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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
15273 BURBANK DRIVE Brooksville, FL Under contract-accepting backup offers. Welcome to 15273 Burbank Dr. Brooksville (3D tour ...	4 beds \| 2 baths \| 2,187 sq.ft.	$435,000	Airbnb cash on cash: 8.89% Traditional cash on cash: 4.57% Airbnb Rental Income: $5861 Traditional Rental Income: $2933 Airbnb ROI: 8.89% Traditional ROI: 4.57%
4149 Gevalia Drive Brooksville, FL Why build when you can scoop up this beauty?! Pride of ownership shines through with this ...	3 beds \| 2 baths \| 2,032 sq.ft.	$344,900	Airbnb cash on cash: 9.67% Traditional cash on cash: 6.13% Airbnb Rental Income: $4687 Traditional Rental Income: $2570 Airbnb ROI: 9.67% Traditional ROI: 6.13%
10494 Desert Sparrow Avenue Brooksville, FL Welcome to your private retreat in the highly desirable Royal Highlands area of Weeki Wach...	3 beds \| 2 baths \| 1,564 sq.ft.	$375,000	Airbnb cash on cash: 8.68% Traditional cash on cash: 5.6% Airbnb Rental Income: $4668 Traditional Rental Income: $2617 Airbnb ROI: 8.68% Traditional ROI: 5.6%
653 PETAL MIST LANE Brooksville, FL Move-in ready and located in the highly sought-after Trillium community, this beautiful 3-...	3 beds \| 2 baths \| 2,058 sq.ft.	$349,000	Airbnb cash on cash: 8.64% Traditional cash on cash: 4.95% Airbnb Rental Income: $4687 Traditional Rental Income: $2509 Airbnb ROI: 8.64% Traditional ROI: 4.95%
398 Sea Holly Drive Brooksville, FL Must see this Pool Home with its own backyard oasis! 3-4 bedroom (flex room currently used...	3 beds \| 2 baths \| 1,814 sq.ft.	$399,000	Airbnb cash on cash: 7.37% Traditional cash on cash: 4.03% Airbnb Rental Income: $4687 Traditional Rental Income: $2468 Airbnb ROI: 7.37% Traditional ROI: 4.03%
15458 SNOW MEMORIAL HIGHWAY Brooksville, FL INCOME PRODUCING PROPERTY!! This property is zoned AG with a main house and another house ...	10 beds \| N/A 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%
240 OLIVE STREET Brooksville, FL One or more photo(s) has been virtually staged. Recently updated with new double-pane, Ene...	4 beds \| 3 baths \| 2,645 sq.ft.	$569,000	Airbnb cash on cash: 5.82% Traditional cash on cash: 4.79% Airbnb Rental Income: $5422 Traditional Rental Income: $3783 Airbnb ROI: 5.82% Traditional ROI: 4.79%
2043 TRILLIUM BLVD Brooksville, FL Welcome home to this stunning and meticulously well-maintained residence, where modern com...	3 beds \| 2 baths \| 2,144 sq.ft.	$344,999	Airbnb cash on cash: 9.04% Traditional cash on cash: 5.8% Airbnb Rental Income: $4687 Traditional Rental Income: $2669 Airbnb ROI: 9.04% Traditional ROI: 5.8%
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.	$199,000	Airbnb cash on cash: 6.29% Traditional cash on cash: 6.48% Airbnb Rental Income: $3259 Traditional Rental Income: $2562 Airbnb ROI: 6.29% Traditional ROI: 6.48%
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.	$199,900	Airbnb cash on cash: 7.44% Traditional cash on cash: 7.06% Airbnb Rental Income: $3259 Traditional Rental Income: $2454 Airbnb ROI: 7.44% Traditional ROI: 7.06%
