Real Estate Investment Properties for Sale in Greenwood, IN

Looking for investment property in Greenwood, IN with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
848 Cypress N Greenwood, IN This charming all-brick ranch is the kind of home you instantly feel comfortable in. With ...	3 beds \| 2 baths \| 1,608 sq.ft.	$315,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 4.79% Airbnb Rental Income: $1459 Traditional Rental Income: $1942 Airbnb ROI: 1.7% Traditional ROI: 4.79%
1272 Townsend Drive Greenwood, IN Tucked on a spacious corner lot, this 3-bedroom, 2.5-bath home is truly move-in ready with...	3 beds \| 3 baths \| 2,036 sq.ft.	$309,900	Airbnb cash on cash: 1.54% Traditional cash on cash: 5.91% Airbnb Rental Income: $1459 Traditional Rental Income: $2302 Airbnb ROI: 1.54% Traditional ROI: 5.91%
1007 Mount Vernon Court Greenwood, IN Welcome to this beautifully maintained all-brick ranch on a finished basement, perfectly s...	5 beds \| 4 baths \| 3,020 sq.ft.	$505,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $3227 Airbnb ROI: N/A Traditional ROI: 5.06%
5334 Brookstone Lane Greenwood, IN Luxurious custom brick ranch in prestigious Brookstone neighborhood - Center Grove Schools...	3 beds \| 2 baths \| 1,932 sq.ft.	$485,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 4.01% Airbnb Rental Income: $1459 Traditional Rental Income: $2509 Airbnb ROI: 0.74% Traditional ROI: 4.01%
2545 Wildflower Lane Greenwood, IN Welcome to this beautiful, well-maintained home offering spacious living in a prime locati...	4 beds \| 3 baths \| 2,793 sq.ft.	$334,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 6.68% Airbnb Rental Income: $1884 Traditional Rental Income: $2723 Airbnb ROI: 2.41% Traditional ROI: 6.68%
6451 Enclave Court Greenwood, IN This home has been freshly updated and is ready for your family! It sits in the popular En...	4 beds \| 3 baths \| 2,642 sq.ft.	$299,995	Airbnb cash on cash: 2.86% Traditional cash on cash: 7.23% Airbnb Rental Income: $1884 Traditional Rental Income: $2617 Airbnb ROI: 2.86% Traditional ROI: 7.23%
4489 Annelo Drive Greenwood, IN Welcome to 4489 Annelo Dr-where comfort, connection, and everyday joy come together in a p...	4 beds \| 4 baths \| 3,135 sq.ft.	$500,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 5.96% Airbnb Rental Income: $1884 Traditional Rental Income: $3623 Airbnb ROI: 1.17% Traditional ROI: 5.96%
2209 Leeward Court Greenwood, IN This beautiful 3-bedroom, 2-bath ranch home in desirable Greenwood, IN offers the perfect ...	3 beds \| 2 baths \| 1,518 sq.ft.	$310,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 4.64% Airbnb Rental Income: $1459 Traditional Rental Income: $1867 Airbnb ROI: 1.76% Traditional ROI: 4.64%
1418 Osprey Way Greenwood, IN 5/3. Downstairs has a bedroom across its own full bath. Garden tub and 2 large walk in c...	5 beds \| 3 baths \| 2,986 sq.ft.	$312,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $2725 Airbnb ROI: N/A Traditional ROI: 7.37%
700 Mountain Pine Drive Greenwood, IN Fully move-in ready 3BR/2.5BA home in Village Pines of Greenwood! Enjoy low maintenance li...	3 beds \| 3 baths \| 1,686 sq.ft.	$232,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 5.5% Airbnb Rental Income: $1459 Traditional Rental Income: $1694 Airbnb ROI: 2.47% Traditional ROI: 5.5%
386 White Oak Lane Greenwood, IN Welcome to this stunning custom brick 2-story home tucked away on a quiet cul-de-sac in th...	4 beds \| 3 baths \| 3,691 sq.ft.	$525,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.47% Airbnb Rental Income: $1884 Traditional Rental Income: $2569 Airbnb ROI: 1.05% Traditional ROI: 3.47%
1225 Apple Valley Road Greenwood, IN Home for sale in Greenwood area. Great location in the best school district in the area, g...	3 beds \| 2 baths \| 2,406 sq.ft.	$270,000	Airbnb cash on cash: 2.09% Traditional cash on cash: 7.09% Airbnb Rental Income: $1459 Traditional Rental Income: $2301 Airbnb ROI: 2.09% Traditional ROI: 7.09%
1054 Greenwood Trail W Greenwood, IN This townhome conveniently located in Greenwood Trails offers a fenced patio, separate din...	3 beds \| 2 baths \| 1,344 sq.ft.	$137,700	Airbnb cash on cash: 3.44% Traditional cash on cash: 7.99% Airbnb Rental Income: $1459 Traditional Rental Income: $1628 Airbnb ROI: 3.44% Traditional ROI: 7.99%
