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! Updated 3 Bedroom Ranch on a Quiet Street with Privacy Fenced Backyard!; Liv...	3 beds \| 2 baths \| 1,564 sq.ft.	$299,900	Airbnb cash on cash: 2.55% Traditional cash on cash: 4.96% Airbnb Rental Income: $1649 Traditional Rental Income: $1867 Airbnb ROI: 2.55% Traditional ROI: 4.96%
462 San Carlos Drive Greenwood, IN Eye catching Contemporary in the highly sought after neighborhood of The Villas. Enjoy th...	4 beds \| 2 baths \| 2,272 sq.ft.	$309,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 7.41% Airbnb Rental Income: $1245 Traditional Rental Income: $2618 Airbnb ROI: 1.32% Traditional ROI: 7.41%
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: 3.11% Traditional cash on cash: 4.29% Airbnb Rental Income: $1649 Traditional Rental Income: $1486 Airbnb ROI: 3.11% 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: 1.61% Traditional cash on cash: 9.35% Airbnb Rental Income: $1245 Traditional Rental Income: $2675 Airbnb ROI: 1.61% Traditional ROI: 9.35%
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.	$399,900	Airbnb cash on cash: 0.49% Traditional cash on cash: 5.23% Airbnb Rental Income: $1245 Traditional Rental Income: $2624 Airbnb ROI: 0.49% Traditional ROI: 5.23%
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: 2.59% Traditional cash on cash: 5.05% Airbnb Rental Income: $1649 Traditional Rental Income: $1881 Airbnb ROI: 2.59% Traditional ROI: 5.05%
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.	$258,000	Airbnb cash on cash: 2.95% Traditional cash on cash: 3.8% Airbnb Rental Income: $1649 Traditional Rental Income: $1393 Airbnb ROI: 2.95% Traditional ROI: 3.8%
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: 1.42% Traditional cash on cash: 3.6% Airbnb Rental Income: $1649 Traditional Rental Income: $2054 Airbnb ROI: 1.42% 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.	$464,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.44% Airbnb Rental Income: $1649 Traditional Rental Income: $2277 Airbnb ROI: 0.93% Traditional ROI: 3.44%
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: 3.97% Traditional cash on cash: 5.46% Airbnb Rental Income: $1649 Traditional Rental Income: $1510 Airbnb ROI: 3.97% Traditional ROI: 5.46%
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.	$340,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 5.74% Airbnb Rental Income: $1245 Traditional Rental Income: $2396 Airbnb ROI: 0.89% Traditional ROI: 5.74%
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.	$285,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 5.95% Airbnb Rental Income: $1649 Traditional Rental Income: $2273 Airbnb ROI: 1.9% Traditional ROI: 5.95%
224 N Peterman Road Greenwood, IN In the 3 of Center Grove~ FAIRVIEW HEIGHTS ~ 1800 sqft Brick RANCH: 3 BED 2 BATH on a lar...	3 beds \| 2 baths \| 1,815 sq.ft.	$345,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 3.18% Airbnb Rental Income: $1649 Traditional Rental Income: $1589 Airbnb ROI: 1.94% Traditional ROI: 3.18%
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.	$610,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 6.4% Airbnb Rental Income: $1245 Traditional Rental Income: $4627 Airbnb ROI: -0.24% Traditional ROI: 6.4%
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: -0.52% Traditional cash on cash: 4.7% Airbnb Rental Income: $1245 Traditional Rental Income: $3965 Airbnb ROI: -0.52% 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: 0.53% Traditional cash on cash: 3.84% Airbnb Rental Income: $1649 Traditional Rental Income: $2625 Airbnb ROI: 0.53% Traditional ROI: 3.84%
3221 W Smith Valley Road Greenwood, IN Nearly 1 acre, fully updated, and walkable to dining and shopping-this is a rare find alon...	2 beds \| 1 baths \| 1,261 sq.ft.	$239,900	Airbnb cash on cash: 2.44% Traditional cash on cash: 3.32% Airbnb Rental Income: $1363 Traditional Rental Income: $1148 Airbnb ROI: 2.44% Traditional ROI: 3.32%
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: 3.16% Traditional cash on cash: 5.91% Airbnb Rental Income: $1649 Traditional Rental Income: $1835 Airbnb ROI: 3.16% Traditional ROI: 5.91%
186 McRae Way Greenwood, IN Welcome to this MOVE IN READY and VERY well-maintained 2-bedroom, 2-bath with a den (that...	2 beds \| 2 baths \| 1,592 sq.ft.	$315,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.42% Airbnb Rental Income: $1363 Traditional Rental Income: $2053 Airbnb ROI: 0.68% Traditional ROI: 4.42%
701 Meadowview Lane Greenwood, IN Nestled in a mature, tree-lined neighborhood, this spacious and beautifully maintained two...	4 beds \| 3 baths \| 2,923 sq.ft.	$365,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 6.68% Airbnb Rental Income: $1245 Traditional Rental Income: $2814 Airbnb ROI: 0.94% Traditional ROI: 6.68%
5339 Heritage Lane Greenwood, IN This stunning 4-bedroom, 3.5-bathroom custom brick home offers the perfect blend of modern...	4 beds \| 4 baths \| 2,389 sq.ft.	$410,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 5.43% Airbnb Rental Income: $1245 Traditional Rental Income: $2785 Airbnb ROI: 0.39% Traditional ROI: 5.43%
2019 Woodfield Drive Greenwood, IN Nestled at 2019 Woodfield DR, GREENWOOD, IN, this attractive property in Johnson County of...	3 beds \| 3 baths \| 2,934 sq.ft.	$435,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 4.09% Airbnb Rental Income: $1649 Traditional Rental Income: $2438 Airbnb ROI: 1.02% Traditional ROI: 4.09%
