Sheffield At Lakeside Estates
Homes for Sale in Kissimmee, FL

All 2,887 homes for sale in Kissimmee, FL · median $374,999 · 111 homes for sale in 34743 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34743
116 homesBuilt 1992–2000
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Built fromLive Stellar MLS data12 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 28 closed sales in Sheffield At Lakeside Estates Ph 3 in Kissimmee, FL since 2014, the most recent in September 2026. 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).

Sheffield At Lakeside Estates Ph 3 key facts
LocationKissimmee, Osceola County, FL · ZIP 34743
Homes in the community116 (FL DOR 2025 assessment roll)
Years built1992–2000 (median 1994.0)
Typical living area1,968 sq ft (median)
Owner-occupied (homestead) share75%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Sheffield At Lakeside Estates Ph 3 key facts,” movewithmomentum.com/neighborhoods/sheffield-at-lakeside-estates-ph-3, data as of September 20, 2026.

Live · Sheffield At Lakeside Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
75%
Owner-occupied · Sheffield At Lakeside Estates
87 of 116 parcels homesteaded (FL DOR 2025)
25%
Non-owner-occupied · Sheffield At Lakeside Estates
incl. 3% trust or LLC-held · 10% out-of-state
116
Homes in the community
116 residential parcels (FL DOR 2025)
Track record · 12 years of records
7
Recorded sales · 2024-2025
median $370K · qualified sales on the county roll (FL DOR 2025)
Est. 1992
Community established
homes built 1992-2000, median 1994 (FL DOR 2025)
1.7%/yr
Turnover rate
about 2 of 116 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Sheffield At Lakeside Estates Ph 3 is a small, established pocket of 116 homes built between 1992 and 2000, with a median year built of 1994. That means most of the housing stock is now over three decades old, so condition and updates — roofs, HVAC, windows, kitchens — do more to separate one listing from another here than location or lot within the community. Buyers should expect a range of upgrade levels rather than a uniform product.

With a 75% homestead share, this is a community where most owners are long-term occupants rather than short-term holders, which tends to produce steadier turnover and fewer listings at any given time. That thin, condition-driven inventory rewards buyers who move decisively on a well-maintained property and sellers who invest in visible updates before listing, since a dated interior will show clearly against better-kept neighbors.

Nearby homes for sale

No active listings inside Sheffield At Lakeside EstatesHomes for Sale in Kissimmee, FL 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.

1837 WIMBLEDON STREET
$400K · 0.1 mi away
3 bd · 2 ba · 1,760 sqft
1837 WIMBLEDON STREET
Listed by FLORIDA STAR REALTY GROUP
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
2104 MALLARD CREEK CIRCLE
$420K · 0.2 mi away
4 bd · 2 ba · 1,952 sqft
2104 MALLARD CREEK CIRCLE
Listed by HOMES INTERNATIONAL FLORIDA
2109 BROOME STREET
$350K · 0.2 mi away
3 bd · 2.5 ba · 1,452 sqft
2109 BROOME STREET
Listed by AXEN REALTY, LLC
2104 BROOME STREET
$350K · 0.2 mi away
3 bd · 2.5 ba · 1,452 sqft
2104 BROOME STREET
Listed by AXEN REALTY, LLC
2129 JESSA DRIVE
$380K · 0.3 mi away
4 bd · 2.5 ba · 1,577 sqft
2129 JESSA DRIVE
Listed by MY REALTY GROUP, LLC.

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 with 116 homes, Sheffield At Lakeside Estates Ph 3 offers a settled, low-turnover housing stock with a median living area of 1,968 square feet — a size point common to that era of Osceola County construction.

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.

County records show 7 qualified sales in Sheffield At Lakeside Estates across 2024–2025 (5 in 2024, 2 in 2025), median $370,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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-sized, established home footprint in the 1,968-square-foot range
  • Buyers who plan to occupy the home long-term rather than hold it as a short-term rental
  • Buyers comfortable budgeting for updates on a home built in the 1990s

Probably not for

  • Buyers who want a community with organized shared amenities
  • Buyers seeking new or recently built construction
  • Buyers who prefer a turnkey home with no expectation of near-term 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, 136 homes are on the market and 20% are under contract — a steady corner of Kissimmee.

Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).

In ZIP 34743 (Kissimmee), 352 homes closed in the last 12 months at a median of $348K ($239/sq ft), down 2.6% year over year, with a median 31 days on market. Right now 27 active and 6 pending listings put supply at about 4.5 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.

