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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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%
8508 W IL RT 120 Woodstock, IL 8508 W IL RT 120, Woodstock, IL 60098 \| Single Family Residential	6 beds \| 5 baths \| 12,175 sq.ft.	$3,495,000	Airbnb cash on cash: -2.79% Traditional cash on cash: -1.87% Airbnb Rental Income: $2181 Traditional Rental Income: $4602 Airbnb ROI: -2.79% Traditional ROI: -1.87%
12216 Pleasant Valley Rd Woodstock, IL 12216 Pleasant Valley Rd, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 1 baths \| 1,700 sq.ft.	$825,000	Airbnb cash on cash: -1.41% Traditional cash on cash: -1.55% Airbnb Rental Income: $2039 Traditional Rental Income: $1406 Airbnb ROI: -1.41% Traditional ROI: -1.55%
14320 Westwood Trl Woodstock, IL 14320 Westwood Trl, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 3 baths \| 3,876 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.92% Airbnb Rental Income: $null Traditional Rental Income: $2517 Airbnb ROI: N/A Traditional ROI: 1.92%
1110 Redtail Ct Woodstock, IL 1110 Redtail Ct, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,660 sq.ft.	$425,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.49% Airbnb Rental Income: $2039 Traditional Rental Income: $2130 Airbnb ROI: -0.06% Traditional ROI: 1.49%
419 Dean St Woodstock, IL 419 Dean St, Woodstock, IL 60098 \| Single Family Residential	5 beds \| 2 baths \| 2,412 sq.ft.	$399,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.36% Airbnb Rental Income: $2181 Traditional Rental Income: $2194 Airbnb ROI: 0.85% Traditional ROI: 2.36%
331 Chestnut St Woodstock, IL 331 Chestnut St, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 1 baths \| 1,395 sq.ft.	$249,900	Airbnb cash on cash: 2.77% Traditional cash on cash: 2.04% Airbnb Rental Income: $2039 Traditional Rental Income: $1339 Airbnb ROI: 2.77% Traditional ROI: 2.04%
615 Dean St Woodstock, IL 615 Dean St, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 2,780 sq.ft.	$369,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.77% Airbnb Rental Income: $2039 Traditional Rental Income: $2177 Airbnb ROI: 0.85% Traditional ROI: 2.77%
4030 Meadowridge Rd Woodstock, IL 4030 Meadowridge Rd, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,193 sq.ft.	$427,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $2459 Airbnb ROI: N/A Traditional ROI: 2.65%
601 S Jefferson St S Woodstock, IL 601 S Jefferson St S, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 1,990 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.38% Airbnb Rental Income: $null Traditional Rental Income: $2096 Airbnb ROI: N/A Traditional ROI: 4.38%
1380 Sandpiper Ln Woodstock, IL 1380 Sandpiper Ln, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,800 sq.ft.	$371,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.16% Airbnb Rental Income: $2039 Traditional Rental Income: $2338 Airbnb ROI: 0.78% Traditional ROI: 3.16%
1546 Wheeler St Woodstock, IL 1546 Wheeler St, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 2,188 sq.ft.	$294,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 4.16% Airbnb Rental Income: $2039 Traditional Rental Income: $2149 Airbnb ROI: 1.86% Traditional ROI: 4.16%
603 Handel Ln Woodstock, IL	2 beds \| 2 baths \| 1,755 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $2136 Airbnb ROI: N/A Traditional ROI: 1.46%
2441 Haydn St Woodstock, IL 2441 Haydn St, Woodstock, IL 60098 \| Single Family Residential	5 beds \| 3 baths \| 2,977 sq.ft.	$429,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.05% Airbnb Rental Income: $2181 Traditional Rental Income: $2674 Airbnb ROI: 0.46% Traditional ROI: 3.05%
417 Stewart Ave Woodstock, IL 417 Stewart Ave, Woodstock, IL 60098 \| Single Family Residential	2 beds \| 1 baths \| 845 sq.ft.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.6% Airbnb Rental Income: $null Traditional Rental Income: $1030 Airbnb ROI: N/A Traditional ROI: 0.6%
1320 Bull Valley Dr Woodstock, IL 1320 Bull Valley Dr, Woodstock, IL 60098 \| Single Family Residential	8 beds \| 7 baths \| 9,000 sq.ft.	$1,500,000	Airbnb cash on cash: -2.16% Traditional cash on cash: 0.98% Airbnb Rental Income: $2181 Traditional Rental Income: $6007 Airbnb ROI: -2.16% Traditional ROI: 0.98%
3303 Vermont Rd Woodstock, IL 3303 Vermont Rd, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,500 sq.ft.	$774,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.34% Airbnb Rental Income: $null Traditional Rental Income: $2198 Airbnb ROI: N/A Traditional ROI: -0.34%
1522 Fox Sedge Trl Woodstock, IL 1522 Fox Sedge Trl, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,700 sq.ft.	$379,900	Airbnb cash on cash: 0.63% Traditional cash on cash: 1.9% Airbnb Rental Income: $2039 Traditional Rental Income: $1965 Airbnb ROI: 0.63% Traditional ROI: 1.9%
3317 S Country Club Rd Woodstock, IL 3317 S Country Club Rd, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 4 baths \| 7,000 sq.ft.	$1,350,000	Airbnb cash on cash: -2.13% Traditional cash on cash: -1.08% Airbnb Rental Income: $2039 Traditional Rental Income: $2827 Airbnb ROI: -2.13% Traditional ROI: -1.08%
Wren Plan Woodstock, IL Wren Plan, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,607 sq.ft.	$459,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.63% Airbnb Rental Income: $null Traditional Rental Income: $2195 Airbnb ROI: N/A Traditional ROI: 1.63%
Siena II Plan Woodstock, IL Siena II Plan, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,866 sq.ft.	$426,990	Airbnb cash on cash: 0.3% Traditional cash on cash: 1.56% Airbnb Rental Income: $2039 Traditional Rental Income: $2015 Airbnb ROI: 0.3% Traditional ROI: 1.56%
Rutherford II Plan Woodstock, IL Rutherford II Plan, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 1,723 sq.ft.	$417,990	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.55% Airbnb Rental Income: $2039 Traditional Rental Income: $1973 Airbnb ROI: 0.37% Traditional ROI: 1.55%
Townsend Plan Woodstock, IL Townsend Plan, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,362 sq.ft.	$437,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.78% Airbnb Rental Income: $null Traditional Rental Income: $2155 Airbnb ROI: N/A Traditional ROI: 1.78%
Meadowlark Plan Woodstock, IL Meadowlark Plan, Woodstock, IL 60098 \| Single Family Residential	3 beds \| 2 baths \| 2,052 sq.ft.	$420,990	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.94% Airbnb Rental Income: $2039 Traditional Rental Income: $2138 Airbnb ROI: 0.35% Traditional ROI: 1.94%
Starling Plan Woodstock, IL Starling Plan, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,193 sq.ft.	$427,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 1.85%
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%
12106 Baker Ter Woodstock, IL 12106 Baker Ter, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 1,963 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2107 Airbnb ROI: N/A Traditional ROI: 2.56%
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.	$679,900	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%
560 Ellen Court Woodstock, IL Welcome to this seriously incredible ranch, perfectly tucked away on a quiet cul-de-sac an...	3 beds \| 3 baths \| 2,673 sq.ft.	$599,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.24% Airbnb Rental Income: $2039 Traditional Rental Income: $2992 Airbnb ROI: -0.41% Traditional ROI: 2.24%
1133 Bull Valley Dr Woodstock, IL 1133 Bull Valley Dr, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 4 baths \| 3,510 sq.ft.	$745,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $3332 Airbnb ROI: N/A Traditional ROI: 1.41%
814 Roger Rd Woodstock, IL 814 Roger Rd, Woodstock, IL 60098 \| Single Family Residential	4 beds \| 2 baths \| 2,381 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.71% Airbnb Rental Income: $null Traditional Rental Income: $2270 Airbnb ROI: N/A Traditional ROI: 2.71%

