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
13213 Palmilla Cir Dade City, FL DONâT MISS THIS ONE OF A KIND 3BED 3BATH VILLA. Sitting on one of ONLY 2 oversized lots...	3 beds \| 3 baths \| 2,182 sq.ft.	$499,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 1.2% Airbnb Rental Income: $1010 Traditional Rental Income: $1874 Airbnb ROI: -1.42% Traditional ROI: 1.2%
11340 SALLY ROAD Dade City, FL Under contract-accepting backup offers. Beautiful country setting! This affordable 3 bedro...	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%
37110 Highland Bluff Cir Dade City, FL Welcome to 37110 Highland Bluff Cirâa beautifully maintained 3 bedroom, 2 bathroom home ...	3 beds \| 2 baths \| 1,752 sq.ft.	$300,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 5.54% Airbnb Rental Income: $1010 Traditional Rental Income: $2247 Airbnb ROI: -0.11% Traditional ROI: 5.54%
18253 Townsend House Rd Dade City, FL PRICE IMPROVEMENT BASED ON NEEDED REPAIRS. Want to get away?!! Try this beautiful 5 Acre l...	3 beds \| 3 baths \| 2,398 sq.ft.	$549,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.27% Airbnb Rental Income: $1010 Traditional Rental Income: $2991 Airbnb ROI: -0.28% Traditional ROI: 4.27%
33437 WESTWOOD DRIVE Dade City, FL Welcome to this recently remodeled 3 bedroom, 2 bath home, situated on a well maintained c...	3 beds \| 2 baths \| 1,504 sq.ft.	$279,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 6.77% Airbnb Rental Income: $1010 Traditional Rental Income: $2284 Airbnb ROI: 0.59% Traditional ROI: 6.77%
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.	$410,000	Airbnb cash on cash: 9.59% Traditional cash on cash: 4.76% Airbnb Rental Income: $5710 Traditional Rental Income: $2711 Airbnb ROI: 9.59% Traditional ROI: 4.76%
37823 COLEMAN AVENUE Dade City, FL PRICED TO SELL!! Discover the charm of this historic 1920 Dutch Colonial home in the hear...	4 beds \| 2 baths \| 2,880 sq.ft.	$469,000	Airbnb cash on cash: 8.09% Traditional cash on cash: 4.71% Airbnb Rental Income: $5710 Traditional Rental Income: $3088 Airbnb ROI: 8.09% Traditional ROI: 4.71%
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.	$550,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.48% Airbnb Rental Income: $1010 Traditional Rental Income: $2415 Airbnb ROI: 0.05% Traditional ROI: 3.48%
13143 Palmilla Cir Dade City, FL Lake Jovita Golf Course villa for sale with a very unique floorplan. Situated on the 1st h...	3 beds \| 3 baths \| 2,750 sq.ft.	$589,900	Airbnb cash on cash: -1.45% Traditional cash on cash: 2.45% Airbnb Rental Income: $1010 Traditional Rental Income: $2802 Airbnb ROI: -1.45% Traditional ROI: 2.45%
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%
34120 Americana Ave Dade City, FL LAKE JOVITA Lushly Landscaped Arthur Rutenberg home has it ALL! Sensational Curb Appeal wi...	3 beds \| 3 baths \| 2,586 sq.ft.	$825,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 2.41% Airbnb Rental Income: $1010 Traditional Rental Income: $3244 Airbnb ROI: -0.96% Traditional ROI: 2.41%
12713 GRAND TRAVERSE DRIVE Dade City, FL Under contract-accepting backup offers. Seller is ill Seller's loss is YOUR GAIN! **...	4 beds \| 3 baths \| 3,121 sq.ft.	$786,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.12% Airbnb Rental Income: $5710 Traditional Rental Income: $3339 Airbnb ROI: 3.8% Traditional ROI: 2.12%
37738 AMELIA AVENUE Dade City, FL 2.75% Assumable Loan! LOCATION, LOCATION, LOCATION!! Almost a half-acre corner lot within ...	3 beds \| 1 baths \| 1,170 sq.ft.	$318,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.54% Airbnb Rental Income: $1010 Traditional Rental Income: $1920 Airbnb ROI: 0.3% Traditional ROI: 4.54%
14635 State St Dade City, FL Available Immediately!! Tastefully REMODELED DREAM HOME!!!!! 3 bedroom. Open floor plan, m...	3 beds \| 1 baths \| 1,040 sq.ft.	$225,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 4.95% Airbnb Rental Income: $1010 Traditional Rental Income: $1485 Airbnb ROI: 1.04% Traditional ROI: 4.95%
12322 Eastpointe Dr Dade City, FL Beautiful neighborhood with only 76 homes, NO CDD fees, and HOA that includes yard mainten...	2 beds \| 2 baths \| 1,822 sq.ft.	$399,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.4% Airbnb Rental Income: $923 Traditional Rental Income: $2358 Airbnb ROI: -0.35% Traditional ROI: 4.4%
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%
34796 GARDENIA WAY Dade City, FL Beautiful fully renovated home, move-in ready. Features updated finishes, well-distributed...	3 beds \| 1 baths \| 1,521 sq.ft.	$258,999	Airbnb cash on cash: 0.45% Traditional cash on cash: 5.13% Airbnb Rental Income: $1010 Traditional Rental Income: $1796 Airbnb ROI: 0.45% Traditional ROI: 5.13%