12026 Penguin Avenue Brooksville, FL PRICE REDUCED! MOTIVATED SELLER, BRING ALL OFFERS!! Welcome to this stunning MOVE-IN READY...	3 beds \| 2 baths \| 1,978 sq.ft.	$381,000	Airbnb cash on cash: 8.35% Traditional cash on cash: 5% Airbnb Rental Income: $4687 Traditional Rental Income: $2518 Airbnb ROI: 8.35% Traditional ROI: 5%
1304 Candlelight Boulevard Brooksville, FL Price Improvement - Move-In Ready Custom Home with Upgrades & No HOA! Welcome to this beau...	4 beds \| 2 baths \| 2,023 sq.ft.	$415,000	Airbnb cash on cash: 7.87% Traditional cash on cash: 4.92% Airbnb Rental Income: $5422 Traditional Rental Income: $3184 Airbnb ROI: 7.87% Traditional ROI: 4.92%
12124 Squeeze Avenue Brooksville, FL Working Farm! Experience the perfect blend of comfort, functionality, and true Nature Coas...	4 beds \| 3 baths \| 2,978 sq.ft.	$1,090,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 1.2% Airbnb Rental Income: $5861 Traditional Rental Income: $3234 Airbnb ROI: 2.64% Traditional ROI: 1.2%
11031 NOTTINGHAM FOREST DRIVE Brooksville, FL NO HOANO FLOODZONED AGRICULTURAL Discover the potential in this spacious 3-bedroo...	3 beds \| 2 baths \| 1,920 sq.ft.	$450,000	Airbnb cash on cash: 5.45% Traditional cash on cash: 4.58% Airbnb Rental Income: $4342 Traditional Rental Income: $3066 Airbnb ROI: 5.45% Traditional ROI: 4.58%
1506 JUNE AVENUE Brooksville, FL Under contract-accepting backup offers. This stunning, meticulously maintained 3-bedroom, ...	3 beds \| 2 baths \| 1,544 sq.ft.	$320,000	Airbnb cash on cash: 8.87% Traditional cash on cash: 5.94% Airbnb Rental Income: $4342 Traditional Rental Income: $2548 Airbnb ROI: 8.87% Traditional ROI: 5.94%
19906 TATTNALL WAY Brooksville, FL Motivated seller! Priced to sell!! This remarkable 3130-SF(4438-SF under roof), 4 bedroom,...	4 beds \| 3 baths \| 3,130 sq.ft.	$489,000	Airbnb cash on cash: 6.38% Traditional cash on cash: 3.69% Airbnb Rental Income: $5422 Traditional Rental Income: $3098 Airbnb ROI: 6.38% Traditional ROI: 3.69%
5201 NEFF LAKE RD Brooksville, FL Secluded Pool Home on 5 Private Acres in Brooksville! Escape to your own peaceful oasis! N...	3 beds \| 2 baths \| 2,014 sq.ft.	$559,999	Airbnb cash on cash: 4.11% Traditional cash on cash: 3.32% Airbnb Rental Income: $4342 Traditional Rental Income: $3017 Airbnb ROI: 4.11% Traditional ROI: 3.32%
16481 OAKVIEW DRIVE Brooksville, FL Under contract-accepting backup offers. Discover the perfect blend of peaceful country liv...	4 beds \| 2 baths \| 2,280 sq.ft.	$399,900	Airbnb cash on cash: 9.13% Traditional cash on cash: 6.3% Airbnb Rental Income: $5422 Traditional Rental Income: $3271 Airbnb ROI: 9.13% Traditional ROI: 6.3%
11459 TRAIL RIDGE RUN Brooksville, FL One or more photo(s) has been virtually staged. Tucked away on 5 private acres and surroun...	3 beds \| 2 baths \| 1,930 sq.ft.	$574,900	Airbnb cash on cash: 4.05% Traditional cash on cash: 3.21% Airbnb Rental Income: $4342 Traditional Rental Income: $2978 Airbnb ROI: 4.05% Traditional ROI: 3.21%
14352 Ponce De Leon Boulevard Brooksville, FL Welcome to Your Private Country Retreat on 5 Stunning Acres! This truly one-of-a-kind 4-be...	4 beds \| 2 baths \| 2,686 sq.ft.	$620,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 4.85% Airbnb Rental Income: $5422 Traditional Rental Income: $3907 Airbnb ROI: 5.58% Traditional ROI: 4.85%
