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
21108 DURDEN ROAD Dade City, FL *CASH ONLY Are you looking for a diamond in the rough? Bring your chisel and imagination...	3 beds \| 3 baths \| 2,400 sq.ft.	$400,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 5.03% Airbnb Rental Income: $1375 Traditional Rental Income: $2818 Airbnb ROI: 0.07% Traditional ROI: 5.03%
34539 MERION COURT Dade City, FL Home is available for purchase or rent! Experience elevated Florida living in this stunnin...	4 beds \| 3 baths \| 2,762 sq.ft.	$599,000	Airbnb cash on cash: 5.82% Traditional cash on cash: 5.15% Airbnb Rental Income: $5710 Traditional Rental Income: $4190 Airbnb ROI: 5.82% Traditional ROI: 5.15%
39000 Sparkman Road Dade City, FL A working homestead, a private retreat, and a lifestyle property all in one! Set among rol...	3 beds \| 2 baths \| 2,042 sq.ft.	$704,900	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.92% Airbnb Rental Income: $1375 Traditional Rental Income: $2167 Airbnb ROI: 0.08% Traditional ROI: 1.92%
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.	$1,499,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 2.46% Airbnb Rental Income: $1375 Traditional Rental Income: $5559 Airbnb ROI: -0.84% Traditional ROI: 2.46%
32112 JACK RUSSELL COURT Dade City, FL Country Roads....take me home!!! Welcome to this stunning custom built home situated on 5 ...	3 beds \| 3 baths \| 3,266 sq.ft.	$1,250,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 0.56% Airbnb Rental Income: $1375 Traditional Rental Income: $2620 Airbnb ROI: -0.87% Traditional ROI: 0.56%
34723 MISSIONARY ROAD Dade City, FL NEW AMAZING PRICE !!! LOCATION !!! LOCATION !!! NO HOA !! NO CDD !! NO DEED RESTRICTIONS !...	2 beds \| 1 baths \| 1,021 sq.ft.	$249,900	Airbnb cash on cash: 2.02% Traditional cash on cash: 6.75% Airbnb Rental Income: $1275 Traditional Rental Income: $1992 Airbnb ROI: 2.02% Traditional ROI: 6.75%
16224 IOLA WOODS TRAIL Dade City, FL Under contract-accepting backup offers. If you are searching for a home on acreage in Dade...	4 beds \| 3 baths \| 3,018 sq.ft.	$799,900	Airbnb cash on cash: 3.76% Traditional cash on cash: 3% Airbnb Rental Income: $5422 Traditional Rental Income: $3761 Airbnb ROI: 3.76% Traditional ROI: 3%
13137 THOROUGHBRED DRIVE Dade City, FL Spectacular Sunsets at Lake Jovita Golf & Country Club, where Casual elegance meets breath...	4 beds \| 3 baths \| 3,240 sq.ft.	$825,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 2.05% Airbnb Rental Income: $5710 Traditional Rental Income: $3522 Airbnb ROI: 3.41% Traditional ROI: 2.05%
37240 EMBASSY PARK LANE Dade City, FL Under contract-accepting backup offers. Virtually Staged. New Price! Ideal for a first-tim...	2 beds \| 2 baths \| 958 sq.ft.	$135,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 7.32% Airbnb Rental Income: $1275 Traditional Rental Income: $1795 Airbnb ROI: 0.22% Traditional ROI: 7.32%
13941 13TH STREET Dade City, FL Step into the timeless charm of 13941 13th Street, Dade City, FL 33525, where historic cha...	3 beds \| 2 baths \| 1,688 sq.ft.	$374,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 4.54% Airbnb Rental Income: $1375 Traditional Rental Income: $2533 Airbnb ROI: 0.06% Traditional ROI: 4.54%
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: -1.2% Traditional cash on cash: 3.04% Airbnb Rental Income: $1375 Traditional Rental Income: $3174 Airbnb ROI: -1.2% Traditional ROI: 3.04%
38706 RIVER ROAD Dade City, FL Discover the peaceful Florida lifestyle at this beautifully situated 3 bedroom 3 bath stil...	3 beds \| 3 baths \| 1,500 sq.ft.	$449,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.38% Airbnb Rental Income: $1375 Traditional Rental Income: $2453 Airbnb ROI: 0.82% Traditional ROI: 4.38%
39425 WILDS ROAD Dade City, FL Tucked away down a quiet dirt country road this beautifully restored 1945 Old Florida Cott...	1 beds \| 1 baths \| 552 sq.ft.	$345,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.76% Airbnb Rental Income: $975 Traditional Rental Income: $1483 Airbnb ROI: 0.11% Traditional ROI: 2.76%