Your search for investment property begins and ends here

Single Family Homes for Sale in Woodstock, IL

8106 Austin Trail

Woodstock, IL

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%

8508 W IL RT 120

Woodstock, IL

6 beds | 5 baths | 12,175 sq.ft.

$3,495,000

Airbnb cash on cash: -2.79%

Traditional cash on cash: -1.87%

Airbnb Rental Income: $2181

Traditional Rental Income: $4602

Airbnb ROI: -2.79%

Traditional ROI: -1.87%

12216 Pleasant Valley Rd

Woodstock, IL

3 beds | 1 baths | 1,700 sq.ft.

$825,000

Airbnb cash on cash: -1.41%

Traditional cash on cash: -1.55%

Airbnb Rental Income: $2039

Traditional Rental Income: $1406

Airbnb ROI: -1.41%

Traditional ROI: -1.55%

14320 Westwood Trl

Woodstock, IL

4 beds | 3 baths | 3,876 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2517

Airbnb ROI: N/A

Traditional ROI: 1.92%

1110 Redtail Ct

Woodstock, IL

3 beds | 2 baths | 1,660 sq.ft.

$425,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $2039

Traditional Rental Income: $2130

Airbnb ROI: -0.06%

Traditional ROI: 1.49%

419 Dean St

Woodstock, IL

5 beds | 2 baths | 2,412 sq.ft.

$399,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $2181

Traditional Rental Income: $2194

Airbnb ROI: 0.85%

Traditional ROI: 2.36%

331 Chestnut St

Woodstock, IL

3 beds | 1 baths | 1,395 sq.ft.

$249,900

Airbnb cash on cash: 2.77%

Traditional cash on cash: 2.04%

Airbnb Rental Income: $2039

Traditional Rental Income: $1339

Airbnb ROI: 2.77%

Traditional ROI: 2.04%

615 Dean St

Woodstock, IL

3 beds | 2 baths | 2,780 sq.ft.

$369,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $2039

Traditional Rental Income: $2177

Airbnb ROI: 0.85%