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 147 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
225 Hoy Ave Woodstock, IL This 4 Bedroom 2 Bath Victorian beauty stands tall and proud in a great Southside location...	4 beds \| 2 baths \| 2,008 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $2270 Airbnb ROI: N/A Traditional ROI: 3.8%
840 Verdi Ct Woodstock, IL Stunning ranch home on a cul-de-sac! Gleaming hardwood floors, open concept, highly update...	4 beds \| 3 baths \| 2,195 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $2063 Airbnb ROI: N/A Traditional ROI: 2.02%
1109 Wicker St Woodstock, IL Come and see this cute little ranch home and you will love it and want to move right in. ...	3 beds \| 1 baths \| 1,088 sq.ft.	$299,900	Airbnb cash on cash: 4.06% Traditional cash on cash: 3.46% Airbnb Rental Income: $2447 Traditional Rental Income: $1682 Airbnb ROI: 4.06% Traditional ROI: 3.46%
3004 Stieg Rd Woodstock, IL	3 beds \| 2 baths \| 2,232 sq.ft.	$1,099,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.75% Airbnb Rental Income: $2447 Traditional Rental Income: $2518 Airbnb ROI: 0.09% Traditional ROI: 0.75%
1132 Queen Anne St Woodstock, IL Wow... wonderful... and affordable ... in-town beauty that's been recently completely upda...	4 beds \| 2 baths \| 1,784 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2353 Airbnb ROI: N/A Traditional ROI: 4.84%
1019 N Madison St Woodstock, IL Imagine yourself living only a short walk from the historic downtown Woodstock, the conven...	2 beds \| 1 baths \| 784 sq.ft.	$215,000	Airbnb cash on cash: 7.39% Traditional cash on cash: 4.29% Airbnb Rental Income: $2700 Traditional Rental Income: $1429 Airbnb ROI: 7.39% Traditional ROI: 4.29%
8310 Mason Hill Rd Woodstock, IL Drop dead gorgeous setting. Rolling hills dotted with mature trees create the feeling of ...	4 beds \| 3 baths \| 4,988 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $3151 Airbnb ROI: N/A Traditional ROI: 1.26%
110 N Seminary Ave Woodstock, IL Two-story home. 3 bedrooms with wood-looking laminated floors. Full basement. Freshly pain...	3 beds \| 1 baths \| 1,125 sq.ft.	$224,900	Airbnb cash on cash: 5.42% Traditional cash on cash: 4.38% Airbnb Rental Income: $2447 Traditional Rental Income: $1630 Airbnb ROI: 5.42% Traditional ROI: 4.38%
1290 Savanna Ln Woodstock, IL BEAUTIFUL 2-STY IN POPULAR COUNTRY RIDGE, LRG LIVING RM W/14 FT CEILINGS, FLOOR TO CEILING...	3 beds \| 3 baths \| 1,919 sq.ft.	$389,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 3.35% Airbnb Rental Income: $2447 Traditional Rental Income: $2507 Airbnb ROI: 1.55% Traditional ROI: 3.35%
434 E Calhoun St Woodstock, IL Three (3) bedroom single family home with huge backyard. New carpets on second floor and n...	3 beds \| 1 baths \| 810 sq.ft.	$220,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 4.31% Airbnb Rental Income: $2447 Traditional Rental Income: $1463 Airbnb ROI: 6.16% Traditional ROI: 4.31%
708 S Rose Farm Rd Woodstock, IL EQUESTRIAN CENTER & HISTORIC HOME----THIS IS A TOTAL TURNKEY LUXURY RIDING ESTATE 20 acres...	5 beds \| 4 baths \| 4,084 sq.ft.	$1,990,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.94% Airbnb Rental Income: $5015 Traditional Rental Income: $4706 Airbnb ROI: 0.55% Traditional ROI: 0.94%
629 N Madison St Woodstock, IL Welcome to your dream vintage home, a charming gem built in 1900, perfectly located just b...	2 beds \| 1 baths \| 1,488 sq.ft.	$249,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 6.31% Airbnb Rental Income: $2700 Traditional Rental Income: $2277 Airbnb ROI: 5.39% Traditional ROI: 6.31%
1642 Wheeler St Woodstock, IL This charming ranch home with a full English basement is nestled in a quiet neighborhood i...	3 beds \| 2 baths \| 1,642 sq.ft.	$350,000	Airbnb cash on cash: 2.43% Traditional cash on cash: 4% Airbnb Rental Income: $2447 Traditional Rental Income: $2366 Airbnb ROI: 2.43% Traditional ROI: 4%
15309 Kishwaukee Valley Rd Woodstock, IL Immaculate 5 bedroom home featuring high-end finishes throughout the great open floor plan...	5 beds \| 4 baths \| 7,279 sq.ft.	$1,235,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 2.06% Airbnb Rental Income: $5015 Traditional Rental Income: $5018 Airbnb ROI: 1.17% Traditional ROI: 2.06%
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 2,000 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: 1.16% Traditional cash on cash: 0.55% Airbnb Rental Income: $5015 Traditional Rental Income: $3458 Airbnb ROI: 1.16% Traditional ROI: 0.55%
Wren Plan Woodstock, IL Wren Plan, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,607 sq.ft.	$458,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $2195 Airbnb ROI: N/A Traditional ROI: 1.64%
Siena II Plan Woodstock, IL Siena II Plan, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,866 sq.ft.	$425,990	Airbnb cash on cash: 1.16% Traditional cash on cash: 1.57% Airbnb Rental Income: $2447 Traditional Rental Income: $2015 Airbnb ROI: 1.16% Traditional ROI: 1.57%
Rutherford II Plan Woodstock, IL Rutherford II Plan, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,723 sq.ft.	$416,990	Airbnb cash on cash: 1.25% Traditional cash on cash: 1.56% Airbnb Rental Income: $2447 Traditional Rental Income: $1973 Airbnb ROI: 1.25% Traditional ROI: 1.56%