34796 GARDENIA WAY Dade City, FL Fully renovated and truly move-in ready, this home offers the perfect blend of style, func...	3 beds \| 1 baths \| 1,521 sq.ft.	$249,999	Airbnb cash on cash: 1.79% Traditional cash on cash: 6.6% Airbnb Rental Income: $1375 Traditional Rental Income: $2092 Airbnb ROI: 1.79% Traditional ROI: 6.6%
35058 WHISPERING OAKS BOULEVARD Dade City, FL Welcome to Whispering Oaks Estates, where maintenance-free living offers comfort and conve...	3 beds \| 2 baths \| 1,520 sq.ft.	$250,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 7.04% Airbnb Rental Income: $1375 Traditional Rental Income: $2213 Airbnb ROI: 1.72% Traditional ROI: 7.04%
15839 POWERLINE ROAD Dade City, FL Discover your own slice of paradise on 5.66 acres of peaceful country living, just minutes...	3 beds \| 3 baths \| 2,066 sq.ft.	$649,990	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.09% Airbnb Rental Income: $1375 Traditional Rental Income: $2892 Airbnb ROI: -0.1% Traditional ROI: 3.09%
37010 CHURCH AVENUE Dade City, FL Charming remodeled 3-bedroom, 2-bath home on a spacious corner lot just blocks from the he...	3 beds \| 2 baths \| 1,646 sq.ft.	$333,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.76% Airbnb Rental Income: $1375 Traditional Rental Income: $1989 Airbnb ROI: 0.46% Traditional ROI: 3.76%
37228 GRASSY HILL LANE Dade City, FL Welcome home to this well-maintained and thoughtfully designed 3-bedroom, 2-bathroom singl...	3 beds \| 2 baths \| 1,212 sq.ft.	$154,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 9.79% Airbnb Rental Income: $1375 Traditional Rental Income: $2095 Airbnb ROI: 2.11% Traditional ROI: 9.79%
13538 EMBASSY PARK COURT #44A2 Dade City, FL WELCOME HOME! This charming 2-bedroom, 1.5-bath townhouse offers comfortable, maintenance-...	2 beds \| 2 baths \| 958 sq.ft.	$165,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 6.03% Airbnb Rental Income: $1275 Traditional Rental Income: $1705 Airbnb ROI: 0.74% Traditional ROI: 6.03%
12964 Ogden Glade Road Dade City, FL Welcome to this beautifully maintained 2023-built home offering 4 bedrooms, 2.5 bathrooms,...	4 beds \| 3 baths \| 2,405 sq.ft.	$392,900	Airbnb cash on cash: 9.45% Traditional cash on cash: 5.34% Airbnb Rental Income: $5710 Traditional Rental Income: $3055 Airbnb ROI: 9.45% Traditional ROI: 5.34%
5068 LAKEWOOD DRIVE Dade City, FL Welcome to 5068 Lakewood Dr, a well-maintained 2-BEDROOM, 2-BATH home situated on ALMOST H...	2 beds \| 2 baths \| 1,490 sq.ft.	$274,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 5.29% Airbnb Rental Income: $1275 Traditional Rental Income: $1982 Airbnb ROI: 1.02% Traditional ROI: 5.29%
39825 SUNBURST DRIVE Dade City, FL Fully interior renovated in 2026, offering a refreshed and modern living space. Welcome t...	3 beds \| 2 baths \| 1,600 sq.ft.	$449,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.83% Airbnb Rental Income: $1375 Traditional Rental Income: $1947 Airbnb ROI: 0.48% Traditional ROI: 2.83%
17833 HYLAND LANE Dade City, FL One or more photo(s) has been virtually staged. Tucked away on 5 breathtaking acres in the...	3 beds \| 3 baths \| 2,363 sq.ft.	$999,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.64% Airbnb Rental Income: $1375 Traditional Rental Income: $2383 Airbnb ROI: -0.89% Traditional ROI: 0.64%
11907 FRONTAGE ROAD Dade City, FL Investor opportunity in the heart of South Dade City! This 2-bedroom, 1-bath single-family...	2 beds \| 1 baths \| 903 sq.ft.	$325,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.77% Airbnb Rental Income: $1275 Traditional Rental Income: $1827 Airbnb ROI: 0.65% Traditional ROI: 3.77%
6013 IDLE A WHILE CIRCLE Dade City, FL Virtually Staged. PRICE REDUCED!! SELLER IS MOTIVATED!! Additional interior photos added -...	2 beds \| 2 baths \| 1,068 sq.ft.	$179,900	Airbnb cash on cash: 3.03% Traditional cash on cash: 7.19% Airbnb Rental Income: $1275 Traditional Rental Income: $1586 Airbnb ROI: 3.03% Traditional ROI: 7.19%
34115 AMERICANA AVENUE Dade City, FL HIDDEN GEM in the HILLS of East Pasco, where you can Experience refined luxury living in t...	3 beds \| 3 baths \| 3,042 sq.ft.	$989,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 1.37% Airbnb Rental Income: $1375 Traditional Rental Income: $2957 Airbnb ROI: -0.8% Traditional ROI: 1.37%
