Real Estate Investment Properties for Sale in Galena, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6 E Aspen Court Galena, IL Ideal country resort home located in the very serene and quiet area of Thunder Bay. The ho...	3 beds \| 4 baths \| 1,893 sq.ft.	$389,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 4.44% Airbnb Rental Income: $2104 Traditional Rental Income: $2711 Airbnb ROI: 1.3% Traditional ROI: 4.44%
17 Oak Glen Drive Galena, IL Beautifully appointed and well-maintained 2 bed, 2 bath Oak Glen Golf Villa tucked in a pe...	2 beds \| 2 baths \| 1,030 sq.ft.	$217,500	Airbnb cash on cash: -1.05% Traditional cash on cash: 3.74% Airbnb Rental Income: $1152 Traditional Rental Income: $1758 Airbnb ROI: -1.05% Traditional ROI: 3.74%
2 Concord Court Galena, IL You will find 2 Concord Court tucked away on a quiet cul-de-sac with only four homes. This...	3 beds \| 2 baths \| 3,048 sq.ft.	$485,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.15% Airbnb Rental Income: $2104 Traditional Rental Income: $2691 Airbnb ROI: 0.66% Traditional ROI: 3.15%
463 Territory Drive Galena, IL Stunning 3 bedroom, 3 bath contemporary retreat perched above Territory Drive offering bre...	3 beds \| 3 baths \| 2,750 sq.ft.	$439,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.93% Airbnb Rental Income: $2104 Traditional Rental Income: $2914 Airbnb ROI: 0.65% Traditional ROI: 3.93%
310 Elk Street Galena, IL Gracious 4 bed, 2.5 bath historic frame combining vintage character and modern comforts lo...	4 beds \| 3 baths \| 2,371 sq.ft.	$259,900	Airbnb cash on cash: 7.31% Traditional cash on cash: 7.35% Airbnb Rental Income: $3009 Traditional Rental Income: $2328 Airbnb ROI: 7.31% Traditional ROI: 7.35%
147 Plum Cove Drive Galena, IL Sleek, stylish, thoughtfully updated and immaculately-kept 3 bed, 2 bath Eagle Ridge Townh...	3 beds \| 2 baths \| 1,350 sq.ft.	$269,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.55% Airbnb Rental Income: $2104 Traditional Rental Income: $2041 Airbnb ROI: 1.68% Traditional ROI: 3.55%
1765 William Drive Galena, IL Price improvement, motivated sellers due to quick relocation! Well maintained, extensively...	4 beds \| 4 baths \| 3,119 sq.ft.	$429,900	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.49% Airbnb Rental Income: $3009 Traditional Rental Income: $3186 Airbnb ROI: 2.33% Traditional ROI: 4.49%
30 Creekwood Galena, IL Desirable end unit Creekwood Golf Villa with seasonal views overlooking Eagle Ridge South ...	2 beds \| 2 baths \| 1,050 sq.ft.	$222,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 6.45% Airbnb Rental Income: $1152 Traditional Rental Income: $1931 Airbnb ROI: 0.93% Traditional ROI: 6.45%
27 Spring Creek Lane Galena, IL Incredible setting along the 10th fairway to green of Eagle Ridge South Golf Course. Immac...	2 beds \| 2 baths \| 1,030 sq.ft.	$249,900	Airbnb cash on cash: -1.05% Traditional cash on cash: 2.68% Airbnb Rental Income: $1152 Traditional Rental Income: $1650 Airbnb ROI: -1.05% Traditional ROI: 2.68%
11 Farmstead Drive Galena, IL Beautifully renovated 1 bedroom, 1 bath Farmstead Townhouse licensed for short term rental...	1 beds \| 1 baths \| 690 sq.ft.	$189,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 1.83% Airbnb Rental Income: $1211 Traditional Rental Income: $1314 Airbnb ROI: -0.91% Traditional ROI: 1.83%
14 Pinehurst Court Galena, IL Tucked among the trees in a prime Resort Core setting in the heart of The Galena Territory...	3 beds \| 3 baths \| 2,008 sq.ft.	$394,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.08% Airbnb Rental Income: $2104 Traditional Rental Income: $2356 Airbnb ROI: 0.94% Traditional ROI: 3.08%
28 Thatcher Lane Galena, IL Beautifully modernized, free-standing Settlement Home at 28 Thatcher Lane. Fully updated w...	2 beds \| 1 baths \| 950 sq.ft.	$219,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.66% Airbnb Rental Income: $1152 Traditional Rental Income: $1039 Airbnb ROI: 0.37% Traditional ROI: 1.66%
35 Thatcher Lane Galena, IL Tastefully updated and beautifully appointed 2-bedroom, 2 bath Settlement Townhome license...	2 beds \| 2 baths \| 950 sq.ft.	$244,900	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.81% Airbnb Rental Income: $1152 Traditional Rental Income: $1602 Airbnb ROI: -1.78% Traditional ROI: 1.81%
