Real Estate Investment Properties for Sale in Dade City, FL

Looking for investment property in Dade City, FL with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11340 SALLY ROAD Dade City, FL Beautiful country setting! This affordable 3 bedroom, 1.5 bath, + den, home sits on a sere...	3 beds \| 2 baths \| 1,336 sq.ft.	$259,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 6.7% Airbnb Rental Income: $1010 Traditional Rental Income: $2135 Airbnb ROI: 0.65% Traditional ROI: 6.7%
37015 WALDO DRIVE Dade City, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pr...	4 beds \| 2 baths \| 1,480 sq.ft.	$425,000	Airbnb cash on cash: 9.25% Traditional cash on cash: 3.14% Airbnb Rental Income: $5710 Traditional Rental Income: $2138 Airbnb ROI: 9.25% Traditional ROI: 3.14%
12314 LAKE JOVITA BOULEVARD Dade City, FL SELLER FINANCING & VALUE PRICED FORMER MODEL HOME located in the prestigious Lake Jovita G...	5 beds \| 4 baths \| 3,275 sq.ft.	$739,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.6% Airbnb Rental Income: $null Traditional Rental Income: $4571 Airbnb ROI: N/A Traditional ROI: 4.6%
36641 BLANTON ROAD Dade City, FL Welcome home to a countryside paradise with this two parcel estate nestled on 32.17 acres ...	3 beds \| 4 baths \| 2,829 sq.ft.	$1,699,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 1.2% Airbnb Rental Income: $1010 Traditional Rental Income: $4207 Airbnb ROI: -1.05% Traditional ROI: 1.2%
40832 RIVER ROAD Dade City, FL Experience peaceful country living with this spacious 4 bedroom, 2 bath home situated on 3...	4 beds \| 2 baths \| 1,824 sq.ft.	$425,000	Airbnb cash on cash: 9.22% Traditional cash on cash: 4.56% Airbnb Rental Income: $5710 Traditional Rental Income: $2711 Airbnb ROI: 9.22% Traditional ROI: 4.56%
39360 SPARKMAN ROAD Dade City, FL USDA ELIGIBLE & AN ASSUMABLE LOAN! Welcome to your dream property, ready for country livin...	3 beds \| 2 baths \| 1,728 sq.ft.	$590,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.18% Airbnb Rental Income: $1010 Traditional Rental Income: $2415 Airbnb ROI: -0.02% Traditional ROI: 3.18%
16224 IOLA WOODS TRAIL Dade City, FL Escape to the quiet side of Florida living on 10 wooded acres just minutes from I-75. This...	4 beds \| 3 baths \| 3,018 sq.ft.	$895,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 1.74% Airbnb Rental Income: $5422 Traditional Rental Income: $3064 Airbnb ROI: 3.26% Traditional ROI: 1.74%
37240 EMBASSY PARK LANE Dade City, FL Perfect for a first-time homebuyer or investor! Step inside this adorable 2-bedroom, 1.5-b...	2 beds \| 2 baths \| 958 sq.ft.	$160,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 5.15% Airbnb Rental Income: $923 Traditional Rental Income: $1656 Airbnb ROI: -1.89% Traditional ROI: 5.15%
3384 MCKETHAN ROAD Dade City, FL BEAUTIFUL 7 ACRES!!! Come and enjoy this single-family home PLUS 4 mobile homes nestled am...	3 beds \| 2 baths \| 1,443 sq.ft.	$559,900	Airbnb cash on cash: -1.78% Traditional cash on cash: 1.16% Airbnb Rental Income: $1010 Traditional Rental Income: $2190 Airbnb ROI: -1.78% Traditional ROI: 1.16%
12648 LAKE JOVITA BOULEVARD Dade City, FL Under contract-accepting backup offers. If you have been searching for a FLORIDA LIFESTYLE...	4 beds \| 3 baths \| 2,749 sq.ft.	$725,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 2.33% Airbnb Rental Income: $5710 Traditional Rental Income: $3236 Airbnb ROI: 4.31% Traditional ROI: 2.33%
12713 GRAND TRAVERSE DRIVE Dade City, FL BREATHTAKING GOLF COURSE VIEWS on Lake Jovitaâs South Course, rated #16 and one of Flori...	4 beds \| 3 baths \| 3,121 sq.ft.	$849,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 1.89% Airbnb Rental Income: $5710 Traditional Rental Income: $3339 Airbnb ROI: 3.44% Traditional ROI: 1.89%
37331 HICKORY HILL LANE Dade City, FL LOOKING FOR SPACE??? Seller offering $10,000 towards rate buy down. Check out this Pool Pa...	4 beds \| 3 baths \| 2,940 sq.ft.	$499,900	Airbnb cash on cash: 7.67% Traditional cash on cash: 6.07% Airbnb Rental Income: $5710 Traditional Rental Income: $3820 Airbnb ROI: 7.67% Traditional ROI: 6.07%
13229 WATERFORD CASTLE DRIVE Dade City, FL Under contract-accepting backup offers. Stunning 3-Bedroom Home in Abbey Glenn â Prime L...	3 beds \| 2 baths \| 1,360 sq.ft.	$299,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 5.31% Airbnb Rental Income: $1010 Traditional Rental Income: $2158 Airbnb ROI: -0.02% Traditional ROI: 5.31%