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: 4.11% Traditional cash on cash: 2.61% Airbnb Rental Income: $4342 Traditional Rental Income: $2589 Airbnb ROI: 4.11% Traditional ROI: 2.61%
27016 ANTHONY AVENUE Brooksville, FL Price Improvement This could be your forever home you have been looking for. It offe...	3 beds \| 3 baths \| 1,606 sq.ft.	$295,000	Airbnb cash on cash: 9.99% Traditional cash on cash: 6.05% Airbnb Rental Income: $4342 Traditional Rental Income: $2335 Airbnb ROI: 9.99% Traditional ROI: 6.05%
15287 STONE HOUSE DRIVE Brooksville, FL Why Youâll Love This Home! This stunning 2017 Pulte-built home in Trillium Village is f...	3 beds \| 2 baths \| 1,978 sq.ft.	$344,000	Airbnb cash on cash: 8.76% Traditional cash on cash: 5.06% Airbnb Rental Income: $4687 Traditional Rental Income: $2520 Airbnb ROI: 8.76% Traditional ROI: 5.06%
19484 FOREST GARDEN COURT Brooksville, FL Nestled on a quiet cul-de-sac, In the golf community of Southern Hills Plantation, 19484 F...	2 beds \| 2 baths \| 1,903 sq.ft.	$514,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 2.42% Airbnb Rental Income: $3259 Traditional Rental Income: $2846 Airbnb ROI: 1.76% Traditional ROI: 2.42%
5198 Legend Hills Lane Brooksville, FL Experience Timeless Luxury and Masterful Craftsmanship Welcome to this extraordinary custo...	4 beds \| 3 baths \| 3,391 sq.ft.	$895,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 3.05% Airbnb Rental Income: $5247 Traditional Rental Income: $4003 Airbnb ROI: 3.27% Traditional ROI: 3.05%
11419 OLD CRYSTAL RIVER ROAD Brooksville, FL $25,000 Price Improvement! 14.6 Beautiful Acres in Brooksville, Florida â Updated Home w...	3 beds \| 2 baths \| 2,257 sq.ft.	$1,100,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 1.09% Airbnb Rental Income: $4342 Traditional Rental Income: $2716 Airbnb ROI: 1.79% Traditional ROI: 1.09%
15281 BURBANK DRIVE Brooksville, FL Welcome to 15281 Burbank Dr, a fully upgraded 3-bedroom, 2-bathroom HEATED pool home offer...	3 beds \| 2 baths \| 1,681 sq.ft.	$400,000	Airbnb cash on cash: 7.6% Traditional cash on cash: 4.63% Airbnb Rental Income: $4687 Traditional Rental Income: $2602 Airbnb ROI: 7.6% Traditional ROI: 4.63%
5127 SECRETARIAT RUN Brooksville, FL Step into this meticulously upgraded 3-bedroom, 2-bathroom gem located in the prestigious ...	3 beds \| 2 baths \| 2,031 sq.ft.	$410,000	Airbnb cash on cash: 5.91% Traditional cash on cash: 4.28% Airbnb Rental Income: $4128 Traditional Rental Income: $2623 Airbnb ROI: 5.91% Traditional ROI: 4.28%
23328 CHRISTIAN CIRCLE Brooksville, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PR...	3 beds \| 2 baths \| 2,223 sq.ft.	$455,000	Airbnb cash on cash: 5.95% Traditional cash on cash: 4.24% Airbnb Rental Income: $4342 Traditional Rental Income: $2703 Airbnb ROI: 5.95% Traditional ROI: 4.24%
13091 Old Crystal River Road Brooksville, FL Welcome to this beautifully reimagined 1940s home, ideally situated with a yard which is f...	2 beds \| 2 baths \| 1,264 sq.ft.	$407,900	Airbnb cash on cash: 5.08% Traditional cash on cash: 4.01% Airbnb Rental Income: $3259 Traditional Rental Income: $2119 Airbnb ROI: 5.08% Traditional ROI: 4.01%