200 Sioux Court Galena, IL An incredibly unique find! Experience the utmost in luxury, privacy, and quality in a loca...	4 beds \| 4 baths \| 3,519 sq.ft.	$1,695,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.44% Airbnb Rental Income: $3009 Traditional Rental Income: $3567 Airbnb ROI: -0.36% Traditional ROI: 0.44%
315 Territory Drive Galena, IL Beautifully remodeled 3-bedroom, 2-bath Northridge townhome offering 1,362 square feet of ...	3 beds \| 2 baths \| 1,362 sq.ft.	$329,900	Airbnb cash on cash: -1.92% Traditional cash on cash: -1.51% Airbnb Rental Income: $2104 Traditional Rental Income: $1692 Airbnb ROI: -1.92% Traditional ROI: -1.51%
1 High Ridge Run Galena, IL Turnkey meticulously maintained 3-bedroom home in The Galena Territories offering an excel...	3 beds \| 4 baths \| 2,370 sq.ft.	$475,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.14% Airbnb Rental Income: $2104 Traditional Rental Income: $2498 Airbnb ROI: 1.04% Traditional ROI: 3.14%
49 High Ridge Run #47 High Ridge Run Galena, IL A hidden gem in The Galena Territory! Nestled on an elevated perch at the end of a long pr...	4 beds \| 3 baths \| 6,911 sq.ft.	$1,190,000	Airbnb cash on cash: -0.83% Traditional cash on cash: -0.1% Airbnb Rental Income: $3009 Traditional Rental Income: $3122 Airbnb ROI: -0.83% Traditional ROI: -0.1%
4 Linden Trail #3 Linden Trail Galena, IL Experience exceptional luxury, privacy, and craftsmanship in this stunning Galena Territor...	5 beds \| 5 baths \| 4,124 sq.ft.	$1,100,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 1.47% Airbnb Rental Income: $4250 Traditional Rental Income: $4231 Airbnb ROI: 0.62% Traditional ROI: 1.47%
27 Oak Glen Galena, IL Motivated seller. Enjoy easy living in this furnished 2 bedrooms/2 full bathrooms townhous...	2 beds \| 2 baths \| 1,030 sq.ft.	$229,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 3.28% Airbnb Rental Income: $1152 Traditional Rental Income: $1803 Airbnb ROI: -1.48% Traditional ROI: 3.28%
19 Settler Lane Galena, IL Charming and nicely appointed 2 bed, 2 bath Settlement Townhome licensed for short-term re...	2 beds \| 2 baths \| 950 sq.ft.	$195,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 5.36% Airbnb Rental Income: $1152 Traditional Rental Income: $1832 Airbnb ROI: -0.36% Traditional ROI: 5.36%
10 Farmstead Drive Galena, IL Remodeled 2 br 2 ba end unit townhouse situated in the heart of the Eagle Ridge Resort. Cl...	2 beds \| 2 baths \| 905 sq.ft.	$183,900	Airbnb cash on cash: -1.7% Traditional cash on cash: 5.12% Airbnb Rental Income: $1152 Traditional Rental Income: $1963 Airbnb ROI: -1.7% Traditional ROI: 5.12%
209 Park Avenue Galena, IL Location, location, location! Charming 3 bed, 2 bath historic frame perched on idyllic Par...	3 beds \| 2 baths \| 1,916 sq.ft.	$199,900	Airbnb cash on cash: 4.21% Traditional cash on cash: 6.76% Airbnb Rental Income: $2104 Traditional Rental Income: $2049 Airbnb ROI: 4.21% Traditional ROI: 6.76%
42 Shorewood Drive Galena, IL Spacious and beautifully updated 4 bed, 3.5 bath Galena Territory retreat nestled among th...	4 beds \| 4 baths \| 3,474 sq.ft.	$399,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 5.14% Airbnb Rental Income: $3009 Traditional Rental Income: $3295 Airbnb ROI: 2.53% Traditional ROI: 5.14%
5140 Highway 20 W Galena, IL Nestled just off Highway 20, east of the Galena Territory/Eagle Ridge Resort entrance, thi...	3 beds \| 4 baths \| 3,588 sq.ft.	$695,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.28% Airbnb Rental Income: $2104 Traditional Rental Income: $3508 Airbnb ROI: 0.28% Traditional ROI: 3.28%
5 Boulder Lane Galena, IL Tucked into the wooded hillside at the end of long ascending drive amidst 1.6 acres and su...	4 beds \| 5 baths \| 4,095 sq.ft.	$525,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 7.26% Airbnb Rental Income: $3009 Traditional Rental Income: $5152 Airbnb ROI: 1.48% Traditional ROI: 7.26%
103 Fourth Street Galena, IL A rare gem in the Heart of Galena offering space, charm, nature, acreage and an impressive...	4 beds \| 2 baths \| 2,996 sq.ft.	$599,900	Airbnb cash on cash: 1.91% Traditional cash on cash: 2.16% Airbnb Rental Income: $3009 Traditional Rental Income: $2456 Airbnb ROI: 1.91% Traditional ROI: 2.16%
