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
304 Hempstead Road Williamsburg, VA PRICE IMPROVEMENT in Windsor Forest! This classic tri-level home blends striking architect...	4 beds \| 3 baths \| 3,283 sq.ft.	$625,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 3.22% Airbnb Rental Income: $4338 Traditional Rental Income: $2938 Airbnb ROI: 4.06% Traditional ROI: 3.22%
2152 Benomi Drive Williamsburg, VA Charming Retreat - Your Peaceful Oasis Awaits! Welcome to your dream escapeâa beaut...	4 beds \| 3 baths \| 2,700 sq.ft.	$530,000	Airbnb cash on cash: 4.9% Traditional cash on cash: 3.68% Airbnb Rental Income: $4338 Traditional Rental Income: $2823 Airbnb ROI: 4.9% Traditional ROI: 3.68%
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.	$685,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.27% Airbnb Rental Income: $2396 Traditional Rental Income: $2748 Airbnb ROI: 0.8% Traditional ROI: 2.27%
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.	$203,900	Airbnb cash on cash: 3.64% Traditional cash on cash: 7.36% Airbnb Rental Income: $1558 Traditional Rental Income: $1828 Airbnb ROI: 3.64% Traditional ROI: 7.36%
228 Bethune Drive Williamsburg, VA Step right into your dream home nestled on a quiet cul-de-sac, just moments away from the ...	3 beds \| 3 baths \| 1,830 sq.ft.	$399,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 4.52% Airbnb Rental Income: $2396 Traditional Rental Income: $2461 Airbnb ROI: 2.78% Traditional ROI: 4.52%
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.	$299,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 3.59% Airbnb Rental Income: $1558 Traditional Rental Income: $1774 Airbnb ROI: 1.23% Traditional ROI: 3.59%
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	$203,900	Airbnb cash on cash: 3.64% Traditional cash on cash: 6.96% Airbnb Rental Income: $1558 Traditional Rental Income: $1751 Airbnb ROI: 3.64% Traditional ROI: 6.96%
4208 Pillar Williamsburg, VA This stunning 3-bedroom, 2-bathroom home at 4208 Pillar Drive in Williamsburg, VA, offers ...	3 beds \| 2 baths \| 1,280 sq.ft.	$300,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 4.59% Airbnb Rental Income: $2396 Traditional Rental Income: $1978 Airbnb ROI: 3.99% Traditional ROI: 4.59%
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: 4.16% Traditional cash on cash: 9.38% Airbnb Rental Income: $1558 Traditional Rental Income: $2039 Airbnb ROI: 4.16% Traditional ROI: 9.38%
5320 Queen Bishop Lane Williamsburg, VA Welcome to your dream home! This neighborhood offers a great sense of community with tranq...	3 beds \| 4 baths \| 2,738 sq.ft.	$530,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 3.75% Airbnb Rental Income: $2396 Traditional Rental Income: $2809 Airbnb ROI: 1.73% Traditional ROI: 3.75%
4665 Westhampton Williamsburg, VA WOW!!! THE BEST VALUE in Colonial Heritage! Discover this beautifully maintained Marjoram...	4 beds \| 4 baths \| 4,681 sq.ft.	$499,900	Airbnb cash on cash: 5.22% Traditional cash on cash: 5.3% Airbnb Rental Income: $4338 Traditional Rental Income: $3463 Airbnb ROI: 5.22% Traditional ROI: 5.3%
107 Candlestick Place Williamsburg, VA Welcome to this fabulous 4-bedroom home located in the highly sought-after Williamsburg Bl...	4 beds \| 3 baths \| 2,180 sq.ft.	$510,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 3.99% Airbnb Rental Income: $4338 Traditional Rental Income: $2787 Airbnb ROI: 5.33% Traditional ROI: 3.99%
6310 Cordelia Road Williamsburg, VA Welcome to Colonial Heritage, Williamsburgâs top 55+ gated community! This beautiful 3-b...	3 beds \| 3 baths \| 1,936 sq.ft.	$499,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 3.42% Airbnb Rental Income: $2396 Traditional Rental Income: $2467 Airbnb ROI: 2.01% Traditional ROI: 3.42%
115 Tayside Williamsburg, VA Come see 115 Tayside in Ford's Colony! One floor living with hardwood floors and loads of ...	4 beds \| 3 baths \| N/A	$650,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 2.88% Airbnb Rental Income: $4338 Traditional Rental Income: $2984 Airbnb ROI: 3.61% Traditional ROI: 2.88%
609 Schooner Boulevard Williamsburg, VA Incredible location in the sought after Creekside Landing, Upper York County. Community Am...	4 beds \| 3 baths \| 3,660 sq.ft.	$631,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 2.88% Airbnb Rental Income: $4338 Traditional Rental Income: $2841 Airbnb ROI: 3.87% Traditional ROI: 2.88%
135 Kingdom Of Fife Williamsburg, VA Welcome to 135 Kingdom of Fife in Fordâs Colony, one of Williamsburgâs premier gated c...	5 beds \| 5 baths \| 3,872 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $4592 Airbnb ROI: N/A Traditional ROI: 3.62%
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.	$550,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.39% Airbnb Rental Income: $2396 Traditional Rental Income: $2749 Airbnb ROI: 1.56% Traditional ROI: 3.39%
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: 3.74% Traditional cash on cash: 4.93% Airbnb Rental Income: $2396 Traditional Rental Income: $2174 Airbnb ROI: 3.74% Traditional ROI: 4.93%
