
15629 EASTBOURN DRIVE, ODESSA, FL, 33556
Active40 days on marketListed Jun 25, 2026MLS #TB8522872
About this home
15629 EASTBOURN DRIVE
Welcome to 15629 Eastbourne Dr ! A versatile 6-bedroom, 3-bathroom home with a spacious 2,884 sq ft footprint that has a full sized bedroom and full bathroom on the first floor away from the rest of the living quarters for in-laws and guests. This property is nestled in the highly desirable gated community of The Eagles. As soon as you walk into the home you can feel the love and coziness this home has to show for. Located within the sought-after sub-community of Windsor Park at The Eagles, this home provides a quiet, established neighborhood setting surrounded by mature landscaping, scenic conservation areas, and the signature natural beauty that defines The Eagles. Residents enjoy access to two championship golf courses, tennis courts, basketball courts, lush landscape, lakes, and preserved green space, creating a peaceful, resort-style atmosphere rarely found in the Tampa Bay area. The community also features walking trails, playgrounds, and a clubhouse, all within a secure gated environment. Inside the home, the 6-bedroom layout provides exceptional flexibility for large households, guests, home offices, or multi-generational living. Multiple living and dining areas provide comfortable spaces for both everyday living and entertaining. The kitchen anchors the main level with ample cabinetry, counter space, and an easy flow into the main gathering areas and out to the back with a pool with a screened in lanai. The location itself is another standout feature; just minutes from the Veterans Expressway, you’ll enjoy quick access to Tampa, Tampa International Airport, Citrus Park Mall, and nearby shopping and dining. Highly rated schools, local parks, and everyday conveniences are all close by, making this an ideal balance of privacy and easy accessibility. This is a rare opportunity to own a spacious home in one of the area’s most established communities, combining size, location, and lifestyle in one exceptional package.
Facts & features
The home at a glance
6
Bedrooms
3
Bathrooms
2,884
Sqft
0.19 ac
Lot size
2
Garage
1997
Year built
Two
Levels
$260
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.
$4,933 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$4,933/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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.
$/sqft vs Odessa actives
$260 vs $269
Days on market
40 vs 46 typical
Where $260/sqft sits among the 201 Odessa 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.
The investor lens
Two ways this home pays
This home sits inside Windsor Park, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental · projected
$68,346/yr gross
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$3,550/mo median
Live Odessa rental listing data — this home’s rate depends on size, condition and furnishing.
The Odessa short-term market
▼ Softening40%
Occupancy
▼ 40% yr/yr
$206
Avg nightly rate
▼ 8% yr/yr
$18K/yr
Revenue per listing
$85
RevPAR
48 days
Booking lead time
5.2 nights
Avg stay
4
Typical min nights
48
Active rentals
Seasonality — monthly occupancy
Peaks at 60% in Mar · bottoms at 26% in Jun
Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Odessa — the projection above is specific to this home’s size.
Where it sits
Inside Windsor Park
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Windsor Park is a short-term-rental community. See the full guide →
ODESSA 33556 — neighborhood snapshot
Population
34,045
Median age
40.9
Median income
$151,034
Median home value
$589,700
Avg household
2.93
Households w/ children
4,581
For the school run
Hillsborough County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Odessa market
$725K → $675K
Odessa median sold, yr/yr
97.2%
Sale-to-list ratio (12 mo)
113 of 201
Odessa actives have cut their price
Median sold price, Odessa, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 12% above the ODESSA 33556 median. See the full Odessa market guide →
Paper trail
This home's history
Reality check
What actually sold near 15629 EASTBOURN DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$765,000
15624 EASTBOURN DRIVE · same community
5 bd · 3 ba · 3,262 sqft · $235/sqft · 152 DOM
Sold · Jun ’26$875,000
15509 EASTBOURN DRIVE · same community
4 bd · 2.5 ba · 3,694 sqft · $237/sqft · 19 DOM
Sold · Oct ’25$900,000
14809 TUDOR CHASE DRIVE
5 bd · 3 ba · 2,828 sqft · $318/sqft · 165 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 15629 EASTBOURN DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 15629 EASTBOURN 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
15629 EASTBOURN DRIVE FAQs
What would the monthly payment be for 15629 EASTBOURN DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,933/mo — principal and interest, the actual property-tax bill, the $50/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 15629 EASTBOURN DRIVE?+
The association fee works out to $50 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 15629 EASTBOURN DRIVE?+
The most recent tax bill on record (2025) was $4,742. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 15629 EASTBOURN DRIVE be rented short-term?+
Yes — this home sits inside Windsor Park, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 15629 EASTBOURN DRIVE?+
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 Odessa?+
At $750,000, this home is listed about 7% above the Odessa median of $700,000. The market section on this page shows how the area is trending.
Which schools are assigned to 15629 EASTBOURN DRIVE?+
Steinbrenner High School (high), Martinez Middle School (middle), Hammond Elementary School (elementary), Patricia Sullivan Metropolitan Ministries Partnership School (elementary) — Hillsborough County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$750,000 runs 12% above the ODESSA 33556 median.
02Zoned for nightly rentals
Windsor Park is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04Strong assigned schools
Steinbrenner High School, Martinez Middle School, Hammond Elementary School, Patricia Sullivan Metropolitan Ministries Partnership School — Steinbrenner High School rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $769,000, now $750,000 — a $19K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of CAPSTAR REAL ESTATE LLC · Jacob Schmidt LLC. MLS #TB8522872.
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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