Real Estate Investment Properties for Sale in Greenwood, MS

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
412 East Jeff Davis Greenwood, MS 412 East Jeff Davis- VERY NICE BRICK 4 bedroom 2 bath home with a nice kitchen ,granite c...	4 beds \| 2 baths \| 2,100 sq.ft.	$276,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.67% Airbnb Rental Income: $null Traditional Rental Income: $2324 Airbnb ROI: N/A Traditional ROI: 6.67%
501 Macarthur Avenue Greenwood, MS Charming Traditional Cottage with Endless PossibilitiesDiscover this classic 4-bedroom, 3-...	3 beds \| 3 baths \| 2,072 sq.ft.	$185,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 8.74% Airbnb Rental Income: $1206 Traditional Rental Income: $2080 Airbnb ROI: 1.55% Traditional ROI: 8.74%
515 East Claiborne Greenwood, MS BEAUTIFUL inside and out! This 3 bedroom 3 bath home is completely updated and has lots o...	3 beds \| 3 baths \| 2,650 sq.ft.	$340,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 5.8% Airbnb Rental Income: $1206 Traditional Rental Income: $2498 Airbnb ROI: 0.53% Traditional ROI: 5.8%
100 Wren Greenwood, MS 100 Wren Drive- BACK ON THE MARKET!! 3 bedrooms 2 full baths perfect for families or thos...	3 beds \| 2 baths \| 1,200 sq.ft.	$137,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 10.91% Airbnb Rental Income: $1206 Traditional Rental Income: $1718 Airbnb ROI: 4.06% Traditional ROI: 10.91%
400 Liddell Greenwood, MS 400 Liddell Street- CUTE CUTE CUTE! This 3 bedroom 2 bath home has a nice kitchen, beautif...	3 beds \| 2 baths \| 1,525 sq.ft.	$157,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 10.59% Airbnb Rental Income: $1206 Traditional Rental Income: $1973 Airbnb ROI: 2.88% Traditional ROI: 10.59%
409 East Park Avenue Greenwood, MS 409 East Park Avenue- SPACE & CHARM describes this 4 bedroom 3 bath home that has been re...	4 beds \| 3 baths \| 2,800 sq.ft.	$298,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.1% Airbnb Rental Income: $null Traditional Rental Income: $3065 Airbnb ROI: N/A Traditional ROI: 8.1%
513 Crockett Avenue Greenwood, MS Charming 3-Bedroom Home with Modern Updates and Outdoor FeaturesPrice: $249,000Bedrooms: 3...	3 beds \| 3 baths \| 3,179 sq.ft.	$249,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 9.36% Airbnb Rental Income: $1206 Traditional Rental Income: $2754 Airbnb ROI: 1.12% Traditional ROI: 9.36%
305 High Street Greenwood, MS WOW! If you are looking for CHARM & CHARACTER this is it. This New Orleans style home has...	3 beds \| 3 baths \| 2,700 sq.ft.	$278,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 8.73% Airbnb Rental Income: $1206 Traditional Rental Income: $2839 Airbnb ROI: 1.01% Traditional ROI: 8.73%
120 West Cleveland Greenwood, MS 120 West Cleveland- If you are looking for a house that is MOVE IN READY this is it! This...	4 beds \| 3 baths \| 2,500 sq.ft.	$274,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.59% Airbnb Rental Income: $null Traditional Rental Income: $2967 Airbnb ROI: N/A Traditional ROI: 9.59%
403 East Park Avenue Greenwood, MS 403 East Park Avenue- CHARM, SPACE, & LOCATION describes this 3 bedroom 3 bath home locat...	3 beds \| 3 baths \| 2,400 sq.ft.	$269,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 8.88% Airbnb Rental Income: $1206 Traditional Rental Income: $2820 Airbnb ROI: 0.98% Traditional ROI: 8.88%
805 Weightman Greenwood, MS This beautifully remodeled 4-bedroom, 2.5-bath home sits on a corner lot in Greenwood and ...	4 beds \| 3 baths \| 2,509 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.55% Airbnb Rental Income: $null Traditional Rental Income: $2785 Airbnb ROI: N/A Traditional ROI: 7.55%
307 Grand Boulevard Greenwood, MS Charm, character, and craftsmanship on Historic Grand Boulevard!This beautifully renovated...	4 beds \| 4 baths \| 4,250 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.88% Airbnb Rental Income: $null Traditional Rental Income: $4550 Airbnb ROI: N/A Traditional ROI: 5.88%
401 East Cleveland Greenwood, MS If you are looking for a large house with lots of space- THIS IS IT!! This home is a WELL ...	4 beds \| 4 baths \| 4,800 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.68% Airbnb Rental Income: $null Traditional Rental Income: $3960 Airbnb ROI: N/A Traditional ROI: 11.68%
914 Myrtle Greenwood, MS 914 Myrtle Street- SPACE! CHARM! UPDATED! You can have it all with this beautiful 3 bedroo...	3 beds \| 3 baths \| 2,700 sq.ft.	$321,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 7.41% Airbnb Rental Income: $1206 Traditional Rental Income: $2856 Airbnb ROI: 0.65% Traditional ROI: 7.41%
