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 Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Woodstock, IL

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

Showing 50 Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory 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
938 Duvall Drive Woodstock, IL Imagine morning walks through Emricson Park, or cheering on your favorite teams... just st...	3 beds \| 2 baths \| 2,144 sq.ft.	$400,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.71% Airbnb Rental Income: $2039 Traditional Rental Income: $2612 Airbnb ROI: 0.77% Traditional ROI: 3.71%
110 N Seminary Avenue Woodstock, IL Two-story home. 3 bedrooms with wood looking laminated floors. Full basement. Freshly pain...	3 beds \| 1 baths \| 1,172 sq.ft.	$230,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 4.27% Airbnb Rental Income: $2039 Traditional Rental Income: $1630 Airbnb ROI: 3.72% Traditional ROI: 4.27%
708 S Rose Farm Road Woodstock, IL 20-Acre Equestrian Estate with Updated Farmhouse, Apartment & Professional Facilities. Set...	5 beds \| 5 baths \| 4,084 sq.ft.	$2,150,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 0.79% Airbnb Rental Income: $2181 Traditional Rental Income: $4706 Airbnb ROI: -0.75% Traditional ROI: 0.79%
1322 Bull Valley Drive 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%
1002 Castleshire Drive Woodstock, IL Welcome to this beautifully cared-for 2-bedroom, 1.5-bath townhome in a prime Woodstock lo...	2 beds \| 2 baths \| 1,825 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.11% Airbnb Rental Income: $null Traditional Rental Income: $2403 Airbnb ROI: N/A Traditional ROI: 6.11%
1624 Bull Valley Drive Woodstock, IL Imagine a stunning, custom-built home, in an exclusive community, with timeless architectu...	5 beds \| 6 baths \| 5,000 sq.ft.	$930,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 4.89% Airbnb Rental Income: $2181 Traditional Rental Income: $6844 Airbnb ROI: -1.13% Traditional ROI: 4.89%
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: -2.85% Traditional cash on cash: -0.34% Airbnb Rental Income: $2039 Traditional Rental Income: $2893 Airbnb ROI: -2.85% Traditional ROI: -0.34%
8201 Austin Trail 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 Trail Woodstock, IL Proposed new construction by U.S. Home Builders! This 2,200 sq ft ranch on the Woodstock-C...	4 beds \| 3 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 Trail Woodstock, IL Proposed new construction by U.S. Home Builders! This 3,200 sq ft home on the Woodstock-Cr...	4 beds \| 3 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 Trail Woodstock, IL Proposed new construction by U.S. Home Builders! This 3,200 sq ft two-story option on the ...	5 beds \| 3 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%
3920 Riverwoods Drive Woodstock, IL SPECIAL FINANCING OFFERS AVAILABLE! READY FOR FEBRUARY DELIVERY! Homesite# 0027. Step into...	3 beds \| 2 baths \| 1,965 sq.ft.	$449,110	Airbnb cash on cash: -0.04% Traditional cash on cash: 3% Airbnb Rental Income: $2039 Traditional Rental Income: $2790 Airbnb ROI: -0.04% Traditional ROI: 3%
1110 Redtail Court Woodstock, IL Welcome to effortless living in the beautiful Sanctuary of Bull Valley. Built in 2022 and ...	3 beds \| 2 baths \| 1,660 sq.ft.	$409,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.78% Airbnb Rental Income: $2039 Traditional Rental Income: $2130 Airbnb ROI: 0.17% Traditional ROI: 1.78%
4245 Meadowridge Road Woodstock, IL AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 6201. Introducing the Christi...	2 beds \| 2 baths \| 1,512 sq.ft.	$319,340	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2231 Airbnb ROI: N/A Traditional ROI: 3.26%
14716 Il Route 176 Highway 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: 2.53% Airbnb Rental Income: $null Traditional Rental Income: $3107 Airbnb ROI: N/A Traditional ROI: 2.53%
726 S Jefferson Street Woodstock, IL Very well maintained income producing 2-unit property just a few blocks from the Historica...	4 beds \| 2 baths \| N/A	$274,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.57% Airbnb Rental Income: $null Traditional Rental Income: $1962 Airbnb ROI: N/A Traditional ROI: 4.57%
526 W Jackson Street Woodstock, IL Step Into Timeless Character In This Classic Tudor Home, Rich With Original Craftsmanship ...	3 beds \| 2 baths \| 1,608 sq.ft.	$439,900	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%
4044 Meadowridge Road Woodstock, IL SPECIAL FINANCING OFFERS AVAILABLE! READY FOR APRIL DELIVERY! Homesite #0032. Discover the...	4 beds \| 3 baths \| 2,631 sq.ft.	$474,440	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $3109 Airbnb ROI: N/A Traditional ROI: 3.39%
3859 Meadowridge Road Woodstock, IL SPECIAL FINANCING OFFERS AVAILABLE! READY FOR NOVEMBER DELIVERY! Homesite# 0088. Experienc...	4 beds \| 3 baths \| 2,063 sq.ft.	$449,180	Airbnb cash on cash: N/A Traditional cash on cash: 3.49% Airbnb Rental Income: $null Traditional Rental Income: $2996 Airbnb ROI: N/A Traditional ROI: 3.49%
4233 Meadowridge Road Woodstock, IL AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6302. Introducing the Mariann...	3 beds \| 3 baths \| 1,780 sq.ft.	$349,990	Airbnb cash on cash: 0.5% Traditional cash on cash: 4.35% Airbnb Rental Income: $2039 Traditional Rental Income: $2775 Airbnb ROI: 0.5% Traditional ROI: 4.35%
4509 Dean Street Woodstock, IL	3 beds \| 2 baths \| 1,680 sq.ft.	$645,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.26% Airbnb Rental Income: $2039 Traditional Rental Income: $2417 Airbnb ROI: -0.24% Traditional ROI: 1.26%
745 Regina Court unit: 0 Woodstock, IL Welcome home to this beautiful upper level ranch, where natural light and modern upgrades ...	3 beds \| 2 baths \| 1,450 sq.ft.	$229,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 5.42% Airbnb Rental Income: $2039 Traditional Rental Income: $2295 Airbnb ROI: 1.82% Traditional ROI: 5.42%

