Real Estate Investment Properties for Sale in Hampshire, IL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2571 Ross Street HAMPSHIRE, IL Welcome to this beautiful, two-story, Camden model 1/2 duplex in the desirable Lakewood Cr...	2 beds \| 3 baths \| 1,370 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 5.27%
2562 Cesario Dr #2562 HAMPSHIRE, IL Tucked into the heart of the sought-after Lakewood Crossing community, this duplex offers ...	2 beds \| 2 baths \| 1,219 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $2325 Airbnb ROI: N/A Traditional ROI: 5.78%
44W465 Plank Rd HAMPSHIRE, IL Custom-built Masterpiece! Soaring two-story foyer with a curved staircase. A chef's kitche...	4 beds \| 3 baths \| 5,940 sq.ft.	$820,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.43% Airbnb Rental Income: $null Traditional Rental Income: $3955 Airbnb ROI: N/A Traditional ROI: 1.43%
43W916 US Highway 20 HAMPSHIRE, IL Wow! Best investment opportunity! 85 Acres! Subdivisions are popping up all around this pr...	3 beds \| 2 baths \| 2,496 sq.ft.	$3,400,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.37% Airbnb Rental Income: $null Traditional Rental Income: $2781 Airbnb ROI: N/A Traditional ROI: -0.37%
Lot 335 Dawns End HAMPSHIRE, IL Proposed new construction presented by Silverthorne Homes. The Westwood plan is perfect fo...	4 beds \| 2 baths \| 2,995 sq.ft.	$572,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.17% Airbnb Rental Income: $null Traditional Rental Income: $2511 Airbnb ROI: N/A Traditional ROI: 1.17%
Lot 130 W Meadowdale Cir HAMPSHIRE, IL All Appliances Included on a new build on this lot: Washer, Dryer, Fridge, Range, Microwav...	3 beds \| 2 baths \| 1,387 sq.ft.	$397,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $2314 Airbnb ROI: N/A Traditional ROI: 4.77%
Lot 124 W Meadowdale Cir HAMPSHIRE, IL All Appliances Included on a new build on this lot: Washer, Dryer, Fridge, Range, Microwav...	3 beds \| 2 baths \| 1,817 sq.ft.	$456,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.19% Airbnb Rental Income: $null Traditional Rental Income: $2422 Airbnb ROI: N/A Traditional ROI: 2.19%
Lot 125 W Meadowdale Cir HAMPSHIRE, IL All Appliances Included on a new build on this lot: Washer, Dryer, Fridge, Range, Microwav...	3 beds \| 2 baths \| 1,740 sq.ft.	$399,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $2481 Airbnb ROI: N/A Traditional ROI: 3.11%
Lot 282 Wild Prairie Pt HAMPSHIRE, IL Proposed new construction presented by Silverthorne Homes. The Varner's masterful design o...	3 beds \| 2 baths \| 1,877 sq.ft.	$454,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $2777 Airbnb ROI: N/A Traditional ROI: 2.94%
Lot 284 Wild Prairie Pt HAMPSHIRE, IL Proposed new construction presented by Silverthorne Homes. Welcome home to The Craftsman! ...	4 beds \| 2 baths \| 2,058 sq.ft.	$444,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.42% Airbnb Rental Income: $null Traditional Rental Income: $2922 Airbnb ROI: N/A Traditional ROI: 3.42%
Lot 286 Wild Prairie Pt HAMPSHIRE, IL Proposed New Construction presented by Silverthorne Homes. This magnificent home is a perf...	4 beds \| 2 baths \| 2,248 sq.ft.	$512,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.94% Airbnb Rental Income: $null Traditional Rental Income: $3111 Airbnb ROI: N/A Traditional ROI: 2.94%
2461 Tahoe Ln HAMPSHIRE, IL Interest Rate Buy Down Assistance is Being Offered!! This turn key home offers a premium w...	4 beds \| 2 baths \| 2,051 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $3253 Airbnb ROI: N/A Traditional ROI: 6.22%
17N753 Widmayer Rd HAMPSHIRE, IL Gorgeous farmstead on 64 acres of land in Hampshire Township, Illinois. This historic dair...	3 beds \| 2 baths \| 2,325 sq.ft.	$2,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.17% Airbnb Rental Income: $null Traditional Rental Income: $2892 Airbnb ROI: N/A Traditional ROI: -0.17%
1127 Briar Glen Ct HAMPSHIRE, IL Don't miss this nearly new townhome-built in 2023 and still in pristine condition! Lightly...	3 beds \| 2 baths \| 1,756 sq.ft.	$298,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.09% Airbnb Rental Income: $null Traditional Rental Income: $2863 Airbnb ROI: N/A Traditional ROI: 6.09%
421 Klick St HAMPSHIRE, IL Welcome to this well maintained and immaculate 3 bed, 2 bath home in Hampshire! Beautiful ...	3 beds \| 2 baths \| 1,344 sq.ft.	$359,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2334 Airbnb ROI: N/A Traditional ROI: 3.96%
681 Hampshire Dr HAMPSHIRE, IL Welcome to this huge duplex with open floor plan and master bedroom on the first floor wit...	3 beds \| 2 baths \| 1,918 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $2744 Airbnb ROI: N/A Traditional ROI: 5.06%
11N315 Mcgough Rd HAMPSHIRE, IL Experience the balance of country living on this scenic 20-acre farm featuring a 4-bedroom...	4 beds \| 1 baths \| 2,169 sq.ft.	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.99% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 0.99%
1471 Hearthstone Drive HAMPSHIRE, IL Welcome to this immaculate and move-in-ready spectacular Aberdeen model home, featuring 3 ...	3 beds \| 3 baths \| 1,915 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $2849 Airbnb ROI: N/A Traditional ROI: 3.75%