1697 Pelham Drive Greenwood, IN Welcome to this beautiful 2021 built home in Fieldstone Subdivision, featuring 3 bedroom 2...	3 beds \| 3 baths \| 2,463 sq.ft.	$434,500	Airbnb cash on cash: 0.29% Traditional cash on cash: 4.14% Airbnb Rental Income: $1459 Traditional Rental Income: $2592 Airbnb ROI: 0.29% Traditional ROI: 4.14%
1758 Pelham Drive Greenwood, IN Step inside this thoughtfully designed ranch home located in the popular Fieldstone neighb...	3 beds \| 3 baths \| 2,182 sq.ft.	$415,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.5% Airbnb Rental Income: $1459 Traditional Rental Income: $1852 Airbnb ROI: 0.37% Traditional ROI: 2.5%
5151 W Stones Crossing Road Greenwood, IN MAGNIFICENT 5 Bedroom / 2.5 Bath Full Brick Ranch w/ Finished Basement on 1.3 Acres AVAILA...	5 beds \| 3 baths \| 4,250 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.62% Airbnb Rental Income: $null Traditional Rental Income: $2289 Airbnb ROI: N/A Traditional ROI: 1.62%
2950 Treehouse Pass Greenwood, IN Great Two Story House in Greenwood with a full fenced back yard and deck waiting for you t...	3 beds \| 3 baths \| 2,132 sq.ft.	$317,500	Airbnb cash on cash: 1.34% Traditional cash on cash: 5.72% Airbnb Rental Income: $1459 Traditional Rental Income: $2333 Airbnb ROI: 1.34% Traditional ROI: 5.72%
317 Legacy Boulevard Greenwood, IN Spacious 4 bedroom, 2.5 bathroom home in Greenwood featuring a full unfinished basement, v...	4 beds \| 3 baths \| 3,085 sq.ft.	$369,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 5.62% Airbnb Rental Income: $1884 Traditional Rental Income: $2631 Airbnb ROI: 2.02% Traditional ROI: 5.62%
948 Fred Lane Greenwood, IN Attractive 2023 Built, Brick Ranch 3 BR/2.5 BA home, w/ 3 car garage and all of the tastef...	3 beds \| 3 baths \| 2,187 sq.ft.	$440,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 2.81% Airbnb Rental Income: $1459 Traditional Rental Income: $2049 Airbnb ROI: 0.33% Traditional ROI: 2.81%
2967 Hearthside Drive Greenwood, IN Outstanding Opportunity in Homecoming at University Park! Welcome to this beautiful 3-bed...	3 beds \| 3 baths \| 2,398 sq.ft.	$329,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.62% Airbnb Rental Income: $1459 Traditional Rental Income: $1808 Airbnb ROI: 1.09% Traditional ROI: 3.62%
577 Stobus Drive Greenwood, IN Discover the potential within 577 Stobus DR, GREENWOOD, IN. This single-family residence i...	3 beds \| 3 baths \| 2,061 sq.ft.	$245,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 3.78% Airbnb Rental Income: $1459 Traditional Rental Income: $1473 Airbnb ROI: 1.85% Traditional ROI: 3.78%
657 Cielo Vista Drive Greenwood, IN Seller Highly Motivated, just look at this incredible price to live on a golf course in Gr...	2 beds \| 2 baths \| 1,692 sq.ft.	$206,500	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.76% Airbnb Rental Income: $1189 Traditional Rental Income: $1453 Airbnb ROI: 0.43% Traditional ROI: 3.76%
1219 Cassine Place Greenwood, IN This spacious two-story home offers comfort, flexibility, and convenience in a sought-afte...	5 beds \| 3 baths \| 2,460 sq.ft.	$370,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.62% Airbnb Rental Income: $null Traditional Rental Income: $2416 Airbnb ROI: N/A Traditional ROI: 4.62%
5656 Grosbeak Drive Greenwood, IN Spacious 4 bedroom, 2.5 bathroom home with 3 car garage built in 2021 by MI Homes (Fairban...	4 beds \| 3 baths \| 2,976 sq.ft.	$429,500	Airbnb cash on cash: 1.23% Traditional cash on cash: 4% Airbnb Rental Income: $1884 Traditional Rental Income: $2495 Airbnb ROI: 1.23% Traditional ROI: 4%
142 Kensington Park Road Greenwood, IN SPACE ODESSEY!!! Enjoy all of the space that this 3 bedroom (poss 4), 2 bath brick ranch ...	3 beds \| 2 baths \| 1,521 sq.ft.	$225,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 7.38% Airbnb Rental Income: $1459 Traditional Rental Income: $1995 Airbnb ROI: 2.83% Traditional ROI: 7.38%
776 Alvey Court Greenwood, IN Nestled at 776 Alvey CT, GREENWOOD, IN, this single-family residence in Johnson County off...	3 beds \| 2 baths \| 1,154 sq.ft.	$239,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 4.06% Airbnb Rental Income: $1459 Traditional Rental Income: $1580 Airbnb ROI: 1.62% Traditional ROI: 4.06%
