TROTTERS REP in WINTER PARK

TROTTERS REP
Homes for Sale in WINTER PARK, FL

Community in WINTER PARK · Orange County · ZIP 32789
43 homesBuilt 1925–1999
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily
Live · TROTTERS REP Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
100%
Under contract
Orange: 26% (2,054 of 7,927)
0 · 1
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
60%
Owner-occupied · TROTTERS REP
26 of 43 parcels homesteaded (FL DOR 2025)
40%
Non-owner-occupied · TROTTERS REP
incl. 23% trust or LLC-held · 100% out-of-state
40%
Cash buyers · TROTTERS REP
2 of 5 sales, 12 mo ending June 2022
43
Homes in the community
43 residential parcels (FL DOR 2025)
Track record · 10 years of records
Est. 1925
Community established
homes built 1925-1999, median 1986 (FL DOR 2025)
0
Failed listings · 2025
peaked at 3 in 2021
2.3%/yr
Turnover rate
about 1 of 43 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Trotters Rep 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.

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.

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 REP

TROTTERS REP is a small community — 12 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

In ZIP 32789, 243 homes are on the market and 28% are under contract — a steady corner of WINTER PARK.

Across Orange County, 5,873 homes are active and 2,054 pending (26% under contract).

The housing mix here is 56% single family residence, 44% townhouse.

ZIP and county figures describe the wider market, not TROTTERS REP 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.

Active inventory in distress
0.0%
0 of 5 listings
Distress share trend — 0.0% now (2026-08-12 → 2026-08-24)

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 August 2026 through August 2026. Deemed reliable but not guaranteed.

Homes For Sale Right Now in TROTTERS REP

Live MLS inventory for TROTTERS REP. 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 REP listings as of 2026-08-23, 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.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

Schools

In short
  • 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 REP 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 REP address.

If we were buying in TROTTERS REP today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 REP.

Best Buy
Buyers set on a specific, established Winter Park pocket who are willing to wait for the right listing rather than choose from a large active pool.
Biggest Risk
With only one active listing and a single recent closing, market data here is thin — pricing and timing decisions carry more uncertainty than in larger communities.
Sweet Spot
A moderate-footprint home near 1,910 square feet, in a community where most owners hold homestead status, suggesting longer-term occupancy is common.
Avoid If
You need a wide selection to compare against or want confirmed community amenities like a pool or clubhouse — none are documented here.

A small, quiet pocket with almost no turnover

With only 43 homes in the community and a single active listing at last check, Trotters Rep 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 REP. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

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 Rep 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 REP in 15 seconds.

Best forBuyers set on a specific, established Winter Park pocket who are willing to wait for the right listing rather than choose from a large active pool.
Biggest advantageThe wide build-year range (1925-1999) means older architectural character is available alongside more recent construction, depending on what comes to market.
Biggest riskWith only one active listing and a single recent closing, market data here is thin — pricing and timing decisions carry more uncertainty than in larger communities.
Sweet spotA moderate-footprint home near 1,910 square feet, in a community where most owners hold homestead status, suggesting longer-term occupancy is common.
Avoid ifYou need a wide selection to compare against or want confirmed community amenities like a pool or clubhouse — none are documented here.

HOA, CDD & Fees

In short
  • Mandatory HOA. Confirm current dues
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed TROTTERS REP sales matched to your home.

What is your TROTTERS REP home worth?

Get a no-obligation home value based on real comparable sales in TROTTERS REP, 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 homes for sale in TROTTERS REP on the map →

Real comps, not an automated estimate.

TROTTERS REP Market Scorecard

No active listings

TROTTERS REP is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$709,500
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/3
Active/Pend/Sold

Go deeper: county scorecard · true cost calculator · affordability calculator.

Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

How many homes are in TROTTERS REP?
The Florida DOR 2025 assessment roll shows 43 homes in TROTTERS REP (public records).
What share of TROTTERS REP is owner-occupied?
60% of TROTTERS REP parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in TROTTERS REP built?
Homes in TROTTERS REP were built between 1925 and 1999, with a median year built of 1986 (FL DOR 2025 roll).
Do cash buyers compete in TROTTERS REP?
Cash buyers took 40% of TROTTERS REP sales in the 12 months ending June 2022 (2 of 5 closings, Stellar MLS).
Who is the best real estate agent for TROTTERS REP?
The best agent for TROTTERS REP is one who actively works WINTER PARK and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for TROTTERS REP.
How do I find a top WINTER PARK real estate agent who knows TROTTERS REP?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows TROTTERS REP and the wider WINTER PARK area.
Can Momentum Realty connect me with an agent for TROTTERS REP?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your TROTTERS REP purchase or sale - no call center and no pressure.
A buyer targeting a specific small Winter Park community and comfortable waiting for the right listing to surface.Excellent fit
A buyer who values an established, mid-1980s-median build era and moderate square footage over new construction.Excellent fit
A buyer comfortable doing independent diligence on amenities and condition, given the limited current MLS documentation.Excellent fit
A buyer who wants to compare several active listings side by side before deciding.Probably not
A buyer relying on documented community amenities like a pool, clubhouse, or organized common areas.Probably not
A buyer who needs a statistically deep sales history to benchmark price with confidence.Probably not

Nearby Communities

Explore more neighborhoods near TROTTERS REP with Momentum Realty’s local guides.

College Place Rep Winter Park0.1 mi awayLyman Ave Villas 1 Winter Park0.2 mi awayWinter Park Villas Winter Park0.3 mi awayQAQuarters At Winter Park Condo0.3 mi awayTown Winter Park Winter Park0.3 mi awayVirginia Hgts Rep Winter Park0.3 mi awayVirginia Heights Winter Park0.3 mi awayWinter Park Residential Winter Park0.4 mi away

Browse all Florida neighborhood guides →

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: August 2, 2026)
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 32789))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-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 your area comps.

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CallFree valuation →
Thinking of selling in TROTTERS REP? 1 recorded closings (window ending 2026-08-02). See the Orange County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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