1655 SUNNYSIDE DRIVE Maitland, FL $ 699,000
1655 SUNNYSIDE DRIVE
$ 699,000
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1655 SUNNYSIDE DRIVE

Maitland, FL, 32751
$ 699,000
Bedrooms3 Baths2.0 Sq 1,418

Monthly Estimate*

$ 4,361

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Single Family Home for sale in Maitland, FL

for $699,000 with 3 bedrooms and 2 full baths. This 1,418 square foot home was built in 1950 on a lot size of 0.17.

Under contract-accepting backup offers. Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the moment you arrive, you'll notice the inviting curb appeal, mature landscaping, and the undeniable charm that sets this home apart from the rest. Inside, the home exudes personality with unique architectural touches, cozy living spaces, and abundant natural light throughout. The well-appointed kitchen flows effortlessly into the main living area, making it perfect for both relaxing and entertaining. Each bedroom is spacious and comfortable, while the bathrooms offer tasteful finishes. Whether you're sipping coffee on the front porch or enjoying the peaceful surroundings, you'll feel right at home in this special space. Situated just minutes from the vibrant shops and restaurants of Park Avenue, this home also features two separate driveways, offering plenty of parking for guests or multiple vehicles—a rare find in this area. With its unbeatable location, timeless charm, and practical layout, 1655 Sunnyside Drive is the perfect blend of convenience and character. Don’t miss your opportunity to own a true gem in one of Maitland’s most desirable neighborhoods. ROOF: 2021 PLUMBING: 2021 AC: 2021 ELECTRICAL: 2021

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Single Family Pending

Price

$ 699,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 9,661

Style

Single Family Residence

Lot Size

0.17

Year Built

1950

Town/City

Maitland

County/Region

Orange

MLS | Web ID

O6353374

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Water Available Water Connected
Roof Shingle
Appliances Dishwasher Range Hood Refrigerator
Zoning RSF-2
Construction Materials Block Cedar Concrete Stucco
Year Built 1950
Levels One
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
County Orange
New Construction false
Property Type Residential
Subdivision Name DIXIE TERRACE
Facing Direction South
Garage Y/N false
Total Rooms 4
Full Baths 2
Status Pending
Directions Start on I-4 East toward Maitland. Take Exit 90 for FL-414 East / Maitland Blvd. Merge onto FL-414 East / Maitland Blvd. Continue on Maitland Blvd for about 1.5 miles. Merge onto US-17/92 North (Orlando Ave). After about 0.5 miles turn left onto Sybelia Parkway (just before the Publix). Follow Sybelia Parkway and then turn left onto Sunnyside Drive. Continue until you reach 1655 Sunnyside Drive
High School Winter Park High
City MAITLAND
Senior Community Y/N false
MLS Area 32751 - Maitland / Eatonville
Lot Size Units Square Feet
Lot Size Square Feet 7497
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Dommerich Elem
Land Lease Y/N false
Tax Annual Amount 9661.15
Middle/Junior High School Maitland Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6353374
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Pending
Occupancy Type Vacant
Tax Lot 7
Legal Description DIXIE TERRACE UNIT NO 2 N/31 E 75 FT LOTS 7 & 8 BLK K
Minimum Lease No Minimum
Water Access Y/N false
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities Primary Bedroom Main Floor Walk-In Closet(s)
Flooring Ceramic Tile Hardwood
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 0
Laundry Features Inside Laundry Room
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Irrigation System Private Mailbox Sliding Doors
Water Source Public
Lot Size Area 7497
Foundation Details Crawlspace
Building Area Total 1766
Lot Size Acres 0.17
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
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* Excluded Features
List By
Keller Williams Winter Park

Broker

Joseph@sipphomegroup.com

Email

Affordability Calculator

$5,166
Per Month
84%
16%
0%
Monthly Principal & Interest
$4,361
Monthly Property Taxes
$805
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Winter Park High High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$699,000 Listed Price

Map


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1655 SUNNYSIDE DRIVE, Maitland, FL, 32751 is a Single Family Home for sale at $699,000 with 1,418 sqft and a lot size of 0.17. 1655 SUNNYSIDE DRIVE has 3 bedrooms, 2.0 baths, and was built in 1950. The property's zip code is 32751 which is in Maitland, FL