Real Estate Investment Properties for Sale in Williamsburg, KY

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

Explore a variety of short-term homes & houses in Williamsburg, KY. Invest wisely with VRBO & Williamsburg, KY 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, KY

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
37 Kerr Court WILLIAMSBURG, KY Charming 3 Bedroom Home in Williamsburg, KY - Your Dream Awaits! 🌳 Discover you...	3 beds \| 2 baths \| 1,842 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.25% Airbnb Rental Income: $null Traditional Rental Income: $2337 Airbnb ROI: N/A Traditional ROI: 8.25%
234 Sunshine Drive WILLIAMSBURG, KY Suburban living at its finest! Step onto your spacious, private, covered front porch and i...	3 beds \| 4 baths \| 3,295 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $3243 Airbnb ROI: N/A Traditional ROI: 4.46%
663 Red Bird Road WILLIAMSBURG, KY Discover your perfect retreat in this beautiful one and a half story home featuring. Nestl...	4 beds \| 3 baths \| 2,510 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.64% Airbnb Rental Income: $null Traditional Rental Income: $2863 Airbnb ROI: N/A Traditional ROI: 6.64%
511 Moore Road WILLIAMSBURG, KY Stunning Full-Brick Home with Expansive Living Space in Williamsburg, Kentucky Welcome ...	3 beds \| 2 baths \| 1,900 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.67% Airbnb Rental Income: $null Traditional Rental Income: $2476 Airbnb ROI: N/A Traditional ROI: 8.67%
245 Upper Bar Hill Road WILLIAMSBURG, KY This exquisite 4-bedroom, 2 Â½-bathroom home offers a unique opportunity to embrace a tran...	4 beds \| 3 baths \| 1,735 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.18% Airbnb Rental Income: $null Traditional Rental Income: $2320 Airbnb ROI: N/A Traditional ROI: 8.18%
1034 New Zion Road WILLIAMSBURG, KY Welcome to your dream retreat. This stunning 54 acre (surveyed)offers a perfect blend of ...	5 beds \| 5 baths \| 5,003 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $4846 Airbnb ROI: N/A Traditional ROI: 5.25%
315 Maple Creek Road WILLIAMSBURG, KY Come take a look at this cozy 2 bedroom 1 bath home located in Williamsburg. It is move in...	2 beds \| 1 baths \| 800 sq.ft.	$155,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 7.54% Airbnb Rental Income: $1473 Traditional Rental Income: $1380 Airbnb ROI: 5.24% Traditional ROI: 7.54%
20 Hemlock Subdivision Road WILLIAMSBURG, KY This spacious property features a charming house with 4 bedrooms and 2.5 baths, perfect fo...	4 beds \| 3 baths \| 2,178 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.88% Airbnb Rental Income: $null Traditional Rental Income: $2712 Airbnb ROI: N/A Traditional ROI: 6.88%
315 Sukey Hollow Road WILLIAMSBURG, KY Country living at its best. Enjoy this beautiful home that sits off the road at the end of...	4 beds \| 3 baths \| 2,000 sq.ft.	$294,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.55% Airbnb Rental Income: $null Traditional Rental Income: $2577 Airbnb ROI: N/A Traditional ROI: 7.55%
1553 Craig Road WILLIAMSBURG, KY *MOTIVATED SELLERS! . Escape to the peace and beauty of the countryside with this spacious...	4 beds \| 2 baths \| 2,784 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.94% Airbnb Rental Income: $null Traditional Rental Income: $2720 Airbnb ROI: N/A Traditional ROI: 5.94%
130 Shiner Church Road WILLIAMSBURG, KY Farm Land! Farm Land! Farm Land! Tax records reflect 29.72Â± acres of beautiful country...	3 beds \| 2 baths \| 1,720 sq.ft.	$635,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.7% Airbnb Rental Income: $null Traditional Rental Income: $2298 Airbnb ROI: N/A Traditional ROI: 2.7%
558 Upper Mulberry Road WILLIAMSBURG, KY Move-in Ready! Escape to the tranquility of Whitley County with this charming and seclu...	4 beds \| 2 baths \| 1,520 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.01% Airbnb Rental Income: $null Traditional Rental Income: $2334 Airbnb ROI: N/A Traditional ROI: 10.01%
51 Smith Court Court WILLIAMSBURG, KY Discover unparalleled comfort and privacy in this expansive 3,000+ square foot residence, ...	4 beds \| 4 baths \| 4,374 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.2% Airbnb Rental Income: $null Traditional Rental Income: $2701 Airbnb ROI: N/A Traditional ROI: 9.2%
24 Cardinal Heights Road WILLIAMSBURG, KY This spacious 1,701 sq ft home features 4 bedrooms and 1 bathroom, with a variety of recen...	4 beds \| 1 baths \| 1,701 sq.ft.	$209,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.33% Airbnb Rental Income: $null Traditional Rental Income: $1971 Airbnb ROI: N/A Traditional ROI: 8.33%
