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: 1.62% Traditional cash on cash: 5.03% Airbnb Rental Income: $2074 Traditional Rental Income: $2818 Airbnb ROI: 1.62% Traditional ROI: 5.03%
36351 LAKE PASADENA ROAD Dade City, FL Under contract-accepting backup offers. Experience the perfect blend of country freedom an...	3 beds \| 2 baths \| 1,336 sq.ft.	$370,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 4.32% Airbnb Rental Income: $2074 Traditional Rental Income: $2127 Airbnb ROI: 2.62% Traditional ROI: 4.32%
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: -0.42% Traditional cash on cash: 2.46% Airbnb Rental Income: $2074 Traditional Rental Income: $5559 Airbnb ROI: -0.42% Traditional ROI: 2.46%
39360 SPARKMAN ROAD Dade City, FL Under contract-accepting backup offers. USDA ELIGIBLE & AN ASSUMABLE LOAN ELIGIBLE WITH A ...	3 beds \| 2 baths \| 1,728 sq.ft.	$550,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.99% Airbnb Rental Income: $2074 Traditional Rental Income: $2679 Airbnb ROI: 1.78% Traditional ROI: 3.99%
34723 MISSIONARY ROAD Dade City, FL Under contract-accepting backup offers. LOCATION !!! LOCATION !!! NO HOA !! NO CDD !! NO D...	2 beds \| 1 baths \| 1,021 sq.ft.	$269,900	Airbnb cash on cash: 4.11% Traditional cash on cash: 6.19% Airbnb Rental Income: $1981 Traditional Rental Income: $1992 Airbnb ROI: 4.11% Traditional ROI: 6.19%
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% Airbnb Rental Income: $5422 Traditional Rental Income: $3761 Airbnb ROI: 3.76% Traditional ROI: 3%
12231 Woodlands Cir Dade City, FL ATTENTION to DETAIL! As one of the most sought after floor plans in Lake Jovita, this CABA...	4 beds \| 3 baths \| 2,461 sq.ft.	$700,000	Airbnb cash on cash: 5.12% Traditional cash on cash: 3.16% Airbnb Rental Income: $5710 Traditional Rental Income: $3286 Airbnb ROI: 5.12% Traditional ROI: 3.16%
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.	$875,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 1.88% Airbnb Rental Income: $5710 Traditional Rental Income: $3522 Airbnb ROI: 3.16% Traditional ROI: 1.88%
37240 EMBASSY PARK LANE Dade City, FL One or more photo(s) has been virtually staged. New Price! Ideal for a first-time homebuye...	2 beds \| 2 baths \| 958 sq.ft.	$135,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 7.32% Airbnb Rental Income: $1981 Traditional Rental Income: $1795 Airbnb ROI: 4.76% Traditional ROI: 7.32%
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: -0.08% Traditional cash on cash: 3.04% Airbnb Rental Income: $2074 Traditional Rental Income: $3174 Airbnb ROI: -0.08% Traditional ROI: 3.04%
37420 MERIDIAN AVENUE Dade City, FL Experience the perfect blend of historic charm and modern luxury in this beautifully remod...	4 beds \| 3 baths \| 2,480 sq.ft.	$695,900	Airbnb cash on cash: 4.33% Traditional cash on cash: 1.16% Airbnb Rental Income: $5710 Traditional Rental Income: $2514 Airbnb ROI: 4.33% Traditional ROI: 1.16%
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: 2.2% Traditional cash on cash: 4.38% Airbnb Rental Income: $2074 Traditional Rental Income: $2453 Airbnb ROI: 2.2% Traditional ROI: 4.38%
37738 AMELIA AVENUE Dade City, FL Under contract-accepting backup offers. Price Adjustment!! Take Advantage of a 2.75% Assum...	3 beds \| 1 baths \| 1,170 sq.ft.	$299,999	Airbnb cash on cash: 3.52% Traditional cash on cash: 5.64% Airbnb Rental Income: $2074 Traditional Rental Income: $2140 Airbnb ROI: 3.52% Traditional ROI: 5.64%
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: -1.59% Traditional cash on cash: 2.76% Airbnb Rental Income: $315 Traditional Rental Income: $1483 Airbnb ROI: -1.59% 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: 4.26% Traditional cash on cash: 6.6% Airbnb Rental Income: $2074 Traditional Rental Income: $2092 Airbnb ROI: 4.26% Traditional ROI: 6.6%
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: 0.86% Traditional cash on cash: 3.09% Airbnb Rental Income: $2074 Traditional Rental Income: $2892 Airbnb ROI: 0.86% 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.	$345,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 3.59% Airbnb Rental Income: $2074 Traditional Rental Income: $1989 Airbnb ROI: 2.21% Traditional ROI: 3.59%
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.	$305,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 8.06% Airbnb Rental Income: $2074 Traditional Rental Income: $2816 Airbnb ROI: 3.61% Traditional ROI: 8.06%
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: 2.8% Traditional cash on cash: 5.01% Airbnb Rental Income: $2074 Traditional Rental Income: $2183 Airbnb ROI: 2.8% Traditional ROI: 5.01%
12964 Ogden Glade Road Dade City, FL Welcome to this beautifully maintained 4-bedroom, 2.5-bath home offering over 2,400 square...	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: 3.29% Traditional cash on cash: 5.29% Airbnb Rental Income: $1981 Traditional Rental Income: $1982 Airbnb ROI: 3.29% 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.	$460,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 2.75% Airbnb Rental Income: $2074 Traditional Rental Income: $1947 Airbnb ROI: 1.8% Traditional ROI: 2.75%
14174 THOROUGHBRED DRIVE Dade City, FL Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ex...	3 beds \| 3 baths \| 2,133 sq.ft.	$565,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.81% Airbnb Rental Income: $2074 Traditional Rental Income: $3043 Airbnb ROI: -0.03% Traditional ROI: 2.81%
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.	$1,200,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 0.37% Airbnb Rental Income: $2074 Traditional Rental Income: $2383 Airbnb ROI: -0.39% Traditional ROI: 0.37%
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: 2.33% Traditional cash on cash: 3.44% Airbnb Rental Income: $1981 Traditional Rental Income: $1827 Airbnb ROI: 2.33% Traditional ROI: 3.44%
6013 IDLE A WHILE CIRCLE Dade City, FL PRICE REDUCED!! SELLER IS MOTIVATED!! Additional interior photos added - more photos comin...	2 beds \| 2 baths \| 1,068 sq.ft.	$179,900	Airbnb cash on cash: 6.47% Traditional cash on cash: 7.19% Airbnb Rental Income: $1981 Traditional Rental Income: $1586 Airbnb ROI: 6.47% Traditional ROI: 7.19%
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.	$589,000	Airbnb cash on cash: 5.16% Traditional cash on cash: 3.77% Airbnb Rental Income: $5710 Traditional Rental Income: $3804 Airbnb ROI: 5.16% Traditional ROI: 3.77%
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: -0.17% Traditional cash on cash: 1.37% Airbnb Rental Income: $2074 Traditional Rental Income: $2957 Airbnb ROI: -0.17% Traditional ROI: 1.37%
13765 WHISKEY DAISY DRIVE Dade City, FL Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desira...	3 beds \| 3 baths \| 2,112 sq.ft.	$329,900	Airbnb cash on cash: 1.63% Traditional cash on cash: 4.72% Airbnb Rental Income: $2074 Traditional Rental Income: $2496 Airbnb ROI: 1.63% Traditional ROI: 4.72%
10039 STERLING AVENUE Dade City, FL Some Photos have been Ai enhanced. Elite Infrastructure meets Single-Family Luxury. Own th...	3 beds \| 2 baths \| 1,710 sq.ft.	$300,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 3.96% Airbnb Rental Income: $2074 Traditional Rental Income: $2048 Airbnb ROI: 2.16% Traditional ROI: 3.96%
34515 CEDARFIELD DRIVE Dade City, FL Spacious, private, and move-in ready, this beautifully maintained golf-course-view home of...	3 beds \| 2 baths \| 2,462 sq.ft.	$329,000	Airbnb cash on cash: 2% Traditional cash on cash: 5.94% Airbnb Rental Income: $2074 Traditional Rental Income: $2756 Airbnb ROI: 2% 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: 2.82% Traditional cash on cash: 6.7% Airbnb Rental Income: $1981 Traditional Rental Income: $2379 Airbnb ROI: 2.82% 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.	$684,900	Airbnb cash on cash: 5.81% Traditional cash on cash: 6.53% Airbnb Rental Income: $5710 Traditional Rental Income: $5035 Airbnb ROI: 5.81% Traditional ROI: 6.53%
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: 0.05% Traditional cash on cash: 1.99% Airbnb Rental Income: $1981 Traditional Rental Income: $2294 Airbnb ROI: 0.05% Traditional ROI: 1.99%
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.	$1,124,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 3.66% Airbnb Rental Income: $2074 Traditional Rental Income: $5698 Airbnb ROI: -0.32% 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: 2.71% Traditional cash on cash: 5.59% Airbnb Rental Income: $1981 Traditional Rental Income: $2455 Airbnb ROI: 2.71% 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: 6.33% Traditional cash on cash: 8.2% Airbnb Rental Income: $1981 Traditional Rental Income: $1748 Airbnb ROI: 6.33% 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%