1306 Hemingway Greenwood, MS 1306 Hemingway- Nice 3 bedroom 2 bath home with a GUEST HOUSE and a SWIMMING POOL. This br...	3 beds \| 2 baths \| 2,100 sq.ft.	$269,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 7.24% Airbnb Rental Income: $1206 Traditional Rental Income: $2487 Airbnb ROI: 0.65% Traditional ROI: 7.24%
405 West President Greenwood, MS OH SO CUTE! This home is perfect for the 1st time home buyer. This spacious home is in E...	2 beds \| 2 baths \| 1,435 sq.ft.	$130,000	Airbnb cash on cash: 3.48% Traditional cash on cash: 11.78% Airbnb Rental Income: $1217 Traditional Rental Income: $1862 Airbnb ROI: 3.48% Traditional ROI: 11.78%
101 E East President Greenwood, MS Historic Victorian Gem on Grand Boulevard - Greenwood, MSWelcome to this breathtaking 1904...	5 beds \| 4 baths \| 4,500 sq.ft.	$595,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $4252 Airbnb ROI: N/A Traditional ROI: 5.6%
706 Olivia Greenwood, MS 706 Olivia- THIS HOME IS PERFECT IN EVERY WAY! 3 bedrooms 2 baths with a nice family room,...	3 beds \| 2 baths \| 2,400 sq.ft.	$350,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.75% Airbnb Rental Income: $1206 Traditional Rental Income: $2310 Airbnb ROI: 0.21% Traditional ROI: 4.75%
902 Robert E Lee Greenwood, MS 902 Robert E Lee- If you are looking for SPACE, CHARM, and an ENTERTAINING home this is i...	5 beds \| 5 baths \| 4,200 sq.ft.	$498,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.84% Airbnb Rental Income: $null Traditional Rental Income: $5108 Airbnb ROI: N/A Traditional ROI: 8.84%
511 West Jeff Davis Greenwood, MS Newly remodeled 1.5 story home for a large family! 5 bedroom, 2.5 baths, with great room,...	5 beds \| 3 baths \| 2,205 sq.ft.	$249,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.12% Airbnb Rental Income: $null Traditional Rental Income: $2902 Airbnb ROI: N/A Traditional ROI: 9.12%
654 Tallahatchie Street Greenwood, MS New Construction - Introducing the Leland Plan! Move In Ready in Delta Landing..Welcome to...	4 beds \| 2 baths \| 2,073 sq.ft.	$371,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $2264 Airbnb ROI: N/A Traditional ROI: 4.24%
615 Emerson Greenwood, MS 615 Emerson- LOCATION, SPACE, and AMENTIES describes this 3 bedroom 2 bath home with plent...	3 beds \| 2 baths \| 2,600 sq.ft.	$360,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 4.71% Airbnb Rental Income: $1206 Traditional Rental Income: $2340 Airbnb ROI: 0.2% Traditional ROI: 4.71%
719 Centennial Drive Greenwood, MS Looking for a FOUR bedroom house with awesome curb appeal! This house is on a cul-du-sac w...	4 beds \| 2 baths \| 1,464 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.3% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 8.3%
406 East Harding Greenwood, MS 406 East Harding- Very Nice 3 bedroom 3 bath home with 9 foot ceilings, solid wood interio...	3 beds \| 2 baths \| 2,850 sq.ft.	$340,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 5.2% Airbnb Rental Income: $1206 Traditional Rental Income: $2337 Airbnb ROI: 0.44% Traditional ROI: 5.2%
503 East Park Avenue Avenue Greenwood, MS Elegant 2-Story Home in Northeast GreenwoodStep into timeless quality with this spacious 4...	4 beds \| 4 baths \| 4,136 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.6% Airbnb Rental Income: $null Traditional Rental Income: $3733 Airbnb ROI: N/A Traditional ROI: 9.6%
308 East Monroe Greenwood, MS 308 East Monroe If you are looking for CHARM & TRADITION take a look at this brick 4 bedro...	4 beds \| 4 baths \| 2,600 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.3% Airbnb Rental Income: $null Traditional Rental Income: $3530 Airbnb ROI: N/A Traditional ROI: 9.3%
715 Sumner Avenue Greenwood, MS 715 Sumner- Nice 3 bedroom 2 1/2 bath home with lots of SPACE and CHARM! This 2 story hom...	3 beds \| 3 baths \| 2,300 sq.ft.	$287,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 6.43% Airbnb Rental Income: $1206 Traditional Rental Income: $2446 Airbnb ROI: 0.4% Traditional ROI: 6.43%
808 Poplar Greenwood, MS 80 Poplar- This NEWLY RENOVATED DUPLEX is the perfect home if you are looking for extra in...	2 beds \| 1 baths \| 2,600 sq.ft.	$269,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 3.27% Airbnb Rental Income: $1217 Traditional Rental Income: $1417 Airbnb ROI: 0.94% Traditional ROI: 3.27%
200 East Harding Greenwood, MS 200 East Harding- CUTE! CUTE! CUTE! This 2 bedroom 2 bath home is ADORABLE! This spacious ...	3 beds \| 2 baths \| 1,785 sq.ft.	$210,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 8.09% Airbnb Rental Income: $1206 Traditional Rental Income: $2062 Airbnb ROI: 1.83% Traditional ROI: 8.09%

