50 CADDY ROAD, ROTONDA WEST, FL, 33947
Active25 days on marketListed Jun 29, 2026MLS #TB8515273
About this home
50 CADDY ROAD
Short Sale. Welcome to 50 Caddy Road in the desirable Oakland Hills section of Rotonda West! This beautifully maintained 3-bedroom, 2-bath pool home offers the perfect blend of comfort, style, and Florida living. Situated on the golf course with tranquil water views, the property features an expansive screened lanai, heated saltwater pool and spa, and a spacious split-bedroom floor plan designed for both relaxation and entertaining. The updated kitchen boasts stainless steel appliances, an island, and ample cabinetry, while multiple sliding glass doors seamlessly connect indoor and outdoor living spaces. A circular driveway, oversized side-entry garage, and mature landscaping enhance the home's curb appeal. Located near championship golf courses, beaches, boating, fishing, dining, and shopping, this home offers an exceptional opportunity to enjoy the Southwest Florida lifestyle.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,687
Sqft
0.22 ac
Lot size
2
Garage
1973
Year built
One
Levels
$178
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 and the real association fee — not generic estimates.
$2,538 /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
$2,538/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
−3.8%
$/sqft vs ROTONDA WEST OAKLAND HILLS
$178 vs $200
Days on market
25 vs 53 typical
Where $178/sqft sits among the 28 homes for sale in ROTONDA WEST OAKLAND HILLS
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 Rotonda Wheel
Get to know Rotonda West. See the full Rotonda West guide →
Rotonda Wheel — neighborhood snapshot
Population
8,029
Median age
65
Median income
$71,441
Median home value
$351,013
Avg household
2
Households w/ children
283
For the school run
Charlotte County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Rotonda West market
$382K → $376K
Rotonda West median sold, yr/yr
96.4%
Sale-to-list ratio (12 mo)
18 of 28
ROTONDA WEST OAKLAND HILLS have cut their price
Median sold price, Rotonda West, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 506% above the ROTONDA WEST 33947 median. See the full Rotonda West market guide →
Paper trail
This home's history
Reality check
What actually sold near 50 CADDY ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$175,000
10 GOLFVIEW ROAD · same community
3 bd · 2 ba · 1,694 sqft · $103/sqft · 35 DOM
Sold · Feb ’26$275,000
4 OAKLAND HILLS COURT · same community
3 bd · 2 ba · 1,701 sqft · $162/sqft · 296 DOM
Sold · Apr ’26$175,000
124 BOUNDARY BOULEVARD · same community
4 bd · 2 ba · 1,708 sqft · $102/sqft · 35 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 50 CADDY ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 50 CADDY ROAD — 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
50 CADDY ROAD FAQs
What would the monthly payment be for 50 CADDY ROAD?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,538/mo — principal and interest, the actual property-tax bill, the $16/mo association fee 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.
How much are the HOA fees at 50 CADDY ROAD?+
The association fee works out to $16 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 50 CADDY ROAD?+
The most recent tax bill on record (2025) was $5,561. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 50 CADDY ROAD?+
The listing reports pets: 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 Rotonda West?+
At $300,000, this home is listed about 25% below the Rotonda West median of $400,000. The market section on this page shows how the area is trending.
Which schools are assigned to 50 CADDY ROAD?+
L. A. Ainger Middle School (middle), Myakka River Elementary School (elementary), Lemon Bay High School (high) — Charlotte 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
$300,000 runs 506% above the ROTONDA WEST 33947 median.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03The price has already moved
Listed at $315,000, now $300,000 — a $15K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of REALTY COOPERATIVE · Tony Giglio. MLS #TB8515273.
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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