32923 DRAKE ESTATES WAY Dade City, FL Built in 2022 and thoughtfully upgraded, this beautifully maintained 4-bedroom, 2.5-bath h...	4 beds \| 3 baths \| 2,161 sq.ft.	$670,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 2.02% Airbnb Rental Income: $5710 Traditional Rental Income: $2701 Airbnb ROI: 5.01% Traditional ROI: 2.02%
14700 STATE STREET Dade City, FL Under contract-accepting backup offers. Back on the market at no fault of the sellers, the...	3 beds \| 2 baths \| 1,328 sq.ft.	$249,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 6.31% Airbnb Rental Income: $1010 Traditional Rental Income: $2117 Airbnb ROI: 0.11% Traditional ROI: 6.31%
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%
12106 PATRICK STREET Dade City, FL This property produces $6,000 per month on average from government funded contracts. The h...	4 beds \| N/A baths \| 1,560 sq.ft.	$320,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.73% Airbnb Rental Income: $1010 Traditional Rental Income: $1855 Airbnb ROI: -0.26% Traditional ROI: 3.73%
13330 Fort King Rd Dade City, FL PRICE REDUCED $140,000!! What a location!! Unique opportunity to purchase 2.55 acres with ...	4 beds \| 1 baths \| 1,740 sq.ft.	$870,777	Airbnb cash on cash: 4.23% Traditional cash on cash: 1.41% Airbnb Rental Income: $5710 Traditional Rental Income: $2283 Airbnb ROI: 4.23% Traditional ROI: 1.41%
17415 SWEETWATER ROAD Dade City, FL Under contract-accepting backup offers. BETTER THAN NEW and Ready for you! This beautifull...	4 beds \| 3 baths \| 1,766 sq.ft.	$425,000	Airbnb cash on cash: 8.62% Traditional cash on cash: 3.9% Airbnb Rental Income: $5422 Traditional Rental Income: $2451 Airbnb ROI: 8.62% Traditional ROI: 3.9%
34147 Ringwalt Dr Dade City, FL Nature lover's paradise! This property has two bedrooms, one bath and an office/laundry r...	3 beds \| 1 baths \| 816 sq.ft.	$289,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.37% Airbnb Rental Income: $1010 Traditional Rental Income: $1158 Airbnb ROI: 0.52% Traditional ROI: 2.37%
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.	$365,000	Airbnb cash on cash: 10% Traditional cash on cash: 4.03% Airbnb Rental Income: $5710 Traditional Rental Income: $2525 Airbnb ROI: 10% Traditional ROI: 4.03%
34947 EMILY DRIVE Dade City, FL Discover privacy, space, and opportunity at 34947 Emily Drive in Dade City, Florida! Nestl...	3 beds \| 2 baths \| 1,352 sq.ft.	$295,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.85% Airbnb Rental Income: $1010 Traditional Rental Income: $2019 Airbnb ROI: 0.93% Traditional ROI: 5.85%
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 Under contract-accepting backup offers. Price Improvemet! Former Model Home! Better than b...	4 beds \| 3 baths \| 2,316 sq.ft.	$523,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 2.44% Airbnb Rental Income: $5710 Traditional Rental Income: $2670 Airbnb ROI: 6.33% Traditional ROI: 2.44%
14740 Johns Rd Dade City, FL Property is a single family residence. Built in 1930 Three Bedroom, two bathroom home wit...	3 beds \| 2 baths \| 1,200 sq.ft.	$260,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 5.88% Airbnb Rental Income: $1010 Traditional Rental Income: $1839 Airbnb ROI: 1.05% Traditional ROI: 5.88%
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: 4.38% Traditional cash on cash: 2.45% Airbnb Rental Income: $5710 Traditional Rental Income: $3351 Airbnb ROI: 4.38% Traditional ROI: 2.45%
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.	$399,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 2.98% Airbnb Rental Income: $1010 Traditional Rental Income: $1924 Airbnb ROI: -0.42% Traditional ROI: 2.98%
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%
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.	$260,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 5.83% Airbnb Rental Income: $923 Traditional Rental Income: $2237 Airbnb ROI: -0.92% Traditional ROI: 5.83%
36431 Florrie Mae Ln Dade City, FL TWO HOUSES in one! Discover privacy and unmatched beauty with this custom-built, HIGH AND ...	4 beds \| 3 baths \| 2,616 sq.ft.	$999,999	Airbnb cash on cash: 2.96% Traditional cash on cash: 1.43% Airbnb Rental Income: $5422 Traditional Rental Income: $2903 Airbnb ROI: 2.96% Traditional ROI: 1.43%
13049 THOROUGHBRED DRIVE Dade City, FL Exquisite Golf Course Living at 13049 Thoroughbred Drive, Dade City, FL** Completely remod...	4 beds \| 4 baths \| 3,566 sq.ft.	$729,900	Airbnb cash on cash: 5.39% Traditional cash on cash: 4.94% Airbnb Rental Income: $5710 Traditional Rental Income: $4265 Airbnb ROI: 5.39% Traditional ROI: 4.94%