2662 Cesario Drive unit: 2662 #2662 HAMPSHIRE, IL Welcome Home to Lakewood Crossing: Your Ideal Duplex Retreat! Nestled in the highly so...	3 beds \| 3 baths \| 1,370 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $2231 Airbnb ROI: N/A Traditional ROI: 4.96%
1561 Sequoia Way HAMPSHIRE, IL Welcome home to 1561 Sequoia Way in Pingree Grove, located in the desirable Cambridge Lake...	3 beds \| 2 baths \| 1,758 sq.ft.	$360,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 6.42% Airbnb Rental Income: $1955 Traditional Rental Income: $2844 Airbnb ROI: 2.15% Traditional ROI: 6.42%
814 Briar Glen Ct HAMPSHIRE, IL * FANTASTIC 3 BEDROOM END UNIT * 1756 SQ FT * 2.5 BATHS * 2 CAR GARAGE * WIDE OPEN FLOOR P...	3 beds \| 2 baths \| 1,756 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $2844 Airbnb ROI: N/A Traditional ROI: 5.62%
2662 Cesario Dr #2662 HAMPSHIRE, IL	3 beds \| 2 baths \| 1,370 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $1930 Airbnb ROI: N/A Traditional ROI: 3.35%
190 Grove Ave HAMPSHIRE, IL 190 Grove Ave, HAMPSHIRE, IL 60140 \| Single Family Residential	4 beds \| 2 baths \| 2,862 sq.ft.	$474,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.76% Airbnb Rental Income: $null Traditional Rental Income: $2317 Airbnb ROI: N/A Traditional ROI: 1.76%
120 Cornerstone Xing HAMPSHIRE, IL 120 Cornerstone Xing, HAMPSHIRE, IL 60140 \| Single Family Residential	4 beds \| 2 baths \| 1,953 sq.ft.	$399,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.39% Airbnb Rental Income: $null Traditional Rental Income: $2257 Airbnb ROI: N/A Traditional ROI: 2.39%
Lot 326 Bennington Ln HAMPSHIRE, IL Lot 326 Bennington Ln, HAMPSHIRE, IL 60140 \| Single Family Residential	4 beds \| 2 baths \| 2,603 sq.ft.	$537,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.44% Airbnb Rental Income: $null Traditional Rental Income: $2502 Airbnb ROI: N/A Traditional ROI: 1.44%
714 Wild Pr HAMPSHIRE, IL 714 Wild Pr, HAMPSHIRE, IL 60140 \| Single Family Residential	4 beds \| 2 baths \| 2,721 sq.ft.	$568,369	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $2560 Airbnb ROI: N/A Traditional ROI: 1.4%
117 Cornerstone Xing HAMPSHIRE, IL 117 Cornerstone Xing, HAMPSHIRE, IL 60140 \| Single Family Residential	3 beds \| 2 baths \| 1,561 sq.ft.	$369,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $2146 Airbnb ROI: N/A Traditional ROI: 2.52%
875 Briar Glen Ct HAMPSHIRE, IL 875 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$309,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.63% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.63%
820 Briar Glen Ct HAMPSHIRE, IL 820 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 3.15%
885 Briar Glen Ct HAMPSHIRE, IL 885 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$326,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.28%
Lot 327 Bennington Ln HAMPSHIRE, IL Lot 327 Bennington Ln, HAMPSHIRE, IL 60140 \| Single Family Residential	4 beds \| 2 baths \| 2,502 sq.ft.	$514,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.62% Airbnb Rental Income: $null Traditional Rental Income: $2489 Airbnb ROI: N/A Traditional ROI: 1.62%
501 Autumn Moor Trl HAMPSHIRE, IL 501 Autumn Moor Trl, HAMPSHIRE, IL 60140 \| Single Family Residential	4 beds \| 2 baths \| 2,600 sq.ft.	$467,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.16% Airbnb Rental Income: $null Traditional Rental Income: $2512 Airbnb ROI: N/A Traditional ROI: 2.16%
895 Briar Glen Ct HAMPSHIRE, IL 895 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$326,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.28%
923 Briar Glen Ct HAMPSHIRE, IL 923 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$334,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 2.5%
901 Briar Glen Ct HAMPSHIRE, IL 901 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$313,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.21%
911 Briar Glen Ct HAMPSHIRE, IL 911 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$330,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.21% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.21%
915 Briar Glen Ct HAMPSHIRE, IL 915 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	3 beds \| 2 baths \| 1,756 sq.ft.	$334,990	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $2342 Airbnb ROI: N/A Traditional ROI: 3.15%
Lot 154 W Meadowdale Cir HAMPSHIRE, IL Lot 154 W Meadowdale Cir, HAMPSHIRE, IL 60140 \| Single Family Residential	3 beds \| 3 baths \| 2,785 sq.ft.	$534,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $2515 Airbnb ROI: N/A Traditional ROI: 1.49%
917 Briar Glen Ct HAMPSHIRE, IL 917 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	2 beds \| 2 baths \| 1,579 sq.ft.	$296,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.45% Airbnb Rental Income: $null Traditional Rental Income: $1921 Airbnb ROI: N/A Traditional ROI: 2.45%
879 Briar Glen Ct HAMPSHIRE, IL 879 Briar Glen Ct, HAMPSHIRE, IL 60140 \| Townhouse	2 beds \| 2 baths \| 1,579 sq.ft.	$289,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $1921 Airbnb ROI: N/A Traditional ROI: 2.56%

