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
34539 MERION COURT Dade City, FL Experience timeless elegance and refined living in this stunning Mark Maconi custom design...	4 beds \| 3 baths \| 2,762 sq.ft.	$649,000	Airbnb cash on cash: 5.33% Traditional cash on cash: 4.31% Airbnb Rental Income: $5710 Traditional Rental Income: $3952 Airbnb ROI: 5.33% Traditional ROI: 4.31%
33627 AMERICANA AVENUE Dade City, FL Under contract-accepting backup offers. Extraordinary luxury home, located in the exclusiv...	4 beds \| 4 baths \| 3,702 sq.ft.	$1,325,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 0.84% Airbnb Rental Income: $5710 Traditional Rental Income: $3532 Airbnb ROI: 1.68% Traditional ROI: 0.84%
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: 0.94% Traditional cash on cash: 2.28% Airbnb Rental Income: $4342 Traditional Rental Income: $5304 Airbnb ROI: 0.94% Traditional ROI: 2.28%
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: 4.9% Airbnb Rental Income: $5710 Traditional Rental Income: $2768 Airbnb ROI: 9.59% Traditional ROI: 4.9%
39360 SPARKMAN ROAD Dade City, FL USDA ELIGIBLE & AN ASSUMABLE LOAN ELIGIBLE WITH A WELL BELOW MARKET INTEREST RATE! Welcome...	3 beds \| 2 baths \| 1,728 sq.ft.	$550,000	Airbnb cash on cash: 5.56% Traditional cash on cash: 3.77% Airbnb Rental Income: $4405 Traditional Rental Income: $2565 Airbnb ROI: 5.56% Traditional ROI: 3.77%
34723 MISSIONARY ROAD Dade City, FL LOCATION !!! LOCATION !!! NO HOA !! NO CDD !! NO DEED RESTRICTIONS !! Loads of Charm in T...	2 beds \| 1 baths \| 1,021 sq.ft.	$279,900	Airbnb cash on cash: 8.24% Traditional cash on cash: 5.51% Airbnb Rental Income: $3345 Traditional Rental Income: $1879 Airbnb ROI: 8.24% Traditional ROI: 5.51%
16224 IOLA WOODS TRAIL Dade City, FL If you are searching for a home on acreage in Dade City, Florida, 16224 Iola Woods Trail o...	4 beds \| 3 baths \| 3,018 sq.ft.	$799,900	Airbnb cash on cash: 3.76% Traditional cash on cash: 3.16% Airbnb Rental Income: $5422 Traditional Rental Income: $3881 Airbnb ROI: 3.76% Traditional ROI: 3.16%
13137 THOROUGHBRED DRIVE Dade City, FL FURNISHED with a GOLF CART AND Spectacular Sunsets at Lake Jovita Golf & Country Club, whe...	3 beds \| 3 baths \| 3,240 sq.ft.	$875,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 1.72% Airbnb Rental Income: $4405 Traditional Rental Income: $3394 Airbnb ROI: 1.83% Traditional ROI: 1.72%
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: 3.53% Traditional cash on cash: 2.67% Airbnb Rental Income: $4342 Traditional Rental Income: $2977 Airbnb ROI: 3.53% Traditional ROI: 2.67%
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: 6.82% Traditional cash on cash: 4.2% Airbnb Rental Income: $4405 Traditional Rental Income: $2381 Airbnb ROI: 6.82% Traditional ROI: 4.2%
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.	$350,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 2.25% Airbnb Rental Income: $2403 Traditional Rental Income: $1333 Airbnb ROI: 3.72% Traditional ROI: 2.25%
32923 DRAKE ESTATES WAY Dade City, FL Under contract-accepting backup offers. Welcome to 32923 Drake Estates Way in Dade City, F...	4 beds \| 3 baths \| 2,161 sq.ft.	$655,000	Airbnb cash on cash: 5.14% Traditional cash on cash: 2.35% Airbnb Rental Income: $5710 Traditional Rental Income: $2862 Airbnb ROI: 5.14% Traditional ROI: 2.35%
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.	$667,000	Airbnb cash on cash: 3.85% Traditional cash on cash: 3% Airbnb Rental Income: $4342 Traditional Rental Income: $2895 Airbnb ROI: 3.85% Traditional ROI: 3%
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.	$325,000	Airbnb cash on cash: 9.69% Traditional cash on cash: 7.81% Airbnb Rental Income: $4405 Traditional Rental Income: $2906 Airbnb ROI: 9.69% Traditional ROI: 7.81%
