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
33437 WESTWOOD DRIVE Dade City, FL Under contract-accepting backup offers. Welcome to this recently remodeled 3 bedroom, 2 ba...	3 beds \| 2 baths \| 1,504 sq.ft.	$279,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 6.77% Airbnb Rental Income: $1010 Traditional Rental Income: $2284 Airbnb ROI: 0.59% Traditional ROI: 6.77%
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.	$1,599,000	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%
40832 River Rd 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: 4.76% Airbnb Rental Income: $5710 Traditional Rental Income: $2711 Airbnb ROI: 9.59% Traditional ROI: 4.76%
37823 Coleman Ave Dade City, FL PRICED TO SELL!! Discover the charm of this historic 1920 Dutch Colonial home in the hear...	4 beds \| 2 baths \| 2,880 sq.ft.	$459,000	Airbnb cash on cash: 8.09% Traditional cash on cash: 4.71% Airbnb Rental Income: $5710 Traditional Rental Income: $3088 Airbnb ROI: 8.09% Traditional ROI: 4.71%
39360 Sparkman Rd 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.	$550,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 3.48% Airbnb Rental Income: $1010 Traditional Rental Income: $2415 Airbnb ROI: 0.05% Traditional ROI: 3.48%
37240 Embassy Park Ln Dade City, FL Perfect for a first-time homebuyer or investor! Step inside this adorable 2-bedroom, 1.5-b...	2 beds \| 1 baths \| 958 sq.ft.	$160,000	Airbnb cash on cash: -1.89% Traditional cash on cash: 5.15% Airbnb Rental Income: $923 Traditional Rental Income: $1656 Airbnb ROI: -1.89% Traditional ROI: 5.15%
12713 GRAND TRAVERSE DRIVE Dade City, FL Under contract-accepting backup offers. Seller is ill Seller's loss is YOUR GAIN! **...	4 beds \| 3 baths \| 3,121 sq.ft.	$786,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.12% Airbnb Rental Income: $5710 Traditional Rental Income: $3339 Airbnb ROI: 3.8% Traditional ROI: 2.12%
37738 Amelia Ave Dade City, FL 2.75% Assumable Loan! LOCATION, LOCATION, LOCATION!! Almost a half-acre corner lot within ...	3 beds \| 1 baths \| 1,170 sq.ft.	$318,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 4.54% Airbnb Rental Income: $1010 Traditional Rental Income: $1920 Airbnb ROI: 0.3% Traditional ROI: 4.54%
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%
32923 Drake Estates Way Dade City, FL Built in 2022 and thoughtfully upgraded, this beautifully maintained 4-bedroom, 2.5-bath h...	4 beds \| 2 baths \| 2,161 sq.ft.	$655,000	Airbnb cash on cash: 5.01% Traditional cash on cash: 2.02% Airbnb Rental Income: $5710 Traditional Rental Income: $2701 Airbnb ROI: 5.01% Traditional ROI: 2.02%
14700 STATE STREET Dade City, FL Under contract-accepting backup offers. Back on the market at no fault of the sellers, the...	3 beds \| 2 baths \| 1,328 sq.ft.	$249,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 6.31% Airbnb Rental Income: $1010 Traditional Rental Income: $2117 Airbnb ROI: 0.11% Traditional ROI: 6.31%
13052 Ogden Glade Rd Dade City, FL LOCATION... LOCATION... LOCATION... AREA OF RAPID GROWTH AND VALORIZATION, LOW TAXES, NO C...	3 beds \| 2 baths \| 1,529 sq.ft.	$297,990	Airbnb cash on cash: -1.05% Traditional cash on cash: 4.01% Airbnb Rental Income: $1010 Traditional Rental Income: $2072 Airbnb ROI: -1.05% Traditional ROI: 4.01%
14312 1st St Dade City, FL Dade City - Mickens Harper Subdivision .15-acre lot, chain link fence, carport, fresh pain...	3 beds \| 1 baths \| 1,671 sq.ft.	$325,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 6.78% Airbnb Rental Income: $1010 Traditional Rental Income: $2772 Airbnb ROI: 0.33% Traditional ROI: 6.78%
12106 Patrick St 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: -0.26% Traditional cash on cash: 3.73% Airbnb Rental Income: $1010 Traditional Rental Income: $1855 Airbnb ROI: -0.26% Traditional ROI: 3.73%
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.	$425,000	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%
12964 Ogden Glade Rd Dade City, FL Charming Home in Abbey Glen, Dade City Welcome to your dream home! This pristine, beauty b...	4 beds \| 2 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 Rd Dade City, FL Welcome to your dream home in the highly desirable Abbey Glen community!Built in 2023, thi...	4 beds \| 2 baths \| 2,017 sq.ft.	$335,000	Airbnb cash on cash: 10% Traditional cash on cash: 4.03% Airbnb Rental Income: $5710 Traditional Rental Income: $2525 Airbnb ROI: 10% Traditional ROI: 4.03%
