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Back 441 Courtlea Oaks Boulevard
Off Market

441 Courtlea Oaks Boulevard

Winter Garden FL 34787

5
5
3
4870 sq. ft.
18602 sq. ft.
Single-Family
Last sold for $1,160,000
Jennifer CoonJennifer Coon, last sold this property on 15 June 2026 after 101 days on market.

Overview

Virtually Staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

Features

5 bedrooms
5 bathrooms
3 carspaces
3 garage spaces
4870 sq. ft. floor area
18602 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Winter Garden over the last 12 months, the estimated median property value of 441 Courtlea Oaks Boulevard is $845.46k.

Median value
$845.46k
Estimated value range
$479k - $3.8m
Median days on market
50
Estimated value trend
4%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Winter Garden. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 441 Courtlea Oaks Boulevard

2026
Sold
$1,160,000
15 Jun 2026 by Jennifer Coon, of LAKESIDE REALTY WINDERMERE INC

Happy sellers in Winter Garden

86%
86% of sellers in Winter Garden reported that their sale price either exceeded or met their price expectations.

Winter Garden stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 44 reviews in Winter Garden over the last 12 months.

Local market activity for 5 bedroom single-family properties in Winter Garden

In the last 12 months, 370 five-bedroom single-family properties similar to 441 Courtlea Oaks Boulevard, have been sold.

This represents a 3% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Winter Garden

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Heidi Pfeffer-Morgan

Sellers who recommend Heidi Pfeffer-Morgan have praised them for being clear communication, reliable, friendly, dedicated, resourceful, hard-working, and supportive

  •   5   (33 reviews)
  •  9 Reviews in Winter Garden
  •  8 Sales in Winter Garden
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Erica Diaz

Erica Diaz is a recommended agent for Winter Garden.  They have 46 local sales and collected 7 local reviews across the last 12 months.

  •   5   (633 reviews)
  •  7 Reviews in Winter Garden
  •  46 Sales in Winter Garden
View profile
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Angela Camacho

Angela Camacho is a recommended agent for Winter Garden.  They have 7 local sales and collected 6 local reviews across the last 12 months.

  •   5   (68 reviews)
  •  6 Reviews in Winter Garden
  •  7 Sales in Winter Garden
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Sherri Palmer

Sellers who recommend Sherri Palmer have praised them for being local expert, responsive, clear communication, supportive, detail-oriented, dedicated, and friendly

  •   5   (96 reviews)
  •  4 Reviews in Winter Garden
  •  6 Sales in Winter Garden
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