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6 Merritt Cove, Isle of Wight - North
$500,000
3 Beds ⋅ 2.1 Baths ⋅ 10617395 MLS
Waterfront living at its best. This 2-story home is tucked at the end of a cul-de-sac on 1.72 acres and backs to Winall Creek with access out to the James River. Enjoy peaceful water views from every bedroom, the kitchen, and the sunroom. Inside features fresh paint, new LVP flooring throughout, an open-concept kitchen, and a first-floor primary bedroom. A large FROG provides great flex space for a playroom, office, or guest area. Recent upgrades include a newer roof, new HVAC system and a whole-house generator. Outside you will love the spacious fenced yard surrounded by beautiful perennials, an attached 2-car garage, an oversized detached garage with tons of storage and workspace, plus a garden shed with lean-to. Private, peaceful, and move-in ready.

6 Merritt Cove, Isle of Wight - North

2138 Mainsail Drive, Isle of Wight - North
$499,990
3 Beds ⋅ 2 Baths ⋅ 10611699 MLS
Welcome to South Harbor 55+, a vibrant community in Isle of Wight near Smithfield, offering single-family homes with first-floor living, no yard work, and resort-style amenities including a clubhouse, pool, walking trails, and pickleball courts. The Palladio Ranch is the perfect blend of style and convenience, featuring 3 bedrooms and 2 full bathrooms, including a spacious owner’s suite with an en-suite bath and expansive walk-in closet. Designed for easy living with no stairs, this home offers an open layout centered around a gourmet kitchen with a large island, ideal for entertaining. Enjoy outdoor living with a huge covered back porch and the option for a covered front porch. Choose from private wooded homesites and make the home truly yours by customizing finishes and personal touches during the build. Experience comfort, convenience, and community at South Harbor 55+, where every detail is designed for your lifestyle.

2138 Mainsail Drive, Isle of Wight - North

440 Evergreen Way, Smithfield
$499,900
4 Beds ⋅ 2 Baths ⋅ 10636534 MLS
Welcome to this beautifully updated home tucked away at the end of a quiet cul-de-sac in the desirable Aspen Woods community. This well maintained property offers the perfect blend of comfort, privacy, and modern updates featuring elegant tray ceilings and two spacious walk in closets in the primary suite. The beautifully updated kitchen features soft close cabinets, updated countertops, and appliances creating a stylish and functional space for everyday living and entertaining. Additional major improvements include a new furnace and roof providing peace of mind for years to come. Enjoy your own private retreat with Trex decking, a hot tub, and screened in sunroom overlooking protected wetlands and a peaceful creek. Conveniently located in a sought after neighborhood, this home combines charm, thoughtful upgrades, and a serene setting all in one. Make this your first and last stop!

440 Evergreen Way, Smithfield

102 Kings Point Avenue, Isle of Wight - North
$499,900
4 Beds ⋅ 3 Baths ⋅ 10624176 MLS
Welcome to a home that lives large, offering versatility, storage, and over an acre with no HOA. Recent updates include refreshed bathrooms, enhanced lighting, a new downstairs HVAC system, and a new pool liner. The outdoor space is designed for both relaxation and entertaining, featuring an expansive deck, patio, and dedicated grilling area—perfect for gatherings or quiet evenings at home. The pool provides a refreshing retreat, while the spacious yard offers room to play, garden, or unwind. A detached garage with workshop space adds flexibility for hobbies, storage, or projects, and the RV hookup is an added bonus. Inside, enjoy an open flow from the kitchen to dining, family, and sitting area. The main level offers a primary suite, 2 bedrooms, and 2 full bathrooms for one-level living with the added bonus of an upstairs with an additional bedroom, full bath, spacious loft, and flex space for an additional bedroom or in-law suite.

