Ashley Reserve in Kissimmee

Ashley Reserve
Homes for Sale in Kissimmee, FL

All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 329 homes for sale in 34744 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34744
33 homesBuilt 1998–2015
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Photo via Stellar MLS

Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily

As of November 2026, the MLS records 8 closed sales in Ashley Reserve Rep in Kissimmee, FL since 2015, the most recent in April 2026. Across Kissimmee as a whole, 4,246 homes closed in the last 12 months at a median of $360,000, 64 median days on market, with 2,907 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,480 ($4,880 with the full homestead exemption).

Live · Ashley Reserve 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
Ownership and context
91%
Owner-occupied · Ashley Reserve
30 of 33 parcels homesteaded (FL DOR 2025)
9%
Non-owner-occupied · Ashley Reserve
incl. 12% trust or LLC-held · 6% out-of-state
33
Homes in the community
33 residential parcels (FL DOR 2025)
Track record · 11 years of records
1998–2015
Years homes were built
median 2001 · county roll (FL DOR 2025)
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

There is not much of a data trail to lean on yet for Ashley Reserve Rep. No community amenities are showing up in current MLS listings, and that absence is itself useful information: whatever is driving value here right now is the individual home and lot, not a shared pool, gate, or clubhouse line item baked into the price.

For a buyer, that means pricing conversations should stay grounded in the property itself, condition, lot, layout, rather than an assumed amenity premium. For a seller, it means the listing has to do more of the work: photos, condition, and comparable homes carry the value story instead of a community brochure.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Ashley Reserve 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.

2207 JESSICA LANE
$495K · 0.1 mi away
4 bd · 2.5 ba · 1,978 sqft
2207 JESSICA LANE
Listed by LPT REALTY, LLC
2211 JESSICA LANE
$499K · 0.1 mi away
4 bd · 2 ba · 2,109 sqft
2211 JESSICA LANE
Listed by REMAX PREMIER PROPERTIES
1508 JENNI LEE COURT
$444K · 0.2 mi away
3 bd · 3 ba · 2,077 sqft
1508 JENNI LEE COURT
Listed by CORCORAN CONNECT LLC
1406 KINGSTON WAY
$559K · 0.2 mi away
5 bd · 4 ba · 3,434 sqft
1406 KINGSTON WAY
Listed by HEARTLIGHT REALTY LLC
1451 KINGSTON WAY
$400K · 0.3 mi away
4 bd · 2 ba · 1,822 sqft
1451 KINGSTON WAY
Listed by EXP REALTY LLC
2220 EMPEROR DRIVE
$590K · 0.4 mi away
3 bd · 2 ba · 2,502 sqft
2220 EMPEROR DRIVE
Listed by LA ROSA REALTY LLC

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

The 60-Second Overview

Ashley Reserve Rep sits in Kissimmee, Osceola County, an area shaped more by its highway access and proximity to Central Florida's tourism corridor than by any single defining community feature. Current MLS activity does not surface confirmed shared amenities, so this reads as a straightforward residential pocket rather than an amenity-driven community.

Stellar MLS sales records identify 20 homes in Ashley Reserve that have changed hands since 2005, built between 1998 and 2015 (median 2001), with a median living area of about 2,017 sq ft and a typical 4-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 who prioritize the home's condition and lot over community amenities
  • Buyers comfortable verifying HOA and amenity details directly rather than relying on listing summaries
  • Buyers focused on Kissimmee's Osceola County location and highway access

Probably not for

  • Buyers who require a confirmed, documented amenity package before making an offer
  • Buyers who want a fully packaged listing record with no follow-up verification needed
  • Buyers set on a specific amenity type (pool, gate, clubhouse) as a non-negotiable

The market around Ashley Reserve

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

In ZIP 34744, 447 homes are on the market and 19% are under contract — a steady corner of Kissimmee.

Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).

In ZIP 34744 (Kissimmee), 271 homes closed in the last 12 months at a median of $390K ($212/sq ft), up 5.3% year over year, with a median 36 days on market. See the live ZIP 34744 housing market and the Osceola County market.

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

If we were buying in Ashley Reserve 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 Ashley Reserve.

