Remington
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County · ZIP 34744
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Built fromLive Stellar MLS data12 years of closingsUpdated twice daily

As of September 2026, the MLS records 39 closed sales in Remington in Kissimmee, FL since 2014, the most recent in August 2024. Recorded prices across those 39 sales ran from $149,100 to $510,000 (median $215,000), on homes of 1,639 to 2,827 sq ft. 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 $3,280 ($2,670 with the full homestead exemption).

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Remington is a compact enclave of roughly 105 homes in Kissimmee, built in a tight window from 2003 to 2005 with a median year of 2004. That construction consistency matters: floor plans and bones are broadly similar across the community, so what separates one closing from another here is condition, updates, and lot position rather than vintage. The median living area sits near 2,119 square feet, which points to a fairly uniform mid-size product rather than a mix of small and large homes.

With no closings in the current window, there is no fresh transaction data to anchor pricing, so both sides should treat comps carefully and lean on condition-driven judgment. For sellers, that means a well-updated home can distinguish itself in a market where buyers have few recent benchmarks. For buyers, it argues for patience and a close read of each home's actual state rather than assuming a community-wide number.

The 60-Second Overview

A single-generation subdivision of about 105 similarly-sized homes from the mid-2000s, where the spread in value comes down to how each home has been maintained and updated rather than differences in age or square footage.

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 seeking a mid-size single-family home in the roughly 2,100 sqft range around Kissimmee
  • Buyers comfortable evaluating a home on its own condition rather than relying on recent comps
  • Owner-occupants planning to update a mid-2000s home over time

Probably not for

  • Buyers who need recent closing data to justify an offer
  • Buyers wanting new construction or the latest floor plans
  • Buyers unwilling to budget for two-decade-old systems and finishes

The market around Remington

Remington 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).

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

If we were buying in Remington 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 Remington.

Best Buy
Buyers who want a mid-size mid-2000s home and will price on condition, not comps.
Biggest Risk
No recent closings means thin comp data and more room for pricing disagreement.
Sweet Spot
An updated home near the ~2,119 sqft median that stands apart in a low-data market.
Avoid If
You need fresh comps to feel confident before making an offer.

A one-vintage community

Homes here all came up within a three-year build window, so buyers are largely comparing like against like on structure and layout. That makes updates the swing factor: kitchens, baths, roofs, and systems now sitting around two decades old are where value is won or lost. Expect a wide spread between homes kept current and those still original.

Just over half the homes carry a homestead exemption, at a 58.1% share, which suggests a meaningful owner-occupied core alongside a notable non-homestead segment. That mix can mean turnover and rental activity are part of the picture, so verify the status and condition of any specific home rather than assuming the community average applies to it.

The location and the amenities are priced into every listing in Remington. 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 to lean on, pricing in Remington takes local judgment, not a formula. We underwrite each home on its condition and updates against a nearly uniform build, so you are not paying for a headline number that does not reflect the house in front of you.

Remington in 15 seconds.

Best forBuyers who want a mid-size mid-2000s home and will price on condition, not comps.
Biggest advantageA uniform vintage makes it easier to judge what updates a given home actually needs.
Biggest riskNo recent closings means thin comp data and more room for pricing disagreement.
Sweet spotAn updated home near the ~2,119 sqft median that stands apart in a low-data market.
Avoid ifYou need fresh comps to feel confident before making an offer.

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 Remington sales matched to your home.

What is your Remington home worth?

Get a no-obligation home value based on real comparable sales in Remington, 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 seeking a mid-size single-family home in the roughly 2,100 sqft range around KissimmeeExcellent fit
Buyers comfortable evaluating a home on its own condition rather than relying on recent compsExcellent fit
Owner-occupants planning to update a mid-2000s home over timeExcellent fit
Buyers who need recent closing data to justify an offerProbably not
Buyers wanting new construction or the latest floor plansProbably not
Buyers unwilling to budget for two-decade-old systems and finishesProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2014 (39 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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Thinking of selling in Remington Prcl M01? 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.
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