Homes for Sale $300K to $500K in Dade City, FL

This page tracks every Dade City listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

215 homes listed between $300,000 and $500,000 are for sale or pending in Dade City, FL today across 48 communities. The median asking price is $379,990, from $300,000 to $499,990. Listings in Dade City without that feature have a median of $549,900. Most listings right now: Pasadena Ridge (62), Pasadena Woods (34), Summit View (17). Updated October 2, 2026 from the MLS.

Live $300k–$500k homes in Dade City: the listings

171 active listings match today (53% of Dade City inventory), median asking $384,990, $181/sq ft, median 45 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in Dade City

38086 Countryside Place, $300k–$500k for sale in Dade City
$490,000 New
4 bd · 2 ba · 2,248 sq ft · built 2026
38086 Countryside Place, 33525
Countryside Square
Listing courtesy of KING & ASSOCIATES REAL ESTATE LLC
33514 Hammock Beach Way, $300k–$500k for sale in Dade City
$485,100 New
4 bd · 3 ba · 2,289 sq ft · built 2026
33514 Hammock Beach Way, 33525
Pasadena Woods
Listing courtesy of CASA FRESCA REALTY
36097 Welsh Glade Road, $300k–$500k for sale in Dade City
$480,000 New
5 bd · 3.5 ba · 2,705 sq ft · built 2024
36097 Welsh Glade Road, 33525
abbey glen i a-e
Listing courtesy of JPT REALTY LLC
35302 Homebound Gate Drive, $300k–$500k for sale in Dade City
$440,000 New
4 bd · 2.5 ba · 2,045 sq ft · built 2027
35302 Homebound Gate Drive, 33525
Pasadena Ridge
Listing courtesy of D R HORTON REALTY OF TAMPA LLC
12564 Homeland Drive, $300k–$500k for sale in Dade City
$430,450 New
4 bd · 2.5 ba · 2,340 sq ft · built 2026
12564 Homeland Drive, 33525
Hilltop Vistas
Listing courtesy of MERITAGE HOMES OF FL REALTY
34885 Arbor Retreat Drive, $300k–$500k for sale in Dade City
$415,796 New
3 bd · 2.5 ba · 2,081 sq ft · built 2026
34885 Arbor Retreat Drive, 33525
Pasadena Ridge
Listing courtesy of MATTAMY REAL ESTATE SERVICES
9285 Joyful Heights Way, $300k–$500k for sale in Dade City
$404,990 New
4 bd · 2 ba · 1,850 sq ft · built 2026
9285 Joyful Heights Way, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
34594 Scenic Meadow Drive, $300k–$500k for sale in Dade City
$399,990 New
4 bd · 2.5 ba · 2,038 sq ft · built 2026
34594 Scenic Meadow Drive, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
34616 Scenic Meadow Drive, $300k–$500k for sale in Dade City
$389,990 New
4 bd · 2.5 ba · 2,226 sq ft · built 2026
34616 Scenic Meadow Drive, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
34821 Blossom Fall Path, $300k–$500k for sale in Dade City
$386,990 New
3 bd · 2.5 ba · 2,323 sq ft · built 2026
34821 Blossom Fall Path, 33525
Pasadena Ridge
Listing courtesy of MATTAMY REAL ESTATE SERVICES
12580 Homeland Drive, $300k–$500k for sale in Dade City
$380,000 New
4 bd · 3 ba · 1,988 sq ft · built 2026
12580 Homeland Drive, 33525
Hilltop Vistas
Listing courtesy of MERITAGE HOMES OF FL REALTY
34866 Arbor Retreat Drive, $300k–$500k for sale in Dade City
$376,426 New
3 bd · 2.5 ba · 1,787 sq ft · built 2026
34866 Arbor Retreat Drive, 33525
Pasadena Ridge
Listing courtesy of MATTAMY REAL ESTATE SERVICES
35314 Homebound Gate Drive, $300k–$500k for sale in Dade City
$350,000 New
3 bd · 2 ba · 1,560 sq ft · built 2027
35314 Homebound Gate Drive, 33525
Pasadena Ridge
