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
35118 WHISPERING OAKS BOULEVARD Dade City, FL Under contract-accepting backup offers. Very nice 3 bedroom 2 bath, very well kept!! GRANI...	3 beds \| 2 baths \| 1,564 sq.ft.	$230,000	Airbnb cash on cash: 9.63% Traditional cash on cash: 8.07% Airbnb Rental Income: $3276 Traditional Rental Income: $2201 Airbnb ROI: 9.63% Traditional ROI: 8.07%
37015 WALDO DRIVE Dade City, FL Fully Renovated 4-Bedroom Home on Half an Acre in Dade City â No HOA, No CDD! Welcome to...	4 beds \| 2 baths \| 1,480 sq.ft.	$434,800	Airbnb cash on cash: 9.02% Traditional cash on cash: 3.05% Airbnb Rental Income: $5710 Traditional Rental Income: $2138 Airbnb ROI: 9.02% Traditional ROI: 3.05%
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.	$1,899,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 0.97% Airbnb Rental Income: $3276 Traditional Rental Income: $4207 Airbnb ROI: 0.03% Traditional ROI: 0.97%
10045 HAMP DRIVE Dade City, FL Under contract-accepting backup offers. A PLATINUM home for your GOLDEN YEARS... Well main...	2 beds \| 2 baths \| 1,404 sq.ft.	$163,900	Airbnb cash on cash: 3.36% Traditional cash on cash: 9% Airbnb Rental Income: $1637 Traditional Rental Income: $2058 Airbnb ROI: 3.36% Traditional ROI: 9%
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.	$599,900	Airbnb cash on cash: 3.34% Traditional cash on cash: 3.11% Airbnb Rental Income: $3276 Traditional Rental Income: $2415 Airbnb ROI: 3.34% Traditional ROI: 3.11%
14410 HALE ROAD Dade City, FL Refined Estate on 3.5 Lush Acres with Saltwater Pool! Tucked away, this beautifully tr...	4 beds \| 4 baths \| 2,919 sq.ft.	$920,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 2.09% Airbnb Rental Income: $5422 Traditional Rental Income: $3092 Airbnb ROI: 3.54% Traditional ROI: 2.09%
16224 IOLA WOODS TRAIL Dade City, FL Discover your perfect country retreat on this secluded 10-acre lot, with 4 bedrooms & 3 ba...	4 beds \| 3 baths \| 3,018 sq.ft.	$899,990	Airbnb cash on cash: 3.23% Traditional cash on cash: 1.72% Airbnb Rental Income: $5422 Traditional Rental Income: $3064 Airbnb ROI: 3.23% Traditional ROI: 1.72%
35145 WHISPERING OAKS BOULEVARD Dade City, FL Under contract-accepting backup offers. MOVE RIGHT IN! Delightfully remodeled 2/2 Coventry...	2 beds \| 2 baths \| 1,160 sq.ft.	$177,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 7.88% Airbnb Rental Income: $1637 Traditional Rental Income: $1806 Airbnb ROI: 4.13% Traditional ROI: 7.88%
13551 CARNOUSTIE CIRCLE Dade City, FL Under contract-accepting backup offers. Highly motivated owner is ready to make a deal on ...	3 beds \| 3 baths \| 3,365 sq.ft.	$799,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 0.83% Airbnb Rental Income: $3276 Traditional Rental Income: $2730 Airbnb ROI: 0.57% Traditional ROI: 0.83%
11918 ORANGEWOOD DRIVE Dade City, FL Motivated Seller! ***With seller approved offer, Seller will contribute 3% toward buyer cl...	3 beds \| 2 baths \| 1,372 sq.ft.	$399,999	Airbnb cash on cash: 5.25% Traditional cash on cash: 4.35% Airbnb Rental Income: $3276 Traditional Rental Income: $2203 Airbnb ROI: 5.25% Traditional ROI: 4.35%
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.	$857,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 1.86% Airbnb Rental Income: $5710 Traditional Rental Income: $3339 Airbnb ROI: 3.4% Traditional ROI: 1.86%
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%
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.	$299,990	Airbnb cash on cash: 5.64% Traditional cash on cash: 3.98% Airbnb Rental Income: $3276 Traditional Rental Income: $2072 Airbnb ROI: 5.64% Traditional ROI: 3.98%
