Real Estate Investment Properties for Sale in Greenwood, FL

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6162 Nubbin Ridge Road Greenwood, FL MAJOR Price reduction! New metal roof Installed March 2025 & new AC April 2025! Welcome to...	3 beds \| 2 baths \| 1,715 sq.ft.	$450,000	Airbnb cash on cash: 6.24% Traditional cash on cash: 3.86% Airbnb Rental Income: $4207 Traditional Rental Income: $2315 Airbnb ROI: 6.24% Traditional ROI: 3.86%
5218 Chestnut Lane Greenwood, FL Welcome to your elegant country estate situated on a manicured 10.47 acres. This beautiful...	5 beds \| 7 baths \| 3,512 sq.ft.	$829,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.88% Airbnb Rental Income: $null Traditional Rental Income: $6513 Airbnb ROI: N/A Traditional ROI: 6.88%
6454 Hartsfield Road Greenwood, FL Welcome to this newly renovated, charming 3 bedroom, 2 bathroom home nestled on over 5 acr...	3 beds \| 2 baths \| N/A	$372,000	Airbnb cash on cash: 8% Traditional cash on cash: 4.09% Airbnb Rental Income: $4207 Traditional Rental Income: $1955 Airbnb ROI: 8% Traditional ROI: 4.09%
5223 Palamino Lane Greenwood, FL Custom-designed and built Country Estate on 12 acres. This newer home built in 2020, featu...	2 beds \| 2 baths \| N/A	$625,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 2.98% Airbnb Rental Income: $2668 Traditional Rental Income: $2622 Airbnb ROI: 1.97% Traditional ROI: 2.98%
Investment Properties for Sale in Other Cities of Florida
921 Lighthouse Lagoon Court Panama City Beach , FL Deep water executive home with significant upgrades and a 10,000-pound boat lift accommoda...	4 beds \| 3 baths \| 3,241 sq.ft.	$974,000	Airbnb cash on cash: 1% Traditional cash on cash: 1.51% Airbnb Rental Income: $3630 Traditional Rental Income: $3304 Airbnb ROI: 1% Traditional ROI: 1.51%
19480 SW 100TH LOOP Dunnellon , FL Welcome to the Rainbow Springs Community and living the Florida lifestyle! As you enter t...	4 beds \| 2 baths \| 2,271 sq.ft.	$425,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 5.42% Airbnb Rental Income: $2980 Traditional Rental Income: $2984 Airbnb ROI: 3.69% Traditional ROI: 5.42%
2915 E WATERS AVENUE Tampa , FL The property is right on the river! The house is very comfortable with open floor plan and...	3 beds \| 2 baths \| 1,502 sq.ft.	$575,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 2.76% Airbnb Rental Income: $2912 Traditional Rental Income: $2874 Airbnb ROI: 1.57% Traditional ROI: 2.76%
7806 N VAN DYKE PLACE Tampa , FL MUST SEE!!! This FULLY RENOVATED home in the heart of Tampa - where no detail has been ove...	3 beds \| 3 baths \| 1,604 sq.ft.	$400,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 4.78% Airbnb Rental Income: $3023 Traditional Rental Income: $2419 Airbnb ROI: 4.54% Traditional ROI: 4.78%
375 Plymouth Rd West Palm Beach , FL Nestled in the heart of West Palm Beachâs sought-after SoSo neighborhood, this charming ...	3 beds \| 3 baths \| 1,967 sq.ft.	$2,345,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.85% Airbnb Rental Income: $5679 Traditional Rental Income: $4540 Airbnb ROI: 0.86% Traditional ROI: 0.85%
228 S SUMMERLIN AVENUE Orlando , FL Under contract-accepting backup offers. Welcome to The Brownstones, where timeless archite...	3 beds \| 4 baths \| 1,972 sq.ft.	$895,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 0.71% Airbnb Rental Income: $1818 Traditional Rental Income: $3191 Airbnb ROI: -1.53% Traditional ROI: 0.71%
260 S OSCEOLA AVENUE #709 Orlando , FL Experience Luxury High-Rise Living in the Heart of Downtown Orlando Discover the ultima...	2 beds \| 3 baths \| 2,000 sq.ft.	$715,000	Airbnb cash on cash: -2.42% Traditional cash on cash: 0.42% Airbnb Rental Income: $1680 Traditional Rental Income: $3107 Airbnb ROI: -2.42% Traditional ROI: 0.42%
115 E HARVARD STREET Orlando , FL Please note: Tax roll states a 3rd bedroom, however, 3rd room does NOT have a closet. This...	3 beds \| 1 baths \| 1,130 sq.ft.	$425,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 2.83% Airbnb Rental Income: $2077 Traditional Rental Income: $1887 Airbnb ROI: 1.96% Traditional ROI: 2.83%
2614 E PINE STREET Orlando , FL Under contract-accepting backup offers. You must see this absolutely charming and beautifu...	2 beds \| 3 baths \| 1,300 sq.ft.	$330,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.8% Airbnb Rental Income: $1474 Traditional Rental Income: $2236 Airbnb ROI: -0.06% Traditional ROI: 3.8%
7532 TOSCANA BOULEVARD #521 Orlando , FL Enjoy the tranquil lake view of Spring Lake from your private and spacious balcony or your...	3 beds \| 2 baths \| 2,085 sq.ft.	$425,000	Airbnb cash on cash: -2.44% Traditional cash on cash: 1.62% Airbnb Rental Income: $1555 Traditional Rental Income: $2723 Airbnb ROI: -2.44% Traditional ROI: 1.62%
4509 PATRICIA ANN COURT Orlando , FL One or more photo(s) has been virtually staged. Welcome to beautiful Holden Cove, a gorgeo...	5 beds \| 4 baths \| 3,815 sq.ft.	$1,399,000	Airbnb cash on cash: -1% Traditional cash on cash: 1.21% Airbnb Rental Income: $2032 Traditional Rental Income: $4383 Airbnb ROI: -1% Traditional ROI: 1.21%
10457 CROMWELL GROVE TERRACE Orlando , FL One or more photo(s) has been virtually staged. With four bedrooms and four full bathrooms...	4 beds \| 4 baths \| 2,890 sq.ft.	$1,890,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 0.45% Airbnb Rental Income: $1475 Traditional Rental Income: $4579 Airbnb ROI: -1.56% Traditional ROI: 0.45%
8679 LAUREATE BOULEVARD Orlando , FL GORGEOUS LAKE NONA CRAFTMAN HOME NEAR MEDICAL CITY! Brick paved front porch with CONSERVAT...	3 beds \| 3 baths \| 2,261 sq.ft.	$625,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.36% Airbnb Rental Income: $1824 Traditional Rental Income: $2916 Airbnb ROI: -0.36% Traditional ROI: 2.36%
9352 BORDET COURT Orlando , FL One or more photo(s) has been virtually staged. This one-of-a-kind custom residence by the...	5 beds \| 5 baths \| 4,519 sq.ft.	$2,950,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.34% Airbnb Rental Income: $3929 Traditional Rental Income: $6662 Airbnb ROI: -0.97% Traditional ROI: 0.34%
8012 PRESTBURY DRIVE Orlando , FL Under contract-accepting backup offers. Welcome home to this beautifully updated 3-bedroom...	3 beds \| 3 baths \| 1,798 sq.ft.	$369,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 3.15% Airbnb Rental Income: $1824 Traditional Rental Income: $2595 Airbnb ROI: -0.5% Traditional ROI: 3.15%