6456 CEDAR SIDE AVENUE Brooksville, FL MOTIVATED SELLER Welcome to this charming home located in the desirable Ridge Manor ...	2 beds \| 2 baths \| 1,236 sq.ft.	$260,000	Airbnb cash on cash: 8.4% Traditional cash on cash: 6.06% Airbnb Rental Income: $3259 Traditional Rental Income: $1952 Airbnb ROI: 8.4% Traditional ROI: 6.06%
13517 CITRUS WAY Brooksville, FL Under contract-accepting backup offers. Short Sale. Short Sale. Beautiful just under 5-ac...	3 beds \| 3 baths \| 2,789 sq.ft.	$475,000	Airbnb cash on cash: 6.41% Traditional cash on cash: 5.08% Airbnb Rental Income: $4342 Traditional Rental Income: $2838 Airbnb ROI: 6.41% Traditional ROI: 5.08%
27178 HICKORY HILL ROAD Brooksville, FL Under contract-accepting backup offers. Short Sale. BANKRUPTCY HOME! Opportunity Knocks On...	4 beds \| 3 baths \| 2,500 sq.ft.	$399,999	Airbnb cash on cash: 8.4% Traditional cash on cash: 7.01% Airbnb Rental Income: $5422 Traditional Rental Income: $3809 Airbnb ROI: 8.4% Traditional ROI: 7.01%
1707 Trillium Boulevard Brooksville, FL Located on a premium lot with a wooded view, this timeless home is better than new and is ...	3 beds \| 2 baths \| 1,978 sq.ft.	$325,000	Airbnb cash on cash: 9.84% Traditional cash on cash: 5.95% Airbnb Rental Income: $4687 Traditional Rental Income: $2528 Airbnb ROI: 9.84% Traditional ROI: 5.95%
15236 MOTTLED OWL ROAD Brooksville, FL Charming Modern Home on Nearly Half an Acre - Built in 2019 Welcome to your private retrea...	3 beds \| 2 baths \| 1,575 sq.ft.	$323,500	Airbnb cash on cash: 9.82% Traditional cash on cash: 5.4% Airbnb Rental Income: $4687 Traditional Rental Income: $2374 Airbnb ROI: 9.82% Traditional ROI: 5.4%
4698 HICKORY OAK DRIVE Brooksville, FL Welcome to the highly sought after golf course community of Southern Hills! This 4 year ol...	4 beds \| 3 baths \| 2,667 sq.ft.	$579,950	Airbnb cash on cash: 5.03% Traditional cash on cash: 2.66% Airbnb Rental Income: $5422 Traditional Rental Income: $3041 Airbnb ROI: 5.03% Traditional ROI: 2.66%
17351 EAGLE TRACE DRIVE Brooksville, FL Golf course, pool home, extra large driveway, recent ROOF REPLACEMENT 10/2023, primary bat...	3 beds \| 2 baths \| 1,658 sq.ft.	$335,000	Airbnb cash on cash: 9.58% Traditional cash on cash: 5.21% Airbnb Rental Income: $4687 Traditional Rental Income: $2339 Airbnb ROI: 9.58% Traditional ROI: 5.21%
27047 HIAWATHA BOULEVARD Brooksville, FL Under contract-accepting backup offers. Stylishly Upgraded Mobile Home with Impressive Acr...	3 beds \| 2 baths \| 1,485 sq.ft.	$340,000	Airbnb cash on cash: 8.33% Traditional cash on cash: 3.37% Airbnb Rental Income: $4342 Traditional Rental Income: $1846 Airbnb ROI: 8.33% Traditional ROI: 3.37%
19303 Fort Dade Avenue Brooksville, FL You have got to check out this stunning Mid-Century Modern 1959 Built Home on 1.2 AcreS of...	3 beds \| 2 baths \| 1,806 sq.ft.	$299,000	Airbnb cash on cash: 9.88% Traditional cash on cash: 7.37% Airbnb Rental Income: $4342 Traditional Rental Income: $2722 Airbnb ROI: 9.88% Traditional ROI: 7.37%
22347 Golden Retriever Lane Brooksville, FL Nestled north of Brooksville off Snow Memorial Highway, this beautifully remodeled ranch-s...	3 beds \| 2 baths \| 2,606 sq.ft.	$574,900	Airbnb cash on cash: 4.56% Traditional cash on cash: 3.41% Airbnb Rental Income: $4342 Traditional Rental Income: $2816 Airbnb ROI: 4.56% Traditional ROI: 3.41%

