$425,000
420 Cypress Street
Winter Garden, FL 34787
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJun 1, 2026
- Listed$425,000Jun 1, 2026
- Price increased$425,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Overstreet Crate
- County
- Orange
- Year built
- 1950
- Living area
- 1,616 sq ft
- Price/sq ft
- $263
- Lot size
- 8,440 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0215H)
- Annual taxes
- $5,517 (2025)
- Parcel #
- 12-22-27-6496-20-028
- Zoning
- R-2
- MLS #
- O6412414
Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Luxury Vinyl
- Appliances
- Dishwasher, Microwave, Range, Refrigerator
- Interior features
- Kitchen/Family Room Combo, Stone Counters, Vaulted Ceiling(s)
- Laundry
- Other
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer and buyer's agent must verify any restrictions.
Exterior & Construction
- Exterior features
- Lighting, Other
- Construction materials
- Stucco, Frame
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | |
| Living Room | First | |
| Kitchen | First |
Listing Details
- Listing date
- 2026-06-01
- On market date
- 2026-06-01
- Original list price
- $425,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Lake and Sumter
- Status changed
- 2026-06-01
- 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
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
Property sale history
Public records420 E CYPRESS ST, Winter Garden 34787
- Apr 2024$399,900
1,616 sq ft · Built 1950 · 0.1938 acres
Sale data from Florida public records (Department of Revenue / county property appraiser). Deemed reliable but not guaranteed; may not reflect current market or MLS status. Not Stellar MLS data.
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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.
Based on information submitted to the MLS GRID as of June 2, 2026 at 1:01 AM ET. All data is obtained from various sources and may not have been verified by 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.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA