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14306 Courthouse Highway, Isle of Wight - North
$330,000
3 Beds ⋅ 2 Baths ⋅ 10638904 MLS
The peaceful country setting you've been dreaming of, just 5 minutes from downtown Smithfield! Situated on a beautiful 1-acre lot and surrounded by mature trees and abundant wildlife, this charming home offers the perfect blend of privacy, comfort, and outdoor living. Built in 2016, the home features an inviting open-concept floor plan with butcher block countertops that create a warm and welcoming heart of the home. Step outside and enjoy the expansive back deck complete with a gazebo for shaded relaxation, overlooking a backyard designed for entertaining. Gather around the fire pit under charming café lights, enjoy evenings with family and friends, and take in the tranquility of rural living. Pet owners will appreciate the invisible fence, while the large shed provides plenty of storage for tools, equipment, and outdoor gear. The home boasts exceptional curb appeal with freshly repainted front porch and deck (2026), ample parking space for vehicles, trailers, or guests, and a setting that truly feels like a private retreat. If you've been searching for a rural property with modern conveniences, beautiful outdoor spaces, and room to enjoy nature, this is the one you've been waiting for.

14306 Courthouse Highway, Isle of Wight - North
607 Inland Walk, Isle of Wight - North
$329,000
3 Beds ⋅ 2 Baths ⋅ 10634777 MLS
Beautifully updated condo featuring an open floor plan with stylish luxury vinyl plank flooring, fresh paint, and modern upgrades throughout. The remodeled kitchen offers stainless steel appliances, a deep sink, and updated finishes perfect for everyday living and entertaining. The spacious primary suite includes a tray ceiling, large custom closet, and cozy sitting area for a private retreat. Its gorgeous bathroom has been tastefully renovated for a fresh contemporary feel. Enjoy relaxing outdoors on the serene private patio. Low maintenance living! Conveniently located in resort-style community just minutes from shopping, restaurants, and the James Riv. Bridge. Full of modern style and Move-In ready!

607 Inland Walk, Isle of Wight - North
531 Shoreline Road, Isle of Wight - North
$325,000
3 Beds ⋅ 3 Baths ⋅ 10631391 MLS
Beautiful 3-bedroom, 3-bathroom 1.5 story condo offering a functional layout with the primary living spaces on the main level. Updated kitchen featuring modern finishes and great flow into the main living areas. Enjoy added privacy with protected wetlands directly behind the home, creating a peaceful natural backdrop that will not be developed. Includes a 2-car attached garage and spacious interior with flexible living areas for guests or a home office. Ideally located just minutes from the James River Bridge, providing easy access to Newport News and nearby military bases, along with shopping and dining.

531 Shoreline Road, Isle of Wight - North
213 Villa Dr Drive, Smithfield
$322,000
2 Beds ⋅ 2 Baths ⋅ 10640995 MLS

213 Villa Dr Drive, Smithfield
13297 Regent Park Walk, Isle of Wight - North
$320,000
4 Beds ⋅ 2.1 Baths ⋅ 10636756 MLS
Welcome home to comfort, convenience, and effortless living in the highly sought-after Woodbridge section of Eagle Harbor! This beautifully maintained 4 bed/2.5 bath home offers spacious living areas perfect for everyday living and entertaining, along with a fully fenced backyard ideal for privacy, pets, or outdoor gatherings. Recent updates include a brand new dishwasher and gas water heater, both installed in 2026. Enjoy enhanced comfort and energy efficiency with a new AC unit (2024) and Ecobee smart thermostat system. Eagle Harbor HOA amenities include pool, clubhouse, walking trails, playgrounds, catch and release pond, and more. Conveniently located in the heart of Hampton Roads, offering easy access to major military installations throughout the region. This home truly offers the best neighborhood living!

13297 Regent Park Walk, Isle of Wight - North
14242 Trump Town Road, Isle of Wight - South
$320,000
2 Beds ⋅ 1 Baths ⋅ 10634365 MLS
Modern Luxury Meets Country Living in Windsor! Experience the perfect blend of high-end style and rural tranquility on this stunning 1.5-acre home. This meticulously renovated 2-bedroom, 1-bath home offers "new everything," providing total peace of mind and upscale comfort. Step into a bright interior featuring a chef’s kitchen with premium appliances and a spa-like bath. Thoughtfully designed for efficiency, the layout includes a dedicated laundry room and a functional mudroom. Move in with zero worries thanks to a new roof, HVAC, siding, and energy-efficient windows. Built for the hobbyist or craftsman, the property boasts a massive 3-stall pole barn with a spacious attached workshop. Whether you need room for equipment, animals, or creative projects, this acreage delivers. Don't miss out—schedule your private tour today and see this gem in person!

