Real Estate Investment Properties for Sale in Brooksville, FL

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4684 SOUTHERN VALLEY Loop Brooksville, FL Unbelievable golf course views!! Move-in Ready ON THE GOLF COURSE in the highly desirable ...	3 beds \| 2 baths \| 2,297 sq.ft.	$439,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.32% Airbnb Rental Income: $2028 Traditional Rental Income: $2436 Airbnb ROI: 0.05% Traditional ROI: 2.32%
9396 SOUTHERN BELLE Drive Brooksville, FL Welcome home to this beautifully updated 3-bedroom, 2-bathroom residence, built in 1998, f...	3 beds \| 2 baths \| 2,240 sq.ft.	$379,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 4.9% Airbnb Rental Income: $2028 Traditional Rental Income: $2715 Airbnb ROI: 1.49% Traditional ROI: 4.9%
7186 LEXINGTON Circle Brooksville, FL OVERSIZED LOT!!! Beautifully updated 2-bedroom, 2-bath. This home features a bright, open ...	2 beds \| 2 baths \| 1,102 sq.ft.	$278,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 3.75% Airbnb Rental Income: $753 Traditional Rental Income: $1572 Airbnb ROI: -0.58% Traditional ROI: 3.75%
10099 Foley Street Brooksville, FL Welcome home to this beautifully renovated 3-bedroom, 2-bath home nestled in a quiet, esta...	3 beds \| 2 baths \| 960 sq.ft.	$215,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 6.1% Airbnb Rental Income: $2028 Traditional Rental Income: $1691 Airbnb ROI: 5.16% Traditional ROI: 6.1%
15458 SNOW MEMORIAL Highway Brooksville, FL INCOME PRODUCING PROPERTY!! This property 3 acres, zoned AG with use as an Assisted Living...	10 beds \| 4 baths \| 3,456 sq.ft.	$950,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $2937 Airbnb ROI: N/A Traditional ROI: 1.14%
8152 SOUTHERN PINES Drive Brooksville, FL Bright 2 Bedroom 2 Bath condo with a den at Southern Pines. Conveniently located off U.S H...	2 beds \| 2 baths \| 1,640 sq.ft.	$198,000	Airbnb cash on cash: -4.78% Traditional cash on cash: 6.51% Airbnb Rental Income: $753 Traditional Rental Income: $2562 Airbnb ROI: -4.78% Traditional ROI: 6.51%
7990 Southern Pines Drive Brooksville, FL Look no further! This well-maintained 2-bedroom, 2-bathroom third floor condo is located i...	2 beds \| 2 baths \| 1,674 sq.ft.	$188,900	Airbnb cash on cash: -3.71% Traditional cash on cash: 7.52% Airbnb Rental Income: $753 Traditional Rental Income: $2454 Airbnb ROI: -3.71% Traditional ROI: 7.52%
185 ROOSEVELT Avenue Brooksville, FL NO HOA !!! NO CDD !!! This 3 Bedroom, 2 Full Bath, 1 Car Garage Home is Move in Ready. Fre...	3 beds \| 2 baths \| 1,420 sq.ft.	$259,900	Airbnb cash on cash: 3.61% Traditional cash on cash: 6.02% Airbnb Rental Income: $2028 Traditional Rental Income: $2093 Airbnb ROI: 3.61% Traditional ROI: 6.02%
31407 SATINLEAF Run Brooksville, FL Welcome home to peaceful mornings, private views, and major updates already done for you. ...	4 beds \| 2 baths \| 1,604 sq.ft.	$285,000	Airbnb cash on cash: 9.96% Traditional cash on cash: 5.62% Airbnb Rental Income: $4081 Traditional Rental Income: $2047 Airbnb ROI: 9.96% Traditional ROI: 5.62%
12124 Squeeze Avenue Brooksville, FL Experience the perfect blend of comfort, functionality, and true Nature Coast living with ...	4 beds \| 3 baths \| 2,978 sq.ft.	$998,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 1.4% Airbnb Rental Income: $4081 Traditional Rental Income: $3234 Airbnb ROI: 1.38% Traditional ROI: 1.4%