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.	$285,000	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%
29235 BAYHEAD RD Dade City, FL Under contract-accepting backup offers. Discover your private country estate at 29235 Bayh...	3 beds \| 2 baths \| 2,047 sq.ft.	$385,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 4.85% Airbnb Rental Income: $1010 Traditional Rental Income: $2387 Airbnb ROI: 0.05% Traditional ROI: 4.85%
13000 SUMMERFIELD WAY Dade City, FL Under contract-accepting backup offers. Price Improvemet! Former Model Home! Better than b...	4 beds \| 3 baths \| 2,316 sq.ft.	$523,000	Airbnb cash on cash: 6.33% Traditional cash on cash: 2.44% Airbnb Rental Income: $5710 Traditional Rental Income: $2670 Airbnb ROI: 6.33% Traditional ROI: 2.44%
34303 Sahalee Loop Dade City, FL MOTIVATED SELLER in LAKE JOVITA GOLF & COUNTRY CLUB in the Rolling HILLS of East Pasco IS ...	4 beds \| 3 baths \| 2,931 sq.ft.	$675,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 2.45% Airbnb Rental Income: $5710 Traditional Rental Income: $3351 Airbnb ROI: 4.38% Traditional ROI: 2.45%
14069 Wineberry Dr Dade City, FL From the moment you arrive, the homeâs stone-accented elevation, wide driveway, and invi...	4 beds \| 2 baths \| 2,329 sq.ft.	$430,000	Airbnb cash on cash: 8.58% Traditional cash on cash: 4.23% Airbnb Rental Income: $5710 Traditional Rental Income: $2819 Airbnb ROI: 8.58% Traditional ROI: 4.23%
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%
10054 Collingwood Ave 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: -0.92% Traditional cash on cash: 5.83% Airbnb Rental Income: $923 Traditional Rental Income: $2237 Airbnb ROI: -0.92% Traditional ROI: 5.83%
13049 Thoroughbred Dr Dade City, FL Exquisite Golf Course Living at 13049 Thoroughbred Drive, Dade City, FL** Completely remod...	4 beds \| 4 baths \| 3,566 sq.ft.	$719,900	Airbnb cash on cash: 5.39% Traditional cash on cash: 4.94% Airbnb Rental Income: $5710 Traditional Rental Income: $4265 Airbnb ROI: 5.39% Traditional ROI: 4.94%
13141 Palmilla Cir 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.	$419,900	Airbnb cash on cash: -0.99% Traditional cash on cash: 3.8% Airbnb Rental Income: $923 Traditional Rental Income: $2464 Airbnb ROI: -0.99% Traditional ROI: 3.8%
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%
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 \| 3 baths \| 3,202 sq.ft.	$1,267,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 1.97% Airbnb Rental Income: $1010 Traditional Rental Income: $4317 Airbnb ROI: -1.14% Traditional ROI: 1.97%
9229 Fort King RD Rd Dade City, FL This remarkably stunning brick home on the 60 Acres high and dry offers 663' frontage on...	3 beds \| 2 baths \| 2,520 sq.ft.	$4,490,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.44% Airbnb Rental Income: $1010 Traditional Rental Income: $3113 Airbnb ROI: -1.03% Traditional ROI: -0.44%
36159 Welsh Glade Rd Dade City, FL $60,000 PRICE ADJUSTMENT Exceptional Value in Abbey Glen! Welcome to the Adams Homes 1720...	3 beds \| 2 baths \| 1,720 sq.ft.	$299,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.3% Airbnb Rental Income: $1010 Traditional Rental Income: $2362 Airbnb ROI: 0.27% Traditional ROI: 6.3%
20031 US HIGHWAY 301 Dade City, FL â¢ Live/work layout â¢ Multiple powered outbuildings â¢ High-visibility US-301 frontage...	2 beds \| 1 baths \| 1,476 sq.ft.	$300,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 4.22% Airbnb Rental Income: $923 Traditional Rental Income: $1787 Airbnb ROI: -0.05% Traditional ROI: 4.22%
36562 Silver Maize Dr Dade City, FL PRICE CUT!! WELCOME HOME TO BEAUTIFUL AND PEACEFUL HERTIAGE HILLS! THIS SUBDIVISION IS AN...	3 beds \| 2 baths \| 1,516 sq.ft.	$305,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.77% Airbnb Rental Income: $1010 Traditional Rental Income: $2264 Airbnb ROI: -0.85% Traditional ROI: 4.77%
12500 Green Oak Ln Dade City, FL One or more photo(s) has been virtually staged. REFRESHED PRICING on this BRAND-NEW CONSTR...	4 beds \| 3 baths \| 2,815 sq.ft.	$679,900	Airbnb cash on cash: 5.91% Traditional cash on cash: 3.38% Airbnb Rental Income: $5710 Traditional Rental Income: $2964 Airbnb ROI: 5.91% Traditional ROI: 3.38%

