2,061

Isle Of Wight, VA Homes

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  • /2

    $945,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 4,100 Sq Ft

    16196 Quaker Pointe, Windsor, VA 23487

    Country Oasis on Lake Burnt Mills. Welcome to your private sanctuary. This 4,100 sf all-brick estate is nestled on nearly 7 acres.This stately 4-bedroom, 2.5-bath home is filled with southern charm, featuring 3 inviting porches perfect for relaxing or entertaining. The main level offers a semi-open floor plan, w/ a spacious eat-in kitchen with room for multiple chefs, 2 large pantries, formal

    Agent Photo

    Stacy Ryan

    Howard Hanna Real Estate Services

    (757) 699-1907

    16196 Quaker Pointe, Windsor, VA 23487
  • 48.8ac Murphy Mill Rd, Windsor, VA 23487

    $750,000 Sold Jul 11, 2025

    • Land
    • 49 Acres
    • $15,369 per Acre
    • 377 Days On Market

    48.8ac Murphy Mill Rd, Windsor, VA 23487

    This beautiful 48.8 acres of waterfront property along Lake Burnt Mills in Isle of Wight County is waiting for your new dream home or retreat! The property is being offered for purchase in its entirety or the opportunity to purchase one of the two 24+/- acre parcels preliminary approved for subdivision. The property features over 5000 feet of lakefront along Lake Burnt Mills. This beautiful

    Caleb Hooker Mossy Oak Properties/Land and Farms Realty

    48.8ac Murphy Mill Rd, Windsor, VA 23487
    • /2

      Est $260,858 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      13540 Bowling Green Rd, Windsor, VA 23487

      13540 Bowling Green Rd, Windsor, VA 23487
  • /2

    $999,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,374 Sq Ft

    18101 Foxfire Trail, Windsor, VA 23487

    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

    Agent Photo

    Rachel Beasley

    Own Real Estate LLC

    (757) 267-6687

    18101 Foxfire Trail, Windsor, VA 23487
  • 212 Pinehurst Dr, Smithfield, VA 23430

    $290,000 Sold Jul 09, 2025

    • 1,056 Sq Ft
    • $275/SF
    • 59 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    212 Pinehurst Dr, Smithfield, VA 23430

    Welcome to this inviting 3-bedroom, 2-bath ranch-style home situated on a spacious .72-acre lot in the town of Smithfield. This home seamlessly blends comfort and functionality, for everyday living. As you step inside, you're greeted by a bright, open living space with large windows that fill the room with natural light. The cozy living room flows effortlessly into the kitchen area, creating a

    Hillary Kaufman Swell Real Estate Co.

    212 Pinehurst Dr, Smithfield, VA 23430
    • /2

      Est $393,941 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,156 Sq Ft

      18223 Pope Swamp Trail, Windsor, VA 23487

      18223 Pope Swamp Trail, Windsor, VA 23487
  • /41

    $799,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    18052 Foxfire Trail, Windsor, VA 23487

    Hello Barndos! The Aspen Barndominium to be built on 21+ acres of wooded paradise. Customize this 4 bedroom 2.5 bath barndo w/ your style, colors & finishes w/ the builder. Stunning Covered Front Porch leads to the Open Great Room designed w/ 15+ ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen w/ Stainless Steel Appliances, granite counters, tile backsplash &

    Agent Photo

    Rachel Beasley

    Own Real Estate LLC

    (757) 863-1318

    18052 Foxfire Trail, Windsor, VA 23487
  • 10421 Central Hill Rd, Windsor, VA 23487

    $449,500 Sold Jul 07, 2025

    • 2,296 Sq Ft
    • $196/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1959

    10421 Central Hill Rd, Windsor, VA 23487

    Embrace the tranquility of country living in this beautifully maintained brick ranch, set on nearly 3 acres of land. This spacious home offers 4 bedrooms, 2.5 baths, and 2,296 square feet of comfortable living space. The large living room is perfect for relaxing or entertaining, while the updated kitchen (renovated in 2019) featuring a double oven—makes cooking a joy. Step outside to the

    Anna Boyer Howard Hanna Real Estate Services

    10421 Central Hill Rd, Windsor, VA 23487
    • /36

      Est $307,516 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,424 Sq Ft

      8747 Fire Tower Rd, Windsor, VA 23487

      8747 Fire Tower Rd, Windsor, VA 23487
  • /41

    $349,000

    • 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
  • 16349 Smithfield Heights Dr, Smithfield, VA 23430