15839 POWERLINE ROAD Dade City, FL Find your serenity here on 5.66 acres of country paradise, conveniently close to dining, s...	3 beds \| 3 baths \| 2,066 sq.ft.	$677,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 2.34% Airbnb Rental Income: $1010 Traditional Rental Income: $2519 Airbnb ROI: -0.61% Traditional ROI: 2.34%
13052 OGDEN GLADE ROAD Dade City, FL LOCATION... LOCATION... LOCATION... AREA OF RAPID GROWTH AND VALORIZATION, LOW TAXES, NO C...	3 beds \| 2 baths \| 1,529 sq.ft.	$297,990	Airbnb cash on cash: -1.05% Traditional cash on cash: 4.01% Airbnb Rental Income: $1010 Traditional Rental Income: $2072 Airbnb ROI: -1.05% Traditional ROI: 4.01%
14312 1ST STREET Dade City, FL Dade City - Mickens Harper Subdivision .15-acre lot, chain link fence, carport, fresh pain...	3 beds \| 3 baths \| 1,671 sq.ft.	$350,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.78% Airbnb Rental Income: $1010 Traditional Rental Income: $2772 Airbnb ROI: 0.33% Traditional ROI: 6.78%
12964 Ogden Glade Road Dade City, FL Charming Home in Abbey Glen, Dade City Welcome to your dream home! This pristine, beauty b...	4 beds \| 3 baths \| 2,405 sq.ft.	$418,000	Airbnb cash on cash: 8.83% Traditional cash on cash: 4.03% Airbnb Rental Income: $5710 Traditional Rental Income: $2692 Airbnb ROI: 8.83% Traditional ROI: 4.03%
13019 OGDEN GLADE ROAD Dade City, FL Welcome to your dream home in the highly desirable Abbey Glen community!Built in 2023, thi...	4 beds \| 2 baths \| 2,017 sq.ft.	$375,000	Airbnb cash on cash: 9.71% Traditional cash on cash: 3.9% Airbnb Rental Income: $5710 Traditional Rental Income: $2525 Airbnb ROI: 9.71% Traditional ROI: 3.9%
29235 BAYHEAD RD Dade City, FL Under contract-accepting backup offers. Discover your private country estate at 29235 Bayh...	3 beds \| 2 baths \| 2,047 sq.ft.	$385,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 4.85% Airbnb Rental Income: $1010 Traditional Rental Income: $2387 Airbnb ROI: 0.05% Traditional ROI: 4.85%
13000 SUMMERFIELD WAY Dade City, FL Price Reduced! Former Model Home! Better than brand new a 2020-built Adams home nestled in...	4 beds \| 3 baths \| 2,316 sq.ft.	$538,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 2.35% Airbnb Rental Income: $5710 Traditional Rental Income: $2670 Airbnb ROI: 6.13% Traditional ROI: 2.35%
11636 LINDA LANE Dade City, FL Live your Florida dream in this beautifully updated POOL home in the sought-after Lake Pas...	3 beds \| 2 baths \| 1,320 sq.ft.	$359,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.19% Airbnb Rental Income: $1010 Traditional Rental Income: $1812 Airbnb ROI: -0.24% Traditional ROI: 3.19%
36085 TRINITY GLADE ROAD Dade City, FL Step into the Beautiful thoughfully designed 2023 4-Bedroom home practically new Home. Th...	4 beds \| 3 baths \| 2,202 sq.ft.	$389,900	Airbnb cash on cash: 9.4% Traditional cash on cash: 3.78% Airbnb Rental Income: $5710 Traditional Rental Income: $2517 Airbnb ROI: 9.4% Traditional ROI: 3.78%
34303 SAHALEE LOOP Dade City, FL MOTIVATED SELLER in LAKE JOVITA GOLF & COUNTRY CLUB in the Rolling HILLS of East Pasco IS ...	4 beds \| 3 baths \| 2,931 sq.ft.	$675,000	Airbnb cash on cash: 4.41% Traditional cash on cash: 2.47% Airbnb Rental Income: $5710 Traditional Rental Income: $3351 Airbnb ROI: 4.41% Traditional ROI: 2.47%
5419 CYRIL DRIVE Dade City, FL Short Sale. Welcome to 5419 Cyril Drive, Dade City, FL 33523âa beautifully maintained 3-...	3 beds \| 2 baths \| 1,784 sq.ft.	$349,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.54% Airbnb Rental Income: $1010 Traditional Rental Income: $1924 Airbnb ROI: -0.34% Traditional ROI: 3.54%
14069 WINEBERRY DRIVE Dade City, FL From the moment you arrive, the homeâs stone-accented elevation, wide driveway, and invi...	4 beds \| 3 baths \| 2,329 sq.ft.	$430,000	Airbnb cash on cash: 8.58% Traditional cash on cash: 4.23% Airbnb Rental Income: $5710 Traditional Rental Income: $2819 Airbnb ROI: 8.58% Traditional ROI: 4.23%
13765 WHISKEY DAISY DRIVE Dade City, FL Don't let today's high rates keep you from buying your dream home in Dade City's Heritage ...	3 beds \| 3 baths \| 1,961 sq.ft.	$339,900	Airbnb cash on cash: -1.19% Traditional cash on cash: 4.58% Airbnb Rental Income: $1010 Traditional Rental Income: $2496 Airbnb ROI: -1.19% Traditional ROI: 4.58%
37600 LARGO LANE Dade City, FL Gorgeous 18-acre property adjoining Trilby Trails Equestrian Community in Dade City, FL. P...	4 beds \| 3 baths \| 2,000 sq.ft.	$1,550,000	Airbnb cash on cash: 1.06% Traditional cash on cash: -0.06% Airbnb Rental Income: $5422 Traditional Rental Income: $2717 Airbnb ROI: 1.06% Traditional ROI: -0.06%