Listing courtesy of D R HORTON REALTY OF TAMPA LLC
9120 Bent Branch, $300k–$500k for sale in Dade City
$349,990 New
4 bd · 3 ba · 1,692 sq ft · built 2026
9120 Bent Branch, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
13756 Whiskey Daisy Drive, $300k–$500k for sale in Dade City
$348,000 New
4 bd · 2.5 ba · 2,238 sq ft · built 2023
13756 Whiskey Daisy Drive, 33525
Suwannee Lakeside
Listing courtesy of LOMBARDO TEAM REAL ESTATE LLC
6081 Knollwood Drive, $300k–$500k for sale in Dade City
$329,900 New
3 bd · 2 ba · 1,701 sq ft · built 2026
6081 Knollwood Drive, 33523
Ridge Manor Knollwood
Listing courtesy of ELITE BROKERS, LLC
9875 Pelican Coast Drive, $300k–$500k for sale in Dade City
$319,990 New
3 bd · 2 ba · 1,720 sq ft · built 2026
9875 Pelican Coast Drive, 33525
Pasadena Woods
Listing courtesy of CASA FRESCA REALTY
14602 Italy Avenue, $300k–$500k for sale in Dade City
$314,990 New
3 bd · 2 ba · 1,536 sq ft · built 2026
14602 Italy Avenue, 33523
Vista Walk
Listing courtesy of ASHTON WOODS FLORIDA REALTY LLC
13726 Whiskey Daisy Drive, $300k–$500k for sale in Dade City
$309,900 New
3 bd · 2 ba · 1,516 sq ft · built 2023
13726 Whiskey Daisy Drive, 33525
Suwannee Lakeside
Listing courtesy of CJELLIS & COMPANY INC
21015 Market Street, $300k–$500k for sale in Dade City
$300,000 New
3 bd · 2 ba · 1,200 sq ft · built 2020
21015 Market Street, 33523
Lacoochee Weems
Listing courtesy of SRQ INTERNATIONAL REALTY LLC
33495 Hammock Beach Way, $300k–$500k for sale in Dade City
$474,990 New
4 bd · 3 ba · 2,289 sq ft · built 2026
33495 Hammock Beach Way, 33525
Pasadena Woods
Listing courtesy of CASA FRESCA REALTY
34642 Silent Pine Run, $300k–$500k for sale in Dade City
$419,990 New
5 bd · 3 ba · 2,470 sq ft · built 2026
34642 Silent Pine Run, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
9068 Belleview Forest Pass, $300k–$500k for sale in Dade City
$414,990 New
5 bd · 3 ba · 2,470 sq ft · built 2026
9068 Belleview Forest Pass, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
34650 Silent Pine Run, $300k–$500k for sale in Dade City
$399,990 New
4 bd · 2.5 ba · 2,226 sq ft · built 2026
34650 Silent Pine Run, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
9076 Belleview Forest Pass, $300k–$500k for sale in Dade City
$394,990 New
4 bd · 2.5 ba · 2,226 sq ft · built 2026
9076 Belleview Forest Pass, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
9132 Bent Branch, $300k–$500k for sale in Dade City
$354,990 New
4 bd · 2.5 ba · 1,975 sq ft · built 2026
9132 Bent Branch, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
9143 Belleview Forest Pass, $300k–$500k for sale in Dade City
$354,990 New
4 bd · 2.5 ba · 1,975 sq ft · built 2026
9143 Belleview Forest Pass, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
9182 Bent Branch, $300k–$500k for sale in Dade City
$349,990 New
4 bd · 2.5 ba · 1,975 sq ft · built 2026
9182 Bent Branch, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
35094 Arbor Retreat Drive, $300k–$500k for sale in Dade City
$474,990 New
5 bd · 3 ba · 2,892 sq ft · built 2026
35094 Arbor Retreat Drive, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY
35045 Arbor Retreat Drive, $300k–$500k for sale in Dade City
$456,990 New
4 bd · 3 ba · 2,292 sq ft · built 2026
35045 Arbor Retreat Drive, 33525
Pasadena Ridge
Listing courtesy of CASA FRESCA REALTY

