Real Estate Investment Properties for Sale in Williamsburg, VA

Looking for investment property in Williamsburg, VA with high ROI ?

Explore a variety of short-term homes & houses in Williamsburg, VA. Invest wisely with VRBO & Williamsburg, VA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Williamsburg, VA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
164 Highland Williamsburg, VA Experience the epitome of designer luxury at 164 Highland. Nestled on the 18th fairway of ...	4 beds \| 4 baths \| 4,296 sq.ft.	$1,250,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 0.36% Airbnb Rental Income: $926 Traditional Rental Income: $2539 Airbnb ROI: -1.33% Traditional ROI: 0.36%
304 Hempstead Road Williamsburg, VA Priced to sell! This spacious tri-level home in sought-after Windsor Forest combines style...	4 beds \| 3 baths \| 3,283 sq.ft.	$599,500	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.4% Airbnb Rental Income: $926 Traditional Rental Income: $2938 Airbnb ROI: -0.81% Traditional ROI: 3.4%
124 Mathews Grant Williamsburg, VA Stunning Architect-Designed Contemporary in Kingsmill! Experience luxury living in this be...	4 beds \| 3 baths \| 2,910 sq.ft.	$790,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 2.32% Airbnb Rental Income: $926 Traditional Rental Income: $3193 Airbnb ROI: -1.23% Traditional ROI: 2.32%
24 Mile Course Williamsburg, VA Meticulously maintained and beautifully updated, this contemporary home is nestled in the ...	3 beds \| 3 baths \| 2,989 sq.ft.	$675,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 2.32% Airbnb Rental Income: $1375 Traditional Rental Income: $2748 Airbnb ROI: -0.53% Traditional ROI: 2.32%
376 Merrimac Trail #211 Williamsburg, VA Welcome to this beautifully updated main-level condo in the heart of Williamsburg â comb...	2 beds \| 2 baths \| 1,462 sq.ft.	$189,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 7.96% Airbnb Rental Income: $902 Traditional Rental Income: $1828 Airbnb ROI: 0.95% Traditional ROI: 7.96%
122 Pelhams Ordinary Williamsburg, VA Exceptional opportunity at 122 Pelhams â two adjoining, fully furnished units in Kingsmi...	2 beds \| 2 baths \| 1,190 sq.ft.	$289,900	Airbnb cash on cash: -0.7% Traditional cash on cash: 3.74% Airbnb Rental Income: $902 Traditional Rental Income: $1774 Airbnb ROI: -0.7% Traditional ROI: 3.74%
376 Merrimac TRL Williamsburg, VA Welcome to this beautifully updated main-level condo in the heart of Williamsburg - combin...	2 beds \| 2 baths \| N/A	$189,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 7.53% Airbnb Rental Income: $902 Traditional Rental Income: $1751 Airbnb ROI: 0.95% Traditional ROI: 7.53%
205 Haymaker Place Williamsburg, VA Welcome to Williamsburg Bluffs. This spacious home offers 4 bedrooms, 3.5 baths, and over ...	4 beds \| 4 baths \| 3,333 sq.ft.	$525,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 4.95% Airbnb Rental Income: $926 Traditional Rental Income: $3390 Airbnb ROI: -0.77% Traditional ROI: 4.95%
7516 Wicks Road Williamsburg, VA Has it all! Wonderful 2018 one story with 1854 sq ft 3br 2ba and big screened porch and tr...	3 beds \| 2 baths \| 1,854 sq.ft.	$459,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.43% Airbnb Rental Income: $1375 Traditional Rental Income: $2362 Airbnb ROI: 0.16% Traditional ROI: 3.43%
376 Merrimac Trail #421 Williamsburg, VA Seller is offering to pay 6 months of HOA dues for the buyer! Meticulously maintained 2-be...	2 beds \| 2 baths \| 1,462 sq.ft.	$187,500	Airbnb cash on cash: 1.1% Traditional cash on cash: 9.38% Airbnb Rental Income: $902 Traditional Rental Income: $2039 Airbnb ROI: 1.1% Traditional ROI: 9.38%
107 Candlestick Place Williamsburg, VA Welcome to this beautifully maintained 4-bedroom home in the highly desirable Williamsburg...	4 beds \| 3 baths \| 2,180 sq.ft.	$495,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 4.14% Airbnb Rental Income: $926 Traditional Rental Income: $2787 Airbnb ROI: -0.62% Traditional ROI: 4.14%
6310 Cordelia Road Williamsburg, VA Welcome Home to 6318 Cordelia Road! You wonât want to miss this charming Ivy Glen model ...	3 beds \| 3 baths \| 1,936 sq.ft.	$499,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 3.42% Airbnb Rental Income: $1375 Traditional Rental Income: $2467 Airbnb ROI: 0.18% Traditional ROI: 3.42%
115 Tayside Williamsburg, VA NEW ROOF is being installed very soon! Come see 115 Tayside in Ford's Colony! One floor li...	4 beds \| 3 baths \| N/A	$650,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 2.88% Airbnb Rental Income: $926 Traditional Rental Income: $2984 Airbnb ROI: -1.07% Traditional ROI: 2.88%