1758 Pelham Drive Greenwood, IN Modern ranch living with pond views - HUGE LOT - PRICE REDUCED Built in 2022, this ...	3 beds \| 3 baths \| 2,182 sq.ft.	$399,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.66% Airbnb Rental Income: $1649 Traditional Rental Income: $1852 Airbnb ROI: 0.88% Traditional ROI: 2.66%
639 Averitt Road Greenwood, IN Nestled at 639 Averitt Rd, this single family residence presents an inviting home, thorou...	3 beds \| 1 baths \| 1,550 sq.ft.	$232,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 5.03% Airbnb Rental Income: $1649 Traditional Rental Income: $1520 Airbnb ROI: 3.51% Traditional ROI: 5.03%
1132 Madrid Road Greenwood, IN Tucked into one of Greenwood's most ESTABLISHED and sought-after neighborhoods. The main l...	4 beds \| 2 baths \| 2,324 sq.ft.	$345,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 5.2% Airbnb Rental Income: $1245 Traditional Rental Income: $2298 Airbnb ROI: 0.73% Traditional ROI: 5.2%
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.	$335,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 6.3% Airbnb Rental Income: $1245 Traditional Rental Income: $2631 Airbnb ROI: 0.64% Traditional ROI: 6.3%
948 Fred Lane Greenwood, IN Move in Ready w/ Immediate possession. Attractive 2023 Built, Brick Ranch 3 BR/2.5 BA home...	3 beds \| 3 baths \| 2,187 sq.ft.	$425,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.97% Airbnb Rental Income: $1649 Traditional Rental Income: $2049 Airbnb ROI: 0.8% Traditional ROI: 2.97%
2967 Hearthside Drive Greenwood, IN Outstanding Opportunity in Homecoming at University Park! Welcome to this beautiful 3-bedr...	3 beds \| 3 baths \| 2,398 sq.ft.	$319,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.76% Airbnb Rental Income: $1649 Traditional Rental Income: $1808 Airbnb ROI: 1.68% Traditional ROI: 3.76%
895 Briar Patch Lane Greenwood, IN ONE OF A KIND priced to sell property on a quiet dead end street 895 Briar Patch LN, GREEN...	3 beds \| 3 baths \| 3,560 sq.ft.	$425,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.25% Airbnb Rental Income: $1649 Traditional Rental Income: $1721 Airbnb ROI: 0.9% Traditional ROI: 2.25%
5178 Cave Court Greenwood, IN Center Grove ranch home offering 3 bedrooms, 2 full baths, and a quiet cul-de-sac location...	3 beds \| 2 baths \| 1,780 sq.ft.	$350,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.7% Airbnb Rental Income: $1649 Traditional Rental Income: $1587 Airbnb ROI: 1.48% Traditional ROI: 2.7%
1567 Mitis Street Greenwood, IN Welcome to this beautifully crafted 3-bedroom, 2-bath ranch home offering timeless Craftsm...	3 beds \| 2 baths \| 1,673 sq.ft.	$325,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 3.7% Airbnb Rental Income: $1649 Traditional Rental Income: $1869 Airbnb ROI: 1.47% Traditional ROI: 3.7%
410 Euclid Avenue Greenwood, IN Lovers of Old Town Greenwood, here's your opportunity! Situated in a prime time location o...	2 beds \| 1 baths \| 2,066 sq.ft.	$321,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.76% Airbnb Rental Income: $1363 Traditional Rental Income: $1483 Airbnb ROI: 0.99% Traditional ROI: 2.76%
3340 Grace Street Greenwood, IN This Greenwood home offers the best of both worlds, tucked away on a spacious .37-acre cor...	2 beds \| 1 baths \| 1,253 sq.ft.	$235,000	Airbnb cash on cash: 2% Traditional cash on cash: 2.9% Airbnb Rental Income: $1363 Traditional Rental Income: $1146 Airbnb ROI: 2% Traditional ROI: 2.9%
1 S Meridian Street Greenwood, IN Welcome to 2026 in the heart of Old Town Greenwood-where classic charm meets modern style....	4 beds \| 3 baths \| 2,102 sq.ft.	$279,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 4.94% Airbnb Rental Income: $1245 Traditional Rental Income: $1784 Airbnb ROI: 1.39% Traditional ROI: 4.94%
409 W Wiley Street Greenwood, IN Located in the heart of Greenwood you'll find this amazing opportunity for an income prope...	N/A beds \| N/A baths \| N/A	$235,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 2.03% Airbnb Rental Income: $1245 Traditional Rental Income: $989 Airbnb ROI: 1.4% Traditional ROI: 2.03%
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.	$1,695,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.42% Airbnb Rental Income: $null Traditional Rental Income: $7191 Airbnb ROI: N/A Traditional ROI: 3.42%
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.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2546 Airbnb ROI: N/A Traditional ROI: 4.84%
453 Gathering Lane Greenwood, IN Like-new EXCELLENT condition spacious 5 bed 3 bath 3000+ sqft home with a full BASEMENT lo...	5 beds \| 3 baths \| 3,006 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $2770 Airbnb ROI: N/A Traditional ROI: 3.97%
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.	$240,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 6.38% Airbnb Rental Income: $1649 Traditional Rental Income: $1920 Airbnb ROI: 3.14% Traditional ROI: 6.38%
477 S Restin Road Greenwood, IN Fully renovated and move-in ready, this beautifully updated ranch offers excellent value i...	3 beds \| 2 baths \| 1,718 sq.ft.	$339,900	Airbnb cash on cash: 1.8% Traditional cash on cash: 4.35% Airbnb Rental Income: $1649 Traditional Rental Income: $1999 Airbnb ROI: 1.8% Traditional ROI: 4.35%