    $450,000 Sold May 09, 2025

    • 2,346 Sq Ft
    • $192/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    16349 Smithfield Heights Dr, Smithfield, VA 23430

    Charming 4-bed, 2.5-bath home on 1.49 acres at the end of a quiet cul-de-sac, with over $35K in recent upgrades! Features include a new HVAC (2022), LVP flooring & high-quality carpet downstairs (2024), fresh paint throughout (2024/2025), and an expanded patio (2021). Enjoy modern appliances with a new dishwasher (2021), refrigerator (2024), washer & dryer (2021/2024), and microwave (2024). The

    Greg Garrett Garrett Realty Partners

    16349 Smithfield Heights Dr, Smithfield, VA 23430
    • /2

      Est $590,780 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 2,962 Sq Ft

      18321 Muddy Cross Dr, Smithfield, VA 23430

      18321 Muddy Cross Dr, Smithfield, VA 23430
  • /2

    $389,900 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,976 Sq Ft

    16042 Carroll Bridge Rd, Smithfield, VA 23430

    If you love the charm of country living but still want convenient access to town, this is the perfect spot for you! We’re just minutes from the historic Darden’s Country Store—so you’ll always have easy access to their famous ham, baked goods and more; a true taste of local tradition. This home offers tons of updates! Newly remodeled bathroom, newer roof, gutters, screened porch, and HVAC

    Sabrina Hack Peninsula Realty LLC

    16042 Carroll Bridge Rd, Smithfield, VA 23430
  • 17214 Woodland Dr, Windsor, VA 23487

    $465,000 Sold May 01, 2025

    • 1,980 Sq Ft
    • $235/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    17214 Woodland Dr, Windsor, VA 23487

    Welcome to your Dream Home In Windsor Your personal oasis awaits, nestled on five acres yet only ten minutes to town. Relax on your 20ft x 6 deep front porch, enjoy your thoughtfully renovated open concept floorpan, kitchen with new quartz countertops, updated cabinets and large center island with room for multiple barstools.Spacious laundry for all your storage/laundry needs.Split bedroom

    Tammy Glover Fathom Realty

    17214 Woodland Dr, Windsor, VA 23487
    • /2

      Est $363,344 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,393 Sq Ft

      15284 Scotts Factory Rd, Smithfield, VA 23430

      15284 Scotts Factory Rd, Smithfield, VA 23430
  • /2

    $199,900 Pending

    • Land
    • 26 Acres
    • $7,839 per Acre

    25.5AC Woodland Dr, Windsor, VA 23487

    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,

    Norman Domingo XRealty.NET LLC

    25.5AC Woodland Dr, Windsor, VA 23487
  • 109 Arabian Trail, Smithfield, VA 23430

    $496,000 Sold Apr 17, 2025

    • 2,976 Sq Ft
    • $167/SF
    • 38 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    109 Arabian Trail, Smithfield, VA 23430

    Fantastic original-owner home on a peaceful 1.26 acre lot in the conveniently located and sought after neighborhood of Springfield Downs in Isle of Wight. Enjoy nature, privacy and the perfect balance of country and community! Downstairs offers a spacious living room with lovely bamboo flooring, wood burning fireplace and new Pella french doors opening up to a two-tiered Trex deck. Beyond the

    MaryEllen Baur Cross Realty

    109 Arabian Trail, Smithfield, VA 23430
    • /2

      Est $480,416 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,074 Sq Ft

      15522 Carroll Bridge Rd, Smithfield, VA 23430

      15522 Carroll Bridge Rd, Smithfield, VA 23430
  • /2

    $539,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,165 Sq Ft

    8561 Peanut Dr, Windsor, VA 23487

    Set on 2 acres, this beautiful country home features a beautiful updated kitchen, fireplace, large front porch, attached garage and a custom storage shed. In immaculate condition, it includes a modern geothermal unit and a whole house generator for comfort and reliability. A charming driveway leads to a spacious interior, highlighted by a huge bonus room for entertaining. The expansive yard is

    Jimmy Auvil 1st Advantage Realty LLC

    8561 Peanut Dr, Windsor, VA 23487
  • 112 Butlers Pointe Ln, Smithfield, VA 23430

    $335,000 Sold Feb 28, 2025

    • 1,380 Sq Ft
    • $243/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    112 Butlers Pointe Ln, Smithfield, VA 23430