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: 6.08% Traditional cash on cash: 6.78% Airbnb Rental Income: $3276 Traditional Rental Income: $2772 Airbnb ROI: 6.08% 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.	$424,995	Airbnb cash on cash: 8.67% Traditional cash on cash: 3.95% Airbnb Rental Income: $5710 Traditional Rental Income: $2692 Airbnb ROI: 8.67% Traditional ROI: 3.95%
13548 EMBASSY PARK COURT #26 Dade City, FL Perfect for a first time home buyer or investor! Adorable 2 bedroom/1.5 bath townhouse sty...	2 beds \| 2 baths \| 958 sq.ft.	$178,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 1.71% Airbnb Rental Income: $1637 Traditional Rental Income: $1175 Airbnb ROI: 1.71% Traditional ROI: 1.71%
14174 THOROUGHBRED DRIVE Dade City, FL STUNNING ICI Homes SERENA FLOOR PLAN FEATURES 3 BEDROOMS/2.5 BATHS/3 CAR TANDEM GARAGE + O...	3 beds \| 3 baths \| 2,133 sq.ft.	$600,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 2.15% Airbnb Rental Income: $3276 Traditional Rental Income: $2785 Airbnb ROI: 1.71% Traditional ROI: 2.15%
29235 BAYHEAD RD Dade City, FL Discover your private country estate at 29235 Bayhead Rd, Dade City, Florida. This stunnin...	3 beds \| 2 baths \| 2,047 sq.ft.	$385,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 4.85% Airbnb Rental Income: $3276 Traditional Rental Income: $2387 Airbnb ROI: 5.28% Traditional ROI: 4.85%
13000 SUMMERFIELD WAY Dade City, FL Former Model Home! Better than brand new a 2020-built Adams home nestled in the serene gen...	4 beds \| 3 baths \| 2,316 sq.ft.	$548,000	Airbnb cash on cash: 6% Traditional cash on cash: 2.29% Airbnb Rental Income: $5710 Traditional Rental Income: $2670 Airbnb ROI: 6% Traditional ROI: 2.29%
34303 SAHALEE LOOP Dade City, FL LAKE JOVITA GOLF & COUNTRY CLUB in the Rolling HILLS of East Pasco IS the place to BE! Be...	4 beds \| 3 baths \| 2,931 sq.ft.	$725,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 2.24% Airbnb Rental Income: $5710 Traditional Rental Income: $3351 Airbnb ROI: 4.04% Traditional ROI: 2.24%
14734 11TH STREET Dade City, FL Under contract-accepting backup offers. Contract fell through, back on the market! Located...	3 beds \| 2 baths \| 988 sq.ft.	$246,000	Airbnb cash on cash: 8.5% Traditional cash on cash: 4.02% Airbnb Rental Income: $3276 Traditional Rental Income: $1500 Airbnb ROI: 8.5% Traditional ROI: 4.02%
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.	$399,988	Airbnb cash on cash: 4.61% Traditional cash on cash: 2.97% Airbnb Rental Income: $3276 Traditional Rental Income: $1924 Airbnb ROI: 4.61% Traditional ROI: 2.97%
36511 FRAZEE HILL ROAD Dade City, FL 50K PRICE DROP Come see the hills and valleys of Northeast Pasco County! Some of the h...	3 beds \| 3 baths \| 2,956 sq.ft.	$1,094,999	Airbnb cash on cash: 0.71% Traditional cash on cash: 0.95% Airbnb Rental Income: $3276 Traditional Rental Income: $2783 Airbnb ROI: 0.71% Traditional ROI: 0.95%
13765 WHISKEY DAISY DRIVE Dade City, FL Welcome to this move-in-ready home in the beautiful Heritage Hills community of Dade City....	3 beds \| 3 baths \| 1,961 sq.ft.	$345,000	Airbnb cash on cash: 4.64% Traditional cash on cash: 4.5% Airbnb Rental Income: $3276 Traditional Rental Income: $2496 Airbnb ROI: 4.64% Traditional ROI: 4.5%
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%
31226 SAINT JOE ROAD Dade City, FL Enjoy all that country living has to offer with this 3-bedroom, 3-bath home situated on ov...	3 beds \| 3 baths \| 1,971 sq.ft.	$515,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 4.29% Airbnb Rental Income: $3276 Traditional Rental Income: $2769 Airbnb ROI: 3.82% Traditional ROI: 4.29%
