Cummings & Rockwell
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 173 homes for sale in 34741 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34741
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Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of September 2026, the MLS records 5 closed sales in Cummings & Rockwell Sub in Kissimmee, FL since 2016, the most recent in July 2024. Across Kissimmee as a whole, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).

Live · Cummings & Rockwell Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is a small, established pocket of 57 homes in Kissimmee, with a build era spanning 1955 to 1999 and a median year built of 1969. That range matters more than any single stat: buyers are looking at a mix of original mid-century construction and later infill, so condition and updates — not just square footage — drive what a given house is worth relative to its neighbors.

With homestead exemptions in place on roughly three-quarters of parcels (75.4%), a large share of this inventory is owner-occupied rather than turned over as rental or investment stock. That tends to mean fewer homes hit the market at any given time, and the ones that do often reflect long tenure — which can mean deferred updates as easily as it can mean a well-kept original.

Nearby homes for sale

No active listings inside Cummings & Rockwell Sub 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.

2615 CECILE STREET
$349K · 0.2 mi away
3 bd · 2 ba · 1,532 sqft
2615 CECILE STREET
Listed by EMPIRE NETWORK REALTY
902 N THACKER AVENUE
$314K · 0.2 mi away
3 bd · 2 ba · 1,300 sqft
902 N THACKER AVENUE
Listed by CAPITAL HOMES INC
2721 CECILE STREET
$327K · 0.2 mi away
3 bd · 2 ba · 1,656 sqft
2721 CECILE STREET
Listed by ORANGE SLICE PROPERTIES
1001 PLANTATION DRIVE #C1
$135K · 0.4 mi away
2 bd · 1 ba · 1,008 sqft
1001 PLANTATION DRIVE #C1
Listed by HOMEVEST REALTY
1520 HILL STREET
$269K · 0.5 mi away
2 bd · 1 ba · 768 sqft
1520 HILL STREET
Listed by HOMETRUST REALTY GROUP
1018 PLANTATION DRIVE #A18
$190K · 0.5 mi away
2 bd · 2 ba · 970 sqft
1018 PLANTATION DRIVE #A18
Listed by LEGACY REALTY OF CENTRAL FLORIDA LLC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Cummings & Rockwell is a compact, established residential pocket in Osceola County with a median living area of 1,610 square feet — a scale that points to modest, straightforward homes rather than larger newer-build product.

Stellar MLS sales records identify 13 homes in Cummings & Rockwell that have changed hands since 2007, built between 1963 and 1999 (median 1970), with a median living area of about 1,248 sq ft and a typical 3-bedroom, 2-bath layout; 100% 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.

Best for

  • Buyers comfortable evaluating an older home on its individual condition rather than relying on community-wide consistency.
  • Buyers prioritizing a smaller-footprint home over amenity access.
  • Buyers planning to hold long-term who don't need a homeowners' association or recreational facilities.

Probably not for

  • Buyers who want new or near-new construction with modern systems throughout.
  • Buyers expecting a clubhouse, pool, or other organized community amenities.
  • Buyers uncomfortable budgeting for potential deferred maintenance on an older home.

The market around Cummings & Rockwell

Cummings & Rockwell is too small for its own price trend, so here is the market around it.

In ZIP 34741, 299 homes are on the market and 15% are under contract — a slower corner of Kissimmee.

Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).

In ZIP 34741 (Kissimmee), 745 homes closed in the last 12 months at a median of $411K ($205/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 201 active and 47 pending listings put supply at about 6.0 months — a balanced market. See the live ZIP 34741 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Cummings & Rockwell specifically. Momentum Research analysis of MLS records.

If we were buying in Cummings & Rockwell 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 Cummings & Rockwell.

Best Buy
Buyers looking for an established, no-frills home on its own merits rather than a community amenity package.
Biggest Risk
Age of the housing stock — 1955 to 1999 — means mechanical and structural condition varies widely by house.
Sweet Spot
A move-in-ready or recently updated home near the median 1,610 square feet.
Avoid If
You want a newer build or a community with organized shared amenities.

A mid-century pocket, not a subdivision showcase

With only 57 homes total and construction dates ranging from 1955 through 1999, this is not a builder-controlled community with a uniform architectural story. Expect variation house to house in layout, finishes, and mechanical age — the median year built of 1969 puts a good share of the stock past the half-century mark, which means roof, HVAC, and electrical condition are worth checking on a home-by-home basis rather than assuming a community-wide standard.

No community amenities are identified in current MLS listings for this subdivision, so this reads as a straightforward residential area rather than an amenity-driven one. The value case here is the individual home and its lot, not a shared clubhouse or recreational package.

The location and the amenities are priced into every listing in Cummings & Rockwell. 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, older subdivision like this, the difference between a good buy and an overpay usually comes down to what's actually been updated versus what just looks updated in photos. We walk these homes with that lens, and we price and negotiate off condition and comparable sales — not assumptions about the neighborhood as a whole.

Cummings & Rockwell in 15 seconds.

Best forBuyers looking for an established, no-frills home on its own merits rather than a community amenity package.
Biggest advantageA compact, low-turnover pocket where a large share of owners are homesteaded rather than investor-held.
Biggest riskAge of the housing stock — 1955 to 1999 — means mechanical and structural condition varies widely by house.
Sweet spotA move-in-ready or recently updated home near the median 1,610 square feet.
Avoid ifYou want a newer build or a community with organized shared amenities.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Cummings & Rockwell sales matched to your home.

What is your Cummings & Rockwell home worth?

Get a no-obligation home value based on real comparable sales in Cummings & Rockwell, 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.
Buyers comfortable evaluating an older home on its individual condition rather than relying on community-wide consistency.Excellent fit
Buyers prioritizing a smaller-footprint home over amenity access.Excellent fit
Buyers planning to hold long-term who don't need a homeowners' association or recreational facilities.Excellent fit
Buyers who want new or near-new construction with modern systems throughout.Probably not
Buyers expecting a clubhouse, pool, or other organized community amenities.Probably not
Buyers uncomfortable budgeting for potential deferred maintenance on an older home.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 12, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2016 (5 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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Common questions about Cummings & Rockwell

Where is Cummings & Rockwell?

Cummings & Rockwell is a community in Kissimmee, Osceola County, Florida, ZIP 34741.

Are there homes for sale in Cummings & Rockwell right now?

No active listings inside Cummings & Rockwell at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.

Does Cummings & Rockwell have an HOA or CDD?

No HOA is on record for Cummings & Rockwell 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 Cummings & Rockwell with Momentum Realty’s local guides.

OGOrange Gardens0.2 mi away · median $320K, 17 sales/12 moMagnolia Park0.3 mi away · median $337K, 4 sales/12 mo

Browse all neighborhood guides →

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Cummings Rockwell Sub Market Scorecard

No active listings

Cummings Rockwell Sub is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$285,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/2
Active/Pend/Sold

Typical home value in the 34741 ZIP is $286,616, about 14.2% 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.