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.	$325,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 6.4% Airbnb Rental Income: $1975 Traditional Rental Income: $2818 Airbnb ROI: 1.95% Traditional ROI: 6.4%
5642 CYRIL Drive Dade City, FL Virtually Staged. Experience peaceful riverfront living in this remodeled, move-in-ready 2...	2 beds \| 2 baths \| 1,432 sq.ft.	$324,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 6.69% Airbnb Rental Income: $978 Traditional Rental Income: $2563 Airbnb ROI: 0.35% Traditional ROI: 6.69%
16540 SPRING VALLEY Road Dade City, FL Nestled in the rolling hills of Dade City's sought after Blanton area of Dade City, the pr...	3 beds \| 2 baths \| 1,704 sq.ft.	$700,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 1.7% Airbnb Rental Income: $1975 Traditional Rental Income: $2005 Airbnb ROI: 0.86% Traditional ROI: 1.7%
3384 MCKETHAN Road Dade City, FL HUGE PRICE REDUCTION on this BEAUTIFUL 7 ACRES!!! Come and enjoy this single-family home P...	3 beds \| 2 baths \| 1,443 sq.ft.	$550,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 3.11% Airbnb Rental Income: $1975 Traditional Rental Income: $3174 Airbnb ROI: -0.23% Traditional ROI: 3.11%
21015 MARKET Street Dade City, FL The beautiful 3- Bedroom 2 Bathroom property is move in ready and features an incredibly s...	3 beds \| 2 baths \| 1,200 sq.ft.	$300,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 8.57% Airbnb Rental Income: $1975 Traditional Rental Income: $3154 Airbnb ROI: 2.56% Traditional ROI: 8.57%
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.	$248,900	Airbnb cash on cash: 3.93% Traditional cash on cash: 6.63% Airbnb Rental Income: $1975 Traditional Rental Income: $2092 Airbnb ROI: 3.93% Traditional ROI: 6.63%
35058 WHISPERING OAKS Boulevard Dade City, FL Welcome to Whispering Oaks Estates where this charming villa offers a thoughtfully designe...	3 beds \| 2 baths \| 1,520 sq.ft.	$215,000	Airbnb cash on cash: 4.6% Traditional cash on cash: 8.31% Airbnb Rental Income: $1975 Traditional Rental Income: $2213 Airbnb ROI: 4.6% Traditional ROI: 8.31%
34438 CEDARFIELD Drive Dade City, FL Virtually Staged. Welcome to the desirable Whispering Oaks community! This charming home, ...	3 beds \| 2 baths \| 1,941 sq.ft.	$215,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 6.66% Airbnb Rental Income: $1975 Traditional Rental Income: $2103 Airbnb ROI: 3.49% Traditional ROI: 6.66%
34299 BELT Drive Dade City, FL Neighbors too close? Want privacy? Need room for pets or kids? Always dreamed of a worksho...	3 beds \| 3 baths \| 2,181 sq.ft.	$444,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.38% Airbnb Rental Income: $1975 Traditional Rental Income: $2313 Airbnb ROI: 1.33% Traditional ROI: 3.38%
34515 CEDARFIELD Drive Dade City, FL $0-DOWN USDA FINANCING MAY BE AVAILABLE! This home is in a USDA-eligible area, and qualifi...	3 beds \| 2 baths \| 2,462 sq.ft.	$330,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 5.92% Airbnb Rental Income: $1975 Traditional Rental Income: $2756 Airbnb ROI: 1.73% Traditional ROI: 5.92%
5223 AZALEA Circle Dade City, FL Virtually Staged. Welcome to this well-maintained 2-bedroom, 1-bath home offering 1,119 sq...	2 beds \| 1 baths \| 1,119 sq.ft.	$259,900	Airbnb cash on cash: 0.2% Traditional cash on cash: 5.69% Airbnb Rental Income: $978 Traditional Rental Income: $1973 Airbnb ROI: 0.2% Traditional ROI: 5.69%
35040 SMOKETREE Lane Dade City, FL Virtually Staged. SPARKLY NEW! This never occupied 2025 built "Shelby" home invites you to...	3 beds \| 2 baths \| 2,044 sq.ft.	$359,900	Airbnb cash on cash: 2.75% Traditional cash on cash: 5.27% Airbnb Rental Income: $1975 Traditional Rental Income: $2310 Airbnb ROI: 2.75% Traditional ROI: 5.27%
34691 ORCHID PARKWAY Dade City, FL FULLY RENOVATED 4-BEDROOM HOME ON A LARGE CORNER LOT! Welcome to this beautifully updated ...	4 beds \| 2 baths \| 1,388 sq.ft.	$244,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 7.4% Airbnb Rental Income: $1464 Traditional Rental Income: $2285 Airbnb ROI: 1.96% Traditional ROI: 7.4%
15341 CALLISTA Lane Dade City, FL Welcome home to this beautifully maintained 4-bedroom, 2-bathroom home featuring thoughtfu...	4 beds \| 2 baths \| 1,616 sq.ft.	$299,999	Airbnb cash on cash: 2.03% Traditional cash on cash: 6.56% Airbnb Rental Income: $1464 Traditional Rental Income: $2310 Airbnb ROI: 2.03% Traditional ROI: 6.56%
