Kenilworth Shores Sec 04
Homes for Sale in Winter Park, FL
True comps, carrying-cost math, and listings before the portals.
Price in Kenilworth Shores Sec 04 is driven by condition and lot far more than square footage. With a median living area around 1,764 sq ft and a median price of $807,500, the median per-square-foot number sits near $419 — a figure that reflects location and land in this pocket of Winter Park, not sprawling floor plans. The housing stock spans from 1925 to 2024 around a median build year of 1962, so you are buying into a wide spread of vintage originals, renovated mid-century homes, and the occasional teardown-and-rebuild.
The current posture is fast. A median of just under two weeks on market tells you well-prepped homes move quickly, and with only a handful of closings in the window, a single unusual sale can swing the headline numbers. Sellers should price to the interior condition rather than to the block average; buyers should be ready to act on a clean listing but should not assume every home at this price point is turnkey.
The 60-Second Overview
Kenilworth Shores Sec 04 market snapshot (as of July 13, 2026): the median sale price is about $808K ($419 per sq ft over the trailing 12 months of closed sales), and a median 14 days on market for closed sales.
Kenilworth Shores Sec 04 is a community of 267 homes in Winter Park, Orange County, built between 1925 and 2024 (median 1962), with a median living area of about 1,764 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, low-turnover section of Winter Park where roughly seven in ten homes are homesteaded, meaning most owners occupy long-term and inventory tends to stay tight. What you pay for is the address and the land as much as the house itself.
Who Kenilworth Shores Sec 04 is best for.
Best for
- Buyers around the mid-$800s who value a settled Winter Park location and land over new construction
- Renovation-minded buyers willing to take on a vintage original for the right lot
- Long-hold owner-occupants comfortable in a tight, low-turnover market
Probably not for
- Buyers who need maximum square footage per dollar
- Anyone wanting a uniform, newer-build community with consistent floor plans
- Buyers who require a wide, always-available selection of listings to choose from
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 ($808K) IS the median in the snapshot above.
Windows contain 0 to 6 sales each (6 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 04 buying strategy.
If we were buying in Kenilworth Shores Sec 04 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 04.
Vintage stock, condition-driven pricing
With 267 homes and a build range stretching a full century, no two houses here trade on the same terms. A 1925 or 1960s original in need of work and a recent 2024 rebuild can sit on comparable lots yet reflect completely different value, so the single median of $807,500 masks a genuinely wide condition-driven range. Read each listing on its own merits — mechanicals, roof, and whether the interior has been touched — because the median per-square-foot figure near $419 blends all of it together.
The homestead share above 70% signals a community held largely by owner-occupants, which keeps turnover modest and supply thin. That scarcity supports the brisk median days on market: when a well-presented home lists, it does not linger. The flip side is a small closing sample, so treat any month-to-month movement in the numbers as noise until a larger pattern forms.
The location and the amenities are priced into every listing in Kenilworth Shores Sec 04. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a section this small and this varied, comps are only as good as the person reading them. We underwrite each home to its actual condition and lot rather than the block median, so sellers price to what they truly have and buyers avoid overpaying for an address when the house behind it needs work. With inventory tight and good listings moving in under two weeks, we help you move decisively without moving blindly.
Kenilworth Shores Sec 04 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 04 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 04 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 04, 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 04 home worth?
Get a no-obligation home value based on real comparable sales in Kenilworth Shores Sec 04, 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 Kenilworth Shores Sec 04 on the map →
Frequently Asked Questions
What is the median home price in Kenilworth Shores Sec 04?
How long do homes in Kenilworth Shores Sec 04 take to sell?
How many homes are in Kenilworth Shores Sec 04?
What share of Kenilworth Shores Sec 04 is owner-occupied?
When were the homes in Kenilworth Shores Sec 04 built?
Do cash buyers compete in Kenilworth Shores Sec 04?
Who is the best real estate agent for Kenilworth Shores Sec 04?
How do I find a top Winter Park real estate agent who knows Kenilworth Shores Sec 04?
Can Momentum Realty connect me with an agent for Kenilworth Shores Sec 04?
Should you buy in Kenilworth Shores Sec 04?
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 (4 streets, ZIP 32792)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (26 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.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.