Gilchrist
Homes for Sale in Kissimmee, FL

By Jon Brooks, Co-Founder, Momentum Realty · Updated October 5, 2026

Buying in Kissimmee? Get matched with a local agent →Selling? Get your Kissimmee home value →or call (904) 351-6461

All 2,887 homes for sale in Kissimmee, FL · median $374,999 · 328 homes for sale in 34744 · Osceola County homes for sale

Community in Kissimmee · Osceola County

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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS dataUpdated twice daily

gilchrist add to kissimmee is a community in Kissimmee, Osceola County, FL. Across Kissimmee as a whole, 2,523 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,265 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).

Live · Gilchrist Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)

Tempo

100%

Under contract

Osceola: 20% (1,077 of 5,514)

0 · 1

For sale · pending

live counts, refreshed twice daily

The Area Market

The market around Gilchrist

Gilchrist is too small for its own price trend, so here is the market around it.

Across Osceola County, 4,437 homes are active and 1,077 pending (20% under contract).

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

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Osceola County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,257/mo

Osceola County typical true cost to own

$145/mo

Osceola County typical home insurance

Check CDD

Confirm before you offer

Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Osceola County scorecard.

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

How much local inventory is already under contract

18% of homes for sale in ZIP 34744 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).

GILCHRIST ADD TO KISSIMMEE Market Scorecard

Thin data

GILCHRIST ADD TO KISSIMMEE is currently a thin data market. Limited supply, a median asking price of n/a.

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Months supply

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Median list

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Median sold

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Per sqft

n/a

Days on mkt

0/1/0

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 · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Homes For Sale Right Now in Gilchrist

Live MLS inventory for Gilchrist. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Pending · 329 days

$315,000

3 bd · 2 ba · 1,330 sqft · built 2025

2352 ROSS STREET, KISSIMMEE, 34744

Listed by UNITED REAL ESTATE PREFERRED

Active and pending Gilchrist listings as of 2026-09-16, priced high to low. Based on Stellar MLS data distributed by MLS GRID. Tap any home to ask about it.

Every Home for Sale in Gilchrist Add To Kissimmee Kissimmee Right Now (1)

All 1 active and pending Gilchrist Add To Kissimmee Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.

2352 Ross Street · $315,000 · 3 bd / 2 ba · listed Sep 29, 2026 · listed by Lifestyle International Realty

The Strategy

The Gilchrist buying strategy.

If we were buying in Gilchrist today, this is the order of operations we would run for our clients.

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.

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

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 Gilchrist.

“

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Gilchrist homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Gilchrist.

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.

Run Your Numbers

Tools for a Gilchrist buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxOsceola County millage and the homestead picture.Rent vs buyThe breakeven on owning in Gilchrist.Save Our HomesProject your homestead tax cap over time.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Gilchrist sales matched to your home.

Selling in Gilchrist

Price it to the comps and condition, not an automated estimate.

If you are thinking about selling in Gilchrist, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.

What is your Gilchrist home worth?

Get a no-obligation home value based on real comparable sales in Gilchrist, 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.

Data sources & freshness

Live listings	Stellar MLS, refreshed twice daily (last: September 16, 2026)
Under-contract shares	Stellar MLS records, as of 2026-09-12

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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