400 Buc Road WILLIAMSBURG, KY Come take a look at this beautiful well-maintained home! Country wooded vibes but convenie...	3 beds \| 2 baths \| 1,744 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.93% Airbnb Rental Income: $null Traditional Rental Income: $2335 Airbnb ROI: N/A Traditional ROI: 8.93%
168 E Kidd School Road WILLIAMSBURG, KY Discover your private retreat in Williamsburg Ky with this spacious 2024 sq ft manufacture...	4 beds \| 2 baths \| 2,024 sq.ft.	$280,800	Airbnb cash on cash: N/A Traditional cash on cash: 7.67% Airbnb Rental Income: $null Traditional Rental Income: $2491 Airbnb ROI: N/A Traditional ROI: 7.67%
52 Curd Avenue WILLIAMSBURG, KY Check out this beautiful 3-bedroom, 3-bath home located at 52 Curd Ave in Williamsburg! Co...	3 beds \| 3 baths \| 1,602 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.5% Airbnb Rental Income: $null Traditional Rental Income: $2302 Airbnb ROI: N/A Traditional ROI: 7.5%
510 Moore Road WILLIAMSBURG, KY New construction in Williamsburg priced to sell! This 3-bedroom, 2.5 bath, 2-car garage ...	3 beds \| 3 baths \| 1,680 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.51% Airbnb Rental Income: $null Traditional Rental Income: $2354 Airbnb ROI: N/A Traditional ROI: 8.51%
3025 W Hwy 204 WILLIAMSBURG, KY This 3-bedroom, 1-bath home sits on a charming country corner lot right between Williamsbu...	3 beds \| 1 baths \| 1,050 sq.ft.	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.78% Airbnb Rental Income: $null Traditional Rental Income: $1117 Airbnb ROI: N/A Traditional ROI: 8.78%
219 W W Haven Drive WILLIAMSBURG, KY Location, location, location! Welcome to 219 W Haven Drive, where comfort meets convenienc...	3 beds \| 2 baths \| 1,104 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $2031 Airbnb ROI: N/A Traditional ROI: 5.27%
51 & 1307 Plum & Peach Lane Road WILLIAMSBURG, KY Escape to your own private oasis just 10 miles from the breathtaking Cumberland Falls Stat...	3 beds \| 2 baths \| 1,280 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $1117 Airbnb ROI: N/A Traditional ROI: 3.82%
110 Edgewood Drive WILLIAMSBURG, KY Beautifully constructed home with 2000 SF +/- with Hardi board siding sitting on .50 acres...	3 beds \| 3 baths \| 2,000 sq.ft.	$419,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.75% Airbnb Rental Income: $null Traditional Rental Income: $1117 Airbnb ROI: N/A Traditional ROI: 0.75%
1089 Louden Road WILLIAMSBURG, KY Welcome home! Looking to live a little off the beaten path where life moves a little bit s...	2 beds \| 1 baths \| 700 sq.ft.	$120,000	Airbnb cash on cash: 6.32% Traditional cash on cash: 5.35% Airbnb Rental Income: $1473 Traditional Rental Income: $926 Airbnb ROI: 6.32% Traditional ROI: 5.35%
87 Pilot Drive WILLIAMSBURG, KY Well-maintained 2,430 sq. ft. manufactured home on a permanent block foundation with 4 bed...	4 beds \| 3 baths \| 2,430 sq.ft.	$219,500	Airbnb cash on cash: N/A Traditional cash on cash: 11.61% Airbnb Rental Income: $null Traditional Rental Income: $2891 Airbnb ROI: N/A Traditional ROI: 11.61%
90 Prindle Street WILLIAMSBURG, KY Conveniently located within city limits, this charming 1.5-story home offers 3 bedrooms an...	3 beds \| 1 baths \| 1,200 sq.ft.	$205,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $1117 Airbnb ROI: N/A Traditional ROI: 3.41%
395 Lloyd Wilson Road WILLIAMSBURG, KY Jump start your farm with 84 acres of mostly cleared pasture and a 2920 sf home! This prop...	3 beds \| 2 baths \| N/A	$690,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.31% Airbnb Rental Income: $null Traditional Rental Income: $1489 Airbnb ROI: N/A Traditional ROI: 0.31%
62 Windy Hill Lane WILLIAMSBURG, KY March into Homeownership this Spring: Charming 3-Bedroom, 1.5-Bath Home - Move-In Ready! ...	3 beds \| 2 baths \| 1,066 sq.ft.	$169,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.51% Airbnb Rental Income: $null Traditional Rental Income: $1929 Airbnb ROI: N/A Traditional ROI: 9.51%
100 Prindle Street WILLIAMSBURG, KY Beautiful brick home with four bedrooms, living room, eat-in-kitchen, sunroom, and laundry...	4 beds \| 3 baths \| 1,438 sq.ft.	$274,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.82% Airbnb Rental Income: $null Traditional Rental Income: $2379 Airbnb ROI: N/A Traditional ROI: 7.82%
269 MacBennett Drive WILLIAMSBURG, KY You're going to love this remodeled home. Everything you could ask for, Including a white ...	4 beds \| 3 baths \| 3,264 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.53% Airbnb Rental Income: $null Traditional Rental Income: $3025 Airbnb ROI: N/A Traditional ROI: 7.53%
152 N 11th Street WILLIAMSBURG, KY Beautiful two-story home with stone and vinyl siding sitting on .75 acres close to the cit...	5 beds \| 4 baths \| 3,800 sq.ft.	$679,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $3675 Airbnb ROI: N/A Traditional ROI: 3.8%

