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
8211 Winter Street Brooksville, FL Welcome to your charming oasis in the heart of Brooksville, FL! This beautiful 2-bedroom, ...	2 beds \| 2 baths \| 1,254 sq.ft.	$269,900	Airbnb cash on cash: 1.34% Traditional cash on cash: 5.1% Airbnb Rental Income: $1391 Traditional Rental Income: $1929 Airbnb ROI: 1.34% Traditional ROI: 5.1%
231 SPRING LAKE HIGHWAY Brooksville, FL Bargain priced for 3 parcels!! Looking for an incredible home? This private pool home is n...	5 beds \| 7 baths \| 8,178 sq.ft.	$2,399,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.47% Airbnb Rental Income: $null Traditional Rental Income: $7427 Airbnb ROI: N/A Traditional ROI: 1.47%
30805 SATINLEAF RUN Brooksville, FL FANTASTIC opportunity to live the good Life in this BEAUTIFUL Home in the sought after Com...	4 beds \| 3 baths \| 2,151 sq.ft.	$388,000	Airbnb cash on cash: 9.32% Traditional cash on cash: 4.75% Airbnb Rental Income: $5422 Traditional Rental Income: $2665 Airbnb ROI: 9.32% Traditional ROI: 4.75%
10110 WEEKS DRIVE Brooksville, FL MOVE-IN READY! IMMACULATE!! IMPRESSIVE and STUNNING HUGE CRAFTSMAN HOME with stacked stone...	5 beds \| 4 baths \| 3,554 sq.ft.	$875,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $4601 Airbnb ROI: N/A Traditional ROI: 3.09%
1292 MYERS ROAD Brooksville, FL Stunning 3300+ SF Home on 5 Acres! Discover this exquisite 5-bedroom, 3.5-bathroom home, c...	5 beds \| 4 baths \| 3,324 sq.ft.	$1,157,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $4850 Airbnb ROI: N/A Traditional ROI: 2.88%
27151 Hiawatha Boulevard Brooksville, FL In a quiet corner of Brooksville, nestled on 5 sprawling acres fenced with watering statio...	3 beds \| 2 baths \| 1,634 sq.ft.	$699,900	Airbnb cash on cash: 1.44% Traditional cash on cash: 1.86% Airbnb Rental Income: $2561 Traditional Rental Income: $2221 Airbnb ROI: 1.44% Traditional ROI: 1.86%
7982 Southern Pines Drive Brooksville, FL ALL CONDO ASSESSMENTS PAID IN FULL! Boasting of new luxury vinyl plank flooring, 10ft ceil...	2 beds \| 2 baths \| 1,674 sq.ft.	$220,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 5.39% Airbnb Rental Income: $1391 Traditional Rental Income: $2026 Airbnb ROI: 0.32% Traditional ROI: 5.39%
26142 MOUNTAINVIEW BOULEVARD Brooksville, FL GREAT VALUE!! Fantastic opportunity to own a custom built pool home on OVER AN ACRE in pic...	4 beds \| 3 baths \| 3,416 sq.ft.	$535,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 3.85% Airbnb Rental Income: $5422 Traditional Rental Income: $3327 Airbnb ROI: 5.86% Traditional ROI: 3.85%
13600 Ponce De Leon Boulevard Brooksville, FL Bring your family & your business! This beautiful 6.36-acre country estate along Florida's...	5 beds \| 3 baths \| 1,950 sq.ft.	$765,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2963 Airbnb ROI: N/A Traditional ROI: 2.06%
2293 DOG LEG COURT Brooksville, FL Great Location! Nicely Kept 3 Bedroom, 2 Full Bath, 2 Car Garage Golf Course Frontage Home...	3 beds \| 2 baths \| 1,803 sq.ft.	$320,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 4.94% Airbnb Rental Income: $2561 Traditional Rental Income: $2258 Airbnb ROI: 3.9% Traditional ROI: 4.94%
19123 YONTZ ROAD Brooksville, FL 28.40 acres located 1.4 miles North of the city of Brooksville on US Hwy 98 N. The propert...	3 beds \| 2 baths \| 1,344 sq.ft.	$825,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 0.97% Airbnb Rental Income: $2561 Traditional Rental Income: $1890 Airbnb ROI: 1.04% Traditional ROI: 0.97%
4249 CASKIE PLACE Brooksville, FL Spacious 4 Bedroom, 3.5 Bathroom heated pool home located in the Gated, Golf Course Commun...	4 beds \| 4 baths \| 2,870 sq.ft.	$439,900	Airbnb cash on cash: 9.15% Traditional cash on cash: 8.24% Airbnb Rental Income: $5861 Traditional Rental Income: $4324 Airbnb ROI: 9.15% Traditional ROI: 8.24%
4221 Silver Star Drive Brooksville, FL Updated 3 bedroom, 2 bath, 2 car garage unit in Silverthorne community (attached unit) tha...	3 beds \| 2 baths \| 1,419 sq.ft.	$269,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 4.63% Airbnb Rental Income: $2561 Traditional Rental Income: $2123 Airbnb ROI: 3.93% Traditional ROI: 4.63%
27108 Country Oak Drive Brooksville, FL A Stunning 4 bed 3 bath brick home on 2.5 acres in the desirable Country Oak Estates! A p...	4 beds \| 3 baths \| 3,492 sq.ft.	$699,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 2.32% Airbnb Rental Income: $5422 Traditional Rental Income: $3243 Airbnb ROI: 3.98% Traditional ROI: 2.32%