14242 Trump Town Road, Isle of Wight - South
13286 Regent Park Walk, Isle of Wight - North
$320,000
4 Beds ⋅ 2.1 Baths ⋅ 10633725 MLS
Welcome to easy living in sought after Eagle Harbor. This beautifully updated condo offers an open floor plan with high ceilings and a spacious first floor primary suite featuring a remodeled en suite bath. The large family room with fireplace flows into an updated kitchen with ample counter space, making it perfect for everyday living and entertaining. Upstairs, you will find three additional bedrooms offering flexibility for guests, home office, or hobbies. Step outside to enjoy the oversized Trex deck backing to wooded privacy, creating a peaceful outdoor retreat. Major updates include new windows and sliding glass door in 2025, new water heater in 2025, and new window blinds throughout. The attached two car garage adds convenience and storage. Eagle Harbor amenities include a pool, clubhouse, stocked lake, mini golf, and more. Move in ready and waiting for its next owner.

13286 Regent Park Walk, Isle of Wight - North
101 Barcroft Drive, Smithfield
$315,000
3 Beds ⋅ 1.1 Baths ⋅ 10654502 MLS
This charming 3-bedroom, 1.5-bath home is ideally located in an established neighborhood with convenient access to schools, shopping, dining, and everything Smithfield has to offer. Inside, you’ll find a functional floor plan with comfortable living spaces ready for your personal touch. With just a few cosmetic updates, this home can truly shine. Outside, enjoy a large backyard offering plenty of room for entertaining, gardening, or future expansion. The lot may even present the potential for subdivision (buyer to verify with the appropriate local authorities), adding even more value and opportunity. Whether you’re a first-time homebuyer, investor, or someone looking to create your dream home, this property is full of potential in a fantastic location. Don’t miss this opportunity!

101 Barcroft Drive, Smithfield
11115 Dunston Drive, Isle of Wight - South
$315,000
3 Beds ⋅ 2 Baths ⋅ 10639269 MLS
Completely renovated, beautiful ranch on 1.35 acres. Country living at it's best. So quiet, yet minutes from the highway! This home boasts new siding, new roof, and new HVAC. The open brand new kitchen has granite counters and SS appliances. There are 2 living spaces as well as 2 brand new bathrooms. All new paint, flooring and lighting through out.

11115 Dunston Drive, Isle of Wight - South
24129 Johnson Avenue, Isle of Wight - South
$315,000
3 Beds ⋅ 2 Baths ⋅ 10639118 MLS
Come and make your new home in Windsor Virginia, voted the friendliest community by Nextdoor for 2026. For Sale is this approximately 1250 square foot 3 bedroom two bath Ranch home. This home sits on a .34 acre corner lot in a quite established non-HOA neighborhood. The home sits on a crawl space and has had plumbing, electrical and HVAC upgrades in the past. The property had a 16x20 one car oversized metal garage which has power and HVAC. It also has a 12x10 shed that has electricity. This home is in close proximity to retail establishments, library, and parks in town. Two Isle of Wight County schools, Windsor High and Windsor Middle, are also nearby to this home.

24129 Johnson Avenue, Isle of Wight - South
1619 Colonial Avenue, Smithfield
$315,000
3 Beds ⋅ 2 Baths ⋅ 10632509 MLS
Charming 3-bedroom, 2-bath ranch in the heart of Smithfield, set on a spacious 3/4 acre lot with over 300 feet of privacy fencing. Rare space and freedom you won’t find in typical neighborhoods.This property includes 3 garages offering plenty of space for vehicles, equipment, or a true workshop. Recently updated HVAC system includes a transferable warranty. If you’ve been waiting for land and privacy, this is it. Schedule your private showing today.

1619 Colonial Avenue, Smithfield
812 S Church Street, Smithfield
$315,000
3 Beds ⋅ 2 Baths ⋅ 10631382 MLS
Charming and recently renovated ranch in the heart of Smithfield! This 3 bedroom, 2 bath home offers 1,412 square feet of updated living space with a functional layout and modern finishes throughout. The kitchen is a standout, featuring granite countertops, ample cabinet space, and plenty of room to gather. Outside is a spacious backyard complete with a shed and carport, offering both storage and convenience. Ideally located just minutes from Windsor Castle Park and downtown Smithfield, where you can enjoy local restaurants, shops, and small-town charm. This one is the perfect blend of comfort, updates, and location!

