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303 Warwick Crossing, Isle of Wight - North
$619,990
4 Beds ⋅ 4.1 Baths ⋅ 10636578 MLS
The McDowell is a two-story, four-bedroom, three-and-a-half-bath home with a first-floor primary bedroom, formal dining room, two-story family room, kitchen with an island and pantry, and a separate breakfast area. The second floor features three spacious bedrooms and two additional baths, including a Jack-and-Jill bath between bedrooms two and three, an oversized open loft area, and an unfinished storage area.Options available to personalize this home include an alternate kitchen layout with a butler's pantry, a guest suite with a full bath or an office instead of the formal dining room, a sunroom, screen porch or covered rear porch, an additional upstairs loft area or a media room, an additional laundry room with the media room option, a bonus room instead of the open loft, or a second primary bedroom with full bath.

303 Warwick Crossing, Isle of Wight - North
2020 Striper Court, Isle of Wight - North
$344,020
3 Beds ⋅ 2.1 Baths ⋅ 10634725 MLS
CAROLINE. SOLD. TBB.

2020 Striper Court, Isle of Wight - North
20580 Seahawk Landing, Smithfield
$749,900
5 Beds ⋅ 4 Baths ⋅ 10634422 MLS
Stately all brick home on a quiet cul-de-sac in Gatling Pointe. Offering 5 BR, 4 BA and a flexible bonus space, this residence blends timeless elegance with everyday functionality. Light filled interiors open to a private deck for entertaining and unwinding. The spacious primary suite features a fireplace, spa-like bath with jetted tub, oversized shower, and a generous walk-in closet. Surrounded by mature landscaping, the setting is both inviting and serene. Residents enjoy walking paths, playgrounds, and optional membership to a newly renovated private yacht club with deep water marina, riverfront pool, tennis and dining. A rare opportunity to enjoy refined living with access to Gatling Point's waterfront amenities.

20580 Seahawk Landing, Smithfield
2044 Striper Court, Isle of Wight - North
$334,990
3 Beds ⋅ 2.1 Baths ⋅ 10632709 MLS
CAROLINE. SOLD. TBB.

2044 Striper Court, Isle of Wight - North
2030 Mainsail Drive, Isle of Wight - North
$439,990
3 Beds ⋅ 2 Baths ⋅ 10632702 MLS
PALLADIO RANCH. SOLD. TBB.

2030 Mainsail Drive, Isle of Wight - North
1302 Wharf Hill Drive, Isle of Wight - North
$599,990
5 Beds ⋅ 4.1 Baths ⋅ 10632617 MLS
The Davidson is a two-story, five-bedroom, three-bath home with a formal living room, formal dining room, spacious family room, kitchen with island and pantry, separate breakfast area, and first-floor guest suite with a full bath. The second floor features four bedrooms, including the primary bedroom with an attached, private primary bath, an additional full bath, a large laundry room, and a loft area. Options available to personalize this home include an office with French doors instead of the formal living room, a first-floor powder room or additional closet, a designer kitchen option, an alternate kitchen layout with a separate butler's pantry, sunroom, screen porch, or covered rear porch, luxury primary bath options, a Jack and Jill bath option, and an optional third floor with bedroom and full bath.

1302 Wharf Hill Drive, Isle of Wight - North
1127 Breakwater Trail, Isle of Wight - North
$369,990
3 Beds ⋅ 2.1 Baths ⋅ 10632037 MLS
CAROLINE. SOLD. TBB.

1127 Breakwater Trail, Isle of Wight - North
1433 Wharf Hill Drive, Isle of Wight - North
$579,990
5 Beds ⋅ 4.1 Baths ⋅ 10631416 MLS
Experience spacious living in this beautiful 5-bedroom, 4.5-bath home. The open-concept main level features a formal living and dining area, a family room with a cozy gas fireplace, and a gourmet kitchen with a large island and walk-in pantry. Upstairs, the primary suite offers a luxurious 5-piece spa bath and walk-in closet. The layout also includes a flexible loft, a Jack-and-Jill bath, and a private third-floor suite perfect for guests. Nestled in the desirable Mallory Pointe community, you'll enjoy access to two pools, two clubhouses, and walking trails. Home boasts over $90,000 in interior design and structural upgrades! READY NOW!

