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
9740 MISHA LANE Dade City, FL Under contract-accepting backup offers. Tucked away at the end of a long private driveway,...	3 beds \| 2 baths \| 1,898 sq.ft.	$450,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 4.05% Airbnb Rental Income: $3276 Traditional Rental Income: $2427 Airbnb ROI: 4.32% Traditional ROI: 4.05%
37015 WALDO DRIVE Dade City, FL One or more photo(s) has been virtually staged. Fully Renovated 4-Bedroom Home on Half an ...	4 beds \| 2 baths \| 1,480 sq.ft.	$399,954	Airbnb cash on cash: 9.88% Traditional cash on cash: 3.39% Airbnb Rental Income: $5710 Traditional Rental Income: $2138 Airbnb ROI: 9.88% Traditional ROI: 3.39%
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.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $4571 Airbnb ROI: N/A Traditional ROI: 4.34%
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.	$1,799,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.08% Airbnb Rental Income: $3276 Traditional Rental Income: $4207 Airbnb ROI: 0.08% Traditional ROI: 1.08%
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%
13921 CURLEY ROAD Dade City, FL This stunning 4-bedroom, 3-bathroom home offers over 3,100 sq. ft. of beautifully designed...	4 beds \| 3 baths \| 3,124 sq.ft.	$750,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 2.7% Airbnb Rental Income: $5710 Traditional Rental Income: $3088 Airbnb ROI: 4.82% Traditional ROI: 2.7%
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.	$600,000	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%
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%
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.	$167,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.9% Airbnb Rental Income: $1637 Traditional Rental Income: $1656 Airbnb ROI: 1.89% Traditional ROI: 4.9%
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: 1.83% Traditional cash on cash: 1.16% Airbnb Rental Income: $3276 Traditional Rental Income: $2190 Airbnb ROI: 1.83% Traditional ROI: 1.16%
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.	$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 this beautifully maintained 4-bedroom, 2-bath home located in the sought-after ...	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%
13548 EMBASSY PARK COURT #26 Dade City, FL Under contract-accepting backup offers. Perfect for a first time home buyer or investor! A...	2 beds \| 2 baths \| 958 sq.ft.	$170,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 1.83% Airbnb Rental Income: $1637 Traditional Rental Income: $1175 Airbnb ROI: 1.84% Traditional ROI: 1.83%
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.	$592,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 2.19% Airbnb Rental Income: $3276 Traditional Rental Income: $2785 Airbnb ROI: 1.75% Traditional ROI: 2.19%
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 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%
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.	$399,900	Airbnb cash on cash: 9.14% Traditional cash on cash: 3.67% Airbnb Rental Income: $5710 Traditional Rental Income: $2517 Airbnb ROI: 9.14% Traditional ROI: 3.67%
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.	$695,000	Airbnb cash on cash: 4.25% Traditional cash on cash: 2.38% Airbnb Rental Income: $5710 Traditional Rental Income: $3351 Airbnb ROI: 4.25% Traditional ROI: 2.38%
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: 5.42% Traditional cash on cash: 3.54% Airbnb Rental Income: $3276 Traditional Rental Income: $1924 Airbnb ROI: 5.42% 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.	$435,000	Airbnb cash on cash: 8.47% Traditional cash on cash: 4.17% Airbnb Rental Income: $5710 Traditional Rental Income: $2819 Airbnb ROI: 8.47% Traditional ROI: 4.17%
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: 4.72% Traditional cash on cash: 4.58% Airbnb Rental Income: $3276 Traditional Rental Income: $2496 Airbnb ROI: 4.72% 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%
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%
27547 MILLER ROAD Dade City, FL HUGE PRICE REDUCTION...WOW...Welcome to this ONE-OF-A-KIND amazing custom 3 bedroom, 3 bat...	3 beds \| 3 baths \| 3,202 sq.ft.	$1,299,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 0.79% Airbnb Rental Income: $3276 Traditional Rental Income: $3134 Airbnb ROI: 0.3% Traditional ROI: 0.79%
13217 THOROUGHBRED DRIVE Dade City, FL Experience SPECTACULAR SUNSETS & Golf Course Living from this Exquisite, one-owner, CUSTOM...	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%
37570 TERI COURT Dade City, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. $1...	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%
10032 AIRETOP AVENUE Dade City, FL Spacious 3 Bedroom Home with Double Lot & RV Slip in Palm Manor 55+ Community. Welcome to ...	3 beds \| 2 baths \| 1,800 sq.ft.	$335,000	Airbnb cash on cash: 5.37% Traditional cash on cash: 4.28% Airbnb Rental Income: $3276 Traditional Rental Income: $2200 Airbnb ROI: 5.37% Traditional ROI: 4.28%
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%
20031 US HIGHWAY 301 Dade City, FL Prime Commercial Opportunity in Growing Dade City, FL Welcome to 20031 US Hwy 301, a 1....	2 beds \| 1 baths \| 1,476 sq.ft.	$300,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 4.22% Airbnb Rental Income: $1637 Traditional Rental Income: $1787 Airbnb ROI: 2.05% Traditional ROI: 4.22%
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%

Real Estate investment in Dade-city, FL

There are 124 properties for sale in the city of Dade City . The median list price in Dade City is $362,829 and the average price per square foot is $188. In October 2025, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,427.

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

There are 124 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

9740 MISHA LANE

Dade City, FL

3 beds | 2 baths | 1,898 sq.ft.

$450,000

Airbnb cash on cash: 4.32%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $3276

Traditional Rental Income: $2427

Airbnb ROI: 4.32%

Traditional ROI: 4.05%

37015 WALDO DRIVE

Dade City, FL

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

$399,954

Airbnb cash on cash: 9.88%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $5710

Traditional Rental Income: $2138

Airbnb ROI: 9.88%

Traditional ROI: 3.39%

12314 LAKE JOVITA BOULEVARD

Dade City, FL

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

$775,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.34%

Airbnb Rental Income: $null

Traditional Rental Income: $4571

Airbnb ROI: N/A

Traditional ROI: 4.34%

36641 BLANTON ROAD

Dade City, FL

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

$1,799,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 1.08%

Airbnb Rental Income: $3276

Traditional Rental Income: $4207

Airbnb ROI: 0.08%

Traditional ROI: 1.08%

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%

13921 CURLEY ROAD

Dade City, FL

4 beds | 3 baths | 3,124 sq.ft.

$750,000

Airbnb cash on cash: 4.82%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $5710

Traditional Rental Income: $3088

Airbnb ROI: 4.82%

Traditional ROI: 2.7%

39360 SPARKMAN ROAD

Dade City, FL

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

$600,000

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%

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%