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
36641 Blanton Rd 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: -1.05% Traditional cash on cash: 1.2% Airbnb Rental Income: $1010 Traditional Rental Income: $4207 Airbnb ROI: -1.05% Traditional ROI: 1.2%
3384 Mckethan Rd 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: -1.78% Traditional cash on cash: 1.16% Airbnb Rental Income: $1010 Traditional Rental Income: $2190 Airbnb ROI: -1.78% Traditional ROI: 1.16%
33127 Hilda Rd Dade City, FL New Roof, Move in ready. Loaded with charm and character. Large yard with plenty of room t...	3 beds \| 2 baths \| 1,208 sq.ft.	$239,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 5.75% Airbnb Rental Income: $1010 Traditional Rental Income: $1774 Airbnb ROI: 0.79% Traditional ROI: 5.75%
17415 Sweetwater Rd Dade City, FL Under contract-accepting backup offers. BETTER THAN NEW and Ready for you! This beautifull...	4 beds \| 2 baths \| 1,766 sq.ft.	$410,000	Airbnb cash on cash: 8.62% Traditional cash on cash: 3.9% Airbnb Rental Income: $5422 Traditional Rental Income: $2451 Airbnb ROI: 8.62% Traditional ROI: 3.9%
34947 Emily Dr Dade City, FL Discover privacy, space, and opportunity at 34947 Emily Drive in Dade City, Florida! Nestl...	3 beds \| 2 baths \| 1,352 sq.ft.	$280,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.85% Airbnb Rental Income: $1010 Traditional Rental Income: $2019 Airbnb ROI: 0.93% Traditional ROI: 5.85%
5419 Cyril Dr 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: -0.42% Traditional cash on cash: 2.98% Airbnb Rental Income: $1010 Traditional Rental Income: $1924 Airbnb ROI: -0.42% Traditional ROI: 2.98%
37600 Largo Ln Dade City, FL Gorgeous 18-acre property adjoining Trilby Trails Equestrian Community in Dade City, FL. P...	4 beds \| 2 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%
34691 Orchid Pkwy Dade City, FL This is a 3 bedroom, 2 bath, split bedroom plan house built in 1990. It has 1388 sfla and...	3 beds \| 2 baths \| 1,388 sq.ft.	$165,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 10.8% Airbnb Rental Income: $1010 Traditional Rental Income: $2206 Airbnb ROI: 0.93% Traditional ROI: 10.8%
20054 US Highway 301 Dade City, FL Under contract-accepting backup offers. Discover the perfect blend of comfort and convenie...	3 beds \| 2 baths \| 1,088 sq.ft.	$229,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 6.63% Airbnb Rental Income: $1010 Traditional Rental Income: $1938 Airbnb ROI: 0.72% Traditional ROI: 6.63%
5250 Little Green Ln Dade City, FL Spacious 2-Bedroom Home with Bonus Room on Nearly 1.5 Acres â Endless Potential! This we...	2 beds \| 2 baths \| 1,732 sq.ft.	$367,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.38% Airbnb Rental Income: $923 Traditional Rental Income: $2384 Airbnb ROI: 0.15% Traditional ROI: 5.38%
3401 Riderwood Dr 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: 0.56% Traditional cash on cash: 7.09% Airbnb Rental Income: $923 Traditional Rental Income: $1578 Airbnb ROI: 0.56% Traditional ROI: 7.09%
21033 Market St Dade City, FL Seller is willing to assist with some closing costs. Step inside this stunning newly built...	3 beds \| 2 baths \| 1,200 sq.ft.	$279,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 5.92% Airbnb Rental Income: $1010 Traditional Rental Income: $1959 Airbnb ROI: 1.04% Traditional ROI: 5.92%
4059 MCKETHAN ROAD Dade City, FL UPDATED COUNTRY HOME ON 2 ACRES â NO FLOOD ZONE \| MOTIVATED SELLER HIGH AND DRY PROPERTY...	5 beds \| 3 baths \| 2,052 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.33% Airbnb Rental Income: $null Traditional Rental Income: $2531 Airbnb ROI: N/A Traditional ROI: 6.33%
17430 Spring Valley Rd Dade City, FL Priced to sell below appraised value! SOLAR PANELS ARE PAID IN FULL, and WARRANTY is TRANS...	4 beds \| 3 baths \| 2,316 sq.ft.	$550,000	Airbnb cash on cash: 6.16% Traditional cash on cash: 3.62% Airbnb Rental Income: $5422 Traditional Rental Income: $2977 Airbnb ROI: 6.16% Traditional ROI: 3.62%
