Maple Oak Shores
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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Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

As of September 2026, the MLS records 4 closed sales in Maple Oak Shores in Kissimmee, FL since 2015, the most recent in June 2025. 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

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.

Nearby homes for sale

No active listings inside Maple Oak Shores 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.

219 STRATHMORE CIRCLE
$650K · 0.4 mi away
5 bd · 3 ba · 3,897 sqft
219 STRATHMORE CIRCLE
Listed by FOWLKES REALTY CO
2900 BONITA CIRCLE
$420K · 0.4 mi away
4 bd · 2 ba · 1,941 sqft
2900 BONITA CIRCLE
Listed by FUTURE HOME REALTY INC
1001 LA MIRADA COURT
$355K · 0.4 mi away
4 bd · 2.5 ba · 1,626 sqft
1001 LA MIRADA COURT
Listed by GRAND REALTY
231 STRATHMORE CIRCLE
$460K · 0.4 mi away
4 bd · 2 ba · 2,262 sqft
231 STRATHMORE CIRCLE
Listed by CENTURY 21 ALL HOMES & PROPERT
237 STRATHMORE CIRCLE
$400K · 0.5 mi away
4 bd · 2 ba · 2,278 sqft
237 STRATHMORE CIRCLE
Listed by DALTON WADE INC
1324 CINDER LANE
$700K · 0.6 mi away
3 bd · 2 ba · 2,560 sqft
1324 CINDER LANE
Listed by ROAD HOUSE REALTY INC.

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

The 60-Second Overview

Homes in Maple Oak Shores span nine decades of construction, with a median living area just over 2,520 square feet, giving the community a broader mix of layouts and vintages than a typical single-builder neighborhood.

Stellar MLS sales records identify 9 homes in Maple Oak Shores that have changed hands since 2005, built between 1969 and 1984 (median 1975), with a median living area of about 1,977 sq ft and a typical 3-bedroom, 2.5-bath layout; 89% 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 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 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 Maple Oak Shores specifically. Momentum Research analysis of MLS records.

Maple Oak Shores by the numbers

From county property records and closed MLS sales for the Maple Oak Shores subdivision: 9 homes on record; built 1969–1984; typical size about 1,977 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 88%.

YearRecorded salesMedian price
20152$252,450
20161$290,000
20191$305,000
20201$237,000
20211$200,000
20251$945,000

Newest recorded sale: $945,000 on 2025-06-30.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

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
  • 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 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.
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

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

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 Maple Oak Shores

Where is Maple Oak Shores?

Maple Oak Shores is a community in Kissimmee, Osceola County, Florida, ZIP 34744.

How many homes are in Maple Oak Shores?

County property records list 9 homes in Maple Oak Shores, built between 1969 and 1984; the typical home is about 1,977 heated square feet.

What do homes in Maple Oak Shores sell for?

Maple Oak Shores has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $945,000). For context, ZIP 34744 has 418 homes on the market with 21% under contract.

Are there homes for sale in Maple Oak Shores right now?

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

Does Maple Oak Shores have an HOA or CDD?

No HOA is on record for Maple Oak Shores 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 Maple Oak Shores with Momentum Realty’s local guides.

LBLago Buendia0.4 mi away · 197 homes, built 2006–21RRemington0.4 mi away · median $385K, 3 sales/12 moOGOcean Gulf Estates0.6 mi away

Browse all neighborhood guides →

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