102 Kings Point Avenue, Isle of Wight - North

12046 Burwells Bay Road, Isle of Wight - North
$499,000
3 Beds ⋅ 2.1 Baths ⋅ 10604678 MLS
This unique property offers 2.82 acres across 3 separately deeded parcels, including a 1.05-acre buildable lot!! A rare opportunity for future investment or expansion. The home has been freshly painted throughout with beautifully reglazed tile, new vanities, and updated toilets in all bathrooms. The roof on the house is under 10 years old, and the detached oversized garage features a brand-new roof. Inside you’ll find a kitchen with a new stovetop and microwave, updated light fixtures and fans, plus a new mini split in the sunroom for year-round comfort. Outdoors, enjoy the spacious backyard, ample parking with carport, and a covered back porch with ramp access. Whether you’re looking for space, flexibility, or future building potential..this one checks all the boxes!

12046 Burwells Bay Road, Isle of Wight - North

3180 Poplar Drive, Isle of Wight - North
$499,000
4 Beds ⋅ 2.1 Baths ⋅ 10596552 MLS
Now offering over 1.12 acres with an additional lot included and a $1,000 landscaping credit! This brand-new home in sought-after Rushmere Shores combines modern comfort with natural beauty, and no HOA! Just moments from the James River, you'll enjoy river breezes in the front and peaceful wildlife views in the back.Inside, this quality new construction offers 4 spacious bedrooms, 2.5 baths, and an open-concept design ideal for both entertaining and everyday living. The kitchen and living spaces are thoughtfully connected, creating a welcoming and functional layout.As a Rushmere Shores resident, you’ll have access to a private community boat ramp, fishing pier, beach, and pavilion, perfect for weekend adventures on the water. With over an acre of land, there's room to spread out, relax, and make it your own.Come experience the best of new construction, space, and waterfront community living, just steps from the James.

3180 Poplar Drive, Isle of Wight - North

235 Early Station Trail, Isle of Wight - North
$497,455
5 Beds ⋅ 3 Baths ⋅ 10584862 MLS
Bartlett Station Estates is Carrolton's newest single family home community near shopping, dining with easy access to the Peninsula, Route 17 & local military bases. Be one of the first to call this brand-new community yours, and get closing costs assistance with our in-house lender. The Lehigh single-family 5–6-bedroom home combines smart design with light-filled spaces. Enter the inviting foyer, where versatile flex space can be used as a playroom, living room or office. The gourmet kitchen boasts a large island and walk-in pantry and connects to the dining and family room. Off the 2-car garage, you enter the home and find a first-floor bedroom for family members or a guest room. Upstairs, a loft is an ideal entertaining spot outside 3 spacious bedrooms and a double vanity bath. The luxurious owner's suite offers a cozy getaway with two walk-in closets and a private bathroom. You'll love The Lehigh.

235 Early Station Trail, Isle of Wight - North

22490 Britt Way, Isle of Wight - North
$495,000
4 Beds ⋅ 2.1 Baths ⋅ 10644108 MLS
Welcome to 22490 Britt Way, where pride of ownership is evident throughout this immaculate 4-bedroom, 2.5-bath home offered by its original owner. Designed with both comfort and functionality in mind, the thoughtfully designed floor plan welcomes you with a lovely foyer featuring beautiful cherry hardwood floors, a designated dining room, and two additional flex spaces on the main level perfect for a home office, playroom, sitting room, or whatever best suits your needs. The updated eat-in kitchen serves as the heart of the home and features granite countertops, newer appliances, and a center island. Upstairs, the spacious primary suite offers a double vanity, stand-up shower, soaking tub, and plenty of room to unwind, while three additional generously sized bedrooms provide ample space. Enjoy the freedom of no HOA and the peace of mind that comes with a home that has been exceptionally cared for and meticulously maintained.

22490 Britt Way, Isle of Wight - North

325 Early Station Trail, Isle of Wight - North
$495,000
4 Beds ⋅ 2.1 Baths ⋅ 10605058 MLS
Discover modern living with small-town charm in Isle of Wight! Spacious new homes near shops, dining, Route 17, and key military bases—from the mid $400s. Your ideal lifestyle starts here! Welcome to a home that redefines comfort and convenience—featuring 4 spacious bedrooms, 2.5 baths, and a versatile flex room perfect for a home office, additional living space, or a playroom. The heart of the home is the open-concept living, dining, and kitchen area, offering a warm, connected space for everyday living and entertaining. But the true showstopper is the owner’s suite—a private retreat featuring a serene ensuite with double vanities and a massive walk-in closet that’s practically a room of its own. Upstairs, the laundry room adds convenience where it’s needed most, close to all bedrooms. A 2-car garage provides plenty of storage, and the spacious backyard is ideal for outdoor dining, gardening, or play. The Columbia home offers both elegance and everyday ease.

