1559 BAYSHORE BOULEVARD, DUNEDIN, FL, 34698
Active6 days on marketListed Oct 6, 2026MLS #TB8555335
About this home
1559 BAYSHORE BOULEVARD
Welcome to 1559 Bayshore Boulevard, where an incredible location, an oversized double lot, and endless possibilities come together in one of Dunedin’s most desirable areas! Situated on approximately 1/3 of an acre, this unique property offers an exceptional amount of outdoor space while placing you just steps from some of the best that Dunedin has to offer. Enjoy the ultimate Florida lifestyle with Sunset Park and the Pinellas Trail just moments away, while vibrant Downtown Dunedin and beautiful Honeymoon Island are both just a short distance from home. Whether you love biking the trail, catching a waterfront sunset, spending the day at the beach, or heading downtown for restaurants, breweries, shopping, festivals, and entertainment, this location puts it all within easy reach. The home features 2 bedrooms and 2 bathrooms with spacious living areas and a comfortable, functional layout. Outside is where this property really stands apart. The expansive double lot provides an incredible amount of room to enjoy today while offering exciting possibilities for the future. The fully fenced yard creates a private outdoor setting with plenty of space for entertaining, pets, gardening, or creating your own backyard oasis. Sports enthusiasts will love the half-court basketball court, which can also function as a full-size pickleball court, making the backyard perfect for recreation and entertaining. A one-car garage provides additional parking and storage. Properties offering this much land in such a sought-after Dunedin location are increasingly hard to find. Whether you’re looking for a charming home with an oversized yard, space to personalize and expand, or simply an incredible piece of property close to the water, trail, parks, beaches, and Downtown Dunedin, 1559 Bayshore Boulevard is packed with potential and ready for its next chapter!
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,573
Sqft
0.31 ac
Lot size
1944
Year built
One
Levels
$280
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.
$3,450 /mo · 3.5% down FHA, 30-yr fixed at 6%
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
$3,450/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.
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
+4.8%
$/sqft vs DUNEDIN ISLES 1
$280 vs $423
Days on market
6 vs 71 typical
Where $280/sqft sits among the 12 homes for sale in DUNEDIN ISLES 1
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 Dunedin
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Dunedin. See the full Dunedin guide →
DUNEDIN 34698 — neighborhood snapshot
Population
37,817
Median age
58.1
Median income
$67,323
Median home value
$335,800
Avg household
2.04
Households w/ children
2,412
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Dunedin market
$455K → $440K
Dunedin median sold, yr/yr
95.6%
Sale-to-list ratio (12 mo)
5 of 12
DUNEDIN ISLES 1 have cut their price
Median sold price, Dunedin, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 27% above the DUNEDIN 34698 median. See the full Dunedin market guide →
Paper trail
This home's history
Reality check
What actually sold near 1559 BAYSHORE BOULEVARD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’26$465,000
1438 SANTA ANNA DRIVE · same community
3 bd · 2 ba · 1,536 sqft · $303/sqft · 71 DOM
Sold · Aug ’26$560,000
1840 DOUGLAS AVENUE · same community
3 bd · 2 ba · 1,504 sqft · $372/sqft · 134 DOM
Sold · Feb ’26$500,000
1787 SANTA BARBARA DRIVE · same community
3 bd · 2 ba · 1,485 sqft · $337/sqft · 52 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
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
Kathy Miller
real estate agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1559 BAYSHORE BOULEVARD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1559 BAYSHORE BOULEVARD — before you fall in love.
See it in person
Schedule a tour
Live availability from Kathy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1559 BAYSHORE BOULEVARD FAQs
What would the monthly payment be for 1559 BAYSHORE BOULEVARD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,450/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 1559 BAYSHORE BOULEVARD?+
The most recent tax bill on record (2025) was $6,070. 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 Dunedin?+
At $439,900, this home is listed about 10% above the Dunedin median of $399,000. The market section on this page shows how the area is trending.
Which schools are assigned to 1559 BAYSHORE BOULEVARD?+
Dunedin Highland Middle School (middle), San Jose Elementary School (elementary), Dunedin High School (high) — Pinellas County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$439,900 runs 27% above the DUNEDIN 34698 median — but at 1,573 sqft it's also 27% larger than the typical Dunedin listing.
02Fresh on the market
Only 6 days on market in a Dunedin market that averages 71 — if it fits, move quickly.
03Strong assigned schools
Dunedin Highland Middle School, San Jose Elementary School, Dunedin High School — Dunedin Highland Middle School rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KATIE DUCHARME REALTY, LLC · Katie Ducharme Procissi. MLS #TB8555335.
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.
Never miss a listing
New Dunedin homes, in your inbox
Like 1559 BAYSHORE BOULEVARD but not quite? A daily digest of every new listing in Dunedin — straight from the MLS, hours after it goes live. Unsubscribe anytime.
Just watching this one home? Ask Kathy to ping you on any price or status change →