Real Estate investment in Greenwood, MS

There are 31 properties for sale in the city of Greenwood . The median list price in Greenwood is $274,000 and the average price per square foot is $112. In September 2025, the average monthly cash on cash return in Greenwood is 9.00%. The average monthly rental income in Greenwood is $2,340.

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

There are 31 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 $2,340.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, MS

412 East Jeff Davis

Greenwood, MS

4 beds | 2 baths | 2,100 sq.ft.

$276,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.67%

Airbnb Rental Income: $null

Traditional Rental Income: $2324

Airbnb ROI: N/A

Traditional ROI: 6.67%

501 Macarthur Avenue

Greenwood, MS

3 beds | 3 baths | 2,072 sq.ft.

$185,000

Airbnb cash on cash: 1.55%

Traditional cash on cash: 8.74%

Airbnb Rental Income: $1206

Traditional Rental Income: $2080

Airbnb ROI: 1.55%

Traditional ROI: 8.74%

515 East Claiborne

Greenwood, MS

3 beds | 3 baths | 2,650 sq.ft.

$340,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1206

Traditional Rental Income: $2498

Airbnb ROI: 0.53%

Traditional ROI: 5.8%

100 Wren

Greenwood, MS

3 beds | 2 baths | 1,200 sq.ft.

$137,000

Airbnb cash on cash: 4.06%

Traditional cash on cash: 10.91%

Airbnb Rental Income: $1206

Traditional Rental Income: $1718

Airbnb ROI: 4.06%

Traditional ROI: 10.91%

400 Liddell

Greenwood, MS

3 beds | 2 baths | 1,525 sq.ft.

$157,000

Airbnb cash on cash: 2.88%

Traditional cash on cash: 10.59%

Airbnb Rental Income: $1206

Traditional Rental Income: $1973

Airbnb ROI: 2.88%

Traditional ROI: 10.59%

409 East Park Avenue

Greenwood, MS

4 beds | 3 baths | 2,800 sq.ft.

$298,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.1%

Airbnb Rental Income: $null

Traditional Rental Income: $3065

Airbnb ROI: N/A

Traditional ROI: 8.1%

513 Crockett Avenue

Greenwood, MS

3 beds | 3 baths | 3,179 sq.ft.

$249,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 9.36%

Airbnb Rental Income: $1206

Traditional Rental Income: $2754

Airbnb ROI: 1.12%

Traditional ROI: 9.36%

305 High Street

Greenwood, MS

3 beds | 3 baths | 2,700 sq.ft.

$278,000

Airbnb cash on cash: 1.01%

Traditional cash on cash: 8.73%

Airbnb Rental Income: $1206

Traditional Rental Income: $2839

Airbnb ROI: 1.01%