127 Walnut Hill Drive Galena, IL Comfortable 1 bed, 2 bath Walnut Hill Golf Villa with beautifully wooded backdrop near Eag...	1 beds \| 2 baths \| 875 sq.ft.	$124,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 6.17% Airbnb Rental Income: $1211 Traditional Rental Income: $1550 Airbnb ROI: 0.1% Traditional ROI: 6.17%
1 Belden School Lane Galena, IL As you arrive at 1 Belden School Ln, you find yourself in a setting that is arboretum-like...	3 beds \| 2 baths \| 2,544 sq.ft.	$454,500	Airbnb cash on cash: 1.25% Traditional cash on cash: 3.73% Airbnb Rental Income: $2104 Traditional Rental Income: $2622 Airbnb ROI: 1.25% Traditional ROI: 3.73%
10 Woodway Court Galena, IL Tucked in the trees at the end of a secluded cul-de-sac yet conveniently located in the Re...	4 beds \| 3 baths \| 2,634 sq.ft.	$497,500	Airbnb cash on cash: 2.24% Traditional cash on cash: 2.91% Airbnb Rental Income: $3009 Traditional Rental Income: $2631 Airbnb ROI: 2.24% Traditional ROI: 2.91%
15 Talisman Trace Galena, IL Discover the exceptional privacy, craftsmanship, and natural beauty of this 4-bedroom, 4.5...	4 beds \| 5 baths \| 4,655 sq.ft.	$749,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 4.25% Airbnb Rental Income: $3009 Traditional Rental Income: $5001 Airbnb ROI: 0.41% Traditional ROI: 4.25%
103 Cogan Drive Galena, IL Meticulously renovated and remodeled 3 bedroom, 2.5 bath contemporary retreat with Jo Davi...	3 beds \| 3 baths \| 2,772 sq.ft.	$749,900	Airbnb cash on cash: 0.19% Traditional cash on cash: -0.88% Airbnb Rental Income: $2104 Traditional Rental Income: $816 Airbnb ROI: 0.19% Traditional ROI: -0.88%
9 Oak Glen Drive Galena, IL Nestled in a serene setting with tree-lined backdrop, this inviting 2-bedroom, 2-bath Oak ...	2 beds \| 2 baths \| 1,030 sq.ft.	$214,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 3.59% Airbnb Rental Income: $1152 Traditional Rental Income: $1683 Airbnb ROI: -0.88% Traditional ROI: 3.59%
6 Settler Lane Galena, IL This meticulously maintained, professionally decorated Settlement Cottage is designed with...	2 beds \| 2 baths \| 950 sq.ft.	$225,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 2.37% Airbnb Rental Income: $1152 Traditional Rental Income: $1630 Airbnb ROI: -1.66% Traditional ROI: 2.37%
109 Walnut Hill Drive Galena, IL Welcome to this charming end-unit Walnut Hill Golf Villa with an active rental license. Tu...	2 beds \| 2 baths \| 1,260 sq.ft.	$240,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.53% Airbnb Rental Income: $1152 Traditional Rental Income: $1786 Airbnb ROI: 0.06% Traditional ROI: 4.53%
3 Briarwood Trail Galena, IL Cozy Galena Territory retreat already licensed as a popular short-term rental with great r...	2 beds \| 2 baths \| 1,459 sq.ft.	$328,800	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.12% Airbnb Rental Income: $1152 Traditional Rental Income: $1767 Airbnb ROI: -0.1% Traditional ROI: 3.12%
19 Cedar Rim Trail Galena, IL Experience the ultimate Galena Territory lifestyle with this beautifully maintained home a...	5 beds \| 5 baths \| 4,451 sq.ft.	$1,249,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 1.87% Airbnb Rental Income: $4250 Traditional Rental Income: $4860 Airbnb ROI: 0.57% Traditional ROI: 1.87%
7 Settler Lane Galena, IL Tucked among the rolling hills and wooded beauty of the Galena Territory, this charming 2-...	2 beds \| 2 baths \| 950 sq.ft.	$225,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.24% Airbnb Rental Income: $1152 Traditional Rental Income: $1427 Airbnb ROI: 0.16% Traditional ROI: 3.24%
102 Walnut Hill Drive Galena, IL Turn Key Walnut Hill Condo with Guest Accomodations License & in Rental program currently ...	1 beds \| 2 baths \| 875 sq.ft.	$159,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 4.8% Airbnb Rental Income: $1211 Traditional Rental Income: $1653 Airbnb ROI: -0.68% Traditional ROI: 4.8%
17 Cinnamon Drive Galena, IL Stunning 4 bed, 5.5 bath premium rental retreat tucked at the end of a long private drive ...	4 beds \| 6 baths \| 3,652 sq.ft.	$724,900	Airbnb cash on cash: 0.5% Traditional cash on cash: 4.19% Airbnb Rental Income: $3009 Traditional Rental Income: $4816 Airbnb ROI: 0.5% Traditional ROI: 4.19%
Lot 1 US Hwy 20 West Galena, IL Lot 1 US Hwy 20 West, Galena, IL 61036 \| Other	N/A beds \| N/A baths \| N/A	$1,132,000	Airbnb cash on cash: -2.53% Traditional cash on cash: -2.76% Airbnb Rental Income: $1258 Traditional Rental Income: $616 Airbnb ROI: -2.53% Traditional ROI: -2.76%