13765 WHISKEY DAISY DRIVE Dade City, FL Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, ...	3 beds \| 3 baths \| 2,112 sq.ft.	$329,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 4.72% Airbnb Rental Income: $1375 Traditional Rental Income: $2496 Airbnb ROI: -0.24% Traditional ROI: 4.72%
34582 ORCHID PARKWAY Dade City, FL One or more photo(s) has been virtually staged. ***BRAND NEW ROOF WILL BE INSTALLED AT CLO...	3 beds \| 2 baths \| 1,756 sq.ft.	$294,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 7.63% Airbnb Rental Income: $1375 Traditional Rental Income: $2535 Airbnb ROI: 1.94% Traditional ROI: 7.63%
34515 CEDARFIELD DRIVE Dade City, FL Welcome to your peaceful retreat in Whispering Oaks Estates, where comfort, nature, and va...	3 beds \| 2 baths \| 2,462 sq.ft.	$329,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 5.94% Airbnb Rental Income: $1375 Traditional Rental Income: $2756 Airbnb ROI: 0.12% Traditional ROI: 5.94%
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.	$249,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.7% Airbnb Rental Income: $1275 Traditional Rental Income: $2379 Airbnb ROI: 0.33% Traditional ROI: 6.7%
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.	$674,900	Airbnb cash on cash: 5.91% Traditional cash on cash: 6.64% Airbnb Rental Income: $5710 Traditional Rental Income: $5035 Airbnb ROI: 5.91% Traditional ROI: 6.64%
13128 PALMILLA CIRCLE Dade City, FL Beautifully renovated 2-bedroom, 2-bath home with an additional office/den, offering the p...	2 beds \| 2 baths \| 1,783 sq.ft.	$459,000	Airbnb cash on cash: -1.32% Traditional cash on cash: 1.99% Airbnb Rental Income: $1275 Traditional Rental Income: $2294 Airbnb ROI: -1.32% Traditional ROI: 1.99%
15229 MYRTLE STREET Dade City, FL Virtually Staged. Skip the renovation headaches and endless honey-do lists altogether. Thi...	2 beds \| 1 baths \| 1,136 sq.ft.	$225,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 7.2% Airbnb Rental Income: $1275 Traditional Rental Income: $1907 Airbnb ROI: 2.35% Traditional ROI: 7.2%
13744 Carryback Dr Dade City, FL A rare opportunity to acquire a 2-year-old popular Egret model on over .69 acres in the Bl...	3 beds \| 4 baths \| 3,202 sq.ft.	$1,124,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 3.66% Airbnb Rental Income: $1375 Traditional Rental Income: $5698 Airbnb ROI: -0.88% Traditional ROI: 3.66%
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% Traditional cash on cash: 5.59% Airbnb Rental Income: $1275 Traditional Rental Income: $2455 Airbnb ROI: 1% Traditional ROI: 5.59%
13235 LEGENDS TRAIL Dade City, FL Lake Jovita is one of Pasco Countyâs premier neighborhoods, lying among rolling hills an...	4 beds \| 3 baths \| 1,945 sq.ft.	$569,000	Airbnb cash on cash: 6.42% Traditional cash on cash: 3.75% Airbnb Rental Income: $5710 Traditional Rental Income: $3152 Airbnb ROI: 6.42% Traditional ROI: 3.75%
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: 2.48% Traditional cash on cash: 8.2% Airbnb Rental Income: $1275 Traditional Rental Income: $1748 Airbnb ROI: 2.48% Traditional ROI: 8.2%
12500 GREEN OAK LANE Dade City, FL One or more photo(s) has been virtually staged. CUSTOM NEW HOME â¢ NO HOA â¢ OPEN-CONCEP...	4 beds \| 3 baths \| 2,815 sq.ft.	$649,900	Airbnb cash on cash: 6.23% Traditional cash on cash: 4.36% Airbnb Rental Income: $5710 Traditional Rental Income: $3435 Airbnb ROI: 6.23% Traditional ROI: 4.36%
12484 GREEN OAK LANE Dade City, FL One or more photo(s) has been virtually staged. CUSTOM NEW CONSTRUCTION â¢ NO HOA â¢ DOU...	4 beds \| 3 baths \| 2,815 sq.ft.	$649,900	Airbnb cash on cash: 6.23% Traditional cash on cash: 4.47% Airbnb Rental Income: $5710 Traditional Rental Income: $3501 Airbnb ROI: 6.23% Traditional ROI: 4.47%
11530 ADAM LEE WAY Dade City, FL Welcome to this stunning 2023 two-story home located in the highly desirable, HOA-maintain...	5 beds \| 4 baths \| 2,776 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.1% Airbnb Rental Income: $null Traditional Rental Income: $3346 Airbnb ROI: N/A Traditional ROI: 6.1%

