Ashley Reserve
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 247 homes for sale in 34744 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34744
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

Homes listed or recently sold were built 2000–2015; 3 of 3 report an HOA (median $71/mo). As of September 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, 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).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

Nearby homes for sale

No active listings inside Ashley Reserve Rep 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
$500K · 0.1 mi away
4 bd · 2.5 ba · 1,978 sqft
2207 JESSICA LANE
Listed by LPT REALTY, LLC
2211 JESSICA LANE
$499K · 0.2 mi away
4 bd · 2 ba · 2,109 sqft
2211 JESSICA LANE
Listed by REMAX PREMIER PROPERTIES
1406 KINGSTON WAY
$585K · 0.2 mi away
5 bd · 4 ba · 3,434 sqft
1406 KINGSTON WAY
Listed by HEARTLIGHT REALTY LLC
1506 JENNI LEE CT
$479K · 0.2 mi away
4 bd · 3 ba · 2,050 sqft
1506 JENNI LEE CT
Listed by TIE TEAM REALTY LLC
2220 EMPEROR DRIVE
$600K · 0.4 mi away
3 bd · 2 ba · 2,502 sqft
2220 EMPEROR DRIVE
Listed by LA ROSA REALTY LLC
1543 CROSS PRAIRIE PARKWAY
$390K · 0.4 mi away
3 bd · 2.5 ba · 1,802 sqft
1543 CROSS PRAIRIE PARKWAY
Listed by NAIM REAL ESTATE 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, 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 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.

HOA, CDD & Fees

In short
  • HOA dues reported around $71/month (about $852/yr) · median of 9 MLS listings, most billed annually
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $71 per month ($852 a year) — the median AssociationFee across 9 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 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.
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

Under-contract sharesStellar MLS records, as of 2026-09-08
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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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 Ashley Reserve

Where is Ashley Reserve?

Ashley Reserve is a community in Kissimmee, Osceola County, Florida, ZIP 34744.

Are there homes for sale in Ashley Reserve right now?

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

Does Ashley Reserve have an HOA or CDD?

No HOA is on record for Ashley Reserve 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 Ashley Reserve with Momentum Realty’s local guides.

WAWoods At Kings Crest0.1 mi awayKCKings Crest0.2 mi away · 114 homes, built 1990–04CBCane Brake0.4 mi away · 69 homes, built 1988–05LELoveland Estates0.5 mi away · 2 for sale

Browse all neighborhood guides →

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Ashley Reserve Rep Market Scorecard

No active listings

Ashley Reserve Rep is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$582,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/3
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.