Townsend Plan Woodstock, IL Townsend Plan, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,362 sq.ft.	$436,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.79% Airbnb Rental Income: $null Traditional Rental Income: $2155 Airbnb ROI: N/A Traditional ROI: 1.79%
Meadowlark Plan Woodstock, IL Meadowlark Plan, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 2,052 sq.ft.	$419,990	Airbnb cash on cash: 1.22% Traditional cash on cash: 1.95% Airbnb Rental Income: $2447 Traditional Rental Income: $2138 Airbnb ROI: 1.22% Traditional ROI: 1.95%
Starling Plan Woodstock, IL Starling Plan, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,193 sq.ft.	$426,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.87% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 1.87%
230 Ridgewood Dr Woodstock, IL 230 Ridgewood Dr, Woodstock, IL 60098 \| Single Family Residential	4 beds \| N/A baths \| 1,800 sq.ft.	$414,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $2381 Airbnb ROI: N/A Traditional ROI: 2.64%
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.	$419,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 3.39% Airbnb Rental Income: $2447 Traditional Rental Income: $2342 Airbnb ROI: 2.14% Traditional ROI: 3.39%
3871 Meadowridge Rd Woodstock, IL SPECIAL FINANCING OFFERS AVAILABLE! READY FOR MAY DELIVERY! Homesite #0086. Welcome to the...	3 beds \| 2 baths \| 1,822 sq.ft.	$434,420	Airbnb cash on cash: 0.9% Traditional cash on cash: 3.05% Airbnb Rental Income: $2447 Traditional Rental Income: $2723 Airbnb ROI: 0.9% Traditional ROI: 3.05%
4038 Meadowridge Rd Woodstock, IL READY FOR MAY DELIVERY! Homesite# 0031. SUNROOM OPTION-BRICK FRONT * Step into the Siena, ...	3 beds \| 2 baths \| 1,965 sq.ft.	$444,710	Airbnb cash on cash: 0.81% Traditional cash on cash: 2.16% Airbnb Rental Income: $2447 Traditional Rental Income: $2413 Airbnb ROI: 0.81% Traditional ROI: 2.16%
8508 W IL RT 120 W Woodstock, IL 8508 W IL RT 120 W, Woodstock, IL 60098 \| Single Family Residential	6 beds \| 5 baths \| 12,175 sq.ft.	$3,445,000	Airbnb cash on cash: -2.04% Traditional cash on cash: -1.84% Airbnb Rental Income: $5015 Traditional Rental Income: $4636 Airbnb ROI: -2.04% Traditional ROI: -1.84%
13118 IL Route 176 Hwy Woodstock, IL 13118 IL Route 176 Hwy, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 3 baths \| 5,171 sq.ft.	$949,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.34% Airbnb Rental Income: $null Traditional Rental Income: $2670 Airbnb ROI: N/A Traditional ROI: -0.34%
10711 Bull Valley Dr Woodstock, IL 10711 Bull Valley Dr, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 3 baths \| 4,639 sq.ft.	$698,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.58% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A Traditional ROI: 0.58%
1200 Redtail Cir Woodstock, IL Welcome to easy, elegant living in the highly sought-after Sanctuary of Bull Valley commun...	3 beds \| 2 baths \| 1,646 sq.ft.	$354,900	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.6% Airbnb Rental Income: $2447 Traditional Rental Income: $2537 Airbnb ROI: 1.54% Traditional ROI: 3.6%
327 Burbank Ave Woodstock, IL 327 Burbank Ave, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,080 sq.ft.	$195,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 3.71% Airbnb Rental Income: $2447 Traditional Rental Income: $1378 Airbnb ROI: 6.26% Traditional ROI: 3.71%
1425 Galloway Dr Woodstock, IL 1425 Galloway Dr, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 4 baths \| 8,201 sq.ft.	$1,350,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.68% Airbnb Rental Income: $null Traditional Rental Income: $3325 Airbnb ROI: N/A Traditional ROI: -0.68%
1341 Portage Ln Woodstock, IL 1341 Portage Ln, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 3 baths \| 3,000 sq.ft.	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $2872 Airbnb ROI: N/A Traditional ROI: 2.75%
524 Amsterdam St Woodstock, IL 524 Amsterdam St, Woodstock, IL 60098 \| Single Family Residential	2 beds \| 1 baths \| 672 sq.ft.	$199,900	Airbnb cash on cash: 7.15% Traditional cash on cash: 1.43% Airbnb Rental Income: $2700 Traditional Rental Income: $977 Airbnb ROI: 7.15% Traditional ROI: 1.43%
3841 Meadowridge Rd Woodstock, IL 3841 Meadowridge Rd, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,387 sq.ft.	$479,250	Airbnb cash on cash: N/A Traditional cash on cash: 2.36% Airbnb Rental Income: $null Traditional Rental Income: $2608 Airbnb ROI: N/A Traditional ROI: 2.36%
11012 Lucas Rd Woodstock, IL Welcome home to this spacious and beautifully maintained two-story retreat offering 4 bedr...	5 beds \| 3 baths \| 2,448 sq.ft.	$724,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 2.75% Airbnb Rental Income: $5015 Traditional Rental Income: $3160 Airbnb ROI: 3.98% Traditional ROI: 2.75%
3841 Riverwoods Dr Woodstock, IL 3 CAR GARAGE! * SPECIAL INCENTIVES AVAILABLE! * AUGUST DELIVERY! HOMESITE # 0091 Take in t...	4 beds \| 2 baths \| 2,382 sq.ft.	$518,250	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2993 Airbnb ROI: N/A Traditional ROI: 4.62%
3846 Riverwoods Dr Woodstock, IL SPECIAL INCENTIVES AVAILABLE! 3 CAR GARAGE AVAILABLE! READY FOR JULY DELIVERY!! HOMESITE #...	4 beds \| 2 baths \| 2,619 sq.ft.	$449,165	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $2963 Airbnb ROI: N/A Traditional ROI: 3.41%

