Welcome to this breathtaking 4-bedroom, 2-bathroom CUSTOM BUILT home, ideally located ONE MINUTE from the heart of Historic Downtown Winter Garden. And with a NEW ROOF, NEWER AC system, and NO HOA, this home delivers tremendous value and peace of mind for years to come. Tucked away on a quiet dead-end street, this property offers both privacy and peace of mind — an ideal setting for families. Inside, you’ll find bamboo flooring throughout, soaring ceilings in the living room, EVERY SINGLE ROOM being OVERSIZED, and an open layout that feels bright, spacious, and inviting. The kitchen features generous counter space and seamlessly connects to the living and dining areas, making it perfect for both everyday life and entertaining. The flexible dining room could easily double as a home office or study, depending on your lifestyle needs. Step outside to your own backyard oasis — complete with an outdoor kitchen, expansive yard space, and plenty of room to add a pool if desired. Don’t miss your chance to own a spacious home in one of Central Florida’s most desirable areas — just moments from Winter Garden’s dining, shopping, and trails!
Sold for $550,000
$550,000
18 Cooledge St, Winter Garden, FL 34787
4beds
2,128sqft
Single Family Residence
Built in 2006
9,380 Square Feet Lot
$553,200 Zestimate®
$258/sqft
$3,102 Estimated rent
Home value
$553,200
$503,000 - $609,000
$3,102/mo
Zestimate® history
Owner options
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$3,102/mo
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$3,102/mo
Rent Zestimate®
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$3,916/mo
Est. payment
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$3,916/mo
Est. payment
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List your homeWhat's special
Outdoor kitchenExpansive yard spaceOpen layoutSoaring ceilingsBamboo flooringFlexible dining roomGenerous counter space
Zillow last checked:
Listing updated:
Listing Provided by:
Ty McTague 407-615-0582,
RE/MAX VANTAGE 407-745-4980
Bought with:
Chris Gabriel, PA, 3394120
EXP REALTY LLC
Source: Stellar MLS,MLS#: O6297601
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 144 Square Feet
- Dimensions: 12x12
Primary bathroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Kitchen
- Level: First
- Area: 150 Square Feet
- Dimensions: 10x15
Living room
- Level: First
- Area: 225 Square Feet
- Dimensions: 15x15
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Microwave, Range, Refrigerator
- Laundry: Inside
Features
- Ceiling Fan(s)
- Flooring: Bamboo
- Doors: Outdoor Kitchen
- Has fireplace: No
Interior area
- Total structure area: 2,802
- Total interior livable area: 2,128 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Exterior features: Outdoor Kitchen
Lot
- Size: 9,380 sqft
Details
- Parcel number: 232227715208050
- Zoning: R-2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 2006
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public
Community & neighborhood
Location
- Region: Winter Garden
- Subdivision: PLEASANT PARK
HOA & financial
HOA
- Has HOA: No
Other fees
- Pet fee: $0 monthly
Other financial information
- Total actual rent: 0
Other
Other facts
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Road surface type: Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 10/14/2025 | Sold | $550,000-6%$258/sqft |
Source:  Stellar MLS #O6297601 Report a problem | ||
| 9/18/2025 | Pending sale | $585,000$275/sqft |
Source: Stellar MLS #O6297601 Report a problem | ||
| 8/1/2025 | Price change | $585,000-2.5%$275/sqft |
Source: Stellar MLS #O6297601 Report a problem | ||
| 5/12/2025 | Price change | $600,000-2.4%$282/sqft |
Source: Stellar MLS #O6297601 Report a problem | ||
| 4/17/2025 | Listed for sale | $615,000-4.7%$289/sqft |
Source: Stellar MLS #O6297601 Report a problem | ||
| 4/1/2025 | Listing removed | $645,000$303/sqft |
Source: Stellar MLS #O6255957 Report a problem | ||
| 3/12/2025 | Price change | $645,000-0.8%$303/sqft |
Source: Stellar MLS #O6255957 Report a problem | ||
| 11/7/2024 | Listed for sale | $650,000+120.3%$305/sqft |
Source: Stellar MLS #O6255957 Report a problem | ||
| 5/23/2006 | Sold | $295,000+321.4%$139/sqft |
Source: Public Record Report a problem | ||
| 7/20/2005 | Sold | $70,000+268.4%$33/sqft |
Source: Public Record Report a problem | ||
| 9/13/1993 | Sold | $19,000$9/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $6,502 +15.9% | $348,402 +10% |
| 2023 | $5,612 +10.7% | $316,729 +10% |
| 2022 | $5,069 +19.1% | $287,935 +10% |
| 2021 | $4,258 +102.1% | $261,759 +55.8% |
| 2020 | $2,107 +1.2% | $168,035 +2.3% |
| 2019 | $2,081 +1.1% | $164,257 +1.9% |
| 2018 | $2,058 | $161,194 -33.4% |
| 2017 | $2,058 +2.9% | $241,911 +30.5% |
| 2016 | $1,999 +0.4% | $185,387 +10.5% |
| 2015 | $1,991 -1.7% | $167,696 +4.3% |
| 2014 | $2,026 +2% | $160,724 +7.1% |
| 2013 | $1,986 +1.4% | $150,087 +1.6% |
| 2012 | $1,958 -3.4% | $147,724 -2.2% |
| 2011 | $2,027 -5.5% | $151,113 -6.8% |
| 2010 | $2,145 | $162,136 -15.6% |
| 2009 | -- | $192,208 -17.2% |
| 2008 | $3,051 -13.8% | $232,202 -7.1% |
| 2007 | $3,541 +404.9% | $250,041 +525.1% |
| 2006 | $701 +38.2% | $40,000 +42.9% |
| 2005 | $507 -48.8% | $28,000 -49.4% |
| 2004 | $991 +39.2% | $55,346 +41.9% |
| 2003 | $712 +2.6% | $38,992 +2.6% |
| 2002 | $694 | $38,013 |
Find assessor info on the county website
Neighborhood: 34787
Nearby schools
GreatSchools rating
- 5/10Dillard Street Elementary SchoolGrades: PK-5Distance: 1 mi
- 4/10Lakeview Middle SchoolGrades: 6-9Distance: 0.8 mi
- 7/10West Orange High SchoolGrades: 9-12Distance: 1.7 mi
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Estimated market value
$553,200
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$553,200
- Florida
- Orange County
- Winter Garden
- 34787
- 18 Cooledge St
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Nearby neighborhoods
Nearby zip codes
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