Real Estate investment in Greenwood, IN

There are 203 properties for sale in the city of Greenwood . The median list price in Greenwood is $345,000 and the average price per square foot is $145. In May 2026, the average monthly cash on cash return in Greenwood is 5.00%. The average monthly rental income in Greenwood is $2,249.

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

There are 203 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 $2,249.

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.

$299,900

Airbnb cash on cash: 2.55%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $1649

Traditional Rental Income: $1867

Airbnb ROI: 2.55%

Traditional ROI: 4.96%

462 San Carlos Drive

Greenwood, IN

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

$309,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 7.41%

Airbnb Rental Income: $1245

Traditional Rental Income: $2618

Airbnb ROI: 1.32%

Traditional ROI: 7.41%

608 Horton Street

Greenwood, IN

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

$269,000

Airbnb cash on cash: 3.11%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $1649

Traditional Rental Income: $1486

Airbnb ROI: 3.11%

Traditional ROI: 4.29%

522 La Reforma Drive

Greenwood, IN

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

$250,000

Airbnb cash on cash: 1.61%

Traditional cash on cash: 9.35%

Airbnb Rental Income: $1245

Traditional Rental Income: $2675

Airbnb ROI: 1.61%

Traditional ROI: 9.35%

5307 Misthaven Lane

Greenwood, IN

4 beds | 3 baths | 2,840 sq.ft.

$399,900

Airbnb cash on cash: 0.49%

Traditional cash on cash: 5.23%

Airbnb Rental Income: $1245

Traditional Rental Income: $2624

Airbnb ROI: 0.49%

Traditional ROI: 5.23%

1737 Brer Rabbit Drive

Greenwood, IN

3 beds | 2 baths | 1,531 sq.ft.

$299,900

Airbnb cash on cash: 2.59%

Traditional cash on cash: 5.05%

Airbnb Rental Income: $1649

Traditional Rental Income: $1881

Airbnb ROI: 2.59%

Traditional ROI: 5.05%

4663 W Runyon Lake Drive

Greenwood, IN

3 beds | 1 baths | 1,184 sq.ft.

$258,000

Airbnb cash on cash: 2.95%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1649

Traditional Rental Income: $1393

Airbnb ROI: 2.95%

Traditional ROI: 3.8%

3993 Cedar Lane

Greenwood, IN

3 beds | 2 baths | 1,912 sq.ft.

$424,900

Airbnb cash on cash: 1.42%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $1649

Traditional Rental Income: $2054

Airbnb ROI: 1.42%