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.

Boro Investment Property for Sale in Brooksville, FL

Search for Boro Investment Property for Sale in Brooksville, Florida. Browse all of Mashvisor’s Boro Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 294 Boro Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5233 jennings Trail Brooksville, FL Move in ready home in the Cascades at Southern Hills a 55+ Community located in the sought...	2 beds \| 2 baths \| 2,073 sq.ft.	$383,800	Airbnb cash on cash: -1.78% Traditional cash on cash: 3.21% Airbnb Rental Income: $896 Traditional Rental Income: $2356 Airbnb ROI: -1.78% Traditional ROI: 3.21%
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.	$349,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 4.73% Airbnb Rental Income: $1692 Traditional Rental Income: $2145 Airbnb ROI: 1.92% Traditional ROI: 4.73%
7186 LEXINGTON CIRCLE Brooksville, FL Beautifully updated 2-bedroom, 2-bath home situated on an OVERSIZED LOT. This home feature...	2 beds \| 2 baths \| 1,102 sq.ft.	$285,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.63% Airbnb Rental Income: $896 Traditional Rental Income: $1572 Airbnb ROI: -0.14% Traditional ROI: 3.63%
149 ROOSEVELT AVENUE Brooksville, FL Presenting a charming residence featuring three bedrooms, two bathrooms, and a six-car gar...	3 beds \| 2 baths \| 1,296 sq.ft.	$299,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 5.45% Airbnb Rental Income: $1692 Traditional Rental Income: $2088 Airbnb ROI: 2.37% Traditional ROI: 5.45%
27151 HIAWATHA BOULEVARD Brooksville, FL Under contract-accepting backup offers. Charming Country Retreat on 4.80 Acres â Nature,...	3 beds \| 2 baths \| 1,634 sq.ft.	$655,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.03% Airbnb Rental Income: $1692 Traditional Rental Income: $2221 Airbnb ROI: 0.39% Traditional ROI: 2.03%
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.	$354,900	Airbnb cash on cash: 0.99% Traditional cash on cash: 3.95% Airbnb Rental Income: $1692 Traditional Rental Income: $2207 Airbnb ROI: 0.99% Traditional ROI: 3.95%
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: 0.7% Traditional cash on cash: 4.03% Airbnb Rental Income: $1692 Traditional Rental Income: $2468 Airbnb ROI: 0.7% Traditional ROI: 4.03%
4367 BURNS ROAD Brooksville, FL Welcome to Your Private Paradise! Discover the perfect blend of tranquility and convenie...	3 beds \| 2 baths \| 1,982 sq.ft.	$450,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 4.42% Airbnb Rental Income: $1692 Traditional Rental Income: $2683 Airbnb ROI: 0.95% Traditional ROI: 4.42%
8152 SOUTHERN PINES DRIVE Brooksville, FL Bright 3-bedroom 2 bath condo at Southern Pines conveniently located off US Highway 50 in ...	3 beds \| 2 baths \| 1,640 sq.ft.	$207,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 5.01% Airbnb Rental Income: $1692 Traditional Rental Income: $2279 Airbnb ROI: -0.36% Traditional ROI: 5.01%
7428 Harlow Street Brooksville, FL Welcome to this beautifully renovated 2-bedroom, 1.5-bath home located in the gated, resor...	2 beds \| 2 baths \| 898 sq.ft.	$139,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 9.29% Airbnb Rental Income: $896 Traditional Rental Income: $1595 Airbnb ROI: 1.51% Traditional ROI: 9.29%
5149 Jennings Trail Brooksville, FL Still time to close by end of year and qualify for homesteading tax credit in Florida if t...	3 beds \| 2 baths \| 2,322 sq.ft.	$476,532	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.66% Airbnb Rental Income: $1692 Traditional Rental Income: $2792 Airbnb ROI: -0.87% Traditional ROI: 2.66%
15407 Singleton Drive Brooksville, FL PRICED BELOW RECENT APPRAISAL! BRAND NEW AC & BRAND NEW ELECTRICAL PANEL! Welcome to your ...	2 beds \| 2 baths \| 1,152 sq.ft.	$167,500	Airbnb cash on cash: 1.11% Traditional cash on cash: 10.87% Airbnb Rental Income: $896 Traditional Rental Income: $2117 Airbnb ROI: 1.11% Traditional ROI: 10.87%
16154 Ft Myers Street Brooksville, FL Priced to Sell this Beautifully updated 3-bedroom, 2-bath mobile home featuring brand-new ...	3 beds \| 2 baths \| 1,440 sq.ft.	$210,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 8.11% Airbnb Rental Income: $1692 Traditional Rental Income: $2117 Airbnb ROI: 3.6% Traditional ROI: 8.11%