34745 Gardenia Way Dade City, FL RIDGE MANOR - CORNER LOT - This 2 Bedroom / 1 Bath 1,210 Sq. Ft. Home Is Ready For Renovat...	2 beds \| 1 baths \| 1,092 sq.ft.	$125,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 11.37% Airbnb Rental Income: $923 Traditional Rental Income: $1856 Airbnb ROI: 2.18% Traditional ROI: 11.37%
5441 Chestnut Ridge Rd Dade City, FL Under Construction. Discover your perfect new home with this beautifully crafted 3-bedroom...	3 beds \| 2 baths \| 1,701 sq.ft.	$329,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 5.91% Airbnb Rental Income: $1010 Traditional Rental Income: $2328 Airbnb ROI: 0.6% Traditional ROI: 5.91%
5100 Westlake Blvd Dade City, FL This stunning 4-bedroom, 2.5-bath, 3-car garage home, built in 2023, offers modern living ...	4 beds \| 2 baths \| 2,100 sq.ft.	$429,000	Airbnb cash on cash: 7.95% Traditional cash on cash: 3.53% Airbnb Rental Income: $5422 Traditional Rental Income: $2554 Airbnb ROI: 7.95% Traditional ROI: 3.53%
33276 Westwood Dr Dade City, FL Escape to your own private retreat in this stunning 3-bedroom, 3-bath, w/ bonus room, spli...	3 beds \| 3 baths \| 2,793 sq.ft.	$519,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.61% Airbnb Rental Income: $1010 Traditional Rental Income: $2942 Airbnb ROI: -0.85% Traditional ROI: 3.61%
34485 Cedarfield Dr Dade City, FL SOME PHOTOS HAVE BEEN VIRTUALLY STAGED. A TRUE FLORIDA LIFESTYLE AWAITS YOU HERE! This b...	3 beds \| 2 baths \| 2,226 sq.ft.	$345,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 6.72% Airbnb Rental Income: $1010 Traditional Rental Income: $2990 Airbnb ROI: 0.07% Traditional ROI: 6.72%
37107 Hidden Vw Dade City, FL FLEX CASH AVAILABLE! Welcome to Hill Country Estates! Dade Cityâs hidden gem with NO CDD...	4 beds \| 3 baths \| 3,000 sq.ft.	$560,450	Airbnb cash on cash: 6.02% Traditional cash on cash: 3.92% Airbnb Rental Income: $5422 Traditional Rental Income: $3134 Airbnb ROI: 6.02% Traditional ROI: 3.92%
36951 Hidden Vw Dade City, FL Why wait to build when you can move in now and enjoy space, privacy, and peace from day on...	4 beds \| 2 baths \| 2,330 sq.ft.	$551,950	Airbnb cash on cash: 6.75% Traditional cash on cash: 3.52% Airbnb Rental Income: $5422 Traditional Rental Income: $2665 Airbnb ROI: 6.75% Traditional ROI: 3.52%
36946 Hidden Vw Dade City, FL FLEX CASH AVAILABLE! Welcome to the 2265 by Adams Homes. This 4-bedroom, 3-bath floorplan ...	4 beds \| 3 baths \| 2,265 sq.ft.	$557,750	Airbnb cash on cash: 6.82% Traditional cash on cash: 3.99% Airbnb Rental Income: $5422 Traditional Rental Income: $2855 Airbnb ROI: 6.82% Traditional ROI: 3.99%
37028 Hidden Vw Dade City, FL Photos may not represent the actual home and are used to illustrate the floor plan, layout...	4 beds \| 2 baths \| 2,330 sq.ft.	$552,450	Airbnb cash on cash: 6.75% Traditional cash on cash: 3.92% Airbnb Rental Income: $5422 Traditional Rental Income: $2869 Airbnb ROI: 6.75% Traditional ROI: 3.92%
5200 Cyril Dr Dade City, FL Dreaming of living in the country on the river?? Come see this remodeled 3/2 custom cabin ...	3 beds \| 2 baths \| 1,677 sq.ft.	$475,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 3.68% Airbnb Rental Income: $1010 Traditional Rental Income: $2744 Airbnb ROI: -0.84% Traditional ROI: 3.68%
34256 Belt Dr Dade City, FL Nestled on 3.5 acres of secluded, lush Florida landscape, this PREMIUM handcrafted 2,288 s...	4 beds \| 3 baths \| 2,295 sq.ft.	$639,900	Airbnb cash on cash: 4.89% Traditional cash on cash: 4.89% Airbnb Rental Income: $5422 Traditional Rental Income: $4334 Airbnb ROI: 4.89% Traditional ROI: 4.89%
14947 Pisa Pkwy Dade City, FL PRICED REDUCED FOR A QUICKER SELL! MOVE-IN READY! SAVE THOUSANDS! This townhouse is still ...	3 beds \| 2 baths \| 1,386 sq.ft.	$232,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 5.89% Airbnb Rental Income: $1010 Traditional Rental Income: $2068 Airbnb ROI: -0.5% Traditional ROI: 5.89%
34386 Whispering Oaks Blvd Dade City, FL POOL HOME! Experience Florida living at its best in this beautifully maintained 3-bedroom,...	3 beds \| 2 baths \| 1,714 sq.ft.	$339,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 5.73% Airbnb Rental Income: $1010 Traditional Rental Income: $2620 Airbnb ROI: -0.43% Traditional ROI: 5.73%
