Tamarind Parke/Cypress 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 data9 years of closingsUpdated twice daily

As of September 2026, the MLS records 3 closed sales in Tamarind Parke/Cypress Woods Unit 1 in Kissimmee, FL since 2017, the most recent in November 2024. 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

Tamarind Parke/Cypress Woods Unit 1 is a 164-home community where the bulk of construction dates to the earliest years of the neighborhood, with a median build year of 2001 even though permits stretched out to 2019. That spread matters: a buyer touring this community will see original-era homes alongside noticeably newer construction on the same streets, so condition and finish level vary more than age alone would suggest.

The median living area here runs large, just under 2,700 square feet, which points to a community built around larger floor plans rather than starter-sized product. With homestead exemptions filed on roughly seven in ten homes, this reads as a community where owners tend to stay rather than cycle through as rentals or short-term holds, a pattern that typically keeps turnover more measured and listings less frequent.

Nearby homes for sale

No active listings inside Tamarind Parke/Cypress Woods Unit 1 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.

418 MARLBERRY LEAF COURT
$380K · 0.1 mi away
4 bd · 3 ba · 2,571 sqft
418 MARLBERRY LEAF COURT
Listed by LPT REALTY, LLC
443 MARLBERRY LEAF AVENUE
$380K · 0.1 mi away
4 bd · 3 ba · 2,571 sqft
443 MARLBERRY LEAF AVENUE
Listed by CENTURY 21 CARIOTI
471 ACACIA TREE WAY
$410K · 0.1 mi away
4 bd · 2.5 ba · 2,930 sqft
471 ACACIA TREE WAY
Listed by KELLER WILLIAMS LEGACY REALTY
566 OAK BRANCH CIRCLE
$310K · 0.2 mi away
4 bd · 3 ba · 1,854 sqft
566 OAK BRANCH CIRCLE
Listed by EXP REALTY LLC
577 PINEHURST COVE
$315K · 0.2 mi away
3 bd · 2.5 ba · 1,978 sqft
577 PINEHURST COVE
Listed by PROFILES INTERNATIONAL REALTY
442 TAMARIND PARKE LANE
$385K · 0.3 mi away
4 bd · 3 ba · 2,318 sqft
442 TAMARIND PARKE LANE
Listed by DREAM BUILDERS REALTY

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

The 60-Second Overview

Tamarind Parke/Cypress Woods Unit 1 in Kissimmee combines an early-2000s core with infill built as late as 2019, producing a mix of original and newer homes on larger-than-typical footprints. High homestead participation suggests a community oriented toward longer-term ownership rather than fast resale.

Stellar MLS sales records identify 33 homes in Tamarind Parke/Cypress Woods that have changed hands since 2008, built between 2000 and 2003 (median 2001), with a median living area of about 2,384 sq ft and a typical 4-bedroom, 2.5-bath layout; 97% 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 prioritizing larger interior square footage over community amenities
  • Buyers planning to occupy the home long-term, consistent with the high homestead share seen here
  • Buyers willing to evaluate each home's age and condition individually rather than assume consistency across the community

Probably not for

  • Buyers who want a documented clubhouse, pool, or recreational amenity as part of the community
  • Buyers seeking a single, consistent build era with matching systems and finishes across the neighborhood
  • Investors expecting frequent turnover or a high volume of resale inventory to choose from

The market around Tamarind Parke/Cypress Woods

Tamarind Parke/Cypress 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 Tamarind Parke/Cypress Woods specifically. Momentum Research analysis of MLS records.

Tamarind Parke/Cypress Woods Unit 1 by the numbers

From county property records and closed MLS sales for the Tamarind Parke/Cypress Woods Unit 1 subdivision: 16 homes on record; built 2000–2002; typical size about 2,351 heated sq ft; 4 bedrooms is the median. Housing mix: single-family 93%.

