
5034 OLD CHENEY HIGHWAY, ORLANDO, FL, 32807
Active5 days on marketListed Sep 15, 2026MLS #O6436793
About this home
5034 OLD CHENEY HIGHWAY
Exceptional builder and investor opportunity in a desirable location! This property offers a rare combination of an existing single-family residence and functional in-ground pool situated on an oversized lot with multiple potential redevelopment strategies. The existing home is in need of significant renovation and may provide an opportunity for a buyer to reimagine the structure as a potential duplex, subject to zoning and governmental approvals, or pursue a tear-down and explore the potential to divide the lot into two buildable parcels. The functional in-ground pool adds additional value and flexibility for a renovation-minded buyer or could potentially be incorporated into a future development plan, subject to applicable requirements. Whether renovating, redeveloping or starting fresh, this property offers tremendous upside for an experienced investor or builder. Buyer to independently verify zoning, future land use, lot dimensions, subdivision requirements, density, permitted uses, setbacks, utilities and all other development potential with the appropriate governmental authorities. Property is being sold as-is and is offered primarily as a redevelopment opportunity. For buyers seeking a redevelopment opportunity, the property is also being offered separately as a land/development opportunity under MLS #O6437156. Buyer to independently verify all zoning, land-use, development and building potential with the appropriate governmental authorities. This property is zoned for top-rated schools including Baldwin Park Elementary, Glenridge Middle School and Winter Park High School.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,301
Sqft
0.3 ac
Lot size
1952
Year built
One
Levels
$346
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.
$3,294 /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
$3,294/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
+7.9%
$/sqft vs Orlando actives
$346 vs $242
Days on market
5 vs 42 typical
Where $346/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 Orlando
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
ORLANDO 32807 — neighborhood snapshot
Population
34,933
Median age
36.3
Median income
$59,583
Median home value
$247,700
Avg household
2.7
Households w/ children
3,588
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)
209 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 50% above the ORLANDO 32807 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 5034 OLD CHENEY HIGHWAY
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$370,000
66 LAKE SHORE DRIVE · same community
3 bd · 2 ba · 1,254 sqft · $295/sqft · 57 DOM
Sold · May ’26$254,000
12 LAKE SHORE DRIVE · same community
2 bd · 2 ba · 916 sqft · $277/sqft · 46 DOM
Sold · Feb ’26$270,000
42 LAKE SHORE DRIVE · same community
2 bd · 2 ba · 852 sqft · $317/sqft · 66 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
Elizabeth Elliott
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 5034 OLD CHENEY HIGHWAY — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5034 OLD CHENEY HIGHWAY — before you fall in love.
See it in person
Schedule a tour
Live availability from Elizabeth's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
5034 OLD CHENEY HIGHWAY FAQs
What would the monthly payment be for 5034 OLD CHENEY HIGHWAY?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,294/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 5034 OLD CHENEY HIGHWAY?+
The most recent tax bill on record (2025) was $3,431. 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 5034 OLD CHENEY HIGHWAY?+
The listing reports pets: Cats OK, Dogs OK, 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 Orlando?+
At $450,000, this home is listed about 17% above the Orlando median of $385,250. The market section on this page shows how the area is trending.
Which schools are assigned to 5034 OLD CHENEY HIGHWAY?+
Cheney Elementary (elementary), Winter Park High (high), Glenridge Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$450,000 runs 50% above the ORLANDO 32807 median.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 5 days on market in a Orlando market that averages 42 — if it fits, move quickly.
04Strong assigned schools
Cheney Elementary, Winter Park High, Glenridge Middle — Winter Park High rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS WINTER PARK · Amy Turner. MLS #O6436793.
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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