19555 Phillips Road Brooksville, FL 10,000 Seller Credit Available! The seller is offering a generous 10,000 credit to help ma...	3 beds \| 2 baths \| 1,997 sq.ft.	$575,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.65% Airbnb Rental Income: $1692 Traditional Rental Income: $2473 Airbnb ROI: 0.32% Traditional ROI: 2.65%
9184 Dan Lynn Street Brooksville, FL Gulf Ridge Park is conveniently bordered by W Ft Dade, Ponce de Leon and Manecke Rd. Conve...	3 beds \| 1 baths \| 1,140 sq.ft.	$175,000	Airbnb cash on cash: 5.29% Traditional cash on cash: 7.99% Airbnb Rental Income: $1692 Traditional Rental Income: $1670 Airbnb ROI: 5.29% Traditional ROI: 7.99%
11031 NOTTINGHAM FOREST DRIVE Brooksville, FL Discover the potential in this spacious 3-bedroom, 2-bath home nestled on 1.3 beautiful ac...	3 beds \| 2 baths \| 1,920 sq.ft.	$480,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.56% Airbnb Rental Income: $1692 Traditional Rental Income: $2763 Airbnb ROI: 0.13% Traditional ROI: 3.56%
1506 JUNE AVENUE Brooksville, FL This stunning, meticulously maintained 3-bedroom, 2-bathroom home in Brooksville offers ex...	3 beds \| 2 baths \| 1,544 sq.ft.	$320,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 5.31% Airbnb Rental Income: $1692 Traditional Rental Income: $2357 Airbnb ROI: 1.53% Traditional ROI: 5.31%
4244 Bessemer Road Brooksville, FL ENJOY COUNTRY LIVING IN THE ROLLING HILLS OF BROOKSVILLE Experience the perfect blend of c...	4 beds \| 2 baths \| 2,382 sq.ft.	$575,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 2.59% Airbnb Rental Income: $5422 Traditional Rental Income: $2427 Airbnb ROI: 6.13% Traditional ROI: 2.59%
12325 Fairway Avenue Brooksville, FL PRICE adjustment!!! Rare find! POOL home with 3 bedrooms in High Point Community. Lots of ...	3 beds \| 2 baths \| 1,536 sq.ft.	$169,900	Airbnb cash on cash: 4.98% Traditional cash on cash: 12% Airbnb Rental Income: $1692 Traditional Rental Income: $2358 Airbnb ROI: 4.98% Traditional ROI: 12%
19906 TATTNALL WAY Brooksville, FL This remarkable residence seamlessly blends modern elegance and convenience, offering gene...	4 beds \| 3 baths \| 3,130 sq.ft.	$549,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 3.17% Airbnb Rental Income: $5422 Traditional Rental Income: $3105 Airbnb ROI: 5.56% Traditional ROI: 3.17%
4024 Culbreath Road Brooksville, FL Bring all offers! Beautiful home on 2 1/2 acres in desirable area. This 3 bedroom/2 bath h...	3 beds \| 2 baths \| 2,700 sq.ft.	$464,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.21% Airbnb Rental Income: $1692 Traditional Rental Income: $2992 Airbnb ROI: 0.14% Traditional ROI: 4.21%
16481 OAKVIEW DRIVE Brooksville, FL Discover the perfect blend of peaceful country living and modern comfort on nearly 5 fence...	4 beds \| 2 baths \| 2,280 sq.ft.	$409,900	Airbnb cash on cash: 8.88% Traditional cash on cash: 4.38% Airbnb Rental Income: $5422 Traditional Rental Income: $2599 Airbnb ROI: 8.88% Traditional ROI: 4.38%
5324 Southern Valley Loop Brooksville, FL *OPEN HOUSE SATURDAY NOV. 29th 12-2PM *PRICE IMPROVEMENT! Welcome to this exquisite 3-...	3 beds \| 4 baths \| 3,189 sq.ft.	$620,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 2.93% Airbnb Rental Income: $1692 Traditional Rental Income: $3760 Airbnb ROI: -1.45% Traditional ROI: 2.93%
996 SCARLET PLUME LANE Brooksville, FL One or more photo(s) has been virtually staged. PRICE REDUCED!!! Welcome to this beautiful...	3 beds \| 2 baths \| 1,978 sq.ft.	$343,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.26% Airbnb Rental Income: $1692 Traditional Rental Income: $2497 Airbnb ROI: 1.3% Traditional ROI: 5.26%
717 Whiteway Drive Brooksville, FL Charming & Fully Updated Home on a Spacious Double Lot! Welcome to 717 White Way Drive - a...	2 beds \| 1 baths \| 806 sq.ft.	$230,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 5.18% Airbnb Rental Income: $896 Traditional Rental Income: $1526 Airbnb ROI: 0.73% Traditional ROI: 5.18%
901 MOONLIGHT Lane Brooksville, FL Welcome to your dream home in the heart of Brooksville! This beautifully updated 3 bedroom...	3 beds \| 2 baths \| 1,521 sq.ft.	$349,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 4.68% Airbnb Rental Income: $1692 Traditional Rental Income: $2305 Airbnb ROI: 1.38% Traditional ROI: 4.68%
