CENTURY 21 Edge
← All of Kissimmee

Neighborhood · Kissimmee, Florida

Sheffield At Lakeside Estates

An easygoing Kissimmee address minutes from the theme parks

1

Homes for sale

$399,900

Median list price

$227

Avg price / sqft

33

Median days on market

Search Sheffield At Lakeside Estates on the map

Sheffield At Lakeside Estates is a small residential pocket of Kissimmee where the pace stays quiet but the theme-park corridor is never far. Homes here run around 1,760 square feet — comfortable single-family living within an easy drive of the region's biggest draws, with Walt Disney World about 28 minutes away and Orlando International Airport roughly 24. If you want a settled Osceola County neighborhood rather than a short-term-rental resort like Storey Lake or Solara, this is the trade-off worth making.

The market here is genuinely thin — right now there's a single active listing at $410,000, so serious buyers should be ready to move fast. Over the last year just two homes sold, at a median of $362,500, with sellers collecting about 98% of asking. That combination of low inventory and strong close ratios means you'll want to compare it against the wider pool of Kissimmee homes for sale and nearby options like Lake Marion Village before you commit.

Sheffield At Lakeside Estates is a community in Kissimmee, Florida.

Quick facts

$399,900 – $400K price range

1,760 sqft median home

$57/mo median HOA

2 sold in 12 months

Drive times

Orlando Int’l Airport (MCO)≈ 24 min
Walt Disney World≈ 28 min
Universal Orlando≈ 28 min
Downtown Orlando≈ 29 min

On the market now

Homes for sale in Sheffield At Lakeside Estates

Every active listing inside the Sheffield At Lakeside Estates boundary

Open full map search →

Find your fit

Browse Sheffield At Lakeside Estates

By feature — on the live map

The numbers that matter

The Sheffield At Lakeside Estates market

2

Sold, last 12 months

$362,500

Median sold price

98%

Sale-to-list ratio

What sellers actually get vs asking

85 days

Median time to sell

Sheffield At Lakeside Estates vs Kissimmee

Median list price

Sheffield At Lakeside Estates$400K
Kissimmee Co.$375K

Price per sqft

Sheffield At Lakeside Estates$227
Kissimmee Co.$213

Days on market

Sheffield At Lakeside Estates33d
Kissimmee Co.89d

Median sold price — 3-yr, 3-mo rolling

▼ 9.0% yr/yr

$355K$397K$438KOct ’23Dec ’25

Homes sold per month

012Oct ’23Dec ’25

Live Stellar MLS data — every listing and closed sale inside the Sheffield At Lakeside Estates boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Sheffield At Lakeside Estates is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Sheffield At Lakeside Estates home

≈ $2,399/mo

Principal & interest $2,107
Property tax $25
HOA / fees $57
Insurance (est.) $210

$399,900 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$57/mo

Median HOA

From current listings inside the boundary

Population

1,102

Median age

45

Median income

$43,066

Median home value

$257,000

Beyond the listings

Living in Sheffield At Lakeside Estates

Entertainment

Top 7% in the U.S.

Lighthearted Fun

This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.

Food & Drink

Top 16% in the U.S.

Fueling for Fitness

A population characterized by healthy eating. Often pre-planning for meals for the purpose of fitness and convenience. Likely to participate in meal prep trends.

Food & Drink

Top 17% in the U.S.

Ingredient Attentive

These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.

Appearance oriented

Top 18% in the U.S.

Trend Trackers

This population lives as fast as the culture. They like to keep up with the latest trends, especially when it comes to apparel and accessories.

Active

Top 19% in the U.S.

Functional Fitness

Looking good and reaching fitness goals is all about discipline: Eat right. Work hard. No excuses. This population is more likely to view working out as a means to an end.

Food & Drink

Top 23% in the U.S.

Sweet Treats

This population has a sweet tooth, and they're looking for treats to satisfy their sugar craving, including candy, cupcakes and flavorful toppings.

People who close here

Our Kissimmee experts

Straight answers

Sheffield At Lakeside Estates FAQs

Is Sheffield At Lakeside Estates a good place to live?+

It suits buyers who want a quiet residential neighborhood with easy access to Central Florida's job and entertainment hubs. Downtown Orlando is about 29 minutes away and the airport just 24, and assigned schools include Osceola County School for the Arts and Cypress Elementary. It's a settled community rather than a vacation-rental resort, which is a plus if you're planning to actually live here.

Is it expensive to buy here?+

It sits in the mid-range for the Kissimmee area. The one current listing is priced at $410,000, while homes that sold over the past year had a median price of $362,500. For comparison shopping, it's worth scanning the broader range of Kissimmee homes for sale.

What do homes cost in Sheffield At Lakeside Estates?+

Expect roughly $233 per square foot on homes that median around 1,760 square feet. The active listing is at $410,000, and recent sales closed near $362,500 — so figure somewhere in that band depending on condition and features like a pool.

How is the market right now?+

It's tight and fast. There's just one active listing, only two homes sold in the past 12 months, and the median days on market is one — with sellers getting about 98% of their asking price. If something you like comes up, be prepared to act quickly, and keep an eye on comparable communities like Lake Marion Village.

What about HOA fees and property taxes?+

Both are on the lighter side here. The median HOA is $57 per month and the median property tax bill is about $297 per year. That keeps your ongoing carrying costs low compared with many resort-style Kissimmee communities.

Keep exploring

More Kissimmee neighborhoods

Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

Never miss a listing

New Sheffield At Lakeside Estates homes, in your inbox

A daily digest of new Kissimmee listings — straight from the MLS. Unsubscribe anytime.

By checking this box, I provide my prior express written consent to CENTURY 21 Edge, directly or through its affiliated real estate agents, to contact me at the telephone number(s) and email address I provide regarding my inquiry, real estate services, and marketing or promotional communications, including property listings, market updates, open houses, home value reports, and related real estate information. I authorize calls and text messages made using an automatic telephone dialing system or other automated technology and calls using prerecorded or artificial voice. I also consent to receive marketing and promotional emails. Consent is not a condition of purchasing any property, goods, or services. Message and data rates may apply. Message frequency varies. Reply STOP to opt out of text messages or HELP for help. I may unsubscribe from marketing emails using the unsubscribe link in any marketing email. I may revoke my consent to calls or text messages at any time using any reasonable method. Calls with CENTURY 21 Edge may be recorded. See our Privacy Policy, Terms of Use, and SMS Terms.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

MLS® Disclaimers

Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated October 10, 2026 at 6:30 AM UTC. The listing information on this page last changed on October 10, 2026 at 6:30 AM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on October 10, 2026 at 6:30 AM UTC.

StellarMLS DMCA Notice: The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: October 10, 2026 at 6:30 AM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. IDX information is provided exclusively for consumers'' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.