Real Estate investment in Dade-city, FL

There are 428 properties for sale in the city of Dade City . The median list price in Dade City is $345,000 and the average price per square foot is $166. In January 2026, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,128.

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

There are 428 investment properties available for sale in Dade-city.

In 2026, 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 $2,128.

Your search for investment property begins and ends here

Investment Property for Sale in Dade City, FL

13213 Palmilla Cir

Dade City, FL

3 beds | 3 baths | 2,182 sq.ft.

$499,000

Airbnb cash on cash: -1.42%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $1010

Traditional Rental Income: $1874

Airbnb ROI: -1.42%

Traditional ROI: 1.2%

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%

37110 Highland Bluff Cir

Dade City, FL

3 beds | 2 baths | 1,752 sq.ft.

$300,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $1010

Traditional Rental Income: $2247

Airbnb ROI: -0.11%

Traditional ROI: 5.54%

18253 Townsend House Rd

Dade City, FL

3 beds | 3 baths | 2,398 sq.ft.

$549,900

Airbnb cash on cash: -0.28%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1010

Traditional Rental Income: $2991

Airbnb ROI: -0.28%

Traditional ROI: 4.27%

33437 WESTWOOD DRIVE

Dade City, FL

3 beds | 2 baths | 1,504 sq.ft.

$279,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 6.77%

Airbnb Rental Income: $1010

Traditional Rental Income: $2284

Airbnb ROI: 0.59%

Traditional ROI: 6.77%

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.

$410,000

Airbnb cash on cash: 9.59%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $5710

Traditional Rental Income: $2711

Airbnb ROI: 9.59%

Traditional ROI: 4.76%

37823 COLEMAN AVENUE

Dade City, FL

4 beds | 2 baths | 2,880 sq.ft.

$469,000

Airbnb cash on cash: 8.09%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $5710

Traditional Rental Income: $3088

Airbnb ROI: 8.09%