Williamsburg Homes under $500,000

Welcome to Williamsburg, Virginia, a charming city steeped in rich history and vibrant culture. Nestled in the heart of the Historic Triangle, Williamsburg is known for its beautifully preserved colonial architecture and its role as a pivotal location during the American Revolution. Here, you can stroll along cobblestone streets, explore the living history museum of Colonial Williamsburg, and enjoy a variety of shops, restaurants, and art galleries that reflect the area’s unique heritage.

For those seeking a home in this picturesque city, Williamsburg offers an array of options under $500,000, making it an attractive choice for first-time buyers, families, and retirees alike. These homes provide the perfect blend of modern conveniences and historic charm, allowing you to enjoy the best of both worlds. From cozy townhouses in vibrant neighborhoods to spacious single-family homes surrounded by lush greenery, there are plenty of properties that cater to diverse lifestyles and preferences.

Living in Williamsburg means you’ll also have access to top-notch schools, beautiful parks, and a strong sense of community. The city hosts a variety of events throughout the year, from farmers' markets to seasonal festivals, ensuring there’s always something to enjoy. With its rich history, welcoming atmosphere, and affordable housing options, Williamsburg is not just a place to live; it’s a place to thrive. Come find your dream home in this enchanting city, where history and modern living come together beautifully!

Newest Williamsburg Homes under $500,000

$375,000

3 Beds ⋅ 2.1 Baths ⋅ 10656309 MLS

MOVE-IN READY with Fresh Paint & New Flooring, Open Concept Floorplan, Updated Kitchen with New Shaker Style Cabinets, Quartz Countertops, Stainless Steel Appliance Package, & Pantry, Large Primary Bedroom with Private Bath & Walk-In Closet. Large Backyard, Patio, Attached Garage, & Off Street Parking. Established Neighborhood Convenient to Shopping, Dining, Colonial Williamsburg, Busch Gardens, Water Country, & Easy Access to I-64.

121 Sheppard Drive, York County North

1652 Skiffes Creek Circle, James City Co Lower

$224,999

3 Beds ⋅ 1.1 Baths ⋅ 10656269 MLS

Opportunity knocks! This is the most affordable 3-bedroom home currently available in the Williamsburg city school district. This well-maintained townhome in Skiffes Creek features an updated roof, updated front porch, and fresh paint throughout. Carpet has been professionally shampooed and is move-in ready. Cozy up to the wood-burning fireplace in the living room, then step out to your private deck overlooking the woods with a fully fenced backyard. Three bedrooms and 1.5 baths across 1,200 square feet with low HOA dues. Perfect for a first-time buyer or investor looking to get into the Williamsburg market. Easy access to I-64, shopping, and dining. Priced to sell — don't miss your chance to get into Williamsburg schools at this price point.

1652 Skiffes Creek Circle, James City Co Lower

$379,988

2 Beds ⋅ 2.1 Baths ⋅ 10656252 MLS

Resort-style living and exceptional value in Williamsburg’s sought-after Kingsmill community! Fresh paint, new carpet on the second floor, new roof on both the main house (2024) and detached garage (2026), and newer HVAC (2021) make this home an outstanding opportunity, with some updates already completed. Bring your vision to turn this into a stunner! Enjoy a welcoming interior and the opportunity to add your own personal style. Whether you’re looking for your next home or a Williamsburg retreat, this property offers an affordable entry into an established, amenity-filled resort community. Experience the Kingsmill lifestyle, with beautiful surroundings and community amenities that make every day feel like a getaway. Discover one of the neighborhood’s best values and enjoy the comfort of key improvements paired with the potential to make it your own. Schedule your showing today!

104 Harrops Gln, James City Co Lower

4325 Creek Vw E, James City Co Greater Route 5

$484,900

3 Beds ⋅ 2 Baths ⋅ 10656227 MLS

Welcome home! Enjoy carefree living for the 55+ groups of buyers! Don't give up on enjoying a single family with 2 car attached garage! Open floorplan, 3 bedrooms, 2 baths! But enjoy community pool, clubhouse, fitness center, resort style living! HOA fee covers water, sewer, trash, exterior maintenance! All this in Williamsburg!

