Winter Park Downsizing Real Estate Agent
Yousef Zeidan is a licensed real estate agent and REALTOR® who helps long-time Winter Park homeowners downsize. He plans the sale of your home, your Save Our Homes tax portability and your next purchase together, so you move once.
Yousef Zeidan · RE/MAX Prime Properties · Winter Garden, FL
★★★★★ 5.0 from 54 Google reviews · RE/MAX Prime Properties (License SL3520428) · 10+ years of UN negotiation experience
What's Included
Our home downsizing services in Winter Park cover the sale of your current home, the tax math, the move and the purchase of your next one.
- Home value and net proceeds: what your Winter Park home could sell for and what you'd keep after costs.
- Tax planning: how much of your Save Our Homes savings could move with you.
- Selling the family home: pricing, preparation and marketing, including which repairs are worth making.
- Finding your next home: townhomes, condos, villas and single-story homes, with HOA, tax and insurance costs compared.
- Estate sale and move coordination: estate sale companies and senior move managers scheduled around your closing.
- Coordinated closings: options like a post-closing leaseback so you can avoid moving twice.
Where Winter Park Downsizers Often Move
- Townhomes near Park Avenue: walkable, lower-maintenance living without shared high-rise structural costs.
- Mid-rise condos: single-level living with elevators. Ask for the latest structural reserve study, milestone inspection and budget before you offer.
- Single-story homes in the 32792 area: simpler floor plans, often at a lower price point than the historic core.
- Outside Winter Park: gated villas in Dr. Phillips or 55+ communities if you're open to moving.
Winter Park Property Taxes When You Downsize
Homes inside the City of Winter Park carry total 2026 rates of about 14.00 to 15.24 mills, while lower-rate parts of unincorporated Orange County start near 16.0 mills (Orange County Property Appraiser 2026 Proposed Millage Rates). A Winter Park mailing address doesn't always mean city limits, so check your tax district before comparing homes.
Save Our Homes portability can reduce the assessed value of your next Florida homestead by up to $500,000. Moving to a lower-priced home transfers the same percentage of your savings, not the full dollar amount. For example, $500,000 of savings on a $2.4 million home becomes about $250,000 on a $1.2 million home. Read our Winter Park downsizing guide and Amendment 3 update.
How It Works
- Talk through your goals: what you want to keep, change and spend, and your timeline.
- Run the numbers: net proceeds, portability and your next-home budget.
- Prepare and list: declutter, make the repairs that matter and go to market.
- Find your next home: tour the areas and home types that fit.
- Close and move: coordinate both closings, then file your homestead and portability forms.
What Clients Say
"He worked magic in a simultaneous closing of three properties… it included great counseling on downsizing." — Hazel Hughes, verified seller
Looking across Central Florida? See our Orlando downsizing real estate agent page.
Frequently Asked Questions About Downsizing in Winter Park
Can I keep my property tax savings if I downsize in Winter Park?
Often, yes. Save Our Homes portability can move up to $500,000 of savings to your next Florida homestead, generally if you establish it by January 1 of the third year after leaving your old one. It is not automatic. You must file Form DR-501T with your homestead application.
Are property taxes lower in Winter Park?
Rates inside the City of Winter Park are about 14.00 to 15.24 mills in 2026, which can be lower than parts of unincorporated Orange County. Your bill also depends on your purchase price and exemptions, and Winter Park homes often cost more.
Should I downsize to a condo or a townhome in Winter Park?
A condo offers single-level living with less upkeep, but dues and special assessments can rise, so review the reserve study and budget first. A fee-simple townhome avoids shared high-rise costs, but it may have stairs. Your health, travel plans and budget should decide.
How long does it take to downsize in Winter Park?
Plan for about 90 days from first numbers to move-in. Decluttering and preparing the home usually take longer than the sale itself.
Data source: Orange County Property Appraiser 2026 Proposed Millage Rates. Rates vary by tax district, and a few special districts fall outside the ranges shown.
This page is general information, not tax, legal or insurance advice. Confirm your situation with a CPA and your county property appraiser. Yousef Zeidan, RE/MAX Prime Properties, License SL3520428. Equal Housing Opportunity.