Real Estate investment in Williamsburg, KY

There are 30 properties for sale in the city of Williamsburg . The median list price in Williamsburg is $249,000 and the average price per square foot is $130. In September 2025, the average monthly cash on cash return in Williamsburg is 8.00%. The average monthly rental income in Williamsburg is $2,311.

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

There are 30 investment properties available for sale in Williamsburg.

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

The ROI for Long-Term is higher than the Short-Term in Williamsburg with average rental income of $2,311.

Your search for investment property begins and ends here

Investment Property for Sale in Williamsburg, KY

37 Kerr Court

WILLIAMSBURG, KY

3 beds | 2 baths | 1,842 sq.ft.

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.25%

Airbnb Rental Income: $null

Traditional Rental Income: $2337

Airbnb ROI: N/A

Traditional ROI: 8.25%

234 Sunshine Drive

WILLIAMSBURG, KY

3 beds | 4 baths | 3,295 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.46%

Airbnb Rental Income: $null

Traditional Rental Income: $3243

Airbnb ROI: N/A

Traditional ROI: 4.46%

663 Red Bird Road

WILLIAMSBURG, KY

4 beds | 3 baths | 2,510 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.64%

Airbnb Rental Income: $null

Traditional Rental Income: $2863

Airbnb ROI: N/A

Traditional ROI: 6.64%

511 Moore Road

WILLIAMSBURG, KY

3 beds | 2 baths | 1,900 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2476

Airbnb ROI: N/A

Traditional ROI: 8.67%

245 Upper Bar Hill Road

WILLIAMSBURG, KY

4 beds | 3 baths | 1,735 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2320

Airbnb ROI: N/A

Traditional ROI: 8.18%

1034 New Zion Road

WILLIAMSBURG, KY

5 beds | 5 baths | 5,003 sq.ft.

$799,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.25%

Airbnb Rental Income: $null

Traditional Rental Income: $4846

Airbnb ROI: N/A

Traditional ROI: 5.25%

315 Maple Creek Road

WILLIAMSBURG, KY

2 beds | 1 baths | 800 sq.ft.

$155,000

Airbnb cash on cash: 5.24%

Traditional cash on cash: 7.54%

Airbnb Rental Income: $1473

Traditional Rental Income: $1380

Airbnb ROI: 5.24%

Traditional ROI: 7.54%

20 Hemlock Subdivision Road

WILLIAMSBURG, KY

4 beds | 3 baths | 2,178 sq.ft.

$339,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.88%

Airbnb Rental Income: $null

Traditional Rental Income: $2712

Airbnb ROI: N/A