Sheffield At Lakeside Estates
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in Kissimmee, FL · median $373,400 · 63 homes for sale in 34743 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34743
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Built fromLive Stellar MLS data14 years of closingsUpdated twice daily

As of September 2026, the MLS records 5 closed sales in Sheffield At Lakeside Est Ph 2 in Kissimmee, FL since 2012, 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

Sheffield At Lakeside Estates Ph 2 is a small, fixed-inventory pocket of 116 homes built between 1992 and 2000, with a median build year of 1994. That age band means most buyers are pricing in condition and updates rather than floor plan novelty — roofs, HVAC systems, and kitchens at this vintage are the real variables, not the address.

The homestead share sits at 75%, which tells you this is a community where most owners have settled in rather than churned through as rentals or flips. For sellers, that usually means less competing inventory at any given moment; for buyers, it means patience and a good inspection matter more than speed, since turnover here isn't constant.

Nearby homes for sale

No active listings inside Sheffield At Lakeside Est Ph 2 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.

1861 HOUSTON STREET
$300K · 0.1 mi away
3 bd · 2.5 ba · 1,452 sqft
1861 HOUSTON STREET
Listed by FLORIDA PRESTIGIOUS HOMES INC
1841 HOUSTON STREET
$304K · 0.1 mi away
3 bd · 2.5 ba · 1,452 sqft
1841 HOUSTON STREET
Listed by COMPASS FLORIDA LLC
2104 MALLARD CREEK CIRCLE
$425K · 0.1 mi away
4 bd · 2 ba · 1,952 sqft
2104 MALLARD CREEK CIRCLE
Listed by HOMES INTERNATIONAL FLORIDA
1837 WIMBLEDON STREET
$410K · 0.1 mi away
3 bd · 2 ba · 1,760 sqft
1837 WIMBLEDON STREET
Listed by FLORIDA STAR REALTY GROUP
2109 BROOME STREET
$360K · 0.2 mi away
3 bd · 2.5 ba · 1,452 sqft
2109 BROOME STREET
Listed by FLORIDA REALTY INVESTMENTS
2120 MARISOL LOOP
$420K · 0.2 mi away
4 bd · 2.5 ba · 2,240 sqft
2120 MARISOL LOOP
Listed by TOP LINE REALTY

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

The 60-Second Overview

A 1990s-built enclave in Kissimmee's Osceola County corridor, Sheffield At Lakeside Estates Ph 2 offers a consistent housing stock — mid-1,900s square footage on average — without a dedicated amenity package pulling buyers in; the draw here is the home and location, not a clubhouse.

Stellar MLS sales records identify 55 homes in Sheffield At Lakeside Estates that have changed hands since 2009, built between 1991 and 2000 (median 1993), with a median living area of about 1,625 sq ft and a typical 3-bedroom, 2-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 prioritizing square footage and lot over community amenities
  • Buyers planning to own long-term and comfortable budgeting for age-appropriate updates
  • Buyers who want a straightforward, no-HOA-frills subdivision in Osceola County

Probably not for

  • Buyers who want a newer-construction home with builder warranties intact
  • Buyers whose search is anchored around clubhouse, pool, or organized amenity access
  • Buyers wanting a turnkey home who aren't prepared to budget for 1990s-era system updates

The market around Sheffield At Lakeside Estates

Sheffield At Lakeside Estates is too small for its own price trend, so here is the market around it.

In ZIP 34743, 146 homes are on the market and 23% 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 34743 (Kissimmee), 364 homes closed in the last 12 months at a median of $347K ($239/sq ft), down 2.7% year over year, with a median 31 days on market. Right now 31 active and 4 pending listings put supply at about 5.2 months — a balanced market. See the live ZIP 34743 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Sheffield At Lakeside Estates specifically. Momentum Research analysis of MLS records.