244 LARK AVENUE Brooksville, FL "X" Flood Zone (No Flood Insurance Required) and No Flooding Issues at this Brooksville Im...	4 beds \| 3 baths \| 3,912 sq.ft.	$900,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 2.24% Airbnb Rental Income: $5422 Traditional Rental Income: $3221 Airbnb ROI: 3.56% Traditional ROI: 2.24%
18139 BENES ROUSH ROAD Brooksville, FL (A) SELLER FINANCING AVAILABLE --->> Conventional loan with INTEREST RATE BUYDOWN. --->>C...	3 beds \| 2 baths \| 1,998 sq.ft.	$2,000,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 0.11% Airbnb Rental Income: $2561 Traditional Rental Income: $2528 Airbnb ROI: -0.2% Traditional ROI: 0.11%
19461 LILY POND COURT Brooksville, FL *******$15,000.00 SELLER CONCESSION TOWARDS CLOSING COST AND OR PREPAIDS OR RATE BUY DOWN....	2 beds \| 2 baths \| 1,733 sq.ft.	$454,999	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.12% Airbnb Rental Income: $1391 Traditional Rental Income: $2444 Airbnb ROI: -0.34% Traditional ROI: 3.12%
17413 EAGLE TRACE DRIVE Brooksville, FL Stunning, move-in ready Trails of Rivard 3BR/2BA home located on the 1st Hole of Rivard Go...	3 beds \| 2 baths \| 1,507 sq.ft.	$300,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 5.71% Airbnb Rental Income: $2561 Traditional Rental Income: $2213 Airbnb ROI: 4.76% Traditional ROI: 5.71%
19351 YONTZ ROAD Brooksville, FL Under contract-accepting backup offers. 5.6 ACRES of INCREDIBLE LONG DISTANCE VIEWS - they...	3 beds \| 2 baths \| 2,510 sq.ft.	$629,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 2.73% Airbnb Rental Income: $2561 Traditional Rental Income: $2456 Airbnb ROI: 1.86% Traditional ROI: 2.73%
919 CANDLEBROOK LANE Brooksville, FL Welcome to this charming 2-bedroom, 2-bathroom villa, a perfect blend of coziness and rust...	2 beds \| 2 baths \| 1,056 sq.ft.	$199,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 7.16% Airbnb Rental Income: $1391 Traditional Rental Income: $1839 Airbnb ROI: 2.56% Traditional ROI: 7.16%
5324 Southern Valley Loop Brooksville, FL Welcome to this exquisite 3-bedroom, 4-bathroom residence that seamlessly blends luxury wi...	3 beds \| 4 baths \| 3,189 sq.ft.	$777,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.59% Airbnb Rental Income: $2561 Traditional Rental Income: $3760 Airbnb ROI: 0.08% Traditional ROI: 2.59%
15663 DURANGO CIRCLE Brooksville, FL This home is STUNNING with UPGRADES GALORE! 4 Bedroom, 2.5 bath, 2 Car Garage. Unique and ...	4 beds \| 3 baths \| 2,039 sq.ft.	$410,000	Airbnb cash on cash: 9.73% Traditional cash on cash: 4.28% Airbnb Rental Income: $5861 Traditional Rental Income: $2601 Airbnb ROI: 9.73% Traditional ROI: 4.28%
14172 Delsilver Drive Brooksville, FL Welcome to this charming 2-bedroom, 2-bathroom double-wide manufactured home located in th...	2 beds \| 2 baths \| 1,472 sq.ft.	$184,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 8.29% Airbnb Rental Income: $1391 Traditional Rental Income: $2008 Airbnb ROI: 2.36% Traditional ROI: 8.29%
6433 SUNNYSIDE RANCH ROAD Brooksville, FL One or more photo(s) has been virtually staged. Price Adjustment: Welcome to a totally upd...	4 beds \| 2 baths \| 2,684 sq.ft.	$499,900	Airbnb cash on cash: 6.83% Traditional cash on cash: 4.54% Airbnb Rental Income: $5422 Traditional Rental Income: $3260 Airbnb ROI: 6.83% Traditional ROI: 4.54%
13135 FLOTILLA COURT Brooksville, FL Beautiful 2-Bedroom, 2-Bathroom Home in Weeki Wachee with Above Ground Pool! This stunning...	2 beds \| 2 baths \| 1,409 sq.ft.	$289,900	Airbnb cash on cash: 1.54% Traditional cash on cash: 5.99% Airbnb Rental Income: $1391 Traditional Rental Income: $2186 Airbnb ROI: 1.54% Traditional ROI: 5.99%
209 Palm Lane Brooksville, FL Welcome to your perfect retreat! This adorable 480 sq. ft. home, set in the heart of histo...	1 beds \| 1 baths \| 480 sq.ft.	$169,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 4.82% Airbnb Rental Income: $1105 Traditional Rental Income: $1135 Airbnb ROI: 2.31% Traditional ROI: 4.82%
14101 RACE AVENUE Brooksville, FL Under contract-accepting backup offers. Freedom at it's Finest! Move In Ready! Welcome to ...	4 beds \| 2 baths \| 2,145 sq.ft.	$409,900	Airbnb cash on cash: 9.85% Traditional cash on cash: 5.29% Airbnb Rental Income: $5861 Traditional Rental Income: $2941 Airbnb ROI: 9.85% Traditional ROI: 5.29%