812 S Church Street, Smithfield
54 Pine Lane, Isle of Wight - South
$315,000
3 Beds ⋅ 2 Baths ⋅ 10627016 MLS
Welcome to this charming 3-bedroom, 2-bath brick rancher in the heart of Windsor, VA! Situated on a 0.42-acre end-of-street lot, this move-in-ready home offers 1,557 sq. ft. of comfortable living space. Highlights include a spacious, light-filled sunroom overlooking a private, fenced backyard-perfect for relaxing or entertaining. This well-maintained home features a 1-car attached garage, pull-down attic stairs for extra storage, a functional whole house fan, and the convenience of public water and sewer. Located in the sought-after Isle of Wight County school district, you are minutes from local parks, shopping, and dining. Enjoy the best of small-town living with a seamless commute to Suffolk, Smithfield, and the greater Hampton Roads area via Rt. 460 and Rt. 258. This property offers the ideal blend of classic character and modern ease. Schedule your private tour today and see why life is better in Windsor!

54 Pine Lane, Isle of Wight - South
114 Lands End Lane, Isle of Wight - North
$314,990
3 Beds ⋅ 2 Baths ⋅ 10624824 MLS
Spring market opportunity! This well-maintained 3-bedroom, 2-bath home offers comfortable living in the highly desirable Eagle Harbor community. The home has been carefully cared for and features a functional layout with spacious bedrooms, a private primary suite, and bright living areas that make everyday living easy. Eagle Harbor residents enjoy outstanding amenities including a large community pool, clubhouse, walking trails, mini golf, playgrounds, and tennis courts, all within a beautifully maintained neighborhood. The location is hard to beat—two grocery stores within a mile, quick access to the James River Bridge, and convenient commuting to Newport News Shipyard and all military installations throughout Hampton Roads. A rare opportunity to enjoy value, location, and community amenities all in one place. Schedule your showing today!

114 Lands End Lane, Isle of Wight - North
1905 Kathy Ann Way E Unit 1905, Isle of Wight - North
$312,972
2 Beds ⋅ 2 Baths ⋅ 10643333 MLS
Our Amelia plan is one floor living at its best. Beautiful choices for cabinets, countertops, and flooring, etc. The neighborhood includes a 2-story club house equipped with a private gym, arcade room, kitchen, and party areas. Enjoy the pool, bark park, and nature trails and a multi fun park including volleyball, pickle ball, horseshoes, and bocci ball. Never worry about lawn care or exterior maintenance again. Just enjoy your resort style living here.

1905 Kathy Ann Way E Unit 1905, Isle of Wight - North
17009 Florida Avenue, Isle of Wight - North
$310,000
3 Beds ⋅ 1.1 Baths ⋅ 10639587 MLS
This charming farmhouse sits on a generous corner lot of more than an acre and has been updated over the years with replacement windows, HVAC, an upstairs half bath, and an improved downstairs bath. The 2+ car oversized detached garage and 30x40 metal workshop/garage offer abundant workspace and storage. Located in a sought-after school district, this home offers peaceful country living just 10 minutes from Smithfield or Windsor. Truly a must-see property.

17009 Florida Avenue, Isle of Wight - North
13436 Prince Andrew Trail, Isle of Wight - North
$310,000
4 Beds ⋅ 2.1 Baths ⋅ 10631546 MLS
Experience the best of Woodbridge at Eagle Harbor! This spacious 4-bedroom, 2.5-bath townhome offers a rare combination of comfort and utility. The open-concept floor plan creates a seamless flow throughout the main living areas, highlighted by a coveted first-floor primary suite with a private ensuite bath. Enjoy the outdoors from your screened-in porch or the privacy of a fenced-in backyard. This home also features a 2-car attached garage for ample parking and storage. As part of the Eagle Harbor community, you’ll have access to premium amenities including: Resort-style swimming pool Putt-putt golf course Clubhouse and walking trails Whether you are looking for main-level living or the convenience of a high-amenity neighborhood, this home delivers. Schedule your private tour today to see everything this Eagle Harbor gem has to offer!

