Skip main navigation
For sale
  • Price cut: $10K (6/18)
    $709,990

    1655 Sunnyside Dr, Maitland, FL 32751

    3beds
    1,418sqft
    : 
    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
    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
    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#: O6302769MLS LogoOriginating MLS: Orlando Regional

    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 1655 Sunnyside Dr.

    Next available tour time:Today at 7pm

    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
    • Loading
    • Loading