Trotters
Homes for Sale in Winter Park, FL
All 337 homes for sale in WINTER PARK, FL · median $664,900 · 150 homes for sale in 32789 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
Homes listed or recently sold were built 1925 - 1988; none of the 3 geocoded homes sit in a FEMA special flood hazard zone (median elevation 83 ft). As of September 2026, the MLS records 10 closed sales in Trotters Rep in Winter Park, FL since 2016, the most recent in October 2025. Across Winter Park as a whole, 494 homes closed in the last 12 months at a median of $459,450, 34 median days on market, with 124 homes for sale today. At that median and Orange County's FY2025-26 rate of 16.67 mills, annual property tax runs about $7,660 ($6,990 with the full homestead exemption).
Trotters is a small, established pocket of Winter Park with only 43 homes total, and right now just a single active listing on the market. That kind of scarcity means pricing conversations here happen home-by-home rather than by comparing a pool of similar listings - condition, updates, and lot specifics carry more weight than they would in a larger subdivision.
With 6.0 months of supply, the math reads as balanced, but with only one closing in the recent window, that figure is built on very thin data. Buyers and sellers both should treat any market read here as directional, not statistical - and lean on someone who tracks this specific pocket rather than a broader Winter Park average.
The 60-Second Overview
Homes here date from 1925 to 1999, with a median build year of 1986, giving the community a mix of pre-war and late-20th-century construction rather than a single architectural era. At a median of 1,910 square feet, the housing stock skews toward moderate, established homes rather than newer large-format builds.
Stellar MLS sales records identify 16 homes in Trotters that have changed hands since 2004, built between 1926 and 2018 (median 1988), with a median living area of about 1,910 sq ft and a typical 3-bedroom, 2.5-bath layout. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of Trotters. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Trotters
Trotters
TrottersPhotos from Stellar MLS listings in Trotters; content deemed reliable but not guaranteed.
Who Trotters is best for.
Best for
- A buyer targeting a specific small Winter Park community and comfortable waiting for the right listing to surface.
- A buyer who values an established, mid-1980s-median build era and moderate square footage over new construction.
- A buyer comfortable doing independent diligence on amenities and condition, given the limited current MLS documentation.
Probably not for
- A buyer who wants to compare several active listings side by side before deciding.
- A buyer relying on documented community amenities like a pool, clubhouse, or organized common areas.
- A buyer who needs a statistically deep sales history to benchmark price with confidence.
The market around Trotters
Trotters is too small for its own price trend, so here is the market around it.
In ZIP 32789, 244 homes are on the market and 25% are under contract — a steady corner of Winter Park.
Across Orange County, 5,909 homes are active and 1,877 pending (24% under contract).
In ZIP 32789 (WINTER PARK), 394 homes closed in the last 12 months at a median of $635K ($396/sq ft), up 7.4% year over year, with a median 40 days on market. Right now 88 active and 21 pending listings put supply at about 4.9 months - a balanced market. See the live ZIP 32789 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Trotters specifically. Momentum Research analysis of MLS records.
Housing distress & ownership in TROTTERS REP, WINTER PARK
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Orange County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Orange County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
TROTTERS REP Market Scorecard
TROTTERS REP is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 32789 ZIP is $809,773, about 61.9% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Trotters
Live MLS inventory for Trotters. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Trotters listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2025. Tap any home to ask about it.
Trotters on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Orange County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Audubon Park K8 · Elementary
- Audubon Park K-8 · Middle
- Winter Park High · High
Zoned schools reflect the assignments reported on recent Trotters listings and can change; always confirm with Orange County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Trotters address.
Shop the zone: Homes zoned for Winter Park High High School
The Trotters buying strategy.
If we were buying in Trotters today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Trotters.
A small, quiet pocket with almost no turnover
With only 43 homes in the community and a single active listing at last check, Trotters does not behave like a typical subdivision with steady month-over-month inventory. When something does list, it tends to draw attention simply because alternatives are scarce - buyers waiting for a specific size or era of home here may need patience.
The homestead share sits at 60.5%, meaning a majority of homes carry a homestead exemption - a data point about occupancy status and tax classification, not about who lives there. No community amenities are identified from current MLS listings, so any pool, clubhouse, or shared green space would need to be verified directly rather than assumed as part of the package.
The location and the amenities are priced into every listing in Trotters. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this thin on inventory and transaction history, generic market reports do not tell you much. We track Trotters at the listing level - watching for the rare active property, understanding what a 1925-built home versus a 1999-built home actually means for maintenance and systems, and helping you price or bid with real context instead of guesswork.
Trotters in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Trotters buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Trotters sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Trotters, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Trotters home worth?
Get a no-obligation home value based on real comparable sales in Trotters, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Winter Park →
Should you buy in Trotters?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2016 (10 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Trotters fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Trotters
Where is Trotters?
Trotters is a community in WINTER PARK, Orange County, Florida, ZIP 32789.
Are there homes for sale in Trotters right now?
Yes - 0 active and 1 pending listings as of the last feed refresh (twice daily). They are listed on this page.
Does Trotters have an HOA or CDD?
No HOA is on record for Trotters in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Trotters with Momentum Realty’s local guides.