Lilly J W Add
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
105 homesBuilt 1910–2023
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily
Live · Lilly J W Add Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
58%
Owner-occupied · Lilly J W Add
63 of 109 parcels homesteaded (FL DOR 2025)
42%
Non-owner-occupied · Lilly J W Add
incl. 15% trust or LLC-held · 3% out-of-state
0%
Cash buyers · Lilly J W Add
0 of 3 sales, 12 mo ending June 2022
105
Homes in the community
plus 4 vacant residential lots · 109 residential parcels (FL DOR 2025)
Track record · 12 years of records
Est. 1910
Community established
homes built 1910-2023, median 1972 (FL DOR 2025)
0
Failed listings · 2025
peaked at 3 in 2016
1.0%/yr
Turnover rate
about 1 of 105 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Lilly J W Add is an older platted section of Kissimmee, with homes spanning a wide build era — the median year built sits in the early 1970s, but the range on record stretches back to 1910 and forward to 2023. That spread means condition and vintage, not square footage or amenity packages, are what separate one listing from the next here. Two homes on the same block can present very differently depending on whether they've been updated or left largely original.

With only a single closing recorded in the most recent window, this is a thin-data market — pricing conversations have to lean on comparable condition and lot characteristics more than on a running trend line. Just over half of the homes here are homesteaded, which points to a base of owner-occupancy rather than a market dominated by short-term turnover, but it's not a high-volume corner of Osceola County and buyers and sellers should expect to negotiate case by case.

Best for

  • A buyer comfortable evaluating an older home on its own merits rather than by a subdivision amenity package.
  • Someone planning to settle in and homestead, matching the ownership pattern already common in this section.
  • A buyer whose budget is flexible on condition and open to renovation trade-offs given the wide build-year spread.

Probably not for

  • Anyone who wants a clubhouse, pool, or organized amenity system as part of the purchase.
  • A buyer who needs a deep set of recent comparable sales to benchmark price before writing an offer.
  • Someone set on new construction or a home built within the last decade.

The market around Lilly J W Add

Lilly J W Add is a small community — 19 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Lilly J W Add specifically. Momentum Research analysis of MLS records.

If we were buying in Lilly J W Add today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 Lilly J W Add.

Best Buy
Buyers looking for an older, established Kissimmee lot rather than a new-build subdivision experience.
Biggest Risk
With only a single recent closing on record, pricing comparables are limited and require a broader, case-by-case approach.
Sweet Spot
A homestead-friendly, owner-occupied feel with a modest, efficient living-area footprint around the median.
Avoid If
Skip this one if you want a community built around shared amenities — none are identified here.

A Century of Building Stock

The build years here run from 1910 through 2023, with a median around 1972 — meaning the neighborhood is genuinely layered rather than defined by a single construction era. That matters for anyone evaluating a specific home: age alone won't tell you much without a walk-through, since renovation history varies widely across a stock this old.

Living space runs to a median of roughly 1,448 square feet, putting most homes in a modest, efficient footprint rather than sprawling new-build territory. No community amenities are identified from current MLS listings, so the draw here is the home and its lot on their own terms, not a shared clubhouse or pool system.

The location and the amenities are priced into every listing in Lilly J W Add. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a small, low-turnover pocket like this one, pricing a home well or evaluating an offer takes local judgment, not a formula — we walk comparable condition and lot factors block by block rather than leaning on a thin trend line that doesn't exist yet.

Lilly J W Add in 15 seconds.

Best forBuyers looking for an older, established Kissimmee lot rather than a new-build subdivision experience.
Biggest advantageThe wide build-year range means condition-driven pricing rewards buyers willing to do diligence on individual homes.
Biggest riskWith only a single recent closing on record, pricing comparables are limited and require a broader, case-by-case approach.
Sweet spotA homestead-friendly, owner-occupied feel with a modest, efficient living-area footprint around the median.
Avoid ifSkip this one if you want a community built around shared amenities — none are identified here.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Lilly J W Add sales matched to your home.

What is your Lilly J W Add home worth?

Get a no-obligation home value based on real comparable sales in Lilly J W Add, 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Lilly J W Add?
The Florida DOR 2025 assessment roll shows 105 homes plus 4 vacant residential lots in Lilly J W Add (public records).
What share of Lilly J W Add is owner-occupied?
58% of Lilly J W Add parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Lilly J W Add built?
Homes in Lilly J W Add were built between 1910 and 2023, with a median year built of 1972 (FL DOR 2025 roll).
Do cash buyers compete in Lilly J W Add?
Cash buyers took 0% of Lilly J W Add sales in the 12 months ending June 2022 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Lilly J W Add?
The best agent for Lilly J W Add is one who actively works Kissimmee and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Lilly J W Add.
How do I find a top Kissimmee real estate agent who knows Lilly J W Add?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Lilly J W Add and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Lilly J W Add?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Lilly J W Add purchase or sale - no call center and no pressure.
A buyer comfortable evaluating an older home on its own merits rather than by a subdivision amenity package.Excellent fit
Someone planning to settle in and homestead, matching the ownership pattern already common in this section.Excellent fit
A buyer whose budget is flexible on condition and open to renovation trade-offs given the wide build-year spread.Excellent fit
Anyone who wants a clubhouse, pool, or organized amenity system as part of the purchase.Probably not
A buyer who needs a deep set of recent comparable sales to benchmark price before writing an offer.Probably not
Someone set on new construction or a home built within the last decade.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 34741))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2014 (8 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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More Kissimmee & Kissimmee, St. Cloud & Osceola County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Kissimmee, St. Cloud & Osceola County or the full Neighborhood Finder.

Thinking of selling in LILLY J W ADD? 1 recorded closings (window ending 2026-08-02). See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
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