Your search for investment property begins and ends here

Single Family Homes for Sale in Woodstock, IL

225 Hoy Ave

Woodstock, IL

4 beds | 2 baths | 2,008 sq.ft.

$395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2270

Airbnb ROI: N/A

Traditional ROI: 3.8%

840 Verdi Ct

Woodstock, IL

4 beds | 3 baths | 2,195 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.02%

Airbnb Rental Income: $null

Traditional Rental Income: $2063

Airbnb ROI: N/A

Traditional ROI: 2.02%

1109 Wicker St

Woodstock, IL

3 beds | 1 baths | 1,088 sq.ft.

$299,900

Airbnb cash on cash: 4.06%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $2447

Traditional Rental Income: $1682

Airbnb ROI: 4.06%

Traditional ROI: 3.46%

3004 Stieg Rd

Woodstock, IL

3 beds | 2 baths | 2,232 sq.ft.

$1,099,900

Airbnb cash on cash: 0.09%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $2447

Traditional Rental Income: $2518

Airbnb ROI: 0.09%

Traditional ROI: 0.75%

1132 Queen Anne St

Woodstock, IL

4 beds | 2 baths | 1,784 sq.ft.

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2353

Airbnb ROI: N/A

Traditional ROI: 4.84%

1019 N Madison St

Woodstock, IL

2 beds | 1 baths | 784 sq.ft.

$215,000

Airbnb cash on cash: 7.39%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $2700

Traditional Rental Income: $1429

Airbnb ROI: 7.39%

Traditional ROI: 4.29%

8310 Mason Hill Rd

Woodstock, IL

4 beds | 3 baths | 4,988 sq.ft.

$799,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.26%

Airbnb Rental Income: $null

Traditional Rental Income: $3151

Airbnb ROI: N/A

Traditional ROI: 1.26%

110 N Seminary Ave

Woodstock, IL

3 beds | 1 baths | 1,125 sq.ft.

$224,900

Airbnb cash on cash: 5.42%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $2447

Traditional Rental Income: $1630

Airbnb ROI: 5.42%