋅ 10656856 MLS
Welcome to effortless living in the highly sought-after Benn’s Grant community! This beautifully maintained three-story home offers 4 bedrooms, 3.5 bathrooms, & a versatile layout designed for both everyday living and entertaining. The entry level features a private bedroom with a full bath, perfect for guests or a secluded retreat, along with convenient access to the attached two-car garage. Upstairs, the main living level showcases an inviting open-concept design with a spacious kitchen featuring a large center island, granite countertops, and a coffee/wine bar. Built-in surround sound and balcony access create the perfect setting for entertaining or relaxing. The third floor offers three additional bedrooms, a full hall bath, and a conveniently located laundry room. Enjoy an exceptional community lifestyle with amenities including a clubhouse overlooking the lake and pool, resort-style pool with waterslide, large playground, community piers, and scenic nature trails. Inquire today!

404 Spring Hill Place, Isle of Wight - North

2024 Striper Court, Isle of Wight - North
$379,990
3 Beds ⋅ 2.1 Baths ⋅ 10660607 MLS
Move-in ready and designed for easy living, this beautiful Caroline floorplan offers the best of 55+ resort-style living in South Harbor! Featuring a sought-after first-floor owner's suite, 2-car garage, and over $39,000 in upgrades already included in the price, this home is ready for a quick November closing so you can celebrate the holidays in your new home. Inside, you'll love the open-concept layout designed for both everyday comfort and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, creating a stylish and low-maintenance space. A finished study provides the perfect home office, hobby room, or flex space to fit your lifestyle. The chef-inspired kitchen opens seamlessly to the gathering areas, making it easy to host family and friends. Head outside to the covered 12' x 12' porch and enjoy peaceful wooded views, offering added privacy and a relaxing outdoor retreat. At South Harbor, you'll enjoy a true lock-and-leave lifestyle with no yard work and access to outstanding resort-style amenities. Residents enjoy a clubhouse, heated pool, hot tub, firepit, walking trails, sidewalks, pickleball courts, bocce ball, shuffleboard, cornhole, putting green, dog park, playground, and a full calendar of social events. This golf-cart-friendly community makes it easy to connect with neighbors and enjoy every day to the fullest. Conveniently located near historic downtown Smithfield, South Harbor is just minutes from shopping, dining, medical facilities, military bases, and daily conveniences, including Food Lion and Rite Aid within a short distance. Don't miss this opportunity to own a beautifully upgraded home in one of Smithfield's most desirable active adult communities. Schedule your visit today and discover why South Harbor is the perfect place to call home!

2024 Striper Court, Isle of Wight - North

129 Kenny Lane, Isle of Wight - North
$379,900
3 Beds ⋅ 2.1 Baths ⋅ 10658634 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home set in a resort-like atmosphere with breathtaking lake and wooded views. The light-filled, open-concept floor plan features a dining room and a great room with a wall of windows leading to the backyard. The great room comes pre-wired for a wall-mounted HDTV, great for entertaining. The open kitchen includes granite countertops, stainless steel appliances, a full-sized laundry room, and a convenient powder room. Durable LVP flooring is featured throughout the foyer, living room, kitchen, and powder room.The main-floor owner’s suite includes a tray ceiling and a spa-like bath with separate vanities and a spacious walk-in closet. Upstairs, you will find two additional large bedrooms and a full bath. Located in a truly low maintenance community, this home offers panoramic lake views, a first-floor owner's suite, and easy access to resort-style amenities.

129 Kenny Lane, Isle of Wight - North

8368 Whispering Pines Trail, Isle of Wight - North
$375,000
3 Beds ⋅ 2 Baths ⋅ 10641278 MLS
Welcome to Whispering Pines Trail, a rare opportunity to own a beautifully updated home on 4.46 private acres in Windsor. This 3-bedroom, 2-bath home offers 2,208 square feet of move-in ready living space with a fully updated kitchen, renovated primary bath, new flooring, paint, and trim throughout. The spacious upstairs family room is wired for surround sound and projector, with the screen conveying. Outdoors, you'll find exceptional workshop and storage space including a 30'x86' main shop, a 26'x37' secondary shop and cinder block pump house with room for additional storage. Enjoy the peace and privacy of country living while having room for hobbies, equipment, recreation, or a home-based business. A truly unique property offering space, versatility, and endless possibilities in desirable Windsor. Owner Financing available.

8368 Whispering Pines Trail, Isle of Wight - North

1047 Breakwater Trail, Isle of Wight - North
$365,000
3 Beds ⋅ 2.1 Baths ⋅ 10657294 MLS
Low-maintenance 55+ living in this vibrant new community! This like-new townhome offers a first-floor primary suite, an impressive 10-foot kitchen island, an attached two-car garage, an enviable end-unit location, and numerous thoughtful owner upgrades. The open-concept kitchen flows seamlessly into the dining area and spacious great room, creating an inviting space for everyday living and entertaining. The main-level primary suite features dual vanities, a walk-in shower with upgraded Delta HydroRain dual shower heads, a linen closet, and a private water closet. Upstairs, two additional bedrooms, a full bathroom, and a generous walk-in storage room offer flexibility for guests, hobbies, a home office, and future expansion. Notable owner improvements include custom Hunter Douglas window treatments throughout the first floor, premium Andersen full-glass storm doors at both entrances with upgraded hardware and interchangeable screens, and a GE French-door refrigerator with fingerprint-resistant stainless-steel finish. Additional enhancements include upstairs and rear-door blinds, front-entry privacy film, and wireless motion-sensor undercabinet kitchen lighting. This home combines comfort, convenience, and style, and the bonus of a larger, maintenance-free backyard next to an open green space. Enjoy easy-care outdoor space, community amenities, and a home designed for comfortable main-level living now, without the wait for new construction. Resort-style amenities include pickleball and bocce ball courts, dog park, heated pool, bike and nature trails, clubhouse, and social events. Here’s your chance to have it now!

1047 Breakwater Trail, Isle of Wight - North

17011 Longview Drive, Isle of Wight - North
$365,000
2 Beds ⋅ 1 Baths ⋅ 10651991 MLS
Rare 3-acre opportunity in Smithfield, VA with 361' of road frontage - ideal for investors and builders eyeing subdivision potential. This 2-bedroom, 1-bath country bungalow is fully livable as-is, offering a living room, dining area, family den, enclosed front porch, and a backyard deck overlooking peaceful, wooded grounds. Newer roof plus several outbuildings add extra value and storage. SOLD STRICTLY AS-IS — all offers must be submitted as-is, no exceptions. Conveniently located just 7 miles to Main St Smithfield and 15 miles to Newport News in the Hampton Roads/Isle of Wight County area. Move In/ Renovate/ Hold as a rental, or explore subdividing the 3 acres for future development. The possibilities are wide open with this rare combination of acreage, road frontage, and location. Don't miss this Smithfield VA investment opportunity — schedule your showing today!

17011 Longview Drive, Isle of Wight - North

3037 Skipjack Place, Isle of Wight - North
$355,810
3 Beds ⋅ 2.1 Baths ⋅ 10660614 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, no maintenance 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 no maintenance 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!

3037 Skipjack 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.

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