117 Huntercombe Williamsburg, VA Wow, wow, wow! Come for the newly remodeled (â22) white kitchen, w/6 burner gas stove + ...	4 beds \| 5 baths \| 3,756 sq.ft.	$890,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 3.48% Airbnb Rental Income: $926 Traditional Rental Income: $4564 Airbnb ROI: -1.33% Traditional ROI: 3.48%
609 Schooner Boulevard Williamsburg, VA OWNERS HAVE INSTALLED A BRAND NEW ROOF!! Beautiful brick front home nestled on a level, co...	4 beds \| 3 baths \| 3,660 sq.ft.	$625,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 2.92% Airbnb Rental Income: $926 Traditional Rental Income: $2841 Airbnb ROI: -0.96% Traditional ROI: 2.92%
320 Mershon Way Williamsburg, VA Beautifully Crafted 3 Bedroom, 2.5 Bath Modern Townhome with Fresh Paint & New Flooring Th...	3 beds \| 3 baths \| 1,897 sq.ft.	$404,900	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.82% Airbnb Rental Income: $1375 Traditional Rental Income: $2398 Airbnb ROI: 0.03% Traditional ROI: 3.82%
4756 Winterberry Court Williamsburg, VA Beautifully appointed "Lakemont II" in the sought-after Colonial Heritage 55+ community, o...	3 beds \| 3 baths \| 2,866 sq.ft.	$525,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.6% Airbnb Rental Income: $1375 Traditional Rental Income: $2749 Airbnb ROI: -0.05% Traditional ROI: 3.6%
864 Sugarloaf Run Williamsburg, VA Welcome to this beautiful home in the Winter Park subdivision of Seasons Trace! Convenient...	3 beds \| 3 baths \| 1,664 sq.ft.	$330,000	Airbnb cash on cash: 1% Traditional cash on cash: 4.93% Airbnb Rental Income: $1375 Traditional Rental Income: $2174 Airbnb ROI: 1% Traditional ROI: 4.93%
258 Sandy Bay Road Williamsburg, VA It's true: 16 Acre Horse Farm on Powhatan Creek, leading to the James River, 5 ft MLW, 250...	3 beds \| 3 baths \| 2,900 sq.ft.	$1,200,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 1.18% Airbnb Rental Income: $1375 Traditional Rental Income: $3037 Airbnb ROI: -0.69% Traditional ROI: 1.18%
132 Warwick Hills Williamsburg, VA Beautiful Brick And Hardiplank Rancher Located On A Quiet Cul-De-Sac In Lovely Ford's Colo...	3 beds \| 2 baths \| 2,273 sq.ft.	$635,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.96% Airbnb Rental Income: $1375 Traditional Rental Income: $2409 Airbnb ROI: -0.49% Traditional ROI: 1.96%
112 Stone Bridge Williamsburg, VA Impeccably maintained, transitional home in the heart of Fordâs Colony, Williamsburgâs...	4 beds \| 3 baths \| 2,710 sq.ft.	$675,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.65% Airbnb Rental Income: $926 Traditional Rental Income: $2991 Airbnb ROI: -1.18% Traditional ROI: 2.65%
132 Jeffersons Hundred Williamsburg, VA A rare fusion of innovation, design, and luxuryâ a cutting-edge architectural residence ...	4 beds \| 4 baths \| 4,505 sq.ft.	$2,650,000	Airbnb cash on cash: -1.36% Traditional cash on cash: -0.24% Airbnb Rental Income: $926 Traditional Rental Income: $3343 Airbnb ROI: -1.36% Traditional ROI: -0.24%
400 Tam O Shanter Boulevard Williamsburg, VA HUGE PRICE REDUCTION! Welcome home to this spacious 4-bedroom, 2.5-bath farmhouse in the d...	4 beds \| 3 baths \| 2,151 sq.ft.	$430,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 5.02% Airbnb Rental Income: $926 Traditional Rental Income: $2767 Airbnb ROI: -0.4% Traditional ROI: 5.02%
2504 William Tankard Drive Williamsburg, VA Location, Location! Seller offering $10,000 towards upgrades! Priced below recent appraisa...	4 beds \| 5 baths \| 3,114 sq.ft.	$688,500	Airbnb cash on cash: -1.12% Traditional cash on cash: 4.63% Airbnb Rental Income: $926 Traditional Rental Income: $4275 Airbnb ROI: -1.12% Traditional ROI: 4.63%
311 Dogleg Drive Williamsburg, VA Updated end-unit townhome overlooking the 17th tee of the Blue Heron Golf Course in The Li...	4 beds \| 3 baths \| 2,256 sq.ft.	$515,000	Airbnb cash on cash: -2.43% Traditional cash on cash: 2.44% Airbnb Rental Income: $926 Traditional Rental Income: $2929 Airbnb ROI: -2.43% Traditional ROI: 2.44%
244 Padgetts Ordinary Williamsburg, VA Experience the exceptional convenience and charm of life at Padgetts Ordinary in Kingsmill...	3 beds \| 3 baths \| 1,600 sq.ft.	$375,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 3.94% Airbnb Rental Income: $1375 Traditional Rental Income: $2248 Airbnb ROI: 0.27% Traditional ROI: 3.94%