34211 BLANTON Road Dade City, FL Take advantage of this unique opportunity to own a unique , legacy estate home! This estat...	4 beds \| 4 baths \| 5,578 sq.ft.	$1,599,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 1.98% Airbnb Rental Income: $1464 Traditional Rental Income: $4891 Airbnb ROI: -0.61% Traditional ROI: 1.98%
35236 REYNOLDS Street Dade City, FL HUD case# 098-158167 FHA IE (Lender Insured with Escrow) Subject to FHA appraisal HUD Equa...	2 beds \| 1 baths \| 960 sq.ft.	$179,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 5.73% Airbnb Rental Income: $978 Traditional Rental Income: $1483 Airbnb ROI: 0.7% Traditional ROI: 5.73%
14947 PISA Parkway Dade City, FL Welcome to your beautifully maintained 3-bedroom, 2.5-bathroom home located in the highly ...	3 beds \| 3 baths \| 1,386 sq.ft.	$224,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 6.38% Airbnb Rental Income: $1975 Traditional Rental Income: $2143 Airbnb ROI: 3.16% Traditional ROI: 6.38%
37266 HIDDEN VIEW CIRCLE Dade City, FL Virtually Staged. Discover the best of country living with city conveniences close at hand...	4 beds \| 2 baths \| 2,169 sq.ft.	$535,650	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.62% Airbnb Rental Income: $1464 Traditional Rental Income: $2779 Airbnb ROI: 0.13% Traditional ROI: 3.62%
37298 HIDDEN VIEW Circle Dade City, FL Virtually Staged. NEW CONSTRUCTION ON 1 ACRE IN DADE CITY - MOVE-IN READY! Discover this 2...	4 beds \| 2 baths \| 2,330 sq.ft.	$542,100	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.63% Airbnb Rental Income: $1464 Traditional Rental Income: $2809 Airbnb ROI: 0.12% Traditional ROI: 3.63%
37041 HIDDEN VIEW CIRCLE Dade City, FL Discover the best of country living with city conveniences close at hand! Situated on a sp...	4 beds \| 2 baths \| 2,169 sq.ft.	$534,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.63% Airbnb Rental Income: $1464 Traditional Rental Income: $2779 Airbnb ROI: 0.13% Traditional ROI: 3.63%
34390 ORCHID Parkway Dade City, FL 34390 Orchid Pkwy is a one-story Dade City home with 1,157 square feet, three bedrooms and...	3 beds \| 2 baths \| 1,080 sq.ft.	$232,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 7.79% Airbnb Rental Income: $1975 Traditional Rental Income: $2216 Airbnb ROI: 4.33% Traditional ROI: 7.79%
34710 CLAYTON Road Dade City, FL One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to ...	4 beds \| 4 baths \| 3,448 sq.ft.	$1,495,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.12% Airbnb Rental Income: $1464 Traditional Rental Income: $5495 Airbnb ROI: -1.09% Traditional ROI: 2.12%
29129 JOHNSTON Road #2626 Dade City, FL An Upscale RV Resort Lifestyle Opportunity a 55 plus community Discover this exceptionally...	2 beds \| 2 baths \| 960 sq.ft.	$165,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 6.7% Airbnb Rental Income: $978 Traditional Rental Income: $1497 Airbnb ROI: 1.16% Traditional ROI: 6.7%
37952 CRYSTAL WAY Dade City, FL Rare opportunity to own 17.71 acres in Dade City with an existing mobile home, private wel...	2 beds \| 1 baths \| 720 sq.ft.	$700,000	Airbnb cash on cash: -0.2% Traditional cash on cash: -0.04% Airbnb Rental Income: $978 Traditional Rental Income: $726 Airbnb ROI: -0.2% Traditional ROI: -0.04%
37406 VISTA Drive Dade City, FL Some photos are virtually staged...A fully remodeled 4-bedroom, 2-bath home for under 350k...	4 beds \| 2 baths \| 1,196 sq.ft.	$309,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 4.22% Airbnb Rental Income: $1464 Traditional Rental Income: $1785 Airbnb ROI: 1.64% Traditional ROI: 4.22%
35369 RUFFING Road Dade City, FL Welcome to peaceful living in Dade City! Built in 2024, this stunning 2-story home sits on...	5 beds \| 5 baths \| 2,642 sq.ft.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.93% Airbnb Rental Income: $null Traditional Rental Income: $4448 Airbnb ROI: N/A Traditional ROI: 4.93%
3183 CEDLEY Road Dade City, FL Located on a peaceful 0.38-acre corner lot near the scenic waters of the Withlacoochee Riv...	3 beds \| 2 baths \| 728 sq.ft.	$199,999	Airbnb cash on cash: 6.12% Traditional cash on cash: 7.6% Airbnb Rental Income: $1975 Traditional Rental Income: $1737 Airbnb ROI: 6.12% Traditional ROI: 7.6%
