SICILIAN SHORES
Homes for Sale in WINTER PARK, FL
True comps, carrying-cost math, and listings before the portals.

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.
The setting & the homes.
Aerial and on-site photos of SICILIAN SHORES. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Who SICILIAN SHORES is best for.
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.
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.
SICILIAN SHORES 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.
Life at SICILIAN SHORES
- Optional Additional Fees · reported on 1 of 3 listings
- Tennis Court(s) · reported on 1 of 3 listings
- Irrigation-Reclaimed Water · reported on 1 of 3 listings
- Special Community Restrictions · reported on 1 of 3 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
The SICILIAN SHORES buying strategy.
If we were buying in SICILIAN SHORES 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 SICILIAN SHORES.
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.
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.
HOA, CDD & Fees
- 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.
Tools for a SICILIAN SHORES 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 SICILIAN SHORES sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in SICILIAN SHORES, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 →
SICILIAN SHORES Market Scorecard
SICILIAN SHORES is currently a no active listings market. Limited supply, a median asking price of n/a.
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?
What share of SICILIAN SHORES is owner-occupied?
When were the homes in SICILIAN SHORES built?
Do cash buyers compete in SICILIAN SHORES?
Who is the best real estate agent for SICILIAN SHORES?
How do I find a top WINTER PARK real estate agent who knows SICILIAN SHORES?
Can Momentum Realty connect me with an agent for SICILIAN SHORES?
Should you buy in SICILIAN SHORES?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near SICILIAN SHORES with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: August 2, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (8 streets, ZIP 32789)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-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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