11734 ORANGE COURT Dade City, FL One or more photo(s) has been virtually staged. Discover your dream home in the heart of t...	4 beds \| 2 baths \| 1,919 sq.ft.	$479,999	Airbnb cash on cash: 8.86% Traditional cash on cash: 4.14% Airbnb Rental Income: $5710 Traditional Rental Income: $2450 Airbnb ROI: 8.86% Traditional ROI: 4.14%
10029 WELLINGTON AVENUE Dade City, FL Under contract-accepting backup offers. Retirement reimaginedâthis brand new, never-live...	2 beds \| 2 baths \| 1,231 sq.ft.	$189,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 6.44% Airbnb Rental Income: $1637 Traditional Rental Income: $1998 Airbnb ROI: 1.86% Traditional ROI: 6.44%
10223 US HIGHWAY 301 Dade City, FL Under contract-accepting backup offers. This is a single family home on 1.69 acres, locate...	5 beds \| 3 baths \| 2,379 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.44% Airbnb Rental Income: $null Traditional Rental Income: $3113 Airbnb ROI: N/A Traditional ROI: 6.44%
37570 TERI COURT Dade City, FL One or more photo(s) has been virtually staged. $10,000 in Buyer Incentives on Full Price ...	4 beds \| 3 baths \| 2,064 sq.ft.	$459,000	Airbnb cash on cash: 9.14% Traditional cash on cash: 4.93% Airbnb Rental Income: $5710 Traditional Rental Income: $2761 Airbnb ROI: 9.14% Traditional ROI: 4.93%
18424 LAWRENCE ROAD Dade City, FL Short Sale. SHORT SALE APPROVED !!!! Calling all first-time homebuyers, DIY enthusiasts, a...	2 beds \| 2 baths \| 980 sq.ft.	$149,500	Airbnb cash on cash: 6.09% Traditional cash on cash: 9.63% Airbnb Rental Income: $1637 Traditional Rental Income: $1682 Airbnb ROI: 6.09% Traditional ROI: 9.63%
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.	$479,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.21% Airbnb Rental Income: $1637 Traditional Rental Income: $2464 Airbnb ROI: 0.34% Traditional ROI: 3.21%
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: 0.47% Traditional cash on cash: 1.97% Airbnb Rental Income: $3276 Traditional Rental Income: $4317 Airbnb ROI: 0.47% 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: -0.57% Traditional cash on cash: -0.44% Airbnb Rental Income: $3276 Traditional Rental Income: $3113 Airbnb ROI: -0.57% 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: 1.88% Traditional cash on cash: 5.38% Airbnb Rental Income: $1637 Traditional Rental Income: $2384 Airbnb ROI: 1.88% 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 Welcome to 1720B! PRICE IMPROVEMENT! 3 bedrooms and 2 baths, 5 Â¼â baseboards, 5-panel d...	3 beds \| 2 baths \| 1,720 sq.ft.	$346,448	Airbnb cash on cash: 5.91% Traditional cash on cash: 5.36% Airbnb Rental Income: $3276 Traditional Rental Income: $2362 Airbnb ROI: 5.91% Traditional ROI: 5.36%
6022 SUNDOWN Drive Dade City, FL Discover Your Dream Home in the Whispering Oaks community! The desirable Shelby plan boast...	3 beds \| 2 baths \| 2,044 sq.ft.	$312,490	Airbnb cash on cash: 7.14% Traditional cash on cash: 7.5% Airbnb Rental Income: $3276 Traditional Rental Income: $2648 Airbnb ROI: 7.14% Traditional ROI: 7.5%
13278 OGDEN GLADE ROAD Dade City, FL PRICE REDUCTION !Welcome to 1720A! 3 bedrooms and 2 baths, 5 Â¼â baseboards, 5-panel doo...	3 beds \| 2 baths \| 1,720 sq.ft.	$359,548	Airbnb cash on cash: 5.66% Traditional cash on cash: 5.12% Airbnb Rental Income: $3276 Traditional Rental Income: $2356 Airbnb ROI: 5.66% Traditional ROI: 5.12%
10043 COLLINGWOOD AVENUE Dade City, FL Retirement Reimagined: Own Your Piece of Paradise when you OWN THE LAND! Introducing Th...	2 beds \| 2 baths \| 1,231 sq.ft.	$179,900	Airbnb cash on cash: 1.83% Traditional cash on cash: 6.54% Airbnb Rental Income: $1637 Traditional Rental Income: $1981 Airbnb ROI: 1.83% Traditional ROI: 6.54%

Real Estate investment in Dade-city, FL

There are 123 properties for sale in the city of Dade City . The median list price in Dade City is $360,500 and the average price per square foot is $185. In September 2025, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,448.

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

There are 123 investment properties available for sale in Dade-city.

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

The ROI for Short-Term is higher than the Long-Term in Dade-city with average rental income of $3,276.

Your search for investment property begins and ends here

Investment Property for Sale in Dade City, FL

35118 WHISPERING OAKS BOULEVARD

Dade City, FL

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

$230,000

Airbnb cash on cash: 9.63%

Traditional cash on cash: 8.07%

Airbnb Rental Income: $3276

Traditional Rental Income: $2201

Airbnb ROI: 9.63%

Traditional ROI: 8.07%

37015 WALDO DRIVE

Dade City, FL

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

$434,800

Airbnb cash on cash: 9.02%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $5710

Traditional Rental Income: $2138

Airbnb ROI: 9.02%

Traditional ROI: 3.05%

36641 BLANTON ROAD

Dade City, FL

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

$1,899,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $3276

Traditional Rental Income: $4207

Airbnb ROI: 0.03%

Traditional ROI: 0.97%

10045 HAMP DRIVE

Dade City, FL

2 beds | 2 baths | 1,404 sq.ft.

$163,900

Airbnb cash on cash: 3.36%

Traditional cash on cash: 9%

Airbnb Rental Income: $1637

Traditional Rental Income: $2058

Airbnb ROI: 3.36%

Traditional ROI: 9%

39360 SPARKMAN ROAD

Dade City, FL

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

$599,900

Airbnb cash on cash: 3.34%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $3276

Traditional Rental Income: $2415

Airbnb ROI: 3.34%

Traditional ROI: 3.11%

14410 HALE ROAD

Dade City, FL

4 beds | 4 baths | 2,919 sq.ft.

$920,000

Airbnb cash on cash: 3.54%

Traditional cash on cash: 2.09%

Airbnb Rental Income: $5422

Traditional Rental Income: $3092

Airbnb ROI: 3.54%

Traditional ROI: 2.09%

16224 IOLA WOODS TRAIL

Dade City, FL

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

$899,990

Airbnb cash on cash: 3.23%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $5422

Traditional Rental Income: $3064

Airbnb ROI: 3.23%

Traditional ROI: 1.72%

35145 WHISPERING OAKS BOULEVARD

Dade City, FL

2 beds | 2 baths | 1,160 sq.ft.

$177,000

Airbnb cash on cash: 4.13%

Traditional cash on cash: 7.88%

Airbnb Rental Income: $1637

Traditional Rental Income: $1806

Airbnb ROI: 4.13%