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Back 5526 Deepdale Drive
Off Market

5526 Deepdale Drive

Williamsburg FL 32821

3
2
2
2325 sq. ft.
9469 sq. ft.
Single-Family
Last sold for $448,900
Helen ThompsonHelen Thompson, last sold this property on 11 September 2026 after 288 days on market.

Overview

Virtually Staged. NEW PRICE ALERT — PRIVATE WATERFRONT CONSERVATION POOL HOME WITH VERSATILE LIVING SPACES IN DESIRABLE DEER CREEK! Beautifully positioned on a spectacular waterfront conservation homesite, this distinctive Deer Creek residence offers a refreshing alternative to ordinary floorplans while embracing the privacy and natural beauty that Florida buyers crave. Thoughtfully designed with multiple adaptable living spaces, this 3 bedroom, 2 bath pool home presents exceptional flexibility for today’s evolving lifestyles. Whether you envision dedicated work-from-home space, separate media and relaxation zones, multigenerational living arrangements, creative pursuits, or personalized gathering spaces, this home delivers opportunities rarely found in traditional layouts. Expansive living areas are enhanced by abundant natural light and tranquil outdoor surroundings. A standout feature is the spacious Florida Room offering dual living environments ideal for executive workspace, media lounge, wellness retreat, hobby space, or flexible family living. Outdoors, enjoy a private screen-enclosed pool set against a serene conservation and waterfront backdrop — a peaceful setting for everyday enjoyment, entertaining, and quiet moments immersed in nature. Multiple custom additions elevate this home’s livability with the following enhancements: • A three-sided (approx. 7.5’ x 10’) enclosed den with a skylight, perfect office space • Glassed-in, fully ducted split Florida Room with AC & heat, adding approximately 450 sq. ft. of versatile living space. Perfect for game room and additional entertaining space both provide low maintenance Wood-look Tile floors • Granite countertops in the primary bath • Roof (2017) • HVAC (2017) • Updated second bath shower (2022) • New 6” gutters (2025) • Kitchen remodel (2025) featuring high-end new cabinet doors, edges & frames, plus a brand-new sink and faucet • Luxury Vinyl Tile flooring throughout (2025) • Upgraded interior and exterior light fixtures (2025) • Garage overhead storage racks • New interior Doors. Deer Creek Village residents enjoy an incredible array of amenities with low annual fees including: • Community Pool• Clubhouse• Community Garden, Playground, Tennis and Basketball Courts. Get acquainted with your neighbors at community events offered throughout the year. Convenient access to Orlando attractions, shopping, dining, major roadways, and the SeaWorld area. This is a rare opportunity to own a waterfront home in one of Orlando's excellent locales. Experience beauty, privacy, convenience—and the magic of nightly sunsets right from your own backyard.

Features

3 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2325 sq. ft. floor area
9469 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Williamsburg over the last 12 months, the estimated median property value of 5526 Deepdale Drive is $390k.

Median value
$390k
Estimated value range
$250k - $900k
Median days on market
38
Estimated value trend
-5%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Williamsburg. 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 5526 Deepdale Drive

2026
Sold
$448,900
11 Sep 2026 by Helen Thompson, of REMAX Select Group | Orlando

Happy sellers in Williamsburg

85%
85% of sellers in Williamsburg reported that their sale price either exceeded or met their price expectations.

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

This is based on voluntary sentiment collected from 9 reviews in Williamsburg over the last 12 months.

Local market activity for 3 bedroom single-family properties in Williamsburg

In the last 12 months, 58 three-bedroom single-family properties similar to 5526 Deepdale Drive, have been sold.

This represents a 16% decrease in three-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 Williamsburg

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Cindy Brads

Sellers who recommend Cindy Brads have praised them for being local expert, clear communication, responsive, supportive, dedicated, friendly, and reliable

  •   4.9   (135 reviews)
  •  2 Reviews in Williamsburg
  •  2 Sales in Williamsburg
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Moire Mckibbin

Moire Mckibbin is a recommended agent for Williamsburg.  They have 7 local sales and collected 1 local review across the last 12 months.

  •   5   (2 reviews)
  •  1 Review in Williamsburg
  •  7 Sales in Williamsburg
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Maria Termotto-Horwitz & Josh Horwitz

Sellers who recommend Maria Termotto-Horwitz & Josh Horwitz have praised them for being local expert, clear communication, responsive, supportive, friendly, patient, and honest

  •   5   (105 reviews)
  •  1 Review in Williamsburg
  •  1 Sale in Williamsburg
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Deborah Arroyo

Deborah Arroyo is a recommended agent for Williamsburg.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (24 reviews)
  •  1 Review in Williamsburg
  •  1 Sale in Williamsburg
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