13436 Prince Andrew Trail, Isle of Wight - North
110 Villa Drive, Smithfield
$310,000
2 Beds ⋅ 2 Baths ⋅ 10617356 MLS
New roof put on 4/11/26 as well as whole house and garage freshly painted! Beautifully updated 2 bedroom, 2 bath condo with an attached 2 car garage in a community full of amenities. Since 2020, updates include remodeled bathrooms, new flooring, HVAC, appliances, light fixtures, granite countertops and oak cabinets. The spacious fenced patio sits right off the retention pond and offers a great spot to relax. Enjoy access to the clubhouse with exercise room, meeting space and planned resident activities, plus a pool and picnic area. A newly paved trail leads directly to the nearby park. HOA fees include exterior maintenance, roof, siding, water, and use of the clubhouse and pool, making this a truly low maintenance lifestyle.

110 Villa Drive, Smithfield
1901 Kathy Ann Way E Unit 1901, Isle of Wight - North
$305,602
2 Beds ⋅ 2 Baths ⋅ 10637440 MLS
Never worry about grass cutting or exterior maintenance again, it is all done for you here at the Villages at Bartlett Station! the community incudes a 2 story club house equipped with a private gym, kitchen and party area. Enjoy the bark park, pool and nature trails. We also have a multi fun park with pickle ball, volleyball, corn hole, horse shoes and bocci ball. The Essex is a 1 level 2nd floor flat plan.

1901 Kathy Ann Way E Unit 1901, Isle of Wight - North
10803 Smiths Neck Road, Isle of Wight - North
$305,000
3 Beds ⋅ 1 Baths ⋅ 10640576 MLS
Step back in time & enjoy the charm of this classic 1900 farmhouse, situated on nearly an acre of land w/plenty of room to live, work, and play. This inviting home features 3 BR, 1 full bath, along w/spacious living areas designed for comfortable everyday living. The heart of the home is the HUGE country kitchen, offering abundant space for cooking, gathering, & entertaining. A separate dining room & cozy living room provides additional room for family & guests, while the screened porch is the perfect spot to relax & enjoy the peaceful surroundings. Outside, there isa huge, detached workshop equipped w/power, built-in cabinets, countertops, & extra storage stall. As well as a detached shed. Parking is no problem w/enough concrete for many cars, boat, RV or any other vehicle you have. Right down from Captain Chuck-a-Mucks restaurant! If you're looking for historic character, functional space, and nearly an acre of outdoor enjoyment, this unique farmhouse is ready to welcome you home.

10803 Smiths Neck Road, Isle of Wight - North
1911 Kathy Ann Way E, Isle of Wight - North
$303,606
2 Beds ⋅ 2 Baths ⋅ 10645648 MLS
Never worry about grass cutting or exterior maintenance again, it is all done for you here at the Villages at Bartlett Station! The community incudes a 2 story club house equipped with a private gym, kitchen and party area. Enjoy the bark park, pool and nature trails. We also have a multi fun park with pickle ball, volleyball, corn hole, horse shoes and bocci ball. The Amelia is a 1 level plan.

1911 Kathy Ann Way E, Isle of Wight - North
17050 Florida Avenue, Isle of Wight - North
$301,000
3 Beds ⋅ 2 Baths ⋅ 10634180 MLS
Beautifully maintained and thoughtfully updated 3-bedroom, 2-bath ranch situated on a scenic and spacious 0.94-acre lot in Windsor. This inviting home features a functional open layout with a bright family room, eat-in kitchen, and a generously sized primary suite complete with a private full bath. Two additional well-proportioned bedrooms and a second full hallway bath provide plenty of space for family or guests. The oversized garage offers exceptional storage and flexibility, with ample room for vehicles, hobbies, projects, or a workshop setup. You'll enjoy the expansive backyard with peaceful country views and plenty of room to relax, entertain, or garden. Perfect for those seeking the tranquility of country living while still being conveniently close to shopping, dining, and other modern amenities. Recent updates include a new HVAC system (2024) and new gutter system (2026).

17050 Florida Avenue, Isle of Wight - North
8277 Mill Creek Drive, Isle of Wight - South
$300,000
3 Beds ⋅ 1.1 Baths ⋅ 10631384 MLS
PRIDE OF OWNERSHIP SHINES in this stunningly transformed Zuni retreat! What once was a traditional galley kitchen has been masterfully reimagined into a breathtaking open-concept living and kitchen area, creating a seamless flow for modern life. No detail has been overlooked, from the fully updated bathrooms to the brand-new flooring and fresh professional paint throughout. Set on a sprawling 1.25-acre lot, this property is a rare find for those needing serious space. It features dual outbuildings: a huge, attached garage for everyday convenience plus a massive, detached workshop for projects, car restoration, or a home business. This turnkey home is move-in ready and located in the Windsor School District, offering peace and quiet while remaining near to US-460 for an easy commute to Suffolk, Smithfield, and Franklin. With a fully updated interior and unparalleled exterior storage, you truly don't want to miss this one!

