Home in 420 E Cypress St Winter Garden for sale with MLS# O6412414

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.

📅 View days on the market

Days on the market

420 E Cypress St, Winter Garden, FL 34787

Price
Price:
$410,000.00
Previous Asking Price:
$420,000.00
Original List Price:
$425,000.00
List Price per Sq Ft (Calculated, Approx.):
$253.71
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6412414
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
2
Full Bath:
2
Measures
Living Area:
1,616 Sqft
Built-Up Area:
1,616 Sqft
Lot Area:
8,440 Sqft
Building Area Source:
Public Records
Living Area Source:
Owner
Lot Size Acres:
0.19
Property Features
Waterfront:
No
Furnished:
Unfurnished
Appliances:
Dishwasher, Microwave, Refrigerator, Range
Interior:
Vaulted Ceiling(s), Kitchen/family Room Combo, Stone Counters
Exterior:
Lighting, Other
Laundry:
Other
Air Conditioning System:
Central Air
Heating System:
Central
Fence:
Vinyl, Fenced
Property Entrance Faces:
North
Construction
Year Built:
1950
Roof:
Shingle
Levels:
One
Construction Materials:
Frame, Stucco
Flooring:
Luxury Vinyl
Number of stories:
1
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Tax Annual Amount:
$5,517.38
Tax Year:
2025
Utilities
Sewer:
Public Sewer
Utilities Available:
Electricity Available
Water Source:
Public
Community
Minimum Lease Term:
No Minimum
Subdivision Name:
OVERSTREET CRATE
Senior Community:
No
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Vacant
Lease Considered:
Yes
Zoning and Legal
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
Real Estate Folio Number (Parcel Number):
12-22-27-6496-20-028
Zoning:
R-2
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
High School:
West Orange High
Middle Or Junior School:
Lakeview Middle
Listing History
Originally published on:
June 1, 2026 6:04 pm
Active on the market since:
June 1, 2026
Listing Agreement executed on:
June 1, 2026
Price change occurred on:
July 17, 2026 3:26 pm
Listing Status Last Changed On:
June 1, 2026 6:04 pm
Photos updated on:
June 1, 2026 7:35 pm
Last Modified:
August 5, 2026 1:36 pm
Additional Information
Courtesy of:
KELLER WILLIAMS ELITE PARTNERS III REALTY
Attribution:
murraycoleman@kw.com
Road Surface Type:
Paved
Location
Street Name:
CYPRESS
Street Number:
420
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 33' 21''
Longitude:
W82° 25' 16.5''
Property Map

Want to schedule an in-person or virtual tour? Have questions?

Want to schedule an in-person or virtual tour? Have questions?
Schedule a Tour or Ask a Question


Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

Air Quality

Source: AirNow.gov · Lake County

🌬️ Air Quality Index (AQI) 37 Good
☀️ O3 37 Good
Mortgage Calculator

Please note: Monthly HOA / Condo Fees Not Included. The calculator shows the listing price as home value. Update all fields at your convenience.

Calculate Your Mortgage Payment

$.00
$.00
6.5
30

Taxes and Insurance

$.00
$.00
%

Financial Analysis

%

%

$

$

$

$

$
Ver la Propiedad Ver la propiedad 420 E Cypress St
Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, 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 or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of August 5, 2026, 1:36 PM.