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Isle Of Wight, VA Homes for Sale

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  • 9161 Whispering Pines Trail, Windsor, VA 23487
    9161 Whispering Pines Trail, Windsor, VA 23487
    9161 Whispering Pines Trail, Windsor, VA 23487
    /50

    $550,000

    • 3 Beds
    • 2.5 Baths
    • 1,742 Sq Ft

    9161 Whispering Pines Trail, Windsor, VA 23487

    Nestled in Isle of Wight County, Virginia, this 5.37-acre homestead is a serene escape, just 15 minutes from Smithfield and Windsor, with quick access to both US Route 460 and Route 17. The 1,742 sq ft log home boasts a first-floor primary bedroom with ensuite, an open living/dining area with a cozy fireplace and vaulted ceiling, a galley kitchen with ample pantry space, a utility room, and a

    Agent Photo

    Caleb Hooker

    Mossy Oak Properties/Land and Farms Realty

    (757) 551-3117

    9161 Whispering Pines Trail, Windsor, VA 23487
  • .33 ac Central Hill Rd, Windsor, VA 23487
    .33 ac Central Hill Rd, Windsor, VA 23487
    .33 ac Central Hill Rd, Windsor, VA 23487
    /4

    $47,900

    • Land
    • 0.33 Acre
    • $145,152 per Acre

    .33 ac Central Hill Rd, Windsor, VA 23487

    They are two adjacent lots with about 14,500 sq ft- lot dimensions are approx (120 x 122)- Single family homes on either side of the lot -no water or sewer

    Jeanette McCallum Partners In Real Estate

    .33 ac Central Hill Rd, Windsor, VA 23487
  • 17314 Jolly Cir, Windsor, VA 23487
    17314 Jolly Cir, Windsor, VA 23487
    17314 Jolly Cir, Windsor, VA 23487
    /47

    $570,000

    • 4 Beds
    • 3 Baths
    • 1,749 Sq Ft

    17314 Jolly Cir, Windsor, VA 23487

    Experience the perfect blend of charm, space, and functionality with this beautifully crafted brick home set on 2.57 acres. Offering 4 bedrooms and 3 full baths, this residence features beautiful hardwood floors, a recently updated kitchen, and a spacious basement ideal for additional living or entertaining space. Outdoors, the property is a dream for hobbyists and collectors, boasting a

    Anna Boyer Howard Hanna Real Estate Services

    17314 Jolly Cir, Windsor, VA 23487
  • 16132 W Byron Dr, Smithfield, VA 23430
    16132 W Byron Dr, Smithfield, VA 23430
    16132 W Byron Dr, Smithfield, VA 23430
    /13

    $229,000

    • 2 Beds
    • 2 Baths
    • 825 Sq Ft

    16132 W Byron Dr, Smithfield, VA 23430

    Charming Updated Home on Private .8 Acre Lot for Peaceful Living and with Modern UpdatesNestled on a private, wooded .8-acre lot, this recently updated 2-bedroom, 1-bath home blends comfort, convenience, and charm. Whether you’re looking for a starter home, downsizing, or a weekend retreat, this property offers a move-in ready space surrounded by natural beauty.Recent Updates Include: Roof less

    Kimberly Harrah 1st Class Real Estate Coastal Breeze

    16132 W Byron Dr, Smithfield, VA 23430
  • 11480 Blue Ridge Trail, Windsor, VA 23487
    11480 Blue Ridge Trail, Windsor, VA 23487
    11480 Blue Ridge Trail, Windsor, VA 23487
    /7

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    11480 Blue Ridge Trail, Windsor, VA 23487

    Idyllic Farmstead Escape with Equine Facilities & Expansive ComfortWelcome to your private countryside haven—where timeless charm meets modern ease across 9.03 acres of rolling pastureland. This beautifully appointed 3-bedroom, 3-bath home offers a lifestyle of serenity, space, and opportunity.Inside, the generous living room invites connection and comfort, while the well-equipped

    Donnie Upton Upton Realty

    11480 Blue Ridge Trail, Windsor, VA 23487
  • 1 ACRE Courthouse Hwy, Isle of Wight County, VA 23430
    1 ACRE Courthouse Hwy, Isle of Wight County, VA 23430
    1 ACRE Courthouse Hwy, Isle of Wight County, VA 23430
    /5

    $75,000

    • Land
    • 1 Acre
    • $75,000 per Acre

    1 ACRE Courthouse Hwy, Isle of Wight County, VA 23430

    Welcome to your small slice of country living. One wooded acre ready for your imagination to decide what type of home style you want to build. Maybe a log cabin, maybe a farmhouse style, maybe a barndamonium. No HOA, no architectural guidelines, no minimum square footage.

    Jon May Fathom Realty

    1 ACRE Courthouse Hwy, Isle of Wight County, VA 23430
  • 13067 Poor House Rd, Windsor, VA 23487
    13067 Poor House Rd, Windsor, VA 23487
    13067 Poor House Rd, Windsor, VA 23487
    /34

    $344,000

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft

    13067 Poor House Rd, Windsor, VA 23487

    Welcome to this beautifully updated 3-bedroom, 2-bath rancher on a spacious lot! This home features a large remodeled interior, including a generous primary suite with private bath. Enjoy a bright, open layout with updated flooring, fixtures, and fresh paint throughout. The kitchen flows easily into the living and dining spaces, making it perfect for everyday living or entertaining. Step outside

    Candice Vande Brake Surry Side Realty

    13067 Poor House Rd, Windsor, VA 23487
  • LOT 8 Walters Hwy, Windsor, VA 23487
    LOT 8 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.17 Acre
    • $147,059 per Acre

    LOT 8 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia LLC

    LOT 8 Walters Hwy, Windsor, VA 23487
  • 12199 Ava Ln, Windsor, VA 23487
    12199 Ava Ln, Windsor, VA 23487
    12199 Ava Ln, Windsor, VA 23487
    /45

    $599,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,201 Sq Ft

    12199 Ava Ln, Windsor, VA 23487

    The Asheboro in Windsor Station is a four-bedroom, three-and-a-half-bath home featuring a first-floor primary bedroom, formal dining room, spacious family room, kitchen with an island and pantry, and a Jack-and-Jill bath between bedrooms two and three. The second floor features a loft, an additional bedroom, and a full bathroom. Receive up to $15,000 in closing costs!

    Shane Fuson BHHS RW Towne Realty

    12199 Ava Ln, Windsor, VA 23487
Virginia Isle Of Wight County Isle Of Wight

Real Estate & Homes for Sale in Isle Of Wight, VA

Frequently Asked Questions

What are the most popular zip codes in Isle Of Wight, VA?
The most popular zip codes in Isle Of Wight, VA include 23487, 23430, 23432, 23434 and 23866.
What are the most popular neighborhoods near Isle Of Wight, VA?
The most popular neighborhoods near Isle Of Wight, VA are Northern Isle of Wight, Southern Isle of Wight, Chuckatuck, Holy Neck and Sleepy Hole.
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