Loveland Estates in Kissimmee

Loveland Estates
Homes for Sale in Kissimmee, FL

All 2,933 homes for sale in KISSIMMEE, FL · median $373,400 · 247 homes for sale in 34744 · Osceola County homes for sale

Community in Kissimmee · Osceola County · ZIP 34744
Free · No obligation
Talk to a Loveland Estates Expert

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

Photo via Stellar MLS

Built fromLive Stellar MLS data19 years of closingsUpdated twice daily

As of September 2026, Loveland Estates in Kissimmee, FL has 2 homes for sale. As of September 2026, the MLS records 8 closed sales in Loveland Estates in Kissimmee, FL since 2007, the most recent in February 2025. 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).

Live · Loveland Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0%
Under contract
Osceola: 20% (1,079 of 5,502)
2 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Loveland Estates is a small, quiet pocket in Kissimmee with only four homes total and two active on the market as of this snapshot. With inventory this thin, each listing effectively sets its own comp - there is no meaningful trend line to read, only individual homes to evaluate on their own merits.

The homestead share sits at 100%, meaning every home here is owner-occupied under Florida's homestead exemption rather than held as a rental or investment property. That tells you this is a hold-and-live community, not a turnover market, which is part of why so few listings surface at any given time.

The 60-Second Overview

Homes here date from 1940 to 1973, with a median build year of 1960, and run larger than typical for their era at a median of 2,876 living square feet - a profile that suggests additions or substantial updates over the decades rather than untouched original construction.

Stellar MLS sales records identify 10 homes in Loveland Estates that have changed hands since 2011, built between 1940 and 2004 (median 1970), with a median living area of about 2,369 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 who found a specific listing here and want it evaluated on its own merits, not compared to a subdivision average
  • Buyers comfortable with an older build era (1940 - 1973) who plan to budget for updates or verify recent renovation work
  • Buyers who prefer no HOA and no shared amenities, and want full control over the property itself

Probably not for

  • Buyers who want a pool, clubhouse, or other on-site community amenities as part of the purchase
  • Buyers who need several comparable listings to choose from before committing
  • Buyers looking for a turnkey new-construction profile rather than a mid-century or older home

The market around Loveland Estates

Loveland Estates 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).

In ZIP 34744 (KISSIMMEE), 785 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.8% year over year, with a median 34 days on market. Right now 126 active and 26 pending listings put supply at about 6.6 months - a balanced market. See the live ZIP 34744 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Loveland Estates 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.

$2,241/mo
Osceola County typical true cost to own
$145/mo
Osceola County typical home insurance
Check CDD
Confirm before you offer

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.

LOVELAND ESTATES Market Scorecard

Thin data

LOVELAND ESTATES is currently a thin data market. Limited supply, a median asking price of $2,950, and homes go under contract in about 268 days.

n/a
Months supply
$2,950
Median list
n/a
Median sold
$1
Per sqft
268
Days on mkt
2/0/0
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 · county 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 Loveland Estates

Live MLS inventory for Loveland Estates. 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.

Active and pending Loveland Estates listings as of 2026-06-22, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2007 through 2025. Tap any home to ask about it.

If we were buying in Loveland 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 Loveland Estates.

Best Buy
Buyers seeking a low-density, individually distinct property rather than a subdivision experience.
Biggest Risk
With only two listings active at once, timing and selection are limited rather than abundant.
Sweet Spot
A buyer who has already found one of the two active homes and wants a straightforward, no-HOA purchase.
Avoid If
You are counting on community amenities or want a wide selection of comparable homes to choose from.

A Four-Home Market

With only four homes in the entire community and no HOA-run amenities identified in current MLS data, Loveland Estates functions less like a subdivision and more like a small enclave of individually held properties. Buyers should not expect community pools, clubhouses, or shared recreational infrastructure - what you see in the listing is what you get, plus whatever the lot itself offers.

The wide year-built range, 1940 to 1973, means the homes on the market at any time can differ significantly in construction era, layout logic, and system age even though they sit in the same small footprint. Two active listings out of four total homes is a meaningful share of the whole community, so due diligence on each property's individual condition and history matters more here than reading any aggregate trend.

The location and the amenities are priced into every listing in Loveland 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

A four-home community with no active comps to speak of is exactly where local, hands-on research beats relying on aggregated market data. We pull the actual permit history, prior sale records, and condition details on each of the two active listings rather than leaning on community-wide averages that do not really exist here.

Loveland Estates in 15 seconds.

Best forBuyers seeking a low-density, individually distinct property rather than a subdivision experience.
Biggest advantageNearly every home is owner-occupied, signaling long-term holds rather than a churn-heavy rental market.
Biggest riskWith only two listings active at once, timing and selection are limited rather than abundant.
Sweet spotA buyer who has already found one of the two active homes and wants a straightforward, no-HOA purchase.
Avoid ifYou are counting on community amenities or want a wide selection of comparable homes to choose from.

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 Loveland Estates sales matched to your home.

What is your Loveland Estates home worth?

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

See all homes for sale in Kissimmee →

Real comps, not an automated estimate.
Buyers who found a specific listing here and want it evaluated on its own merits, not compared to a subdivision averageExcellent fit
Buyers comfortable with an older build era (1940 - 1973) who plan to budget for updates or verify recent renovation workExcellent fit
Buyers who prefer no HOA and no shared amenities, and want full control over the property itselfExcellent fit
Buyers who want a pool, clubhouse, or other on-site community amenities as part of the purchaseProbably not
Buyers who need several comparable listings to choose from before committingProbably not
Buyers looking for a turnkey new-construction profile rather than a mid-century or older homeProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: June 22, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2007 (8 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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

Common questions about Loveland Estates

Where is Loveland Estates?

Loveland Estates is a community in KISSIMMEE, Osceola County, Florida, ZIP 34744.

Are there homes for sale in Loveland Estates right now?

Yes - 2 active and 0 pending listings as of the last feed refresh (twice daily). They are listed on this page.

Does Loveland Estates have an HOA or CDD?

No HOA is on record for Loveland 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.

Nearby Communities

Explore more neighborhoods near Loveland Estates with Momentum Realty’s local guides.

KCKings Crest0.3 mi away · 114 homes, built 1990–04CBCane Brake0.4 mi away · 69 homes, built 1988–05ARAshley Reserve0.5 mi awayWAWoods At Kings Crest0.6 mi away

Browse all neighborhood guides →

Talk to a Local Loveland Estates Expert
Call Get Listings