325 Early Station Trail, Isle of Wight - North

202 St. Pauls Avenue Unit 29-2, Smithfield
$495,000
3 Beds ⋅ 3 Baths ⋅ 10570200 MLS
Available for immediate delivery! Seller to provide $2500 CCA on spec home inventory. Welcome to our newest section of Church Square. The Augusta Model w/ Bonus Room is an attached Villa with 2560 sq ft of thoughtfully designed living space. Designed for the needs of the 55 and better population, this home has timely and lasting features, including single-level living, double wall convection oven, granite countertops, low maintenance exteriors, wide hallways/doorways, lever door handles, no step owner's entry and thresholds. Church Square is conveniently located in Historic Smithfield w/local shopping, dining, marinas, and area parks nearby. Smithfield has all the charm of a small town and is a one-hour drive to Williamsburg or Virginia Beach. It is the perfect place to enjoy the benefits of being near everything in the quaint Isle of Wight area.

202 St. Pauls Avenue Unit 29-2, Smithfield

341 Early Station Trail, Isle of Wight - North
$490,945
4 Beds ⋅ 2.1 Baths ⋅ 10604433 MLS
Discover modern living with small-town charm in Isle of Wight! Spacious new homes near shops, dining, Route 17, and key military bases—from the mid $400s. Your ideal lifestyle starts here! Welcome to a home that redefines comfort and convenience—featuring 4 spacious bedrooms, 2.5 baths, and a versatile flex room perfect for a home office, additional living space, or a playroom. The heart of the home is the open-concept living, dining, and kitchen area, offering a warm, connected space for everyday living and entertaining. But the true showstopper is the owner’s suite—a private retreat featuring a serene ensuite with double vanities and a massive walk-in closet that’s practically a room of its own. Upstairs, the laundry room adds convenience where it’s needed most, close to all bedrooms. A 2-car garage provides plenty of storage, and the spacious backyard is ideal for outdoor dining, gardening, or play. The Columbia home offers both elegance and everyday ease.

341 Early Station Trail, Isle of Wight - North

2213 Mainsail Drive, Isle of Wight - North
$490,000
2 Beds ⋅ 2 Baths ⋅ 10646047 MLS
Rare opportunity to own one of the final single family homes (SFH) in the sought-after South Harbor. No more SFHs are being built! Only 6 months old, this beautifully upgraded home is available due to the seller relocating. Situated on a premium cul-de-sac lot backing to woods, it features an open floor plan with a flex room, recessed lighting, & a stunning kitchen w/ quartz countertops, upgraded black fixtures, & a large center island. The primary suite offers tray ceilings, a custom walk-in closet with built-ins, shoe storage, motion-sensor lighting, & an ensuite with dual vanities & a walk-in shower. Custom window treatments & epoxy garage floors. South Harbor achieved a double victory at the 2026 HBAV Housing Excellence Awards, earning Virginia's Best Community & Best Community Amenity. Enjoy a heated pool, hot tub, pickleball, bocce, clubhouse, putting green, shuffleboard, fire pits, walking trails, dog park, grandkid park, & FT event coordinator for a full calendar of fun!

2213 Mainsail Drive, Isle of Wight - North

16290 Trump Town Road, Isle of Wight - North
$490,000
3 Beds ⋅ 2 Baths ⋅ 10626397 MLS
Welcome Home to 16290 Trump Town Road in Windsor, VA! Nestled on over 3 peaceful acres in Isle of Wight County, this well-built brick ranch offers the ultimate blend of space, privacy, and natural beauty. Boasting 3 bedrooms, 2 baths, and approx. 2,022 sq ft, the home features a comfortable layout with generously sized rooms and abundant natural light. Enjoy total peace of mind with a whole-home Generac generator. A standout feature for hobbyists is the oversized detached garage with large bays and a durable metal roof for vehicles, equipment, or a workshop! An additional carport provides even more covered parking. Step outside to enjoy tranquil pond views and expansive acreage, offering endless possibilities for outdoor living, gardening, or simply relaxing in your quiet country setting. With its solid construction and functional outbuildings, this well-maintained rural retreat is a must-see. Your country haven awaits!