4325 Creek Vw E, James City Co Greater Route 5

$275,000

3 Beds ⋅ 1 Baths ⋅ 10656091 MLS

Move-in ready and filled with natural light, this charming home is a great opportunity for a first-time buyer, downsizer, or anyone looking for comfortable, easy living. The inviting interior features a bright kitchen with SS appliances, granite countertops perfect for everyday meals and entertaining. Fresh paint and flooring throughout adds to the clean and updated feel of the home creating a comfortable space that’s easy to make your own. Step outside on your front porch with a morning coffee or enjoy the huge backyard, offering plenty of room for outdoor gatherings, gardening, play, or simply relaxing. Zoned for York County schools, this home offers a wonderful combination of comfort, space, and convenience. Come see all it has to offer!

115 Nelson Drive, York County North

1801 Westgate Circle, City of Williamsburg

$305,000

3 Beds ⋅ 2 Baths ⋅ 10655932 MLS

Welcome to low-maintenance City of Williamsburg living at its finest! This charming end-unit townhome combines updated modern finishes with a multi-generational or dual-primary floor plan. Soaking in natural light from cathedral ceilings, the expansive living room features a gas fireplace and opens seamlessly to dining and flex office space with deck access. Modern kitchen upgrades include quartz counters, custom backsplash, soft-close cabinets, SS appliances, and tile flooring. Enjoy complete single-level living options with a main-floor primary suite, while the upper level provides a secondary primary suite and a spacious third bedroom. Enjoy community perks such as a neighborhood pool, landscaped common areas, sidewalks and trash and snow removal provided. 3D virtual tour and floor plan are attached to the listing.

1801 Westgate Circle, City of Williamsburg

$425,000

4 Beds ⋅ 2.1 Baths ⋅ 10656148 MLS

Welcome home to comfort, style, and convenience! This beautifully appointed 4-bedroom, 2.5-bath home offers the perfect blend of modern finishes, flexible living spaces, and an ideal location. Step inside to discover gorgeous flooring that flows throughout the home, creating a warm and inviting feel. The gourmet kitchen is sure to impress, offering the perfect setting for everyday living and entertaining alike. Need a little extra flexibility? The dedicated office features a Murphy bed, making it easy to transition from a productive workspace to comfortable guest accommodations. The home is already plumbed for a wet bar, providing an exciting opportunity to create the ultimate entertaining space! With four spacious bedrooms, thoughtfully designed living areas, and convenient access to local military installations, shopping, dining, and the excitement of Busch Gardens, this home checks all the boxes for today's busy lifestyle.

309 High Point Road, York County North

$335,000

4 Beds ⋅ 1.2 Baths ⋅ 10654812 MLS

Welcome to 929 Foley Drive, an updated and move-in-ready 4-bedroom ranch offering incredible flexibility in a convenient Williamsburg location! Beautiful hardwood floors flow throughout much of the home, complemented by an updated kitchen and bathrooms. The bright sunroom provides additional living and entertaining space overlooking the spacious, fully fenced backyard. One of the property's standout features is the oversized detached garage converted into an expansive bonus space with its own bathroom, ideal for a home office, gym, game room, studio, workshop, guest space, or pool house. Enjoy a large backyard with plenty of room to entertain, play, garden, or relax, along with a deck and paver patio. Conveniently located near Colonial Williamsburg, William & Mary, shopping, dining, parks, and everyday conveniences, with easy access to Busch Gardens, Water Country USA, Jamestown, Yorktown, and everything the Historic Triangle has to offer. Single-level living, ample driveway parking, versatile bonus space, and no HOA make this Williamsburg home a must-see! Photos include AI generated media.