1433 Wharf Hill Drive, Isle of Wight - North
2024 Striper Court, Isle of Wight - North
$338,775
3 Beds ⋅ 2.1 Baths ⋅ 10631100 MLS
CAROLINE. SOLD. TBB.

2024 Striper Court, Isle of Wight - North
1506 Wharf Hill Drive, Isle of Wight - North
$703,595
5 Beds ⋅ 4.1 Baths ⋅ 10630712 MLS
The Roanoke is a stunning two-story, five-bedroom, four-bath home with a formal dining room, a dedicated office space with French doors, a spacious family room, a kitchen with an island and pantry, and a first-floor guest suite with a full bath. The second floor features the primary suite with dual closets, three secondary bedrooms with walk-in closets, a hall bath, a shared Jack and Jill bath between bedrooms two and three, plus a loft area. Options to personalize this home include a sunroom, screen porch, or covered porch, convenient drop zone built-ins, optional first-floor powder room and/or butler's pantry, primary bath options, and an enclosed game room in place of the open loft area. Mallory Pointe will have 2 future pools and 2 clubhouses, and trails.

1506 Wharf Hill Drive, Isle of Wight - North
25253 Kelsie Street, Isle of Wight - South
$459,999
5 Beds ⋅ 3 Baths ⋅ 10630644 MLS
Beautiful home located in a sought-after Windsor neighborhood, set on a private wooded lot with a spacious backyard ideal for relaxing and entertaining. This well-designed home offers 5 bedrooms and 3 full baths, providing space and flexibility for today’s lifestyle. The main level features wood flooring and abundant natural light. The kitchen includes a large center island, quartz countertops, tile backsplash, and upgraded cabinetry with lighting, opening to the family room with fireplace. A first-floor bedroom and full bath offer flexibility for guests or a home office. An additional flex room on the main level adds versatility. Upstairs includes four generously sized bedrooms, ample closet space, and a loft ideal for a media room, playroom, or office. VA assumable loan.

25253 Kelsie Street, Isle of Wight - South
414 Tributary Lane, Isle of Wight - North
$479,990
3 Beds ⋅ 3 Baths ⋅ 10630524 MLS
PALLADIO. SOLD. TBB.

414 Tributary Lane, Isle of Wight - North
2162 Mainsail Drive, Isle of Wight - North
$434,990
3 Beds ⋅ 2 Baths ⋅ 10630460 MLS
PALLADIO. SOLD. TBB.

2162 Mainsail Drive, Isle of Wight - North
431 Tributary Lane, Isle of Wight - North
$378,990
3 Beds ⋅ 2 Baths ⋅ 10628868 MLS
BRAMANTE. SOLD. TBB.

431 Tributary Lane, Isle of Wight - North
1502 Wharf Hill Drive, Isle of Wight - North
$659,990
5 Beds ⋅ 4.1 Baths ⋅ 10624905 MLS
The Waverly is a five-bedroom, four-and-a-half-bath home with a large formal dining room, spacious family room, kitchen with island and pantry, home office, and first-floor guest suite with a full bath, and a covered rear porch that spans almost the entire back of the home. The second floor features an oversized loft, the primary bedroom with two closets and a private bath, a Jack and Jill bath between bedrooms two and three, and bedroom four features its own bath. Options include an extended covered rear porch or a screen porch, a designer kitchen, an additional, private living area adjacent to the guest suite, and a bonus room instead of the loft. Mallory Pointe will have 2 future pools and 2 clubhouses, and trails

1502 Wharf Hill Drive, Isle of Wight - North
2150 Mainsail Drive, Isle of Wight - North
$419,990
3 Beds ⋅ 2 Baths ⋅ 10624310 MLS
BRAMANTE RANCH. SOLD. TBB.

2150 Mainsail Drive, Isle of Wight - North
11572 Savannah Street, Isle of Wight - South
$655,132
5 Beds ⋅ 4 Baths ⋅ 10622802 MLS
Welcome to the Roanoke by Eastwood Homes at Windsor Station! This beautifully designed two-story home offers 4 bedrooms, 3 baths, and an open concept ideal for modern living. The spacious family room flows seamlessly into the designer kitchen featuring a large island, quartz countertops, and upgraded cabinetry. A first-floor guest suite with a full bath adds flexibility for guests or a home office. Upstairs includes a generous loft, convenient laundry room, and a luxurious primary suite with dual vanities, a walk-in closet, and a tile shower. Enjoy small-town charm in Windsor with quick access to Route 460, shops, and dining. Thoughtfully crafted for comfort, style, and energy efficiency? This home truly has it all!

