Kenilworth Shores Sec 03
Homes for Sale in Winter Park, FL
True comps, carrying-cost math, and listings before the portals.
Price in Kenilworth Shores Sec 03 is driven by condition and lot more than by any set floor or ceiling. With a housing stock that spans from 1952 through 2024 and a median build year around 1961, you are buying into a mix of original mid-century homes and full teardown-and-rebuild product on the same streets. That spread means the median of $470,000 is a midpoint, not a menu — what you pay tracks closely to whether a home is untouched, updated, or brand new. At a median of roughly $352 per square foot on a median of about 1,820 living square feet, buyers are paying Winter Park land value first and structure second.
The current posture is fast and softer than a year ago. Median days on market sit at just 3 days, so anything priced correctly moves quickly and buyers need to be ready to act. At the same time, values are down 13.8% year over year, which tells sellers to price to today's market rather than to last year's memory. The read for buyers: speed matters, but the pullback gives you some room to be disciplined on condition and price.
Kenilworth Shores Sec 03 right now
🔴 Off the recent peak. The trailing-12-month median ($470K) is down 13.8% from the prior 12 months ($545K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Low (3 and 4 sales in the two windows).
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Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Kenilworth Shores Sec 03 market snapshot (as of July 13, 2026): the median sale price is about $470K ($352 per sq ft over the trailing 12 months of closed sales), and a median 3 days on market for closed sales. The trailing-12-month median is down 14% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).
Kenilworth Shores Sec 03 is a community of 178 homes in Winter Park, Orange County, built between 1952 and 2024 (median 1961.5), with a median living area of about 1,820 square feet. 79% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Kenilworth Shores Sec 03 is a compact, established Winter Park pocket of 178 homes where the story is renovation and rebuilding, not uniform tract product. With nearly 79% of homes homesteaded, turnover is limited and inventory tends to be tightly held.
Who Kenilworth Shores Sec 03 is best for.
Best for
- Buyers targeting a Winter Park location who are ready to renovate an older home to their own taste
- Buyers seeking finished new construction and willing to pay for work already done
- Decisive buyers with financing lined up who can act inside a 3-day market
Probably not for
- Buyers who want a large pool of standardized, move-in-ready inventory to compare
- Buyers who need a firm budget ceiling and dislike condition-driven price uncertainty
- Buyers counting on the recent softness to guarantee a future gain
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($470K) IS the median in the snapshot above, and the move from 2025 ($545K) IS the -13.8% one-year change.
Windows contain 0 to 6 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Kenilworth Shores Sec 03 buying strategy.
If we were buying in Kenilworth Shores Sec 03 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 Sec 03.
A mid-century street being rebuilt one lot at a time
The year-built range from 1952 to 2024 is the single most important fact here. This is a neighborhood in transition: original 1950s and 1960s homes sit beside recent new construction, and the median build year near 1961 confirms the older stock still dominates. For a buyer, that means two very different transactions live under one community name — you are either buying a home to update or you are paying up for work already done.
Because the sample is small — 178 homes with only 3 closings in the measured window — individual sales swing the medians. Treat the $470,000 median and the $352 per-square-foot figure as directional, not precise. The high homestead share also signals that when a well-located home does list, it draws attention quickly, which is consistent with the 3-day median days on market.
The location and the amenities are priced into every listing in Kenilworth Shores Sec 03. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Kenilworth Shores Sec 03 buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.7). Basis: Recent Direction -13.8% year-over-year; Owner Commitment 79% owner-occupied; Pricing Power 95.0% sale-to-list. Refreshed with each data update.
Why work with Momentum here
A market this thin and this condition-driven punishes buyers and sellers who lean on averages. We underwrite each home on its own merits — original versus renovated versus rebuilt — and we price against the specific comps that actually apply, not a community-wide median that blends teardowns with new construction. With homes moving in a median of 3 days, we prepare you to move decisively without overpaying into a softer year-over-year market.
Kenilworth Shores Sec 03 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 Kenilworth Shores Sec 03 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 Sec 03 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 Sec 03, 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 Sec 03 home worth?
Get a no-obligation home value based on real comparable sales in Kenilworth Shores Sec 03, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
What is the median home price in Kenilworth Shores Sec 03?
How long do homes in Kenilworth Shores Sec 03 take to sell?
How many homes are in Kenilworth Shores Sec 03?
What share of Kenilworth Shores Sec 03 is owner-occupied?
When were the homes in Kenilworth Shores Sec 03 built?
Do cash buyers compete in Kenilworth Shores Sec 03?
Who is the best real estate agent for Kenilworth Shores Sec 03?
How do I find a top Winter Park real estate agent who knows Kenilworth Shores Sec 03?
Can Momentum Realty connect me with an agent for Kenilworth Shores Sec 03?
Should you buy in Kenilworth Shores Sec 03?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 13, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (5 streets, ZIP 32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (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.
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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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