208 Lewis Burwell Place Williamsburg, VA Fantastic townhome located in the City of Williamsburg within walking/biking distance to C...	3 beds \| 3 baths \| 1,514 sq.ft.	$359,500	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.09% Airbnb Rental Income: $1375 Traditional Rental Income: $2157 Airbnb ROI: 0.53% Traditional ROI: 4.09%
124 Holcomb Drive Williamsburg, VA Architecturally stunning contemporary by Carlton Abbott in desirable Queens Lake. Perched ...	4 beds \| 5 baths \| 4,166 sq.ft.	$1,250,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 2.36% Airbnb Rental Income: $926 Traditional Rental Income: $4642 Airbnb ROI: -1.13% Traditional ROI: 2.36%
4331 Audrey Lane Williamsburg, VA Immaculate English-style townhome in Sought-After Roper Park, New Town. Discover this beau...	4 beds \| 4 baths \| 2,125 sq.ft.	$535,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 3.16% Airbnb Rental Income: $926 Traditional Rental Income: $2667 Airbnb ROI: -1.01% Traditional ROI: 3.16%
302 Rivers Edge Williamsburg, VA Stunningly updated home in the sought-after gated community of Kingsmill, with more than $...	4 beds \| 5 baths \| 4,278 sq.ft.	$1,275,000	Airbnb cash on cash: -2.01% Traditional cash on cash: 1.27% Airbnb Rental Income: $926 Traditional Rental Income: $4463 Airbnb ROI: -2.01% Traditional ROI: 1.27%
109 Pinehurst Williamsburg, VA Welcome to an extraordinary home with breathtaking views! Completely renovated, this stunn...	4 beds \| 4 baths \| N/A	$1,500,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 0.75% Airbnb Rental Income: $926 Traditional Rental Income: $3520 Airbnb ROI: -1.36% Traditional ROI: 0.75%
6342 Cordelia Road Williamsburg, VA Discover the lifestyle in Williamsburg's 55+, Colonial Heritage. This home is the popular...	3 beds \| 3 baths \| 1,936 sq.ft.	$535,200	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.47% Airbnb Rental Income: $1375 Traditional Rental Income: $2496 Airbnb ROI: -0.61% Traditional ROI: 2.47%
5312 Rockingham Drive Williamsburg, VA Charming 4 bed, 2 full baths, with over 2,000 sq ft of updated living space. Features incl...	4 beds \| 2 baths \| 2,008 sq.ft.	$440,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 3.93% Airbnb Rental Income: $926 Traditional Rental Income: $2408 Airbnb ROI: -0.5% Traditional ROI: 3.93%
1184 Jamestown Road unit: 19 #19 Williamsburg, VA Beautiful, well maintained, 1st floor condo just minutes from William & Mary and Colonial ...	1 beds \| 1 baths \| 792 sq.ft.	$179,900	Airbnb cash on cash: -1.53% Traditional cash on cash: 0.79% Airbnb Rental Income: $956 Traditional Rental Income: $1006 Airbnb ROI: -1.53% Traditional ROI: 0.79%
805 Lafayette Street Williamsburg, VA Located just minutes from the heart of Colonial Williamsburg and the College of William & ...	4 beds \| 4 baths \| 2,140 sq.ft.	$675,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.76% Airbnb Rental Income: $926 Traditional Rental Income: $2762 Airbnb ROI: -0.7% Traditional ROI: 2.76%
1749 Founders Hill S Williamsburg, VA Welcome to this stunning home that radiates warmth and hospitality. The impressive fa&#231...	4 beds \| 4 baths \| 4,221 sq.ft.	$1,170,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 0.59% Airbnb Rental Income: $926 Traditional Rental Income: $3365 Airbnb ROI: -1.97% Traditional ROI: 0.59%
2634 Jockeys Neck Trail Williamsburg, VA Located in Williamsburg's best kept secret, the Vineyards at Jockey's Neck, this fully ren...	4 beds \| 4 baths \| 4,083 sq.ft.	$1,199,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 1.29% Airbnb Rental Income: $926 Traditional Rental Income: $3345 Airbnb ROI: -1.18% Traditional ROI: 1.29%
1154 Duncan Drive Williamsburg, VA Move-in Ready 3BR, 1BA home 1151 SQFT. This beautifully updated home blends charm with mod...	3 beds \| 1 baths \| 1,151 sq.ft.	$279,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 4.93% Airbnb Rental Income: $1375 Traditional Rental Income: $1795 Airbnb ROI: 1.76% Traditional ROI: 4.93%
104 Captaine Graves Williamsburg, VA Nestled in the prestigious Kingsmill community, this stunning 5-bedroom, 4-bath home perfe...	5 beds \| 3 baths \| 3,334 sq.ft.	$975,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 2.49% Airbnb Rental Income: $3961 Traditional Rental Income: $3963 Airbnb ROI: 1.56% Traditional ROI: 2.49%
141 Enclave Court Williamsburg, VA This stunning luxury home, located within the prestigious Kingsmill Resort, offers unparal...	3 beds \| 4 baths \| 2,740 sq.ft.	$1,059,000	Airbnb cash on cash: -1.97% Traditional cash on cash: 0.17% Airbnb Rental Income: $1375 Traditional Rental Income: $3068 Airbnb ROI: -1.97% Traditional ROI: 0.17%