11572 Savannah Street, Isle of Wight - South
Lot 9 Harbour Ridge, Smithfield
$259,900
10621457 MLS
Build your dream home on this waterfront lot in GATLING POINTE SOUTH, over one acre building site, features scenic views of Towne Farm Creek- a large, privately wooded building site- Gatling Pointe is an award winning waterfront community featuring a Clubhouse, 68 slip marina, riverfront pool and restaurant overlooking the James River. Also discover playgrounds, walking trails, tennis & volleyball courts. Partial clearing has been done and is ready for a new home! Highly elevated, level building site, landmark trees, panoramic marsh and creek views- Towne Farm Creek empties into Jones Creek, which flows into the mouth of the Pagan River where it meets the James. Optional membership to the GPYC

Lot 9 Harbour Ridge, Smithfield
1126 Wharf Hill Drive, Isle of Wight - North
$699,990
5 Beds ⋅ 4.1 Baths ⋅ 10621052 MLS
This is home is under construction! The Davidson is a 5 bedroom, 4.5 bath home w/ an open floor plan. As you enter, you’ll be greeted w/ a formal dining room directly off of the foyer. DESIGNER kitchen w/ quartz counters, wall oven, gas cooking, island, butlers pantry, walk-in pantry and tile backsplash. Separate breakfast area open to kitchen. Bright and spacious family room w/ gas fireplace. First-floor guest suite w/ 4’ shower w/ seat. A sunroom and a concrete patio. Upstairs, you’ll find the primary suite w/ tray ceiling, sitting room and LUXURY bath w/ soaking tub, walk-in shower, double vanity, linen closet and water closet. Bedrooms 2 and 3 w/ walk-in closets. A hall bath w/ double vanity, large laundry room and loft area complete the second floor. Plus, a 3rd floor bedroom and bath. Nestled among scenic landscapes and tranquil surroundings, Mallory Pointe offers a prime location and desirable community amenities including two pools, two clubhouses, and walking trails.

1126 Wharf Hill Drive, Isle of Wight - North
8189 Windsor Boulevard, Isle of Wight - South
$450,000
10615180 MLS
Prime & unique opportunity to own a large 86.71 acre parcel w/460 road frontage in rapidly growing Isle of Wight. Endless possibilities for developers, investors for long term commercial hold or creative builders. The North side touches Winston drive with dense forest as well as road frontage on 460. Must sign a Hold Harmless agreement before walking the property. Do not enter the multiple structures. Property & structures conveys as-is & will be the responsibility of the buyer to remove. The South side is mostly crop land. Property is in crop lease until Oct.2026 or end of last harvest & must be honored. Buyer may be able to separate the two sides. Contact IOW zoning w/questions& possibilities.

8189 Windsor Boulevard, Isle of Wight - South
5217 Blackie Lane, Isle of Wight - South
$79,900
2 Beds ⋅ 2 Baths ⋅ 10613960 MLS
The listing is for a 1985 Frontier Manufactured Home, a Storage Building located on a 2.00 parcel by tax records. Sold AS-IS. Secluded parcel and home had tons of potential.

5217 Blackie Lane, Isle of Wight - South
379 Tributary Lane, Isle of Wight - North
$521,809
3 Beds ⋅ 3 Baths ⋅ 10610640 MLS
PALLADIO 2 STORY. SOLD. TBB.

379 Tributary Lane, Isle of Wight - North
1418 Wharf Hill Drive, Isle of Wight - North
$621,205
4 Beds ⋅ 3.1 Baths ⋅ 10610828 MLS
The Raleigh is a two-story, four-bedroom, two-and-a-half-bath home with a first-floor primary bedroom, formal dining room, two-story family room, and a kitchen with an island and pantry. The second floor features an upstairs loft area, three additional bedrooms, and a full bath .Options to personalize this home include an expanded loft area, an enclosed bonus room, a second primary bedroom upstairs, a Jack and Jill bathroom, and a sunroom, screen porch, or covered porch.