16290 Trump Town Road, Isle of Wight - North

17314 Jolly Circle, Isle of Wight - North
$490,000
4 Beds ⋅ 3 Baths ⋅ 10625596 MLS
Tucked away on 2.57 beautiful acres, this one-of-a-kind property offers the perfect blend of space, charm, and functionality. With over 2,500 square feet of living space, the home features 4 bedrooms and 3 full baths, including a convenient first-floor primary suite. Gorgeous hardwood floors run throughout, and the home is filled with character and unique details you just don’t find in newer construction.Outside, the possibilities are endless with a detached shop/garage offering over 1,100 square feet, two additional sheds (one climate-controlled), and a carport, giving you all the space you need for hobbies, storage, or a home-based business.Enjoy the peace and privacy of country living while still being just a short drive to Smithfield, Windsor, Suffolk, and Newport News. This is the kind of property that doesn’t come around often. Space, charm, and versatility all in one!

17314 Jolly Circle, Isle of Wight - North

18390 Oliver Drive, Isle of Wight - North
$490,000
4 Beds ⋅ 3 Baths ⋅ 10618660 MLS
This is a unique opportunity that does not become available often. This magnificent farmhouse sits on just under 2 acers of land and has belonged to the same family lineage for generations. The original portion of the home dates back to the 1800's. Around the mid-1930's, part of the original structure was demolished, and an addition constructed over several years by the workers who operated the sawmill located on the property was completed. In the last 10 years , another addition was built that includes the downstairs bedroom and full bathroom that exist today. The land directly across the street and immediately behind still belongs to the family. They currently have no plans to sell, as the land is actively being farmed. This property invites a slower, more grounded way of life, and embrace the rhythms of country living.

18390 Oliver Drive, Isle of Wight - North

15316 Rattlesnake Trail, Isle of Wight - South
$490,000
3 Beds ⋅ 2.1 Baths ⋅ 10597385 MLS
Discover your new home in Isle of Wight County, Virginia, where this charming 3-bedroom, 2.5-bathroom residence spans 1,792sqft on a sprawling 14.961-acre lot. Great for those craving serene country living, it’s just 25 minutes from Wakefield, Smithfield, and the greater Hampton Roads area. The open-concept first floor features an open kitchen with a pantry, full appliances, and a breakfast area leading into the living room. A bonus room and half bath add flexibility multiple uses. Upstairs, the 16x16 primary bedroom offers an ensuite with dual vanities, a jetted tub, and a tiled shower. Two additional bedrooms (12x12 and 12x10) and a full bathroom provide ample space. A 437sqft attached garage adds convenience. Outside, a serene pond and towering oaks create a picturesque front yard, while the vast acreage is greatl for a farmette, gardening, or hunting. Storage includes a 9x16 metal shed, a 20.5x18 carport, and a 23x13 workshop with a wood-burning stove, porch, and covered storage.

15316 Rattlesnake Trail, Isle of Wight - South

443 Spring Hill Place, Isle of Wight - North
$488,400
3 Beds ⋅ 2.1 Baths ⋅ 10639830 MLS
Welcome home to Benns Grant! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern style and functional living. The open-concept floor plan features spacious living areas designed for both everyday comfort and entertaining. The stunning kitchen showcases sleek black cabinetry, granite countertops, a large center island, and newer appliances, creating a stylish focal point of the home. Upstairs, you'll find a generous loft area that offers endless possibilities as a second living space, home office, playroom, or media room. All three bedrooms are exceptionally spacious, providing plenty of room to relax and unwind. Additional highlights include a 2-car attached garage and a move-in-ready feel throughout. Enjoy all that Benns Grant has to offer, including a community pool, clubhouse, playground, miles of walking trails, two catch-and-release lakes, and acres of open green space. Conveniently located near shopping, dining, and commuter routes.