Real Estate investment in Dade-city, FL

There are 417 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 February 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 417 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

33437 WESTWOOD DRIVE

Dade City, FL

3 beds | 2 baths | 1,504 sq.ft.

$279,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 6.77%

Airbnb Rental Income: $1010

Traditional Rental Income: $2284

Airbnb ROI: 0.59%

Traditional ROI: 6.77%

36641 Blanton Rd

Dade City, FL

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

$1,599,000

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%

40832 River Rd

Dade City, FL

4 beds | 2 baths | 1,824 sq.ft.

$410,000

Airbnb cash on cash: 9.59%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $5710

Traditional Rental Income: $2711

Airbnb ROI: 9.59%

Traditional ROI: 4.76%

37823 Coleman Ave

Dade City, FL

4 beds | 2 baths | 2,880 sq.ft.

$459,000

Airbnb cash on cash: 8.09%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $5710

Traditional Rental Income: $3088

Airbnb ROI: 8.09%

Traditional ROI: 4.71%

39360 Sparkman Rd

Dade City, FL

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

$550,000

Airbnb cash on cash: 0.05%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1010

Traditional Rental Income: $2415

Airbnb ROI: 0.05%

Traditional ROI: 3.48%

37240 Embassy Park Ln

Dade City, FL

2 beds | 1 baths | 958 sq.ft.

$160,000

Airbnb cash on cash: -1.89%

Traditional cash on cash: 5.15%

Airbnb Rental Income: $923

Traditional Rental Income: $1656

Airbnb ROI: -1.89%

Traditional ROI: 5.15%

12713 GRAND TRAVERSE DRIVE

Dade City, FL

4 beds | 3 baths | 3,121 sq.ft.

$786,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 2.12%

Airbnb Rental Income: $5710

Traditional Rental Income: $3339

Airbnb ROI: 3.8%

Traditional ROI: 2.12%

37738 Amelia Ave

Dade City, FL

3 beds | 1 baths | 1,170 sq.ft.

$318,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 4.54%

Airbnb Rental Income: $1010

Traditional Rental Income: $1920

Airbnb ROI: 0.3%