Kenilworth Shores
Homes for Sale in Winter Park, FL
All 337 homes for sale in Winter Park, FL · median $664,900 · 70 homes for sale in 32792 · Orange County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 1 closed sale in Kenilworth Shores Section Four Y/71 Lot 21 Blk B in Winter Park, FL, the most recent in May 2026. 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).
This listing identifier maps to a specific platted lot within Kenilworth Shores Section Four, one of the smaller established sections inside the broader Kenilworth Shores footprint in Winter Park. Current MLS data does not surface enough active or recent comparable activity in this exact section to support a market-level price or trend statement, so any pricing conversation here has to happen at the individual-property level rather than the neighborhood level.
For a buyer or seller, that means the usual aggregate approach does not apply. The right move is to pull comparables from the immediate surrounding blocks and Winter Park more broadly, then adjust for lot specifics and condition, rather than leaning on a section-wide median that the data does not currently support.
Nearby homes for sale
No active listings inside Kenilworth Shores Section Four Y/71 Lot 21 Blk B right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Kenilworth Shores Section Four sits within Winter Park in Orange County, platted as an individual residential lot rather than a large subdivision with its own amenity package or reported sales volume.
Stellar MLS sales records identify 245 homes in Kenilworth Shores that have changed hands since 2004, built between 1952 and 2024 (median 1958), with a median living area of about 1,769 sq ft and a typical 3-bedroom, 2-bath layout; 99% are single-family homes. 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.
Who Kenilworth Shores is best for.
Best for
- A buyer targeting a specific lot in Winter Park who is comfortable evaluating it on individual merit rather than section-wide stats
- A seller who wants a direct, comparable-driven pricing conversation rather than a generic subdivision report
- An investor doing lot-by-lot due diligence in the Kenilworth Shores area of Winter Park
Probably not for
- A buyer who wants to lean on published median pricing or amenity data for this exact section before making a decision
- Someone who wants a subdivision with an established, reported amenity package
- A buyer unwilling to commission a direct comparable analysis given the limited section-level data currently available
The market around Kenilworth Shores
Kenilworth Shores is too small for its own price trend, so here is the market around it.
In ZIP 32792, 137 homes are on the market and 21% 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 32792 (Winter Park), 612 homes closed in the last 12 months at a median of $408K ($259/sq ft), down 2.0% year over year, with a median 28 days on market. Right now 48 active and 14 pending listings put supply at about 3.3 months — a balanced market. See the live ZIP 32792 housing market and the Orange County market.
ZIP and county figures describe the wider market, not Kenilworth Shores specifically. Momentum Research analysis of MLS records.
The Kenilworth Shores buying strategy.
If we were buying in Kenilworth 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 Kenilworth Shores.
A single-lot read, not a market read
Because this record reflects a specific platted lot and block rather than an active, multi-listing subdivision, there is no current MLS-reported amenity package, price trend, or transaction count to draw from. That is a data-availability fact, not a judgment on the property or the area.
Winter Park carries its own established character and location value, but any claims about pricing or pace of sale for this specific lot need to be grounded in a direct comparable pull rather than section-wide statistics, which are not present in this snapshot.
The location and the amenities are priced into every listing in Kenilworth Shores. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a listing is tied to a single platted lot rather than an active subdivision, generic neighborhood data will not tell you what you need to know. We pull direct, block-level comparables and walk the specific parcel with you before any pricing conversation happens.
Kenilworth Shores 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 Kenilworth 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 Kenilworth Shores sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Kenilworth 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 Kenilworth Shores home worth?
Get a no-obligation home value based on real comparable sales in Kenilworth 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 all homes for sale in Winter Park →
Should you buy in Kenilworth Shores?
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 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2026 (1 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.
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See how Kenilworth Shores 21 Blk B fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Kenilworth Shores
Where is Kenilworth Shores?
Kenilworth Shores is a community in Winter Park, Orange County, Florida, ZIP 32792.
Are there homes for sale in Kenilworth Shores right now?
No active listings inside Kenilworth Shores at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Kenilworth Shores have an HOA or CDD?
No HOA is on record for Kenilworth Shores 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 Kenilworth Shores with Momentum Realty’s local guides.
Kenilworth Shores Section Four Y 71 Lot 21 Blk B Market Scorecard
Kenilworth Shores Section Four Y 71 Lot 21 Blk B is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 32792 ZIP is $398,663, about 20.6% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · 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.