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
For sale
Price cut: $10K (6/18)
$709,990
1655 Sunnyside Dr, Maitland, FL 32751
3beds
1,418sqft
Est.:
Single Family Residence
Built in 1950
7,497 Square Feet Lot
$694,000 Zestimate®
$501/sqft
$-- HOA
What's special
Hot tubFully updated kitchenVintage touchesLush landscaped yardOpen floor planCorner lotCircle driveway
- 88 days
- on Zillow |
- 1,214 |
- 71 |
Zillow last checked: 7 hours ago
Listing updated: July 05, 2025 at 12:10pm
Listing Provided by:
Joseph Sipp 407-820-7016,
KELLER WILLIAMS WINTER PARK 407-545-6430,
Jonah Garrison 321-230-2919,
KELLER WILLIAMS WINTER PARK
Source: Stellar MLS,MLS#: O6302769
Originating MLS: Orlando Regional

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
Great room
- Level: First
Kitchen
- Level: First
Living room
- Level: First
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Range Hood, Refrigerator
- Laundry: Inside, Laundry Room
Features
- Primary Bedroom Main Floor, Walk-In Closet(s)
- Flooring: Ceramic Tile, Hardwood
- Doors: Sliding Doors
- Has fireplace: No
Interior area
- Total structure area: 1,766
- Total interior livable area: 1,418 sqft
Video & virtual tour
Property
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System, Private Mailbox
Lot
- Size: 7,497 Square Feet
Details
- Parcel number: 362129211211071
- Zoning: RSF-2
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Cedar, Concrete, Stucco
- Foundation: Crawlspace
- Roof: Shingle
Condition
- New construction: No
- Year built: 1950
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Water Available, Water Connected
Community & HOA
Community
- Subdivision: DIXIE TERRACE
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Maitland
Financial & listing details
- Price per square foot: $501/sqft
- Tax assessed value: $591,746
- Annual tax amount: $9,661
- Date on market: 4/24/2025
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
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