Real Estate Investment Properties for Sale in Woodstock, IL

Looking for investment property in Woodstock, IL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8318 Trinity Trail Woodstock, IL PROPOSED NEW CONTRUCTION ~ BUILD YOUR DREAM HOME HERE! 4 BEDROOM, 2.5 BATHS, STUDY, BASEM...	4 beds \| 4 baths \| 3,200 sq.ft.	$709,580	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $3987 Airbnb ROI: N/A Traditional ROI: 4.66%
113 E Donovan Avenue Woodstock, IL Opportunity Knocks Check out this great solid home. Featuring 2 bedrooms 1 bath with nice ...	2 beds \| 1 baths \| 871 sq.ft.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.08% Airbnb Rental Income: $null Traditional Rental Income: $1764 Airbnb ROI: N/A Traditional ROI: 6.08%
8307 Trinity Trail Woodstock, IL PROPOSED NEW CONSTRUCTION, 4 BEDROOM, 2 STORY HOUSE WITH 2.5 BATHROOMS AND BASEMENT. LOFT...	4 beds \| 3 baths \| 3,320 sq.ft.	$693,580	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $3387 Airbnb ROI: N/A Traditional ROI: 3.9%
118 Sunshine Lane Woodstock, IL Beautifully updated and ready for new owners, this home features a stunning new kitchen eq...	5 beds \| 2 baths \| 2,054 sq.ft.	$369,700	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $2864 Airbnb ROI: N/A Traditional ROI: 5.19%
5116 Mt Thabor Road Woodstock, IL Welcome to your dream horse property! This spacious farmhouse boasts 3 bedrooms, 2 full up...	3 beds \| 2 baths \| 2,272 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.8% Airbnb Rental Income: $null Traditional Rental Income: $2586 Airbnb ROI: N/A Traditional ROI: 0.8%
523 Saint Johns Road Woodstock, IL This charming and spacious home features four bedrooms and three full bathrooms, providing...	3 beds \| 3 baths \| 1,937 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.78% Airbnb Rental Income: $null Traditional Rental Income: $2731 Airbnb ROI: N/A Traditional ROI: 4.78%
10703 Allendale Road Woodstock, IL Thoughtfully composed improvements have been executed to the highest standard of quality t...	4 beds \| 6 baths \| 6,375 sq.ft.	$1,799,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.9% Airbnb Rental Income: $null Traditional Rental Income: $6071 Airbnb ROI: N/A Traditional ROI: 1.9%
3210 BOERDERIJ Way Woodstock, IL Welcome to your dream home located at 3210 Boerderij Way in the charming Dutch Hollow subd...	4 beds \| 4 baths \| 4,162 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $3963 Airbnb ROI: N/A Traditional ROI: 3.98%
502 RAFFEL Road Woodstock, IL You will fall in Love! English Country Cottage on over 1.5+acres features a gated driveway...	4 beds \| 3 baths \| N/A	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.48% Airbnb Rental Income: $null Traditional Rental Income: $3243 Airbnb ROI: N/A Traditional ROI: 5.48%
16306 Kishwaukee Valley Road Woodstock, IL From the moment you drive through the gates you'll want to call this one home. Stunning 50...	3 beds \| 3 baths \| 5,000 sq.ft.	$949,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.3% Airbnb Rental Income: $null Traditional Rental Income: $2473 Airbnb ROI: N/A Traditional ROI: 0.3%
1961 Hilltop Court Woodstock, IL This home truly has it all! Ranch home with 3 bedrooms 2 bathrooms. The layout of the main...	3 beds \| 2 baths \| 1,064 sq.ft.	$264,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2278 Airbnb ROI: N/A Traditional ROI: 5.5%
371 Lincoln Avenue Woodstock, IL Welcome home to this stunning and beautifully rehabbed five bedroom, two-and-a-half-bathro...	5 beds \| 3 baths \| 2,510 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.34% Airbnb Rental Income: $null Traditional Rental Income: $3098 Airbnb ROI: N/A Traditional ROI: 5.34%
632 Hickman Lane Woodstock, IL Don't miss this all-brick 4 bed/3.1 bath gem in Fairview Estates which offers a blend of e...	5 beds \| 4 baths \| 5,167 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $3906 Airbnb ROI: N/A Traditional ROI: 3%
Lot 81 Indigo Lane Woodstock, IL Brand new Construction (to be built)! Be the first enjoy this custom built property in the...	3 beds \| 3 baths \| 1,802 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.08% Airbnb Rental Income: $null Traditional Rental Income: $2836 Airbnb ROI: N/A Traditional ROI: 6.08%
241 Barn Swallow Drive Woodstock, IL Return to the glory of yesteryear without the headaches of a one hundred year old plus hom...	3 beds \| 3 baths \| 2,712 sq.ft.	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.58% Airbnb Rental Income: $null Traditional Rental Income: $3173 Airbnb ROI: N/A Traditional ROI: 4.58%
1528 Tappan Street Woodstock, IL Welcome to this beautifully updated 2-bedroom, 1-bathroom ranch home that perfectly blends...	2 beds \| 1 baths \| 1,044 sq.ft.	$239,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $1610 Airbnb ROI: N/A Traditional ROI: 3.63%
321-323 Hayward Street Woodstock, IL INVESTMENT PROPERTY THREE blocks from Downtown Woodstock!! This charming duplex offers two...	4 beds \| N/A baths \| N/A	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2269 Airbnb ROI: N/A Traditional ROI: 3.07%
229-231 Mchenry Avenue Woodstock, IL Beautifully updated side-by-side duplex featuring 3 bedrooms and 1 bath in each unit, just...	6 beds \| N/A baths \| N/A	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.72% Airbnb Rental Income: $null Traditional Rental Income: $1906 Airbnb ROI: N/A Traditional ROI: 1.72%

