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
387 Pleasantview Boulevard Greenwood, IN Welcome Home! This home is located on cul-de-sac near the Greenwood Carefree Community and...	3 beds \| 2 baths \| 1,564 sq.ft.	$295,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 5.04% Airbnb Rental Income: $1726 Traditional Rental Income: $1867 Airbnb ROI: 2.82% Traditional ROI: 5.04%
462 San Carlos Drive Greenwood, IN Eye catching Contemporary in the highly sought after neighborhood of The Villas. Enjoy the...	4 beds \| 2 baths \| 2,272 sq.ft.	$309,000	Airbnb cash on cash: 6.64% Traditional cash on cash: 7.41% Airbnb Rental Income: $3100 Traditional Rental Income: $2618 Airbnb ROI: 6.64% Traditional ROI: 7.41%
5415 Misthaven Lane Greenwood, IN Welcome to this really comfortable home in Brookhaven that just feels easy to live in. The...	4 beds \| 3 baths \| 2,428 sq.ft.	$375,000	Airbnb cash on cash: 4.93% Traditional cash on cash: 5.11% Airbnb Rental Income: $3100 Traditional Rental Income: $2456 Airbnb ROI: 4.93% Traditional ROI: 5.11%
322 Wakefield Drive E Greenwood, IN Welcome home to this beautiful 4-bedroom, 2.5-bath two-story home in the highly desirable ...	4 beds \| 3 baths \| 4,359 sq.ft.	$415,000	Airbnb cash on cash: 4.42% Traditional cash on cash: 5.15% Airbnb Rental Income: $3100 Traditional Rental Income: $2677 Airbnb ROI: 4.42% Traditional ROI: 5.15%
2689 Falcon Drive Greenwood, IN Welcome home to this beautiful 2,167 square foot two-story nestled on a corner lot in the ...	4 beds \| 3 baths \| 2,167 sq.ft.	$350,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 5.79% Airbnb Rental Income: $3100 Traditional Rental Income: $2417 Airbnb ROI: 5.73% Traditional ROI: 5.79%
608 Horton Street Greenwood, IN Welcome to this well-maintained 3-bedroom, 2 full bath brick ranch in the desirable Reynol...	3 beds \| 2 baths \| 1,307 sq.ft.	$269,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 4.29% Airbnb Rental Income: $1726 Traditional Rental Income: $1486 Airbnb ROI: 3.36% Traditional ROI: 4.29%
522 La Reforma Drive Greenwood, IN Investor opportunity, this home needs lots of work and is priced accordingly. This home is...	4 beds \| 4 baths \| 1,976 sq.ft.	$250,000	Airbnb cash on cash: 8.16% Traditional cash on cash: 9.35% Airbnb Rental Income: $3100 Traditional Rental Income: $2675 Airbnb ROI: 8.16% Traditional ROI: 9.35%
465 Polk Manor Drive Greenwood, IN Beautiful 3BR/2BATH full brick ranch with fully fenced rear yard and no HOA near downtown ...	3 beds \| 2 baths \| 1,390 sq.ft.	$262,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 5.37% Airbnb Rental Income: $1726 Traditional Rental Income: $1748 Airbnb ROI: 3.35% Traditional ROI: 5.37%
5263 Brooks Bend Greenwood, IN Beautiful custom-built, three-level home in the heart of Center Grove. Sought after Preser...	4 beds \| 4 baths \| 3,725 sq.ft.	$530,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 4.86% Airbnb Rental Income: $3100 Traditional Rental Income: $3284 Airbnb ROI: 3.06% Traditional ROI: 4.86%
5307 Misthaven Lane Greenwood, IN Nestled at 5307 Misthaven Lane, in highly sought after Center Grove, this attractive singl...	4 beds \| 3 baths \| 2,840 sq.ft.	$389,900	Airbnb cash on cash: 4.76% Traditional cash on cash: 5.38% Airbnb Rental Income: $3100 Traditional Rental Income: $2624 Airbnb ROI: 4.76% Traditional ROI: 5.38%
1233 Old Vines Trail Greenwood, IN Perfect! 3 Bedroom & 2.5 Bath Home w/ Huge Loft & Has Tons of Great Updates! Home Features...	3 beds \| 3 baths \| 2,512 sq.ft.	$349,900	Airbnb cash on cash: 1.87% Traditional cash on cash: 5.61% Airbnb Rental Income: $1726 Traditional Rental Income: $2476 Airbnb ROI: 1.87% Traditional ROI: 5.61%
5422 Wakefield Drive S Greenwood, IN You will love this Wakefield home minutes away from the pond where you can fish and take q...	4 beds \| 4 baths \| 4,452 sq.ft.	$410,000	Airbnb cash on cash: 4.44% Traditional cash on cash: 7.09% Airbnb Rental Income: $3100 Traditional Rental Income: $3414 Airbnb ROI: 4.44% Traditional ROI: 7.09%
5400 Wakefield Drive S Greenwood, IN Discover a remarkable lifestyle opportunity at 5400 Wakefield DR S in GREENWOOD, IN. Built...	4 beds \| 3 baths \| 3,894 sq.ft.	$395,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 5.29% Airbnb Rental Income: $3100 Traditional Rental Income: $2571 Airbnb ROI: 4.82% Traditional ROI: 5.29%