443 Spring Hill Place, Isle of Wight - North

227 Early Station Trail, Isle of Wight - North
$488,080
4 Beds ⋅ 2.1 Baths ⋅ 10586624 MLS
Bartlett Station Estates is Carrolton's newest single family home community near shopping, dining with easy access to the Peninsula, Route 17 & local military bases. Be one of the first to call this community yours. The Columbia single-family home is just as inviting as it is functional. Discover a magnificently spacious floor plan with custom flex areas. The welcoming family room effortlessly flows into the gourmet kitchen and dining area, so you never miss a moment. Add a covered porch for those warm summer nights and use the family entry to control clutter. On the second floor, 4 large bedrooms await, with the option to change one to a cozy loft for more living and entertaining space. Your luxurious owner's suite offers a walk-in closet and spa-like double vanity bath. Come home to The Columbia today. Schedule your visit today to learn more!

227 Early Station Trail, Isle of Wight - North

4820 Old Stage Highway, Isle of Wight - North
$488,000
6 Beds ⋅ 4 Baths ⋅ 10631965 MLS
Welcome to 4820 Old Stage Highway—an exceptional opportunity to own a private retreat in the heart of Smithfield. Set on over 1.2 acres of picturesque land, this property offers the space, flexibility, and lifestyle you’ve been searching for.The main residence boasts 6 generously sized bedrooms and 4 full bathrooms, thoughtfully designed to accommodate both everyday living and effortless entertaining. A spacious open-concept layout is enhanced by vaulted ceilings, filling the home with natural light and creating a warm, inviting atmosphere throughout.Whether you envision multigenerational living, hosting guests, or exploring income-producing potential, this property adapts to your needs with ease. The expansive grounds provide ample room for outdoor living, recreation, or future enhancements offering true freedom to make it your own.

4820 Old Stage Highway, Isle of Wight - North

2104 Mainsail Drive, Isle of Wight - North
$485,000
3 Beds ⋅ 3 Baths ⋅ 10647684 MLS
Welcome Home! Like-new Bramante model in the desirable South Harbor 55+ (80/20) community. This well-maintained, one-owner home offers first-floor living with a primary suite, second bedroom, flex room, laundry, and two full baths. The open layout features abundant natural light, LVP flooring, and a spacious living area. Enjoy a beautiful kitchen with granite countertops, stainless steel appliances, under-cabinet lighting, and a large island. Relax on the screened patio overlooking the fenced backyard. Upstairs offers a finished loft, third bedroom, and full bath. Additional features include ceiling fans, dual Ecobee thermostats for added comfort, interlock breaker, and a 2-10 Home Warranty. Community amenities include a clubhouse, pool, hot tub, pickleball, bocce, shuffleboard, putting green, and gas firepits. Low-maintenance, resort-style living awaits!

2104 Mainsail Drive, Isle of Wight - North

16348 Smithfield Heights Drive, Smithfield
$485,000
4 Beds ⋅ 2.1 Baths ⋅ 10620112 MLS
Welcome to this GORGEOUS home in Smithfield Heights, where modern updates and thoughtful renovations truly take this property to the next level! NEW windows, NEW carpet, fresh paint, a NEW front door (with storm door), and NEW back door—all creating a fresh, move-in-ready feel. The NEW garage door (2023) adds even more curb appeal and convenience. A completely renovated kitchen (2021) featuring stunning quartz countertops, updated finishes, and a layout perfect for cooking and gathering. Retreat to the wonderful primary ensuite, complete with: A spacious walk-in closet, a beautifully updated bath, A HUGE walk-in designer shower. Three additional large bedrooms provide ample space for family, guests, or a home office. Step outside to your private backyard OASIS! Enjoy an AMAZING stone fireplace and grilling station, perfect for entertaining year-round. Relax in the serene in-ground pool featuring a new pump and salt cell. Large wooden playset, RainSoft softner & pellet stove convey.