111 Braddock Road Williamsburg, VA This classic Colonial Revival has been thoughtfully renovated with major updates completed...	4 beds \| 3 baths \| 2,468 sq.ft.	$485,000	Airbnb cash on cash: 5.83% Traditional cash on cash: 4.89% Airbnb Rental Income: $4338 Traditional Rental Income: $2999 Airbnb ROI: 5.83% Traditional ROI: 4.89%
4321 Sconce Williamsburg, VA Not every home in this sought-after Williamsburg neighborhood offers a first-floor guest b...	3 beds \| 3 baths \| N/A	$299,990	Airbnb cash on cash: 3.97% Traditional cash on cash: 5.18% Airbnb Rental Income: $2396 Traditional Rental Income: $2150 Airbnb ROI: 3.97% Traditional ROI: 5.18%
4001 Driftwood Way Williamsburg, VA Bright & Spacious 4 Bedroom Home with Gorgeous Pond Views! Lovely Front Room flows into F...	4 beds \| 3 baths \| 1,975 sq.ft.	$419,000	Airbnb cash on cash: 6.7% Traditional cash on cash: 4.89% Airbnb Rental Income: $4338 Traditional Rental Income: $2713 Airbnb ROI: 6.7% Traditional ROI: 4.89%
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.	$1,225,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 1.13% Airbnb Rental Income: $2396 Traditional Rental Income: $3037 Airbnb ROI: 0.05% Traditional ROI: 1.13%
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.	$675,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 1.79% Airbnb Rental Income: $2396 Traditional Rental Income: $2409 Airbnb ROI: 0.84% Traditional ROI: 1.79%
112 Stone Bridge Williamsburg, VA Impeccably maintained, transitional home in the heart of Fordâs Colony, Williamsburgâs...	4 beds \| 3 baths \| 2,710 sq.ft.	$715,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.44% Airbnb Rental Income: $4338 Traditional Rental Income: $2991 Airbnb ROI: 3.1% Traditional ROI: 2.44%
2504 William Tankard Drive Williamsburg, VA Location, Location! This prestigious neighborhood is nestled close to Jamestown Settlement...	4 beds \| 5 baths \| 3,114 sq.ft.	$689,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 4.62% Airbnb Rental Income: $4338 Traditional Rental Income: $4275 Airbnb ROI: 3.3% Traditional ROI: 4.62%
50 James Square Williamsburg, VA Reduced $15,500, priced well under market value. Townhome in desirable location just 2.5 m...	3 beds \| 2 baths \| 1,280 sq.ft.	$249,500	Airbnb cash on cash: 4.89% Traditional cash on cash: 5.46% Airbnb Rental Income: $2396 Traditional Rental Income: $1943 Airbnb ROI: 4.89% Traditional ROI: 5.46%
201 Crystal Lane Williamsburg, VA First floor Master bedroom with tray ceiling, plantation shutters, and walk in closet. Ma...	3 beds \| 3 baths \| 2,110 sq.ft.	$400,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 4.49% Airbnb Rental Income: $2396 Traditional Rental Income: $2578 Airbnb ROI: 2.44% Traditional ROI: 4.49%
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: 2.68% Traditional cash on cash: 3.94% Airbnb Rental Income: $2396 Traditional Rental Income: $2248 Airbnb ROI: 2.68% Traditional ROI: 3.94%
405 Queens Crescent Williamsburg, VA Welcome to this beautifully updated condo in the LaFontaine community! This home features ...	2 beds \| 3 baths \| 1,204 sq.ft.	$267,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 5.92% Airbnb Rental Income: $1558 Traditional Rental Income: $1996 Airbnb ROI: 2.4% Traditional ROI: 5.92%
376 Merrimac Trail #614 Williamsburg, VA Welcome to the most elegant, beautifully updated and meticulously maintained condo in the ...	2 beds \| 2 baths \| 1,462 sq.ft.	$225,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 6.69% Airbnb Rental Income: $1558 Traditional Rental Income: $1844 Airbnb ROI: 3.24% Traditional ROI: 6.69%
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.	$565,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 2.94% Airbnb Rental Income: $4338 Traditional Rental Income: $2667 Airbnb ROI: 4.38% Traditional ROI: 2.94%
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: 0.39% Traditional cash on cash: 1.27% Airbnb Rental Income: $4338 Traditional Rental Income: $4463 Airbnb ROI: 0.39% 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: 0.68% Traditional cash on cash: 0.75% Airbnb Rental Income: $4338 Traditional Rental Income: $3520 Airbnb ROI: 0.68% Traditional ROI: 0.75%
206 Nina Lane Williamsburg, VA Meticulously maintained and move-in ready, this solid brick ranch with a one-car garage si...	3 beds \| 2 baths \| 1,456 sq.ft.	$374,500	Airbnb cash on cash: 3.24% Traditional cash on cash: 3.92% Airbnb Rental Income: $2396 Traditional Rental Income: $2048 Airbnb ROI: 3.24% Traditional ROI: 3.92%
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: 1.09% Traditional cash on cash: 2.47% Airbnb Rental Income: $2396 Traditional Rental Income: $2496 Airbnb ROI: 1.09% 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.	$455,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 3.77% Airbnb Rental Income: $4338 Traditional Rental Income: $2408 Airbnb ROI: 6.16% Traditional ROI: 3.77%
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: -2.08% Traditional cash on cash: 0.79% Airbnb Rental Income: $844 Traditional Rental Income: $1006 Airbnb ROI: -2.08% 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: 3.81% Traditional cash on cash: 2.76% Airbnb Rental Income: $4338 Traditional Rental Income: $2762 Airbnb ROI: 3.81% Traditional ROI: 2.76%