    This beautiful ranch home has 3 bedrooms and 2 baths and sits on a 1/2 acre in a cul-de-sac! The converted garage can be used as an entertainment/family room. The large 24x24 detached garage has 120/220 volt power, perfect for a workshop. Enjoy the outdoors on the 16x16 deck. This property also has a 10x20 shed for extra storage space. Located just 10 minutes from local grocery stores and 20

    Melinda Behlin Surry Side Realty

    112 Butlers Pointe Ln, Smithfield, VA 23430
    • /2

      Est $324,588 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,424 Sq Ft

      14190 Carroll Bridge Rd, Smithfield, VA 23430

      14190 Carroll Bridge Rd, Smithfield, VA 23430
  • /2

    $409,950 Pending

    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft

    15300 Courthouse Hwy, Smithfield, VA 23430

    FINAL DETAILS STILL BEING DONE AT NEW CONSTRUCTION. to this charming ranch-style home featuring an open floor plan that offers a spacious and inviting atmosphere. The home boasts beautiful laminate floors throughout, complemented by elegant ceramic tiles in the bathrooms. Enjoy the seamless blend of comfort and style in this lovely property. Closing cost assistance to be used at buyers

    Leonel Vasquez Coalesce Real Estate Inc

    15300 Courthouse Hwy, Smithfield, VA 23430
  • 10383 Carroll Bridge Rd, Windsor, VA 23487

    $135,000 Sold Feb 27, 2025

    • Land
    • 28 Acres
    • $4,909 per Acre
    • 1093 Days On Market

    10383 Carroll Bridge Rd, Windsor, VA 23487

    27.5 Acres of land out in Windsor! Plenty of treed privacy and electric available. Not suitable for subdivision because the county said most of the land is technically wetlands beyond the front portion of the land. Ideal to build one mega estate or horse farm or more with the buildings needing to be towards the front of the lot.

    Greg Garrett Garrett Realty Partners

    10383 Carroll Bridge Rd, Windsor, VA 23487
    • /2

      Est $275,304 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft

      14149 Blue Ridge Trail, Windsor, VA 23487

      14149 Blue Ridge Trail, Windsor, VA 23487
  • /2

    $659,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,339 Sq Ft

    17502 Longview Dr, Smithfield, VA 23430

    This stunning country home sits on approximately 2.8 acres, offering ample space and tranquility. It features a large, detached garage with a breathtaking workshop and a versatile second story. An additional attached garage provides convenience for vehicles and storage. Inside, the beautiful open floor plan showcases gorgeous bamboo floors and a sunroom that invites natural light. The

    Jimmy Auvil 1st Advantage Realty LLC

    17502 Longview Dr, Smithfield, VA 23430
  • 16154 E Byron Dr, Smithfield, VA 23430

    $281,000 Sold Feb 07, 2025

    • 1,244 Sq Ft
    • $226/SF
    • 8 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    16154 E Byron Dr, Smithfield, VA 23430

    Explore this beautifully updated 3-bedroom home in peaceful Smithfield, Virginia. Recently renovated, it boasts a brand-new roof, HVAC system, and modern finishes throughout. The stylish kitchen features sleek stainless steel appliances, granite countertops, and opens to a spacious deck, perfect for outdoor gatherings. The living area is bathed in natural light, complemented by recessed lighting.

    John Conard Redfin Corporation

    16154 E Byron Dr, Smithfield, VA 23430
    • /9

      Est $526,397 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,609 Sq Ft

      17401 Scotts Factory Rd, Smithfield, VA 23430

      17401 Scotts Factory Rd, Smithfield, VA 23430
  • /26

    $329,500 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft

    13490 Melissa Dr, Smithfield, VA 23430

    Welcome to this charming corner lot home, offering peace and potential in a quiet neighborhood. Living room complete with new flooring that sets the stage for cozy evenings and gatherings. Enjoy the beautiful front porch, perfect for morning coffee or relaxing after a long day. The backyard features a lovely paver patio, ideal for outdoor dining and entertaining.A standout feature is the detached

    Amanda Caison Howard Hanna Real Estate Services

    13490 Melissa Dr, Smithfield, VA 23430
  • 13199 Poor House Rd, Windsor, VA 23487

    $358,900 Sold Feb 03, 2025

    • 1,900 Sq Ft
    • $189/SF
    • 23 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1943

    13199 Poor House Rd, Windsor, VA 23487

    Nestled in the peaceful countryside of Windsor, this charming 4-bedroom, 2-bath home sits on a sprawling 5-acre lot, offering the perfect blend of privacy and space. With ample room for outdoor activities and potential for a garden or small hobby farm, this property invites you to embrace country living while enjoying modern conveniences. The home features a spacious, open floor plan, with