Housing distress & ownership in Sheffield At Lakeside Estates Ph 3, Kissimmee

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 7 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-20)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.

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-sized home in Kissimmee without a formal amenity package.
Biggest Risk
Homes built between 1992 and 2000 may need age-related system updates that vary widely by listing.
Sweet Spot
Buyers comfortable evaluating condition closely and prioritizing home and location over shared amenities.
Avoid If
Avoid if you want a community with organized common amenities or a recently built home.

A community built for occupancy, not turnover

The build window of 1992 to 2000, centered on a median year of 1994, places this community squarely in the pre-2000s wave of Osceola County development. Homes at this age carry the maintenance profile you would expect: original systems may be near or past typical replacement intervals, and floor plans reflect the design conventions of that decade rather than newer builds. A median living area of 1,968 square feet points to a consistent, mid-sized home footprint across the community rather than a mix of very small and very large product.

No community amenities are identified from current MLS listings, so this is not a community sold on shared recreational features — the value proposition rests on the home itself and its location in Kissimmee. Combined with a 75% homestead share, the profile is one of steady, owner-occupied housing rather than a fast-churning or heavily investor-driven pocket, which shapes how quickly and how often homes actually come to market.

“

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 small, low-turnover community like this one, we track condition and updates on a home-by-home basis rather than relying on broad neighborhood assumptions, so we can tell you honestly whether a specific listing's age-related maintenance needs match its asking terms.

Sheffield At Lakeside Estates in 15 seconds.

Best forBuyers looking for an established, mid-sized home in Kissimmee without a formal amenity package.
Biggest advantageA consistent size profile around 1,968 square feet makes comparing homes here straightforward.
Biggest riskHomes built between 1992 and 2000 may need age-related system updates that vary widely by listing.
Sweet spotBuyers comfortable evaluating condition closely and prioritizing home and location over shared amenities.
Avoid ifAvoid if you want a community with organized common amenities or a recently built home.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Sheffield At Lakeside Estates 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 Sheffield At Lakeside Estates.
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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Frequently Asked Questions

How many homes are in Sheffield At Lakeside Estates?
The Florida DOR 2025 assessment roll shows 116 homes in Sheffield At Lakeside Estates (public records).
What share of Sheffield At Lakeside Estates is owner-occupied?
75% of Sheffield At Lakeside Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Sheffield At Lakeside Estates built?
Homes in Sheffield At Lakeside Estates were built between 1992 and 2000, with a median year built of 1994.0 (FL DOR 2025 roll).
Who is the best real estate agent for Sheffield At Lakeside Estates?
The best agent for Sheffield At Lakeside Estates is one who actively works Kissimmee and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Sheffield At Lakeside Estates.
How do I find a top Kissimmee real estate agent who knows Sheffield At Lakeside Estates?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Sheffield At Lakeside Estates and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Sheffield At Lakeside Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Sheffield At Lakeside Estates purchase or sale - no call center and no pressure.
Where is Sheffield At Lakeside Estates, and what county is it in?
Sheffield At Lakeside Estates is in Kissimmee, Osceola County, FL, ZIP 34743. The community's center is about 4 miles east of the center of Kissimmee (straight-line).
Buyers seeking a mid-sized, established home footprint in the 1,968-square-foot rangeExcellent fit
Buyers who plan to occupy the home long-term rather than hold it as a short-term rentalExcellent fit
Buyers comfortable budgeting for updates on a home built in the 1990sExcellent fit
Buyers who want a community with organized shared amenitiesProbably not
Buyers seeking new or recently built constructionProbably not
Buyers who prefer a turnkey home with no expectation of near-term system updatesProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (4 streets, ZIP 34743))
Under-contract sharesStellar MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2014 (28 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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CallFree valuation →
Thinking of selling in Sheffield At Lakeside Estates Ph 3? 2 recorded closings (window ending 2026-09-20). 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.

Nearby Communities

Explore more neighborhoods near Sheffield At Lakeside Estates with Momentum Realty’s local guides.

SASheffield At Lakeside Estates0.0 mi away · 116 homes, built 1992–00SLSoho Lakeside0.1 mi away · 1 for saleSLSheffield Lakeside Estates0.1 mi away · 43 homes, built 1992–00Soho At Lakeside Townomes0.2 mi away · 1 for saleSoho At Lakeside Townhomes0.2 mi away · 95 homes, 1 for sale

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