2259 Waukegan Dr, photo 1
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Overview

4 bd3 ba2,814 sqft2 car garageSingle Family
TypeSingle Family
HOA$120/mo
Built2015
Lot7,405 sqft
Living area2,814 sqft
Price / sqft$142
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

High CeilingsClubhouseDishwasherDryerElectric Water HeaterRefrigeratorWasher

2259 Waukegan Dr is a 2015-built home in Waterview Ph 1b, Kissimmee. Inside you'll find 4 bedrooms, 3 bathrooms, and 2,814 square feet of living space. Listed at $399,000 (about $142/sqft), 74 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $120 monthly.

From the listing

Welcome to this spacious 4-bedroom, 3-bathroom home in the desirable Waterview community of Kissimmee. Featuring over 2,800 square feet of living space, this beautifully designed home offers an open-concept floor plan with a spacious kitchen overlooking the living and dining areas—perfect for everyday living and entertaining. Upstairs, the generous primary suite includes a walk-in closet and private bath, while the additional bedrooms provide plenty of space for family or guests. Step outside to enjoy the fully fenced backyard, ideal for relaxing, entertaining, or pets. Conveniently located near shopping, dining, major highways, Orlando International Airport, and world-renowned attractions including Walt Disney World, Universal Orlando Resort, and SeaWorld. Don't miss this incredible opportunity—schedule your private showing today!

The essentials

Built
2015
Price / sqft
$142
On market
74 days
Annual tax
$5,230
HOA
$120/mo
Flood zone
X · Low risk
Lot
7,405 sqft
Type
Single Family Residence

At a glance

Single family
Built 2015
2 car garage
7,405 sqft lot
Lot size
2,814 sqft
Living area

Payment

Est. monthly payment
$2,836/mo
Down payment (20%)
$79,800
Property taxes
$436/mo
HOA
$120/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2015
Lot
7,405 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
74
High Ceilings
Clubhouse
Dishwasher
Dryer
Electric Water Heater
Refrigerator
Washer
Elementary
Boggy Creek Elem (K 5)
Middle
Horizon Middle
High
Poinciana High School

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$5,230
Parcel #
11-26-28-5434-0001-1080

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Waterview Ph 1b
County
Osceola
MLS Area
34758 - Kissimmee / Poinciana
Lot Size
7,405 sqft
HOA
$120/mo
Artemis lifestyles

Price history

Date
Event
Price
9/11/2026
Price change
Source: Stellar MLS #S5154846
$399,000-7.0%
$142/sqft
8/5/2026
Listed for sale
Source: Stellar MLS #S5154846
$429,000
$152/sqft

Neighborhood

2259 Waukegan Dr
Kissimmee, FL, 34758 · 34758 - Kissimmee / Poinciana

Market insights

Offer Insights

Choose an offer strength

List price: $399,000
$397,500 – $399,000
99.5% – 100% of listTops out right at the list price
80% of listList price
285 of the last 424 home closings in 34758 landed at this number or higher (67%). The median one sat 40 days before it went under contract, and this one is on day 74 after a $30,000 cut.

Sample: 424 closed home sales in 34758 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$2,836/mo
Principal & interest$2,081
Property taxes$436
Insurance$200
HOA$120
Down payment20% · $79,800
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$399,000

$142 per sq ft

Beds and baths

4 beds, 3 baths

Size

2,814 sq ft

Time on market

74 days

Year built

2015

Monthly payment

About $2,836/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $5,230 annual tax bill, insurance, and the $120/mo HOA fee.

HOA fee

$120/mo

Managed by Artemis lifestyles.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byLA ROSA REALTY CENTRAL FLORIDA LLCListing agent: Abdel ImamiListing data from Stellar MLS, MLS# S5154846.

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