Best Buy
Buyers focused on the home and lot itself rather than a community amenity package.
Biggest Risk
Amenity and HOA details are unconfirmed in current MLS data and need direct verification.
Sweet Spot
Buyers comfortable doing a bit of extra due diligence in exchange for straightforward pricing.
Avoid If
You are shopping specifically for a documented amenity-rich community, this is not confirmed to be one.

What the listing data actually shows

Pulling from the Stellar MLS feed as of this snapshot, Ashley Reserve Rep does not show a confirmed amenity package attached to active listings. That is not necessarily a flaw in the community, it may simply mean the MLS record has not been populated with that detail, or the community was built without a shared amenity structure. Either way, we treat it as unconfirmed rather than assume a feature that is not documented.

Buyers evaluating this community should verify amenity status, HOA structure, and any community-specific costs directly, since those details are not reliably captured in the listing data. That verification step matters more here than in communities with a well-documented amenity set, because the gap in the record is the thing to close before making an offer.

“

The location and the amenities are priced into every listing in Ashley Reserve. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

When the MLS record is thin, the value of a local agent goes up, not down. We know how to chase down what is not showing up in the listing, whether that is confirming HOA terms, verifying lot specifics, or pulling comparable sales in Osceola County that actually match the home's condition and footprint, so you are not pricing or negotiating off assumptions.

Ashley Reserve in 15 seconds.

Best forBuyers focused on the home and lot itself rather than a community amenity package.
Biggest advantageValue here is tied to the property, not an amenity premium baked into every listing.
Biggest riskAmenity and HOA details are unconfirmed in current MLS data and need direct verification.
Sweet spotBuyers comfortable doing a bit of extra due diligence in exchange for straightforward pricing.
Avoid ifYou are shopping specifically for a documented amenity-rich community, this is not confirmed to be one.
The takeaway

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

What is your Ashley Reserve home worth?

Get a no-obligation home value based on real comparable sales in Ashley Reserve, 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.
Ashley Reserve key facts
LocationKissimmee, Osceola County, FL · ZIP 34744
Homes in the community33 (FL DOR 2025 assessment roll)
Years built1998–2015 (median 2001)
Typical living area2,581 sq ft (median)
For sale right now0 active, 0 pending
Owner-occupied (homestead) share91%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Ashley Reserve key facts,” movewithmomentum.com/neighborhoods/ashley-reserve-rep, data as of September 20, 2026.

Housing distress & ownership in Ashley Reserve Rep, Kissimmee

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
7.69%
1 of 13 listings · short sale 1
Distress share trend — 7.69% now (2026-09-13 → 2026-11-09)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.

What it really costs to own in Ashley Reserve

The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.

HOA duesMedian $851/year (about $71/month) across 3 MLS listings (most billed annually; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study.
Home and flood insuranceThe average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction.

Email me new listings in Ashley Reserve

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Ashley Reserve

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Ashley Reserve will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

Frequently Asked Questions

How many homes are in Ashley Reserve?
The Florida DOR 2025 assessment roll shows 33 homes in Ashley Reserve (public records).
What share of Ashley Reserve is owner-occupied?
91% of Ashley Reserve parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Ashley Reserve built?
Homes in Ashley Reserve were built between 1998 and 2015, with a median year built of 2001 (FL DOR 2025 roll).
Who is the best real estate agent for Ashley Reserve?
The best agent for Ashley Reserve 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 Ashley Reserve.
How do I find a top Kissimmee real estate agent who knows Ashley Reserve?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Ashley Reserve and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Ashley Reserve?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Ashley Reserve purchase or sale - no call center and no pressure.
Where is Ashley Reserve, and what county is it in?
Ashley Reserve is in Kissimmee, Osceola County, FL, ZIP 34744. The community's center is about 5 miles southeast of the center of Kissimmee (straight-line).
Buyers who prioritize the home's condition and lot over community amenitiesExcellent fit
Buyers comfortable verifying HOA and amenity details directly rather than relying on listing summariesExcellent fit
Buyers focused on Kissimmee's Osceola County location and highway accessExcellent fit
Buyers who require a confirmed, documented amenity package before making an offerProbably not
Buyers who want a fully packaged listing record with no follow-up verification neededProbably not
Buyers set on a specific amenity type (pool, gate, clubhouse) as a non-negotiableProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: November 12, 2026)
Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2015 (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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Nearby Communities

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