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Investment Properties in Dade City

Pasco County, Florida — Updated daily from Stellar MLS

Showing 48 of 289 Investment Properties in Dade City

13765 WHISKEY DAISY DRIVEActive

$319,900

13765 WHISKEY DAISY DRIVE

DADE CITY, FL 33525

3 Bed3 Bath2,112 sq ft Sqft
14584 20TH STActive

$314,900

14584 20TH ST

DADE CITY, FL 33523

3 Bed2 Bath1,354 sq ft Sqft
18420 HANCOCK BLUFF ROADActive

$1,025,000

18420 HANCOCK BLUFF ROAD

DADE CITY, FL 33523

4 Bed5 Bath4,139 sq ft Sqft
14926 DOUGLAS STREETActive

$208,500

14926 DOUGLAS STREET

DADE CITY, FL 33525

3 Bed2 Bath1,485 sq ft Sqft
37210 GRASSY HILL LANEActive

$174,900

37210 GRASSY HILL LANE

DADE CITY, FL 33525

3 Bed2 Bath1,212 sq ft Sqft
34256 BELT DRIVEActive

$639,900

34256 BELT DRIVE

DADE CITY, FL 33523

4 Bed4 Bath2,295 sq ft Sqft
5441 CHESTNUT RIDGE ROADActive

$314,800

5441 CHESTNUT RIDGE ROAD

DADE CITY, FL 33523

3 Bed2 Bath1,701 sq ft Sqft
12649 OAK HOLLOW COURTActive

$900,000

12649 OAK HOLLOW COURT

DADE CITY, FL 33525

3 Bed3 Bath2,901 sq ft Sqft

Looking for the right home?

Barrett Henry can help. 23+ years of experience.

Call (813) 733-7907
12610 HOURGLASS WAYActive

$390,000

12610 HOURGLASS WAY

DADE CITY, FL 33525

4 Bed3 Bath1,988 sq ft Sqft
14108 WILSON STREETActive

$225,000

14108 WILSON STREET

DADE CITY, FL 33525

3 Bed2 Bath924 sq ft Sqft
17833 HYLAND LANEActive

$999,000

17833 HYLAND LANE

DADE CITY, FL 33523

4 Bed3 Bath2,363 sq ft Sqft
11987 FALLOW DOWN DRIVEActive

$365,990

11987 FALLOW DOWN DRIVE

DADE CITY, FL 33525

5 Bed3 Bath2,605 sq ft Sqft
33489 HAMMOCK BEACH WAYActive

$475,000

33489 HAMMOCK BEACH WAY

DADE CITY, FL 33525

4 Bed3 Bath2,289 sq ft Sqft
9249 ORCHARD PARK LANEActive

$394,490

9249 ORCHARD PARK LANE

DADE CITY, FL 33525

4 Bed2 Bath1,850 sq ft Sqft
9058 CITRUS GROVE WAYActive

$284,990

9058 CITRUS GROVE WAY

DADE CITY, FL 33525

3 Bed2 Bath1,330 sq ft Sqft
33577 NOBLE CREEK PLACEActive

$399,990

33577 NOBLE CREEK PLACE

DADE CITY, FL 33525

4 Bed3 Bath2,226 sq ft Sqft

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34799 BLOSSOM FALL PATHActive

$378,990

34799 BLOSSOM FALL PATH

DADE CITY, FL 33525

4 Bed3 Bath2,039 sq ft Sqft
34987 ARBOR RETREAT DRIVEActive

$398,490

34987 ARBOR RETREAT DRIVE

DADE CITY, FL 33525

4 Bed2 Bath1,850 sq ft Sqft
33561 NOBLE CREEK PLACEActive

$394,990

33561 NOBLE CREEK PLACE

DADE CITY, FL 33525

4 Bed3 Bath2,226 sq ft Sqft
33437 TWILIGHT SEA PLACEActive

$444,990

33437 TWILIGHT SEA PLACE

DADE CITY, FL 33525

4 Bed3 Bath2,289 sq ft Sqft
33496 TWILIGHT SEA PLACEActive

$639,990

33496 TWILIGHT SEA PLACE

DADE CITY, FL 33525

3 Bed3 Bath2,529 sq ft Sqft
33882 TWILIGHT SEA PLACEActive

$699,990

33882 TWILIGHT SEA PLACE

DADE CITY, FL 33525

5 Bed4 Bath3,558 sq ft Sqft
13374 OGDEN GLADE ROADActive

$372,850

13374 OGDEN GLADE ROAD

DADE CITY, FL 33525

4 Bed3 Bath2,200 sq ft Sqft
36951 HIDDEN VIEWActive

$554,700

36951 HIDDEN VIEW

DADE CITY, FL 33523

4 Bed2 Bath2,330 sq ft Sqft
36946 HIDDEN VIEWActive

$557,750

36946 HIDDEN VIEW

DADE CITY, FL 33523

4 Bed3 Bath2,265 sq ft Sqft
37041 HIDDEN VIEW CIRCLEActive

$544,900

37041 HIDDEN VIEW CIRCLE

DADE CITY, FL 33523

4 Bed2 Bath2,169 sq ft Sqft
37298 HIDDEN VIEW CIRCLEActive

$552,100

37298 HIDDEN VIEW CIRCLE

DADE CITY, FL 33523

4 Bed2 Bath2,330 sq ft Sqft
37136 HIDDEN VIEWActive

$573,450

37136 HIDDEN VIEW

DADE CITY, FL 33523

4 Bed2 Bath2,557 sq ft Sqft
37266 HIDDEN VIEW CIRCLEActive

$545,650

37266 HIDDEN VIEW CIRCLE

DADE CITY, FL 33523

4 Bed2 Bath2,169 sq ft Sqft
37094 HIDDEN VIEW CIRCLEActive

$545,650

37094 HIDDEN VIEW CIRCLE

DADE CITY, FL 33523

4 Bed2 Bath2,169 sq ft Sqft
13064 KENT BRADLEY STREETActive

$347,830

13064 KENT BRADLEY STREET

DADE CITY, FL 33525

4 Bed2 Bath1,820 sq ft Sqft
13386 OGDEN GLADE ROADActive

$368,750

13386 OGDEN GLADE ROAD

DADE CITY, FL 33525

3 Bed2 Bath1,720 sq ft Sqft
12030 NOBLE CHASE PATHActive

$334,990

12030 NOBLE CHASE PATH

DADE CITY, FL 33525

5 Bed3 Bath2,435 sq ft Sqft
12909 KENT BRADLEY STREETActive

$363,100

12909 KENT BRADLEY STREET

DADE CITY, FL 33525

4 Bed2 Bath1,820 sq ft Sqft
12964 KENT BRADLEY STREETActive

$350,050

12964 KENT BRADLEY STREET

DADE CITY, FL 33525

4 Bed2 Bath1,635 sq ft Sqft
12976 KENT BRADLEY STREETActive

$352,350

12976 KENT BRADLEY STREET

DADE CITY, FL 33525

3 Bed2 Bath1,720 sq ft Sqft
13000 KENT BRADLEY STREETActive

$299,999

13000 KENT BRADLEY STREET

DADE CITY, FL 33525

3 Bed2 Bath1,512 sq ft Sqft
12992 KENT BRADLEY STREETActive

$388,750

12992 KENT BRADLEY STREET

DADE CITY, FL 33525

4 Bed3 Bath2,200 sq ft Sqft
35461 BRICK CHURCH LOOPActive

$269,990

35461 BRICK CHURCH LOOP

DADE CITY, FL 33525

3 Bed2 Bath1,328 sq ft Sqft
12984 KENT BRADLEY STREETActive

$358,200

12984 KENT BRADLEY STREET

DADE CITY, FL 33525

4 Bed2 Bath1,820 sq ft Sqft
12035 FALLOW DOWN DRIVEActive

$299,990

12035 FALLOW DOWN DRIVE

DADE CITY, FL 33525

4 Bed2 Bath1,828 sq ft Sqft
35427 BRICK CHURCH LOOPActive

$324,990

35427 BRICK CHURCH LOOP

DADE CITY, FL 33525

4 Bed3 Bath2,305 sq ft Sqft
36861 HIDDEN VIEW CIRCLEActive

$552,850

36861 HIDDEN VIEW CIRCLE

DADE CITY, FL 33523

4 Bed2 Bath2,330 sq ft Sqft
34115 AMERICANA AVENUEActive

$989,000

34115 AMERICANA AVENUE

DADE CITY, FL 33525

3 Bed3 Bath3,042 sq ft Sqft
12716 TRADITION DRIVEActive

$1,190,000

12716 TRADITION DRIVE

DADE CITY, FL 33525

6 Bed4 Bath4,337 sq ft Sqft
13128 PALMILLA CIRCLEActive

$459,900

13128 PALMILLA CIRCLE

DADE CITY, FL 33525

2 Bed2 Bath1,783 sq ft Sqft
34653 HEAVENLY LANEActive

$785,000

34653 HEAVENLY LANE

DADE CITY, FL 33525

4 Bed3 Bath2,565 sq ft Sqft
37403 CHURCH AVENUEActive

$1,295,000

37403 CHURCH AVENUE

DADE CITY, FL 33525

6 Bed4 Bath5,126 sq ft Sqft
View All 289 Investment Properties in Dade City

Listing information provided by Stellar MLS. IDX information is for personal, non-commercial use only. Data is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.

Barrett Henry, REALTOR® and Broker Associate at REMAX Collective

I've helped dozens of families find investment properties in Dade City. Here's what I tell every client: start with the neighborhoods, understand the pricing trends, and always get a local expert who knows the Pasco County market inside and out. My name is Barrett Henry, and I'm a licensed Broker Associate with REMAX Collective. Call me at (813) 733-7907 and I'll walk you through every option.

Investment Properties in Dade City, Florida

Dade City Investment Properties

Looking to invest in Dade City real estate? Barrett Henry, Broker Associate at REMAX Collective, helps investors identify high-potential properties across Dade City and the Tampa Bay market. With 23+ years of real estate experience, Barrett understands the rental yields, appreciation trends, and neighborhoods that deliver the best returns.

Why Invest in Dade City Real Estate?

Dade City continues to attract real estate investors thanks to strong population growth, a diversified local economy, and favorable rental demand. Whether you are interested in single-family rentals, multifamily properties, or short-term vacation rentals, Dade City offers entry points across multiple price ranges. Florida's tax-friendly environment, with no state income tax, adds another layer of appeal for investors.

Types of Investment Properties in Dade City

Dade City offers several investment strategies. Long-term single-family rentals remain popular with steady cash flow and appreciation potential. Multifamily duplexes and triplexes provide higher rental income per property. Fix-and-flip opportunities exist in older neighborhoods where renovated homes command premium prices. Barrett Henry helps you evaluate each option based on your goals and budget.

Dade City Rental Market Overview

As of early 2026, rental demand in Dade City remains solid. The area benefits from a steady stream of new residents relocating to Tampa Bay, keeping vacancy rates low. Barrett Henry can provide current rental comps and cap rate analysis for any Dade City property you are considering.

Start Building Your Dade City Portfolio

Whether you are a first-time investor or expanding an existing portfolio, Barrett Henry has the market data and local connections to help you succeed. Contact Barrett today to discuss investment opportunities in Dade City. Also explore our real estate investing guide for Tampa Bay.

Barrett Henry is a Dade City investment property specialist and Broker Associate at REMAX Collective. Search Dade City investment properties, rental homes, and income-producing real estate with 23+ years of real estate experience.

Helpful Resources for Dade City Home Buyers

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Selling in Dade City?

Looking for investment properties in Dade City?

Barrett Henry, REALTOR® — 23+ years of real estate experience

Call (813) 733-7907TextContact