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Back 1783 Sunnyside Drive
Off Market

1783 Sunnyside Drive

Maitland FL 32751

3
3
1
2767 sq. ft.
6750 sq. ft.
Single-Family
Last sold for $849,900
Wendy Williams CrumitWendy Williams Crumit, last sold this property on 24 August 2026 after 54 days on market.

Overview

Perfectly positioned between Maitland and Winter Park, this beautifully maintained 3-bedroom, 2.5-bath pool home offers an exceptional combination of charm, character, and an unbeatable location just minutes from the shops and restaurants of Park Avenue. Warm hardwood floors flow throughout the home, while the impressive two-story family room showcases soaring ceilings and a wood-burning fireplace that creates a welcoming gathering space. Separate living and dining rooms provide flexibility for both everyday living and effortless entertaining. The kitchen is thoughtfully designed with newer stainless-steel appliances and opens to the family room. French doors invite you outside to a private backyard retreat, while the adjacent sunroom is the perfect place to enjoy morning coffee with peaceful views of the pool and lush landscaping. Upstairs, you'll find three spacious bedrooms and two beautifully renovated baths. The primary suite is filled with natural light from a charming bay window and features a spa-inspired bath with marble floors, quartz countertops, dual vanities, and timeless subway tile. Step outside to your own backyard oasis. The covered lanai, complete with a summer kitchen, overlooks a newer saltwater pool and an expansive brick patio, creating the ideal setting for year-round outdoor living, entertaining, or simply unwinding in a private, tranquil setting. Adding to its appeal, the home is located just one house from the Winter Park city limits and is zoned for highly acclaimed Dommerich Elementary, Maitland Middle, and Winter Park High School. Enjoy the convenience of nearby Lake Lily, Enzian Theater, Maitland City Centre, and the boutiques, dining, and vibrant lifestyle of Winter Park's famed Park Avenue. This home offers the rare opportunity to enjoy a peaceful neighborhood setting with the very best of Maitland and Winter Park just moments away.

Features

3 bedrooms
3 bathrooms
1 carspace
1 garage space
2767 sq. ft. floor area
6750 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Maitland over the last 12 months, the estimated median property value of 1783 Sunnyside Drive is $504.85k.

Median value
$504.85k
Estimated value range
$236k - $1.43m
Median days on market
29
Estimated value trend
8%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Maitland. 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 1783 Sunnyside Drive

2026
Sold
$849,900
24 Aug 2026 by Wendy Williams Crumit, of FANNIE HILLMAN & ASSOCIATES

Happy sellers in Maitland

89%
89% of sellers in Maitland reported that their sale price either exceeded or met their price expectations.

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

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

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

In the last 12 months, 100 three-bedroom single-family properties similar to 1783 Sunnyside Drive, have been sold.

This represents a 11% 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 Maitland

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Angela Carney

Sellers who recommend Angela Carney have praised them for being local expert, responsive, reliable, clear communication, friendly, patient, and supportive

  •   5   (66 reviews)
  •  5 Reviews in Maitland
  •  3 Sales in Maitland
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Lisa Gould

Sellers who recommend Lisa Gould have praised them for being local expert, clear communication, supportive, responsive, patient, reliable, and well-prepared

  •   5   (208 reviews)
  •  2 Reviews in Maitland
  •  6 Sales in Maitland
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Gale Milgrim

Sellers who recommend Gale Milgrim have praised them for being local expert, responsive, reliable, clear communication, great negotiation, supportive, and attentive

  •   5   (94 reviews)
  •  2 Reviews in Maitland
  •  2 Sales in Maitland
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Erin Tompkins

Erin Tompkins is a recommended agent for Maitland.  They have 3 local sales and collected 1 local review across the last 12 months.

  •   5   (26 reviews)
  •  1 Review in Maitland
  •  3 Sales in Maitland
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