38545 Patti Ln Dade City, FL Welcome home! This charming 3-bedroom, 1-bath property offers 1,120 square feet of comfort...	3 beds \| 1 baths \| 1,120 sq.ft.	$225,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 6.23% Airbnb Rental Income: $1010 Traditional Rental Income: $1751 Airbnb ROI: 1.07% Traditional ROI: 6.23%
37094 Hidden View Cir Dade City, FL Estate Living Awaits! Experience the Adams Homes 2169 sq. ft. floor plan in Hill Country ...	4 beds \| 2 baths \| 2,169 sq.ft.	$545,650	Airbnb cash on cash: 6.84% Traditional cash on cash: 3.5% Airbnb Rental Income: $5422 Traditional Rental Income: $2624 Airbnb ROI: 6.84% Traditional ROI: 3.5%
4877 Merlin Cir Dade City, FL Great Mid Century Modern House with separate upstairs apartment! NO HOA and NO CDD! Great...	3 beds \| 2 baths \| 1,498 sq.ft.	$314,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 4.88% Airbnb Rental Income: $1010 Traditional Rental Income: $2234 Airbnb ROI: -0.31% Traditional ROI: 4.88%
37060 Hidden View Cir Dade City, FL Welcome to Hill Country EstatesâDade Cityâs hidden gem with NO CDD fees, low HOA, and ...	4 beds \| 3 baths \| 3,000 sq.ft.	$610,500	Airbnb cash on cash: 6.02% Traditional cash on cash: 3.76% Airbnb Rental Income: $5422 Traditional Rental Income: $3044 Airbnb ROI: 6.02% Traditional ROI: 3.76%
36894 Hidden View Cir Dade City, FL The 3000-floor plan by Adams Homes is a beautiful blend of style, space, and everyday comf...	4 beds \| 3 baths \| 3,000 sq.ft.	$610,000	Airbnb cash on cash: 6.02% Traditional cash on cash: 3.78% Airbnb Rental Income: $5422 Traditional Rental Income: $3054 Airbnb ROI: 6.02% Traditional ROI: 3.78%
37136 Hidden Vw Dade City, FL FLEX CASH AVAILABLE! Photos Coming Soon!!! Estate-Style Living on a One-Acre Homesite! We...	4 beds \| 2 baths \| 2,557 sq.ft.	$543,450	Airbnb cash on cash: 6.21% Traditional cash on cash: 3.14% Airbnb Rental Income: $5422 Traditional Rental Income: $2686 Airbnb ROI: 6.21% Traditional ROI: 3.14%
37266 Hidden View Cir Dade City, FL FLEX CASH AVAILABLE!!! Additional Photos Coming Soon!!! Estate Living! Discover the Adams ...	4 beds \| 2 baths \| 2,169 sq.ft.	$515,650	Airbnb cash on cash: 6.58% Traditional cash on cash: 3.23% Airbnb Rental Income: $5422 Traditional Rental Income: $2624 Airbnb ROI: 6.58% Traditional ROI: 3.23%
37298 Hidden View Cir Dade City, FL Photos may not represent the actual home and are used to illustrate the floor plan, layout...	4 beds \| 2 baths \| 2,330 sq.ft.	$552,100	Airbnb cash on cash: 6.49% Traditional cash on cash: 3.19% Airbnb Rental Income: $5422 Traditional Rental Income: $2627 Airbnb ROI: 6.49% Traditional ROI: 3.19%
37041 Hidden View Cir Dade City, FL Additional Photos Coming Soon!!! Living! Discover the Adams Homes 2169 sq. ft. floor plan...	4 beds \| 2 baths \| 2,169 sq.ft.	$515,650	Airbnb cash on cash: 6.58% Traditional cash on cash: 3.23% Airbnb Rental Income: $5422 Traditional Rental Income: $2624 Airbnb ROI: 6.58% Traditional ROI: 3.23%
36823 Hidden View Cir Dade City, FL Additional Photos Coming Soon!!! One-Story Living with Grand First Impressions! This beau...	4 beds \| 3 baths \| 2,508 sq.ft.	$570,350	Airbnb cash on cash: 6.25% Traditional cash on cash: 3.5% Airbnb Rental Income: $5422 Traditional Rental Income: $2865 Airbnb ROI: 6.25% Traditional ROI: 3.5%
14308 Willow Run Dade City, FL Custom-Built, Single-Story Multigenerational Pool Home on 1.55 Acres in Gated Willow Run (...	5 beds \| 3 baths \| 3,127 sq.ft.	$779,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.26% Airbnb Rental Income: $null Traditional Rental Income: $3356 Airbnb ROI: N/A Traditional ROI: 2.26%
38710 Burger Ln Dade City, FL Have you been wanting to slow down and enjoy nature? This 2.51 acres is waiting for you! C...	3 beds \| 2 baths \| 1,152 sq.ft.	$309,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.63% Airbnb Rental Income: $1010 Traditional Rental Income: $1834 Airbnb ROI: 0.64% Traditional ROI: 4.63%

