524 S HIGHLAND AVENUE, WINTER GARDEN, FL, 34787
Active1 days on marketListed Oct 22, 2026MLS #O6451915
About this home
524 S HIGHLAND AVENUE
**DOWNTOWN WINTER GARDEN UPDATED GEM -- GOLF CART OR WALK TO PLANT STREET** **THREE BEDROOMS + LARGE FLEX SPACE** **UPDATED KITCHEN & FLOORING** **LARGE FULLY FENCED LOT - NEARLY 1/4 ACRE** **NO HOA - LIVE WITHOUT RULES & RESTRICTIONS** Located just blocks from Plant Street, this updated home welcomes you with a charming front porch, beautiful mature trees and an oversized lot...nearly 1/4 acre & fully fenced. Fantastic & flexible floor plan with three bedrooms PLUS additional large flex space…office, den, gym, play room…endless options. Spacious foyer entry with storage and large living room with solid wood floors. Lots of natural light throughout. FULLY UPDATED KITCHEN in 2022...including cabinets, countertop & appliances. UPDATED TILE & HARDWOOD throughout. Large primary suite with vaulted ceiling, hardwood flooring & spacious ensuite bath with walk-in shower. Live the FLORIDA lifestyle outdoors in the large & private backyard with multiple patio areas, both covered & uncovered. Large storage shed. Long driveway for ample parking space. Zoned R-2. FULLY FENCED. NO HOA...live without rules & restrictions! Enjoy the lifestyle of Central Florida's most desirable and growing historic downtown...welcome to the GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. DO NOT MISS your opportunity to own this one-of-a-kind dream home & LOCATION! WELCOME HOME!
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,782
Sqft
0.21 ac
Lot size
1952
Year built
One
Levels
$291
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.
$4,124 /mo · 3.5% down FHA, 30-yr fixed at 7.5%
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
$4,124/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.
Can I afford this home? → See what you can comfortably afford from your income, debts and savings.
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
+5.1%
$/sqft vs Winter Garden actives
$291 vs $259
Days on market
1 vs 60 typical
Where $291/sqft sits among the 400 Winter Garden 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 Winter Garden
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Winter Garden. See the full Winter Garden guide →
WINTER GARDEN 34787 — neighborhood snapshot
Population
93,064
Median age
37.4
Median income
$114,988
Median home value
$475,000
Avg household
3.02
Households w/ children
13,499
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Winter Garden market
$585K → $611K
Winter Garden median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
211 of 400
Winter Garden actives have cut their price
Median sold price, Winter Garden, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 4% above the WINTER GARDEN 34787 median. See the full Winter Garden market guide →
Paper trail
This home's history
Reality check
What actually sold near 524 S HIGHLAND 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 ’26$445,000
516 S HIGHLAND AVENUE · same community
3 bd · 2 ba · 1,716 sqft · $259/sqft · 34 DOM
Sold · Oct ’26$415,000
445 SPRING LEAP CIRCLE
4 bd · 2 ba · 1,695 sqft · $245/sqft · 7 DOM
Sold · Sep ’26$433,000
721 SUNBURST COVE LANE
4 bd · 2 ba · 1,878 sqft · $231/sqft · 23 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
Kemarie Johnson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 524 S HIGHLAND AVENUE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 524 S HIGHLAND AVENUE — before you fall in love.
See it in person
Schedule a tour
Live availability from Kemarie's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
524 S HIGHLAND AVENUE FAQs
What would the monthly payment be for 524 S HIGHLAND AVENUE?+
With 3.5% down on a 30-year FHA loan at 7.5%, the all-in payment lands around $4,124/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 524 S HIGHLAND AVENUE?+
The most recent tax bill on record (2025) was $2,147. 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 Winter Garden?+
At $518,000, this home is listed about 13% below the Winter Garden median of $595,000. The market section on this page shows how the area is trending.
Which schools are assigned to 524 S HIGHLAND AVENUE?+
Summerlake Elementary (elementary), Hamlin Middle (middle), Horizon High School (high) — Orange County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of TARA MOORE REAL ESTATE · Tara Moore. MLS #O6451915.
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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