Kenilworth Shores Sec 06
Homes for Sale in Winter Park, FL
True comps, carrying-cost math, and listings before the portals.
Market Heat
Price here is driven by land and location more than by the house itself. With a median year built of 1960 and a stock that ranges from 1924 all the way to 2024, what you're really buying in Kenilworth Shores Sec 06 is a Winter Park address and a lot — the structure on it could be an original mid-century home, a gut renovation, or a new build. That spread is why the median settles at $868,000 and why condition, not square footage, will move any individual number up or down.
The market posture is fast but not frenzied. A median of 4 days on market says well-priced homes go under contract almost immediately, yet the heat score sits at 49 — squarely neutral. Year-over-year at 4.6% is steady, not explosive. For buyers, that means you need to be ready to move on the right listing without assuming a bidding war on every one. For sellers, pricing to condition matters; the quick DOM rewards realistic asking prices, not aspirational ones.
Kenilworth Shores Sec 06 right now
🟡 Still climbing. The trailing-12-month median ($868K) is up 4.6% from the prior 12 months ($830K). With about 4 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 (4 and 6 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 06 market snapshot (as of July 13, 2026): the median sale price is about $868K ($412 per sq ft over the trailing 12 months of closed sales), and a median 4 days on market for closed sales. The trailing-12-month median is up 5% from the prior 12 months, computed from record-level Stellar MLS closed sales (4 closings in the current window).
Kenilworth Shores Sec 06 is a community of 412 homes in Winter Park, Orange County, built between 1924 and 2024 (median 1960), with a median living area of about 1,964 square feet. 72% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
This is an established Winter Park pocket of just over 400 homes where roughly 72% are homestead-held, signaling an owner-occupied core rather than a rental or flip market. The century-wide age range means two houses on the same street can tell completely different stories.
Who Kenilworth Shores Sec 06 is best for.
Best for
- Buyers with a budget near the mid-$800s who want an established Winter Park location and will pay for condition
- Renovation-minded buyers willing to take on an older original for the underlying lot value
- Long-hold owner-occupants comfortable in a market with limited turnover and quick sales
Probably not for
- Buyers needing move-in-ready uniformity, since vintage and condition swing widely across the section
- Shoppers who want a deliberate timeline, given the 4-day median days on market
- Anyone relying on a flat per-square-foot rule to gauge value here
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 ($868K) IS the median in the snapshot above, and the move from 2025 ($830K) IS the +4.6% one-year change.
Windows contain 0 to 10 sales each (4 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 06 buying strategy.
If we were buying in Kenilworth Shores Sec 06 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 06.
A neighborhood defined by the lot, not the house
With a median living area near 1,964 square feet and a median price per square foot around $412, the arithmetic only tells part of the story. A 1960 original at that size prices very differently from a 2024 rebuild at the same footprint, and both exist here. Buyers should read every listing on its own condition and vintage rather than trusting a per-foot average, because the underlying land value is doing a lot of the work.
The high homestead share and the tight owner-occupied character mean turnover is limited and inventory moves quickly when it does appear. That's consistent with the 4-day median DOM. It also means renovation-quality and recent new construction command a premium over tired originals — the price gap inside this single section is wide, and it is condition-driven.
The location and the amenities are priced into every listing in Kenilworth Shores Sec 06. 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 06 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 (6.6). Basis: Recent Direction +4.6% year-over-year; Owner Commitment 72% owner-occupied; Pricing Power 93.3% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a section where a 1924 cottage and a 2024 new build can sit blocks apart at the same median, averages mislead. We underwrite each property on its actual condition, vintage, and lot — not a per-foot shortcut — and with homes going under contract in a median of 4 days, we help you be decision-ready before you fall behind the market.
Kenilworth Shores Sec 06 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 06 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 06 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 06, 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 06 home worth?
Get a no-obligation home value based on real comparable sales in Kenilworth Shores Sec 06, 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 06?
How long do homes in Kenilworth Shores Sec 06 take to sell?
How many homes are in Kenilworth Shores Sec 06?
What share of Kenilworth Shores Sec 06 is owner-occupied?
When were the homes in Kenilworth Shores Sec 06 built?
Do cash buyers compete in Kenilworth Shores Sec 06?
Who is the best real estate agent for Kenilworth Shores Sec 06?
How do I find a top Winter Park real estate agent who knows Kenilworth Shores Sec 06?
Can Momentum Realty connect me with an agent for Kenilworth Shores Sec 06?
Should you buy in Kenilworth Shores Sec 06?
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 (6 streets, ZIP 32789/32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (52 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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