Real Estate investment in Williamsburg, VA

There are 304 properties for sale in the city of Williamsburg . The median list price in Williamsburg is $545,550 and the average price per square foot is $205. In October 2025, the average monthly cash on cash return in Williamsburg is 3.00%. The average monthly rental income in Williamsburg is $2,744.

Williamsburg, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 304 investment properties available for sale in Williamsburg.

In 2025, the best neighborhood to buy investment property is Williamsburg.

The ROI for Short-Term is higher than the Long-Term in Williamsburg with average rental income of $1,166.

Your search for investment property begins and ends here

Investment Property for Sale in Williamsburg, VA

164 Highland

Williamsburg, VA

4 beds | 4 baths | 4,296 sq.ft.

$1,250,000

Airbnb cash on cash: -1.33%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $926

Traditional Rental Income: $2539

Airbnb ROI: -1.33%

Traditional ROI: 0.36%

304 Hempstead Road

Williamsburg, VA

4 beds | 3 baths | 3,283 sq.ft.

$599,500

Airbnb cash on cash: -0.81%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $926

Traditional Rental Income: $2938

Airbnb ROI: -0.81%

Traditional ROI: 3.4%

124 Mathews Grant

Williamsburg, VA

4 beds | 3 baths | 2,910 sq.ft.

$790,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $926

Traditional Rental Income: $3193

Airbnb ROI: -1.23%

Traditional ROI: 2.32%

24 Mile Course

Williamsburg, VA

3 beds | 3 baths | 2,989 sq.ft.

$675,000

Airbnb cash on cash: -0.53%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $1375

Traditional Rental Income: $2748

Airbnb ROI: -0.53%

Traditional ROI: 2.32%

376 Merrimac Trail #211

Williamsburg, VA

2 beds | 2 baths | 1,462 sq.ft.

$189,900

Airbnb cash on cash: 0.95%

Traditional cash on cash: 7.96%

Airbnb Rental Income: $902

Traditional Rental Income: $1828

Airbnb ROI: 0.95%

Traditional ROI: 7.96%

122 Pelhams Ordinary

Williamsburg, VA

2 beds | 2 baths | 1,190 sq.ft.

$289,900

Airbnb cash on cash: -0.7%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $902

Traditional Rental Income: $1774

Airbnb ROI: -0.7%

Traditional ROI: 3.74%

376 Merrimac TRL

Williamsburg, VA

2 beds | 2 baths | N/A

$189,900

Airbnb cash on cash: 0.95%

Traditional cash on cash: 7.53%

Airbnb Rental Income: $902

Traditional Rental Income: $1751

Airbnb ROI: 0.95%

Traditional ROI: 7.53%

205 Haymaker Place

Williamsburg, VA

4 beds | 4 baths | 3,333 sq.ft.

$525,000

Airbnb cash on cash: -0.77%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $926

Traditional Rental Income: $3390

Airbnb ROI: -0.77%