1737 Brer Rabbit Drive Greenwood, IN Beautiful 1531 sq ft stone ranch, move-in ready! Great location, nestled on over 1/2 an ac...	3 beds \| 2 baths \| 1,531 sq.ft.	$299,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 5.05% Airbnb Rental Income: $1726 Traditional Rental Income: $1881 Airbnb ROI: 2.81% Traditional ROI: 5.05%
229 Brighton Court Greenwood, IN Welcome home to this magnificently modern and maintenance-free 3 bed, 2.5 bath condo locat...	3 beds \| 3 baths \| 1,844 sq.ft.	$310,000	Airbnb cash on cash: 1.23% Traditional cash on cash: 4.88% Airbnb Rental Income: $1726 Traditional Rental Income: $2312 Airbnb ROI: 1.23% Traditional ROI: 4.88%
4663 W Runyon Lake Drive Greenwood, IN Imagine 4663 W Runyon Lake Dr, with recent updates featuring new flooring throughout and f...	3 beds \| 1 baths \| 1,184 sq.ft.	$255,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 3.85% Airbnb Rental Income: $1726 Traditional Rental Income: $1393 Airbnb ROI: 3.26% Traditional ROI: 3.85%
3993 Cedar Lane Greenwood, IN Rare opportunity presents itself in this 3 bedroom 2 bath all brick home on nearly 2 acres...	3 beds \| 2 baths \| 1,912 sq.ft.	$424,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.6% Airbnb Rental Income: $1726 Traditional Rental Income: $2054 Airbnb ROI: 1.58% Traditional ROI: 3.6%
299 Entrance Hall View Greenwood, IN This is the one you've been waiting for. This stunning Center Grove luxury ranch sits on a...	3 beds \| 2 baths \| 2,299 sq.ft.	$459,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 3.49% Airbnb Rental Income: $1726 Traditional Rental Income: $2277 Airbnb ROI: 1.1% Traditional ROI: 3.49%
465 Lacy Drive Greenwood, IN Step right up, folks, and feast your eyes on 465 Lacy DR in GREENWOOD with NO HOA! This de...	3 beds \| 2 baths \| 1,882 sq.ft.	$365,000	Airbnb cash on cash: 2% Traditional cash on cash: 4.39% Airbnb Rental Income: $1726 Traditional Rental Income: $2067 Airbnb ROI: 2% Traditional ROI: 4.39%
458 Sayre Drive Greenwood, IN Cozy 3 beds 1.5 baths ranch home in greenwood area awaits new owner ! All laminate hardwoo...	3 beds \| 2 baths \| 1,068 sq.ft.	$230,000	Airbnb cash on cash: 4.26% Traditional cash on cash: 5.46% Airbnb Rental Income: $1726 Traditional Rental Income: $1510 Airbnb ROI: 4.26% Traditional ROI: 5.46%
700 Horton Street Greenwood, IN Welcome home to this charming all brick 3 BR, 2FBA home of yesteryear! this sweet home bod...	3 beds \| 2 baths \| 1,628 sq.ft.	$279,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 5.38% Airbnb Rental Income: $1726 Traditional Rental Income: $1964 Airbnb ROI: 2.67% Traditional ROI: 5.38%
863 W Ashbourne Lane Greenwood, IN Immaculate and meticulously maintained 3-bedroom, 2-bath ranch home nestled in the heart o...	3 beds \| 2 baths \| 1,848 sq.ft.	$354,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 4.42% Airbnb Rental Income: $1726 Traditional Rental Income: $2035 Airbnb ROI: 2.05% Traditional ROI: 4.42%
5862 Columbia Circle Greenwood, IN Ready to FIND the space you have been waiting for? This home will CHECK all your boxes. Lo...	4 beds \| 3 baths \| 2,379 sq.ft.	$335,000	Airbnb cash on cash: 5.83% Traditional cash on cash: 5.83% Airbnb Rental Income: $3100 Traditional Rental Income: $2396 Airbnb ROI: 5.83% Traditional ROI: 5.83%
1215 Siena Drive Greenwood, IN Welcome to this charming 2-story home in the sought-after Tuscany Village neighborhood in ...	4 beds \| 3 baths \| 2,770 sq.ft.	$415,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 4.86% Airbnb Rental Income: $3100 Traditional Rental Income: $2586 Airbnb ROI: 4.37% Traditional ROI: 4.86%
1770 Blue Grass Parkway Greenwood, IN Welcome home to this spacious and inviting 3-bedroom, 2.5-bath residence in desirable Gree...	3 beds \| 3 baths \| 2,226 sq.ft.	$274,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 6.22% Airbnb Rental Income: $1726 Traditional Rental Income: $2273 Airbnb ROI: 2.26% Traditional ROI: 6.22%
4047 N Oval Lane Greenwood, IN Welcome to 4047 N Oval LN, a delightful single-family residence in Greenwood, IN, built in...	3 beds \| 2 baths \| 1,938 sq.ft.	$360,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 4.56% Airbnb Rental Income: $1726 Traditional Rental Income: $2186 Airbnb ROI: 1.79% Traditional ROI: 4.56%
224 N Peterman Road Greenwood, IN In the 3 of Center Grove~ FAIRVIEW HEIGHTS ~ 1800 sqft Brick RANCH: 3 BED 2 BATH on a larg...	3 beds \| 2 baths \| 1,815 sq.ft.	$345,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 3.18% Airbnb Rental Income: $1726 Traditional Rental Income: $1589 Airbnb ROI: 2.13% Traditional ROI: 3.18%