8277 Mill Creek Drive, Isle of Wight - South
8480 Green Level Road, Isle of Wight - South
$299,900
3 Beds ⋅ 2 Baths ⋅ 10633466 MLS
Enjoy peaceful country living on nearly an acre with this charming 3 bedroom, 2 full bath home. The primary suite features a spa-like bathroom, creating the perfect place to relax and unwind. An updated kitchen offers both style and functionality, while the spacious living area is ideal for hosting family and friends. With plenty of room to enjoy both indoors and out, this property offers the perfect blend of comfort, privacy, and a true country lifestyle while still being convenient to everyday needs.

8480 Green Level Road, Isle of Wight - South
1702 Kathy Ann Way, Isle of Wight - North
$299,530
2 Beds ⋅ 2 Baths ⋅ 10620962 MLS
Our Amelia plan is one floor living at its best. The neighborhood includes a 2-story club house equipped with a private gym, arcade room, kitchen, and party areas. Enjoy the pool, bark park, and nature trails and a multi fun park including volleyball, pickle ball, horseshoes, and bocci ball. Never worry about lawn care or exterior maintenance again. Just enjoy your resort style living here

1702 Kathy Ann Way, Isle of Wight - North
1129 Lawnes Neck Drive, Isle of Wight - North
$299,000
10643960 MLS
LOT 33! Lawnes Point on the James | 1129 Lawnes Neck Drive, Smithfield. Build your dream waterfront home on this exceptional 2.38-acre lot in the prestigious Lawnes Point on the James community. Nestled among mature trees, this buildable homesite offers breathtaking James River views, a sandy beach, and deep-water access for boating, fishing, swimming, kayaking, paddleboarding, and water skiing. An optional private dock lets you enjoy life on the water right from your backyard. Public water and sewer hookups are available, making it even easier to bring your vision to life. Surrounded by luxury homes, this sought-after neighborhood offers privacy, natural beauty, and a welcoming community. Conveniently located just minutes from charming downtown Smithfield and a short drive to historic Williamsburg, this property provides the perfect balance of peaceful waterfront living and everyday convenience. Don't miss this rare opportunity to own a premier James River homesite.

1129 Lawnes Neck Drive, Isle of Wight - North
5168 Pruden Road, Isle of Wight - South
$299,000
3 Beds ⋅ 2 Baths ⋅ 10623994 MLS
Home has been completely rehabbed with 600 New SQFT added to this Gorgeous Lovely RancherLVP Flooring in High Traffic Areas, Electric Remote Fireplace that's so attractive in the Great Room,Tastefully Decorated Throughout, State of the Art Kitchen with Stainless Steel Appliances, witha Microwave that cooks, Plenty of Lighting throughout the Home, Open Concept FloorplanQuality, Semi-Custom Built Home, Deep Well Being Installed

5168 Pruden Road, Isle of Wight - South
1912 Kathy Ann Way E, Isle of Wight - North
$298,879
2 Beds ⋅ 2 Baths ⋅ 10632312 MLS
The Essex is a 1 level 2nd floor Flat.

1912 Kathy Ann Way E, Isle of Wight - North
1906 Kathy Ann Way, Isle of Wight - North
$298,144
2 Beds ⋅ 2 Baths ⋅ 10643485 MLS
Never worry about grass cutting or exterior maintenance again, it is all done for you here at the Villages at Bartlett Station! the community incudes a 2 story club house equipped with a private gym, kitchen and party area. Enjoy the bark park, pool and nature trails. We also have a multi fun park with pickle ball, volleyball, corn hole, horse shoes and bocci ball. The Essex is a 1 level 2nd floor flat plan.

1906 Kathy Ann Way, Isle of Wight - North
1908 E Kathy Ann Way Unit 1908, Isle of Wight - North
$298,074
2 Beds ⋅ 2 Baths ⋅ 10630950 MLS
Our Amelia plan is one floor living at its best. Beautiful choices for cabinets, countertops, and flooring, etc. The neighborhood includes a 2-story club house equipped with a private gym, arcade room, kitchen, and party areas. Enjoy the pool, bark park, and nature trails and a multi fun park including volleyball, pickle ball, horseshoes, and bocci ball. Never worry about lawn care or exterior maintenance again. Just enjoy your resort style living here.

1908 E Kathy Ann Way Unit 1908, 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.