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$709,990

1655 Sunnyside Dr Maitland, FL 32751

3 beds
2 full
1,418 sqft
0.2 acres
$501 / sqft
House

Property details

About 1655 Sunnyside Dr

Welcome to this one-of-a-kind vintage charmer in the heart of Maitland, Florida! Nestled on a beautifully landscaped corner lot, this 3-bedroom, 2-bathroom historic cottage offers 1,418 square feet of thoughtfully designed living space. Just minutes from downtown Maitland and the vibrant energy of Winter Park, you’ll love the perfect blend of convenience and character this home delivers. Step inside and feel the warmth of a home that truly has soul. The open floor plan flows effortlessly throughout, creating a seamless space that’s perfect for both relaxing and entertaining. The fully updated kitchen is a dream — stylish, functional, and ready for your next dinner party. The master bedroom is a true retreat with soaring vaulted ceilings and serene natural light, while each room in the house tells its own story with vintage touches and inviting charm. Outside, you’ll find a lush, landscaped yard designed for both beauty and privacy. The circle driveway adds curb appeal and ease, and the hot tub out back is ready for those laid-back Florida evenings under the stars. From the moment you arrive, you’ll see — and feel — the love and character that lives here. This isn’t just a house; it’s a home with a heartbeat. Roof: 2021 AC: 2021 Plumbing: Updated 2021 Electrical: Updated 2021

Highlights

Home typeSingle Family Residence
HeatingCentral
StatusActive
CoolingCentral Air
Size1,418 sqft
Lot size0.17 Acres
Year built1950
MLS #O6302769

Virtual tour

Summary

  • Full Bathrooms: 2
  • Appliances: Dishwasher, Range Hood, Refrigerator
  • Flooring Type: Ceramic Tile, Wood
  • Interior: Primary Bedroom Main Floor, Walk-In Closet(s)
  • Total Bedroom Count: 3
  • Private Pool: No
  • Exterior: Private Mailbox, Sliding Doors
  • Heating: Central
  • Cooling: Central Air
  • List Price: $709,990
  • Price/SqFt: $500
  • HOA Amount: $0
  • Annual Tax Amount: $7,146
  • Tax Year: 2023
  • Directions: Start on I-4 East: If you're coming from downtown Orlando, head north on I-4 East toward Maitland.? Take Exit 90 for FL-414 East/Maitland Blvd: Merge onto FL-414 East/Maitland Blvd via Exit 90.? Continue on Maitland Blvd: Stay on Maitland Blvd for approximately 1.5 miles.? Merge onto US-17/92 North (Orlando Ave): Merge right onto US-17/92 North (Orlando Ave) and continue for about 0.5 miles.? Turn Left onto Sybelia Parkway: Turn left onto Sybelia Parkway just before the Publix Super Market.? Continue to Sunnyside Drive: Follow Sybelia Parkway, and then turn left onto Sunnyside Drive.? Arrive at 1655 Sunnyside Drive: Your destination will be on the right at the corner of Sunnyside Drive and Alpine Drive.
  • Year Built: 1950
  • Stories: 1
  • Living Area: 1,418 SqFt
  • Lot Size: 0.17 Acres
  • MLS Number: O6302769
  • MLS Name: MFRMLS
  • Office Name: KELLER WILLIAMS WINTER PARK
  • Office Phone: (407) 545-6430
  • Listing Agent: Joseph Sipp

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DMCA Notice

IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/21/2025, 1:34:49 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Jun 09, 2021
Home Sold
$369,000

Tax history

YearAssessmentProperty Tax
2023$481,658$7,146
2022$330,408$5,173
2021$115,604$5,173
2020$114,008$1,216
2018$109,367$1,170
2017$107,118$1,149

History based on county public records data.

Nearby schools

6

Hungerford Elementary School

Public District PK-5

1.2 mi

230 S College Ave

6

Lake Sybelia Elementary School

Public District KG-5

1.4 mi

600 Sandspur Rd

9

Dommerich Elementary School

Public District KG-5

1.7 mi

601 N Thistle Ln

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $82,595. Residents of Maitland, FL typically earn between $35k-100k each year. Most families are single, no kids. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

25%
<35k
34%
35k-100k
27%
100k-200k
14%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

58%
Single, No Kids
6%
Single, with Kids
26%
Married, No Kids
10%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

8%
<11 yrs old
6%
12-17 yrs old
15%
18-34 yrs old
42%
35-64 yrs old
29%
65+ yrs old

What do the neighbors do for fun?

  • Symphony or OperaSymphony or Opera
  • Hiking/backpackingHiking/backpacking
  • PGA/LPGAPGA/LPGA

Where do the neighbors shop?

  • Chico'sChico's
  • Nordstrom RackNordstrom Rack
  • Stein MartStein Mart

Where do the neighbors go to eat?

  • Boston MarketBoston Market
  • ChipotleChipotle
  • Bonefish GrillBonefish Grill

What do the neighbors drive?

  • VolvoVolvo
  • MazdaMazda
  • LincolnLincoln

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • RockRock
  • ClassicalClassical
All data provided by Home Junction and Claritas

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Frequently asked questions

About 1655 Sunnyside Dr

The listing price of 1655 Sunnyside Dr property is $709,990.

The property 1655 Sunnyside Dr is a house located in Maitland, Florida, 32751.

Active Listing: 1655 Sunnyside Dr is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 1655 Sunnyside Dr are: Hungerford Elementary School (GreatSchools Rating 6/10), Lake Sybelia Elementary School (GreatSchools Rating 6/10), Dommerich Elementary School (GreatSchools Rating 9/10), Maitland Middle School (GreatSchools Rating 4/10), Glenridge Middle School (GreatSchools Rating 6/10), College Park Middle School (GreatSchools Rating 2/10), Edgewater High School (GreatSchools Rating 4/10), Winter Park High School (GreatSchools Rating 7/10), Aloma High Charter (GreatSchools Rating 2/10).

According to the records, the last property tax for 2023 is $7,146 (source: MLS/based on county public records data).

The last sale was on June 9, 2021 for $369,000 (source: MLS/tax record).

The property at 1655 Sunnyside Dr has 3 bedrooms and 2 bathrooms.

The property 1655 Sunnyside Dr is 1,418 SqFt (source: MLS/tax record).

The year of construction for 1655 Sunnyside Dr is 1950.

This home is located at 1655 Sunnyside Dr in Maitland, FL and zip code 32751. This 1,418 square foot home, which was built in 1950, sits on a 0.17 acre lot. Features: 3 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since April 24, 2025 and is currently priced at $709,990.

Maitland, FL housing market in June 2025 saw over 5 listings sold above listed price, more than 8 sold at listed price and over 15 sold below. In June 2025 in Maitland, FL there were 10.6% more homes for sale than in May. Listings spent 44 days on the market in June 2025, and had a median list price of $489,000 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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