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$849,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,055 Sq. Ft.
  • Updated 1 hour ago

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Open House: 2:00 PM - 4:00 PM

Sunday 7/5 2:00 PM - 4:00 PM

1783 Sunnyside Drive,Maitland, FL 32751

1783 Sunnyside DriveMaitlandFL32751

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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.

Full Property Details for 1783 Sunnyside Dr

General

  • Price: $849,900
  • Taxes: $4,196 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6420390
  • Updated: Today (6/30/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 6 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Crown Molding, High Ceilings, PrimaryBedroom Upstairs, Skylight(s), Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Range, Refrigerator, Tankless Water Heater
  • Furnishings: Unfurnished
  • Flooring: Marble, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Garage

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Salt Water

Exterior

  • Exterior Features: French Doors, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sidewalk
  • Deck/Patio: Covered, Front Porch, Patio, Rear Porch
  • Porch/Patio/Deck: Covered, Front Porch, Patio, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Orange
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: DIXIE TERRACE
  • Driving Directions: From Downtown Park Avenue, head N on Park Avenue to right on Sunnyside.
  • Direction Faces: East

School Information

  • Elementary School: Dommerich Elem
  • Middle School: Maitland Middle
  • High School: Winter Park High

Community

  • Community Name: 32751 - Maitland / Eatonville

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Sewer Connected, Street Lights, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Victorian
  • Architectural Style: Victorian
  • Exterior Const.: HardiPlank Type
  • Roof: Built-Up, Shingle
  • Windows: Blinds, Shutters
  • Stories/Levels: Two
  • Square Feet: 2,055
  • Sq. Ft. Source: Public Records
  • Year Built: 1986

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,750
  • Lot Size: 6750
  • Frontage: Street Brick
  • Street/Road Desc.: Brick, Asphalt
  • Fencing (Description): Fenced, Masonry, Wood

Financial Considerations

  • Tax Amount: $4,196.84
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: DIXIE TERRACE UNIT NO 2 N/31 LOT 16 BLKL
  • Flood Zone Info: X
  • APN: 362129211212160
  • Property ID: 362129211212160
  • Block/Lot/Section: L

Listed by Fannie Hillman & Associates

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Listing agent

— 1783 Sunnyside Dr —

  • Fannie Hillman & Associates

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1783 Sunnyside Dr

School District:Orange County School District
NameGradesDistance
Dommerich Elementary School
601 North Thistle Lane, Maitland, FL 32751
K-51.8 mi
Maitland Middle School
701 North Thistle Lane, Maitland, FL 32751
6-81.9 mi
Winter Park High School
2100 Summerfield Road, Winter Park, FL 32792
9-123 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1783 Sunnyside Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/30/2026
Listed
$849,900
183.3%
MLS
5/05/2004
Sold
$300,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1783 Sunnyside Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,197
3%
$311,115
6%
2024
$4,070
4%
$294,398
3%
2023
$3,896
6%
$285,823
6%
2021
$3,673
-1%
$269,416
-3%
2022
$3,716
1%
$277,498
4%
2021
$3,673
1%
$265,696
2%
2019
$3,619
9%
$259,722
9%
2018
$3,316
1%
$238,196
2%
2017
$3,276
1%
$233,297
2%
2016
$3,239
-2%
$228,499
1%
2015
$3,301
-1%
$226,911
1%
2014
$3,323
3%
$225,110
2%
2013
$3,213
—
$221,783
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Fannie Hillman & Associates

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1783 Sunnyside Drive, Maitland, FL 32751 (MLS# O6420390) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 1783 Sunnyside Drive is currently listed for $849,900 and was received on June 30, 2026. Want to learn more about 1783 Sunnyside Drive? Do you have questions about finding other Single Family real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.

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