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.

Single Family Homes for Sale in Woodstock, IL

Search for Single Family Residential for Sale in Woodstock, Illinois. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 54 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2200 Serenity Ln Woodstock, IL Welcome home to this move-in ready 3-bedroom, 2.1-bath quad-level in the desirable Ponds o...	3 beds \| 2 baths \| 2,124 sq.ft.	$392,500	Airbnb cash on cash: 0.74% Traditional cash on cash: 4.18% Airbnb Rental Income: $2039 Traditional Rental Income: $2802 Airbnb ROI: 0.74% Traditional ROI: 4.18%
708 S Rose Farm Rd Woodstock, IL Exceptional 20-Acre Equestrian Estate with Grand Home, Private Apartment & Premier Facilit...	5 beds \| 4 baths \| 4,084 sq.ft.	$2,150,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 0.77% Airbnb Rental Income: $2181 Traditional Rental Income: $4706 Airbnb ROI: -0.75% Traditional ROI: 0.77%
1322 Bull Valley Dr Woodstock, IL INCREDIBLE OPPORTUNITY - BUILD YOUR DREAM HOME TODAY! This stunning new construction home ...	4 beds \| 5 baths \| 5,549 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.16% Airbnb Rental Income: $null Traditional Rental Income: $5173 Airbnb ROI: N/A Traditional ROI: 1.16%
13616 Route 176 Woodstock, IL Welcome to your private retreat in Woodstock! This beautiful 3-bedroom, 3-bathroom home is...	3 beds \| 3 baths \| 6,521 sq.ft.	$589,900	Airbnb cash on cash: -2.74% Traditional cash on cash: -0.38% Airbnb Rental Income: $2039 Traditional Rental Income: $2893 Airbnb ROI: -2.74% Traditional ROI: -0.38%
8201 Austin Trl Woodstock, IL Proposed new construction! Incredible opportunity to own a brand new home in unincorporate...	4 beds \| 3 baths \| 3,200 sq.ft.	$895,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.66% Airbnb Rental Income: $null Traditional Rental Income: $3360 Airbnb ROI: N/A Traditional ROI: 0.66%
8106 Austin Trl Woodstock, IL Proposed new construction by U.S. Home Builders! This 2,200 sq ft ranch on the Woodstock-C...	4 beds \| 2 baths \| 2,000 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.98% Airbnb Rental Income: $null Traditional Rental Income: $3052 Airbnb ROI: N/A Traditional ROI: 0.98%
8210 Austin Trl Woodstock, IL Proposed new construction by U.S. Home Builders! This 3,200 sq ft home on the Woodstock-Cr...	4 beds \| 2 baths \| 3,200 sq.ft.	$875,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.59% Airbnb Rental Income: $null Traditional Rental Income: $3230 Airbnb ROI: N/A Traditional ROI: 0.59%
8205 Austin Trl Woodstock, IL Proposed new construction by U.S. Home Builders! This 3,200 sq ft two-story option on the ...	5 beds \| 2 baths \| 3,200 sq.ft.	$949,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 0.55% Airbnb Rental Income: $2181 Traditional Rental Income: $3458 Airbnb ROI: -1.52% Traditional ROI: 0.55%
2732 Woodworth Ave Woodstock, IL Welcome home to 2732 Woodworth Ave. In the well sought out Apple Creek Estates subdivision...	3 beds \| 2 baths \| 1,988 sq.ft.	$415,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.77% Airbnb Rental Income: $2039 Traditional Rental Income: $3206 Airbnb ROI: 0.41% Traditional ROI: 4.77%
3914 Riverwoods Dr Woodstock, IL SPECIAL FINANCING OFFERS AVAILABLE! READY FOR FEBRUARY DELIVERY! Homesite # 0026. Take in ...	4 beds \| 2 baths \| 2,362 sq.ft.	$454,635	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $3187 Airbnb ROI: N/A Traditional ROI: 3.71%
3920 Riverwoods Dr Woodstock, IL SPECIAL FINANCING OFFERS AVAILABLE! READY FOR FEBRUARY DELIVERY! Homesite# 0027. Step into...	3 beds \| 2 baths \| 1,965 sq.ft.	$454,110	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.87% Airbnb Rental Income: $2039 Traditional Rental Income: $2790 Airbnb ROI: -0.11% Traditional ROI: 2.87%
2006 Serenity Ln Woodstock, IL Welcome to this beautiful Dearborn model built in 2022, located in the highly sought-after...	3 beds \| 2 baths \| 2,403 sq.ft.	$415,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 3.65% Airbnb Rental Income: $2039 Traditional Rental Income: $3006 Airbnb ROI: -0.2% Traditional ROI: 3.65%
14716 Il Route 176 Hwy Woodstock, IL This is truly your dream ranch! Ready to welcome you, your horses and business sitting on ...	4 beds \| 3 baths \| 2,910 sq.ft.	$664,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.46% Airbnb Rental Income: $null Traditional Rental Income: $3107 Airbnb ROI: N/A Traditional ROI: 2.46%
526 W Jackson St Woodstock, IL Step Into Timeless Character In This Classic Tudor Home, Rich With Original Craftsmanship ...	3 beds \| 1 baths \| 1,608 sq.ft.	$449,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.2% Airbnb Rental Income: $2039 Traditional Rental Income: $2342 Airbnb ROI: 1.18% Traditional ROI: 3.2%

Your search for investment property begins and ends here

Single Family Homes for Sale in Woodstock, IL

2200 Serenity Ln

Woodstock, IL

3 beds | 2 baths | 2,124 sq.ft.

$392,500

Airbnb cash on cash: 0.74%

Traditional cash on cash: 4.18%

Airbnb Rental Income: $2039

Traditional Rental Income: $2802

Airbnb ROI: 0.74%

Traditional ROI: 4.18%

708 S Rose Farm Rd

Woodstock, IL

5 beds | 4 baths | 4,084 sq.ft.

$2,150,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $2181

Traditional Rental Income: $4706

Airbnb ROI: -0.75%

Traditional ROI: 0.77%

1322 Bull Valley Dr

Woodstock, IL

4 beds | 5 baths | 5,549 sq.ft.

$2,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.16%

Airbnb Rental Income: $null

Traditional Rental Income: $5173

Airbnb ROI: N/A

Traditional ROI: 1.16%

13616 Route 176

Woodstock, IL

3 beds | 3 baths | 6,521 sq.ft.

$589,900

Airbnb cash on cash: -2.74%

Traditional cash on cash: -0.38%

Airbnb Rental Income: $2039

Traditional Rental Income: $2893

Airbnb ROI: -2.74%

Traditional ROI: -0.38%

8201 Austin Trl

Woodstock, IL

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

$895,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.66%

Airbnb Rental Income: $null

Traditional Rental Income: $3360

Airbnb ROI: N/A

Traditional ROI: 0.66%

8106 Austin Trl

Woodstock, IL

4 beds | 2 baths | 2,000 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.98%

Airbnb Rental Income: $null

Traditional Rental Income: $3052

Airbnb ROI: N/A

Traditional ROI: 0.98%

8210 Austin Trl

Woodstock, IL

4 beds | 2 baths | 3,200 sq.ft.

$875,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3230

Airbnb ROI: N/A

Traditional ROI: 0.59%

8205 Austin Trl

Woodstock, IL

5 beds | 2 baths | 3,200 sq.ft.

$949,000

Airbnb cash on cash: -1.52%

Traditional cash on cash: 0.55%

Airbnb Rental Income: $2181

Traditional Rental Income: $3458

Airbnb ROI: -1.52%