1365 SUNNYSIDE DRIVE Winter Park, FL
$ 780,000
Property Attributes
  • MLS#O5909055
  • TypeSingle Family
  • CountyORANGE
  • CityWinter Park
  • AreaWinter Park
  • NeighborhoodDixie Terrace
  • Zip32789
  • StyleFlorida
  • Year Built1927
  • Taxes$ 4870
  • Price$ 780,000
  • Bedrooms3
  • Full Bathrooms3
  • Half Bathrooms0
  • Sqr Footage2808
  • Lot Size0.46 Acres
Listing Provided Courtesy Of:
Data Source:
Stellar MLS
Property Description

**** PRICE REDUCED TO $780,000 **** BRAND NEW ROOF **** 3 BEDS 3 BATHS 0.46 ACRES 2,808SQ FT + 1 bed 1 bath 1 kitchen 560 SF DETACHED GUEST HOUSE. ORIGINALLY BUILT IN 1927 AND RE-STRUCTURED IN 1975. This gorgeous model-like home is back in the market and priced to sell. This charming and unique style home is part of the elite Sears Catalog “Crescent” model and has been totally upgraded and converted into a trendy model-like home. This spacious home has over 2,808 Sq Ft of total living space spanning on two floors with 3 bedrooms, 3 bathrooms, Living Room, Family Room, Island kitchen, Dining Area, large glazed breakfast area, library/ playroom, balcony, two fireplaces, large master bathroom with vaulted ceilings, a Kohler floating tub, spacious walk-in closets. Separate in-law quarters offer 560 additional Sq Ft with 1 bedroom, 1 full bathroom, 1 full kitchen and playroom. The house is situated on a large 20,250 Sq Ft lot site in a highly sought-after Winter Park area. The open kitchen features granite countertops, a sub-zero fridge, a new 24” microwave, 30” wide stainless-steel gas range, and an extra silent dishwasher. The upgrades do not take away from classic features like large French windows, beautiful solid wood floors, and two fireplaces one in the living room and one in the Master bedroom. The spacious master bedroom with a front and back communicating fireplace and a large master bath, complemented by a floating tub, offers the perfect place to unwind and relax. Topping it off, the master suite has a generous walk-in closet with two-sided built-in cabinets and high ceilings fronting with a large window. To truly enjoy this amazing property, just venture out to the spacious patios or climb the elegant spiral wood and metal stairs and bask on the balcony that faces the sprawling yard nestled amongst mature oak trees. Parking spots in the property include 1 large carport and 2 uncovered areas with a parking path. Just minutes to Downtown Park Avenue, local restaurants and shops as well as a short stroll to Enzian Theatre. Walt Disney World and Universal Studio Park are nearby as well. Excellent rated Orange County School District and zoned to Dommerich Elementary School, Maitland Middle, and Winter Park High School. Excellent access to main local roads, highways, and the turnpike. PLEASE SEE THE 3D VIRTUAL TOUR BY VISITING AT for more information. This beautiful model-like house could be your new home in paradise. Why wait? Schedule your private showing today!!!! SEE THE 3D VIRTUAL TOUR LINK.

Elementary School Middle School High School
Dommerich Elem Maitland Middle Winter Park High
Price History
12/2/2020 Listed $805,000
6/18/2021 1% - $800,000
8/20/2021 3% - $780,000

General Features

Additional Rooms Attic, Family Room, Formal Dining Room Separate, Formal Living Room Separate
Appliances Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
Architectural Style Florida
Carport Spaces 1
Carport Y/N Yes
Construction Materials Cement Siding, Wood Frame
Cooling Central Air
Elementary School Dommerich Elem
Exterior Features Awning(s), Balcony, French Doors, Lighting, Other, Sidewalk
Facing Direction East
Flooring Ceramic Tile, Wood
Heating Central, Electric
High School Winter Park High
Homestead Yes
Interior Features Ceiling Fans(s), High Ceiling(s), Kitchen/Family Room Combo, Master Bedroom Main Floor, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Levels Two
MLS Area 32789 - Winter Park
Middle/Junior High School Maitland Middle
Minimum Lease Period No Minimum
Other Structures Guest House
Patio/Porch Features Front Porch, Rear Porch
Pet Size Large (61-100 Lbs.)
Pets Allowed Yes
Property Description Corner Unit
Property SubType Single Family Residence
Property Type Residential
Roof Shingle
Security Features Security Lights, Security System, Smoke Detector(s)
Sewer Public Sewer
Special Listing Conditions None
Status Active
Subdivision Name DIXIE TERRACE
Terms Cash, Conventional
Township 21
Utilities Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Meter, Street Lights, Water Connected
View Garden
Year Built 1927
Zoning R-1A

Interior Features

Fireplace Features Gas, Family Room, Master Bedroom, Wood Burning
Fireplace Y/N Yes
Furnished Y/N Unfurnished
Laundry Features Inside, Laundry Room
Living Area 2808.00
Total Bedrooms 3
Window Features Blinds, Shades

Exterior Features

Building Area Total 3885.00
Fencing Other
Foundation Details Slab
Lot Dimensions 151X135X151X135
Lot Features Corner Lot, In City Limits, Near Public Transit, Oversized Lot, Sidewalk, Street Paved
Lot Size Acres 0.46
Lot Size Square Feet 20250
Number of Lots 1
Parking Features Converted Garage, Driveway, Oversized, Parking Pad
Vegetation Mature Landscaping, Oak Trees, Trees/Landscaped


  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 32789

AVG $1.39M
AVG $7,547
AVG 193
Year Built
AVG 1978

Looking for a more comfortable experience?

Download our mobile app for a personalized browsing experience.