Your search for investment property begins and ends here

Single Family Residential For Salhttf L For Salhttf L For Salhttf L For Salhttf L Fory Residential for Sale in Woodstock, IL

938 Duvall Drive

Woodstock, IL

3 beds | 2 baths | 2,144 sq.ft.

$400,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $2039

Traditional Rental Income: $2612

Airbnb ROI: 0.77%

Traditional ROI: 3.71%

110 N Seminary Avenue

Woodstock, IL

3 beds | 1 baths | 1,172 sq.ft.

$230,000

Airbnb cash on cash: 3.72%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $2039

Traditional Rental Income: $1630

Airbnb ROI: 3.72%

Traditional ROI: 4.27%

708 S Rose Farm Road

Woodstock, IL

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

$2,150,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 0.79%

Airbnb Rental Income: $2181

Traditional Rental Income: $4706

Airbnb ROI: -0.75%

Traditional ROI: 0.79%

1322 Bull Valley Drive

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%

1002 Castleshire Drive

Woodstock, IL

2 beds | 2 baths | 1,825 sq.ft.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2403

Airbnb ROI: N/A

Traditional ROI: 6.11%

1624 Bull Valley Drive

Woodstock, IL

5 beds | 6 baths | 5,000 sq.ft.

$930,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $2181

Traditional Rental Income: $6844

Airbnb ROI: -1.13%

Traditional ROI: 4.89%

13616 Route 176

Woodstock, IL

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

$589,900

Airbnb cash on cash: -2.85%

Traditional cash on cash: -0.34%

Airbnb Rental Income: $2039

Traditional Rental Income: $2893

Airbnb ROI: -2.85%

Traditional ROI: -0.34%

8201 Austin Trail

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