Maple Chase Cypr Woods
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 34758
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Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 9 closed sales in Maple Chase Cypr Wds in Kissimmee, FL since 2014, the most recent in July 2022. 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 Chase Cypr Woods is a tightly built, single-era community: every home here went up between 2005 and 2007, with a median year built of 2006. That narrow construction window means the housing stock reads consistently — similar age, similar systems, similar expected wear — which simplifies comparisons for anyone evaluating a specific listing against the rest of the community.

There is no recent closings data to draw a price read from, so we are not going to manufacture one. What we can say is that homes here run large, with a median living area just over 3,000 square feet, and that roughly two-thirds of owners carry a homestead exemption — a signal this is functioning as a primary-residence community rather than an investor or short-term rental pocket. Anyone pricing a home here should lean on a direct comparable pull rather than a community-wide average.

Nearby homes for sale

No active listings inside Maple Chase Cypr Wds 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.

4442 MAPLE CHASE TRAIL
$299K · 0.0 mi away
3 bd · 2 ba · 1,876 sqft
4442 MAPLE CHASE TRAIL
Listed by LPT REALTY, LLC
4417 CANOPY COURT
$373K · 0.2 mi away
4 bd · 3 ba · 2,847 sqft
4417 CANOPY COURT
Listed by EVERYSTATE INC.
4568 FICUS TREE ROAD
$425K · 0.2 mi away
4 bd · 2.5 ba · 2,847 sqft
4568 FICUS TREE ROAD
Listed by ENTERA REALTY LLC
443 MARLBERRY LEAF AVENUE
$380K · 0.2 mi away
4 bd · 3 ba · 2,571 sqft
443 MARLBERRY LEAF AVENUE
Listed by CENTURY 21 CARIOTI
394 BLUE LAKE CIRCLE
$375K · 0.3 mi away
4 bd · 3 ba · 2,424 sqft
394 BLUE LAKE CIRCLE
Listed by PREFERRED REAL ESTATE BROKERS
471 ACACIA TREE WAY
$410K · 0.3 mi away
4 bd · 2.5 ba · 2,930 sqft
471 ACACIA TREE WAY
Listed by KELLER WILLIAMS LEGACY REALTY

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

The 60-Second Overview

An 83-home community in Kissimmee built out almost entirely in a three-year span, Maple Chase Cypr Woods offers a consistent age profile and larger-than-typical living space, with the bulk of owners occupying rather than renting or flipping.

Stellar MLS sales records identify 21 homes in Maple Chase Cypr Woods that have changed hands since 2014, built between 2005 and 2006 (median 2006), with a median living area of about 2,679 sq ft and a typical 4-bedroom, 2.5-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 want a larger home and are comfortable evaluating condition on a home-by-home basis
  • Owner-occupants looking for a primary residence in a consistently aged community
  • Buyers who do not need on-site amenities and would rather put budget into the home itself

Probably not for

  • Buyers whose priority is a clubhouse, pool, or other on-site amenity package
  • Investors expecting a deep closings history to model pricing before they buy
  • Buyers wanting a range of architectural eras or home ages to choose from

The market around Maple Chase Cypr Woods

Maple Chase Cypr Woods is too small for its own price trend, so here is the market around it.

In ZIP 34758, 389 homes are on the market and 30% are under contract — a fast-moving corner of Kissimmee.

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

In ZIP 34758 (Kissimmee), 723 homes closed in the last 12 months at a median of $300K ($171/sq ft), down 2.0% year over year, with a median 49 days on market. Right now 171 active and 77 pending listings put supply at about 4.8 months — a balanced market. See the live ZIP 34758 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Maple Chase Cypr Woods specifically. Momentum Research analysis of MLS records.

If we were buying in Maple Chase Cypr Woods 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 Chase Cypr Woods.

Best Buy
Buyers wanting a larger floor plan in a community built within a single, consistent era.
Biggest Risk
With no active closings data, pricing here requires a direct comparable pull, not a community average.
Sweet Spot
Buyers prioritizing square footage over amenity packages, since none are currently listed.
Avoid If
You are seeking a gated or amenity-rich community — none are identified here.

One build era, one story to check on each home

With every home dated 2005 to 2007, this is a community where age-related maintenance items — roofs, water heaters, HVAC systems — tend to cluster around the same replacement timeline across the neighborhood. That is useful for a buyer: instead of guessing at a home's mechanical age from unrelated averages, you can reasonably assume most of the community is dealing with, or approaching, similar system life expectancy.

No community amenities are currently identified from active MLS listings, which means whatever appeal exists here is coming from the homes themselves and the location, not a clubhouse or gated feature set. At a median of roughly 3,092 square feet, these are larger floor plans, and that space — not shared amenities — is likely the primary draw for a buyer looking at this address.

The location and the amenities are priced into every listing in Maple Chase Cypr Woods. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

With no recent closings feed to lean on, pricing a home in Maple Chase Cypr Woods correctly takes a direct pull of comparable sales and condition-adjusted analysis rather than a community-level number — that is the work we do before we ever suggest a list price or an offer.

Maple Chase Cypr Woods in 15 seconds.

Best forBuyers wanting a larger floor plan in a community built within a single, consistent era.
Biggest advantageHomes share a narrow construction window, simplifying condition and system-age comparisons.
Biggest riskWith no active closings data, pricing here requires a direct comparable pull, not a community average.
Sweet spotBuyers prioritizing square footage over amenity packages, since none are currently listed.
Avoid ifYou are seeking a gated or amenity-rich community — none are 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 Chase Cypr Woods sales matched to your home.

What is your Maple Chase Cypr Woods home worth?

Get a no-obligation home value based on real comparable sales in Maple Chase Cypr Woods, 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 who want a larger home and are comfortable evaluating condition on a home-by-home basisExcellent fit
Owner-occupants looking for a primary residence in a consistently aged communityExcellent fit
Buyers who do not need on-site amenities and would rather put budget into the home itselfExcellent fit
Buyers whose priority is a clubhouse, pool, or other on-site amenity packageProbably not
Investors expecting a deep closings history to model pricing before they buyProbably not
Buyers wanting a range of architectural eras or home ages to choose fromProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (9 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 →

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Thinking of selling in Maple Chase Cypr Wds? See the Osceola County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Common questions about Maple Chase Cypr Woods

Where is Maple Chase Cypr Woods?

Maple Chase Cypr Woods is a community in Kissimmee, Osceola County, Florida, ZIP 34758.

Are there homes for sale in Maple Chase Cypr Woods right now?

No active listings inside Maple Chase Cypr Woods 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 Chase Cypr Woods have an HOA or CDD?

No HOA is on record for Maple Chase Cypr Woods 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 Chase Cypr Woods with Momentum Realty’s local guides.

MCMaple Chase At Cypress Woods0.1 mi away · 1 for saleBanyan Cove At Cypress Woods0.2 mi away · median $414K, 6 sales/12 moBCBanyan Cove Cypress Wods0.2 mi awayBCBanyan Cove Cypress Woods0.2 mi awayTamarind Parke Cyp Woods U20.3 mi awayTPTamarind Parke At Cypress Woods0.3 mi away · median $360K, 7 sales/12 mo

Browse all neighborhood guides →

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