2277 Maple Stone Lane Greenwood, IN Cherry Tree Walk Beautiful 5 BEDROOM + 2.5 BATH Two-Story Home! 3,068 Sq. Ft. Features: ...	5 beds \| 3 baths \| 4,669 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.69% Airbnb Rental Income: $null Traditional Rental Income: $2949 Airbnb ROI: N/A Traditional ROI: 5.69%
333 Elmscourt Circle Greenwood, IN Beautifully maintained 4 bedrooms, 3 bath home in Fair Oaks. This home offers so much! It...	4 beds \| 3 baths \| 2,475 sq.ft.	$420,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 4.72% Airbnb Rental Income: $1884 Traditional Rental Income: $2695 Airbnb ROI: 1.38% Traditional ROI: 4.72%
801 Silverleaf Drive Greenwood, IN Located at 801 Silverleaf DR, GREENWOOD, IN, this attractive single-family residence in Jo...	4 beds \| 4 baths \| 5,679 sq.ft.	$775,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.92% Airbnb Rental Income: $1884 Traditional Rental Income: $3467 Airbnb ROI: 0.03% Traditional ROI: 2.92%
3621 Olive Branch Road Greenwood, IN Adjacent to Dyes Walk Golf Course, luxury, privacy, and flexibility come together in this ...	5 beds \| 6 baths \| 7,454 sq.ft.	$1,800,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $7191 Airbnb ROI: N/A Traditional ROI: 3.16%
1169 Richmond Lane Greenwood, IN Lovely, well-maintained 5 BR home on 1/3 acre lot in sought-after community with pool & pl...	5 beds \| 3 baths \| 2,560 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $2546 Airbnb ROI: N/A Traditional ROI: 4.69%
1265 Sika Lane Greenwood, IN This is Lennar's incredibly popular Rockwell D floorplan! This wonderful home features a g...	5 beds \| 5 baths \| 3,529 sq.ft.	$494,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.6% Airbnb Rental Income: $null Traditional Rental Income: $4714 Airbnb ROI: N/A Traditional ROI: 8.6%
17 Crestview Drive Greenwood, IN Come see this charming home now on the market! Discover a bright interior tied together w...	3 beds \| 2 baths \| 1,721 sq.ft.	$246,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 6.21% Airbnb Rental Income: $1459 Traditional Rental Income: $1920 Airbnb ROI: 2.36% Traditional ROI: 6.21%
5839 Altar Bell Circle Greenwood, IN Corner Lot Beauty Built in 2023! Welcome home to modern luxury on a premium corner lot! Th...	5 beds \| 3 baths \| 3,371 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $2848 Airbnb ROI: N/A Traditional ROI: 5.01%
931 Beech Drive Greenwood, IN This well-maintained, character-filled home is ideally located near top restaurants, shopp...	3 beds \| 2 baths \| 2,172 sq.ft.	$299,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 6% Airbnb Rental Income: $1459 Traditional Rental Income: $2228 Airbnb ROI: 1.73% Traditional ROI: 6%
209 Brighton Court Greenwood, IN Check out this stunning condo, located next to the Valle Vista Golf Course in Greenwood, f...	2 beds \| 2 baths \| 1,314 sq.ft.	$228,500	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.28% Airbnb Rental Income: $1189 Traditional Rental Income: $1560 Airbnb ROI: -0.22% Traditional ROI: 3.28%
633 Park Drive Greenwood, IN NEW UPDATES!! Welcome to 633 Park Drive! This traditional Ranch in a quiet Greenwood neigh...	3 beds \| 2 baths \| 1,325 sq.ft.	$225,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 6.35% Airbnb Rental Income: $1459 Traditional Rental Income: $1689 Airbnb ROI: 3.24% Traditional ROI: 6.35%
2922 Woods Edge Drive Greenwood, IN Carriage Duplex is a series of new paired homes for sale at Grand Vista, a master-planned ...	4 beds \| 3 baths \| 1,805 sq.ft.	$288,335	Airbnb cash on cash: 2.7% Traditional cash on cash: 6.02% Airbnb Rental Income: $1884 Traditional Rental Income: $2285 Airbnb ROI: 2.7% Traditional ROI: 6.02%
2948 Woods Edge Drive Greenwood, IN Carriage Duplex is a series of new paired homes for sale at Grand Vista, a master-planned ...	5 beds \| 3 baths \| 2,247 sq.ft.	$339,995	Airbnb cash on cash: N/A Traditional cash on cash: 5.79% Airbnb Rental Income: $null Traditional Rental Income: $2545 Airbnb ROI: N/A Traditional ROI: 5.79%
5331 Birch Lane Greenwood, IN Dive into Your Private Oasis Experience the epitome of relaxation and entertainment with ...	3 beds \| 2 baths \| 1,751 sq.ft.	$385,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 3.79% Airbnb Rental Income: $1459 Traditional Rental Income: $2244 Airbnb ROI: 0.42% Traditional ROI: 3.79%