1418 Wharf Hill Drive, Isle of Wight - North
12464 Grand Square Lane, Isle of Wight - North
$379,900
3 Beds ⋅ 3 Baths ⋅ 10596550 MLS
Come and see this one first and enjoy country living at its finest! Sitting on a 1 acre lot in close proximity to the James River Bridge, this fully renovated home has 3 bedrooms and 3 full bathrooms. Boasting a modern kitchen, gorgeous bathrooms with high end finishings, and a 1,092 square foot workshop / garage on the first floor this super clean move in ready home is ready to be made your own. Pride of ownership shines through and through, reach out and schedule a viewing today!

12464 Grand Square Lane, Isle of Wight - North
25.5AC Woodland Drive, Isle of Wight - North
$199,900
10593411 MLS
This incredible 25.50-acre wooded parcel in charming Windsor, VA offers the perfect blend of privacy and potential. Nestled in a peaceful, rural setting with easy access to Route 460, you're just minutes from local favorites like the Windsor Castle Park trails and historic downtown Smithfield—and less than an hour from the vibrant culture and amenities of Norfolk. Enjoy the small-town warmth, excellent schools, and scenic countryside that make Windsor such a sought-after place to live. Whether you're looking to build a dream home or invest in land, this is the best deal on the market—priced well below market value and ready for your vision. Opportunities like this don’t come around often!

25.5AC Woodland Drive, Isle of Wight - North
18101 Foxfire Trail, Isle of Wight - South
$999,000
4 Beds ⋅ 2.1 Baths ⋅ 10574038 MLS
WELCOME HOME! This home boasts all of the luxury and space you could ever dream of, all while being on 21+ acres of your own wooded paradise. Aspen Barndo

18101 Foxfire Trail, Isle of Wight - South
7b Strawberry Plain Road, Isle of Wight - North
$115,000
10569566 MLS
Discover your own slice of paradise with this tranquil 6.04-acre parcel, perfect for building your dream home. Nestled in a serene setting, this property offers privacy and a cleared homesite area ready for your vision. Nature lovers and outdoor enthusiasts will appreciate the abundant deer and wildlife, making it an ideal spot for relaxation or hunting. Conveniently located just minutes from Smithfield and Windsor, this beautiful property provides the perfect blend of seclusion and accessibility. Don't miss this rare opportunity to create your personal retreat!

7b Strawberry Plain Road, Isle of Wight - North
32 N Court Street, Isle of Wight - South
$435,000
4 Beds ⋅ 2.1 Baths ⋅ 10555920 MLS
DO NOT LET THIS OPPORTUNITY GET AWAY! This home has LOTS of potential to customize and make it personal for your taste. This is a well built home with steel beam under the home and lots of quality! 4 Bedroom BRICK Colonial with 2 car attached brick carport, copper gutters, large yard and deck etc. on the exterior and Large kitchen, lots of cabinets, eat in area, utility room, hardwood floors, wood paneled study other items too numerous to list! Recent updates to include all new windows, roof, HVAC to name a few. Large outbuilding/garage.

32 N Court Street, Isle of Wight - South
22056 Brewers Neck Boulevard, Isle of Wight - North
$1,000,000
10410405 MLS
Builders & Developers 95.68 approximate acres of land in an ever growing community of Carrollton. Survey and site plans prior to build 74 homes on this lot for informational purposes only. Half of the work has been done for you. All parties involved to do your own due diligence.

22056 Brewers Neck Boulevard, Isle of Wight - North
13009 Windsor Boulevard, Isle of Wight - South
$1,375,000
10403320 MLS
With over a quarter mile of road frontage on well travelled 460 and almost 85 acres makes this a prime development opportunity for residential or business uses. A 1790 farmhouse comes with the property but the value is in the land. A pond in the back makes for a ready BMP to handle potential development runoff. Located in Isle of Wight between the cities of Suffolk and Windsor gives ready access to all of Tidewater and the I-95 corridor. Sales includes parcel 54-01-086B. Call Listing Agent today for more information on the prime opportunity!

13009 Windsor Boulevard, Isle of Wight - South

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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