Roy Wells
Homes for Sale in Kissimmee, FL

All 2,920 homes for sale in Kissimmee, FL · median $374,990 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34744
Free · No obligation
Talk to a Roy Wells Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS dataUpdated twice daily

As of September 2026, the MLS records 1 closed sale in Roy Wells in Kissimmee, FL, the most recent in May 2026. 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 · Roy Wells 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

Roy Wells does not carry a distinct amenity package in current MLS data, which tells you the value here is tied to the home itself and its lot rather than a shared clubhouse, gate, or recreation package. That is a meaningful signal for how to evaluate any listing that comes up in this footprint.

With no community-level amenities identified, buyers should treat each listing on its own terms — condition, lot, and immediate street context carry more weight than a community brand. Sellers should lean on what the specific property offers rather than assuming a community identity will do the selling for them.

Nearby homes for sale

No active listings inside Roy Wells 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.

2352 OLD DIXIE HIGHWAY
$325K · 0.1 mi away
3 bd · 2 ba · 1,438 sqft
2352 OLD DIXIE HIGHWAY
Listed by KELLER WILLIAMS LEGACY REALTY
2358 OLD DIXIE HIGHWAY
$190K · 0.1 mi away
2 bd · 1 ba · 1,232 sqft
2358 OLD DIXIE HIGHWAY
Listed by KELLER WILLIAMS LEGACY REALTY
417 BENITA STREET
$270K · 0.1 mi away
3 bd · 1.5 ba · 1,186 sqft
417 BENITA STREET
Listed by EXP REALTY LLC
103 DELLWOOD DRIVE
$316K · 0.2 mi away
3 bd · 1 ba · 1,368 sqft
103 DELLWOOD DRIVE
Listed by LA ROSA REALTY LLC
2352 ROSS STREET
$315K · 0.2 mi away
3 bd · 2 ba · 1,330 sqft
2352 ROSS STREET
Listed by UNITED REAL ESTATE PREFERRED
2374 ROSS STREET
$167K · 0.3 mi away
3 bd · 2 ba · 1,382 sqft
2374 ROSS STREET
Listed by EXP REALTY LLC

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

The 60-Second Overview

Roy Wells sits in Kissimmee, Osceola County, and current MLS records show no distinct community amenities tied to the name — this reads as a standard residential pocket rather than an amenity-driven development.

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 prioritizing a specific home or lot over community amenities
  • Buyers comfortable doing property-level diligence rather than relying on a community brand
  • Buyers open to a straightforward residential setting in Kissimmee without a formal recreation package

Probably not for

  • Buyers who require a confirmed pool, clubhouse, or gated entry as part of the purchase
  • Buyers who want to compare against strong community-level sales data before deciding
  • Buyers unwilling to independently verify amenity claims not reflected in MLS records

The market around Roy Wells

Roy Wells is too small for its own price trend, so here is the market around it.

In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.

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

In ZIP 34744 (Kissimmee), 785 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.8% year over year, with a median 34 days on market. Right now 126 active and 26 pending listings put supply at about 6.6 months — a balanced market. See the live ZIP 34744 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Roy Wells specifically. Momentum Research analysis of MLS records.

If we were buying in Roy Wells 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 Roy Wells.

Best Buy
Buyers focused on a specific home rather than a community amenity package.
Biggest Risk
Limited comparable context since no community-level data is available to benchmark against.
Sweet Spot
A buyer who has already identified a specific property here and wants it evaluated on its own merits.
Avoid If
You are shopping specifically for a gated or amenity-rich community — that is not what current data shows here.

What the absence of amenities actually means

When a community shows no identified amenities in the MLS feed, it usually means one of two things: it is a smaller or older subdivision without a formal HOA recreation package, or it is a name applied loosely to a cluster of parcels rather than a planned development with shared infrastructure. Either way, buyers should not assume a pool, gate, or clubhouse exists — verify directly with any specific listing or the county property record before making that part of your decision.

For evaluation purposes, this shifts the analysis toward the fundamentals: the individual home's condition, its lot, proximity to daily-use roads and services in Kissimmee, and how it compares to nearby inventory. Community-level factors that would normally shape price in an amenity-rich development simply are not part of the picture here based on current data.

The location and the amenities are priced into every listing in Roy Wells. 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 community with no distinct amenity profile in the MLS feed, the work shifts to property-level diligence — pulling comparable sales, confirming lot and structural details, and verifying anything a listing claims about the community that is not backed by MLS data. That is where a broker who checks the record rather than repeating marketing copy matters.

Roy Wells in 15 seconds.

Best forBuyers focused on a specific home rather than a community amenity package.
Biggest advantageNo HOA amenity overhead assumptions to price in, based on current listing data.
Biggest riskLimited comparable context since no community-level data is available to benchmark against.
Sweet spotA buyer who has already identified a specific property here and wants it evaluated on its own merits.
Avoid ifYou are shopping specifically for a gated or amenity-rich community — that is not what current data shows here.

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 Roy Wells sales matched to your home.

What is your Roy Wells home worth?

Get a no-obligation home value based on real comparable sales in Roy Wells, 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 all homes for sale in Kissimmee →

Real comps, not an automated estimate.
Buyers prioritizing a specific home or lot over community amenitiesExcellent fit
Buyers comfortable doing property-level diligence rather than relying on a community brandExcellent fit
Buyers open to a straightforward residential setting in Kissimmee without a formal recreation packageExcellent fit
Buyers who require a confirmed pool, clubhouse, or gated entry as part of the purchaseProbably not
Buyers who want to compare against strong community-level sales data before decidingProbably not
Buyers unwilling to independently verify amenity claims not reflected in MLS recordsProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2026 (1 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.

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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Common questions about Roy Wells

Where is Roy Wells?

Roy Wells is a community in Kissimmee, Osceola County, Florida, ZIP 34744.

Are there homes for sale in Roy Wells right now?

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

Does Roy Wells have an HOA or CDD?

No HOA is on record for Roy Wells 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 Roy Wells with Momentum Realty’s local guides.

Benita Park0.1 mi away · 40 homes, built 1971–21, 1 for saleCEColonial Estates0.1 mi awayCCColumbia Circle0.2 mi awayGilchrist0.3 mi awayDellwood Park0.3 mi away · 1 for saleWBW B Shoemakers0.3 mi awayRORoyale Oaks0.4 mi awayGAG Arnold Duplex0.4 mi away · 1 for sale

Browse all neighborhood guides →

Talk to a Local Roy Wells Expert
Call Get Listings

Roy Wells Market Scorecard

No active listings

Roy Wells is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$145,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

Typical home value in the 34744 ZIP is $385,786, about 10.6% 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.