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.	$310,000	Airbnb cash on cash: 9.46% Traditional cash on cash: 4.21% Airbnb Rental Income: $4405 Traditional Rental Income: $1951 Airbnb ROI: 9.46% Traditional ROI: 4.21%
17415 SWEETWATER ROAD Dade City, FL Back on the Market... Buyer financing fell thru. BETTER THAN NEW and Ready for you! This b...	4 beds \| 3 baths \| 1,766 sq.ft.	$410,000	Airbnb cash on cash: 8.97% Traditional cash on cash: 4.48% Airbnb Rental Income: $5422 Traditional Rental Income: $2603 Airbnb ROI: 8.97% Traditional ROI: 4.48%
12964 Ogden Glade Road Dade City, FL Charming Home in Abbey Glen \| Dade City, FL 12964 Ogden Glade Rd, Dade City, FL 33525 Welc...	4 beds \| 3 baths \| 2,405 sq.ft.	$392,900	Airbnb cash on cash: 9.45% Traditional cash on cash: 4.96% Airbnb Rental Income: $5710 Traditional Rental Income: $2916 Airbnb ROI: 9.45% Traditional ROI: 4.96%
14174 THOROUGHBRED DRIVE Dade City, FL One or more photo(s) has been virtually staged. Experience elevated Florida living in this...	3 beds \| 3 baths \| 2,133 sq.ft.	$569,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 2.42% Airbnb Rental Income: $4405 Traditional Rental Income: $2846 Airbnb ROI: 3.61% Traditional ROI: 2.42%
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.	$350,000	Airbnb cash on cash: 5.79% Traditional cash on cash: 3.07% Airbnb Rental Income: $3345 Traditional Rental Income: $1707 Airbnb ROI: 5.79% Traditional ROI: 3.07%
34303 SAHALEE LOOP Dade City, FL NEW PRICE!!! MOTIVATED SELLER!!! LAKE JOVITA GOLF & COUNTRY CLUB in the Rolling HILLS of...	4 beds \| 3 baths \| 2,931 sq.ft.	$665,000	Airbnb cash on cash: 4.46% Traditional cash on cash: 3.13% Airbnb Rental Income: $5710 Traditional Rental Income: $3742 Airbnb ROI: 4.46% Traditional ROI: 3.13%
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: 7% Traditional cash on cash: 4.35% Airbnb Rental Income: $4342 Traditional Rental Income: $2436 Airbnb ROI: 7% Traditional ROI: 4.35%
34515 CEDARFIELD DRIVE Dade City, FL Now Offered at $329,000 - Incredible Value in Whispering Oaks Estates! Donât miss this r...	3 beds \| 2 baths \| 2,462 sq.ft.	$329,000	Airbnb cash on cash: 8.11% Traditional cash on cash: 5.98% Airbnb Rental Income: $4342 Traditional Rental Income: $2769 Airbnb ROI: 8.11% Traditional ROI: 5.98%
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: 7.63% Traditional cash on cash: 6.53% Airbnb Rental Income: $3345 Traditional Rental Income: $2339 Airbnb ROI: 7.63% Traditional ROI: 6.53%
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.	$694,900	Airbnb cash on cash: 5.71% Traditional cash on cash: 6.28% Airbnb Rental Income: $5710 Traditional Rental Income: $4940 Airbnb ROI: 5.71% Traditional ROI: 6.28%
13141 PALMILLA CIRCLE Dade City, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BE...	2 beds \| 2 baths \| 2,019 sq.ft.	$399,900	Airbnb cash on cash: 4.4% Traditional cash on cash: 4.04% Airbnb Rental Income: $3345 Traditional Rental Income: $2464 Airbnb ROI: 4.4% Traditional ROI: 4.04%
13744 Carryback Dr Dade City, FL A rare find, 2 year old popular Egret model on over a 1/2 acre in the Bluffs. With both la...	3 beds \| 4 baths \| 3,202 sq.ft.	$1,215,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.01% Airbnb Rental Income: $4405 Traditional Rental Income: $5361 Airbnb ROI: 1.35% Traditional ROI: 3.01%
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: 5.8% Traditional cash on cash: 5.26% Airbnb Rental Income: $3259 Traditional Rental Income: $2342 Airbnb ROI: 5.8% Traditional ROI: 5.26%
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.	$579,000	Airbnb cash on cash: 6.29% Traditional cash on cash: 3.18% Airbnb Rental Income: $5710 Traditional Rental Income: $2888 Airbnb ROI: 6.29% Traditional ROI: 3.18%