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.	$344,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 5.1% Airbnb Rental Income: $1692 Traditional Rental Income: $2538 Airbnb ROI: 1.04% Traditional ROI: 5.1%
8150 SOUTHERN PINES DR Brooksville, FL One or more photo(s) has been virtually staged. Spacious & Elegant Condo in Southern Pines...	2 beds \| 2 baths \| 1,674 sq.ft.	$187,900	Airbnb cash on cash: -4.51% Traditional cash on cash: 5.97% Airbnb Rental Income: $896 Traditional Rental Income: $2430 Airbnb ROI: -4.51% Traditional ROI: 5.97%
8178 Southern Pines Drive Brooksville, FL Welcome to this spacious 2-bedroom, 2-bathroom condo in the desirable Southern Pines commu...	2 beds \| 2 baths \| 1,674 sq.ft.	$219,000	Airbnb cash on cash: -1.92% Traditional cash on cash: 7.28% Airbnb Rental Income: $896 Traditional Rental Income: $2465 Airbnb ROI: -1.92% Traditional ROI: 7.28%
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: 1.14% Airbnb Rental Income: $5247 Traditional Rental Income: $2408 Airbnb ROI: 3.27% Traditional ROI: 1.14%
11419 OLD CRYSTAL RIVER ROAD Brooksville, FL Rare Find! 14.6 Beautiful Acres in Brooksville with an Updated Home and Equestrian Ameniti...	3 beds \| 2 baths \| 2,257 sq.ft.	$1,125,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 0.95% Airbnb Rental Income: $1692 Traditional Rental Income: $2615 Airbnb ROI: -0.39% Traditional ROI: 0.95%
23328 CHRISTIAN CIRCLE Brooksville, FL One or more photo(s) has been virtually staged. Beautiful Custom Home on Oversized Lot! NE...	3 beds \| 2 baths \| 2,223 sq.ft.	$485,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 3.81% Airbnb Rental Income: $1692 Traditional Rental Income: $2654 Airbnb ROI: 0.66% Traditional ROI: 3.81%
6423 BOXWOOD STREET Brooksville, FL Welcome to this beautiful 3-bedroom, 2-bathroom, 2 car-garage space single-family home in ...	3 beds \| 2 baths \| 1,395 sq.ft.	$289,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 4.62% Airbnb Rental Income: $1692 Traditional Rental Income: $2011 Airbnb ROI: 1.72% Traditional ROI: 4.62%
1353 Spring Lake Highway Brooksville, FL Rustic Luxury on 16.6 Acres - Private Homestead Retreat in Spring Lake, Brooksville. Nestl...	5 beds \| 5 baths \| 3,900 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $6216 Airbnb ROI: N/A Traditional ROI: 3.9%
4455 GEVALIA DRIVE Brooksville, FL Move in ready and beautifully updated, this four bedroom three bath home with a three car ...	4 beds \| 3 baths \| 2,212 sq.ft.	$439,999	Airbnb cash on cash: 9.13% Traditional cash on cash: 3.21% Airbnb Rental Income: $5861 Traditional Rental Income: $2257 Airbnb ROI: 9.13% Traditional ROI: 3.21%
8442 PINEWOOD AVENUE Brooksville, FL SELLER MOTIVATED!! Seller is willing to contribute towards Buyer's pre-paids and closing c...	3 beds \| 2 baths \| 1,449 sq.ft.	$360,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.55% Airbnb Rental Income: $1692 Traditional Rental Income: $2195 Airbnb ROI: 1.67% Traditional ROI: 4.55%
6479 BARCELONA BOULEVARD Brooksville, FL Welcome to this wonderful 2 bedroom, 2 bathroom home offering 1,144 square feet of comfort...	2 beds \| 2 baths \| 1,144 sq.ft.	$239,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 5.51% Airbnb Rental Income: $896 Traditional Rental Income: $1799 Airbnb ROI: 0.04% Traditional ROI: 5.51%
201 S MAIN STREET Brooksville, FL Welcome to 201 South Main Street, one of Brooksvilleâs most admired historic homes and a...	4 beds \| 5 baths \| 1,872 sq.ft.	$450,000	Airbnb cash on cash: 8.52% Traditional cash on cash: 5.37% Airbnb Rental Income: $5422 Traditional Rental Income: $3002 Airbnb ROI: 8.52% Traditional ROI: 5.37%
16084 STUR STREET Brooksville, FL CRAFTSMAN HOME ON HALF AN ACRE \| Brand New HVAC system JUST INSTALLED and a new termite bo...	3 beds \| 2 baths \| 1,995 sq.ft.	$375,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 5.95% Airbnb Rental Income: $1692 Traditional Rental Income: $2618 Airbnb ROI: 1.98% Traditional ROI: 5.95%
13517 CITRUS WAY Brooksville, FL Short Sale. Short Sale. Beautiful just under 5-acre, fenced, park like setting surrounds ...	3 beds \| 3 baths \| 2,789 sq.ft.	$550,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 4.26% Airbnb Rental Income: $1692 Traditional Rental Income: $2838 Airbnb ROI: 1.11% Traditional ROI: 4.26%