Real Estate investment in Hampshire, IL

There are 90 properties for sale in the city of Hampshire . The median list price in Hampshire is $369,990 and the average price per square foot is $192. In February 2026, the average monthly cash on cash return in Hampshire is 2.00%. The average monthly rental income in Hampshire is $2,342.

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

There are 90 investment properties available for sale in Hampshire.

The ROI for Short-Term is higher than the Long-Term in Hampshire with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Hampshire, IL

2571 Ross Street

HAMPSHIRE, IL

2 beds | 3 baths | 1,370 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2330

Airbnb ROI: N/A

Traditional ROI: 5.27%

2562 Cesario Dr #2562

HAMPSHIRE, IL

2 beds | 2 baths | 1,219 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2325

Airbnb ROI: N/A

Traditional ROI: 5.78%

44W465 Plank Rd

HAMPSHIRE, IL

4 beds | 3 baths | 5,940 sq.ft.

$820,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.43%

Airbnb Rental Income: $null

Traditional Rental Income: $3955

Airbnb ROI: N/A

Traditional ROI: 1.43%

43W916 US Highway 20

HAMPSHIRE, IL

3 beds | 2 baths | 2,496 sq.ft.

$3,400,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2781

Airbnb ROI: N/A

Traditional ROI: -0.37%

Lot 335 Dawns End

HAMPSHIRE, IL

4 beds | 2 baths | 2,995 sq.ft.

$572,990

Airbnb cash on cash: N/A

Traditional cash on cash: 1.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2511

Airbnb ROI: N/A

Traditional ROI: 1.17%

Lot 130 W Meadowdale Cir

HAMPSHIRE, IL

3 beds | 2 baths | 1,387 sq.ft.

$397,990

Airbnb cash on cash: N/A

Traditional cash on cash: 4.77%

Airbnb Rental Income: $null

Traditional Rental Income: $2314

Airbnb ROI: N/A

Traditional ROI: 4.77%

Lot 124 W Meadowdale Cir

HAMPSHIRE, IL

3 beds | 2 baths | 1,817 sq.ft.

$456,990

Airbnb cash on cash: N/A

Traditional cash on cash: 2.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2422

Airbnb ROI: N/A

Traditional ROI: 2.19%

Lot 125 W Meadowdale Cir

HAMPSHIRE, IL

3 beds | 2 baths | 1,740 sq.ft.

$399,990

Airbnb cash on cash: N/A

Traditional cash on cash: 3.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2481

Airbnb ROI: N/A