
442 EVERGREEN DRIVE, OLDSMAR, FL, 34677
Active37 days on marketListed Jun 16, 2026MLS #TB8517079
About this home
442 EVERGREEN DRIVE
Welcome to 442 Evergreen Drive, nestled in one of Oldsmar's most desirable neighborhoods! This beautifully updated 4-bedroom, 2-bath residence offers the perfect blend of comfort, style, and Florida living. Filled with abundant natural light, the thoughtfully designed floor plan creates an inviting atmosphere ideal for both everyday living and effortless entertaining. Step outside to your private backyard retreat featuring a spacious screened-in porch—the perfect place to enjoy your morning coffee, host family and friends, or simply relax while taking in Florida's beautiful weather. Freshly painted inside and out, this move-in-ready home reflects pride of ownership from the moment you arrive. Enjoy added peace of mind with numerous updates, including a Roof (2020), HVAC System (2021), Kitchen (2024), New Flooring (2024), Remodeled Primary Bathroom, Impact Windows & Doors (2023), and energy-efficient solar panels that help reduce utility costs. Located in Flood Zone X, flood insurance is currently not required, offering even greater value and peace of mind. The oversized backyard provides plenty of room to add a pool, outdoor kitchen, or create your own tropical oasis, while the spacious garage offers excellent storage and functionality. Conveniently located near beautiful parks, shopping, dining, entertainment, and the stunning Gulf beaches, this exceptional home offers the very best of the Florida lifestyle. Whether you're searching for your first home, a place to grow, or your next chapter, 442 Evergreen Drive is a rare opportunity to own a beautifully maintained, move-in-ready home in a prime Oldsmar location.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,190
Sqft
0.13 ac
Lot size
2
Garage
1979
Year built
One
Levels
$296
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.
$2,840 /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
$2,840/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
+5.8%
Days on market
37 vs 43 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 Oldsmar
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Oldsmar. See the full Oldsmar guide →
OLDSMAR 34677 — neighborhood snapshot
Population
22,337
Median age
47.3
Median income
$85,389
Median home value
$352,200
Avg household
2.49
Households w/ children
2,157
For the school run
Pinellas County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Oldsmar market
$360K → $355K
Oldsmar median sold, yr/yr
96.3%
Sale-to-list ratio (12 mo)
Median sold price, Oldsmar, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 36% above the OLDSMAR 34677 median. See the full Oldsmar 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 442 EVERGREEN DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 442 EVERGREEN DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
442 EVERGREEN DRIVE FAQs
What would the monthly payment be for 442 EVERGREEN DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,840/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 442 EVERGREEN DRIVE?+
The most recent tax bill on record (2025) was $5,386. 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 Oldsmar?+
At $352,500, this home is listed about 3% above the Oldsmar median of $342,450. The market section on this page shows how the area is trending.
Which schools are assigned to 442 EVERGREEN DRIVE?+
Oldsmar Elementary School (elementary), Joseph L. Carwise Middle School (middle), East Lake 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
$352,500 runs 36% above the OLDSMAR 34677 median.
02Strong assigned schools
Oldsmar Elementary School, Joseph L. Carwise Middle School, East Lake High School — Oldsmar Elementary School rates 4 of 5. Always verify assignments with the district.
03The price has already moved
Listed at $355,000, now $352,500 — a $3K cut. The full history is in the market section below.
Listing courtesy of EXP REALTY LLC · Sheri Boesch. MLS #TB8517079.
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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