For sale

Price cut: $15K (7/22)

$435,000

499 CHICAGO WOODS CIRCLE, ORLANDO, FL 32824

4beds

2,070sqft

$2,910/mo

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Single Family Residence

Built in 1990

10,177 Square Feet Lot

$428,600 Zestimate^®

$210/sqft

$-- HOA

What's special

Peaceful water viewsAdded privacyThoughtfully designed floor planGenerous living spaces

Welcome to this spacious 4-bedroom, 2.5-bath home ideally located in the heart of Orlando! Nestled on a premium lot with no rear neighbors, this property offers peaceful water views and added privacy, creating the perfect setting to relax and unwind. The thoughtfully designed floor plan provides generous living spaces for everyday comfort and entertaining. The kitchen comes fully equipped with stainless steel appliances, making it move-in ready from day one. Conveniently located with quick access to SR-417, Orlando International Airport, Lake Nona Medical City, shopping, dining, and major employers, this home also offers an easy commute to Downtown Orlando, theme parks, and Central Florida's top attractions. Whether you're looking for your primary residence or a great investment opportunity, this home combines space, comfort, privacy, and an unbeatable location. Don't miss your chance to make it yours!

35 days

918

59

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Primary bedroom

Features: Walk-In Closet(s)
Level: Second

Primary bathroom

Level: Second

Kitchen

Level: First

Living room

Level: First

Heating

Electric, Heat Pump

Cooling

Central Air

Appliances

Included: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Laundry: Laundry Room

Features

Ceiling Fan(s), High Ceilings, Kitchen/Family Room Combo, Stone Counters, Thermostat
Flooring: Ceramic Tile, Luxury Vinyl
Has fireplace: No

Interior area

Total structure area: 10,177
Total interior livable area: 2,070 sqft

Video & virtual tour

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Property

Parking

Total spaces: 2
Parking features: Garage - Attached
Attached garage spaces: 2

Features

Levels: Two
Stories: 2
Exterior features: None
Has view: Yes
View description: Water
Water view: Water

Lot

Size: 10,177 Square Feet

Details

Parcel number: 252429601841010
Zoning: P-D
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Property subtype: Single Family Residence

Materials

Block
Foundation: Slab
Roof: Shingle

Condition

New construction: No
Year built: 1990

Utilities & green energy

Electric: Photovoltaics Seller Owned
Sewer: Public Sewer
Water: Public
Utilities for property: Public

Green energy

Energy generation: Solar

Community & HOA

Community

Pet fee: $0 monthly
Subdivision: MEADOW WOODS VILLAGE 07 PH 01

HOA

Has HOA: No

Location

Region: Orlando

Financial & listing details

Price per square foot: $210/sqft
Tax assessed value: $370,712
Annual tax amount: $2,573
Date on market: 7/9/2026
Cumulative days on market: 15 days
Ownership: Fee Simple
Total actual rent: 0
Road surface type: Paved

Estimated market value

$428,600

$407,000 - $450,000

$2,595/mo

Price history

Date	Event	Price
7/22/2026	Price change	$435,000-3.3%$210/sqft
Source: Stellar MLS #OM727521 Report a problem
7/10/2026	Listed for sale	$450,000+200%$217/sqft
Source: Stellar MLS #OM727521 Report a problem
2/22/2013	Sold	$150,000+93.1%$72/sqft
Source: Stellar MLS #O5125093 Report a problem
8/9/2012	Sold	$77,700-48.2%$38/sqft
Source: Public Record Report a problem
3/2/2009	Sold	$150,000$72/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2024	$2,402 +7.5%	$160,811 +3%
2023	$2,233 +4.9%	$156,127 +3%
2022	$2,128 +2%	$151,580 +3%
2021	$2,085 +0.7%	$147,165 +1.4%
2020	$2,070 +1.8%	$145,133 +2.3%
2019	$2,034 +1.3%	$141,870 +1.9%
2018	$2,007	$139,225 -29.8%
2017	$2,007 +2.1%	$198,243 +15.2%
2016	$1,965 +1.5%	$172,047 +6.4%
2015	$1,937 -3.6%	$161,727 +22.9%
2014	$2,010 -17.9%	$131,575 +10.9%
2013	$2,448 +43.3%	$118,684 +4%
2012	$1,708 -12.6%	$114,106 -10.7%
2011	$1,954 +2.2%	$127,755 -0.6%
2010	$1,912	$128,492 -3.4%
2009	--	$132,995 -34.7%
2008	$1,950 -5.3%	$203,712 -18.3%
2007	$2,059 -5.2%	$249,294 +17.6%
2006	$2,172 +12.8%	$211,981 +57.3%
2005	$1,925 +4.9%	$134,728 +10.2%
2004	$1,836 +0.9%	$122,268 +10.9%
2003	$1,819 +3%	$110,256 +3.7%
2002	$1,766 -19.5%	$106,359 +5.5%
2001	$2,193	$100,801