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Single family home for sale at 420 E Cypress St, Winter Garden, FL 34787 | MLS# O6412414 | Listing updated on 2026-10-12
Photo 1 of Single family home for sale at 420 E Cypress St, Winter Garden, FL 34787 | MLS# O6412414 | Listing updated on 2026-10-12
Photo 2 of Single family home for sale at 420 E Cypress St, Winter Garden, FL 34787 | MLS# O6412414 | Listing updated on 2026-10-12
Photo 3 of Single family home for sale at 420 E Cypress St, Winter Garden, FL 34787 | MLS# O6412414 | Listing updated on 2026-10-12
Photo 4 of Single family home for sale at 420 E Cypress St, Winter Garden, FL 34787 | MLS# O6412414 | Listing updated on 2026-10-12
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$400,000

Monthly Est:$1,991

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,616sqft

420 E Cypress St, Winter Garden, FL 34787

$1,991/moEst:

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  • Single Family Residence

  • Built in 1950

  • $-- HOA

  • 8,440 sqft lot

  • $248/sq.ft

Description

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 o
f 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.

  • Houzeo last checked: 5 hours ago
  • Listing updated: October 12, 2026 at 2:42 pm
  • Listing Provided by: Trevor Zwick (863) 303-6114 | KELLER WILLIAMS ELITE PARTNERS III REALTY (321) 527-5111
  • Source: Stellar MLS-FL | MLS#: O6412414 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Orange County

  • City

    Winter Garden

  • Neighborhood

    --

  • Year Built

    1950

  • HOA Fees

    -

  • Finished Area

    1,616 sqft

  • Lot Size

    8,440 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6412414

  • MLS Status

    Active

  • Days on Market

    142

  • Cumulative Days on Market

    128

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

  • Primary Bedroom

    Level: First

  • Living Room

    Level: First

  • Kitchen

    Level: First

Interior

  • Sewer

    Public Sewer

  • Appliances

    Dishwasher, Microwave, Range, Refrigerator

  • Flooring

    Luxury Vinyl

  • Cooling

    Central Air

  • Heating

    Central

  • Exterior Features

    Lighting, Other

  • Interior Features

    Kitchen/family Room Combo, Stone Counters, Vaulted Ceiling(s)

Construction

  • Year Built

    Year Built: 1950

  • Home type

    Single Family Residence

  • Foundation Details

    Slab

  • Roof

    Shingle

  • Construction Materials

    Stucco, Frame

Utilities & Energy

  • Laundry Features

    Other

  • Utilities

    Electricity Available

  • Water Source

    Public

Other Features

  • Subdivision Name

    Overstreet Crate

Price History

DateEventPrice

08/19/2026

Source: mls_logoStellar MLS-FL #MFRO6412414

Listed for Sale

$410,000 +2.50%

$254/sqft

08/19/2026

Source: mls_logoStellar MLS-FL #MFRO6412414

Price Decreased

$400,000 -2.44%

$248/sqft

08/16/2026

Source: mls_logoStellar MLS-FL #MFRO6412414

Contingent (Active Under Contract)

$410,000 -2.38%

$254/sqft

06/18/2026

Source: mls_logoStellar MLS-FL #MFRO6412414

Price Decreased

$420,000 -1.18%

$260/sqft

06/01/2026

Source: mls_logoStellar MLS-FL #MFRO6412414

Price Increased

$425,000 +6.28%

$263/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 22, 2026, 03:45PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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