SICILIAN SHORES in WINTER PARK

SICILIAN SHORES
Homes for Sale in WINTER PARK, FL

Community in WINTER PARK · Orange County · ZIP 32789
158 homesBuilt 1919–2024
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · SICILIAN SHORES Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
80%
Owner-occupied · SICILIAN SHORES
135 of 168 parcels homesteaded (FL DOR 2025)
20%
Non-owner-occupied · SICILIAN SHORES
incl. 13% trust or LLC-held · 100% out-of-state
33%
Cash buyers · SICILIAN SHORES
1 of 3 sales, 12 mo ending June 2023
158
Homes in the community
plus 10 vacant residential lots · 168 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1919
Community established
homes built 1919-2024, median 1995 (FL DOR 2025)
0
Failed listings · 2021
peaked at 6 in 2006
1.3%/yr
Turnover rate
about 2 of 158 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

There is nothing on the market in Sicilian Shores right now, and that zero is the story. With 158 homes total and no active listings as of this snapshot, price discovery here happens off the last closings and off comparable inventory nearby, not off a live shelf of choices. A buyer who wants in has to wait for something to surface or work a pre-market lead.

The homes themselves skew large — median living area runs north of 4,300 square feet — and span a build era from 1919 up through 2024, with the typical home dating to the mid-1990s. That spread means condition and update level do more to set value than square footage alone. A seller here is pricing against a small, architecturally mixed pool, which argues for a considered, comp-specific approach rather than a formula.

The 60-Second Overview

Sicilian Shores is a small, established Winter Park community of 158 homes with a wide build-year range and a footprint that skews toward larger living areas, set against tennis courts and reclaimed-water irrigation as the notable shared amenities.

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

  • Buyers who want a larger home footprint and are comfortable waiting for the right listing to surface
  • Sellers of an updated or newer-build home who want to price against a mixed, smaller inventory pool
  • Buyers or owners who value tennis courts and reclaimed-water irrigation as part of a community's shared amenities

Probably not for

  • Buyers who need to choose from active, on-market inventory right now
  • Buyers focused on newer, uniformly built neighborhoods rather than a century-spanning mix of home ages
  • Anyone unwilling to budget for condition or renovation work given the wide range of build years

The market around SICILIAN SHORES

SICILIAN SHORES is a small community — 53 recorded sales on file, most recently in 2021 — 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 98% single family residence, 2% ?.

ZIP and county figures describe the wider market, not SICILIAN SHORES specifically. Momentum Research analysis of MLS records.

Housing distress & ownership in SICILIAN SHORES, 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 7 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.

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

Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.

If we were buying in SICILIAN SHORES 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 SICILIAN SHORES.

Best Buy
Buyers targeting a larger-format home in an established Winter Park setting who can be patient about timing.
Biggest Risk
Zero active listings means there is currently nothing to buy, and the wide build-year range makes condition, not just size, the swing factor on price.
Sweet Spot
A buyer or seller comfortable working comps and off-market activity rather than shopping a live inventory list.
Avoid If
You need to buy on a short timeline or want a uniform, single-era architectural feel.

A Small Pool, No Current Inventory

At 158 homes, Sicilian Shores is not a high-volume market, and the current snapshot shows zero active listings — meaning anyone shopping this community today is either waiting on the next listing or working through an off-market or pre-list channel. That scarcity is worth naming plainly rather than dressing up: there is no current shelf of comparable choices to browse.

The building stock spans more than a century, from homes built in 1919 through new construction as recent as 2024, with a median year built around 1994-1995. Combined with a median living area over 4,300 square feet, this points to a community of larger-format homes where age, renovation history, and lot specifics will matter more to value than any single market-wide number. A high share of homes carry homestead status, which signals a base of owner-occupied primary residences rather than a transient rental-heavy footprint — relevant context for anyone weighing resale patterns or long-term hold behavior in the community.

The location and the amenities are priced into every listing in SICILIAN SHORES. 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 small with zero listings currently active, the value is in the network, not the search portal. We track Sicilian Shores closings and owner activity so we can flag a listing before it goes wide, or help a seller price against the right slice of this era-mixed, large-format inventory instead of a generic Winter Park comp set.

SICILIAN SHORES in 15 seconds.

Best forBuyers targeting a larger-format home in an established Winter Park setting who can be patient about timing.
Biggest advantageA small, mostly owner-occupied community with shared amenities like tennis courts already in place.
Biggest riskZero active listings means there is currently nothing to buy, and the wide build-year range makes condition, not just size, the swing factor on price.
Sweet spotA buyer or seller comfortable working comps and off-market activity rather than shopping a live inventory list.
Avoid ifYou need to buy on a short timeline or want a uniform, single-era architectural feel.

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 SICILIAN SHORES sales matched to your home.

What is your SICILIAN SHORES home worth?

Get a no-obligation home value based on real comparable sales in SICILIAN SHORES, 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 SICILIAN SHORES on the map →

Real comps, not an automated estimate.

SICILIAN SHORES Market Scorecard

No active listings

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

n/a
Months supply
n/a
Median list
$4,536,250
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/4
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 SICILIAN SHORES?
The Florida DOR 2025 assessment roll shows 158 homes plus 10 vacant residential lots in SICILIAN SHORES (public records).
What share of SICILIAN SHORES is owner-occupied?
80% of SICILIAN SHORES parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in SICILIAN SHORES built?
Homes in SICILIAN SHORES were built between 1919 and 2024, with a median year built of 1994.5 (FL DOR 2025 roll).
Do cash buyers compete in SICILIAN SHORES?
Cash buyers took 33% of SICILIAN SHORES sales in the 12 months ending June 2023 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for SICILIAN SHORES?
The best agent for SICILIAN SHORES 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 SICILIAN SHORES.
How do I find a top WINTER PARK real estate agent who knows SICILIAN SHORES?
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 SICILIAN SHORES and the wider WINTER PARK area.
Can Momentum Realty connect me with an agent for SICILIAN SHORES?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your SICILIAN SHORES purchase or sale - no call center and no pressure.
Buyers who want a larger home footprint and are comfortable waiting for the right listing to surfaceExcellent fit
Sellers of an updated or newer-build home who want to price against a mixed, smaller inventory poolExcellent fit
Buyers or owners who value tennis courts and reclaimed-water irrigation as part of a community's shared amenitiesExcellent fit
Buyers who need to choose from active, on-market inventory right nowProbably not
Buyers focused on newer, uniformly built neighborhoods rather than a century-spanning mix of home agesProbably not
Anyone unwilling to budget for condition or renovation work given the wide range of build yearsProbably not

Nearby Communities

Explore more neighborhoods near SICILIAN SHORES with Momentum Realty’s local guides.

Woodmere Terrace Rep Winter Park0.3 mi awayLugano Terrace Winter Park0.4 mi awayMaitland Shores Winter Park0.4 mi awayJ Kronenberger Sub Winter Park0.5 mi awayFontainebleau Winter Park0.5 mi awayMaitland Shores First Add Winter Park0.5 mi awayLake Knowles Terrace Add 02 Winter Park0.5 mi awayCinnamon Shores Winter Park0.5 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 (8 streets, ZIP 32789))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2006 (30 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 SICILIAN SHORES? 2 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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