    Brandon Privette 1st Advantage Realty LLC

    13199 Poor House Rd, Windsor, VA 23487
    • /2

      Est $1,129,297 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,462 Sq Ft

      17024 Echo Lake Dr, Smithfield, VA 23430

      17024 Echo Lake Dr, Smithfield, VA 23430
  • /2

    $125,000 Under Contract

    • Land
    • 4.91 Acres
    • $25,458 per Acre

    16010 Courthouse Hwy, Smithfield, VA 23430

    Wooded 4.91 acre tract between Smithfield and IOW Courthouse with lots of frontage on HWY 258.

    Terry Oden Howard Hanna Real Estate Services

    16010 Courthouse Hwy, Smithfield, VA 23430
  • 15478 Carroll Bridge Rd, Smithfield, VA 23430

    $245,500 Sold Jan 15, 2025

    • 792 Sq Ft
    • $310/SF
    • 13 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1980

    15478 Carroll Bridge Rd, Smithfield, VA 23430

    Discover this charming 2-bedroom, 1-bath home set on a generous 2.92-acre lot, offering ample privacy and room to enjoy the outdoors. Recent upgrades include a new HVAC system (2020), a new roof (2023), and a brand-new deck, making this home truly move-in ready. The expansive garage spans the full footprint of the home, offering abundant space for storage, projects, or parking. Don’t miss out on

    Anna Boyer Howard Hanna Real Estate Services

    15478 Carroll Bridge Rd, Smithfield, VA 23430
    • /2

      Est $449,446 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,115 Sq Ft

      16309 Smithfield Heights Dr, Smithfield, VA 23430

      16309 Smithfield Heights Dr, Smithfield, VA 23430
  • /2

    $25,000 Under Contract

    • 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
  • 13357 Foursquare Rd, Smithfield, VA 23430

    $560,000 Sold Jan 09, 2025

    • 3,856 Sq Ft
    • $145/SF
    • 104 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1807

    13357 Foursquare Rd, Smithfield, VA 23430

    Discover a rare opportunity to own a historic home with endless potential! Built in 1807, this 4-bedroom, 4-bath, 3,856 sq. ft. residence is listed on the National Register of Historic Places and sits on 3.6 picturesque acres in southeastern Virginia. Perfect for historic home enthusiasts, this property boasts original outbuildings, including a cookhouse, dairy, smokehouse, and granary, along

    Sarah Rowe The Agency

    13357 Foursquare Rd, Smithfield, VA 23430
    • /16

      Est $246,001 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 972 Sq Ft

      14055 Melissa Dr, Smithfield, VA 23430

      14055 Melissa Dr, Smithfield, VA 23430
  • 14253 Foursquare Rd, Smithfield, VA 23430

    $255,000 Sold Dec 20, 2024

    • 1,200 Sq Ft
    • $212/SF
    • 83 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    14253 Foursquare Rd, Smithfield, VA 23430

    Step into this delightful 3-bedroom, 1-bathroom home that embodies both charm and modernity. Recently remodeled from foundation to roof, this residence exudes a fresh allure that captivates from the moment you arrive. Upon entry, discover a meticulously designed interior featuring a seamless blend of contemporary finishes and timeless elegance. The living area beckons with abundant natural light

    Jay Hassell Keller Williams Realty Town Center

    14253 Foursquare Rd, Smithfield, VA 23430
    • /16

      Est $236,515 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 936 Sq Ft

      108 Meadowbrook Ln, Smithfield, VA 23430

      108 Meadowbrook Ln, Smithfield, VA 23430
  • /37

    $370,600 Sold Nov 15, 2024

    • 1,848 Sq Ft
    • $201/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    17044 N Carolina Ave, Windsor, VA 23487

    Welcome to North Carolina Ave in Windsor, VA! This newly built, 1,848 sq. ft. modern gem features 3 bedrooms, 2 full baths, and an open floor plan that blends style and function perfectly. With a chic color scheme and sleek design, this home balances comfort and sophistication. The primary suite offers a private retreat, positioned away from the secondary bedrooms for added tranquility. The

    Tracy Foster Abbitt Realty Company LLC

    17044 N Carolina Ave, Windsor, VA 23487
    • /2

      Est $215,180 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 640 Sq Ft

      21126 Orbit Rd, Windsor, VA 23487

      21126 Orbit Rd, Windsor, VA 23487

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