5326 Tracey Jo Road Greenwood, IN Fully renovated, stunning custom brick ranch in Center Grove schools. Sought-after neighbo...	4 beds \| 3 baths \| 2,614 sq.ft.	$400,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 5.28% Airbnb Rental Income: $3100 Traditional Rental Income: $2604 Airbnb ROI: 4.72% Traditional ROI: 5.28%
1216 Odell Lane Greenwood, IN 3br 2.5 bath located minutes from all that Greenwood has to offer. Nice starter home or in...	3 beds \| 3 baths \| 1,309 sq.ft.	$215,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 6.3% Airbnb Rental Income: $1726 Traditional Rental Income: $1765 Airbnb ROI: 3.77% Traditional ROI: 6.3%
525 Paradise Way E #C Greenwood, IN Welcome to 525 Paradise Way E (Unit C)! Fall in love with this low-maintenance, move-in-re...	2 beds \| 2 baths \| 1,270 sq.ft.	$190,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 5.44% Airbnb Rental Income: $1529 Traditional Rental Income: $1558 Airbnb ROI: 2.82% Traditional ROI: 5.44%
1708 Woodcroft Court Greenwood, IN SOLID VALUE in Brockton Manor. This beautiful all BRICK two story with a finished basement...	4 beds \| 5 baths \| 4,588 sq.ft.	$605,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 6.46% Airbnb Rental Income: $3100 Traditional Rental Income: $4627 Airbnb ROI: 2.51% Traditional ROI: 6.46%
4498 Hickory Grove Boulevard Greenwood, IN This all BRICK, one level home with a FINISHED walk-out basement is perfectly POSITIONED a...	4 beds \| 4 baths \| 5,080 sq.ft.	$640,000	Airbnb cash on cash: 2.07% Traditional cash on cash: 4.7% Airbnb Rental Income: $3100 Traditional Rental Income: $3965 Airbnb ROI: 2.07% Traditional ROI: 4.7%
4748 Brickert Court Greenwood, IN Welcome to this beautifully designed home offering over 4,100 total square feet, 3-car gar...	3 beds \| 3 baths \| 2,958 sq.ft.	$464,999	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.84% Airbnb Rental Income: $1726 Traditional Rental Income: $2625 Airbnb ROI: 0.68% Traditional ROI: 3.84%
4295 Thompson Row Greenwood, IN Located in the sought-after Hickory Stick Golf Course community, this J. Greg Allen custom...	3 beds \| 3 baths \| 2,695 sq.ft.	$510,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.45% Airbnb Rental Income: $1726 Traditional Rental Income: $2566 Airbnb ROI: 0.69% Traditional ROI: 3.45%
225 Southwind Way Greenwood, IN Made for Memories! Situated on one of the largest lots in Southwind Estates at .68 acres, ...	4 beds \| 3 baths \| 2,172 sq.ft.	$474,900	Airbnb cash on cash: 3.66% Traditional cash on cash: 3.82% Airbnb Rental Income: $3100 Traditional Rental Income: $2464 Airbnb ROI: 3.66% Traditional ROI: 3.82%
449 Southgate Drive Greenwood, IN Welcome Home to this 3BR, 1BA stone ranch in the heart of Greenwood! This home offers an u...	3 beds \| 1 baths \| 960 sq.ft.	$243,900	Airbnb cash on cash: 3.84% Traditional cash on cash: 4.61% Airbnb Rental Income: $1726 Traditional Rental Income: $1425 Airbnb ROI: 3.84% Traditional ROI: 4.61%
1140 Ida Court Greenwood, IN Welcome to 1140 Ida Ct, a Greenwood ranch that perfectly balances 1980s charm with the kin...	3 beds \| 1 baths \| 1,000 sq.ft.	$225,000	Airbnb cash on cash: 4.14% Traditional cash on cash: 4.18% Airbnb Rental Income: $1726 Traditional Rental Income: $1258 Airbnb ROI: 4.14% Traditional ROI: 4.18%
4147 W Fairview Road Greenwood, IN Welcome to this charming 3-bedroom ranch-style home in the sought-after Center Grove commu...	3 beds \| 2 baths \| 1,528 sq.ft.	$249,900	Airbnb cash on cash: 3.43% Traditional cash on cash: 5.91% Airbnb Rental Income: $1726 Traditional Rental Income: $1835 Airbnb ROI: 3.43% Traditional ROI: 5.91%
1200 Timber Creek Lane Greenwood, IN Move in ready with immediate possession and built in equity, this updated 3BR/2BA ranch st...	3 beds \| 2 baths \| 1,228 sq.ft.	$215,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 4.87% Airbnb Rental Income: $1726 Traditional Rental Income: $1572 Airbnb ROI: 3.29% Traditional ROI: 4.87%
1037 W Main Street Greenwood, IN Come and check out this awesome 3-4 bedroom/2 bath home located on 1.43 acres partially wo...	3 beds \| 2 baths \| 1,755 sq.ft.	$330,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.98% Airbnb Rental Income: $1726 Traditional Rental Income: $2074 Airbnb ROI: 2.32% Traditional ROI: 4.98%