YearRecorded salesMedian price
20114$102,000
20121$86,100
20132$106,450
20141$149,900
20171$220,000
20241$345,000

Newest recorded sale: $345,000 on 2024-11-21.

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 Tamarind Parke/Cypress 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 Tamarind Parke/Cypress Woods.

Best Buy
Buyers looking for a larger floor plan in Kissimmee who are comfortable evaluating condition individually rather than relying on a uniform build era.
Biggest Risk
The wide build-year range means two homes on the same street can differ significantly in age-related condition and systems.
Sweet Spot
Move-up buyers wanting space without a homeowners' association amenity package factored into the price.
Avoid If
Skip this one if you want a documented pool, clubhouse, or other amenity package as part of the purchase decision.

A wide build-year spread on a consistent lot size

The 2000-to-2019 build range means this is not a single-phase, single-era subdivision. Homes from the original build-out will show their age in systems and finishes unless updated, while later construction on the same streets can offer newer roofs, HVAC, and layouts. Buyers should expect to evaluate each listing on its own condition rather than assuming uniformity because of the community name.

At just under 2,700 square feet median, this community skews toward larger homes than many nearby Osceola County subdivisions, which affects who it draws and how it should be priced and marketed. No community amenities are identified from current MLS listings, so any pool, clubhouse, or recreational draw would need to be confirmed lot by lot rather than assumed at the community level.

The location and the amenities are priced into every listing in Tamarind Parke/Cypress 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 a build-year spread this wide and no documented community amenities to anchor comparisons, pricing and positioning here depend on getting the condition-versus-age read right on each specific home rather than leaning on neighborhood averages. We walk that comparison house by house before setting a number or making an offer.

Tamarind Parke/Cypress Woods in 15 seconds.

Best forBuyers looking for a larger floor plan in Kissimmee who are comfortable evaluating condition individually rather than relying on a uniform build era.
Biggest advantageThe community's larger median square footage stands out relative to typical starter subdivisions in the area.
Biggest riskThe wide build-year range means two homes on the same street can differ significantly in age-related condition and systems.
Sweet spotMove-up buyers wanting space without a homeowners' association amenity package factored into the price.
Avoid ifSkip this one if you want a documented pool, clubhouse, or other amenity package as part of the purchase decision.

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 Tamarind Parke/Cypress Woods sales matched to your home.

What is your Tamarind Parke/Cypress Woods home worth?

Get a no-obligation home value based on real comparable sales in Tamarind Parke/Cypress 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.

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Real comps, not an automated estimate.
Buyers prioritizing larger interior square footage over community amenitiesExcellent fit
Buyers planning to occupy the home long-term, consistent with the high homestead share seen hereExcellent fit
Buyers willing to evaluate each home's age and condition individually rather than assume consistency across the communityExcellent fit
Buyers who want a documented clubhouse, pool, or recreational amenity as part of the communityProbably not
Buyers seeking a single, consistent build era with matching systems and finishes across the neighborhoodProbably not
Investors expecting frequent turnover or a high volume of resale inventory to choose fromProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2017 (3 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 Tamarind Parke/Cypress Woods

Where is Tamarind Parke/Cypress Woods?

Tamarind Parke/Cypress Woods is a community in Kissimmee, Osceola County, Florida, ZIP 34758.

How many homes are in Tamarind Parke/Cypress Woods?

County property records list 16 homes in Tamarind Parke/Cypress Woods, built between 2000 and 2002; the typical home is about 2,351 heated square feet.

What do homes in Tamarind Parke/Cypress Woods sell for?

Tamarind Parke/Cypress Woods has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2024 (1 sale, median $345,000). For context, ZIP 34758 has 389 homes on the market with 30% under contract.

Are there homes for sale in Tamarind Parke/Cypress Woods right now?

No active listings inside Tamarind Parke/Cypress 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 Tamarind Parke/Cypress Woods have an HOA or CDD?

No HOA is on record for Tamarind Parke/Cypress 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.

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