Real Estate investment in Woodstock, IL

There are 26 properties for sale in the city of Woodstock . The median list price in Woodstock is $399,900 and the average price per square foot is $161. In December 2024, the average monthly cash on cash return in Woodstock is 5.00%. The average monthly rental income in Woodstock is $2,830.

Woodstock, IL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 26 investment properties available for sale in Woodstock.

The ROI for Short-Term is higher than the Long-Term in Woodstock with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Woodstock, IL

8318 Trinity Trail

Woodstock, IL

4 beds | 4 baths | 3,200 sq.ft.

$709,580

Airbnb cash on cash: N/A

Traditional cash on cash: 4.66%

Airbnb Rental Income: $null

Traditional Rental Income: $3987

Airbnb ROI: N/A

Traditional ROI: 4.66%

113 E Donovan Avenue

Woodstock, IL

2 beds | 1 baths | 871 sq.ft.

$189,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.08%

Airbnb Rental Income: $null

Traditional Rental Income: $1764

Airbnb ROI: N/A

Traditional ROI: 6.08%

8307 Trinity Trail

Woodstock, IL

4 beds | 3 baths | 3,320 sq.ft.

$693,580

Airbnb cash on cash: N/A

Traditional cash on cash: 3.9%

Airbnb Rental Income: $null

Traditional Rental Income: $3387

Airbnb ROI: N/A

Traditional ROI: 3.9%

118 Sunshine Lane

Woodstock, IL

5 beds | 2 baths | 2,054 sq.ft.

$369,700

Airbnb cash on cash: N/A

Traditional cash on cash: 5.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2864

Airbnb ROI: N/A

Traditional ROI: 5.19%

5116 Mt Thabor Road

Woodstock, IL

3 beds | 2 baths | 2,272 sq.ft.

$1,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2586

Airbnb ROI: N/A

Traditional ROI: 0.8%

523 Saint Johns Road

Woodstock, IL

3 beds | 3 baths | 1,937 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2731

Airbnb ROI: N/A

Traditional ROI: 4.78%

10703 Allendale Road

Woodstock, IL

4 beds | 6 baths | 6,375 sq.ft.

$1,799,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.9%

Airbnb Rental Income: $null

Traditional Rental Income: $6071

Airbnb ROI: N/A

Traditional ROI: 1.9%

3210 BOERDERIJ Way

Woodstock, IL

4 beds | 4 baths | 4,162 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.98%

Airbnb Rental Income: $null

Traditional Rental Income: $3963

Airbnb ROI: N/A