2264 WINCHESTER DRIVE, DUNEDIN, FL, 34698
Active38 days on marketListed Aug 14, 2026MLS #O6433630
About this home
2264 WINCHESTER DRIVE
Welcome to this beautifully renovated, move-in-ready home in desirable Dunedin! This property has been thoughtfully updated throughout, featuring brand-new flooring, a fully renovated kitchen, beautifully updated bathrooms, new A/C units, a new roof, and new water heater. The fresh, modern finishes create a bright and inviting atmosphere, making this home truly ready for its new owners. Conveniently located near shopping, dining, entertainment in Dunedin. A fantastic opportunity to own a fully updated home in a great location!
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
1,424
Sqft
0.14 ac
Lot size
1974
Year built
One
Levels
$348
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.
$3,665 /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
$3,665/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
+29.3%
$/sqft vs Dunedin actives
$348 vs $306
Days on market
38 vs 53 typical
Where $348/sqft sits among the 237 Dunedin actives
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 → $443K
Dunedin median sold, yr/yr
95.6%
Sale-to-list ratio (12 mo)
134 of 237
Dunedin actives have cut their price
Median sold price, Dunedin, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 40% above the DUNEDIN 34698 median. See the full Dunedin market guide →
Paper trail
This home's history
Reality check
What actually sold near 2264 WINCHESTER DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$412,000
2259 LEMON COURT · same community
3 bd · 2 ba · 1,210 sqft · $340/sqft · 2 DOM
Sold · Apr ’26$365,000
3115 WINCHESTER DRIVE · same community
3 bd · 2 ba · 1,167 sqft · $313/sqft · 43 DOM
Sold · Aug ’26$445,200
1771 RANCHWOOD DRIVE S
3 bd · 2 ba · 1,415 sqft · $315/sqft · 39 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
Julian Rivera
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 2264 WINCHESTER DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2264 WINCHESTER DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Julian's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2264 WINCHESTER DRIVE FAQs
What would the monthly payment be for 2264 WINCHESTER DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,665/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 2264 WINCHESTER DRIVE?+
The most recent tax bill on record (2025) was $4,461. 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 $495,000, this home is listed about 24% above the Dunedin median of $400,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2264 WINCHESTER DRIVE?+
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
$495,000 runs 40% above the DUNEDIN 34698 median — but at 1,424 sqft it's also 18% larger than the typical Dunedin listing.
02Strong 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.
03The price has already moved
Listed at $500,000, now $495,000 — a $5K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of ATLIS REALTY GROUP LLC · Andrea Hernandez. MLS #O6433630.
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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