37904 TRILBY Road Dade City, FL Welcome to the private oasis at 37904 Trilby Road in the heart of Dade city, where country...	5 beds \| 4 baths \| 3,359 sq.ft.	$949,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.43% Airbnb Rental Income: $null Traditional Rental Income: $4011 Airbnb ROI: N/A Traditional ROI: 2.43%
36893 HIDDEN VIEW CIRCLE Dade City, FL Discover the best of country living with city conveniences close at hand! Situated on a sp...	4 beds \| 2 baths \| 2,169 sq.ft.	$535,650	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.29% Airbnb Rental Income: $1464 Traditional Rental Income: $2612 Airbnb ROI: 0.13% Traditional ROI: 3.29%
36861 HIDDEN VIEW Circle Dade City, FL Virtually Staged. NEW CONSTRUCTION ON 1 ACRE IN DADE CITY - MOVE-IN READY! Discover the sp...	4 beds \| 2 baths \| 2,330 sq.ft.	$542,850	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.24% Airbnb Rental Income: $1464 Traditional Rental Income: $2616 Airbnb ROI: 0.11% Traditional ROI: 3.24%
37315 TRILBY Road Dade City, FL Move in Ready charming turn of the century home with lots of character and history. Locate...	3 beds \| 2 baths \| 1,812 sq.ft.	$315,000	Airbnb cash on cash: 3.53% Traditional cash on cash: 7.6% Airbnb Rental Income: $1975 Traditional Rental Income: $2662 Airbnb ROI: 3.53% Traditional ROI: 7.6%
37318 CARTER Avenue Dade City, FL Virtually Staged. Charming 2-bedroom, 1-bath home offering comfortable, low-maintenance li...	2 beds \| 1 baths \| 1,000 sq.ft.	$214,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 5.44% Airbnb Rental Income: $978 Traditional Rental Income: $1667 Airbnb ROI: 0.33% Traditional ROI: 5.44%
28046 BAYHEAD Road Dade City, FL Virtually Staged. WELCOME TO THE MULIFAMILY FARM LIFE! Set on 10.16 acres in Dade City, th...	4 beds \| 3 baths \| 2,994 sq.ft.	$2,200,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.15% Airbnb Rental Income: $1464 Traditional Rental Income: $3012 Airbnb ROI: -0.82% Traditional ROI: 0.15%
37150 HIGHLAND BLUFF Circle Dade City, FL Virtually Staged. Spread across 0.22 acres, this inviting 3-bedroom, 2-bath home with a 2-...	3 beds \| 2 baths \| 1,345 sq.ft.	$265,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 4.73% Airbnb Rental Income: $1975 Traditional Rental Income: $2084 Airbnb ROI: 2.22% Traditional ROI: 4.73%
6081 KNOLLWOOD Drive Dade City, FL Under Construction. Step into luxury and escape the cookie-cutter standard with this brand...	3 beds \| 2 baths \| 1,701 sq.ft.	$329,900	Airbnb cash on cash: 3.29% Traditional cash on cash: 5.24% Airbnb Rental Income: $1975 Traditional Rental Income: $2060 Airbnb ROI: 3.29% Traditional ROI: 5.24%
17210 PARRISH GROVE Road Dade City, FL Welcome to an exceptional equestrian estate on nearly 5 acres in beautiful Dade City! Desi...	3 beds \| 3 baths \| 3,771 sq.ft.	$1,199,999	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.01% Airbnb Rental Income: $1975 Traditional Rental Income: $2903 Airbnb ROI: -0.29% Traditional ROI: 1.01%
6074 BEECHWOOD Drive Dade City, FL Seller is offering $5000 towards buyers closing costs. Discover the possibilities at 6074 ...	3 beds \| 2 baths \| 2,170 sq.ft.	$330,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 6.62% Airbnb Rental Income: $1975 Traditional Rental Income: $2719 Airbnb ROI: 2.55% Traditional ROI: 6.62%
5422 CYRIL Drive Dade City, FL Tucket away from the Hustle and bustle is mother nature's divine property on the Withlacoo...	2 beds \| 2 baths \| 3,447 sq.ft.	$1,500,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.36% Airbnb Rental Income: $978 Traditional Rental Income: $2371 Airbnb ROI: -0.9% Traditional ROI: 0.36%
32350 MARCHMONT Circle Dade City, FL A 3-bed, 2-bath manufactured home set along the Withlacoochee River, offered at $259,000. ...	3 beds \| 2 baths \| 1,256 sq.ft.	$239,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 7.26% Airbnb Rental Income: $1975 Traditional Rental Income: $2223 Airbnb ROI: 3.87% Traditional ROI: 7.26%
19718 PASO FINO Way Dade City, FL HUD case# 093-707842 FHA IN (Lender Insured) Subject to FHA appraisal HUD Equal Housing Op...	3 beds \| 2 baths \| 2,230 sq.ft.	$541,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.42% Airbnb Rental Income: $1975 Traditional Rental Income: $2691 Airbnb ROI: 0.98% Traditional ROI: 3.42%

