
5298 YAUPON STREET, ORLANDO, FL, 32811
Pending50 days on marketListed Jun 26, 2026MLS #O6420299
About this home
5298 YAUPON STREET
Welcome home to this delightful 3-bedroom, 2-bathroom residence perfectly situated on a highly desirable corner lot in the absolute heart of Orlando. Offering the ultimate blend of prime location, character, and exceptional value, this property is a rare find at a great price for the area. Step inside to discover a spacious bright layout with soaring ceilings packed with potential! While the home needs a little cosmetic TLC to make it truly your own, it provides the perfect blank canvas to customize finishes, add personal touches, and build instant equity. Plus, the expensive structural upgrades are already done for you: peace of mind comes built-in with a newer roof (2018) and a newer HVAC system (2020), ensuring great energy efficiency and saving you from major immediate expenses. Master bathroom also has recently been remodeled with a modern flare! The true crown jewel of this property is the expansive, lush corner backyard. This space offers limitless space for weekend barbecues, gardening, pets, or even a future pool design. Living in the heart of the city means you are just minutes away from Orlando’s best dining, shopping, major highways, and ONLY 30 +/- min to the attractions! This adorable home is a must-see. Opportunities in this price point do not last long!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,048
Sqft
0.16 ac
Lot size
2
Garage
1997
Year built
One
Levels
$253
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.
$2,104 /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
$2,104/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
−4.5%
$/sqft vs Orlando actives
$253 vs $238
Days on market
50 vs 42 typical
Where $253/sqft sits among the 400 Orlando 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 Timberleaf
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
Timberleaf — neighborhood snapshot
Population
2,632
Median age
29
Median home value
$302,000
Avg household
3
Households w/ children
347
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $395K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
153 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 66% above the ORLANDO 32811 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 5298 YAUPON STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$315,000
618 GRANDIFLORA DRIVE · same community
4 bd · 2 ba · 1,396 sqft · $226/sqft · 9 DOM
Sold · Mar ’26$230,000
4267 KIRKLAND BOULEVARD
3 bd · 1 ba · 1,035 sqft · $222/sqft · 148 DOM
Sold · Apr ’26$259,000
1902 PATTERSON AVENUE
3 bd · 1 ba · 1,068 sqft · $243/sqft · 7 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
Gavin Hatcher
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5298 YAUPON STREET — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5298 YAUPON STREET — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Gavin's phone and CRM.
Straight answers
5298 YAUPON STREET FAQs
What would the monthly payment be for 5298 YAUPON STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,104/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 5298 YAUPON STREET?+
The most recent tax bill on record (2025) was $3,211. 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 5298 YAUPON STREET?+
The listing reports pets: Breed Restrictions, Cats OK, Dogs OK. 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 Orlando?+
At $264,900, this home is listed about 31% below the Orlando median of $385,750. The market section on this page shows how the area is trending.
Which schools are assigned to 5298 YAUPON STREET?+
Orlo Vista Elementary (elementary), Carver Middle (middle), Jones High (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of FLORIDA HOME TEAM REALTY LLC · Laura Toppin. MLS #O6420299.
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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