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(954) 439-6446

5339 Cypress Dr, Winter Park, FL 32792

$372,000

Charming single-story home featuring a brick facade, attached garage, and mature landscaping at 5339 Cypress Dr, Winter Park, FL 32792
  • Bedrooms

    4

  • Baths

    2

  • Sq. Feet

    1782

  • Year Built

    1975

  • Days On Market

    4

  • $/SqFt

    $209

17 Photos

  • Charming single-story home featuring a brick facade, attached garage, and mature landscaping at 5339 Cypress Dr, Winter Park, FL 32792
  • Welcoming single-story home with brick accents, a two-car garage, and a well-manicured lawn at 5339 Cypress Dr, Winter Park, FL 32792
  • Functional kitchen with stainless steel appliances, wood cabinetry, and ample counter space at 5339 Cypress Dr, Winter Park, FL 32792
  • Bright living room featuring a large window with natural light, neutral carpeting, and comfortable seating at 5339 Cypress Dr, Winter Park, FL 32792
  • Cozy living room showcasing a sofa, natural light, and decorative furnishings at 5339 Cypress Dr, Winter Park, FL 32792
  • Traditional dining room with a wooden table, chairs, and built-in cabinetry at 5339 Cypress Dr, Winter Park, FL 32792
  • Spacious main bedroom with a four poster bed, carpet flooring, and natural lighting at 5339 Cypress Dr, Winter Park, FL 32792
  • Inviting main bedroom featuring a four poster bed, carpet flooring, and an array of furniture at 5339 Cypress Dr, Winter Park, FL 32792
  • Functional bathroom featuring a vanity, mirror, and ample cabinet space at 5339 Cypress Dr, Winter Park, FL 32792
  • Full bathroom featuring a toilet, window, and shower/tub combination at 5339 Cypress Dr, Winter Park, FL 32792
  • This cozy bedroom features neutral walls, a window letting in natural light, and a mirrored closet at 5339 Cypress Dr, Winter Park, FL 32792
  • Bedroom featuring tan carpet, a desk, a board, and windows with blue curtains at 5339 Cypress Dr, Winter Park, FL 32792
  • Bright bedroom featuring carpet, a window for natural light, and dresser at 5339 Cypress Dr, Winter Park, FL 32792
  • Bathroom featuring gold tile, vanity, toilet, and shower with patterned curtain at 5339 Cypress Dr, Winter Park, FL 32792
  • Open living room featuring carpet, ceiling fan, and view into dining room at 5339 Cypress Dr, Winter Park, FL 32792
  • Dining room featuring wood paneling, a ceiling fan, and carpet at 5339 Cypress Dr, Winter Park, FL 32792
  • The backyard is spacious with mature trees and features the back of the home at 5339 Cypress Dr, Winter Park, FL 32792
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Home Description

Great Opportunity in Prime Winter Park Location. Single-story, 4-bedroom, 2-bath home with a split floor plan, featuring separate living, dining, and family rooms. Original owner, with most features still in original condition—ideal for a renovation project. Loads of potential for investors or buyers looking to customize their dream home. Great location with easy access to top-rated Seminole County schools, shopping, dining, UCF, and major highways. Large yard offers ample space for outdoor activities or a future pool. Perfect for FHA 203k renovation mortgage

  • Private Pool: False
  • Water Feet: 0
  • Interior Features: L Dining,Primary Bedroom Main Floor,Skylight(s),Window Treatments
  • Appliances: Dishwasher,Disposal,Dryer,Electric Water Heater,Range,Refrigerator,Washer
  • Floor Covering: Carpet,Linoleum
  • Exterior Features: Private Mailbox,Sidewalk
  • Exterior Contruction: Block
  • Foundation: Slab
  • Front Exposure: West
  • Roof: Shingle
  • Building Sqft: 2509

Available now at $372,000

Approximate Room Sizes / Descriptions

Living Room16x13First
Family Room21x13First
Dining Room12x10First
Kitchen12x10First
Primary Bedroom15x13First
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 2
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air
  • Heating: Central,Electric
  • Utilities: Cable Connected,Electricity Connected,Public,Sewer Connected,Water Connected
  • Lot Sqft: 8889.00
  • Lot Acres: 0.2000
  • Total Acre: 0 to less than 1/4
  • Lot Num: 199
  • Senior Community: False
  • Style: Single Family Residence
  • : 800-921-1330

Neighborhood

The average asking price of a 4 bedroom Winter Park home in this zip code is $652,309 (75.4% more than this home).

This home is priced at $209/sqft, which is 43.7% less than similar homes in the 32792 zip code.

Potential Great Value

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Financial

  • Approx Payment:$1,810*
  • Taxes:$1,558

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (954) 439-6446 and speak with one of our real estate consultants.

Listing Courtesy of FUTURE HOME REALTY INC. For information or to schedule a viewing of this property (MLS# O6284337), call: 954 439 6446

5339 Cypress Dr, Winter Park FL is a single family home of 1782 sqft and is currently priced at $372,000 . This single family home has 4 bedrooms. A comparable home for sale at 4200 Bear Gully Rd in Winter Park is listed at $550,000. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Winter Park, FL. Oakcrest, Coronado Townhomes and Georgetown Estates are nearby neighborhoods. MLS O6284337 has been posted on this site since 2/26/2025 (today).

2025 3/1/2025.

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