Real Estate investment in Dade-city, FL

There are 134 properties for sale in the city of Dade City . The median list price in Dade City is $328,798 and the average price per square foot is $167. In July 2026, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,534.

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

There are 134 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 $2,534.

Your search for investment property begins and ends here

Investment Property for Sale in Dade City, FL

21108 DURDEN ROAD

Dade City, FL

3 beds | 3 baths | 2,400 sq.ft.

$400,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $1375

Traditional Rental Income: $2818

Airbnb ROI: 0.07%

Traditional ROI: 5.03%

34539 MERION COURT

Dade City, FL

4 beds | 3 baths | 2,762 sq.ft.

$599,000

Airbnb cash on cash: 5.82%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $5710

Traditional Rental Income: $4190

Airbnb ROI: 5.82%

Traditional ROI: 5.15%

39000 Sparkman Road

Dade City, FL

3 beds | 2 baths | 2,042 sq.ft.

$704,900

Airbnb cash on cash: 0.08%

Traditional cash on cash: 1.92%

Airbnb Rental Income: $1375

Traditional Rental Income: $2167

Airbnb ROI: 0.08%

Traditional ROI: 1.92%

36641 BLANTON ROAD

Dade City, FL

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

$1,499,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $1375

Traditional Rental Income: $5559

Airbnb ROI: -0.84%

Traditional ROI: 2.46%

32112 JACK RUSSELL COURT

Dade City, FL

3 beds | 3 baths | 3,266 sq.ft.

$1,250,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $1375

Traditional Rental Income: $2620

Airbnb ROI: -0.87%

Traditional ROI: 0.56%

34723 MISSIONARY ROAD

Dade City, FL

2 beds | 1 baths | 1,021 sq.ft.

$249,900

Airbnb cash on cash: 2.02%

Traditional cash on cash: 6.75%

Airbnb Rental Income: $1275

Traditional Rental Income: $1992

Airbnb ROI: 2.02%

Traditional ROI: 6.75%

16224 IOLA WOODS TRAIL

Dade City, FL

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

$799,900

Airbnb cash on cash: 3.76%

Traditional cash on cash: 3%

Airbnb Rental Income: $5422

Traditional Rental Income: $3761

Airbnb ROI: 3.76%

Traditional ROI: 3%

13137 THOROUGHBRED DRIVE

Dade City, FL

4 beds | 3 baths | 3,240 sq.ft.

$825,000

Airbnb cash on cash: 3.41%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $5710

Traditional Rental Income: $3522

Airbnb ROI: 3.41%