12500 GREEN OAK LANE Dade City, FL One or more photo(s) has been virtually staged. NEW CUSTOM 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: 4.27% Airbnb Rental Income: $5710 Traditional Rental Income: $3379 Airbnb ROI: 6.23% Traditional ROI: 4.27%
12484 GREEN OAK LANE Dade City, FL One or more photo(s) has been virtually staged. ELEVATED CUSTOM RESIDENCE â¢ NO HOA â¢ D...	4 beds \| 3 baths \| 2,815 sq.ft.	$649,900	Airbnb cash on cash: 6.23% Traditional cash on cash: 4.29% Airbnb Rental Income: $5710 Traditional Rental Income: $3394 Airbnb ROI: 6.23% Traditional ROI: 4.29%
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: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $3173 Airbnb ROI: N/A Traditional ROI: 5.61%
37565 TERI COURT Dade City, FL NEW CONSTRUCTION HOME Listed Thousands Under Appraised Value!!!!! Stunning New Constructio...	4 beds \| 3 baths \| 2,463 sq.ft.	$439,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 6% Airbnb Rental Income: $5710 Traditional Rental Income: $3089 Airbnb ROI: 9.6% Traditional ROI: 6%
37533 TERI COURT Dade City, FL NEW CONSTRUCTION HOME Priced Thousands Below Appraised Value â Exceptional New Construct...	4 beds \| 3 baths \| 2,463 sq.ft.	$439,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 5.96% Airbnb Rental Income: $5710 Traditional Rental Income: $3073 Airbnb ROI: 9.6% Traditional ROI: 5.96%
13532 14TH STREET Dade City, FL One or more photo(s) has been virtually staged. MULTIGENERATIONAL LIVING NEW CONSTRUCTION ...	4 beds \| 3 baths \| 2,531 sq.ft.	$439,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 5.9% Airbnb Rental Income: $5710 Traditional Rental Income: $3048 Airbnb ROI: 9.6% Traditional ROI: 5.9%
36673 SPANISH ROSE DRIVE Dade City, FL SELLER GIVING A $2,500 CREDIT TO THE BUYER FOR CLOSING COSTS AND PRE-PAIDS WITH A FULL PRI...	3 beds \| 2 baths \| 1,516 sq.ft.	$309,900	Airbnb cash on cash: 8.75% Traditional cash on cash: 5.07% Airbnb Rental Income: $4405 Traditional Rental Income: $2409 Airbnb ROI: 8.75% Traditional ROI: 5.07%
5465 Chestnut Ridge Road Dade City, FL Welcome to this beautifully maintained 3-bedroom, 2-bath pool home located in the desirabl...	3 beds \| 2 baths \| 1,725 sq.ft.	$330,000	Airbnb cash on cash: 9.28% Traditional cash on cash: 6.76% Airbnb Rental Income: $4342 Traditional Rental Income: $2648 Airbnb ROI: 9.28% Traditional ROI: 6.76%
34507 CEDARFIELD DRIVE Dade City, FL Under contract-accepting backup offers. LIGHT AND AIRY! As soon as you enter this archite...	2 beds \| 2 baths \| 1,790 sq.ft.	$259,000	Airbnb cash on cash: 8.15% Traditional cash on cash: 7.44% Airbnb Rental Income: $3259 Traditional Rental Income: $2353 Airbnb ROI: 8.15% Traditional ROI: 7.44%
5441 CHESTNUT RIDGE ROAD Dade City, FL One or more photo(s) has been virtually staged. Under Construction. Discover your perfect ...	3 beds \| 2 baths \| 1,701 sq.ft.	$329,000	Airbnb cash on cash: 9.61% Traditional cash on cash: 6.25% Airbnb Rental Income: $4342 Traditional Rental Income: $2390 Airbnb ROI: 9.61% Traditional ROI: 6.25%
37549 TERI COURT Dade City, FL NEW CONSTRUCTION PRICED THOUSANDS BELOW APPRAISED VALUE!!! Discover luxury, value, and cra...	4 beds \| 3 baths \| 2,280 sq.ft.	$439,000	Airbnb cash on cash: 9.6% Traditional cash on cash: 5.6% Airbnb Rental Income: $5710 Traditional Rental Income: $2925 Airbnb ROI: 9.6% Traditional ROI: 5.6%
5100 Westlake Boulevard Dade City, FL This stunning 4-bedroom, 2.5-bath, 3-car garage home, built in 2023, offers modern living ...	4 beds \| 3 baths \| 2,100 sq.ft.	$429,000	Airbnb cash on cash: 7.95% Traditional cash on cash: 3.77% Airbnb Rental Income: $5422 Traditional Rental Income: $2650 Airbnb ROI: 7.95% Traditional ROI: 3.77%