Real Estate investment in Dade-city, FL

There are 137 properties for sale in the city of Dade City . The median list price in Dade City is $374,990 and the average price per square foot is $185. In May 2026, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,604.

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

There are 137 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 $2,604.

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: 1.62%

Traditional cash on cash: 5.03%

Airbnb Rental Income: $2074

Traditional Rental Income: $2818

Airbnb ROI: 1.62%

Traditional ROI: 5.03%

36351 LAKE PASADENA ROAD

Dade City, FL

3 beds | 2 baths | 1,336 sq.ft.

$370,000

Airbnb cash on cash: 2.62%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $2074

Traditional Rental Income: $2127

Airbnb ROI: 2.62%

Traditional ROI: 4.32%

36641 BLANTON ROAD

Dade City, FL

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

$1,499,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $2074

Traditional Rental Income: $5559

Airbnb ROI: -0.42%

Traditional ROI: 2.46%

39360 SPARKMAN ROAD

Dade City, FL

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

$550,000

Airbnb cash on cash: 1.78%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $2074

Traditional Rental Income: $2679

Airbnb ROI: 1.78%

Traditional ROI: 3.99%

34723 MISSIONARY ROAD

Dade City, FL

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

$269,900

Airbnb cash on cash: 4.11%

Traditional cash on cash: 6.19%

Airbnb Rental Income: $1981

Traditional Rental Income: $1992

Airbnb ROI: 4.11%

Traditional ROI: 6.19%

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%

12231 Woodlands Cir

Dade City, FL

4 beds | 3 baths | 2,461 sq.ft.

$700,000

Airbnb cash on cash: 5.12%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $5710

Traditional Rental Income: $3286

Airbnb ROI: 5.12%

Traditional ROI: 3.16%

13137 THOROUGHBRED DRIVE

Dade City, FL

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

$875,000

Airbnb cash on cash: 3.16%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $5710

Traditional Rental Income: $3522

Airbnb ROI: 3.16%