929 Foley Drive, James City Co Lower

209 Tarleton Bivouac, James City Co Lower

$350,000

3 Beds ⋅ 2 Baths ⋅ 10655727 MLS

Welcome to this charming ranch-style home offering convenient one-level living in a desirable location. Situated near Busch Gardens, Fort Eustis, and major area highways, this home provides easy access to shopping, dining, entertainment, and commuting routes. A wonderful opportunity for buyers seeking comfort, convenience, and accessibility in the Hampton Roads area. Don't miss the opportunity to make this inviting home your own!

209 Tarleton Bivouac, James City Co Lower

217 Riverview Plantation Drive, James City Co Upper

$495,000

3 Beds ⋅ 2.1 Baths ⋅ 10656007 MLS

Set on 1.5 wooded acres in Riverview Plantation, this charming Cape Cod offers 2,340 SF, a first-floor primary suite & plenty of space inside & out. Recent updates include a new roof in 2022, new downstairs HVAC in 2022 & new washer & dryer in 2023. The large front porch has plenty of room for your outdoor furniture. Inside, hardwood floors run through much of the first floor. The great room features a wood-burning fireplace with a brick accent wall & windows overlooking the wooded backyard. French doors lead to a bright, flex room that works equally well as a dining room or home office. The eat-in kitchen features has plenty of counter space & a pantry. The first-floor primary suite has a walk-in closet & private en-suite bath. Also on the main level are a half bath, laundry room & attached two-car garage. Upstairs are two generously sized bedrooms, a full bath & plenty of additional storage, including floored attic space above the garage & storage above the second-floor bedrooms. Out back, a deck overlooks the deep, wooded yard, offering plenty of privacy & room to enjoy the 1.5-acre setting. For just $85 per year, the optional Riverview Plantation HOA provides access to York River including a community boat ramp, pond, park, picnic area & tennis court. York River State Park is just minutes away, & quick access to I-64 makes getting to Williamsburg, Richmond & Newport News easy.

217 Riverview Plantation Drive, James City Co Upper

202 Westgate Circle, City of Williamsburg

$285,000

2 Beds ⋅ 2 Baths ⋅ 10655971 MLS

Charming 2-bedroom, 2-bath home in Williamsburg’s desirable Westgate community! This inviting property features a bright, open layout with high ceilings and a spacious, comfortable flow throughout. Enjoy two primary bedrooms, one upstairs and one downstairs, offering flexibility and privacy. The cozy gas fireplace adds warmth to the living area, while the upstairs loft provides the perfect space for a home office, reading nook, or additional sitting area. A beautiful sunroom overlooks the fenced backyard, creating a relaxing space to enjoy year-round. Conveniently located near shopping, dining, entertainment, and all that Williamsburg has to offer! *Some photos are virtually enhanced or staged.*

202 Westgate Circle, City of Williamsburg

4502 Ballata Road, James City Co Greater Route 5

$373,000

3 Beds ⋅ 2 Baths ⋅ 10655967 MLS

With a 3.75% ASSUMABLE LOAN, This 3 bdrm 2 bath home w/ 1 car garage offers both unmatched financing options & low-maintenance living- allowing you to have the American Dream. A picturesque covered porch leads to a stunning entry where you are welcomed by a vaulted ceiling and chandelier w/ stairs to 2nd floor living level. A warm open-concept floor plan w/ spacious living & dining areas embraces the kitchen; proudly featuring waterfall countertop island, stainless steel appliances, gas range, & oversized pantry. Grand balcony space allows for seamless indoor/outdoor entertaining, grilling, or relaxing. Retreat for the night into your spacious primary suite with tray ceiling, two massive primary closets, dule vanity sink, tile shower. Two additional large bedrooms provide plenty of space for any need! Amenities include clubhouse, fitness center, pool, dog park, trails, landscaping, & trash. All nestled near shopping, dining, healthcare, and William & Mary. Experience the easy life!

4502 Ballata Road, James City Co Greater Route 5

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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.