509 HILLSIDE AVENUE, ORLANDO, FL, 32803
Active8 days on marketListed Aug 26, 2026MLS #O6436629
About this home
509 HILLSIDE AVENUE
Virtually Staged. LOCATION & UPGRADES IN THE HEART OF 32803! Welcome home to 509 N Hillside Ave, a beautifully refreshed single-family home offering the ultimate mix of peace of mind, modern updates, and vibrant urban living. Step inside to discover ALL-NEW interior paint throughout and NEW flooring running seamlessly through every room, creating a crisp, bright, and cohesive feel. Major high-ticket improvements are already done for you, including a BRAND-NEW AC system and a NEWER ROOF, giving you complete confidence and comfort from day one. The functional kitchen features warm wood cabinetry, modern countertops, mosaic tile backsplash, and sleek stainless steel appliances. Out back, your private oasis awaits! The expansive yard is FULLY FENCED and flanked by gorgeous, canopying mature oak trees that offer natural shade and quintessential Florida charm. Plus, entertaining or unwinding is made easy with a SPA CONNECTION ready to go in the yard—just bring your hot tub! Unbeatable walkable and bikeable location! Nestled just blocks from the famous Milk District and minutes from Downtown Orlando & Thornton Park, you are steps away from Orlando’s best craft breweries, food trucks, trendy local eateries, coffee shops, live music venues, and Lake Eola Park. Whether you're searching for a turnkey primary residence or a prime investment in one of Orlando’s hottest zip codes, this property delivers on every front. Schedule your showing today!
Facts & features
The home at a glance
4
Bedrooms
2
Bathrooms
1,492
Sqft
0.16 ac
Lot size
1958
Year built
One
Levels
$355
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.
$3,802 /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
$3,802/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
+27.1%
$/sqft vs Orlando actives
$355 vs $251
Days on market
8 vs 42 typical
Where $355/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 Colonialtown South
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
Colonialtown South — neighborhood snapshot
Population
1,329
Median age
41
Median income
$68,504
Median home value
$437,200
Avg household
2
Households w/ children
91%
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)
218 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 13% above the ORLANDO 32803 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 509 HILLSIDE AVENUE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$522,500
2110 MOUNT VERNON STREET · same community
3 bd · 2 ba · 1,323 sqft · $395/sqft · 5 DOM
Sold · Sep ’25$492,000
2900 WESSEX STREET
3 bd · 2 ba · 1,492 sqft · $330/sqft · 13 DOM
Sold · Apr ’26$430,000
615 SPRINGVIEW DRIVE
3 bd · 2 ba · 1,484 sqft · $290/sqft · 24 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
Zack Zonker
President Tampa Division · CENTURY 21 Edge
Tours, negotiation, and every question about 509 HILLSIDE AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 509 HILLSIDE AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Zack's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
509 HILLSIDE AVENUE FAQs
What would the monthly payment be for 509 HILLSIDE AVENUE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,802/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 509 HILLSIDE AVENUE?+
The most recent tax bill on record (2025) was $3,524. 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 Orlando?+
At $529,000, this home is listed about 37% above the Orlando median of $385,250. The market section on this page shows how the area is trending.
Which schools are assigned to 509 HILLSIDE AVENUE?+
Hillcrest Elementary (elementary), Lake Como School (elementary), Edgewater 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 ONE OAK REALTY CORP · Michael Chiorando. MLS #O6436629.
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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