Sheffield At Lakeside Estates Ph 2 by the numbers

From county property records and closed MLS sales for the Sheffield At Lakeside Estates Ph 2 subdivision: 8 homes on record; built 1993–1994; typical size about 1,772 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20104$109,000
20131$125,000
20151$135,000
20211$295,000
20241$355,000

Newest recorded sale: $355,000 on 2024-11-12.

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 Sheffield At Lakeside Estates 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 Sheffield At Lakeside Estates.

Best Buy
Buyers looking for an established, mid-1990s Kissimmee home without paying for a bundled amenity package.
Biggest Risk
Systems and finishes vary widely at this build age, so condition — not the neighborhood — will drive your real cost.
Sweet Spot
Buyers comfortable evaluating a 1990s-era home on its own inspection report rather than assuming recent construction.
Avoid If
You want a managed amenity community with a clubhouse, pool, or recreation program included.

A community built on houses, not amenities

There's no community amenity package identified in current MLS listings for Sheffield At Lakeside Estates Ph 2 — no clubhouse, no gated entry, no HOA-run pool showing up in the data. That's worth knowing going in: this is a straightforward residential subdivision where the value proposition is the house itself and its lot, not a shared recreation deck. If amenities are a must-have on your list, this isn't the community to anchor a search on.

With a median living area around 1,968 square feet and a build window spanning 1992 to 2000, the homes here are past their newest phase but not yet at a point where major systems are universally due. That puts a premium on asking sellers directly about roof age, AC replacement, and any permitted updates — the paperwork will tell you more than the listing photos will.

The location and the amenities are priced into every listing in Sheffield At Lakeside Estates. 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 this size — 116 homes with no amenity data to lean on — the difference between a good purchase and a mediocre one comes down to diligence on individual homes: age-appropriate inspections, permit history, and realistic comps within the subdivision rather than borrowed data from newer nearby developments. We do that homework before you write an offer, and we help sellers price against what's actually happened inside Sheffield, not a citywide average.

Sheffield At Lakeside Estates in 15 seconds.

Best forBuyers looking for an established, mid-1990s Kissimmee home without paying for a bundled amenity package.
Biggest advantageA high homestead share suggests steadier ownership and less flip-driven turnover.
Biggest riskSystems and finishes vary widely at this build age, so condition — not the neighborhood — will drive your real cost.
Sweet spotBuyers comfortable evaluating a 1990s-era home on its own inspection report rather than assuming recent construction.
Avoid ifYou want a managed amenity community with a clubhouse, pool, or recreation program included.

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 Sheffield At Lakeside Estates sales matched to your home.

What is your Sheffield At Lakeside Estates home worth?

Get a no-obligation home value based on real comparable sales in Sheffield At Lakeside Estates, 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 square footage and lot over community amenitiesExcellent fit
Buyers planning to own long-term and comfortable budgeting for age-appropriate updatesExcellent fit
Buyers who want a straightforward, no-HOA-frills subdivision in Osceola CountyExcellent fit
Buyers who want a newer-construction home with builder warranties intactProbably not
Buyers whose search is anchored around clubhouse, pool, or organized amenity accessProbably not
Buyers wanting a turnkey home who aren't prepared to budget for 1990s-era system updatesProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2012 (5 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 Sheffield At Lakeside Estates

Where is Sheffield At Lakeside Estates?

Sheffield At Lakeside Estates is a community in Kissimmee, Osceola County, Florida, ZIP 34743.

How many homes are in Sheffield At Lakeside Estates?

County property records list 8 homes in Sheffield At Lakeside Estates, built between 1993 and 1994; the typical home is about 1,772 heated square feet.

What do homes in Sheffield At Lakeside Estates sell for?

Sheffield At Lakeside Estates has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2024 (1 sale, median $355,000). For context, ZIP 34743 has 146 homes on the market with 23% under contract.

Are there homes for sale in Sheffield At Lakeside Estates right now?

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

Does Sheffield At Lakeside Estates have an HOA or CDD?

No HOA is on record for Sheffield At Lakeside Estates 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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