Real Estate investment in Dade-city, FL

There are 431 properties for sale in the city of Dade City . The median list price in Dade City is $362,500 and the average price per square foot is $189. In March 2026, the average monthly cash on cash return in Dade City is 5.00%. The average monthly rental income in Dade City is $2,394.

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

There are 431 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 $2,394.

Your search for investment property begins and ends here

Investment Property for Sale in Dade City, FL

36641 Blanton Rd

Dade City, FL

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

$1,499,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $1010

Traditional Rental Income: $4207

Airbnb ROI: -1.05%

Traditional ROI: 1.2%

3384 Mckethan Rd

Dade City, FL

3 beds | 2 baths | 1,443 sq.ft.

$559,900

Airbnb cash on cash: -1.78%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $1010

Traditional Rental Income: $2190

Airbnb ROI: -1.78%

Traditional ROI: 1.16%

33127 Hilda Rd

Dade City, FL

3 beds | 2 baths | 1,208 sq.ft.

$239,000

Airbnb cash on cash: 0.79%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $1010

Traditional Rental Income: $1774

Airbnb ROI: 0.79%

Traditional ROI: 5.75%

17415 Sweetwater Rd

Dade City, FL

4 beds | 2 baths | 1,766 sq.ft.

$410,000

Airbnb cash on cash: 8.62%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $5422

Traditional Rental Income: $2451

Airbnb ROI: 8.62%

Traditional ROI: 3.9%

34947 Emily Dr

Dade City, FL

3 beds | 2 baths | 1,352 sq.ft.

$280,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $1010

Traditional Rental Income: $2019

Airbnb ROI: 0.93%

Traditional ROI: 5.85%

5419 Cyril Dr

Dade City, FL

3 beds | 2 baths | 1,784 sq.ft.

$399,000

Airbnb cash on cash: -0.42%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $1010

Traditional Rental Income: $1924

Airbnb ROI: -0.42%

Traditional ROI: 2.98%

37600 Largo Ln

Dade City, FL

4 beds | 2 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%

34691 Orchid Pkwy

Dade City, FL

3 beds | 2 baths | 1,388 sq.ft.

$165,000

Airbnb cash on cash: 0.93%

Traditional cash on cash: 10.8%

Airbnb Rental Income: $1010

Traditional Rental Income: $2206

Airbnb ROI: 0.93%