Maple Oak Shores
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
148 homesBuilt 1934–2024
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Built fromLive Stellar MLS data11 years of closingsFL DOR public recordsUpdated twice daily
Live · Maple Oak Shores Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
80%
Owner-occupied · Maple Oak Shores
123 of 153 parcels homesteaded (FL DOR 2025)
20%
Non-owner-occupied · Maple Oak Shores
incl. 6% trust or LLC-held · 6% out-of-state
148
Homes in the community
plus 5 vacant residential lots · 153 residential parcels (FL DOR 2025)
Track record · 11 years of records
Est. 1934
Community established
homes built 1934-2024, median 1986 (FL DOR 2025)
0
Failed listings · 2020
peaked at 4 in 2013
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Maple Oak Shores is a mixed-vintage pocket of Kissimmee, with homes dating from 1934 through 2024 and a median build year of 1986. That range means condition, layout, and system age vary house to house more than they would in a single-phase subdivision, so pricing here is driven less by location within the community and more by what's been updated and how the square footage is configured.

With 148 homes and a homestead share above 80%, most owners here are in the property long-term rather than cycling through as investors or short-term holds. For a buyer, that generally means fewer distressed or flip-style listings hit the market at once, and for a seller it means your comp set may lean toward similar long-held, lived-in homes rather than recently renovated flips.

Best for

  • Buyers who want to evaluate square footage and layout on a home-by-home basis rather than expecting uniform product
  • Buyers comfortable budgeting for updates on an older structure in exchange for larger living space, given the median size runs over 2,520 square feet
  • Buyers who prioritize a stable, long-held ownership pattern over a highly transactional resale environment

Probably not for

  • Buyers who want a newer build with fewer unknowns on system age
  • Buyers who expect a clubhouse, pool, or other shared community amenity as part of the purchase
  • Buyers who want a highly uniform streetscape rather than a mix of construction eras

The market around Maple Oak Shores

Maple Oak Shores is a small community — 18 recorded sales on file, most recently in 2020 — 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).

The housing mix here is 89% single family residence, 11% ?.

ZIP and county figures describe the wider market, not Maple Oak Shores specifically. Momentum Research analysis of MLS records.

If we were buying in Maple Oak Shores 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 Maple Oak Shores.

Best Buy
Buyers comfortable evaluating homes individually rather than relying on neighborhood-wide assumptions about condition.
Biggest Risk
The wide build-year range means inspection findings can vary sharply from one listing to the next.
Sweet Spot
Homes built closer to the median year of 1986 tend to offer a middle ground between older systems and newer premiums.
Avoid If
You want a community built around shared amenities, since none are currently identified here.

A community defined by vintage spread, not uniformity

The single biggest fact about Maple Oak Shores is its build-year range: 1934 to 2024. That's not a rounding footnote, it's the defining structural fact of the community. Homes from different eras carry different roof ages, electrical and plumbing standards, and floor plan conventions, so two houses on the same street can present very differently to an inspector even if they look similar from the curb.

Current MLS records show no identified community amenities, which suggests this is a neighborhood built around individual homesites rather than a shared clubhouse, pool, or gated system. Buyers should evaluate the property and lot on its own terms rather than expecting a bundled amenity package to factor into value.

The location and the amenities are priced into every listing in Maple Oak Shores. 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 this much build-year spread, the difference between a well-priced home and an overpriced one often comes down to how carefully the comps are filtered by age and condition, not just square footage. We pull that comparison set property by property so you're not pricing a 2024 build against a 1934 one.

Maple Oak Shores in 15 seconds.

Best forBuyers comfortable evaluating homes individually rather than relying on neighborhood-wide assumptions about condition.
Biggest advantageA long-tenured owner base, with homestead share above 80%, points to stability rather than frequent turnover.
Biggest riskThe wide build-year range means inspection findings can vary sharply from one listing to the next.
Sweet spotHomes built closer to the median year of 1986 tend to offer a middle ground between older systems and newer premiums.
Avoid ifYou want a community built around shared amenities, since none are currently 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 Maple Oak Shores sales matched to your home.

What is your Maple Oak Shores home worth?

Get a no-obligation home value based on real comparable sales in Maple Oak Shores, 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 Maple Oak Shores?
The Florida DOR 2025 assessment roll shows 148 homes plus 5 vacant residential lots in Maple Oak Shores (public records).
What share of Maple Oak Shores is owner-occupied?
80% of Maple Oak Shores parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Maple Oak Shores built?
Homes in Maple Oak Shores were built between 1934 and 2024, with a median year built of 1986.0 (FL DOR 2025 roll).
Who is the best real estate agent for Maple Oak Shores?
The best agent for Maple Oak Shores 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 Maple Oak Shores.
How do I find a top Kissimmee real estate agent who knows Maple Oak Shores?
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 Maple Oak Shores and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Maple Oak Shores?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Maple Oak Shores purchase or sale - no call center and no pressure.
Buyers who want to evaluate square footage and layout on a home-by-home basis rather than expecting uniform productExcellent fit
Buyers comfortable budgeting for updates on an older structure in exchange for larger living space, given the median size runs over 2,520 square feetExcellent fit
Buyers who prioritize a stable, long-held ownership pattern over a highly transactional resale environmentExcellent fit
Buyers who want a newer build with fewer unknowns on system ageProbably not
Buyers who expect a clubhouse, pool, or other shared community amenity as part of the purchaseProbably not
Buyers who want a highly uniform streetscape rather than a mix of construction erasProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34744))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2015 (4 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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