1294 Candlelight Boulevard Brooksville, FL Welcome home to this lovely 3-bedroom, 2-bath pool home nestled in the desirable Candlelig...	3 beds \| 2 baths \| 1,666 sq.ft.	$369,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 2.71% Airbnb Rental Income: $2028 Traditional Rental Income: $1869 Airbnb ROI: 1.64% Traditional ROI: 2.71%
12020 Pine Warbler Avenue Brooksville, FL 4Bed 3Bath Home on paved 1/2acre lot (mol) in the fast growing Royal Highland. This Home m...	4 beds \| 3 baths \| 1,831 sq.ft.	$329,900	Airbnb cash on cash: 8.26% Traditional cash on cash: 6.11% Airbnb Rental Income: $4081 Traditional Rental Income: $2545 Airbnb ROI: 8.26% Traditional ROI: 6.11%
17757 GARSALASO Circle Brooksville, FL 17757 Garsalaso Circle, Brooksville, FL - Welcome to this beautifully maintained 4-bedroom...	4 beds \| 2 baths \| 2,065 sq.ft.	$360,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 4.04% Airbnb Rental Income: $4081 Traditional Rental Income: $2366 Airbnb ROI: 6.54% Traditional ROI: 4.04%
15663 DURANGO Circle Brooksville, FL Move-in ready and thoughtfully upgraded throughout! This impressive 4-bedroom, 2.5-bath ho...	4 beds \| 3 baths \| 2,039 sq.ft.	$350,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 5.11% Airbnb Rental Income: $4081 Traditional Rental Income: $2588 Airbnb ROI: 7.01% Traditional ROI: 5.11%
23125 Jacobson Road Brooksville, FL Welcome to your own private slice of country paradise! Situated on 4.7 acres MOL of beauti...	3 beds \| 2 baths \| 1,888 sq.ft.	$599,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 2.61% Airbnb Rental Income: $2028 Traditional Rental Income: $2589 Airbnb ROI: 0.67% Traditional ROI: 2.61%
15287 STONE HOUSE Drive Brooksville, FL Why You'll Love This Home! This stunning 2017 Pulte-built home in Trillium Village is full...	3 beds \| 2 baths \| 1,978 sq.ft.	$319,900	Airbnb cash on cash: 2.12% Traditional cash on cash: 5.51% Airbnb Rental Income: $2028 Traditional Rental Income: $2520 Airbnb ROI: 2.12% Traditional ROI: 5.51%
14111 Race Avenue Brooksville, FL Welcome home to this beautifully maintained 2021-built, 4-bedroom, 2-bathroom property. Of...	4 beds \| 2 baths \| 1,754 sq.ft.	$340,000	Airbnb cash on cash: 8.63% Traditional cash on cash: 5.64% Airbnb Rental Income: $4081 Traditional Rental Income: $2258 Airbnb ROI: 8.63% Traditional ROI: 5.64%
27183 THORNCREST Avenue Brooksville, FL $35,000 PRICE REDUCTION! Discover the perfect blend of comfort, convenience, and Florida c...	3 beds \| 2 baths \| 1,099 sq.ft.	$144,900	Airbnb cash on cash: 7.47% Traditional cash on cash: 11.08% Airbnb Rental Income: $2028 Traditional Rental Income: $2002 Airbnb ROI: 7.47% Traditional ROI: 11.08%
8279 SUNSHINE GROVE Road Brooksville, FL A rare opportunity to own approximately 20 acres of contiguous acreage in a highly conveni...	2 beds \| 2 baths \| 1,326 sq.ft.	$3,999,988	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.44% Airbnb Rental Income: $753 Traditional Rental Income: $2539 Airbnb ROI: -1.01% Traditional ROI: -0.44%
4455 GEVALIA Drive Brooksville, FL Wake up to golf course views every single morning. This one sits right on the second green...	4 beds \| 3 baths \| 2,212 sq.ft.	$410,000	Airbnb cash on cash: 6.01% Traditional cash on cash: 3.52% Airbnb Rental Income: $4081 Traditional Rental Income: $2257 Airbnb ROI: 6.01% Traditional ROI: 3.52%
612 Garden Street Brooksville, FL Income Producing. This beautifully remodeled 3 bedroom 2 bathroom home. Home has stainless...	3 beds \| 2 baths \| 1,300 sq.ft.	$235,000	Airbnb cash on cash: 3.94% Traditional cash on cash: 5.73% Airbnb Rental Income: $2028 Traditional Rental Income: $1898 Airbnb ROI: 3.94% Traditional ROI: 5.73%