1353 SPRING LAKE HIGHWAY Brooksville, FL Come home to the rolling hills of the coveted Spring Lake area in Brooksville. Sixteen-plu...	5 beds \| 5 baths \| 3,740 sq.ft.	$1,300,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $6216 Airbnb ROI: N/A Traditional ROI: 3.54%
22155 GARMISCH WAY Brooksville, FL Amazing opportunities with this beautiful home that sits on 2.6-acre with spring fed stock...	3 beds \| 2 baths \| 2,263 sq.ft.	$575,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 3.04% Airbnb Rental Income: $2561 Traditional Rental Income: $2707 Airbnb ROI: 1.63% Traditional ROI: 3.04%
27181 TOWNSEND BOULEVARD Brooksville, FL Welcome to this beautifully renovated 2-bedroom, 2-bathroom double-wide mobile home set on...	2 beds \| 1 baths \| 1,216 sq.ft.	$274,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.87% Airbnb Rental Income: $1391 Traditional Rental Income: $1563 Airbnb ROI: 1.58% Traditional ROI: 3.87%
15193 COPELAND WAY Brooksville, FL Welcome to a beautifully upgraded home where modern comfort meets tasteful style. Nearly e...	3 beds \| 3 baths \| 1,869 sq.ft.	$619,999	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.57% Airbnb Rental Income: $2561 Traditional Rental Income: $2895 Airbnb ROI: 0.93% Traditional ROI: 2.57%
17777 Garsalaso Circle Brooksville, FL This home is situated in the Hernando Oaks golf community, offering a prime location on th...	3 beds \| 2 baths \| 1,662 sq.ft.	$325,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 4.54% Airbnb Rental Income: $2561 Traditional Rental Income: $2152 Airbnb ROI: 3.86% Traditional ROI: 4.54%
3136 NEFF LAKE ROAD Brooksville, FL This house is a real stunner! â Lovely custom-built lakefront property with all the char...	3 beds \| 3 baths \| 2,942 sq.ft.	$874,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 0.95% Airbnb Rental Income: $2561 Traditional Rental Income: $2541 Airbnb ROI: 0.22% Traditional ROI: 0.95%
13192 SUN ROAD Brooksville, FL Under contract-accepting backup offers. *This home was not affected from hurricane Milton ...	3 beds \| 2 baths \| 1,860 sq.ft.	$450,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.21% Airbnb Rental Income: $2561 Traditional Rental Income: $2315 Airbnb ROI: 2.33% Traditional ROI: 3.21%
7248 PERIWINKLE CT Brooksville, FL Welcome to 7248 Periwinkle Ct, a beautifully updated single-family home in a peaceful Broo...	3 beds \| 2 baths \| 1,858 sq.ft.	$320,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 4.6% Airbnb Rental Income: $2561 Traditional Rental Income: $2180 Airbnb ROI: 3.82% Traditional ROI: 4.6%
15236 MOTTLED OWL ROAD Brooksville, FL Charming Home on Nearly Half an Acre! Welcome to your new haven! This delightful home buil...	3 beds \| 2 baths \| 1,575 sq.ft.	$348,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 4.41% Airbnb Rental Income: $2561 Traditional Rental Income: $2148 Airbnb ROI: 3.79% Traditional ROI: 4.41%
800 STUBBS STREET Brooksville, FL Under contract-accepting backup offers. MOTIVATED SELLER: Take a look at this corner prop...	3 beds \| 2 baths \| 964 sq.ft.	$199,900	Airbnb cash on cash: 7.81% Traditional cash on cash: 6.48% Airbnb Rental Income: $2561 Traditional Rental Income: $1693 Airbnb ROI: 7.81% Traditional ROI: 6.48%
14954 RED BLOOM PLACE Brooksville, FL PRICE REDUCED! Welcome to your dream home at 14954 Red Bloom Place, nestled in the high...	3 beds \| 2 baths \| 1,814 sq.ft.	$299,900	Airbnb cash on cash: 3.78% Traditional cash on cash: 4.99% Airbnb Rental Income: $2561 Traditional Rental Income: $2286 Airbnb ROI: 3.78% Traditional ROI: 4.99%
13477 BROOKSVILLE ROCK ROAD Brooksville, FL Nestled in a Serene 10 Acre Lot Welcomes You to this Charming 3 Bedroom, 2 Bathroom Home w...	3 beds \| 2 baths \| 1,620 sq.ft.	$474,999	Airbnb cash on cash: 2.41% Traditional cash on cash: 2.82% Airbnb Rental Income: $2561 Traditional Rental Income: $2125 Airbnb ROI: 2.41% Traditional ROI: 2.82%
3053 DEEPWELL DRIVE Brooksville, FL **HUGE Price Reduction*** THE HOUSE ITSELF DIDN'T GET ANY DAMAGE FROM THE HURRICANES A...	2 beds \| 2 baths \| 1,139 sq.ft.	$350,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.04% Airbnb Rental Income: $1391 Traditional Rental Income: $2122 Airbnb ROI: 0.53% Traditional ROI: 4.04%