10054 COLLINGWOOD AVENUE Dade City, FL GORGEOUS INSIDE...Rocking chair front porch welcomes you to this METICULOUSLY MAINTAINED h...	2 beds \| 2 baths \| 1,680 sq.ft.	$275,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 5.47% Airbnb Rental Income: $923 Traditional Rental Income: $2237 Airbnb ROI: -0.92% Traditional ROI: 5.47%
27547 MILLER ROAD Dade City, FL Under contract-accepting backup offers. HUGE PRICE REDUCTION...WOW...Welcome to this ONE-O...	3 beds \| 3 baths \| 3,202 sq.ft.	$1,299,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 0.79% Airbnb Rental Income: $1010 Traditional Rental Income: $3134 Airbnb ROI: -1.26% Traditional ROI: 0.79%
13217 THOROUGHBRED DRIVE Dade City, FL Under contract-accepting backup offers. Experience SPECTACULAR SUNSETS & Golf Course Livin...	4 beds \| 3 baths \| 2,601 sq.ft.	$695,000	Airbnb cash on cash: 5.06% Traditional cash on cash: 2.96% Airbnb Rental Income: $5710 Traditional Rental Income: $3210 Airbnb ROI: 5.06% Traditional ROI: 2.96%
13141 PALMILLA CIRCLE Dade City, FL One or more photo(s) has been virtually staged. Welcome to your Golf Course Villa Paradise...	2 beds \| 2 baths \| 2,019 sq.ft.	$449,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.48% Airbnb Rental Income: $923 Traditional Rental Income: $2464 Airbnb ROI: -0.99% Traditional ROI: 3.48%
13744 Carryback Dade City, FL A rare find, 1 year old popular Egret model on over a Â½ acre in the Bluffs. With both lak...	3 beds \| 4 baths \| 3,202 sq.ft.	$1,267,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 1.97% Airbnb Rental Income: $1010 Traditional Rental Income: $4317 Airbnb ROI: -1.14% Traditional ROI: 1.97%
9229 FORT KING RD ROAD Dade City, FL This remarkably stunning brick home on the 60 Acres high and dry offers 663' frontage on...	3 beds \| 3 baths \| 2,520 sq.ft.	$4,495,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.44% Airbnb Rental Income: $1010 Traditional Rental Income: $3113 Airbnb ROI: -1.03% Traditional ROI: -0.44%
5250 LITTLE GREEN LANE Dade City, FL Spacious 2-Bedroom Home with Bonus Room on Nearly 1.5 Acres â Endless Potential! This we...	2 beds \| 3 baths \| 1,732 sq.ft.	$367,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.38% Airbnb Rental Income: $923 Traditional Rental Income: $2384 Airbnb ROI: 0.15% Traditional ROI: 5.38%
13235 LEGENDS TRAIL Dade City, FL Come enjoy the Florida lifestyle in this beautiful home in one of Pasco County's premier n...	4 beds \| 3 baths \| 1,945 sq.ft.	$598,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 2.95% Airbnb Rental Income: $5710 Traditional Rental Income: $2792 Airbnb ROI: 6.13% Traditional ROI: 2.95%
36159 WELSH GLADE ROAD Dade City, FL Home For The Holidays - 60K Price Adjustment! Welcome to the Adams Homes 1720 floorplan in...	3 beds \| 2 baths \| 1,720 sq.ft.	$301,500	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.3% Airbnb Rental Income: $1010 Traditional Rental Income: $2362 Airbnb ROI: 0.27% Traditional ROI: 6.3%
20031 US HIGHWAY 301 Dade City, FL â¢ Live/work layout â¢ Multiple powered outbuildings â¢ High-visibility US-301 frontage...	2 beds \| 1 baths \| 1,476 sq.ft.	$300,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.22% Airbnb Rental Income: $923 Traditional Rental Income: $1787 Airbnb ROI: -0.05% Traditional ROI: 4.22%
13278 OGDEN GLADE ROAD Dade City, FL Gobble up the Savings - Price Improvement! Welcome to the Adams Homes 1720 floorplan in Ab...	3 beds \| 2 baths \| 1,720 sq.ft.	$329,550	Airbnb cash on cash: 0.17% Traditional cash on cash: 5.66% Airbnb Rental Income: $1010 Traditional Rental Income: $2356 Airbnb ROI: 0.17% Traditional ROI: 5.66%
3401 RIDERWOOD DRIVE Dade City, FL Investor/Fix and Flip. CASH ONLY. This property has been damaged by Hurricane Milton. Cou...	2 beds \| 1 baths \| 1,088 sq.ft.	$160,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 7.09% Airbnb Rental Income: $923 Traditional Rental Income: $1578 Airbnb ROI: 0.56% Traditional ROI: 7.09%
18401 HAMILTON ROAD Dade City, FL PRICE DROP!! If you are tired of traffic congestion or living just feet from your neighbor...	3 beds \| 3 baths \| 1,918 sq.ft.	$375,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 6.7% Airbnb Rental Income: $1010 Traditional Rental Income: $2965 Airbnb ROI: 0.13% Traditional ROI: 6.7%