The most expensive $300k–$500k homes in Dade City

ListingAskingSq ftCommunity
35033 Arbor Retreat Drive$499,9903,184Pasadena Ridge
34733 Flower Patch Drive$499,9792,322Pasadena Ridge
38327 Hamrich Drive$499,9002,460Zephyrhills Colony Co
34890 Flower Patch Drive$499,1082,516Pasadena Ridge
9706 Us Highway 301$499,0002,896—
9272 Joyful Heights Way$494,9903,184Pasadena Ridge
33554 Hammock Beach Way$493,8402,289Pasadena Woods
38086 Countryside Place$490,0002,248Countryside Square
33514 Hammock Beach Way$485,1002,289Pasadena Woods
12442 Forest Highlands Drive$480,0002,218Lake Jovita Golf & Country Club

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K171100%

Dade City homes $300K–$500K by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityHomes $300K–$500KNew buildMedian listFrom
Pasadena Ridge6262$392,490$309,990
Pasadena Woods3434$390,990$314,990
Summit View1716$355,000$304,990
Hilltop Vistas108$406,210$359,000
Tuscan Hills88$419,589$362,990
Highland Trails88$347,495$300,000
Suwannee Lakeside Ph 2 & 360$348,500$309,900
Abbey Glen54$358,200$333,900
Vista Walk44$316,115$304,990
Orange Valley30$399,990$397,000
Zephyrhills Colony Co20$454,450$409,000
Lake Jovita Golf & Country Clu20$424,500$409,000
Abbey Glen Ph Two21$416,000$352,000
Sunburst Hills Sub20$404,950$399,900
Hilltop Point Rep20$377,450$375,000
Heritage Hills20$371,500$315,000
Clinton Corner20$348,000$331,000
Summit View Ph 2B20$334,950$309,900
Suwannee Lakeside Ph 120$324,995$319,990
Ridge Manor Knollwood22$319,945$309,990
Countryside Square11$490,000$490,000
Lake Jovita Golf & Country Club Ph 0110$480,000$480,000
Ridge Manor Leisure Home11$478,188$478,188
Lake Pasadena Heights10$464,950$464,950
Lake Jovita Golf & Country Club Ph 02A10$458,900$458,900
Country Manor10$449,900$449,900
Teri Court Subdivision11$439,000$439,000
Sky Line10$434,900$434,900
Lake Jovita Golf & Country Club10$419,990$419,990
Pasadena10$409,000$409,000
Charles H Robinsons Add10$399,900$399,900
Congress Park10$389,900$389,900
Lynan Estates10$379,500$379,500
Countryside Sub11$378,000$378,000
Hidden Park Sub10$369,000$369,000
Mills Estates10$359,000$359,000
Abbey Glen Phase Two11$357,850$357,850
Abbey Glen I A-E10$349,900$349,900
Zephyrhills Colony Company Lands10$332,000$332,000
Whispering Oaks Estates10$330,000$330,000
Hampton Court Unrec10$330,000$330,000
Elba Heights10$329,900$329,900
Hallmans Sub10$329,500$329,500
Macon10$325,000$325,000
Clinton Ave Heights10$325,000$325,000
Centennial Estates10$319,000$319,000
Whisp Oaks Estate Ph 6-A11$309,000$309,000
Lacoochee Weems Add10$300,000$300,000

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Dade City?
As of October 2, 2026, 215 Dade City, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 48 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Dade City?
The median asking price today is $379,990, with listings from $300,000 to $499,990. Dade City listings without that feature have a median of $549,900.
Which Dade City community has the most homes $300K–$500K for sale?
Pasadena Ridge has the most right now (62), followed by Pasadena Woods (34), Summit View (17), Hilltop Vistas (10).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Dade City

Homes $300K–$500K in nearby Pasco County cities

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Dade City, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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