1707 TRILLIUM Boulevard Brooksville, FL Perfectly positioned, this beautifully maintained 2016 residence offers a comfortable blen...	3 beds \| 2 baths \| 1,978 sq.ft.	$309,500	Airbnb cash on cash: 2.76% Traditional cash on cash: 6.29% Airbnb Rental Income: $2028 Traditional Rental Income: $2528 Airbnb ROI: 2.76% Traditional ROI: 6.29%
16225 BONZAI Trail Brooksville, FL PRICE REDUCED! Tucked away on 10.20 secluded, wooded acres, this beautifully maintained es...	3 beds \| 2 baths \| 1,966 sq.ft.	$749,999	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.82% Airbnb Rental Income: $2028 Traditional Rental Income: $2819 Airbnb ROI: -0.06% Traditional ROI: 1.82%
15236 MOTTLED OWL Road Brooksville, FL Short Sale. Charming Modern Home on Nearly Half an Acre - Short Sale Built in 2019, this b...	3 beds \| 2 baths \| 1,575 sq.ft.	$270,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 6.65% Airbnb Rental Income: $2028 Traditional Rental Income: $2374 Airbnb ROI: 3.22% Traditional ROI: 6.65%
4522 LISETTE Circle Brooksville, FL A must see, Beautiful 4-bedroom, 3-bathroom home located in the Hernando Oaks Community. T...	4 beds \| 3 baths \| 1,780 sq.ft.	$399,900	Airbnb cash on cash: 6.11% Traditional cash on cash: 3.95% Airbnb Rental Income: $4081 Traditional Rental Income: $2399 Airbnb ROI: 6.11% Traditional ROI: 3.95%
4698 HICKORY OAK Drive Brooksville, FL Welcome to one of the best priced homes currently on the market in Southern Hills! This 4 ...	4 beds \| 3 baths \| 2,667 sq.ft.	$559,950	Airbnb cash on cash: 3.11% Traditional cash on cash: 2.79% Airbnb Rental Income: $4081 Traditional Rental Income: $3041 Airbnb ROI: 3.11% Traditional ROI: 2.79%
7182 GRIFFIN Road Brooksville, FL Looking for the perfect blend of country living and modern comfort? Welcome home! Nestled ...	3 beds \| 2 baths \| 1,665 sq.ft.	$435,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 3.1% Airbnb Rental Income: $2028 Traditional Rental Income: $1962 Airbnb ROI: 1.97% Traditional ROI: 3.1%
1014 Roosevelt Ave Brooksville, FL Welcome to this charming and versatile Brooksville property, where residential comfort mee...	3 beds \| 1 baths \| 858 sq.ft.	$250,000	Airbnb cash on cash: 4.57% Traditional cash on cash: 5.08% Airbnb Rental Income: $2028 Traditional Rental Income: $1622 Airbnb ROI: 4.57% Traditional ROI: 5.08%
3540 Moondance Circle Brooksville, FL Move-in-ready 4-bedroom, 3-bath home with a 3-car garage on a quiet cul-de-sac and no rear...	4 beds \| 3 baths \| 2,724 sq.ft.	$448,000	Airbnb cash on cash: 4.85% Traditional cash on cash: 3.1% Airbnb Rental Income: $4081 Traditional Rental Income: $2478 Airbnb ROI: 4.85% Traditional ROI: 3.1%
30067 FEDORA Circle Brooksville, FL Welcome to this beautifully maintained newer construction home in the desirable Trilby Cro...	3 beds \| 2 baths \| 1,459 sq.ft.	$279,900	Airbnb cash on cash: 2.73% Traditional cash on cash: 4.23% Airbnb Rental Income: $2028 Traditional Rental Income: $1896 Airbnb ROI: 2.73% Traditional ROI: 4.23%
1188 THREE LEAF Lane Brooksville, FL Virtually Staged. Welcome to Trillium, one of the area's most sought-after master-planned ...	3 beds \| 2 baths \| 1,260 sq.ft.	$222,500	Airbnb cash on cash: 3.8% Traditional cash on cash: 4.73% Airbnb Rental Income: $2028 Traditional Rental Income: $1696 Airbnb ROI: 3.8% Traditional ROI: 4.73%