Real Estate investment in Brooksville, FL

There are 280 properties for sale in the city of Brooksville . The median list price in Brooksville is $339,900 and the average price per square foot is $175. In November 2024, the average monthly cash on cash return in Brooksville is 5.00%. The average monthly rental income in Brooksville is $2,333.

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

There are 280 investment properties available for sale in Brooksville.

In 2024, 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 $2,333.

Your search for investment property begins and ends here

Investment Property for Sale in Brooksville, FL

8211 Winter Street

Brooksville, FL

2 beds | 2 baths | 1,254 sq.ft.

$269,900

Airbnb cash on cash: 1.34%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $1391

Traditional Rental Income: $1929

Airbnb ROI: 1.34%

Traditional ROI: 5.1%

231 SPRING LAKE HIGHWAY

Brooksville, FL

5 beds | 7 baths | 8,178 sq.ft.

$2,399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.47%

Airbnb Rental Income: $null

Traditional Rental Income: $7427

Airbnb ROI: N/A

Traditional ROI: 1.47%

30805 SATINLEAF RUN

Brooksville, FL

4 beds | 3 baths | 2,151 sq.ft.

$388,000

Airbnb cash on cash: 9.32%

Traditional cash on cash: 4.75%

Airbnb Rental Income: $5422

Traditional Rental Income: $2665

Airbnb ROI: 9.32%

Traditional ROI: 4.75%

10110 WEEKS DRIVE

Brooksville, FL

5 beds | 4 baths | 3,554 sq.ft.

$875,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.09%

Airbnb Rental Income: $null

Traditional Rental Income: $4601

Airbnb ROI: N/A

Traditional ROI: 3.09%

1292 MYERS ROAD

Brooksville, FL

5 beds | 4 baths | 3,324 sq.ft.

$1,157,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.88%

Airbnb Rental Income: $null

Traditional Rental Income: $4850

Airbnb ROI: N/A

Traditional ROI: 2.88%

27151 Hiawatha Boulevard

Brooksville, FL

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

$699,900

Airbnb cash on cash: 1.44%

Traditional cash on cash: 1.86%

Airbnb Rental Income: $2561

Traditional Rental Income: $2221

Airbnb ROI: 1.44%

Traditional ROI: 1.86%

7982 Southern Pines Drive

Brooksville, FL

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

$220,000

Airbnb cash on cash: 0.32%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $1391

Traditional Rental Income: $2026

Airbnb ROI: 0.32%

Traditional ROI: 5.39%

26142 MOUNTAINVIEW BOULEVARD

Brooksville, FL

4 beds | 3 baths | 3,416 sq.ft.

$535,000

Airbnb cash on cash: 5.86%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $5422

Traditional Rental Income: $3327

Airbnb ROI: 5.86%