Real Estate investment in Dade-city, FL

There are 129 properties for sale in the city of Dade City . The median list price in Dade City is $359,900 and the average price per square foot is $184. In December 2025, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,422.

Dade-city, FL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 129 investment properties available for sale in Dade-city.

In 2025, the best neighborhood to buy investment property is Dade City.

The ROI for Long-Term is higher than the Short-Term in Dade-city with average rental income of $2,422.

Your search for investment property begins and ends here

Investment Property for Sale in Dade City, FL

11340 SALLY ROAD

Dade City, FL

3 beds | 2 baths | 1,336 sq.ft.

$259,900

Airbnb cash on cash: 0.65%

Traditional cash on cash: 6.7%

Airbnb Rental Income: $1010

Traditional Rental Income: $2135

Airbnb ROI: 0.65%

Traditional ROI: 6.7%

37015 WALDO DRIVE

Dade City, FL

4 beds | 2 baths | 1,480 sq.ft.

$425,000

Airbnb cash on cash: 9.25%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $5710

Traditional Rental Income: $2138

Airbnb ROI: 9.25%

Traditional ROI: 3.14%

12314 LAKE JOVITA BOULEVARD

Dade City, FL

5 beds | 4 baths | 3,275 sq.ft.

$739,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.6%

Airbnb Rental Income: $null

Traditional Rental Income: $4571

Airbnb ROI: N/A

Traditional ROI: 4.6%

36641 BLANTON ROAD

Dade City, FL

3 beds | 4 baths | 2,829 sq.ft.

$1,699,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $1010

Traditional Rental Income: $4207

Airbnb ROI: -1.05%

Traditional ROI: 1.2%

40832 RIVER ROAD

Dade City, FL

4 beds | 2 baths | 1,824 sq.ft.

$425,000

Airbnb cash on cash: 9.22%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $5710

Traditional Rental Income: $2711

Airbnb ROI: 9.22%

Traditional ROI: 4.56%

39360 SPARKMAN ROAD

Dade City, FL

3 beds | 2 baths | 1,728 sq.ft.

$590,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $1010

Traditional Rental Income: $2415

Airbnb ROI: -0.02%

Traditional ROI: 3.18%

16224 IOLA WOODS TRAIL

Dade City, FL

4 beds | 3 baths | 3,018 sq.ft.

$895,000

Airbnb cash on cash: 3.26%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $5422

Traditional Rental Income: $3064

Airbnb ROI: 3.26%

Traditional ROI: 1.74%

37240 EMBASSY PARK LANE

Dade City, FL

2 beds | 2 baths | 958 sq.ft.

$160,000

Airbnb cash on cash: -1.89%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $923

Traditional Rental Income: $1656

Airbnb ROI: -1.89%