Real Estate investment in Greenwood, IN

There are 160 properties for sale in the city of Greenwood . The median list price in Greenwood is $349,000 and the average price per square foot is $137. In December 2025, the average monthly cash on cash return in Greenwood is 5.00%. The average monthly rental income in Greenwood is $2,416.

Greenwood, IN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 160 investment properties available for sale in Greenwood.

In 2025, the best neighborhood to buy investment property is Greenwood.

The ROI for Long-Term is higher than the Short-Term in Greenwood with average rental income of $2,416.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, IN

848 Cypress N

Greenwood, IN

3 beds | 2 baths | 1,608 sq.ft.

$315,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $1459

Traditional Rental Income: $1942

Airbnb ROI: 1.7%

Traditional ROI: 4.79%

1272 Townsend Drive

Greenwood, IN

3 beds | 3 baths | 2,036 sq.ft.

$309,900

Airbnb cash on cash: 1.54%

Traditional cash on cash: 5.91%

Airbnb Rental Income: $1459

Traditional Rental Income: $2302

Airbnb ROI: 1.54%

Traditional ROI: 5.91%

1007 Mount Vernon Court

Greenwood, IN

5 beds | 4 baths | 3,020 sq.ft.

$505,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.06%

Airbnb Rental Income: $null

Traditional Rental Income: $3227

Airbnb ROI: N/A

Traditional ROI: 5.06%

5334 Brookstone Lane

Greenwood, IN

3 beds | 2 baths | 1,932 sq.ft.

$485,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1459

Traditional Rental Income: $2509

Airbnb ROI: 0.74%

Traditional ROI: 4.01%

2545 Wildflower Lane

Greenwood, IN

4 beds | 3 baths | 2,793 sq.ft.

$334,900

Airbnb cash on cash: 2.41%

Traditional cash on cash: 6.68%

Airbnb Rental Income: $1884

Traditional Rental Income: $2723

Airbnb ROI: 2.41%

Traditional ROI: 6.68%

6451 Enclave Court

Greenwood, IN

4 beds | 3 baths | 2,642 sq.ft.

$299,995

Airbnb cash on cash: 2.86%

Traditional cash on cash: 7.23%

Airbnb Rental Income: $1884

Traditional Rental Income: $2617

Airbnb ROI: 2.86%

Traditional ROI: 7.23%

4489 Annelo Drive

Greenwood, IN

4 beds | 4 baths | 3,135 sq.ft.

$500,000

Airbnb cash on cash: 1.17%

Traditional cash on cash: 5.96%

Airbnb Rental Income: $1884

Traditional Rental Income: $3623

Airbnb ROI: 1.17%

Traditional ROI: 5.96%

2209 Leeward Court

Greenwood, IN

3 beds | 2 baths | 1,518 sq.ft.

$310,000

Airbnb cash on cash: 1.76%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $1459

Traditional Rental Income: $1867

Airbnb ROI: 1.76%