Real Estate investment in Williamsburg, VA

There are 357 properties for sale in the city of Williamsburg . The median list price in Williamsburg is $540,000 and the average price per square foot is $201. In September 2025, the average monthly cash on cash return in Williamsburg is 3.00%. The average monthly rental income in Williamsburg is $2,710.

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

There are 357 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 $2,396.

Your search for investment property begins and ends here

Investment Property for Sale in Williamsburg, VA

304 Hempstead Road

Williamsburg, VA

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

$625,000

Airbnb cash on cash: 4.06%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $4338

Traditional Rental Income: $2938

Airbnb ROI: 4.06%

Traditional ROI: 3.22%

2152 Benomi Drive

Williamsburg, VA

4 beds | 3 baths | 2,700 sq.ft.

$530,000

Airbnb cash on cash: 4.9%

Traditional cash on cash: 3.68%

Airbnb Rental Income: $4338

Traditional Rental Income: $2823

Airbnb ROI: 4.9%

Traditional ROI: 3.68%

24 Mile Course

Williamsburg, VA

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

$685,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $2396

Traditional Rental Income: $2748

Airbnb ROI: 0.8%

Traditional ROI: 2.27%

376 Merrimac Trail #211

Williamsburg, VA

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

$203,900

Airbnb cash on cash: 3.64%

Traditional cash on cash: 7.36%

Airbnb Rental Income: $1558

Traditional Rental Income: $1828

Airbnb ROI: 3.64%

Traditional ROI: 7.36%

228 Bethune Drive

Williamsburg, VA

3 beds | 3 baths | 1,830 sq.ft.

$399,000

Airbnb cash on cash: 2.78%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $2396

Traditional Rental Income: $2461

Airbnb ROI: 2.78%

Traditional ROI: 4.52%

122 Pelhams Ordinary

Williamsburg, VA

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

$299,900

Airbnb cash on cash: 1.23%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $1558

Traditional Rental Income: $1774

Airbnb ROI: 1.23%

Traditional ROI: 3.59%

376 Merrimac TRL

Williamsburg, VA

2 beds | 2 baths | N/A

$203,900

Airbnb cash on cash: 3.64%

Traditional cash on cash: 6.96%

Airbnb Rental Income: $1558

Traditional Rental Income: $1751

Airbnb ROI: 3.64%

Traditional ROI: 6.96%

4208 Pillar

Williamsburg, VA

3 beds | 2 baths | 1,280 sq.ft.

$300,000

Airbnb cash on cash: 3.99%

Traditional cash on cash: 4.59%

Airbnb Rental Income: $2396

Traditional Rental Income: $1978

Airbnb ROI: 3.99%