16348 Smithfield Heights Drive, Smithfield

213 Grandville Arch, Smithfield
$485,000
4 Beds ⋅ 2.1 Baths ⋅ 10599858 MLS
This charming home blends style and functionality on a generous 0.36-acre lot in one of Smithfield’s most desirable neighborhoods, a community especially popular with military families. With 4 bedrooms, a versatile loft/bonus room, a formal dining/flex space, and about 2,650 sq ft of spacious living, it also features a NEW Trane HVAC (2025) for comfort, efficiency, and peace of mind. Downstairs, enjoy a versatile fourth bedroom—perfect for guests, an office, or multigenerational living. Upstairs, the airy loft offers flexible space for a playroom, media room, or creative retreat. Inside, you’ll find warm hardwood floors, a cozy gas fireplace, and light-filled open areas. Step outside to an expansive patio, generous backyard, and an established herb garden for your culinary needs. With its well maintained charm and welcoming outdoor spaces, this home is truly exceptional—a unique opportunity in Smithfield.

213 Grandville Arch, Smithfield

419 Early Station Trail, Isle of Wight - North
$484,990
4 Beds ⋅ 2.1 Baths ⋅ 10606231 MLS
Discover modern living with small-town charm in Isle of Wight! Spacious new homes near shops, dining, Route 17, and key military bases-from the mid $400s. Your ideal lifestyle starts here! Bartlett Station Estates is Carrolton's newest single-family home community. The Ballenger offers versatility and comfort with up to 4 bedrooms, or opt for 3 bedrooms plus a loft — ideal for a playroom, media space, or second family room. A flex room on the main floor provides the perfect setting for a home office, fitness area, or additional seating. Tired of carrying laundry baskets up and down? The upstairs laundry room adds everyday convenience. Step into your sun-filled Owner’s Suite, complete with dual walk-in closets, and dual bathroom sinks. The open-concept kitchen, dining, and family room layout is tailor-made for entertaining or a relaxing night in. This home has it all and is nestled in Bartlett Station Estates, a community designed with your lifestyle in mind.

419 Early Station Trail, Isle of Wight - North

211 Early Station Trail, Isle of Wight - North
$483,575
4 Beds ⋅ 2.1 Baths ⋅ 10589349 MLS
Welcome to a home that redefines comfort and convenience—featuring 4 spacious bedrooms, 2.5 baths, and a versatile flex room perfect for a home office, additional living space, or a playroom. The heart of the home is the open-concept living, dining, and kitchen area, offering a warm, connected space for everyday living and entertaining. But the true showstopper is the owner’s suite—a private retreat featuring a serene ensuite with double vanities and a massive walk-in closet that’s practically a room of its own. Upstairs, the laundry room adds convenience where it’s needed most, close to all bedrooms. A 2-car garage provides plenty of storage, and the spacious backyard is ideal for outdoor dining, gardening, or play. The Columbia home offers both elegance and everyday ease.

211 Early Station Trail, Isle of Wight - North

23141 Harbor Towne Drive, Isle of Wight - North
$483,000
4 Beds ⋅ 2 Baths ⋅ 10644592 MLS
Wake up to peaceful lake views and end your day relaxing beneath the electric awning on the expansive back deck or entertaining on the custom flagstone patio. This stately brick-front ranch offers the perfect blend of comfort, elegance, and everyday convenience. Inside, oversized windows fill the open floor plan with natural light, highlighting the hardwood floors, custom trim, and inviting family room with a cathedral ceiling and gas fireplace. The upgraded kitchen features quartz countertops, a glass-tile backsplash, and stainless-steel appliances, making it ideal for both quiet mornings and gatherings with family and friends. The spacious primary suite feels like a private retreat with beautiful lake views and an upgraded spa-like bathroom. Enjoy resort-style neighborhood amenities while being close to the new Riverside hospital, expanding dining and shopping options, North Suffolk and Harbour View, and convenient access to the Peninsula and Hampton Roads military bases.

23141 Harbor Towne Drive, 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.