To schedule a showing of 420 E Cypress Street, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!

$425,000 No Recent Price Change
420 E Cypress Street
Winter Garden, FL 34787
  • 3Beds
  • 2.00Total Baths
  • 2 Full, 0 HalfBaths
  • 1,616SqFt
  • 1950Year Built
  • 0.19Acres
  • MLS# O6412414
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market5 days
  • Area34787 - Winter Garden/oakland
  • CountyOrange
  • Subdivision Overstreet Crate

Overview

Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience.Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  2.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Exterior Features:  Lighting, Other

Fees / Restrictions

Financial

Original Price:  $425,000

Fencing:  Fenced, Vinyl

Garage / Parking

Green / Env Info

Interior Features

Floors:  LuxuryVinyl

Levels:  One

Laundry Features:  Other

Interior Features:  KitchenFamilyRoomCombo, StoneCounters, VaultedCeilings

Appliances:  Dishwasher, Microwave, Range, Refrigerator

Lot Info

Direction Remarks:  FL-408 W. Exit 267B.Merge onto FL-50 W/W Colonial Dr. Turn right onto 9th St. Turn left onto E Cypress St. Destination will be on the left.

Lot Size Units:  Acres

Lot Size Acres:  0.19

Lot Sqft:  8,440

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  12

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Stucco, WoodFrame

Stories:  1

Total Stories:  1

Foundation:  Slab

Room Info

Total Rooms:  3

Sqft Info

Sqft:  1,616

Bulding Area Sqft:  1,616

Living Area Units:  SquareFeet

Living Area Source:  Owner

Tax Info

Tax Year:  2,025

Tax Lot:  28

Tax Legal Description:  OVERSTREET CRATE COMPANYS F/9 THE E 60 FT OF W 199 FT OF S1/2 OF N1/2 OF S1/2 BLK S IN SEC 23-22-27 SE1/4

Tax Block:  20

Tax Annual Amount:  5517.38

Tax Book Number:  F-9

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityAvailable

Waterfront / Water

Schools

Elem:  Maxey Elem

Middle:  Lakeview Middle

High:  West Orange High

Directions

FL-408 W. Exit 267B.Merge onto FL-50 W/W Colonial Dr. Turn right onto 9th St. Turn left onto E Cypress St. Destination will be on the left.

This listing courtesy of Keller Williams Elite Partners Iii Realty 

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On davidshippey.com since Mon, Jun 1st 2026
No Property History recorded for this listing.

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If you have any questions on 420 E Cypress Street, Winter Garden, Florida, please call David Shippey at 863-521-4517.


MLS# O6412414 located at 420 E Cypress Street, Winter Garden, Florida is brought to you by David Shippey REALTOR®

420 E Cypress Street, Winter Garden, Florida has 3 Beds, 2 Full Bath, and 0 Half Bath.
The MLS Number for 420 E Cypress Street, Winter Garden, Florida is O6412414.
The price for 420 E Cypress Street, Winter Garden, Florida is $425,000.
The status of 420 E Cypress Street, Winter Garden, Florida is Active.
The subdivision of 420 E Cypress Street, Winter Garden, Florida is Overstreet Crate.
The home located at 420 E Cypress Street, Winter Garden, Florida was built in 2026.