Real Estate investment in Galena, IL

There are 107 properties for sale in the city of Galena . The median list price in Galena is $194,883 and the average price per square foot is $90. In September 2026, the average monthly cash on cash return in Galena is 4.00%. The average monthly rental income in Galena is $1,965.

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

There are 107 investment properties available for sale in Galena.

In 2026, the best neighborhood to buy investment property is Galena.

The ROI for Long-Term is higher than the Short-Term in Galena with average rental income of $1,965.

Your search for investment property begins and ends here

Investment Property for Sale in Galena, IL

6 E Aspen Court

Galena, IL

3 beds | 4 baths | 1,893 sq.ft.

$389,000

Airbnb cash on cash: 1.3%

Traditional cash on cash: 4.44%

Airbnb Rental Income: $2104

Traditional Rental Income: $2711

Airbnb ROI: 1.3%

Traditional ROI: 4.44%

17 Oak Glen Drive

Galena, IL

2 beds | 2 baths | 1,030 sq.ft.

$217,500

Airbnb cash on cash: -1.05%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $1152

Traditional Rental Income: $1758

Airbnb ROI: -1.05%

Traditional ROI: 3.74%

2 Concord Court

Galena, IL

3 beds | 2 baths | 3,048 sq.ft.

$485,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $2104

Traditional Rental Income: $2691

Airbnb ROI: 0.66%

Traditional ROI: 3.15%

463 Territory Drive

Galena, IL

3 beds | 3 baths | 2,750 sq.ft.

$439,900

Airbnb cash on cash: 0.65%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $2104

Traditional Rental Income: $2914

Airbnb ROI: 0.65%

Traditional ROI: 3.93%

310 Elk Street

Galena, IL

4 beds | 3 baths | 2,371 sq.ft.

$259,900

Airbnb cash on cash: 7.31%

Traditional cash on cash: 7.35%

Airbnb Rental Income: $3009

Traditional Rental Income: $2328

Airbnb ROI: 7.31%

Traditional ROI: 7.35%

147 Plum Cove Drive

Galena, IL

3 beds | 2 baths | 1,350 sq.ft.

$269,900

Airbnb cash on cash: 1.68%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $2104

Traditional Rental Income: $2041

Airbnb ROI: 1.68%

Traditional ROI: 3.55%

1765 William Drive

Galena, IL

4 beds | 4 baths | 3,119 sq.ft.

$429,900

Airbnb cash on cash: 2.33%

Traditional cash on cash: 4.49%

Airbnb Rental Income: $3009

Traditional Rental Income: $3186

Airbnb ROI: 2.33%

Traditional ROI: 4.49%

30 Creekwood

Galena, IL

2 beds | 2 baths | 1,050 sq.ft.

$222,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 6.45%

Airbnb Rental Income: $1152

Traditional Rental Income: $1931

Airbnb ROI: 0.93%