Real Estate investment in Brooksville, FL

There are 147 properties for sale in the city of Brooksville . The median list price in Brooksville is $315,000 and the average price per square foot is $177. In April 2026, the average monthly cash on cash return in Brooksville is 5.00%. The average monthly rental income in Brooksville is $2,014.

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

There are 147 investment properties available for sale in Brooksville.

The ROI for Long-Term is higher than the Short-Term in Brooksville with average rental income of $2,014.

Your search for investment property begins and ends here

Investment Property for Sale in Brooksville, FL

15273 BURBANK DRIVE

Brooksville, FL

4 beds | 2 baths | 2,187 sq.ft.

$435,000

Airbnb cash on cash: 8.89%

Traditional cash on cash: 4.57%

Airbnb Rental Income: $5861

Traditional Rental Income: $2933

Airbnb ROI: 8.89%

Traditional ROI: 4.57%

4149 Gevalia Drive

Brooksville, FL

3 beds | 2 baths | 2,032 sq.ft.

$344,900

Airbnb cash on cash: 9.67%

Traditional cash on cash: 6.13%

Airbnb Rental Income: $4687

Traditional Rental Income: $2570

Airbnb ROI: 9.67%

Traditional ROI: 6.13%

10494 Desert Sparrow Avenue

Brooksville, FL

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

$375,000

Airbnb cash on cash: 8.68%

Traditional cash on cash: 5.6%

Airbnb Rental Income: $4668

Traditional Rental Income: $2617

Airbnb ROI: 8.68%

Traditional ROI: 5.6%

653 PETAL MIST LANE

Brooksville, FL

3 beds | 2 baths | 2,058 sq.ft.

$349,000

Airbnb cash on cash: 8.64%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $4687

Traditional Rental Income: $2509

Airbnb ROI: 8.64%

Traditional ROI: 4.95%

398 Sea Holly Drive

Brooksville, FL

3 beds | 2 baths | 1,814 sq.ft.

$399,000

Airbnb cash on cash: 7.37%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $4687

Traditional Rental Income: $2468

Airbnb ROI: 7.37%

Traditional ROI: 4.03%

15458 SNOW MEMORIAL HIGHWAY

Brooksville, FL

10 beds | N/A 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%

240 OLIVE STREET

Brooksville, FL

4 beds | 3 baths | 2,645 sq.ft.

$569,000

Airbnb cash on cash: 5.82%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $5422

Traditional Rental Income: $3783

Airbnb ROI: 5.82%

Traditional ROI: 4.79%

2043 TRILLIUM BLVD

Brooksville, FL

3 beds | 2 baths | 2,144 sq.ft.

$344,999

Airbnb cash on cash: 9.04%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $4687

Traditional Rental Income: $2669

Airbnb ROI: 9.04%