Real Estate investment in Greenwood, FL

There are 4 properties for sale in the city of Greenwood . The median list price in Greenwood is $323,500 and the average price per square foot is $124. In December 2025, the average monthly cash on cash return in Greenwood is 7.00%. The average monthly rental income in Greenwood is $2,482.

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

There are 4 investment properties available for sale in Greenwood.

The ROI for Short-Term is higher than the Long-Term in Greenwood with average rental income of $4,207.

Your search for investment property begins and ends here

Investment Property for Sale in Greenwood, FL

6162 Nubbin Ridge Road

Greenwood, FL

3 beds | 2 baths | 1,715 sq.ft.

$450,000

Airbnb cash on cash: 6.24%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $4207

Traditional Rental Income: $2315

Airbnb ROI: 6.24%

Traditional ROI: 3.86%

5218 Chestnut Lane

Greenwood, FL

5 beds | 7 baths | 3,512 sq.ft.

$829,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.88%

Airbnb Rental Income: $null

Traditional Rental Income: $6513

Airbnb ROI: N/A

Traditional ROI: 6.88%

6454 Hartsfield Road

Greenwood, FL

3 beds | 2 baths | N/A

$372,000

Airbnb cash on cash: 8%

Traditional cash on cash: 4.09%

Airbnb Rental Income: $4207

Traditional Rental Income: $1955

Airbnb ROI: 8%

Traditional ROI: 4.09%

5223 Palamino Lane

Greenwood, FL

2 beds | 2 baths | N/A

$625,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $2668

Traditional Rental Income: $2622

Airbnb ROI: 1.97%

Traditional ROI: 2.98%

Investment Properties for Sale in Other Cities of Florida

Panama City Beach , FL

4 beds | 3 baths | 3,241 sq.ft.

$974,000

Airbnb cash on cash: 1%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $3630

Traditional Rental Income: $3304

Airbnb ROI: 1%

Traditional ROI: 1.51%

Dunnellon , FL

4 beds | 2 baths | 2,271 sq.ft.

$425,000

Airbnb cash on cash: 3.69%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $2980

Traditional Rental Income: $2984

Airbnb ROI: 3.69%

Traditional ROI: 5.42%

Tampa , FL

3 beds | 2 baths | 1,502 sq.ft.

$575,000

Airbnb cash on cash: 1.57%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $2912

Traditional Rental Income: $2874

Airbnb ROI: 1.57%

Traditional ROI: 2.76%

Tampa , FL

3 beds | 3 baths | 1,604 sq.ft.

$400,000

Airbnb cash on cash: 4.54%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $3023

Traditional Rental Income: $2419

Airbnb ROI: 4.54%

Traditional ROI: 4.78%

West Palm Beach , FL

3 beds | 3 baths | 1,967 sq.ft.