404 PRINCESS STREET, CLEARWATER, FL, 33755
Active1 days on marketListed Nov 6, 2026MLS #TB8565264
Come see it
Upcoming open house
Sun, Nov 8
11:00 AM – 4:00 PM
About this home
404 PRINCESS STREET
Gorgeous Key West Style bungalow in the heart of Clearwater Florida, this 1940 historic beauty has been lovingly updated for modern living yet has all the original floors and windows and charming character they just don't build anymore ,,,,,, newer roof 2014, A/C installed 2022 with warranty remaining,,, additional bonus space not recorded on county records brings the square footage to approximately 1260 ,,, this 3 bedroom 2 full bath property is less than a block from the open gulf waters, with views at the end of the street as you walk out your front door, location! location! location! as you are a short golf cart ride or walk to downtown Dunedin with it's amazing food ,shopping and entertainment ,,,, the lot has been professionally landscaped and transformed into your own private oasis with a covered gazebo and an outdoor shower surrounded by nature with plenty of room for a pool to complete the Florida living dream,,,,, this home is being offered fully furnished and turn key ready as a winter vacation home or would make an excellent short term rental with all its charm and proximity to world class beaches , call to schedule your private showing of this stunning home ,,, it won't last long
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,106
Sqft
0.14 ac
Lot size
1
Garage
1940
Year built
One
Levels
$451
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$4,211 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$4,211/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
vs edgeAI estimate
+65.2%
Days on market
1 vs 55 typical
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Clearwater
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Clearwater. See the full Clearwater guide →
CLEARWATER 33755 — neighborhood snapshot
Population
27,476
Median age
40.8
Median income
$62,886
Median home value
$328,700
Avg household
2.47
Households w/ children
2,864
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Clearwater market
$330K → $275K
Clearwater median sold, yr/yr
95.9%
Sale-to-list ratio (12 mo)
Median sold price, Clearwater, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 43% above the CLEARWATER 33755 median. See the full Clearwater market guide →
Paper trail
This home's history
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
Emanuel Marin Maldonado
Real estate agent · CENTURY 21 Edge
Tours, negotiation, and every question about 404 PRINCESS STREET — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 404 PRINCESS STREET — before you fall in love.
See it in person
Schedule a tour
Live availability from Emanuel's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
404 PRINCESS STREET FAQs
What would the monthly payment be for 404 PRINCESS STREET?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $4,211/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
What are the property taxes on 404 PRINCESS STREET?+
The most recent tax bill on record (2025) was $4,857. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Clearwater?+
At $499,000, this home is listed about 66% above the Clearwater median of $299,737. The market section on this page shows how the area is trending.
Which schools are assigned to 404 PRINCESS STREET?+
Sandy Lane Elementary School (elementary), Dunedin Highland Middle School (middle), Dunedin High School (high) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$499,000 runs 43% above the CLEARWATER 33755 median.
02Move-in furnished
The furniture conveys — a genuine head start for a second home or rental, and one less five-figure line item after closing.
03Fresh on the market
Only 1 day on market in a Clearwater market that averages 55 — if it fits, move quickly.
04Strong assigned schools
Sandy Lane Elementary School, Dunedin Highland Middle School, Dunedin High School — Dunedin Highland Middle School rates 4 of 5. Always verify assignments with the district.
Listing courtesy of FUTURE HOME REALTY INC · Sherry Feijoo. MLS #TB8565264.
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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