Real Estate investment in Greenwood, IN

There are 317 properties for sale in the city of Greenwood . The median list price in Greenwood is $295,347 and the average price per square foot is $122. In June 2026, the average monthly cash on cash return in Greenwood is 5.00%. The average monthly rental income in Greenwood is $2,308.

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

There are 317 investment properties available for sale in Greenwood.

In 2026, 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 $2,308.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, IN

387 Pleasantview Boulevard

Greenwood, IN

3 beds | 2 baths | 1,564 sq.ft.

$295,900

Airbnb cash on cash: 2.82%

Traditional cash on cash: 5.04%

Airbnb Rental Income: $1726

Traditional Rental Income: $1867

Airbnb ROI: 2.82%

Traditional ROI: 5.04%

462 San Carlos Drive

Greenwood, IN

4 beds | 2 baths | 2,272 sq.ft.

$309,000

Airbnb cash on cash: 6.64%

Traditional cash on cash: 7.41%

Airbnb Rental Income: $3100

Traditional Rental Income: $2618

Airbnb ROI: 6.64%

Traditional ROI: 7.41%

5415 Misthaven Lane

Greenwood, IN

4 beds | 3 baths | 2,428 sq.ft.

$375,000

Airbnb cash on cash: 4.93%

Traditional cash on cash: 5.11%

Airbnb Rental Income: $3100

Traditional Rental Income: $2456

Airbnb ROI: 4.93%

Traditional ROI: 5.11%

322 Wakefield Drive E

Greenwood, IN

4 beds | 3 baths | 4,359 sq.ft.

$415,000

Airbnb cash on cash: 4.42%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $3100

Traditional Rental Income: $2677

Airbnb ROI: 4.42%

Traditional ROI: 5.15%

2689 Falcon Drive

Greenwood, IN

4 beds | 3 baths | 2,167 sq.ft.

$350,000

Airbnb cash on cash: 5.73%

Traditional cash on cash: 5.79%

Airbnb Rental Income: $3100

Traditional Rental Income: $2417

Airbnb ROI: 5.73%

Traditional ROI: 5.79%

608 Horton Street

Greenwood, IN

3 beds | 2 baths | 1,307 sq.ft.

$269,000

Airbnb cash on cash: 3.36%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $1726

Traditional Rental Income: $1486

Airbnb ROI: 3.36%

Traditional ROI: 4.29%

522 La Reforma Drive

Greenwood, IN

4 beds | 4 baths | 1,976 sq.ft.

$250,000

Airbnb cash on cash: 8.16%

Traditional cash on cash: 9.35%

Airbnb Rental Income: $3100

Traditional Rental Income: $2675

Airbnb ROI: 8.16%

Traditional ROI: 9.35%

465 Polk Manor Drive

Greenwood, IN

3 beds | 2 baths | 1,390 sq.ft.

$262,000

Airbnb cash on cash: 3.35%

Traditional cash on cash: 5.37%

Airbnb Rental Income: $1726

Traditional Rental Income: $1748

Airbnb ROI: 3.35%