Real Estate investment in Brooksville, FL

There are 324 properties for sale in the city of Brooksville . The median list price in Brooksville is $499,669 and the average price per square foot is $293. In October 2026, the average monthly cash on cash return in Brooksville is 5.00%. The average monthly rental income in Brooksville is $1,901.

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

There are 324 investment properties available for sale in Brooksville.

In 2026, the best neighborhood to buy investment property is Brooksville.

The ROI for Long-Term is higher than the Short-Term in Brooksville with average rental income of $1,901.

Your search for investment property begins and ends here

Investment Property for Sale in Brooksville, FL

4684 SOUTHERN VALLEY Loop

Brooksville, FL

3 beds | 2 baths | 2,297 sq.ft.

$439,900

Airbnb cash on cash: 0.05%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $2028

Traditional Rental Income: $2436

Airbnb ROI: 0.05%

Traditional ROI: 2.32%

9396 SOUTHERN BELLE Drive

Brooksville, FL

3 beds | 2 baths | 2,240 sq.ft.

$379,900

Airbnb cash on cash: 1.49%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $2028

Traditional Rental Income: $2715

Airbnb ROI: 1.49%

Traditional ROI: 4.9%

7186 LEXINGTON Circle

Brooksville, FL

2 beds | 2 baths | 1,102 sq.ft.

$278,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $753

Traditional Rental Income: $1572

Airbnb ROI: -0.58%

Traditional ROI: 3.75%

10099 Foley Street

Brooksville, FL

3 beds | 2 baths | 960 sq.ft.

$215,000

Airbnb cash on cash: 5.16%

Traditional cash on cash: 6.1%

Airbnb Rental Income: $2028

Traditional Rental Income: $1691

Airbnb ROI: 5.16%

Traditional ROI: 6.1%

15458 SNOW MEMORIAL Highway

Brooksville, FL

10 beds | 4 baths | 3,456 sq.ft.

$950,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.14%

Airbnb Rental Income: $null

Traditional Rental Income: $2937

Airbnb ROI: N/A

Traditional ROI: 1.14%

8152 SOUTHERN PINES Drive

Brooksville, FL

2 beds | 2 baths | 1,640 sq.ft.

$198,000

Airbnb cash on cash: -4.78%

Traditional cash on cash: 6.51%

Airbnb Rental Income: $753

Traditional Rental Income: $2562

Airbnb ROI: -4.78%

Traditional ROI: 6.51%

7990 Southern Pines Drive

Brooksville, FL

2 beds | 2 baths | 1,674 sq.ft.

$188,900

Airbnb cash on cash: -3.71%

Traditional cash on cash: 7.52%

Airbnb Rental Income: $753

Traditional Rental Income: $2454

Airbnb ROI: -3.71%

Traditional ROI: 7.52%

185 ROOSEVELT Avenue

Brooksville, FL

3 beds | 2 baths | 1,420 sq.ft.

$259,900

Airbnb cash on cash: 3.61%

Traditional cash on cash: 6.02%

Airbnb Rental Income: $2028

Traditional Rental Income: $2093

Airbnb ROI: 3.61%