Your search for investment property begins and ends here

Boro Investment Property for Sale in Brooksville, FL

5233 jennings Trail

Brooksville, FL

2 beds | 2 baths | 2,073 sq.ft.

$383,800

Airbnb cash on cash: -1.78%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $896

Traditional Rental Income: $2356

Airbnb ROI: -1.78%

Traditional ROI: 3.21%

4149 Gevalia Drive

Brooksville, FL

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

$349,900

Airbnb cash on cash: 1.92%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $1692

Traditional Rental Income: $2145

Airbnb ROI: 1.92%

Traditional ROI: 4.73%

7186 LEXINGTON CIRCLE

Brooksville, FL

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

$285,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.63%

Airbnb Rental Income: $896

Traditional Rental Income: $1572

Airbnb ROI: -0.14%

Traditional ROI: 3.63%

149 ROOSEVELT AVENUE

Brooksville, FL

3 beds | 2 baths | 1,296 sq.ft.

$299,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $1692

Traditional Rental Income: $2088

Airbnb ROI: 2.37%

Traditional ROI: 5.45%

27151 HIAWATHA BOULEVARD

Brooksville, FL

3 beds | 2 baths | 1,634 sq.ft.

$655,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $1692

Traditional Rental Income: $2221

Airbnb ROI: 0.39%

Traditional ROI: 2.03%

653 PETAL MIST LANE

Brooksville, FL

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

$354,900

Airbnb cash on cash: 0.99%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $1692

Traditional Rental Income: $2207

Airbnb ROI: 0.99%

Traditional ROI: 3.95%

398 Sea Holly Drive

Brooksville, FL

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

$399,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1692

Traditional Rental Income: $2468

Airbnb ROI: 0.7%

Traditional ROI: 4.03%

4367 BURNS ROAD

Brooksville, FL

3 beds | 2 baths | 1,982 sq.ft.

$450,000

Airbnb cash on cash: 0.95%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $1692

Traditional Rental Income: $2683

Airbnb ROI: 0.95%