Real Estate investment in Dade-city, FL

There are 127 properties for sale in the city of Dade City . The median list price in Dade City is $339,900 and the average price per square foot is $211. In April 2026, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,529.

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

There are 127 investment properties available for sale in Dade-city.

The ROI for Short-Term is higher than the Long-Term in Dade-city with average rental income of $4,405.

Your search for investment property begins and ends here

Investment Property for Sale in Dade City, FL

34539 MERION COURT

Dade City, FL

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

$649,000

Airbnb cash on cash: 5.33%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $5710

Traditional Rental Income: $3952

Airbnb ROI: 5.33%

Traditional ROI: 4.31%

33627 AMERICANA AVENUE

Dade City, FL

4 beds | 4 baths | 3,702 sq.ft.

$1,325,000

Airbnb cash on cash: 1.68%

Traditional cash on cash: 0.84%

Airbnb Rental Income: $5710

Traditional Rental Income: $3532

Airbnb ROI: 1.68%

Traditional ROI: 0.84%

36641 BLANTON ROAD

Dade City, FL

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

$1,499,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 2.28%

Airbnb Rental Income: $4342

Traditional Rental Income: $5304

Airbnb ROI: 0.94%

Traditional ROI: 2.28%

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: 4.9%

Airbnb Rental Income: $5710

Traditional Rental Income: $2768

Airbnb ROI: 9.59%

Traditional ROI: 4.9%

39360 SPARKMAN ROAD

Dade City, FL

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

$550,000

Airbnb cash on cash: 5.56%

Traditional cash on cash: 3.77%

Airbnb Rental Income: $4405

Traditional Rental Income: $2565

Airbnb ROI: 5.56%

Traditional ROI: 3.77%

34723 MISSIONARY ROAD

Dade City, FL

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

$279,900

Airbnb cash on cash: 8.24%

Traditional cash on cash: 5.51%

Airbnb Rental Income: $3345

Traditional Rental Income: $1879

Airbnb ROI: 8.24%

Traditional ROI: 5.51%

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: 3.16%

Airbnb Rental Income: $5422

Traditional Rental Income: $3881

Airbnb ROI: 3.76%

Traditional ROI: 3.16%

13137 THOROUGHBRED DRIVE

Dade City, FL

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

$875,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $4405

Traditional Rental Income: $3394

Airbnb ROI: 1.83%