Real Estate investment in Dade-city, FL

There are 140 properties for sale in the city of Dade City . The median list price in Dade City is $320,842 and the average price per square foot is $169. In November 2026, the average monthly cash on cash return in Dade City is 6.00%. The average monthly rental income in Dade City is $2,259.

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

There are 140 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 $2,259.

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.

$325,000

Airbnb cash on cash: 1.95%

Traditional cash on cash: 6.4%

Airbnb Rental Income: $1975

Traditional Rental Income: $2818

Airbnb ROI: 1.95%

Traditional ROI: 6.4%

5642 CYRIL Drive

Dade City, FL

2 beds | 2 baths | 1,432 sq.ft.

$324,900

Airbnb cash on cash: 0.35%

Traditional cash on cash: 6.69%

Airbnb Rental Income: $978

Traditional Rental Income: $2563

Airbnb ROI: 0.35%

Traditional ROI: 6.69%

16540 SPRING VALLEY Road

Dade City, FL

3 beds | 2 baths | 1,704 sq.ft.

$700,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $1975

Traditional Rental Income: $2005

Airbnb ROI: 0.86%

Traditional ROI: 1.7%

3384 MCKETHAN Road

Dade City, FL

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

$550,000

Airbnb cash on cash: -0.23%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1975

Traditional Rental Income: $3174

Airbnb ROI: -0.23%

Traditional ROI: 3.11%

21015 MARKET Street

Dade City, FL

3 beds | 2 baths | 1,200 sq.ft.

$300,000

Airbnb cash on cash: 2.56%

Traditional cash on cash: 8.57%

Airbnb Rental Income: $1975

Traditional Rental Income: $3154

Airbnb ROI: 2.56%

Traditional ROI: 8.57%

34796 GARDENIA Way

Dade City, FL

3 beds | 1 baths | 1,521 sq.ft.

$248,900

Airbnb cash on cash: 3.93%

Traditional cash on cash: 6.63%

Airbnb Rental Income: $1975

Traditional Rental Income: $2092

Airbnb ROI: 3.93%

Traditional ROI: 6.63%

35058 WHISPERING OAKS Boulevard

Dade City, FL

3 beds | 2 baths | 1,520 sq.ft.

$215,000

Airbnb cash on cash: 4.6%

Traditional cash on cash: 8.31%

Airbnb Rental Income: $1975

Traditional Rental Income: $2213

Airbnb ROI: 4.6%

Traditional ROI: 8.31%

34438 CEDARFIELD Drive

Dade City, FL

3 beds | 2 baths | 1,941 sq.ft.

$215,000

Airbnb cash on cash: 3.49%

Traditional cash on cash: 6.66%

Airbnb Rental Income: $1975

Traditional Rental Income: $2103

Airbnb ROI: 3.49%