
300 CYPRESS CREEK CIRCLE, OLDSMAR, FL, 34677
Active54 days on marketListed Jun 1, 2026MLS #TB8513245
About this home
300 CYPRESS CREEK CIRCLE
PRICE REDUCTION! Where else can you find a GREAT POOL HOME in sought-after EAST LAKE WOODLANDS GATED & GUARDED GOLF COURSE COMMUNITY??!! This lovely two-story pool home with 4 bedrooms (plus den & sunroom), 2.5 baths, and an XL 2-car garage sits on a nice corner lot with canal access. Thoughtfully designed for spacious, comfortable living and entertaining, it offers a large primary bedroom upstairs with en suite, huge closets, and a small bonus room. Additional spaces include a downstairs flex or office space, and a relaxing sunroom/family room filled with beautiful, natural light. The main level features generous living spaces including a dining area, family room, and a flexible den/bonus room, and sunroom - all finished with low-maintenance luxury vinyl. Upstairs, the very large bedrooms showcase rosewood hardwood flooring and ample closet storage. The screened porch includes a covered lanai, paver deck, and a pebble-tech swimming pool—perfect for relaxing or hosting guests. Additional conveniences include a large laundry room with washer and dryer included, and a sizeable downstairs storage closet/pantry with built-in shelving. As a resident of East Lake Woodlands, you’ll have access to optional (at tenant’s expense) country club membership with access to championship golf courses, tennis courts, pools, a fitness center, and elegant dining and event facilities. Situated in a prime Oldsmar (Pinellas County) location near top-rated schools, Gulf beaches, airports (TIA & PIE), parks, and shopping & movie theater. This spacious, well-appointed home in a secure golf-course community is an exceptional rental opportunity for those seeking resort-style living. Don’t wait—this is a rare opportunity, as rentals don’t come up very often in this desireable area!
Facts & features
The home at a glance
4
Bedrooms
2.5
Bathrooms
2,730
Sqft
0.26 ac
Lot size
2
Garage
1977
Year built
Two
Levels
$1
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Principal and interest plus estimated taxes and insurance. Run your own numbers below.
$189 /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
$189/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. Estimates only — taxes at 1.1%/yr and typical insurance; 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.
$/sqft vs EAST LAKE WOODLANDS
$1 vs $289
Days on market
54 vs 43 typical
Where $1/sqft sits among the 6 homes for sale in EAST LAKE WOODLANDS
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 East Lake Woodlands
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Oldsmar. See the full Oldsmar guide →
East Lake Woodlands — neighborhood snapshot
Population
7,647
Median age
53
Median income
$107,049
Median home value
$399,307
Avg household
2
Households w/ children
583
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)
2 of 6
EAST LAKE WOODLANDS have cut their price
Median sold price, Oldsmar, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 98% below the OLDSMAR 34677 median. See the full Oldsmar market guide →
Paper trail
This home's history
Reality check
What actually sold near 300 CYPRESS CREEK CIRCLE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Jul ’25$560,000
120 FERNBROOK ROAD · same community
4 bd · 3 ba · 2,764 sqft · $203/sqft · 3 DOM
Sold · Oct ’25$725,000
130 WATER OAK WAY · same community
4 bd · 3 ba · 2,630 sqft · $276/sqft · 222 DOM
Sold · Aug ’25$655,000
170 FOXFIRE LANE · same community
4 bd · 3 ba · 2,838 sqft · $231/sqft · 84 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 300 CYPRESS CREEK CIRCLE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 300 CYPRESS CREEK CIRCLE — 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
300 CYPRESS CREEK CIRCLE FAQs
What would the monthly payment be for 300 CYPRESS CREEK CIRCLE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $189/mo — principal and interest, estimated property taxes 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.
Are pets allowed at 300 CYPRESS CREEK CIRCLE?+
The listing reports pets: Breed Restrictions, Dogs OK, Size Limit, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Oldsmar?+
At $3,980, this home is listed about 99% below the Oldsmar median of $342,450. The market section on this page shows how the area is trending.
Which schools are assigned to 300 CYPRESS CREEK CIRCLE?+
Forest Lakes 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
Four things that matter here
01Under the OLDSMAR 34677 market on paper
$3,980 is 98% below the OLDSMAR 34677 median of $259,900, and at $1/sqft it sits under the Oldsmar average of $246.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Strong assigned schools
Forest Lakes Elementary School, Joseph L. Carwise Middle School, East Lake High School — Forest Lakes Elementary School rates 4 of 5. Always verify assignments with the district.
04The price has already moved
Listed at $4,200, now $3,980 — a $220 cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of FLORIDA EXECUTIVE REALTY · Gina Miles. MLS #TB8513245.
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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